TW200922468A - α, β-unsaturated imine compound and use thereof for pest control - Google Patents

α, β-unsaturated imine compound and use thereof for pest control Download PDF

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TW200922468A
TW200922468A TW097138518A TW97138518A TW200922468A TW 200922468 A TW200922468 A TW 200922468A TW 097138518 A TW097138518 A TW 097138518A TW 97138518 A TW97138518 A TW 97138518A TW 200922468 A TW200922468 A TW 200922468A
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Shigeyuki Itoh
Takashi Kuragano
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Sumitomo Chemical Co
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/45Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having at least one of the nitrogen atoms doubly-bound to the carbon skeleton
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/12Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom not containing sulfur-to-oxygen bonds, e.g. polysulfides
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/08Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/10Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/53Nitrogen atoms
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52Radicals substituted by nitrogen atoms not forming part of a nitro radical
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00Systems containing two condensed rings
    • C07C2602/02Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04One of the condensed rings being a six-membered aromatic ring
    • C07C2602/08One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

An α , β -unsaturated imine compound of the formula: wherein A represents a phenyl group or the like, where said aromatic hetero ring forms a carbon-to-carbon bond with a main chain of the compound, R represents a hydrogen atom or a C1 to C5 alkyl group optionally substituted with a halogen atom, each of p, q and r represents an integer of 0 to 5, X1s, X2s or X3s may be different each other in case that p, q or r represents 2 or more, X1, X2 and X3 respectively represent a C1 to C6 chain hydrocarbon group optionally substituted with at least one of the group A, or the like.

Description

200922468 六、發明說明: 【發明所屬之技術領域】 本發明關於α,/5 -不飽和亞胺化合物及其害蟲防治之 用途。 【先前技術】 截至目前,用於防治害蟲的目地已研究並實際使用多 種化合物,已揭示於 Liebigs AnnalenderChemie (1980), (3), 344-357。 曰本專利申請公開案號(早期公開)10-513502揭示 α,/3 -不飽和亞胺化合物應用於作為著色劑或安定化劑。 【發明内容】 本發明之目地係提供對害蟲具有優異防治效果的化合 物。 本發明人已進行強力地研究且發現由下式(I)所表示 之α,不飽和亞胺化合物對害蟲具有優異防治效果,因 而完成本發明。 亦即,本發明包括下述者。 (1) 一種α-不飽和亞胺化合物(後文中此化合物亦稱 為「本發明化合物」且其化學式有時稱為「本發明之 式」),係如下式所示:200922468 VI. Description of the invention: [Technical field to which the invention pertains] The present invention relates to an α,/5-unsaturated imine compound and its use for pest control. [Prior Art] Up to now, various compounds have been studied and actually used for the purpose of controlling pests, and have been disclosed in Liebigs Annalender Chemie (1980), (3), 344-357. The present patent application publication (early publication) 10-513502 discloses that an α,/3-unsaturated imine compound is applied as a coloring agent or a stabilizer. Disclosure of the Invention The object of the present invention is to provide a compound having an excellent control effect against pests. The present inventors have conducted intensive studies and found that α, an unsaturated imine compound represented by the following formula (I) has an excellent control effect against pests, and thus completed the present invention. That is, the present invention includes the following. (1) An α-unsaturated imine compound (hereinafter, this compound is also referred to as "the compound of the present invention" and its chemical formula is sometimes referred to as "the formula of the present invention"), and is represented by the following formula:

其中, 4 320644 200922468 A表示視需要經(x2)q取代之苯基、視需要經Q 至C5烧基或齒原子取代之芳族雜環、視需要經齒原 子取代之C1至C5燒基、或視需要經C1至⑵燒基或 齒原子取代之C3至C10環烧基,該芳族雜環與化合 物主鏈形成碳-碳鍵(carbon_t〇__cai1bQn匕㈤。; R表示氫原子或視需要經鹵原子取代之ci至 烷基; P、Q及r之各者表示0至5之整數; 於P、q及r分別表示2或更大者時,、χ2及χ3 可分別彼此不同, X、X 及 X3 分別表示-0R】、_SRl、_n(r2)r1、 ’2)C(,R3、_c(=〇)〇Rl、—c(=〇)n(r2)r1、視需要 赵A群之至少-者取代之C1至G6鏈煙基、視需要經 B群之至少一者取代之苯基、硝基、氰基或_原子; 或 2於P、q或r表示2或更大者時,兩個χι、兩個 X或兩個X3可一起形成視需要經β群之至少一者取代 之C2至C5多亞甲基、視需要經β群之至少一者取代 丙烤1,3 一基、視需要經Β群之至少一者取代之 1,3-丁二烯-ΐ,4-二基或亞甲基二氧基; R表示視需要經Α群之至少一者取代之ci至C5 鏈烴基; 表示C1至C5鏈烴基或氫原子; R3表示視需要經A群之至少—者取代之π至C6 320644 200922468 鏈烴基或氫原子; 5亥A群由C1至C5烧基氧基、C1至C5烧基硫基 與鹵原子所組成;以及 該B群由C1至C6烷基、C1至C5烷基氧基、C1 至C5烷基硫基與鹵原子所組成。 (2)如(1)之α,石―不飽和亞胺化合物,其係式(1):Wherein, 4 320644 200922468 A represents a phenyl group substituted by (x2)q, an aromatic heterocyclic ring substituted with a Q to C5 alkyl group or a tooth atom, optionally a C1 to C5 alkyl group substituted by a tooth atom, Or a C3 to C10 cycloalkyl group substituted by a C1 to (2) alkyl group or a tooth atom, which forms a carbon-carbon bond with the main chain of the compound (carbon_t〇__cai1bQn匕(5); R represents a hydrogen atom or A ci to an alkyl group substituted with a halogen atom is required; each of P, Q, and r represents an integer of 0 to 5; when P, q, and r represent 2 or more, respectively, χ2 and χ3 may be different from each other, X, X and X3 respectively represent -0R], _SRl, _n(r2)r1, '2)C(, R3, _c(=〇)〇Rl, -c(=〇)n(r2)r1, as needed At least one of the group A is substituted with a C1 to G6 chain, a phenyl, nitro, cyano or _ atom substituted by at least one of the B groups, or 2 or P, q or r represents 2 or more. In the larger case, two χι, two X or two X3 may together form a C2 to C5 polymethylene group which is optionally substituted by at least one of the β group, and if necessary, at least one of the β group is substituted for the propylene baking 1 , 3 one base, as needed At least one substituted 1,3-butadiene-fluorene, 4-diyl or methylenedioxy; R represents a ci to C5 chain hydrocarbyl group substituted with at least one of the hydrazine groups as desired; represents C1 to C5 a chain hydrocarbon group or a hydrogen atom; R3 represents a π to C6 320644 200922468 chain hydrocarbon group or a hydrogen atom which is substituted by at least one of the A groups; 5H group A is composed of a C1 to C5 alkyloxy group, and a C1 to C5 alkyl group. And a group consisting of a halogen atom; and the group B consists of a C1 to C6 alkyl group, a C1 to C5 alkyloxy group, a C1 to C5 alkylthio group and a halogen atom. (2) A (a), a stone An unsaturated imine compound, the formula (1):

(3) 如(1)或(2)之〇:,^_不飽和亞胺化合物,其中, X1、X2及X3分別表示-OR1、-SR1、視需要經A群之 至少一者取代之C1至C6鏈烴基、視需要經β群之至 少一者取代之笨基、硝基、氰基或鹵原子;或 2於ρ、q或r表示2或更大者時,兩個、兩個 X或兩個X3可一起形成視需要經B群之至少一者取代 之C2至C5多亞甲基、視需要經B群之至少一者取代 之丙烯-1’ 3-二基、視需要經B群之至少一者取代之 1,3-丁二烯-ι,4-二基或亞曱基二氧基。 (4) 如(1)至(3)中任—項之α,冷_不飽和亞胺化合物,其 中, ’、 X、X及X3分別表示視需要經Α群之至少一者取 代之C1至C6烷基、-0Ri、視需要經B群之至少一者 320644 6 200922468 取代之苯基、石肖基、氰基或鹵原子;或 於p、q或r表示2或更大者時,兩個X1、兩個 X2或兩個X3可一起形成C2至C5多亞曱基、丙烯-1,3-二基或 1,3_ 丁二稀-1,4-二基; R1表示視需要經A群之至少一者取代之C1至C5 烧基。 (5 )如(1)至(4)中任一項之α,-不飽和亞胺化合物,其 中, X1表示視需要經鹵原子取代之C1至C6烷基、視 需要經鹵原子取代之C1至C5烷基氧基、硝基或鹵原 子。 (6) 如(1)至(5 )中任一項之α,/5 -不飽和亞胺化合物,其 中, X2表示硝基、鹵原子、視需要經鹵原子取代之C1 至C6烷基、視需要經鹵原子取代之C1至C5烷基氧 基、或視需要經C1至C6烷基、C1至C5烷基氧基與 鹵原子所成組群之至少一者取代之苯基。 (7) 如(1)至(6)中任一項之<2,石-不飽和亞胺化合物,其 中, X3表示視需要經鹵原子取代之C1至C6烧基、視 需要經鹵原子取代之C1至C5烷基氧基、鹵原子、或 視需要經C1至C6烷基、C1至C5烷基氧基與鹵原子 所成組群之至少一者取代之苯基,或者兩個X3—起形 成C2至C5多亞曱基。 7 320644 200922468 (8) 如(1)至(7)中任一項之α,不飽和亞胺化合物,其 中, χ1表示視需要經Α原子取代之C1至C6烷基、視 需要經齒原子取代之C1至C5烷基氧基、硝基或鹵原 子; 乂‘表示硝基、鹵原子、視需要經鹵原子取代之C1 至C6院基、視需要經鹵原子取代之C1至C5烷基氧 基、或視需要經C1至C5烷基、C1至C5烷基氧基與 鹵原子所成組群之至少一者取代之苯基;以及 χ3表示鹵原子、視需要經鹵原子取代之C1至C6 烷基、視需要經鹵原子取代之C1至C5烷基氧基、或 視需要經C1至C5烷基、C1至C5烷基氧基與鹵原子 所成組群之至少一者取代之苯基,或者兩個X3 一起形 成C2至C5多亞甲基。 (9) 如(1)至(8)中任一項之不飽和亞胺化合物,其 中, P、q及r之各者表示〇至2之整數。 〇〇)種⑴至(9)中任一項之不飽和亞胺化合物 之用途,其係用於防治害蟲。 ⑴)一種農藥組合物,包括⑴至(9)中任一項之α,石-不飽和亞胺化合物作為活性成分。 (12)種告蟲防治方法’其包括對害蟲或害蟲棲息地施用 (1)至(9)中任一項之α,万_不飽和亞胺化合物。 發明之效果 320644 8 200922468 顯示優異防治效果。 本發明化合物對害蟲 【實施方式】 說明本發明中所使用取代基的具體例。 ㈣二,芳族雜環包括具有氮原子之5_員環或6-貝%又,具有氧原子之昌提. 芳族雜環之例包括呋喃V 硫原子之5_員環。上述 蝴対 南、㈣、㈣、㈣、料吻定、 本《月中’芳無雜每與本化合物主鏈形成碳—碳鍵。 本發种自原子思指氣原子、氯原子、漠原子與蛾 原子。 、/' 田本發明中,C1至C5院基之例包括甲基、乙基、丙基、 異丙基、丁基、第三丁基與戊基。 本發明中,C3至C10環烷基之例包括環丙烷基、環丁 燒基、環戊烷基與環己烷基。 本發明中’A群意指由α至⑵烷基氧基、C1至以烷 基硫基與鹵原+所成群組。B群意指由〇1至邙烷基、 C1至C5烷基氧基、C1至C5烷基硫基與鹵原子所成群組。 A群之基團包括,例如甲氧基、乙氧基、丙氧基、異 丙氧基;甲基硫基、乙基硫基、丙基硫基、異丙基硫基; 氟原子、氣原子與溴原子。 B群之基團包括,例如甲基、乙基、丙基、異丙基; 甲氧基、乙氧基、丙氧基、異丙氧基;曱基硫基、乙基硫 基、丙基硫基、異丙基硫基;氟原子、氯原子與溴原子。 視需要經A群之至少一者取代之C1至C6鏈烴基包括 9 320644 200922468 視需要經A群之至少一者取代之Cl至C6烷基、視需要經 A群之至少一者取代之C2至C6烯基與視需要經a群之至 少一者取代之C2至C6炔基。 視需要經A群之至少一者取代之C1至C6烷基之例包 括C1至C6烧基,例如曱基、乙基、丙基、異丙基、丁基、 第·三丁基、或戊基;C1至C6鹵烷基,例如三氟甲基;以 及C1至C5烷基氧基-C1至C6烷基,例如甲氧基甲基、2__ 曱氧基乙基、或2-乙氧基乙基。 視需要經A群之至少一者取代之C2至C6烯基之例包 括C2至C6稀基’例如乙烯基、2-丙烯基、或2-丁稀基; 以及C2至C6鹵稀基,例如1 -氯乙稀基。 視需要經A群之至少一者取代之C2至C6炔基之例包 括C2至C6块基’例如2-丙快基、或2-丁块基。 R1表示視需要經A群之至少一者取代之C1至⑶鏈烴 基。 R表不C1至C5鍵煙基或氮原子。 R3表示視需要經A群之至少一者取代之C1至C6鏈烴 基或氫原子。 上述C1至C5鏈烴基包括C1至C5烷基、C3至C5烯 基與C3至C5炔基。 本發明中,C3至C5烯基之例包括丙烯基與卜丁 基。 ’ 本發明中,C3至C5炔基之例包括2-丙炔基與2_丁炔 320644 10 200922468 -OR1包括視需要經A群之至少一者取代之Cl至C5烷 基氧基、視需要經A群之至少一者取代之C3至C5烯基氧 基與視需要經A群之至少一者取代之C3至C5炔基氧基。 視需要經A群之至少一者取代之C1至C5烷基氧基之 例包括:C1至C5烷基氧基,例如曱氧基、乙氧基、丙氧 基、異丙氧基、丁氧基、第三丁氧基、或戊基氧基;以及 C1至C5鹵烷氧基,例如三氟曱氧基。 視需要經A群之至少一者取代之C3至C5烯基氧基之 例包括C3至C5稀基氧基,例如2-丙稀基氧基。 視需要經A群之至少一者取代之C3至C5炔基氧基之 例包括C3至C5快基氧基,例如2 -丙炔基氧基。 -SR1包括視需要經A群之至少一者取代之C1至C5烷 基硫基、視需要經A群之至少一者取代之C3至C5烯基硫 基與視需要經A群之至少一者取代之C3至C5炔基硫基3 視需要經A群之至少一者取代之C1至C5烷基硫基之 例包括C1至C5烧基硫基,例如曱硫基、乙硫基、丙硫基、 異丙硫基、或丁硫基。 視需要經A群之至少一者取代之C3至C5烯基硫基之 例包括C3至C5稀基硫基,例如2-丙烯基硫基。 視需要經A群之至少一者取代之C3至C5炔基硫基之 例包括C3至C5块基硫基,例如2-丙快基硫基。 -N(R2)f之例包括C1至C5烷基胺基,例如甲基胺基、 乙基胺基;以及二(C1至C5烷基)胺基,例如二曱基胺基、 或二乙基胺基。 11 320644 200922468 -N(R2)C(=0)R3包括曱醯基胺基;(Cl至C3烷基)羰基 胺基’例如乙醯基胺基;以及N-(C1至C5烷基)-(Cl至C3 院基)羰基胺基,例如N-曱基乙醯基胺基。 -COCOOR1包括(C1至C5烷基氧基)羰基,例如曱氧基 羰基或乙氧基羰基。 -CbCONClOR1包括胺甲醯基;N-(ci至C5烷基)胺甲 醯基,例如N-甲基胺甲醯基;以及N,N_:(C1至C5烷基) 胺曱酿基,例如N,N-二甲基胺甲醒基。 視需要經B群之至少一者取代之苯基包括苯基、扣甲 基苯基、4-氯苯基與4-氟苯基。 視需要、經B群之至少一者取代之C2至C5乡亞甲基包 括伸乙基、丙烧],3_二基(亦即三亞甲基)、丁烧^ 二 基(亦即四亞甲基)與2,2,3,3_四 ’ 視需要經B群之至少一者取’ 基 勺扛者取代之丙烯-1,3-二基之例 匕括丙烯],3 —二基與2—甲基+丙烯一U一二基。 視需要經B群之至少—者取代之 ^ 基之例包括1,3-丁二烯4_ 了一坤U一一 -“--其”“ 基^甲基-以-丁二烯 上’4 —基、2-氣-1,3-丁二烯^,扣二 岬 丁二烯-1,4-二基。 一基人 2,3-二氣-1,3一 作為本發明化合物,較佳為化人 (X2)Q取代之苯基且R 、中A為視需要經 飞原子亦即式(I)之化合物(1): 320644 12 200922468(3) In the case of (1) or (2): an unsaturated imine compound, wherein X1, X2 and X3 represent -OR1, -SR1, respectively, and C1, which is substituted by at least one of Group A, respectively. a C6-chain hydrocarbon group, optionally substituted with at least one of the β group, a phenyl group, a nitro group, a cyano group or a halogen atom; or 2 when ρ, q or r represents 2 or more, two or two X Or two X3 may together form a C2 to C5 polymethylene group which is optionally substituted by at least one of the B groups, and a propylene-1' 3-diyl group which is optionally substituted by at least one of the B groups, if necessary, B At least one of the groups replaces the 1,3-butadiene-ι,4-diyl or fluorenylenedioxy group. (4) The α-, cold-unsaturated imine compound according to any one of (1) to (3), wherein ', X, X and X3 respectively represent C1 to which at least one of the hydrazine groups is substituted C6 alkyl, -0Ri, optionally substituted by a group B, 320644 6 200922468 substituted phenyl, schlossyl, cyano or halogen atom; or when p, q or r represents 2 or greater, two X1 , two X2 or two X3 may together form a C2 to C5 polyindenylene group, a propylene-1,3-diyl group or a 1,3_butylene di-1,4-diyl group; R1 represents a group A as needed At least one of them replaces a C1 to C5 alkyl group. (5) The α,-unsaturated imine compound according to any one of (1) to (4), wherein X1 represents a C1 to C6 alkyl group which is optionally substituted by a halogen atom, and C1 which is optionally substituted by a halogen atom. To a C5 alkyloxy group, a nitro group or a halogen atom. (6) The α,/5-unsaturated imine compound according to any one of (1) to (5), wherein X2 represents a nitro group, a halogen atom, a C1 to C6 alkyl group optionally substituted by a halogen atom, A phenyl group substituted with a C1 to C5 alkyloxy group substituted by a halogen atom or, if necessary, at least one selected from the group consisting of a C1 to C6 alkyl group, a C1 to C5 alkyloxy group and a halogen atom. (7) A salt-unsaturated imine compound according to any one of (1) to (6), wherein X3 represents a C1 to C6 alkyl group which is optionally substituted by a halogen atom, optionally a halogen atom. Substituting a C1 to C5 alkyloxy group, a halogen atom, or a phenyl group optionally substituted with at least one of a C1 to C6 alkyl group, a C1 to C5 alkyloxy group and a halogen atom, or two X3 groups - Forming a C2 to C5 polyindenylene group. (A), an unsaturated imine compound according to any one of (1) to (7), wherein χ1 represents a C1 to C6 alkyl group which is optionally substituted by a halogen atom, and is optionally substituted by a tooth atom. a C1 to C5 alkyloxy group, a nitro group or a halogen atom; 乂' represents a nitro group, a halogen atom, a C1 to C6 group which is optionally substituted by a halogen atom, and a C1 to C5 alkyl group which is optionally substituted by a halogen atom. a phenyl group substituted with at least one of a C1 to C5 alkyl group, a C1 to C5 alkyloxy group and a halogen atom as desired; and χ3 represents a halogen atom, optionally substituted by a halogen atom, C1 to a C6 alkyl group, a C1 to C5 alkyloxy group optionally substituted by a halogen atom, or a benzene substituted with at least one of a C1 to C5 alkyl group, a C1 to C5 alkyloxy group and a halogen atom, if necessary The base, or two X3 together form a C2 to C5 polymethylene group. (9) The unsaturated imine compound according to any one of (1) to (8), wherein each of P, q and r represents an integer of 〇 to 2. The use of the unsaturated imine compound of any one of (1) to (9) for controlling pests. (1) A pesticidal composition comprising the α, stone-unsaturated imine compound according to any one of (1) to (9) as an active ingredient. (12) A method for controlling insects, which comprises applying the α, 10,000-unsaturated imine compound of any one of (1) to (9) to a pest or a pest habitat. Effect of the Invention 320644 8 200922468 Shows excellent control effects. The compound of the present invention is applied to pests. [Embodiment] Specific examples of the substituent used in the present invention will be described. (d) Second, the aromatic heterocyclic ring includes a 5-membered ring having a nitrogen atom or a 6-shell%, and has an oxygen atom. Examples of the aromatic heterocyclic ring include a 5-membered ring of a furan V sulfur atom. The above-mentioned butterfly 対 south, (four), (four), (four), 吻 kiss, this "middle-month" fang without impurities each form a carbon-carbon bond with the main chain of the compound. The present invention is derived from atomic thinking, chlorine atoms, desert atoms and moth atoms. In the field of the invention, examples of the C1 to C5 yard base include methyl, ethyl, propyl, isopropyl, butyl, tert-butyl and pentyl groups. In the present invention, examples of the C3 to C10 cycloalkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group and a cyclohexane group. In the present invention, the 'A group means a group consisting of α to (2) alkyloxy group, C1 to alkylthio group and halogenogen +. Group B means a group consisting of 〇1 to decyl, C1 to C5 alkyloxy, C1 to C5 alkylthio and a halogen atom. Groups of group A include, for example, methoxy, ethoxy, propoxy, isopropoxy; methylthio, ethylthio, propylthio, isopropylthio; fluorine atom, gas Atom and bromine atoms. Groups of Group B include, for example, methyl, ethyl, propyl, isopropyl; methoxy, ethoxy, propoxy, isopropoxy; decylthio, ethylthio, propyl Sulfur, isopropylthio; fluorine atom, chlorine atom and bromine atom. The C1 to C6 chain hydrocarbyl group substituted by at least one of the Group A as required includes 9 320644 200922468 C1 to C6 alkyl group substituted by at least one of Group A, optionally substituted by at least one of Group A to C2 to The C6 alkenyl group is substituted with a C2 to C6 alkynyl group which is optionally substituted with at least one of the a group. Examples of the C1 to C6 alkyl group substituted with at least one of the Group A as required include a C1 to C6 alkyl group such as an anthracenyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a 1,3-butyl group, or a pentyl group. a C1 to C6 haloalkyl group, such as a trifluoromethyl group; and a C1 to C5 alkyloxy group, a C1 to C6 alkyl group, such as a methoxymethyl group, a 2-methoxyethyl group, or a 2-ethoxy group. Ethyl. Examples of the C2 to C6 alkenyl group which are optionally substituted by at least one of the Group A include a C2 to C6 dilute group such as a vinyl group, a 2-propenyl group, or a 2-butyl group; and a C2 to C6 halogen group, for example 1-chloroethylene group. Examples of the C2 to C6 alkynyl group substituted with at least one of the Group A as required include a C2 to C6 block group such as a 2-propanyl group or a 2-butyl group. R1 represents a C1 to (3) chain hydrocarbon group which is substituted with at least one of Group A as needed. R represents no C1 to C5 bond nicotine or nitrogen atom. R3 represents a C1 to C6 chain hydrocarbon group or a hydrogen atom which is substituted with at least one of Group A as needed. The above C1 to C5 chain hydrocarbon group includes a C1 to C5 alkyl group, a C3 to C5 alkenyl group and a C3 to C5 alkynyl group. In the present invention, examples of the C3 to C5 alkenyl group include a propylene group and a butyl group. In the present invention, examples of the C3 to C5 alkynyl group include 2-propynyl and 2-butyne 320644 10 200922468 -OR1 including Cl to C5 alkyloxy group substituted with at least one of Group A as needed, as needed A C3 to C5 alkynyloxy group substituted with at least one of Group A and a C3 to C5 alkynyloxy group optionally substituted with at least one of Group A. Examples of the C1 to C5 alkyloxy group which are optionally substituted by at least one of the Group A include: a C1 to C5 alkyloxy group such as a decyloxy group, an ethoxy group, a propoxy group, an isopropoxy group, and a butoxy group. a base, a third butoxy group, or a pentyloxy group; and a C1 to C5 haloalkoxy group, such as a trifluoromethoxy group. Examples of the C3 to C5 alkenyloxy group which may be substituted with at least one of the Group A as necessary include a C3 to C5 divalent oxy group such as a 2-propyloxy group. Examples of the C3 to C5 alkynyloxy group which may be substituted with at least one of the Group A as necessary include a C3 to C5 fast radical such as a 2-propynyloxy group. -SR1 includes a C1 to C5 alkylthio group which is optionally substituted with at least one of Group A, a C3 to C5 alkenylthio group which is optionally substituted with at least one of Group A, and optionally at least one of Group A Substituted C3 to C5 alkynylthio 3 Examples of C1 to C5 alkylthio groups which may be substituted by at least one of Group A include C1 to C5 alkylthio groups, such as sulfonylthio, ethylthio, and propyl sulfide. Base, isopropylthio, or butylthio. Examples of the C3 to C5 alkenylthio group which may be substituted with at least one of the A groups as needed include a C3 to C5 dilutethio group such as a 2-propenylthio group. Examples of the C3 to C5 alkynylthio group substituted with at least one of the Group A as required include a C3 to C5 block thio group such as a 2-propyl thiol group. Examples of -N(R2)f include a C1 to C5 alkylamino group such as a methylamino group, an ethylamino group; and a di(C1 to C5 alkyl)amino group such as a dinonylamino group or a di Amino group. 11 320644 200922468 -N(R2)C(=0)R3 includes a mercaptoamine group; (Cl to C3 alkyl)carbonylamino group 'e.g., anthranylamino group; and N-(C1 to C5 alkyl)- (Cl to C3) A carbonylamino group, such as N-mercaptoethylamino. -COCOOR1 includes a (C1 to C5 alkyloxy)carbonyl group such as a decyloxycarbonyl group or an ethoxycarbonyl group. -CbCONClOR1 includes an amine carbenyl group; an N-(ci to C5 alkyl)amine carbenyl group, such as an N-methylamine carbenyl group; and an N,N_:(C1 to C5 alkyl) amine oxime group, for example N,N-dimethylamine is ketone. The phenyl group which is optionally substituted with at least one of the Group B includes a phenyl group, a methylphenyl group, a 4-chlorophenyl group and a 4-fluorophenyl group. C2 to C5 township methylene group substituted by at least one of group B as needed, including exoethyl, propylidene], 3_diyl (ie, trimethylene), butadiene ^diyl (ie, Sianya) Methyl) and 2,2,3,3_tetra' are taken as needed by at least one of the B groups, and the propylene-1,3-diyl group substituted by the base is included in the propylene], 3-diyl With U-methyl + propylene-U-diyl. Examples of the base group which is substituted by at least one of the B groups as needed include 1,3-butadiene 4_ a Kun U-one----""-[methyl---butadiene] 4 —Based on 2-oxo-1,3-butadiene^, deuterated butadiene-1,4-diyl. A cyclist 2,3-digas-1,3 is used as the compound of the present invention. Preferably, the compound (X2) is substituted with a phenyl group and R and the middle A are as desired. The compound (1) is a compound of the formula (I): 320644 12 200922468

(式中,^^、义^义^口^與^與上述相同定義)。 上述化合物(I)具有視需要經(χ])ρ取代之苯基、視需 要經(X2)q取代之苯基以及視需要經(Χ3);Γ取代之苯基。 視需要經(X!)p取代之苯基之合適例包括苯基、2-氟苯 基、3-氟苯基、4-氟苯基、2-氯苯基、3-氯苯基、4-氯苯 基、2-溴苯基、3-溴笨基、4-溴苯基、2-曱基苯基、3-甲 基苯基、4-曱基苯基、2-三氟曱基苯基、3-三氟甲基苯基、 4-二氟甲基苯基、2-甲氧基苯基、3-甲氧基苯基、4-曱氧 基苯基、2-(甲基硫基)苯基、4-(甲基硫基)苯基' 2-硝基 苯基、3-硝基苯基、4-硝基苯基、2-氰基苯基、3-氰基苯 基、4-氰基苯基、4-苯基苯基、2, 4-二氟苯基、3, 4-二氟 苯基、3, 5-二氟苯基、2, 4-二氯苯基、3, 4-二氯苯基、3, 5-二氯苯基、2, 4-二甲基苯基、3, 4-二甲基苯基、3, 5-二甲 基苯基、4-茚滿基、5-茚滿基、1,2, 3, 4-四氫萘-5-基、 1,2’ 3, 4-四氫萘-6-基、5-茚烯基、6-茚烯基、1-萘基、2-萘基、2-氟-4-甲基苯基、3-氟-4-甲基苯基、4-氟-2-甲基 苯基、4-氟-2-曱基苯基、2-氣-4-甲基笨基' 3-氣-4-甲基 苯基、2-氣-4-三氟甲基苯基' 3-氯-4-三氟甲基笨基、2-氟-4-甲氧基苯基、3-氟-4-甲氧基苯基以及4_氯_3_甲氧 320644 13 200922468 基苯基。 視需要經(X )(1取代之本基之合適例包括苯基、2-氣苯 基、3-氟苯基、4-氟苯基、2-氣苯基、3-氯苯基、4-氯苯 基、2-溴苯基、3-溴苯基、4-溴苯基、2-甲基苯基、3-曱 基苯基、4-甲基苯基、4-異丙基苯基、2-三氟曱基苯基、 3-三氟曱基苯基、4-三氟甲基苯基、2-曱氧基苯基、3-曱 氧基苯基、4-曱氧基苯基、2-(曱基硫基)苯基、4-(曱基硫 基)苯基、2-硝基苯基、3-硝基苯基' 4-硝基苯基、2-氰基 苯基、3-氰基苯基、4-氰基苯基、4-苯基苯基、2, 4-二氟 苯基、3, 4-二氟苯基、3, 5-二氟苯基、2, 6-二氟苯基、2, 4-二氯苯基、3, 4-二氯苯基、3, 5-二氯苯基、2, 3-二氯苯基、 2,4-二甲基苯基、3, 4-二甲基苯基、3, 5-二曱基苯基、4-茚滿基、5-茚滿基、1,2, 3, 4-四氫萘-5-基、1,2, 3, 4-四氫 萘-6-基、5-茚烯基、6-茚烯基、1-萘基、2—萘基、2-氟-4-曱基苯基、3-氟-4-曱基笨基、4-氟-2-曱基苯基、4-氟-2-曱基苯基、2-氯-4-甲基苯基、3-氣-4-甲基苯基、2-氣-4-二氟甲基苯基、3-氯-4-三氟曱基苯基、2-氟-4_甲氧基苯 基、3-氟-4-甲氧基苯基以及4-氣-3-甲氧基苯基。 視需要經(X3)r取代之苯基之合適例包括苯基、2-氟苯 基、3-氟苯基、4-氟苯基、2-氯苯基、3-氯苯基、4-氣苯 基、2-溴苯基、3-溴苯基、4-溴苯基、2-甲基苯基、3-甲 基苯基、4-甲基苯基、4-異丙基苯基、2-三氟曱基苯基、 3-三氟曱基笨基、4-三氟曱基苯基、2-甲氧基笨基、3一甲 氧基苯基、4-甲氧基苯基、2-(甲基硫基)苯基、4-(曱基硫 320644 14 200922468 基)苯基、2-硝基苯基、3-琐基苯基、4-硝基苯基、2-氰基 苯基、3-氰基苯基、4-氰基苯基、4-苯基苯基、3, 4-二氟 本基、3, 5-二It苯基、3, 4-二氯苯基、3, 5-二氣苯基、3, 4- 二甲基笨基、3, 5-二甲基苯基、4-茚滿基、5-茚滿基、 1,2’ 3, 4-四氫萘-5-基、1,2, 3, 4-四氫萘-6-基、5-茚烯基、 6-茚烯基、1 -萘基、2-萘基、2-氟-4-甲基苯基、3—氟_4 — 曱基苯基、4-氟-2-曱基苯基、4-氟-2-甲基苯基、2-氯一4-曱基苯基、3-氯-4-甲基苯基、2-氯-4-三氟曱基笨基、3_ 乳-4-三氟甲基苯基、2-氟-4-曱氧基苯基、3一氟_4_甲氧基 苯基以及4-氯-3-甲氧基苯基。 式(I)化合物之具體例包括下述具體例; 式(I)之〇:,/?-不飽和亞胺化合物其中χ】表示視需要 ,Α群之至少一者取代之C1至邙鏈烴基、—〇r1、—紐^視 ,要經B群之至少-者取代之苯基、硝基 '氰基或_原子, -,於P為2或更大者時’兩個卜起形成視需㈣b群之 ,、-者取代之C2至C5多亞甲基、視需要經B群之至少 ^代之^烯-二基、視需要經㈣之至少—者取代 ,丁一稀-1,4-二基或亞曱基二氧基; 南原子取代w 更大者時Κ基或鹵原子,或當Ρ為2或 二起形成C2至C5多亞甲基m 土或 1,3-丁二稀-1 4-二其,以d]主 _ 之至少—者取代之〜—土及R表示視需要經A群 ,取代之至C5烷基; 320644 15 200922468 式(I)之α,/3 -不飽和亞胺化合物其中χ1表示硝基、 _原子或視需要經幽原子取代之α至C6絲 '或視需要 經鹵原子取代之C1至C5烷基氧基; 一式(I)之α,/3-不飽和亞胺化合物其中χ2表示視需要 ,,二Α群之至少一者取代之[I至⑶鏈烴基^、—SR,、視 需要經B群之至少―者取代之苯基、硝基、氰基或“子, 或於q為2或更大者時,兩個χ2 —起形成視需要群之 至少一者取代之C2至C5多亞曱基、視需要經B群之至少 一者取代之丙烯-丨,3_二基、視需要經Β群之至少一者取^ 之1,3-丁二烯-ΐ,4-二基或亞甲基二氧基; 式(I)之〇:,々-不飽和亞胺化合物其中χ2表示視需要 ,Α群之至少—者取代之π至⑶燒基、—qr1、視需:經 鹵原子取代之苯基、硝基、氰基或南原子,或當q為2或 更大者時,兩個X2 —起形成以至⑵多亞曱基、丙烯—1弘 —基或1,3-丁二烯— 1,4-二基,以及R]表示視需要經a 之至少一者取代之Cl至C5烷基; 式(I)之α,/3-不飽和亞胺化合物其中π表示硝美 鹵原子或視需要經鹵原子取代之C1至C6烷基' _原子取代之Cl至C5烷基氧基或視需要經□至⑶烷基^ Cl至C5烷基氧基與鹵原子所成群組之至少一者取代之— 式(I)之(2,石-不飽和亞胺化合物其中X3表示 + I A群之至少一者取代之C1至C6鏈烴 ’、而要 而要經B群之至少一者取代之苯基、硝基、氰基或南原子, 320644 16 200922468 ;為2或更大者時,兩個X3 —起形成視需要經β群之至 少一者取代之C2至C5多亞甲基、視需要經β群之至少一 者取代之丙烯-1,二基、視需要經β群之至少一者取代之 L3-丁二烯一 I4—二基或亞甲基二氧基; 式(丨)之α,不飽和亞胺化合物其中X3表示視需要 經A群之至少一者取代之C1至C6烷基、-or1、視需要經 鹵原子取代之苯基、硝基、氰基或齒原子,或當『為2或 更大者時,兩個χ3 一起形成C2S C5多亞甲基、丙蝉-U— 土或1,3 丁一稀一1,4-二基,以及表示視需要經a群 之至少—者取代之C1至C5烷基; 式(I)之〇:,々-不飽和亞胺化合物其中χ3表示視需要 經齒原子取代之C1至C6烷基、視需要經齒原子取代之U 至C5烷基氧基、視需要經π至邙烷基、π至c5统基氧 基與齒原子所成群組之至少一者取代之苯基、“子或兩 個X3 —起形成C2至C5多亞甲基; 式(I)之α,石-不飽和亞胺化合物其中χ1、π、π分別 表示視需要經Α群之至少—者取代之π i Μ鍵煙二、 -OR1、-SR1、視需要經b群之至少一者取代之苯基、硝基、 綠或2鹵原子,或於PH為2或更大者時,兩個χ]、 兩個X2或兩個X3可一起形成視需要經Β群之至少一者取代 之C2至C5多亞甲基、視需要經㈣之至少—者取代之丙 稀-1,3-二基、視需要經Β群之至少—者取代之丁二 稀―1,4—二基或亞曱基二氧基; 式(0之α,/3-不飽和亞胺化合物其中χ1、χ2、χ3分別 320644 17 200922468 需要經i原子取代之C1至C6鏈烴基、-⑽、視需 二原子取代之笨基、硝基、氰基或•原子,或於p、。 5 r :、,2或更大者時,兩個χ1、兩個χ2或兩個π可一起形 成C2至C5多亞甲基、丙烯],3-二基或1,3-丁二烯-1,4_ 二基’以及R1表示視需要經函原子取代之C1至以鏈烴基; 式(I)之α,冷-不飽和亞胺化合物其中p、q或『之各 者表示G至3之整數’以及別表示氟原子、氣原子、 漠原子^基'三氟甲基、曱氧基或硝基,χ2分別表示氣 原子氣原子、曱基、異丙基、三氟曱基、甲氧基、硝基 或苯基,X3分別表示氟原子、氣原子、溴原子、曱基、異 丙基一氟甲基、曱氧基、硝基或苯基,或兩個X3形成三 亞曱基; 式(I)之〇:,不飽和亞胺化合物其中視需要經(χΐ)ρ 取代之苯基為笨基、2-氟苯基、2-氣苯基、2-溴苯基、2-甲基苯基、3-氟苯基、3-氯苯基、3-溴苯基、3-甲基苯基、 3- 三氟甲基苯基、3-甲氧基苯基、4-氟苯基、4-氯苯基、 4- 溴苯基、4-甲基苯基、4-三氟甲基苯基、4-甲氧基苯基、 4-硝基苯基、2, 4-二氯苯基、2, 4-二甲基苯基、3, 5-二氣 苯基’視需要經(X2)q取代之苯基為苯基、2-氟苯基、2-氯苯基、2-甲基苯基、3-氯苯基、3-三氟甲基苯基、3-甲 基苯基、3-甲氧基苯基、4-氟苯基、4-氯苯基、4-甲基苯 基、4-異丙基苯基、4-三氟甲基苯基、4-甲氧基苯基、4-硝基苯基、4-苯基苯基、2, 3-二氯苯基、2, 4-二氟苯基、 2, 4-二氯苯基、2, 4-二甲基苯基、2, 6-二氟苯基、3, 4-二 】8 320644 200922468 氟苯基、3, 4-二氣苯基、3, 4-二曱基笨基、3, 5-二氟苯基、 3’5-一氣苯基或3, 5-二甲基苯基,以及視需要經•取 代之苯基為苯基、2-曱基苯基、3-氟笨基、3_氯苯基' 3一 甲基苯基、4-氟苯基、4-氯苯基、溴苯基、4-甲基苯基、 4-異丙基苯基、4-三氟曱基苯基、4_甲氧基苯基、4_苯基 本基、3,4-·一曱基苯基或5-節滿基。 其次,說明製造本發明化合物之方法。 本發明化合物,例如可藉由下述製造方法製造。 製造方法1 本發明化合物中,本發明之式中R=H的化合物可藉由 使式(II)化合物(後文稱為化合物(丨I)):(where ^^, 义^义^口^ and ^ have the same definition as above). The above compound (I) has a phenyl group which is optionally substituted by (χ))ρ, a phenyl group which is optionally substituted by (X2)q, and a phenyl group which is optionally substituted by (Χ3); Suitable examples of the phenyl group substituted with (X!)p as needed include phenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4 -Chlorophenyl, 2-bromophenyl, 3-bromophenyl, 4-bromophenyl, 2-nonylphenyl, 3-methylphenyl, 4-nonylphenyl, 2-trifluorodecyl Phenyl, 3-trifluoromethylphenyl, 4-difluoromethylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2-(methyl Thio)phenyl, 4-(methylthio)phenyl '2-nitrophenyl, 3-nitrophenyl, 4-nitrophenyl, 2-cyanophenyl, 3-cyanobenzene Base, 4-cyanophenyl, 4-phenylphenyl, 2,4-difluorophenyl, 3,4-difluorophenyl, 3, 5-difluorophenyl, 2,4-dichlorobenzene , 3, 4-dichlorophenyl, 3, 5-dichlorophenyl, 2,4-dimethylphenyl, 3,4-dimethylphenyl, 3, 5-dimethylphenyl, 4-indanyl, 5-indanyl, 1,2,3,4-tetrahydronaphthalen-5-yl, 1,2' 3,4-tetrahydronaphthalen-6-yl, 5-nonenyl, 6-decenyl, 1-naphthyl, 2-naphthyl, 2-fluoro-4-methylphenyl, 3-fluoro-4-methylphenyl, 4-fluoro-2-methylphenyl, 4 -fluoro-2-mercaptophenyl, 2-gas-4-methylindolyl 3- gas-4 -methylphenyl, 2-ox-4-trifluoromethylphenyl ' 3-chloro-4-trifluoromethylphenyl, 2-fluoro-4-methoxyphenyl, 3-fluoro-4- Methoxyphenyl and 4-chloro-3-3 methoxy 320644 13 200922468 phenyl. Suitable examples of the (X) (1 substituted base include phenyl, 2-phenylphenyl, 3-fluorophenyl, 4-fluorophenyl, 2-phenylphenyl, 3-chlorophenyl, 4, if desired) -Chlorophenyl, 2-bromophenyl, 3-bromophenyl, 4-bromophenyl, 2-methylphenyl, 3-mercaptophenyl, 4-methylphenyl, 4-isopropylbenzene , 2-trifluorodecylphenyl, 3-trifluorodecylphenyl, 4-trifluoromethylphenyl, 2-decyloxyphenyl, 3-decyloxyphenyl, 4-decyloxy Phenyl, 2-(fluorenylthio)phenyl, 4-(fluorenylthio)phenyl, 2-nitrophenyl, 3-nitrophenyl' 4-nitrophenyl, 2-cyano Phenyl, 3-cyanophenyl, 4-cyanophenyl, 4-phenylphenyl, 2,4-difluorophenyl, 3,4-difluorophenyl, 3, 5-difluorophenyl 2,6-Difluorophenyl, 2,4-dichlorophenyl, 3,4-dichlorophenyl, 3,5-dichlorophenyl, 2,3-dichlorophenyl, 2,4- Dimethylphenyl, 3,4-dimethylphenyl, 3,5-didecylphenyl, 4-indanyl, 5-indanyl, 1,2,3,4-tetrahydronaphthalene- 5-yl, 1,2,3,4-tetrahydronaphthalen-6-yl, 5-nonenyl, 6-nonenyl, 1-naphthyl, 2-naphthyl, 2-fluoro-4-indenyl Phenyl, 3-fluoro-4-indolyl, 4-fluoro-2-indenyl , 4-fluoro-2-indolylphenyl, 2-chloro-4-methylphenyl, 3-ox-4-methylphenyl, 2-vapor-4-difluoromethylphenyl, 3- Chloro-4-trifluorodecylphenyl, 2-fluoro-4-methoxyphenyl, 3-fluoro-4-methoxyphenyl and 4-ox-3-methoxyphenyl. Suitable examples of the phenyl group substituted with (X3)r include phenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-phenylphenyl , 2-bromophenyl, 3-bromophenyl, 4-bromophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 4-isopropylphenyl, 2- Trifluorodecylphenyl, 3-trifluorodecyl, 4-trifluorodecylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2 -(methylthio)phenyl, 4-(mercaptosulfur 320644 14 200922468)phenyl, 2-nitrophenyl, 3-sulfophenyl, 4-nitrophenyl, 2-cyanobenzene , 3-cyanophenyl, 4-cyanophenyl, 4-phenylphenyl, 3,4-difluoro-based, 3, 5-di-Itphenyl, 3,4-dichlorophenyl, 3, 5-diphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 4-indanyl, 5-indanyl, 1,2' 3, 4-tetra Hydronaphthalene-5-yl, 1,2, 3,4-tetrahydronaphthalen-6-yl, 5-nonenyl, 6-nonenyl, 1-naphthyl, 2-naphthyl, 2-fluoro-4-methylphenyl, 3-fluoro-4 —nonylphenyl, 4-fluoro-2-indolylphenyl, 4-fluoro-2-methylphenyl, 2-chloro-indolylphenyl, 3-chloro-4-methylphenyl, 2-Chloro-4-trifluoromethylidyl, 3_lacto-4-trifluoromethylphenyl, 2-fluoro-4-decyloxyphenyl, 3-fluoro-4-yloxyphenyl, and 4 -Chloro-3-methoxyphenyl. Specific examples of the compound of the formula (I) include the following specific examples; oxime of the formula (I): /?-unsaturated imine compound wherein χ represents that, if necessary, at least one of the oxime groups is substituted with a C1 to an oxime chain hydrocarbon group. , - 〇r1, - New Zealand ^, to be replaced by at least the phenyl, nitro 'cyano or _ atom of the B group, -, when P is 2 or greater, the two Requires (4) group b, - substitution of C2 to C5 polymethylene, as appropriate, at least ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ 4-diyl or fluorenyldioxy; a south atom substituted with a fluorenyl or a halogen atom when w is larger, or a C2 to C5 polymethylene m earth or 1,3-butyl when Ρ is 2 or 2 Dilutin-1 4-di, which is substituted with at least the main _ of the main _, and R represents the group A, substituted to the C5 alkyl group as needed; 320644 15 200922468 α, / of the formula (I) a 3-unsaturated imine compound wherein χ1 represents a nitro group, an _ atom or an α to C6 filament which is optionally substituted by a crypto atom or a C1 to C5 alkyloxy group which is optionally substituted by a halogen atom; , /3-unsaturated imine compounds, wherein χ2 If desired, at least one of the diterpenoids replaces the [I to (3) chain hydrocarbon group, -SR, or the phenyl group, the nitro group, the cyano group or the "subunit" which is substituted by at least one of the B groups. When q is 2 or more, two χ2 together form a C2 to C5 polyarylene group substituted by at least one of the optional groups, and propylene-ruthenium, which is substituted by at least one of the B groups as needed, 3_2 a 1,3-butadiene-oxime, 4-diyl or methylenedioxy group of at least one of the group of hydrazines as desired; a hydrazine of the formula (I): hydrazine-unsaturated imine a compound wherein χ2 represents, as appropriate, at least one of the oxime groups is substituted by π to (3) an alkyl group, -qr1, optionally: a phenyl group, a nitro group, a cyano group or a south atom substituted with a halogen atom, or when q is 2 or On a larger scale, two X2s are formed together with (2) polyindenylene, propylene-1 hydrazine or 1,3-butadiene-1,4-diyl, and R] represents at least a substituted Cl to C5 alkyl group; an α,/3-unsaturated imine compound of the formula (I) wherein π represents a nitro-halogen atom or a C1 to C6 alkyl group substituted with a halogen atom as needed Cl to C5 alkyloxy group or as needed (3) at least one of the group consisting of an alkyl group of a Cl to a C5 alkyloxy group and a halogen atom - (2), a stone-unsaturated imine compound wherein X3 represents at least one of the + IA group a phenyl, nitro, cyano or south atom substituted with at least one of the B groups, 320644 16 200922468; two or more Forming a C2 to C5 polymethylene group which is required to be substituted by at least one of the β group, and propylene-1 which is substituted by at least one of the β group as needed, and the diyl group is replaced by at least one of the β group as needed L3-butadiene-I4-diyl or methylenedioxy; α, an unsaturated imine compound of the formula (wherein X3) represents a C1 to C6 alkyl group which is optionally substituted by at least one of the group A, -or1, depending on the phenyl, nitro, cyano or tooth atom substituted by a halogen atom, or when "2 or greater, two χ3 together form a C2S C5 polymethylene, propyl-U- Soil or 1,3 butyl-diuret 1,4-diyl, and a C1 to C5 alkyl group which is substituted with at least one of a group as desired; oxime of formula (I): oxime-unsaturated imine compound The middle χ3 represents a C1 to C6 alkyl group substituted by a tooth atom, a U to C5 alkyloxy group substituted by a tooth atom, if necessary, a π to a decyl group, a π to a c5 group oxy group and a tooth atom. At least one of the groups is substituted with a phenyl group, "a sub or two X3 together form a C2 to C5 polymethylene group; an alpha, a stone-unsaturated imine compound of the formula (I) wherein χ1, π, π Respectively representing at least π i Μ 烟 烟 、, -OR1, -SR1, optionally substituted by at least one of the b groups, phenyl, nitro, green or 2 halogen atoms, or When the pH is 2 or more, two χ], two X2 or two X3 may together form a C2 to C5 polymethylene group which is substituted by at least one of the ruthenium groups as needed, and at least (4) - a substituted propylene-1,3-diyl group, optionally substituted by at least one of the sulfonium groups - a 1,4 -diyl or a fluorenyldioxy group; (α, / 3-unsaturated imine compounds wherein χ1, χ2, χ3 are respectively 320644 17 200922468 Requires a C1 to C6 chain hydrocarbyl group substituted with an i atom, -(10), optionally a diatomic substituted phenyl, nitro, cyano or ? atom Or to p ,. When 5 r :, 2 or more, two χ 1, two χ 2 or two π may together form a C 2 to C 5 polymethylene, propylene], 3-diyl or 1,3-butadiene- 1,4_diyl' and R1 represent a C1 to a chain hydrocarbon group substituted by a functional atom as required; α, a cold-unsaturated imine compound of the formula (I) wherein each of p, q or " represents G to 3 The integer 'and the other means a fluorine atom, a gas atom, a desert atom, a 'trifluoromethyl group, a decyloxy group or a nitro group, and χ2 represents a gas atom, a sulfhydryl group, an isopropyl group, a trifluoromethyl group, a methoxy group, respectively. a group, a nitro group or a phenyl group, wherein X3 represents a fluorine atom, a gas atom, a bromine atom, a fluorenyl group, an isopropyl monofluoromethyl group, a decyloxy group, a nitro group or a phenyl group, or two X3 groups form a triadenylene group; The formula (I) is: an unsaturated imine compound in which a phenyl group substituted by (χΐ)ρ is optionally a stupid group, a 2-fluorophenyl group, a 2-phenylphenyl group, a 2-bromophenyl group, a 2-methyl group. Phenylphenyl, 3-fluorophenyl, 3-chlorophenyl, 3-bromophenyl, 3-methylphenyl, 3-trifluoromethylphenyl, 3-methoxyphenyl, 4-fluorobenzene Base, 4-chlorophenyl, 4-bromophenyl, 4-methylphenyl, 4-trifluoromethylphenyl, 4 -Methoxyphenyl, 4-nitrophenyl, 2,4-dichlorophenyl, 2,4-dimethylphenyl, 3, 5-diphenylphenyl' is replaced by (X2)q as needed The phenyl group is phenyl, 2-fluorophenyl, 2-chlorophenyl, 2-methylphenyl, 3-chlorophenyl, 3-trifluoromethylphenyl, 3-methylphenyl, 3- Methoxyphenyl, 4-fluorophenyl, 4-chlorophenyl, 4-methylphenyl, 4-isopropylphenyl, 4-trifluoromethylphenyl, 4-methoxyphenyl, 4-nitrophenyl, 4-phenylphenyl, 2,3-dichlorophenyl, 2,4-difluorophenyl, 2,4-dichlorophenyl, 2,4-dimethylphenyl , 2,6-difluorophenyl, 3, 4-di] 8 320644 200922468 fluorophenyl, 3, 4-diphenyl, 3, 4-dimercapto, 3, 5-difluorophenyl , 3'5-mono-phenyl or 3, 5-dimethylphenyl, and optionally substituted phenyl is phenyl, 2-mercaptophenyl, 3-fluorophenyl, 3-chlorophenyl '3-Methylphenyl, 4-fluorophenyl, 4-chlorophenyl, bromophenyl, 4-methylphenyl, 4-isopropylphenyl, 4-trifluorodecylphenyl, 4_ Methoxyphenyl, 4-phenylphenyl, 3,4-hexylphenyl or 5-hexyl. Next, a method of producing the compound of the present invention will be explained. The compound of the present invention can be produced, for example, by the following production method. Production Method 1 Among the compounds of the present invention, a compound of the formula of the present invention wherein R = H can be obtained by a compound of the formula (II) (hereinafter referred to as a compound (丨I)):

Hcsc、c〆 N (II) ^(X3)r (式中,Α、λ與r分別表示與上述相同定義), 與式(III)化合物(後文稱為化合物(丨丨丨))反應而製造: (Χ1)Ρ (式中,X與ρ分別表示與與上述相同定義)。 此反應中,化合物(ΙΠ)之量理論上相對於化合物(π) 為1當量,然而,亦可使用大為過量,且其相對於化合物 (II)較佳為0.8至5當量,更較佳為〇7至12當量。 此反應可於適當溶劑存在下進行。該適當溶劑之例包 320644 】9 200922468 酉子颂如曱醇、乙醇或異丙醇;脂族烴類,如 己',、庚烧或石油峻(阶。1議ether);芳族經類,如兀、、 甲苯或一曱苯;酉旨類,如乙酸甲酉旨、乙酸乙醋、甲酸乙, 或丙駄乙自曰’綱類,如丙鯛或曱基乙基醚類,如乙 丙_、異丙喊、丁謎、四氫吱喃或二魏;猜類,如 或丙腈;酸醯胺類’如二甲基曱醯胺或二曱基乙醯胺心 砜類’如二曱基亞砜;砜類’如環丁砜;磷醯胺類,如六 甲基翻胺;4化烴類,如二氣甲院、氯仿、i,2:二氯^ 烧或四氯化;ε反,以及芳族胺類,如吼咬、曱基η比咬” (picollne)、二曱基吡啶(lutidine)或喹啉。該等溶劑可 混合使用亦可與水作為混合溶劑使用。 進一步地,此反應中,必要時鹼或酸亦可存在於反應 糸統中。 … 鹼存在時,該鹼之例包括鹼金屬醇鹽類,如乙醇鈉、 曱醇鈉或第三丁醇鉀;含氮有機化合物類,如三乙基胺、 二異丙基乙基胺、吡啶、4-二曱基胺基吡啶或N,N_二曱基 苯胺;碳酸鹽類,如碳酸鉀、碳酸鈉、碳酸氫鈉或碳酸氫 鉀;氫氧化物類,如氫氧化鈉或氫氧化鉀;金屬氫化物類, 如氫化鋰、氫化鈉或氫化鉀;以及有機鋰鹽類,如丁基鋰 或二異丙基醯胺鋰。鹼之使用量並無特別限制只要其對於 反應不顯現壞影響即可,且其相對於化合物(丨丨)較佳為 0. 01至0.5當量,更較佳為0. 01至〇. 2當量。 該酸之例包括礦酸類,如氫氯酸、硫酸或硝酸;有機 酸類’如甲酸、乙酸、丙酸、三氟乙酸、甲磺酸、苯確酸 320644 20 200922468 或對曱苯項酸;胺類之酸加成鹽’如三乙基胺鹽酸鹽或〇比 11 定鹽酸鹽;以及路易士酸(Lewis acid),如氣化鋁、氯化 鋅、碘化鋅、四氯化鈦、氯化鉋、三氟甲磺酸錄或三氟化 硼-醚錯合物。酸之使用量並無特別限制只要其對於反應不 顯現壞影響即可,且其相對於化合物(11)較佳為〇〇1至 0. 5當量,更較佳為〇. 〇1至〇. 2當量。 此反應之反應溫度通常為-50至15(rc ,較佳為_2〇至 100C ,更較佳為-ίο至50〇c。反應時間通常為〇·丨至卯 小時,較佳為0. 1至24小時。 本反應完成後, 而單離;或藉由將及 本發明化合物可藉由濃縮反應混合物 而早離;或It由將反應混合物倒人水中後,以有機溶劑萃 取以及實施—般之後處理操作(如濃縮)而單離。所得二發 明化合物可藉由傳統方法純化, 再沉殿、再結晶或層析。 例如於某些情況之蒸餾、 。當A為視需要經(x2)q取代 化合物(II)為已知化合物。 之笨基時,亦即下式化合物:Hcsc, c〆N (II) ^(X3)r (wherein, Α, λ and r respectively represent the same definitions as above), and react with a compound of the formula (III) (hereinafter referred to as a compound (丨丨丨)) Manufacturing: (Χ1)Ρ (wherein, X and ρ represent the same definitions as above, respectively). In this reaction, the amount of the compound (ΙΠ) is theoretically 1 equivalent with respect to the compound (π), however, a large excess may be used, and it is preferably 0.8 to 5 equivalents, more preferably with respect to the compound (II). It is 7 to 12 equivalents. This reaction can be carried out in the presence of a suitable solvent. An example of such a suitable solvent is 320644 】 9 200922468 酉子颂 such as decyl alcohol, ethanol or isopropanol; aliphatic hydrocarbons such as hexa, gh, or petroleum (order); Such as hydrazine, toluene or hydrazine benzene; 酉 类 , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , C-, isopropyl sing, Ding Zhen, tetrahydrofuran or diwei; guess, such as or propionitrile; acid amides such as dimethyl decylamine or dimethyl acetamide sulfones such as Dimercaptosulfoxide; sulfones such as sulfolane; phosphonamines such as hexamethylamine; 4 hydrocarbons such as digastric, chloroform, i, 2: dichloro- or tetra-chlorination; ε, and aromatic amines such as bite, picollne, lutidine or quinoline. These solvents may be used in combination with water as a mixed solvent. In this reaction, a base or an acid may also be present in the reaction system if necessary. In the presence of a base, examples of the base include alkali metal alkoxides such as sodium ethoxide, sodium decoxide or potassium t-butoxide; Nitrogen organic compounds such as triethylamine, diisopropylethylamine, pyridine, 4-didecylaminopyridine or N,N-didecylaniline; carbonates such as potassium carbonate, sodium carbonate, Sodium bicarbonate or potassium bicarbonate; hydroxides such as sodium hydroxide or potassium hydroxide; metal hydrides such as lithium hydride, sodium hydride or potassium hydride; and organic lithium salts such as butyl lithium or diiso至优选为0. 01至0.5当量,更优选为0. The amount of the base is not particularly limited as long as it does not show a bad influence on the reaction, and it is preferably 0.01 to 0.5 equivalent, more preferably 0. 01 to 〇. 2 equivalents. Examples of the acid include mineral acids such as hydrochloric acid, sulfuric acid or nitric acid; organic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, methanesulfonic acid, benzoic acid 320644 20 200922468 or For the phthalic acid; an acid addition salt of an amine such as triethylamine hydrochloride or hydrazine 11 hydrochloride; and Lewis acid such as aluminum hydride, zinc chloride or iodine Zinc, titanium tetrachloride, chlorinated planer, trifluoromethanesulfonic acid or boron trifluoride-ether complex. The amount of acid used is not It is not limited as long as it does not exhibit a bad influence on the reaction, and it is preferably 〇〇1 to 0.5 eq., more preferably 〇.1 to 〇. 2 equivalents with respect to the compound (11). The reaction temperature is usually from -50 to 15 (rc, preferably from _2 Torr to 100 ° C, more preferably from - ίο to 50 〇c. The reaction time is usually from 〇·丨 to 卯 hours, preferably from 0.1 to 24 After the completion of the reaction, but by isolation; or by leaving the compound of the present invention early by concentrating the reaction mixture; or by pouring the reaction mixture into water, extracting with an organic solvent and performing a general treatment The compound obtained by the operation (such as concentration) can be isolated, and the obtained compound of the invention can be purified by a conventional method, followed by sedimentation, recrystallization or chromatography. For example, distillation in some cases. When A is optionally substituted with (x2)q, compound (II) is a known compound. When it is stupid, it is a compound of the formula:

(式中,X 八丁 Λ、人、q與r表示與上述相同定義), 化合物(11)可由式(IV-1)化合物製備: 320644 200922468Wherein X octadecene, human, q and r represent the same definitions as above, and compound (11) can be prepared from a compound of formula (IV-1): 320644 200922468

(式中,Sia表示三烧基碎院基如三曱基碎烧基或三乙基碎 烷基,以及X2、X3、q與r分別表示與上述相同定義)。 化合物(IV-1)為已知化合物,或其可藉由已知方法製 備,例如揭示於下述文獻之方法,J. Org. Chem. 1981, 46, 2280-2286 或 J. Am. Chem. Soc·,2006, 128(14), 4592-4593。 化合物(III)為已知化合物,或其可藉由已知方法製 備。 製造方法2 本發明化合物中,本發明之式中R=H的化合物亦可藉 由下述製造方法製造,包括 步驟(2-1)之式(IV)化合物(後文稱為化合物(IV)):(wherein, Sia represents a trialkyl group of a triazole group or a triethyl alkyl group, and X2, X3, q and r respectively have the same definitions as defined above). The compound (IV-1) is a known compound, or it can be produced by a known method, for example, a method disclosed in J. Org. Chem. 1981, 46, 2280-2286 or J. Am. Chem. Soc·, 2006, 128(14), 4592-4593. The compound (III) is a known compound, or it can be produced by a known method. Production Method 2 Among the compounds of the present invention, the compound of the formula of the present invention wherein R = H can also be produced by the following production method, including the compound of the formula (IV) of the step (2-1) (hereinafter referred to as the compound (IV) ):

(IV) (式中^ 8丨3表示三烧基梦烧基如二甲基石夕烧基或三乙基碎 烷基,以及A、X3與r分別表示與上述相同定義), 與式(III)化合物反應而製造式(V)化合物(後文稱為化合 物(V)): 22 320644 200922468 <χι,ρΧΧδΧΛΝΧ) (v) (式中…^广广…分別表示與上述相同定義”以 及 步驟(2-2)之化合物(ν)之去_三烷基矽烷基化。 步驟(2-1)之反應中,化合物⑴υ之量可大為過量, 且相對於化合物(IV)較佳為〇·8至5當量’更較佳 至1. 2當量。 ‘ 步驟(2-1)之反應中,必要時鹼或酸可存在於反應系統 中。 該鹼包括例如鹼金屬醇鹽類,如乙醇鈉、甲醇鈉或第 二丁醇鉀;含氮有機化合物類,如三乙基胺、二異丙基乙 基胺、吡啶、4-二曱基胺基吡啶或Ν,Ν_二曱基苯胺;碳酸 鹽類,如碳酸鉀、碳酸鈉、碳酸氫鈉或碳酸氫鉀;氫氧化 物類,如氫氧化鈉或氫氧化鉀;金屬氫化物類,如氫化鋰、 氫化鈉或氫化鉀;以及有機鋰鹽類,如丁基鋰或二異丙基 醯胺鋰。鹼之使用量並無特別限制只要其對於反應不顯現 壞影響即可,且其相對於化合物(j y)較佳為〇 1至〇. 5當 量,更較佳為0. 01至〇. 2當量。 該酸包括例如礦酸類,如氫氯酸、硫酸或硝酸;有機 酸類,如曱酸、乙酸、丙酸、三氟乙酸、甲磺酸、苯磺酸 或對甲苯磺酸;胺類之酸加成鹽’如三乙基胺鹽酸鹽或外匕 咬鹽酸鹽;以及路易士酸,如氯化鋁、氯化鋅、碘化鋅、 四氯化鈦、氯化鉋、三氟甲磺酸镱或三氟化硼—醚錯合物。 320644 23 200922468 酉文之使用里並無特別限制只要其對於反應不顯現壞影響即 可,且其相對於化合物(iV)較佳為〇. 〇1至〇 5 佳為0.01至〇·2當量。 步驟(2-1)之反應可於適當溶劑存在下進行。該溶劑之 例包括醇類,如甲醇、乙醇或異丙醇;脂族烴類,如戊烷、 己烷 '庚烷或石油醚;芳族烴類,如苯、甲苯或二甲苯; 醋類’如乙酸甲醋、乙酸乙醋、甲酸乙醋或丙酸乙醋;酮 類,如丙酮或甲基乙基酮;醚類,如***、丙醚、異丙醚、 丁醚 '四氫料或二㈣:賴,如乙腈或丙腈;酸醒胺 類’如二甲基甲醯胺或二甲基乙醯胺;亞碾類,如二甲基 亞砜;砜類,如環丁砜;磷醯胺類,如六甲基磷醯心 化烴類,如二氯甲烧、氯仿、氯乙烧或四氯化碳; 以及方族胺類’如吡啶、f基咄啶、二甲基吡啶或喹啉。 該等溶劑可混合使用亦可與水作為混合溶劑使用。 步驟(2-1)之反應溫度通常為_5()至15代 至loot:,更較佳為-10 $ c^ 马10至50 c。反應時間通常為〇 1至 96小時,較佳為〇. 1至24小時。 烷基矽烷基化反應可藉由使鹼作 步驟(2-2)中,去-三 用於化合物(V)而實施。 步驟(2-2)之反應可於適當溶劑存在下進行。該 例包括與步驟_目同溶劑。該等溶劑可混 水作為混合溶劑使用。 〃 驗 π职3述及興步驟(2-1)相屏 驗之使用量ϋ歸顧制只要其對於反應不顯現趕 320644 200922468 響即可,且其相對於化合物(IV)較佳為0. 01至5當量,更 較佳為0. 1至1. 5當量。 步驟(2-2)之反應溫度通常為-20至150°C,較佳為0 至120°C,更較佳為10至80°C。反應時間通常為0. 1至 96小時,較佳為0. 1至24小時。 步驟(2-2)之反應完成後,本發明化合物可藉由濃縮反 應混合物而單離;或藉由將反應混合物倒入水中後,以有 機溶劑萃取以及實施一般之後處理操作(如濃縮)而單離。 所得本發明化合物可藉由傳統方法純化,例如蒸餾、再沉 殿、再結晶或層析。 製造方法2中,本發明化合物亦可於步驟(2-1)中確認 化合物(V)之製造後,不單離與純化化合物(V)而實施步驟 (2-2)之去-三烧基碎烧基化反應。 製造方法3 本發明化合物中,其中A為視需要經(X2)q取代之苯基 或視需要經C1至C5烷基或鹵原子取代之芳族雜環的化合 物,例如可藉由下述方法製造。 此製造方法包括 步驟(3-1)之使式(VI)化合物(後文稱為化合物(VI)):(IV) (wherein ^ 8丨3 represents a tribasic group such as dimethyl sulphate or triethyl sulphate, and A, X3 and r respectively represent the same definitions as above), III) Compounds are reacted to produce a compound of the formula (V) (hereinafter referred to as a compound (V)): 22 320644 200922468 <χι,ρΧΧδΧΛΝΧ) (v) (wherein ^^广广... respectively denotes the same definition as above) and In the reaction of the step (2-1), the amount of the compound (1) is greatly increased, and it is preferably relative to the compound (IV). 8·8 to 5 equivalents 'more preferably to 1.2 equivalents.' In the reaction of the step (2-1), a base or an acid may be present in the reaction system if necessary. The base includes, for example, an alkali metal alkoxide such as Sodium ethoxide, sodium methoxide or potassium butoxide; nitrogen-containing organic compounds such as triethylamine, diisopropylethylamine, pyridine, 4-didecylaminopyridine or hydrazine, Ν-dimercapto Aniline; carbonates such as potassium carbonate, sodium carbonate, sodium hydrogencarbonate or potassium hydrogencarbonate; hydroxides such as sodium hydroxide or potassium hydroxide; metal hydrides a class such as lithium hydride, sodium hydride or potassium hydride; and an organic lithium salt such as butyl lithium or lithium diisopropyl guanamine. The amount of the base to be used is not particularly limited as long as it does not exhibit a bad influence on the reaction. And the equivalent of the compound (jy) is preferably from 〇1 to 〇. 5 equivalents, more preferably from 0.01 to 〇. 2 equivalents. The acid includes, for example, mineral acids such as hydrochloric acid, sulfuric acid or nitric acid; organic acids Such as citric acid, acetic acid, propionic acid, trifluoroacetic acid, methanesulfonic acid, benzenesulfonic acid or p-toluenesulfonic acid; amine acid addition salts such as triethylamine hydrochloride or exogenous bite hydrochloride And Lewis acid, such as aluminum chloride, zinc chloride, zinc iodide, titanium tetrachloride, chlorinated planer, bismuth triflate or boron trifluoride-ether complex. 320644 23 200922468 The use thereof is not particularly limited as long as it does not exhibit a bad influence on the reaction, and it is preferably 〇. 〇1 to 〇5 is preferably 0.01 to 〇·2 equivalent with respect to the compound (iV). Step (2-1) The reaction can be carried out in the presence of a suitable solvent. Examples of the solvent include alcohols such as methanol, ethanol or isopropanol; aliphatic hydrocarbons, Such as pentane, hexane 'heptane or petroleum ether; aromatic hydrocarbons such as benzene, toluene or xylene; vinegars such as methyl acetate, ethyl acetate, ethyl formate or ethyl acetate; ketones, Such as acetone or methyl ethyl ketone; ethers, such as ether, propyl ether, diisopropyl ether, dibutyl ether 'tetrahydrogen or di (tetra): Lai, such as acetonitrile or propionitrile; acid amines such as dimethyl Amidoxime or dimethylacetamide; a sub-milling such as dimethyl sulfoxide; a sulfone such as sulfolane; a phosphonium amine such as a hexamethylphosphonium-containing hydrocarbon such as dichloromethane or chloroform; , chloroethene or carbon tetrachloride; and aristocratic amines such as pyridine, f-pyridinium, lutidine or quinoline. These solvents may be used in combination or in combination with water as a mixed solvent. The reaction temperature of the step (2-1) is usually from _5 () to 15 passages to loot:, more preferably -10 $ c^ horses 10 to 50 c. The reaction time is usually from 1 to 96 hours, preferably from 1 to 24 hours. The alkyl hydrazine alkylation reaction can be carried out by subjecting a base to the compound (V) in the step (2-2) and de-three. The reaction of the step (2-2) can be carried out in the presence of a suitable solvent. This example includes the same solvent as the step. These solvents can be used as a mixed solvent in water. 〃 π 职 3 述 及 及 ( ( ( ( ( ( ( ( ( ( ( 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 2-1 只要 只要 只要 只要 只要 只要 只要 只要 只要 只要 只要 只要 只要 只要 只要 只要01至1. 5当量。 01 to 1.5 equivalents, more preferably from 0.1 to 1. 5 equivalents. The reaction temperature of the step (2-2) is usually from -20 to 150 ° C, preferably from 0 to 120 ° C, more preferably from 10 to 80 ° C. The reaction time is usually from 0.1 to 96 hours, preferably from 0.1 to 24 hours. After completion of the reaction of the step (2-2), the compound of the present invention may be isolated by concentrating the reaction mixture; or by pouring the reaction mixture into water, extracting with an organic solvent, and performing a general post-treatment operation (such as concentration). Single. The resulting compound of the invention can be purified by conventional methods such as distillation, re-sinking, recrystallization or chromatography. In the production method 2, the compound of the present invention can also be subjected to the step (2-1) to carry out the production of the compound (V), and not only the purification of the compound (V) but also the de-three-burning of the step (2-2). The alkylation reaction. Production Method 3 Among the compounds of the present invention, wherein A is a compound which is optionally substituted by (X2)q or an aromatic heterocyclic ring which is optionally substituted by a C1 to C5 alkyl group or a halogen atom, for example, by the following method Manufacturing. This production method comprises the step (3-1) of the compound of the formula (VI) (hereinafter referred to as the compound (VI)):

(式中,A表示視需要經(X2)q取代之苯基或視需要經C1至 C5烷基或鹵原子取代之芳族雜環,以及R表示氫原子或視 需要經鹵原子取代之C1至C5烷基), 320644 200922468 與化合物(111)反應而獲得式(V11)化合物(後文稱為化合 物(νπ)): (式中,A、R、X1與p分別表示與上述相同定義); 步驟(3-2)之化合物(VII)與式(VIΠ)化合物(後文稱 為化合物(VIII))反應: (式中,X3與r分別表示與上述相同定義) 以後得式(IX)化合物(後文稱為化合物(I χ)):(wherein A represents an optionally substituted phenyl group substituted by (X2)q or an aromatic heterocyclic ring which is optionally substituted by a C1 to C5 alkyl group or a halogen atom, and R represents a hydrogen atom or a C1 which is optionally substituted by a halogen atom. To C5 alkyl), 320644 200922468 Reacts with compound (111) to obtain a compound of formula (V11) (hereinafter referred to as compound (νπ)): (wherein, A, R, X1 and p respectively represent the same definition as above) The compound (VII) of the step (3-2) is reacted with a compound of the formula (VI) (hereinafter referred to as the compound (VIII)): (wherein, X3 and r respectively represent the same definitions as above), and then the formula (IX) is obtained. Compound (hereinafter referred to as compound (I χ)):

(式中,A、R、、X3、ρ與r分別表示與上述相同定義); 步驟(3 - 3)之i化化合物(IX)以獲得式(χ )化合物(後 文稱為化合物(X)):(wherein, A, R, X3, ρ and r respectively represent the same definitions as above); Step (3-3) of the compound (IX) to obtain a compound of the formula (χ) (hereinafter referred to as a compound (X) )):

^式一中A、R、X、χ、ph分別表示與上述相同定義,X 表示鹵原子);以及 步驟(3-4)之去-鹵化化合物()〇以獲得本發明化合物。 八步驟(3-1)中,化合物(111)可大為過量,且相對於化 。物(VI)較佳為〇. 8至5當量,更較佳為〇. 7至〗· 2當量。 步驟(3-1)之反應中’必要時驗或酸可存在於反應系統 320644 26 200922468 中 ο 作為該鹼或酸,例如可述及與步驟(2-1)相同之鹼與 酸。鹼之使用量並無特別限制只要其對於反應不顯現壞影 響即可,且其相對於化合物(VI)較佳為0. 01至0. 5當量, 更較佳為0. 01至0. 2當量。酸之使用量並無特別限制只要 其對於反應不顯現壞影響即可,且其相對於化合物(VI)較 佳為0. 01至0. 5當量,更較佳為0. 01至0. 2當量。 步驟(3-1)之反應可於適當溶劑存在下進行。該溶劑之 例包括與步驟(2-1)相同溶劑。該等溶劑可混合使用亦可與 水作為混合溶劑使用。 步驟(3-1)之反應溫度通常為-50至150°C,較佳為-20 至100°C,更較佳為-10至50°C。反應時間通常為0. 1至 96小時,較佳為0. 1至24小時。 步驟(3-1)之反應完成後,化合物(VII)可藉由濃縮反 應混合物而單離;或藉由將反應混合物倒入水中後,以有 機溶劑萃取以及實施一般之後處理操作(如濃縮)而單離。 所得化合物(V11)可藉由傳統方法純化,例如蒸顧、再沉 殿、再結晶或層析。 化合物(VI)為已知化合物,或其可藉由已知方法製 造,例如揭示於下述文獻之方法,J. Chem. Soc. Perkin Trans. 1,1793,1988 'Synthesis, 1984,339-345 與其 他方法。 步驟(3-2)之反應中,化合物(VIII)之量可大為過量, 且相對於化合物(VII)較佳為0. 8至5當量,更較佳為0. 7 27 320644 200922468 至1. 2當量。 =(㈣Μ射於料㈣存訂崎 =與步驟㈣相同溶劑。該等溶劑亦 = 步驟中,較佳為移除反應系統中產生之水。用於移除水之 方法包括藉由盘溶态|丨夕β '、 /、 d之/、沸瘵餾而將水移出反應系統的方 及添加例如分子篩之脫水劑至反應线的方法。 步驟(3-2)之反應中,催化劑之存在非為必要,然而於 某些情況中’藉由酸或鹼的添加使反應加速。 酸可為有機酸或無賴。有機酸之例包括甲酸、乙酸 與丙酸’且該等亦可使用作為溶劑。無機酸之例包括气氯 酸:硫酸1石黃酸、苯石黃酸、對曱苯磺酸,以及路易士酸^ 如氯化絶:氣化銘、氣化鋅、四氯化鈦或四氟化導乙驗錯 合物。其等之中’硫酸、多鱗酸鹽等可使用作為溶劑與脫 水劑兩者。 ' 該等鹼之例包括無齡如氫氧㈣、氫氧化納或甲醇 鈉,以及有機鹼如吡啶或三乙基胺,且其等之中,有機鹼 亦可使用作為溶劑。 步驟(3-2)之反應溫度通常為〇至2〇〇〇c,較佳為2〇 至150 C,更較佳為30至100。(:。反應時間通常為〇 }至 96小時’較佳為〇.;[至24小時。 步驟(3-2)之反應完成後,化合物(11)可藉由濃縮反應 混合物而單離;或藉由將反應混合物倒入水中後,以有機 溶劑萃取以及實施一般之後處理操作(如濃縮)而單離。所 得化合物(IX)可藉由傳統方法純化,例如蒸鶴、再沉题、Wherein A, R, X, χ, ph respectively represent the same definition as defined above, X represents a halogen atom; and the step (3-4) is carried out by halogenating the compound () to obtain a compound of the present invention. In the eight step (3-1), the compound (111) may be excessively large and relative to the compound. The substance (VI) is preferably 〇. 8 to 5 equivalents, more preferably 〇. 7 to 〖· 2 equivalents. In the reaction of the step (3-1), the necessary time or acid may be present in the reaction system 320644 26 200922468. ο As the base or acid, for example, the same base and acid as in the step (2-1) may be mentioned.至2. 2至优选。 0. 01至0. 2之间。 0. 01至0. 2 equivalent.至2. 2至优选。 0. 01至0. 2之间。 0. 01至0. 2 equivalent. The reaction of the step (3-1) can be carried out in the presence of a suitable solvent. Examples of the solvent include the same solvent as in the step (2-1). These solvents may be used in combination or in combination with water as a mixed solvent. The reaction temperature of the step (3-1) is usually -50 to 150 ° C, preferably -20 to 100 ° C, more preferably -10 to 50 ° C. The reaction time is usually from 0.1 to 96 hours, preferably from 0.1 to 24 hours. After completion of the reaction of the step (3-1), the compound (VII) may be isolated by concentrating the reaction mixture; or by pouring the reaction mixture into water, extracting with an organic solvent, and performing a general post-treatment operation (such as concentration). And single. The obtained compound (V11) can be purified by a conventional method such as steaming, re-sinking, recrystallization or chromatography. The compound (VI) is a known compound, or it can be produced by a known method, for example, a method disclosed in J. Chem. Soc. Perkin Trans. 1,1793,1988 'Synthesis, 1984, 339-345 With other methods. In the reaction of the step (3-2), the amount of the compound (VIII) may be a large excess, and is preferably 0.8 to 5 equivalents, more preferably 0. 7 27 320644 200922468 to 1 with respect to the compound (VII). . 2 equivalents. = ((4) Μ 于 ( ( 四 = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = = =丨 β β ', /, d /, boiling retort to remove water from the reaction system and add a dehydrating agent such as molecular sieve to the reaction line. In the reaction of step (3-2), the presence of catalyst It is necessary, however, in some cases 'the reaction is accelerated by the addition of an acid or a base. The acid may be an organic acid or a rogue. Examples of organic acids include formic acid, acetic acid and propionic acid' and these may also be used as a solvent. Examples of inorganic acids include chlorous acid: sulfuric acid 1 tartaric acid, benzoic acid, p-toluene sulfonic acid, and Lewis acid ^ such as chlorination: gasification, zinc hydride, titanium tetrachloride or tetra Fluoride-conducting complexes. Among them, 'sulfuric acid, polysulfate, etc. can be used as both a solvent and a dehydrating agent. ' Examples of such bases include age-free such as hydrogen (IV), sodium hydroxide or methanol. Sodium, and an organic base such as pyridine or triethylamine, and among them, an organic base can also be used as a solvent. The reaction temperature of the step (3-2) is usually from 〇 to 2〇〇〇c, preferably from 2〇 to 150 C, more preferably from 30 to 100. (: The reaction time is usually from 〇} to 96 hours' [Available to 24 hours. After completion of the reaction of the step (3-2), the compound (11) may be isolated by concentrating the reaction mixture; or by pouring the reaction mixture into water, followed by extraction with an organic solvent. And performing a general post-treatment operation (such as concentration) and isolation. The obtained compound (IX) can be purified by a conventional method, such as steaming crane, and then sinking,

2S 320644 200922468 再結晶或層析。 步驟(3-3)之反應中,鹵化劑包括氯、溴、碘、亞硫醯 氣、亞硫醯溴、N-氣琥珀醯亞胺、卜溴琥珀醯亞胺與N_碘 琥珀醯亞胺。鹵化劑之使用量相對於化合物(Ιχ)通常為〇 7 至2. 0當量’較佳為〇· 8至1· 5當量。 步驟(3-3)之反應可於適當溶劑存在下進行。該溶劑之 例包括與步驟(2-1)相同溶劑。該等溶劑可混合使用,1亦 可與水作為混合溶劑使用。 步驟(3-3)之反應溫度通常為-50至15〇t,較佳為_2〇 至100 C,更較佳為-10至501。反應時間通常為丨至 96小時,較佳為〇· 1至24小時。 步驟(3-3)之反應完成後,化合物(}〇可藉由濃縮反應 混合物而單離;或藉由將反應混合物倒入水中後,以有機 溶劑萃取以及實施一般之後處理操作(如濃縮)而單離。所 付化合物(X)可藉由傳統方法純化,例如蒸餾、再沉澱、再 結晶或層析。 步驟(3-4)之去鹵化反應中,化合物(1)可藉由使鹼作 用於化合物(X)而製造。 該鹼之例包括鹼金屬醇鹽類,如乙醇鈉、曱醇鈉或第 三丁醇鉀;含氮有機化合物類,如三乙基胺、二異丙基乙 基胺、吡啶、4-二曱基胺基咣啶或N,N_二曱基苯胺;碳酸 鹽類,如碳酸鉀、碳酸鈉、碳酸氯鈉或碳酸氫鉀;氫氧化 物類,如氫氧化鈉或氫氧化鉀;金屬氫化物類,如氫化鋰、 氫化納或氫化钟,以及有機鐘鹽類,如丁基鐘或二異丙基 320644 29 200922468 醯胺鋰。鹼之使用量並無特別限制只要其對於反應不顯現 壞影響即可,且其相對於化合物(X)較佳為〇. 5至5當量, 更較佳為0. 8至2. 0當量。 步驟(3-4)之反應可於適當溶劑存在下進行。該溶劑之 例包括與步驟(2-1)相同溶劑。該等溶劑可混合使用,或亦 可與水作為混合溶劑使用。 步驟(3-4)之反應溫度通常為-50至150°C,較佳為-20 至100°C,更較佳為-10至50°C。反應時間通常為0. 1至 96小時,較佳為0. 1至24小時。 步驟(3-4)之反應完成後,本發明化合物可藉由濃縮反 應混合物而單離;或藉由將反應混合物倒入水中後,以有 機溶劑萃取以及實施一般之後處理操作(如濃縮)而單離。 所得本發明化合物可藉由傳統方法純化,例如蒸餾、再沉 殿、再結晶或層析。 本發明化合物可存在為多種異構物形式,包括幾何異 構物及立體異構物。本發明化合物之所有異構物與異構物 之混合物皆涵括於本發明之範缚。 本發明化合物具有優異之抗害蟲防治效果,例如衛生 方面的害蟲、動物寄生性害蟲及植物寄生性害蟲,且有效 於防治該等害蟲。本發明化合物當將其直接施用至害蟲或 其棲息地而顯現優異之害蟲防治效果。 包括本發明化合物作為活性成分之農藥組合物落入本 發明之範轉。 當本發明化合物使用作為害蟲防治用組合物時,亦即 30 320644 200922468 農藥組合物時,本發明化合物可以其本身使用。然而,本 發明化合物通常配方為一般農業化學劑或動物藥物之使用 形式後使用。換言之,本發明之農藥組合物可為本發明化 合物本身,然而其通常包括本發明化合物與一般農藥化學 劑或動物藥劑之合適形式所使用之添加劑。具體而言,本 發明化合物溶解於或分散於合適的液體載劑、與合適的固 體載劑及/或合適的氣體載劑混合或吸附於合適的固體載 劑;以製備為下述形式之本發明農藥組合物;乳化濃縮物、 液體配方物、微乳化物、可流動配方物、油性溶液、可濕 潤粉末、粉末、顆粒、細顆粒、種包覆製劑、種浸潰溶液、 煙霧農藥、錠劑、微膠囊、氣霧劑、氣溶膠推進劑、二氧 化碳氣體配方物、熱蒸散劑(heat fumigant)例如蚊香、電 蚊片或電蚊液體驅蚊劑、EW配方物、軟膏劑、毒餌、膠囊、 小粒劑、膜、注射溶液、擦劑、樹脂配方物及洗劑配方物 等。本發明之農藥組合物可進一步含有乳化劑、懸浮劑、 塗抹劑、穿透劑、濕潤劑、增稍劑、安定劑、分散劑等。 本發明之農藥組合物可根據習知方法製備。 液體載劑之例包括水、醇類(例如甲醇、乙醇、正丙醇、 異丙醇、丁醇、己醇、苯曱醇、乙二醇、丙二醇或苯氧基 乙醇)、酮類(例如丙酮、曱基乙基酮、曱基異丁基酮或環 己酮)、醚類(例如異丙醚、1,4-二噁烷、四氫呋喃、乙二 醇單曱基醚、乙二醇二曱基醚、二乙二醇單曱基醚、二乙 二醇單乙基醚、丙二醇單曱基醚、二丙二醇單甲基醚或3-曱氧基-3-曱基-1-丁醇)、脂族烴類(例如己烷、環己烷、 31 320644 200922468 煤油、燃料油或機油)、芳族烴類(例如曱苯、二曱笨、乙 基苯、十二烧基苯、苯基二甲苯基乙烧、溶劑石油腦或甲 基萘)、函化煙類(例如二氣甲n氯乙烧、氯仿或四氣 化碳)、醯胺類(例如N,N_:曱基曱醯胺、N,N—二甲基乙醯 胺、N-曱基鱗咬酉同或N_辛基〇比口各咬嗣)、醋類(例二乳酸 丁酯、乙酸乙酯、乙酸丁酯、肉莖蔻酸異丙酯、油酸乙酯、 己一馼一異丙g曰、己二酸二異丁酯、丙二醇單甲基醚乙酸 酉旨、、脂肪酸甘油醋或y _ 丁内酯)、腈類(例如乙猜、異丁 腈或丙腈h碳酸醋類(例如碳酸丙二酿)、及蔬菜油類(例 如f广油、撖境油、亞麻仁油、椰子油、棕櫊油、花生油、 麥牙油、杏仁油、芝麻油、礦油、迷迭香油、老鶴草、、由、 子油、玉米油、紅花油或撥油h該等液體載劑 蜀使用、或依合適比例混合二種或多: 種)該等液體載劑後使用。 為至一 如大固,Γ劑(例如稀釋劑或填料)之例包括蔬菜粉末(例 層土丑Ϊ末、蒋草粉末、麵粉或木粉)、礦物粉末(例如高 ^田巴砂(Fubasaml)、膨潤土、黏土如酸性黏土、滑 石麵Π/月石粉末或葉堪石(agalmatoIite)粉末、石夕薄土、矽 機:物=母粉)、合成水合氧化石夕、滑石、陶究:、其他無 硫母、石Μ水合氧㈣)、化學肥料(例如 末、活性Γ錢、硝酸錢、氯化録或尿素)' 氧她、硫粉 體载啊可=石反㈣ '氯化卸、碳醆氫納及乳糖。該等固 早獨使用、或依合適比例混合二種或多種(較佳為 —種)該等固體載劑後使用。 '30644 200922468 氣體載劑之例包括氟碳化物、丁烷氣體、lpg(液化石 油氣)、二曱基醚及二氧化碳氣體。該等氣體載劑可單獨使 用、或依合適比例混合二種或多種(較佳為一至三種)該等 氣體載劑後使用。或者一種或多種該等氣體載劑可與合適 的液體載劑組合使用。 本發明化合物配方為軟膏劑之情況時,用於軟膏劑之 基質之例包括聚乙二醇、果膠、長鏈脂肪酸與多元醇之酯 例如單硬脂酸甘油酯、纖維素衍生物例如甲基纖維素、褐 藻酸鈉、膨潤土、高級醇、多元醇例如甘油、凡士林、白 凡士林、液體石境、豬油、各種蔬菜油、羊毛脂、脫水羊 毛脂、氫化油及樹脂。該等基質可單獨使用,或混合二種 或多種(較佳為一至三種)該等基質而使用。進一步地,可 添加後文所述之界面活性劑至該基質。 於製備本發明農藥組合物中,界面活性劑可使用作為 乳化劑、塗抹劑、穿透劑或分散劑等。界面活性劑之例包 括肥皂;以及非離子性及陰離子性界面活性劑,例如聚氧 伸乙基烷基芳基醚(DAI-ICHI K0GY0 SEIYAKU公司製造之 N0IGEN(商標名)及 E A142C商標名);Τ0Η0 CHEMICAL INDUSTRY公司製造之N0NAL(商標名))、烷基硫酸鹽(例如 KAO CORPORATION 公司製造之 EMAL 10(商標名)及 EMAL 40 (商標名))、烷基苯磺酸鹽(例如DAI-ICHI K0GY0 SEIYAKU 公司製造之NE0GEN(商標名)及NEOGEN T(商標名);KAO CORPORATION公司製造之NEIPELEXC商標名))、聚乙二醇醚 (例如SANYO KASEI公司製造之N0NIP0L 85(商標名)、 Λ ^ 320644 200922468 N0NIP0L 100(商標名)與N0NIP0L 160(商標名))、聚氧伸 乙基烧基酸(例如DA I_ ICHI KOG YO SEIYAKU公司製造之 NOIGEN ET-135(商標名))、聚氧伸乙基聚氧伸丙基嵌段聚 合物(例如SANYO CHEMICAL INDUSTRIES公司製造之 NEWPOLEPE-64(商標名))、多元醇酯(例如 KAO CORPORATION 公司製造之TWEEN 20(商標名)及TWEEN 80(商標名))、烷 基硫代琥珀酸鹽(例如SANYO CHEMICAL INDUSTRIES公司製 造之 SANMOLIN OT 20(商標名);TAKEMOTO OIL & FAT 公司 製造之NEWKALGEN EX70(商標名))、烷基萘磺酸鹽 (TAKEMOTO OIL & FAT 公司製造之 NEWKALGEN WG-1(商標名)) 及烯基磺酸鹽(TOHO CHEMICAL INDUSTRY公司製造之 SORPOL 5115(商標名))。該等界面活性劑可單獨使用,或 依合適比例混合二種或多種(較佳為一種至三種)該等界面 活性劑後使用。 用於樹脂配方物之基質之例包括氯乙烯聚合物類及聚 胺曱酸酯。必要時,可於該基質中添加塑化劑例如苯二甲 酸酯(例如鄰苯二曱酸二曱酯及鄰苯二曱酸二辛酯等)、己 二酸酯、硬脂酸等。該樹脂配方物係經由使用傳統的揉捏 設備將本發明之化合物揉捏至基質中,接著再經由射出成 型、擠壓成型或模壓成型等模製而製備。必要時,該所得 樹脂配方物可進一步經由模製、切割等步驟,塑形成平板、 膜、條帶、網狀或細繩之形狀。這些樹脂配方物可被製成 動物頸圈、動物耳標、片狀製品、誘引繩及園藝樁柱 (horticultural post) 〇 320644 200922468 用於毒餌之基質之例包括穀粉、蔬菜油、糖及結晶纖 維素。必要時,可於基質中添加抗氧化劑例如二丁基羥基 曱苯及去曱二氫癒創木酸(nordihydroguaiaretic ac i d )、防腐劑例如去氫乙酸、防止兒童及寵物誤食之藥劑 例如辣椒粉、害蟲誘引香料例如起司香料、洋惠香料或花 生油等。 此外,可使用黏結劑、分散劑、著色劑、安定化劑等 作為製備本發明之農藥組合物之醫藥輔劑,具體而言,酪 蛋白、明膠、醣類(例如澱粉、***膠、纖維素衍生物、 褐藻酸等)、木質素衍生物、膨潤土、合成之水溶性聚合物 (例如聚乙烯醇、聚乙烯吡咯啶酮、聚丙烯酸等)、PAP(酸 式石粦酸異丙酯(acidic isopropyl phosphate))、BHT(2, 6-二第三丁基-4-甲基酚)、BHA(2-第三丁基-4-曱氧基酚與 3-第三丁基-4-曱氧基酚之混合物)、揭示於美國聯邦法規 (Code of Federal Regulation) Title 40 第 180 頁之其 他物質。 本發明之農藥組合物可包括本發明化合物與其他農藥 活性成分之組合,例如殺昆蟲劑(例如菊酯類(pyrethroid) 殺昆蟲劑、有機磷殺昆蟲劑、胺基曱酸酯殺昆蟲劑、新菸 驗類(neon i cot i no i d)殺昆蟲劑、神經鈉通道阻隔劑、殺昆 蟲巨環内酯、7 -胺基丁酸(GABA)拮抗劑、4弓通道活化劑、 尿素殺昆蟲劑、昆蟲荷爾蒙模擬物、天然殺昆蟲劑等)、殺 瞒劑、機油、殺線蟲劑、除草劑、植物激素劑、植物生長 調整劑、殺真菌劑(例如銅殺真菌劑、有機氯殺真菌劑、有 320644 200922468 機硫殺真菌劑、酉分殺真菌劑等)、相乘劑(synergist)、引 誘劑(attractant)、驅除劑(repellent)、作物損傷降低 劑、色素、肥料、動物飼料(例如用於如牛、豬及雞等豢養 動物之飼料,用於如狗及貓等寵物動物之飼料,以及用於 如金槍魚(young yellowtail)及海鯛(sea bream)等飼養魚 類之飼料)、動物藥物(例如用於豢養動物、寵物動物及飼 養魚類之疾病治療與預防藥物)、動物之營養補充劑等。 本發明之農藥組合物中,通常含有本發明化合物0. 1 至80重量%,較佳為1至20重量%。具體而言,當本發明 之農藥組合物為乳化濃縮物、液體製劑或可濕潤粉末(例如 水可分散顆粒)形式時,其通常含有本發明化合物1至80 重量%,較佳為1至20重量%。當本發明之農藥組合物為乳 化濃縮物或粉末形式時,其通常含有本發明化合物0. 1至 50重量%,較佳為0. 1至20重量%。當本發明之農藥組合 物為顆粒形式時,其通常含有本發明化合物1至50重量%, 較佳為1至20重量%。 其他農藥活性成分(例如殺昆蟲劑、除草劑、殺蜗劑、 殺真菌劑等),通常可存在為本發明之農藥組合物之0.1至 80重量%,較佳為1至20重量°/〇。 本發明之農藥組合物中,上述農藥活性成分以外之添 加劑之含量通常為0. 001至99. 9重量%,較佳為1至99重 量%,然而其取決於農藥活性成分之種類與含量、以及農藥 組合物的形式等。具體而言,本發明之農藥組合物之界面 活性劑的含量通常為1至2 0重量%,較佳為1至15重量%。 36 320644 200922468 本發明之農藥組合物中流動助劑的含量通常為i至 息 %。本發明之農藥組合物中載劑的含量通常為1至 = %,較佳為1至70重量%。 里 當本發明之農藥組合物為乳化濃縮物或可濕潤化 (例如水可制齡)形式,難地係以水等合適地 如100至5000倍)後噴灑。 、列 本發明化合物可作為殺.蟲劑使用於耕地(例如軿 地、稻田、草坪及果園)或非耕地。某些情況中,本發明 化合物可於耕作下述「作物」之耕地等防治害蟲,而 「作物」造成不利的影響。 「作物」之具體例如下述者。 辰作物.玉米、稻、小麥、大麥、黑麥、燕麥、高梁、 棉花、大豆、花生、蕎麥、甜菜、油菜籽、向曰葵、甘蔗、 菸草等; 〜' 蔬菜:茄科蔬菜(Solanaceae vegetables)(茄子、番 茄、青椒、辣椒、馬鈴薯等)、葫蘆科蔬菜(Cucurbitaaae vegetab 1 es)(胡瓜、南瓜、美洲南瓜、西瓜、甜瓜等)、十 字花科蔬菜(Cruciferae vegetables)(日本蘿g、藥脊 辣根、球莖甘藍(kohlrabi )、中國甘藍菜、甘藍菜、零、界 (brown mustard)、青花菜、花椰菜等)、菊科蔬菜 ' (Compositae vegetables)(牛蒡、茼蒿、朝鮮莉、萬苣等) 百合科蔬菜(Li 1 iaceae vegetables)(惠、洋g、蒜、产& 等)、繳形花科蔬菜(Umbel li ferae vegetables)(胡蘿 歐芹、芹菜、防風草(parsnip)等)、藜科蔬菜 3^〇644 37 200922468 (Chenopodiaceae vegetables)(菠菜、瑞士甜菜(Swiss (:1^『(1)等)、薄荷科蔬菜(]^1^3仏6¥6861313165)(日本羅 勒、/專何、九層等)、草莓、蕃薯、山藥 '芋(ar O i d )等; 果樹:仁果類(蘋果、普通梨木、日本梨、木瓜、榲樟 (quince)等)、核果類(桃、李、油桃、日本李 '樓桃、杏、 乾果李等)、相·橘類植物(蜜柑(Satsuma mandar i η)、柳橙、 檸檬、萊姆、葡萄柚等)、堅果類(栗、胡桃、榛果、杏仁、 開心果、腰果、夏威夷豆等)、漿果類(藍莓、蔓越莓、黑 每、覆盆子等)、葡萄、柿、橄欖、枇杷、香蕉、咖啡、棗、 椰棕櫚、油棕櫚等; 除了果樹以外之樹種:茶樹、桑樹、行道樹(檸樹、樺 樹、山茱萸、尤加利(euca 1 yptus)、銀杏、紫丁香、楓樹、 橡樹、白楊樹、紫荊、楓香、梧桐、櫸樹、日本側柏、冷 杉、日本鐵杉、杜松、松樹、雲杉、紫杉、榆樹、栗樹等)、 珊瑚樹、羅漢松、曰本香柏、曰本扁柏、巴豆松、衛茅、 中國山楂等。 草地:結縷草(曰本結縷草、高麗草等)、百慕達草種(百 慕達草(Cynodon dactyl on)等)、班德草(Bent grass)(小 糠草(creeping bentgrass)、匍I]翦股穎(Agrostis stol.onifera)、細葉剪股穎(Agrostis tenuis)等)、藍草 (bluegrass)(肯德基藍草(Kentucky bluegrass)、粗莖莓 系(rough b 1 uegrass)等)、狐草(高狐草、牛狐草、匍匐狐 草等)、黑麥草(榫子、德貝草(perenn i a 1)、黑麥草等)、 鴨茅、梯牧草(Timothy grass)等; 3S 320644 200922468 油料作物:油棕摘、巴貝多堅果(Barbados nut)等; 其他.員化植物(玫魂、康乃馨、菊花、洋桔梗(Eustoma grandiflorum Shinners)(prairie gentian)、滿天星、非 洲軔、金i化、鼠尾草、矮牽牛、馬鞭草、營金香、紫菱 (aster)、龍膽、百合、三色堇(panSy)、仙客來(cyclamen)、 蘭花 '鈐蘭、薰衣草、紫羅蘭、羽衣甘蘭、報春花、聖誕 紅、唐昌蒲、嘉德麗亞蘭、雛菊、馬鞭草、報歲蘭、海棠 等)、觀葉植物等。 剛述作物包含彼等藉由典型育種方法或遺傳工程技術 等而給予具有下述抗性者,對於H p P D抑制劑如異卩f唑草酮 (isoxaflutole)、ALS 抑制劑如咪草煙(imazet;hapyr)或噻 吩石黃隆(thifensulfuroniethyl)、Epsp合成酵素抑制劑 如嘉磷塞(glyphosate)、麩醯胺合成酵素抑制劑如固殺草 (glufosinate)、乙醯辅酶A羧化酶抑制劑例如西殺草 (sethoxydnrO'PPO抑制劑如丙炔氟草胺(flumi〇xazin)或 除草劑如漠笨腈(b_〇Xynil)、麥草畏㈣amba)或2,4_卜 藉由典5•月種方法而具有抗性之作物之例包括對嗦唾 啉酮(imidaZ〇lin〇ne)除草劑如咪草煙(imazethapyr)具有 抗性菜軒、小麥、向日蔡、米與玉米,其已上市於註冊商 才不為Clearfield(«主冊商標);對續酸脲抑制劑除草劑 如嗟吩續隆具有抗性之大豆,其已上市於註冊商標為STS 大丑;以及對乙酸輔酶A缓化酶抑制劑如三晴 〇Xime)除草劑與絲氧基笨氧基丙酸除草劑具有抗性之作 物’其例為SR玉求。舉例言之,對乙酿輔酶a叛化酶抑制 320644 39 2009224682S 320644 200922468 Recrystallization or chromatography. In the reaction of the step (3-3), the halogenating agent includes chlorine, bromine, iodine, sulfinium, sulfinium bromide, N-gas amber imine, brom bromide, and N-iodoammonium. amine. The halogenating agent is usually used in an amount of from 〇 7 to 2.0 equivalents based on the compound (Ιχ), preferably from 8 to 1.5 equivalents. The reaction of the step (3-3) can be carried out in the presence of a suitable solvent. Examples of the solvent include the same solvent as in the step (2-1). These solvents may be used in combination, and 1 may also be used as a mixed solvent with water. The reaction temperature of the step (3-3) is usually -50 to 15 Torr, preferably _2 Torr to 100 C, more preferably -10 to 501. The reaction time is usually from 丨 to 96 hours, preferably from 1 to 24 hours. After the reaction of the step (3-3) is completed, the compound (} can be isolated by concentrating the reaction mixture; or by pouring the reaction mixture into water, extracting with an organic solvent, and performing a general post-treatment operation (such as concentration). And the compound (X) can be purified by a conventional method such as distillation, reprecipitation, recrystallization or chromatography. In the dehalogenation reaction of the step (3-4), the compound (1) can be made into a base. It is produced by acting on the compound (X). Examples of the base include alkali metal alkoxides such as sodium ethoxide, sodium decoxide or potassium t-butoxide; and nitrogen-containing organic compounds such as triethylamine and diisopropyl. Ethylamine, pyridine, 4-didecylamino acridine or N,N-didecylaniline; carbonates such as potassium carbonate, sodium carbonate, sodium carbonate or potassium hydrogencarbonate; hydroxides, such as Sodium hydroxide or potassium hydroxide; metal hydrides such as lithium hydride, sodium hydride or hydrogenation clocks, and organic clock salts such as butyl or diisopropyl 320644 29 200922468 lithium amide. There is no particular limitation as long as it does not exhibit a bad influence on the reaction, and The compound (X) is preferably 〇. 5 to 5 equivalents, more preferably 0.8 to 2.0 equivalents. The reaction of the step (3-4) can be carried out in the presence of a suitable solvent. Step (2-1) is the same solvent. These solvents may be used in combination or may be used as a mixed solvent with water. The reaction temperature of the step (3-4) is usually -50 to 150 ° C, preferably -20 to The reaction time is usually from 0.1 to 96 hours, preferably from 0.1 to 24 hours. After completion of the reaction of the step (3-4), the compound of the present invention is completed at 100 ° C, more preferably from -10 to 50 ° C. Alternatively, it may be isolated by concentrating the reaction mixture; or by pouring the reaction mixture into water, extracting with an organic solvent, and performing a general post-treatment operation (such as concentration). The obtained compound of the present invention can be purified by a conventional method. For example, distillation, re-sinking, recrystallization or chromatography. The compounds of the invention may exist in a variety of isomeric forms, including geometric isomers and stereoisomers. Mixtures of all isomers and isomers of the compounds of the invention They are all encompassed by the invention. The compounds of the invention have excellent resistance Insect control effects, such as hygiene pests, animal parasitic pests, and plant parasitic pests, are effective for controlling such pests. The compound of the present invention exhibits an excellent pest control effect when it is directly applied to pests or their habitats. The pesticidal composition comprising the compound of the present invention as an active ingredient falls within the scope of the present invention. When the compound of the present invention is used as a pest control composition, i.e., 30 320644 200922468 a pesticidal composition, the compound of the present invention can be used as it is. However, the compounds of the present invention are usually formulated for use in the form of a general agrochemical or animal drug. In other words, the pesticidal composition of the present invention may be the compound of the present invention itself, however, it usually includes the compound of the present invention and a general pesticide chemical or animal. An additive used in a suitable form of the agent. In particular, the compounds of the present invention are dissolved or dispersed in a suitable liquid carrier, mixed with a suitable solid carrier and/or a suitable gaseous carrier or adsorbed onto a suitable solid carrier; Inventive pesticide composition; emulsified concentrate, liquid formula, microemulsion, flowable formula, oily solution, wettable powder, powder, granule, fine granule, seed coating preparation, seed immersion solution, smog pesticide, ingot Agents, microcapsules, aerosols, aerosol propellants, carbon dioxide gas formulations, heat fumigants such as mosquito coils, electric mosquito or electric mosquito liquid repellents, EW formulas, ointments, baits, capsules , granules, membranes, injectable solutions, liniments, resin formulations and lotion formulations. The agricultural chemical composition of the present invention may further contain an emulsifier, a suspending agent, an applicator, a penetrating agent, a wetting agent, a bulking agent, a stabilizer, a dispersing agent and the like. The pesticidal composition of the present invention can be prepared according to a conventional method. Examples of liquid carriers include water, alcohols (e.g., methanol, ethanol, n-propanol, isopropanol, butanol, hexanol, phenylhydrin, ethylene glycol, propylene glycol, or phenoxyethanol), ketones (e.g. Acetone, mercaptoethyl ketone, decyl isobutyl ketone or cyclohexanone), ethers (eg isopropyl ether, 1,4-dioxane, tetrahydrofuran, ethylene glycol monodecyl ether, ethylene glycol II) Mercapto ether, diethylene glycol monodecyl ether, diethylene glycol monoethyl ether, propylene glycol monodecyl ether, dipropylene glycol monomethyl ether or 3-decyloxy-3-mercapto-1-butanol ), aliphatic hydrocarbons (such as hexane, cyclohexane, 31 320644 200922468 kerosene, fuel oil or engine oil), aromatic hydrocarbons (such as toluene, dioxane, ethylbenzene, dodecylbenzene, benzene) Methyl phenyl bromide, solvent petroleum brain or methyl naphthalene), solubilized tobacco (eg di-n-methyl n-chloroethane, chloroform or tetra-carbonized carbon), guanamines (eg N, N_: mercapto oxime) Indoleamine, N,N-dimethylacetamide, N-fluorenyl quinone or N-octyl hydrazine, vinegar (example butyl lactate, ethyl acetate, acetic acid) Ester, meat stem Ester, ethyl oleate, hexamethylene monoisopropylate, diisobutyl adipate, propylene glycol monomethyl ether acetate, fatty acid glycerin or y-butyrolactone, nitrile (eg B Guess, isobutyronitrile or propionitrile h carbonate (such as propylene carbonate), and vegetable oils (such as f wide oil, dip oil, linseed oil, coconut oil, palm oil, peanut oil, wheat tooth oil , almond oil, sesame oil, mineral oil, rosemary oil, geranium, sap, oil, corn oil, safflower oil or oil, such liquid carrier, or in a suitable ratio of two or more: For the use of such liquid carriers. For example, as large solids, examples of tinctures (such as diluents or fillers) include vegetable powders (such as ugly glutinous rice, ginger grass powder, flour or wood flour), minerals. Powder (for example, Fubasaml, bentonite, clay such as acid clay, talc glutinous/moonstone powder or agalmatoIite powder, Shixi thin soil, smashing machine: material = mother powder), synthesis Hydrated oxidized rock eve, talc, ceramics: other sulphur-free mother, shale hydrated oxygen (4)), chemical fertilizer (example End of the active Γ money, money nitrate, chloride or urea recorder) 'her oxygen, sulfur powder carrier body can ah = stone anti iv' unloading chloride, sodium hydrogen carbon 醆 and lactose. These solid carriers are used alone or in combination in a suitable ratio or in a suitable ratio. '30644 200922468 Examples of gaseous carriers include fluorocarbons, butane gas, lpg (liquefied petroleum gas), dimethyl ether and carbon dioxide gas. These gas carriers may be used singly or in combination of two or more (preferably one to three) of such gas carriers in an appropriate ratio. Alternatively, one or more of the gaseous carriers can be used in combination with a suitable liquid carrier. When the compound of the present invention is formulated as an ointment, examples of the base for the ointment include polyethylene glycol, pectin, an ester of a long-chain fatty acid and a polyhydric alcohol such as glyceryl monostearate, a cellulose derivative such as a Cellulose, sodium alginate, bentonite, higher alcohol, polyol such as glycerin, petrolatum, white petrolatum, liquid stone, lard, various vegetable oils, lanolin, dehydrated lanolin, hydrogenated oil and resin. These substrates may be used singly or in combination of two or more (preferably one to three) such substrates. Further, a surfactant described later may be added to the substrate. In the preparation of the agrochemical composition of the present invention, a surfactant can be used as an emulsifier, a spreader, a penetrating agent or a dispersing agent. Examples of the surfactant include soap; and nonionic and anionic surfactants such as polyoxyalkylene aryl ether (NAIGEN (trade name) and E A142C brand name manufactured by DAI-ICHI K0GY0 SEIYAKU Co., Ltd.) ;Τ0Η0 N0NAL (trade name) manufactured by CHEMICAL INDUSTRY, alkyl sulfate (such as EMAL 10 (trade name) and EMAL 40 (trade name) manufactured by KAO CORPORATION), alkylbenzenesulfonate (such as DAI-) ICHI K0GY0 NE0GEN (trade name) and NEOGEN T (trade name) manufactured by SEIYAKU Co., Ltd.; NEIPELEXC brand name manufactured by KAO CORPORATION), polyethylene glycol ether (for example, NONIP0L 85 (trade name) manufactured by SANYO KASEI Co., Ltd., Λ ^ 320644 200922468 N0NIP0L 100 (trade name) and NONIP0L 160 (trade name)), polyoxyethylidene (for example, NOIGEN ET-135 (trade name) manufactured by DA I_ ICHI KOG YO SEIYAKU), polyoxygen extension Ethyl polyoxypropyl propylene block polymer (for example, NEWPOLEPE-64 (trade name) manufactured by SANYO CHEMICAL INDUSTRIES Co., Ltd.), polyol ester (for example, TWEEN 20 manufactured by KAO CORPORATION) (trade name) and TWEEN 80 (trade name), alkyl thiosuccinate (for example, SANMOLIN OT 20 (trade name) manufactured by SANYO CHEMICAL INDUSTRIES; NEWKALGEN EX70 (trade name) manufactured by TAKEMOTO OIL & FAT ), an alkylnaphthalenesulfonate (NEWKALGEN WG-1 (trade name) manufactured by TAKEMOTO OIL & FAT Co., Ltd.) and an alkenylsulfonate (SORPOL 5115 (trade name) manufactured by TOHO CHEMICAL INDUSTRY). These surfactants may be used singly or in combination of two or more (preferably one to three) of these surfactants in an appropriate ratio. Examples of the substrate for the resin formulation include vinyl chloride polymers and polyamine phthalates. If necessary, a plasticizer such as a phthalate (e.g., dinonyl phthalate or dioctyl phthalate), an adipate, stearic acid or the like may be added to the matrix. The resin formulation is prepared by kneading a compound of the present invention into a substrate by using a conventional kneading apparatus, followed by molding by injection molding, extrusion molding or press molding. If necessary, the obtained resin formulation can be further molded into a shape of a flat plate, a film, a strip, a mesh or a string by a step of molding, cutting or the like. These resin formulations can be made into animal collars, animal ear tags, sheet products, attracting ropes, and horticultural posts. 320644 200922468 Examples of substrates for poison baits include cereal flour, vegetable oil, sugar, and crystalline fiber. Prime. If necessary, an antioxidant such as dibutylhydroxyindole and nordihydroguaiaretic ac id, a preservative such as dehydroacetic acid, and an agent for preventing ingestion of children and pets such as paprika may be added to the matrix. The pest attracts spices such as cheese spices, yanghui spices or peanut oil. Further, a binder, a dispersant, a colorant, a stabilizer, or the like can be used as a pharmaceutical adjuvant for preparing the pesticidal composition of the present invention, specifically, casein, gelatin, sugar (for example, starch, gum arabic, cellulose). Derivatives, alginic acid, etc.), lignin derivatives, bentonite, synthetic water-soluble polymers (such as polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acid, etc.), PAP (acidic acid isopropyl ester (acidic) Isopropyl phosphate)), BHT (2,6-di-t-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert-butyl-4-anthracene) A mixture of oxyphenols), other substances disclosed in Title Code of the United States Code of Federal Regulations. The pesticidal composition of the present invention may comprise a combination of a compound of the present invention and other pesticidal active ingredients, such as an insecticide (e.g., a pyrethroid insecticide, an organophosphorus insecticide, an amine phthalate insecticide, New cigarette test (neon i cot i no id) insecticide, neurosodium channel blocker, insecticidal macrolide, 7-aminobutyric acid (GABA) antagonist, 4 bow channel activator, urea insecticide Agents, insect hormone mimics, natural insecticides, etc.), acaricides, motor oils, nematicides, herbicides, plant hormones, plant growth regulators, fungicides (eg copper fungicides, organochlorine fungicides) Agents, there are 320644 200922468 machine sulfur fungicides, cockroach fungicides, etc.), synergists (innergist), attractants, repellents, crop damage reducers, pigments, fertilizers, animal feeds ( For example, feeds for animals such as cows, pigs, and chickens are used for feeds of pet animals such as dogs and cats, and for feeding fish such as young yellowtail and sea bream. Materials), animal drugs (e.g. for the treatment of diseases fed animals, pet animals, and feeding the fish in the prevention of drug), nutritional supplements and other animals. The pesticide composition of the present invention usually contains 0.1 to 80% by weight, preferably 1 to 20% by weight, based on the compound of the present invention. In particular, when the pesticidal composition of the present invention is in the form of an emulsified concentrate, a liquid preparation or a wettable powder (for example, water-dispersible granules), it usually contains 1 to 80% by weight, preferably 1 to 20%, of the compound of the present invention. weight%. 1至20重量百分比。 The compound of the present invention, the composition of the present invention is 0.1 to 50% by weight, preferably 0.1 to 20% by weight. When the pesticidal composition of the present invention is in the form of granules, it usually contains 1 to 50% by weight, preferably 1 to 20% by weight, based on the compound of the present invention. Other pesticidal active ingredients (for example, insecticides, herbicides, bactericides, fungicides, etc.) may generally be present in an amount of from 0.1 to 80% by weight, preferably from 1 to 20% by weight, based on the pesticidal composition of the present invention. . In the agrochemical composition of the present invention, the content of the additive other than the above-mentioned pesticide active ingredient is usually from 0.001 to 99.9% by weight, preferably from 1 to 99% by weight, depending on the type and content of the active ingredient of the pesticide, And the form of the pesticide composition and the like. Specifically, the level of the surfactant of the pesticidal composition of the present invention is usually from 1 to 20% by weight, preferably from 1 to 15% by weight. 36 320644 200922468 The level of the flow aid in the pesticidal composition of the present invention is usually from i to %. The content of the carrier in the pesticidal composition of the present invention is usually from 1 to = %, preferably from 1 to 70% by weight. When the pesticidal composition of the present invention is in the form of an emulsified concentrate or a wettable (e.g., water ageable) form, it is difficult to spray it with water or the like suitably, e.g., 100 to 5000 times. The compounds of the present invention can be used as insecticides in cultivated land (e.g., alfalfa, rice fields, lawns, and orchards) or non-cultivated land. In some cases, the compound of the present invention can be used to control pests such as the cultivated land of the following "crop", and the "crop" causes adverse effects. The specifics of "crops" are as follows. Cereal crops. Corn, rice, wheat, barley, rye, oats, sorghum, cotton, soybeans, peanuts, buckwheat, sugar beets, rapeseed, geranium, sugar cane, tobacco, etc.; ~' Vegetables: Solanaceae vegetables ) (eggplant, tomato, green pepper, pepper, potato, etc.), Cucurbitaaae vegetab 1 es (courgette, pumpkin, squash, watermelon, melon, etc.), cruciferae vegetables (Japanese radish, Medicinal radish, kohlrabi, Chinese cabbage, kale, brown mustard, broccoli, broccoli, etc., Compositae vegetables (Burdock, Artemisia, North Korea, Wan (1) Liliaceae vegetables (Li 1 iaceae vegetables) (Hui, Yang g, garlic, production & etc.), Umbel li ferae vegetables (along parsley, celery, parsnip (parsnip) Etc.), 藜科菜3^〇644 37 200922468 (Chenopodiaceae vegetables) (Spinach, Swiss beet (Swiss (:1^『(1), etc.), Mintaceae vegetables (]^1^3仏6¥6861313165) (Japan Basil, / special He, nine layers, etc.), strawberry, sweet potato, yam 'ar O id, etc.; fruit tree: pome fruit (apple, common pear wood, Japanese pear, papaya, quince, etc.), stone fruit (Peach) , Li, nectarine, Japanese plum 'loud peach, apricot, dried fruit plum, etc.), phase orange plants (Satsuma mandar i η, orange, lemon, lime, grapefruit, etc.), nuts (chestnut , walnuts, hazelnuts, almonds, pistachios, cashews, hawaiian beans, etc.), berries (blueberries, cranberries, black, raspberries, etc.), grapes, persimmons, olives, alfalfa, bananas, coffee, dates, coconut Palm, oil palm, etc.; other than fruit trees: tea, mulberry, street trees (limea, birch, hawthorn, euca yptus, ginkgo, lilac, maple, oak, poplar, bauhinia , Liquidambar, Sycamore, Eucalyptus, Japanese arborvitae, fir, Japanese hemlock, juniper, pine, spruce, yew, eucalyptus, chestnut, etc.), coral tree, Podocarpus, Sakamoto cedar, Sakamoto cypress , Croton, Wei Mao, Chinese hawthorn, etc. Grassland: Zoysia (曰Zoysia, Korean grass, etc., Bermuda grass (Cynodon dactyl on), Bent grass (creeping bentgrass, 匍I] 翦 颖 ( Agrostis stol.onifera), Agrostis tenuis, etc., bluegrass (Kentucky bluegrass, rough b 1 uegrass, etc.), foxtail (high fox) Grass, cattle foxgrass, foxtail grass, etc.), ryegrass (scorpion, berberine (perenn ia 1), ryegrass, etc.), duckgrass, Timothy grass, etc.; 3S 320644 200922468 Oil crops: oil Brown picking, Barbados nut, etc.; Other. Planted plants (Essence, Carnation, Chrysanthemum, Eustoma grandiflorum Shinners (prairie gentian), Gypsophila, African cockroach, golden i, rat tail Grass, petunia, verbena, camp golden incense, aster, gentian, lily, pansy, cyclamen, orchid 'lank, lavender, violet, kale, Primrose, Christmas Red, Tang Chang Pu, Jia De Li Lan, Daisy, Verbena, Cymbidium, Begonia, etc.), and other foliage plants. The newly described crops contain those who have the following resistance by typical breeding methods or genetic engineering techniques, such as H p PD inhibitors such as isoxaflutole, ALS inhibitors such as imazethapyr ( Imazet; hapyr) or thifensulfuroniethyl, Epsp synthetase inhibitors such as glyphosate, branamine synthetase inhibitors such as glufosinate, acetamyl coenzyme A carboxylase inhibitor For example, chloric acid (sethoxydnrO'PPO inhibitors such as flumi〇xazin or herbicides such as benzonitrile (b_〇Xynil), dicamba (four) amba) or 2,4_b by code 5•month Examples of resistant crops include imidaZ〇lin〇ne herbicides such as imazethapyr, which are resistant to vegetables, wheat, yoghurt, rice and corn. Listed in the registrar is not Clearfield (« main volume trademark); soybeans resistant to the acid urea inhibitor herbicide such as porphyrin, which has been listed on the registered trademark STS ugly; and acetic acid coenzyme A A slowing enzyme inhibitor such as Sanqing Xime) herbicide and silk oxygen The propylpropionic acid herbicide has a resistant work, which is an example of SR. For example, the inhibition of the enzymatic enzyme a dehydrogenase is 320644 39 200922468

劑具有抗性之作物係見於MThe resistant strain is found in M

〇c· Natl. Acad. Sci USA 1990,87,p7175-7179。此外,斜7 UbA … + 對乙酿輔酶A羧化酶抑制〇c· Natl. Acad. Sci USA 1990, 87, p7175-7179. In addition, the oblique 7 UbA ... + inhibits the enzymatic A carboxylase

劑具有抗性之突變乙醯輔酶A、, PfJ 啤A竣化酶係揭示於谿Resistant mutations of acetamyl coenzyme A, PfJ beer A 竣asese revealed in the creek

Science 53 : p. 728-746,2005。去敖;幻由 田错由遺傳工程技術將编 碼突變乙醯輔酶A羧化酶之基因道 ^ 、'# "· u ¥入作物時或是將提供抗 性相關之突變導人作物中編碼乙㈣酶之基因中 時,可製得對乙Μ酶A純_卩制劑具有抗性之作物。 再者,用於導入驗基取代突變之核酸可經由喪合修復術 (dnmeraplasty)導入作物之細胞内(參見1999,Science 53 : p. 728-746, 2005.幻 田 敖; 幻 田 由 由 由 由 由 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻 幻In the case of the B (IV) enzyme gene, a crop resistant to the acetaminogen A pure hydrazine preparation can be obtained. Furthermore, the nucleic acid used to introduce the genomic substitution mutation can be introduced into the cells of the crop via snoring repair (dnmeraplasty) (see 1999,

Repairing the Genomes Spelling Mistakes, Science 285 : 316-3⑻以誘發基因(此基因係作物之乙醯輔酶a羧 化酶抑制劑或除草劑的標靶)之定點(s i te_di rected)胺基 酸取代突變,並藉此製得對乙醯輔酶A羧化酶抑制劑或除 草劑具有抗性之作物。 藉由遺傳工程技術而具有抗性之作物之例包含對嘉磷 塞(glyphosate)具有抗性之玉米、大豆、棉花、菜籽與甜 菜之培育品種’其已上市為註冊商標RoundupReady™ (註冊 商標)、AgrisureGT等。藉由遺傳工程技術而具有抗性之 作物之其他例,包含對固殺草(gluf0Sinate)具有抗性之玉 来、大豆、棉花、菜籽之培育品種,其已上市為註冊商標 LibertyLinkTM等。此外’經遺傳工程改造之對溴丙腈 (bromoxynil)具有抗性之棉花培育品種,已上市為註冊商 標 BXN。 前述作物包含彼等經由遺傳工程技術而給予能力以製 40 320644 200922468 造殺轰毒素者,該殺蟲毒素為例如已知經由芽抱桿菌 (Bacillus)所產生之選擇性毒素。 由此等遺傳工程改造植物所製造的殺蟲毒素之例包含 由仙人掌桿菌(Baci 1 lus cereus)及多黏芽孢桿菌 (Bacillus popilliae)衍生之殺蟲蛋白;由蘇力菌 (Bacillus thuringiensis)衍生之(5-内毒素,例如Repairing the Genomes Spelling Mistakes, Science 285: 316-3 (8) A fixed-point (si te_di rected) amino acid substitution mutation of the induced gene (a target of the acetaminophen coenzyme a carboxylase inhibitor or herbicide of this genetic crop) Thereby, a crop resistant to the acetaminophen coenzyme A carboxylase inhibitor or the herbicide is prepared. Examples of crops that are resistant by genetic engineering techniques include cultivars of corn, soybean, cotton, rapeseed and sugar beet that are resistant to glyphosate, which are listed as a registered trademark RoundupReadyTM (registered trademark) ), AgrisureGT, etc. Other examples of crops that are resistant by genetic engineering techniques include cultivars of jade, soybean, cotton, and rapeseed that are resistant to gluf0Sinate, which are listed as registered trademark LibertyLinkTM. In addition, the genetically engineered cotton cultivar, which is resistant to bromoxynil, has been listed as a registered trademark BXN. The aforementioned crops include those which are capable of producing a killer toxin by genetic engineering techniques, such as a selective toxin produced by Bacillus. Examples of the insecticidal toxins produced by such genetically engineered plants include insecticidal proteins derived from Baci 1 lus cereus and Bacillus popilliae; derived from Bacillus thuringiensis (5-endotoxin, for example

CrylAb、CrylAc、CrylF、CrylFa2、Cry2Ab、Cry3A、Cry3Bbl 及 Cry9C;由蘇力菌(Bacillus thuringiensis)衍生之殺 蟲蛋白,例如VIP 1、VIP 2、VIP 3及VIP 3A ;由線蟲衍 生之殺蟲蛋白;由動物製造之毒素,例如蠍毒素、蜘蛛毒 素、蜂毒素及昆蟲專一性神經毒素;真菌毒素;植物凝集 素(lectin);凝集素(agglutinin);蛋白酶抑制劑,例如 胰蛋白酶抑制劑、絲胺酸蛋白酶抑制劑、馬鈴薯塊莖儲藏 蛋白抑制劑(pat at i η )、半胱胺酸蛋白酶抑制劑(cy s t a t i η ) 及木瓜酵素(papain)抑制劑;核St體去活性蛋白(RIP; ribosome-inactivating protein),例如蓖麻毒素、玉米 HP、相思子毒素(abrin)、皂草毒素蛋白(saporin)及瀉 根素(briodin);類固醇代謝酵素,例如3-羥基類固醇氧 化_:、銳皮類固醇-UDP-葡萄糖恭轉移i9;(ecdysteroid-UDP-glucosyitransferase)及膽固醇氧化酶;蜆皮激素抑 制劑;HMG-CoA還原酶;離子通道抑制劑,例如鈉通道抑 制劑及鈣通道抑制劑;青春激素酿酶;利尿激素受體;二 苯乙烯合成酶;聯苄基合成酶;幾丁質酶;及葡聚醣酶。 由此寺遺傳工程改造植物所秦造的殺蟲毒素亦包含不 41 320644 200922468 同殺蟲蛋白之雜合毒素,例如’殺蟲蛋白如6 —内毒素’ 例如 CrylAb、CrylAc、CrylF、CrylFa2、Cry2Ab、Cry3A、 Cry3Bbl 及 Cry9C,VIP 卜 VIP 2、VIP 3 及 VIP 3A ;及已 刪除或修飾部份構成殺蟲蛋白之胺基酸的毒素。該雜合毒 素係經由遺傳工程技術組合殺蟲蛋白之不同功能區 (doma i η )所製得。已刪除部份構成殺蟲蛋白之胺基酸的毒 素實例包含CrylAb ’其中已刪除部分胺基酸。已修飾部份 構成殺蟲蛋白之胺基酸的毒素實例包含已取代天然毒素中 的一個或多個胺基酸之毒素。 該殺蟲毒素及有能力製造殺蟲毒素之遺傳工程改造作 物係說明於下述文獻’例如’ 374 07278 、 W0 95/34656 、 ΕΡ-Α-0 427 529 、 EP-A-451878 、 W0 03/052073 等。 有能力製造殺蟲毒素之遺傳工程改造作物對於鞘翅目 害蟲、雙翅目害蟲或鱗翅目害蟲的攻擊特別具有抗性。 已知有遺傳工程改造植物含有一個或多個害蟲抗性基 因且因而製造一種或多種殺昆蟲性毒素,且其等之某些已 上市。該遺傳工程改造植物之例包括YieldGardTM(表現 CrylAb 毒素之玉米品種)、YieidGard RootwormTM(表現 Cry3Bbl 毒素之玉米品種)、YieidGard PlusTM(表現 CrylAb 及Cry3Bbl毋素之玉米品種)、Herculex ITM(表現CrylFa2 毒素與草銨膦兩效體(phosphinothricin) N-乙酿基轉移 酶(PAT)以給予固殺草(giufosina1;e)之抗性的玉米品 種)、NuC0TN3 3BTM(表現cry 1 Ac毒素之棉花品種)、Bo 11 gard 42 320644 200922468 ΓΜ(表現CrylAc毒素之棉花品種)、Bollgard IITM(表現 CrylAc及Cry2Ab毒素之棉花品種)、VIPC0TTM(表現VIP毒 素之棉花品種)、NewLeafTM(表現Cry3A毒素之馬鈴薯品 種)、NatureGard Agrisure GT AdvantageTM(GA21 嘉鱗塞 (glyphosate)抗性性狀)、Agrisure CB AdvantageTM (BtllCorn Borer(CB)性狀)及 ProtectaTM 等。 上述作物包括該等藉由遺傳工程技術而給予具有製造 抗-病原性物質的能力者。 抗-病原性物質之例包括RP蛋白質(PRPs,揭示於專利 文獻EP-A-0392225);離子通道抑制劑例如鈉通道抑制劑 及約通道抑制劑(例如由病毒所產生之KP1、KP4及KP6毒 素等);二苯乙烯合成酶;聯苄基合成酶;幾丁質酶;葡聚 醣酶;由微生物所製造之物質如肽抗生素,含有雜環之抗 生素及相關於植物疾病抗性之蛋白質因子(揭示於專利文 獻W003/000906)等。該等抗-病原性物質及遺傳工程改造 植物係揭示於專利文獻EP-A-0392225、W005/33818及 EP-A-035319]等。 上述作物包括該等藉由遺傳工程技術已給予有利特徵 (例如經修改油成分或增加的胺基酸含量)者。該作物之例 包括VISTIVE™(具有降低的亞麻油酸含量之低亞麻油大 豆),以及高-離胺酸(高-油)玉米(具有增加的離胺酸含量 或油含量之玉米)。 再者,上述作物包括具有兩種或更多種有利特徵之堆 積作物(stacked plants),例如上述典型除草劑抗性特 43 320644 200922468 徵、或除草劑抗性基因、害蟲抗性基因、抗-病原物質製造 基因、經修改油含量以及增加的胺基酸含量。 當本發明化合物使用於上述之除草劑抗性作物時,該 植物以本發明化合物與除草劑(例如嘉磷塞或其鹽、固殺草 或其鹽、麥草畏或其鹽、咪草煙(imazethapyr)或其鹽、異 °惡草酮(i soxaf 1 utο 1 e)等)依序地或以該等之混合物處理 該有抗性之植物,且因而可達成完整的植林防治。 可與本發明化合物一起組合之殺昆蟲劑、殺蜗劑、殺 線蟲劑、殺真菌劑、除草劑、植物激素劑、植物生長調整 劑、相乘劑與作物損傷降低劑(後文稱為「活性成分群X」) 之例係如下述。 殺昆蟲劑之活性成分之例包括: (1)有機磷化合物類: 跋殺松(acephate)、填化銘、丁硫松(butathiofos)、 硫線填(cadusafos)、氯氧構(chlorethoxyfos)、克芬松 (chlorfenvinphos)、陶斯松(chlorpyrifos)、曱基陶斯松 (chlorpyrifos-methyl)、氰乃松(cyanophos) (CYAP)、大 利松(diazinon)、二氯異丙醚(DCIP) (dichlorodiisopropyl ether)、紛線鱗(dichlofenthion) (ECP)、敵敵畏(dichlorvos)(DDVP)、大滅松 (dimethoate)、曱基毒蟲畏(dimethylvinphos)、二硫松 (disulfoton)、EPN、愛殺松(ethion)、普伏松 (ethoprophos)、益多松(etrimfos)、芬殺松 (fenthion)(MPP)、撲滅松(fenitr〇thion)(MEP)、福賽絕 44 320644 200922468 (fosthiazate)、福木松(formothion)、罐化氫(hydrogen phosphide)、亞芬松(isofenphos)、加福松(isoxathion)、 馬拉松(malathion)、馬硫松(mesulfenfos)、滅大松 (methidai;hion)(DMTP)、亞素靈(monocrotophos)、二溴碳 (naled)(BRP)、異亞颯填(oxydeprofos)(ESP)、巴拉松 (parathioii)、裕必松(phosalone)、亞胺硫鱗(phosmet) (?抓)、甲基〇密°定填(?1]^1111011〇5-出61:1171)、〇荅硫鱗 (pyridafenthion)、噎硫填(quinalphos)、賽達松 (phenthoate)(PAP)、佈飛松(profenofos)、丙蟲鱗 (propaphos)、普硫松(prothiofos)、白克松 (^乂^〇1〇{〇5)、蔬果鱗(5&111:111〇11)、硫丙填(5111?1'0『05)、 丁基°密°定填(tebupirimfos)、雙硫鱗(temephos)、殺蟲畏 (tetrachlorvinphos)、托福松(terbufos)、硫滅松 (thiometon)、三氯松(trichlorphon)(DEP) * 繁米松 (vamidothion)、福瑞松(phorate)、硫線鱗(cadusafos) 等; (2)胺基曱酸酯化合物類: 棉鈐成(alanycarb)、免敵克(bendiocarb)、免扶克 (benfuracarb)、BPMC、加保利(carbaryl)、克百威 (carbofuran)、丁基加保扶(carbosulfan)、地蟲威 (cloethocarb)、乙硫苯威(ethiofencarb)、仲丁威 (fenobucarb)、芬硫克(fenothiocarb)、芬諾克 <^6!10父7〇31'13)、呋線威(【1^31:1^0031-13)、異丙威 (isoprocarb)(MIPC)、速滅威(metolcarb)、納乃得 45 320644 200922468 (methomyl)、滅賜克(methiocarb)、NAC、毆殺滅(oxamyl)、 抗芽威(pirimicarb)、安丹(propoxur)(PHC)、XMC、硫雙 威(thiodicarb)、滅殺威(xyiyicarb)、得滅克(aidicarb) 等; (3)合成性除蟲菊精(pyrethr〇id)化合物類: 阿納寧(acrinathrin)、亞列寧(al lethrin)、/3 -赛扶 寧(beta-cyfluthrin)、畢芬寧(bifenthrin)、乙氰菊酯 (cycloprothrin)、赛扶寧(Cyfluthrin)、賽洛寧 (cyhalothrin)、赛滅寧(cypermethrin)、益避寧 (empenthrin)、第滅寧(deltamethrin)、益化利 (esfenvalerate)、醚菊酯(ethofenprox)、芬普寧 (fenpropathrin)、芬化利(fenvalerate)、護赛寧 (flucythrinate)、伏芬普斯(flufenoprox)、氟氣笨菊西旨 (flumethrin)、福化利(flUValinate)、合芬寧 (halfenprox)、益普靈(imiprothrin)、百滅寧 (permethrin)、普亞列寧(prallethrin)、除蟲菊酉旨 (pyrethrins)、異列滅寧(resmethrin)、σ-赛滅寧 (sigma-cypermethrin)、矽護芬(silaf luofen)、七 ι菊酉t (tefluthrin)、泰滅寧(tralomethrin)、四氟苯菊酉旨 (transf luthrin) ' 治滅寧(tetramethrin)、笨鍵菊酉旨 (phenothrin)、賽驗寧(cyphenothrin)、α-赛滅寧 (alpha-cypermethrin)、(-赛滅寧(zeta-cypermethrin)、λ -賽洛寧(lambda-cyhalothrin)、〜 赛洛寧(gamma-cyhalothrin)、伏滅靈(furamethrin)、^、 320644 46 200922468 福化利(tau-fluvalinate)、美特寧(metofluthrin)、2, 2-二曱基-3_(1-丙烯基)環丙烧叛酸2, 3, 5, 6-四氟-4-曱基苯 曱酯、2,2-二曱基-3-(2-甲基-1-丙烯基)環丙烷羧酸 2, 3, 5, 6-四氟-4-(曱氧基曱基)苯曱酯、2, 2-二曱基-3-(2-氰基-1-丙烯基)環丙烷羧酸2, 3, 5, 6-四氟-4-(曱氧基曱基) 苯曱酯、2, 2, 3, 3-四曱基環丙烷羧酸2, 3, 5, 6-四氟-4-(曱 氧基甲基)苯曱酯等; (4) 沙蠶毒素(nereistoxin)化合物類: 培丹(cartap)、免速達(bensultap)、殺蟲環 (thiocyclam)、殺蟲單(monosuitap)、殺蟲雙(bisultap) 等; (5) 新類尼古丁(neonicotinoid)化合物類: 盈達胺(丨11^(1&(:1(^1'丨(1)、稀°定蟲胺(11丨士6叩7『3111)、亞 滅培(acetamiprid)、噻蟲嗪(thiamethoxam)、噻蟲啉 (thiacloprid)、達特南(dinotefuran)、可尼丁 (clothianidin)等; (6) 苯甲醯基脲化合物類: 克福隆(chlorfluazuron)、雙三氟蟲脲 (bistrifluron)、汰芬隆(diafenthiuron)、除蟲脲 (diflubenzuron)、氟啶蜱脲(fluazuron)、氟環脲 (flucycloxuron)、氟芬隆(flufenoxuron)、六伏隆 (hexaflumuron)、祿芬隆(lufenuron)、諾伐隆 (novaluron)、多敗蟲酿脲(noviflumuron)、得福隆 (teflubenzuron)、殺鈴脲(triflumuron)、***隆 47 320644 200922468 (triazuron)等; (7) 苯基吼唑化合物類: 乙醒蟲腈(acetoprole)、乙蟲清(ethiprole)、芬普尼 (f ipronil)、°比嘻胺(vaniliprole)、氟蟲腈(pyripr〇le)、 丁烯氟蟲腈(pyrafluprole)等; (8) Bt毒素殺蟲劑: 來自蘇力菌(Baci 1 lus thuringiensis)之活孢子及由 蘇力菌所產生之結晶毒素,以及其混合物; (9) 肼化合物類: 可芬諾(chromafenozide)、氣蟲醯肼 (halofenozide)、滅芬諾(methoxyfenozide)、抑蟲肼 (tebuienozide)等; (10) 有機氯化合物類: 阿特靈(aldrin)、地特靈(dieldrin)、除蟎靈 (dienochlor)、硫丹(endosulfan)、曱氧基氣 (methoxychlor)等; (11) 天然殺蟲劑: 機油、菸鹼硫酸鹽等; (12) 其他殺蟲劑: 阿維菌素(avermectin) ' 漠虫茜g旨(bromopropylate)、 布芬淨(buprofezin)、漠蟲清(chlorphenapyr)、滅蠅胺 (cyromazine)、D-D (1,3-二氯丙稀)、因滅丁(emamec tin-benzoate) 、 芬殺蜗 (fenazaqu in) 、 σ比 敗硫碌 (ilupyrazofos)、稀蟲乙酯(hydroprene)、美賜年 48 320644 200922468 (methoprene)、因得克(indoxacarb)、滅塔松 (methoxadiazone)、倍脈心-A(milbemycin-A)、派滅淨 (pymetrozine)、啶蟲丙醚(Pyridalyl)、百利普芬 (pyriproxyfen)、賜諾殺(spinosad)、氟蟲胺 (sulfluramid)、唾蟲醯胺(tolfenpyrad)、哇財威 (triazamate)、氟蟲醯胺(flubendiamide)、彌拜菌素 (lepimectin)、石中酸(arsenic acid)、苯克賽 (benclothiaz)、氰胺化辦(calcium cyanamide)、多硫化 鈣(calcium polysulfide)、可氯丹(chlordane)、DDT、 DSP、伏芬靈(f lufenerim)、氟尼胺(flonicamid)、氟蟲芬 (flurimfen)、覆滅蜗(formetanate)、安百故(metam-ammonium)、威百故(metam-sodium)、溴化曱烧、油酸鉀、 普奇芬(protri fenbute)、螺甲蜗酯(spiromesi fen)、硫、 氰 II蟲月宗(metaflumizone)、螺蟲乙醋(spirotetramat)、 必克松(pyrif luquinazone)、多殺菌素(spinetoram)、氣 蟲驢胺((:111〇『&111^&11丨1丨卩1'〇16)、滅釘螺(1^31〇口71*丨1)、下 式(A)表示之化合物:CrylAb, CrylAc, CrylF, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl and Cry9C; insecticidal proteins derived from Bacillus thuringiensis, such as VIP 1, VIP 2, VIP 3 and VIP 3A; insecticidal proteins derived from nematodes Toxins made from animals, such as scorpion toxin, spider toxin, melittin and insect-specific neurotoxin; mycotoxins; lectin; agglutinin; protease inhibitors such as trypsin inhibitor, silk Amino acid protease inhibitor, potato tuber storage protein inhibitor (pat at i η ), cysteine protease inhibitor (cy stati η ) and papain inhibitor (papain) inhibitor; nuclear St-reactive protein (RIP; ribosome -inactivating protein), such as ricin, corn HP, abrin, saporin and briodin; steroid metabolism enzymes such as 3-hydroxysteroid oxidation _:, acute skin steroid-UDP-glucose transfer i9; (ecdysteroid-UDP-glucosyitransferase) and cholesterol oxidase; ecdysone inhibitor; HMG-CoA reductase; ion channel Formulations, such as sodium channel inhibitors and calcium channel inhibitors; stuffed enzyme juvenile hormone; vasopressin receptor; stilbene synthase; dibenzyl synthase; chitinase; and glucanase. The insecticidal toxins produced by the plant genetic engineering engineering plant also contain no hybrids of 41 320644 200922468 with insecticidal proteins, such as 'insecticidal proteins such as 6 - endotoxin' such as CrylAb, CrylAc, CrylF, CrylFa2, Cry2Ab , Cry3A, Cry3Bbl and Cry9C, VIP Bu VIP 2, VIP 3 and VIP 3A; and toxins which have been deleted or modified to form part of the amino acid of the insecticidal protein. The heterozygous toxin is produced by genetic engineering techniques combining different functional regions of the insecticidal protein (doma i η ). An example of a toxin that has been deleted to form an amino acid of a pesticidal protein comprises a CrylAb' in which a part of the amino acid has been deleted. Modified Part The toxin of the amino acid constituting the insecticidal protein contains a toxin which has substituted one or more amino acids in the natural toxin. The insecticidal toxin and genetically engineered crops capable of producing insecticidal toxins are described in the following documents 'eg ' 374 07278 , W0 95/34656 , ΕΡ-Α-0 427 529 , EP-A-451878 , W0 03/ 052073 and so on. Genetically engineered crops capable of producing insecticidal toxins are particularly resistant to attack by coleopteran pests, dipteran pests or lepidopteran pests. Genetically engineered plants are known to contain one or more pest resistance genes and thus produce one or more insecticidal toxins, and some of them have been marketed. Examples of genetically engineered plants include YieldGardTM (a corn variety showing CrylAb toxin), YieidGard RootwormTM (a corn variety showing Cry3Bbl toxin), YieidGard PlusTM (a corn variety showing CrylAb and Cry3Bblin), Herculex ITM (expressing CrylFa2 toxin and The phosphinothricin N-ethyltransferase (PAT) is a maize variety that confers resistance to gifusina1; e), NuC0TN3 3BTM (a cotton variety that exhibits cry 1 Ac toxin), Bo 11 gard 42 320644 200922468 ΓΜ (cotton variety showing CrylAc toxin), Bollgard IITM (cotton variety showing CrylAc and Cry2Ab toxin), VIPC0TTM (cotton variety showing VIP toxin), NewLeafTM (potato variety showing Cry3A toxin), NatureGard Agrisure GT AdvantageTM (GA21 glyphosate resistance trait), Agrisure CB AdvantageTM (BtllCorn Borer (CB) trait) and ProtectaTM. Such crops include those that have been rendered to have the ability to produce anti-pathogenic materials by genetic engineering techniques. Examples of anti-pathogenic substances include RP proteins (PRPs, disclosed in patent document EP-A-0392225); ion channel inhibitors such as sodium channel inhibitors and about channel inhibitors (e.g., KP1, KP4 and KP6 produced by viruses) Toxins, etc.; stilbene synthase; bibenzyl synthase; chitinase; glucanase; substances produced by microorganisms such as peptide antibiotics, heterocyclic antibiotics and proteins related to plant disease resistance Factor (disclosed in Patent Document W003/000906) and the like. Such anti-pathogenic substances and genetically engineered plant lines are disclosed in the patent documents EP-A-0392225, W005/33818 and EP-A-035319, and the like. Such crops include those which have been advantageously characterized by genetic engineering techniques (e.g., modified oil components or increased amino acid content). Examples of such crops include VISTIVETM (low linseed soybeans with reduced linoleic acid content) and high-iso-acid (high-oil) corn (corn with increased lysine content or oil content). Further, the above crops include stacked plants having two or more advantageous characteristics, such as the above-mentioned typical herbicide resistance specific 43 320644 200922468, or herbicide resistance gene, pest resistance gene, anti- Pathogenic material manufacturing genes, modified oil content, and increased amino acid content. When the compound of the present invention is used in the herbicide-resistant crop described above, the plant is a compound of the present invention and a herbicide (for example, carbosulfan or a salt thereof, geranium or a salt thereof, dicamba or a salt thereof, imazethapyr ( Imazethapyr) or a salt thereof, i soxaf 1 utο 1 e, etc., treats the resistant plant sequentially or in a mixture of such a mixture, and thus complete plantation control can be achieved. Insecticides, snails, nematicides, fungicides, herbicides, phytohormones, plant growth regulators, multiplying agents and crop damage reducing agents which can be combined with the compounds of the present invention (hereinafter referred to as " Examples of the active ingredient group X") are as follows. Examples of active ingredients of insecticides include: (1) organophosphorus compounds: acephate, sulphate, butathiofos, cadusafos, chlorethoxyfos, Chlorfenvinphos, chlorpyrifos, chlorpyrifos-methyl, cyanophos (CYAP), diazinon, dichlorodiisopropyl ether, Dichlofenthion (ECP), dichlorvos (DDVP), dimethoate, dimethylvinphos, disulfoton, EPN, ethion, Ethoprophos, etrimfos, fenthion (MPP), fenitr〇thion (MEP), forsythia 44 320644 200922468 (fosthiazate), formosaion ), hydrogen phosphide, isofenphos, isoxathion, malathion, mesulfenfos, metidai (hion) (DMTP), azolyl ( Monocrotophos), naled (BRP), heterogeneous Oxydeprofos (ESP), parathioii, phosalone, phosmet (scratch), methyl sulphate (?1)^1111011〇5 - out of 61:1171), pyridafenthion, quinalphos, phenthoate (PAP), profenofos, propaphos, prothiofos ), Bai Kesong (^乂^〇1〇{〇5), vegetable and fruit scales (5&111:111〇11), thiopropyl filling (5111?1'0『05), butyl-density (tebupirimfos) , temephos, tetrachlorvinphos, terbufos, thiometon, trichlorphon (DEP) * vamidothion, phorate, Cadusafos, etc.; (2) Amino phthalate compounds: alanycarb, bendiocarb, benfuracarb, BPMC, carbaryl, keba Carbofuran, carbosulfan, cloethocarb, ethiofencarb, fenobucarb, fenothiocarb, fen Knock <^6!10 parent 7〇31'13), furosemide ([1^31:1^0031-13), isoprocarb (MIPC), metolcarb, nano 45 320644 200922468 (methomyl), methiocarb, NAC, oxamyl, pirimicarb, propoxur (PHC), XMC, thiodicarb, Xyyiyicarb, aidicarb, etc.; (3) Synthetic pyrethrin (pyrethr〇id) compounds: acrinathrin, al lethrin, /3 - Saifu Beta-cyfluthrin, bifenthrin, cycloprothrin, Cyfluthrin, cyhalothrin, cypermethrin, empenthrin, extinction Ta (deltamethrin), esfenvalerate, ethofenprox, fenpropathrin, fenvalerate, flucythrinate, flufenoprox, fluorine Flumethrin, fluvalinate, halfenprox, imiprothrin, permethrin Prallethrin, pyrethrins, resmethrin, sigma-cypermethrin, silaf luofen, temuthrin ), tralomethrin, transf luthrin 'tetramethrin, phenothrin, cyphenothrin, α-sainin (alpha) -cypermethrin), (-zeta-cypermethrin, lambda-cyhalothrin, ~ gamma-cyhalothrin, furamethrin, ^, 320644 46 200922468 Tau-fluvalinate, metofluthrin, 2,2-dimercapto-3_(1-propenyl)cyclopropanone 2, 3, 5, 6-tetrafluoro-4-mercaptobenzene Oxime ester, 2,2-dimercapto-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid 2, 3, 5, 6-tetrafluoro-4-(decyloxyindenyl)phenylhydrazine Ester, 2, 2-dimercapto-3-(2-cyano-1-propenyl)cyclopropanecarboxylic acid 2, 3, 5, 6-tetrafluoro-4-(decyloxydecyl) benzoate 2, 2, 3, 3-tetradecylcyclopropanecarboxylic acid 2, 3, 5, 6-tetrafluoro-4-(decyloxymethyl) benzoate; (4) Nereistoxin compounds: cartap, bensultap, thiocyclam, monosuitap, bisultap, etc.; (5) new nicotine (neonicotinoid) Compounds: Yingda amine (丨11^(1&(:1(^1'丨(1), diazepam (11丨6叩7『3111), acetamiprid, worm Thiamethoxam, thiacloprid, dinotefuran, clothianidin, etc.; (6) benzamidine urea compounds: chlorfluazuron, bisflurazine (bistrifluron), diafenthiuron, diflubenzuron, fluazuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenlong (lufenuron), novaluron, noviflumuron, teflubenzuron, triflumuron, triazolium 47 320644 200922468 (triazuron), etc.; (7) phenyl Carbazole compounds: acetoprole, ethiprole, f ipronil, ° Vaniliprole, pyripronitrile, pyrafluprole, etc.; (8) Bt toxin insecticide: live spores from Baci 1 lus thuringiensis and Crystalline toxins produced by the bacteria, and mixtures thereof; (9) 肼 compounds: chromafenozide, halofenozide, methoxyfenozide, tebuienozide, etc.; 10) Organochlorine compounds: aldrin, dieldrin, dienochlor, endosulfan, methoxychlor, etc. (11) natural insecticides : oil, nicotine sulfate, etc.; (12) other insecticides: avermectin 'bromopropylate, buprofezin, chlorphenapyr, fly Aromatic (cyromazine), DD (1,3-dichloropropene), ememec tin-benzoate, fenazaqu in, ilupyrazofos, hydroprene ), American Year of the Year 48 320644 200922468 (methoprene), indoxacarb, tasson (methoxadiazone), milbemycin-A, pymetrozine, pyridalyl, pyriproxyfen, spinosad, sulfluramid ), tolfenpyrad, triazamate, flubendiamide, lepimectin, arsenic acid, benclothiaz, cyanamide Calcium cyanamide, calcium polysulfide, chlordane, DDT, DSP, f uffenerim, flonicamid, flurimfen, mitochondria (formetanate), metam-ammonium, metam-sodium, bismuth bromide, potassium oleate, protri fenbute, spiromesi fen, sulfur, Metaflumizone, spirotetramat, pyrif luquinazone, spinetoram, and insecticide amide ((:111〇『&111^&11丨1丨卩1'〇16), snail (1^31〇71*丨1), compound represented by the following formula (A):

式中,xal表示曱基、氯原子、溴原子或氟原子,xa2表示氟 原子、氣原子、溴原子、C1-C4鹵烷基或a-C4鹵烷氧基, 49 320644 200922468Wherein xal represents a fluorenyl group, a chlorine atom, a bromine atom or a fluorine atom, and xa2 represents a fluorine atom, a gas atom, a bromine atom, a C1-C4 haloalkyl group or an a-C4 haloalkoxy group, 49 320644 200922468

Xa3表示氟原子、氣原子或溴原子,Xa4表示視需要經取代之 C1-C4烷基、視需要經取代之C3-C4烯基、視需要經取代 之C3-C4炔基、視需要經取代之C3-C5環烷基烷基或氫原 子,Xa5表示氫原子或甲基,Xa6表示氫原子、氟原子或氯原 子,及Xa7表示氳原子、氟原子或氣原子; 下式(B)表示之化合物:Xa3 represents a fluorine atom, a gas atom or a bromine atom, and Xa4 represents an optionally substituted C1-C4 alkyl group, optionally substituted C3-C4 alkenyl group, optionally substituted C3-C4 alkynyl group, optionally substituted a C3-C5 cycloalkylalkyl group or a hydrogen atom, Xa5 represents a hydrogen atom or a methyl group, Xa6 represents a hydrogen atom, a fluorine atom or a chlorine atom, and Xa7 represents a halogen atom, a fluorine atom or a gas atom; and the following formula (B) represents Compound:

式中,Xbl 表示 Xb2_丽-CO0)基、Xb2-C(=0)-NH-CH2 基、Xb3-S(0) 基、視需要經取代之°比17各-1 -基、視需要經取代之咪σ坐-1 -基、視需要經取代之。比°坐-1 -基、或視需要經取代之1, 2, 4-***-1-基,Xb2表示視需要經取代之C1-C4鹵烷基,例如 2, 2, 2-三氟乙基或視需要經取代之C3-C6環烷基,例如環 丙基,Xb3表示視需要經取代之n-C4烷基,例如曱基,及 Xb4表示氫原子、氰基或曱基; 下式(C)表示之化合物:Wherein Xbl represents Xb2_丽-CO0) group, Xb2-C(=0)-NH-CH2 group, Xb3-S(0) group, optionally substituted by ratio of 17-1 bases, as needed Substituted snails sit on a 1-base and are replaced as needed. a 1,2-, 4-triazol-1-yl group which is substituted, or an optionally substituted C1-C4 haloalkyl group, such as 2, 2, 2-trifluoro. Ethyl or optionally substituted C3-C6 cycloalkyl, such as cyclopropyl, Xb3 represents optionally substituted n-C4 alkyl, for example fluorenyl, and Xb4 represents hydrogen, cyano or decyl; a compound represented by the formula (C):

式中,1£1表示視需要經取代之(:1-〔4烷基,例如3,3,3-三 氟丙基、視需要經取代之H-C4烷氧基,例如2, 2, 2-三氯 乙氧基、視需要經取代之苯基,例如4-氰基苯基或視需要 50 320644 200922468 經取代之吼咬基’例如2-氯-3-°比啶基,Xe2表示曱基或三 氟曱基硫基,及Xe3表示曱基或鹵原子;等。 殺蟎劑(acaricide)之活性成分之例包含亞醌蟎 (acequinocyl)、三亞蟎(amitraz)、苯蜗特 (benzoximate)、聯苯肼酯(bifenazate)、溴蟎酯 (bromopropylate)、瞒離丹(chinomethionate)、克氣笨 (chlorobenzilate)、殺蟎酯 CPCBS (chlorfenson)、四蜗 嗪(clofentezine)、丁 氟蟎酯(cyflumetofen)、大克蜗 (kelthane) (dicofol)、依殺蟎(etoxazole)、芬佈賜 (fenbutatin oxide)、芬硫克(fenothiocarb)、芬普蟎 (fenpyroximate)、嘧蟎酯(fluacrypyrim)、节蟎醚 (fluproxyfen)、合賽多(hexythiazox)、歐蜗多 (propargite)(BPPS)、瀏陽黴素(polynactins)、畢達本 (pyridaben)、畢汰芬(pyrimidifen)、吡蟎胺 (tebufenpyrad)、三氯殺蟎颯(tetradifon)、季酮蟎酯 (spirodiclofen)、表螺曱蟎酯(spiromesifen)、螺蟲乙酯 (spirotetramat)、安伏滅(amidoflumet)、及氰普凡 (cyenopyrafen)等 ° 殺線蟲劑之活性成分之例包括DCIP、福赛絕 (fosthiazate)、左美索(levamisol)鹽酸鹽、曱基異硫氰 酸酯、摩朗得酒石酸鹽(morantel tartarate)、依米塞扶 (imicyafos) ° 殺真囷劑之活性成分之例包括唾殺真菌化合物例如普 克利(propiconazole)、丙硫菌唾(prothioconazole)、三 51 320644 200922468 泰隆(triadimenol)、撲克拉(prochl〇raz)、平克座 (penconazole)、得克利(tebuconazole)、護矽得 (flusilazole)、達克利(diniconazole)、漠克座 (bromuconazole)、依普康唾(ep0XiC0naz0ie)、待克利 (difenoconazole)、環克座(cyproconazole)、滅特座 (nietconazole)、赛福座(triflumizole)、四克利 (tetraconazole)、邁尼克(myciobutanil)、芬克座 (fenbuconazole)、菲克利(hexaconazole)、氟啥〇坐 (fluquinconazole)、環菌唾(triticonazole)、比多農 (bitertanol)、依馬雜力(imazaiii)、及護汰芬 (flutriafol); 環狀胺殺真菌化合物例如芬普福(fenpropimorph)、三得芬 (tridemorph)及芬普定(fenpropidin); 苯并°米°坐殺真菌化合物例如貝芬替(carbendezim)、免賴得 (benomyl)、腐絕(thiabendazole)及曱基多保淨 (thiophanate-methy1); 撲滅寧(procymidone)、賽普洛(cyprodinil)、°密黴胺 (pyrimethanil)、乙黴威(diethofencarb)、秋蘭姆 (thiuram)、扶吉胺(fluazinam)、鋅錳乃浦(mancozeb)、 依普雙酮(iprodione)、免克寧(vinclozolin)、四氯異苯 腈(chlorothalonil)、蓋普丹(captan)、滅派林 (mepanipyrim)、拌種嘻(fenpiclonil)、護汰寧 (fludioxonil)、益發靈(dichlofluanid)、滅菌丹 (于〇1卩61:)、克欣收(1^1*650乂丨111-〇161:1^1)、亞托敏 320644 200922468 (azoxystrobin)、三氟敏(frifioxystrobin)、氟。密菌酯 (fluoxastrobin)、。定氧菌。坐(picoxystrobin)、唾菌胺酯 (pyraclostrobin)、_ 菌胺(dimoXyStrobin)、葚孢菌素 (spiroxamine)、快諾芬(qUin〇xyfen)、環醯菌胺 (fenhexamid)、凡殺同(fam〇xad〇ne)、芬米同 、fenamidone)、草酿胺(z〇xamide)、π塞。坐菌胺 (ethaboxam)、胺蘇伯敏(amisuibr〇m)、丙森鋅 (iprovalicarb)、苯。塞菌胺(benthiavalicarb)、赛滅座 (cyazofamid)、雙块酸菌胺(mandipr〇painid)、白克列 (boscalid)、表笨菌酮(metrafenone)、氟0比丹 (f luopiran)、百殺芬(bixafen)、環氟菌胺(cyf lufenamid) 與丙氧喹啉(proquinazid)。 除草劑及植物激素劑之活性成分之例包括: (1) 笨氧基脂肪酸除草劑化合物如2, 4-PA、MCP、MCPB、 盼硫殺(phenothiol)、四氣丙酸(mecoprop)、It氯比 (fluroxypyr)、三氯比(triclopyr)、克普草 (clomeprop)與萘普草(naproanilide); (2) 苯曱酸除草劑化合物如2, 3, 6-TBA、麥草畏 (dicamba)、克草立特(clopyralid)、毒秀定 (picloram)、氨草α定(aminopyralid)、快克草 (quinclorac)與氯甲喧咐、酸(quinmerac); (3) 尿素除草劑化合物如達有龍(diuron)、利谷隆 (1 inuron)、綠麥隆(chlortoluron)、異丙隆 (isoproturon)、伏草隆(fluometuron)、愛速隆 320644 200922468 (isouron)、特丁嗟石黃隆(tebuthiuron)、甲基苯雀隆 (methabenzthiazuron)、克百威(cumyluron)、殺草 隆(daimuron)與甲基殺草隆(methyl-daimuron); (4) 三嗪除草劑化合物如亞三σ秦(atrazine)、草殺淨 (ametryn)、氰草津(cyanazine)、西馬津 (simazine)、撲滅津(propazine)、西草淨 (simetryn)、排草淨(dimethametryn)、撲草淨 (prometryn)、滅布津(metribuzin)與三嗪氟草胺 (triaziflam); (5) 聯吼°定鑌除草劑化合物如巴拉別(paraquat)與戴開 特(diquat); (6) 經基苯曱腈除草劑化合物如漠苯腈(bromoxyni 1)與 蛾苯猜(ioxyni 1); (7) 二硝基苯胺除草劑化合物如施得圃 (pendimethalin)、胺基丙敗靈(prodiamine)與三福 林(trifluralin); (8) 有機礙除草劑化合物如曱基胺草填(amiprofos-methyl)、抑草構(butamifos)、地散鱗(bensulide)、 派草鱗(piperophos)、莎稗鱗(anilofos)、嘉碟塞 (glyphosate)、固殺草(glufosinate)與雙丙胺碟 (bialaphos); (9) 胺基甲酸酉旨除草劑化合物如二盤g旨(di-a 11 ate)、三 酉签酉旨(tri-allate)、EPTC、拔敵草(butylate)、殺草 丹(benthiocarb)、戊草丹(esprocarb)、稻得壯 54 320644 200922468 (molinate)、哌草丹(dimepiperate)、SWEP、克普芬 (chlorpropham)、甜安寧(phenmedipham)、棉胺寧 (phenisopham)、稗草丹(pyributicarb)與亞速爛 (asulam); (10) 醯胺除草背]化合物如敵稗(pr〇pani 1)、戊块草胺 (propyzamide)、>臭分諾(bromobutide)與乙氧苯草胺 (etobenzanid); (11) 氣乙酿本胺除草劑化合物如乙草胺(acet〇chl〇r)、拉 草(alachlor)、丁基拉草(butachlor)、二曱醯草胺 (dimethenamid)、毒草胺(propachl〇r)、滅草胺 (metazachlor)、莫多草(met〇lachlor)、普拉草 (pretilachlor)、欣克草(thenylchlor)與烯草胺 (pethoxamid); (12) 二苯基鍵除草劑化合物如三氟叛草_納 (acifluorfen-sodium)、比芬諾(bifenox)、復祿芬 (oxyfluorfen)、拉可芬(lactofen)、氟黃胺草醚 (fomesafen)、曱氧基護谷(chi⑽ethoxynil)與苯草 St(aclonifen); (13) 環狀酿亞胺除草劑化合物如樂滅草(oxadiazon)、@同 草酯(cinidon-ethyl)、η坐草酮(carfentrazone-ethyl)、續臨d坐草酮(sulfentrazone)、氟稀草酸 (flumiclorac-pentyl)、氟嗟草胺(flumioxazin)、 霸草靈(pyraf lufen-ethy 1)、快π惡草g同 (oxadiargyl)、環戊晤草酮(pentoxazone)、敗°塞乙 55 320644 200922468 草酯(fluthiacet-methyl)、氟丙嘧草酯 (butafenaci 1)與雙苯。密草酮(benzfendizone); (14) °比σ坐除草劑化合物如"比草酮(benzof enap)、听π坐特 (pyrazolate)、苄草》坐(pyraz0Xyfen)、特吧 D坐酉同 (topramezone)與吡磺脫(pyrasuif〇t〇le); (15 )三酮除草劑化合物如異°惡草gisj (i soxa f 1 utο 1 e)、環續 草酮(benzobicyclon)、磺草酮(sulcotrione)、甲基 石黃草晒(mesotrione)、帖布隆(tembotrione)與特夫 石黃草酮(tefuryltrione); (16) 芳基氧基苯氧基丙酸除草劑化合物如快草酉旨 (clodinafop-propargyl)、氰氟草酯(Cyhalof〇p~ butyl)、禾草靈(die 1 of op-methyl )、精°惡°坐禾草靈 (fenoxaprop-ethyl)、吡氟丁禾靈(fluazifop-butyl)、氟0比曱禾靈(haloxyfop-methyl)與乙基啥禾 靈(quizalofop-ethyl); (17) 三酮肟除草劑化合物如禾草滅(ali〇xydim-sodium)、殺草(sethoxydim)、丁 苯草酮 (butroxydim)、剋草酮(clethodim)、氯普定 (cloproxydim)、環殺草(cycloxydim)、得殺草 (tepraloxydim)、肟草酮(tralkoxydim)與環苯草酮 (profoxydim); (18) 續酿脲除草劑化合物如氯石黃隆(chi or sul fur on)、曱 口密石黃隆(3111:(;011161:111*011-11161±乂1)、甲石黃隆 (metsulfuron-methyl)、氣p密石黃隆(chlorimuron- 56 320644 200922468 ethyl)、苯石黃隆(tribenuron-methyl)、鱗苯石黃隆 (triasulfuron)、免速隆(bensulfuron-methyl)、噻 吩續隆(thifensulfuron-methyl)、百速隆 (pyrazosulfuron-ethyl) ' 氟口密石黃隆 (primisulfuron-methyl)、終口密橫隆 (nicosulfuron)、醯嘧續隆(amidosulfuron)、醚石黃 隆(cinosulfuron)、咪唑石黃隆(imazosulfuron)、玉 嘧磺隆(rimsulfuron)、曱鹵石黃隆(halosulfuron-methyl)、氟石黃隆(prosulfuron)、胺笨石黃隆 (ethametsulfuron-methyl)、It胺石黃隆 (triflusulfuron-methyl)、伏速隆 (flazasulfuron)、環石黃隆(cyclosulfamuron)、氯啶 °密石黃隆(【1叩7『3111于1!]"011)、石黃酿石黃隆 (sulfosulfuron)、四0坐°密石黃隆(azimsulfuron)、亞 速隆(ethoxysulfuron)、環氧。密橫隆 (oxasulfuron)、峨石黃隆(iodosulfuron-methyl-sodium)、曱醯胺石黃隆(foramsulfuron)、甲石黃胺石黃隆 (mesosulfuron-methyl)、三默口定石黃隆 (trifloxysulfuron)、三氟曱石黃隆 (tritosulfuron)、正石黃隆(orthosulfamuron)、氟0比 石黃隆(f lucetosulfuron)與1-(2-氣-6-丙基σ米唾并 [1,2-a]噠嗪-3-基磺醯基)-3-(4, 6-二曱氧基嘧啶 _ 2 _基)腺; (19) _ °坐淋酮除草劑化合物如味草酸 57 320644 200922468 (imazamethabenz-methyl)、口米草滅 (imazamethapyr)、曱氧口米草煙(imazamox)、依滅草 (imazapyr)、滅草喧(imazaquin)與p米草煙 (imazethapyr); (20) 石黃醯胺除草劑化合物如闊草清(flumetsulam)、確草 口圭胺(raetosulam)、雙氯石黃草胺(diclosulam)、雙氟 石黃草胺(florasulam)、氯酯石黃草胺(。1〇^113111&111-methyl)、平速爛(卩611(^51113111)與11比速爛 (pyroxsulam); (21) 嘧啶基氧基苯曱酸除草劑化合物如嘧硫草醚 (pyrithiobac-sodium)、雙草喊(bispyribac-sodium) ' (pyriminobac-raethy 1) ' 醚(pyribenzoxim)與環脂草醚(pyri f tal id); (22) 其他除草劑化合物如本達隆(bentazon)、除草咬 (bromacil)、特草咬(terbacil)、氯硫胺 (chlorthiamid)、異。惡草胺(isoxaben)、達諾殺 (dinoseb)、殺草強(amitrole)、環庚草驗 (cinmethylin)、滅草環(tridiphane)、達拉蓬 (dalapon)、(dif lufenzopyr-sodium) ' 流草(<1丨1:11丨〇口丫1')、'7塞°坐於酸(1:11132〇?71')、氟自同石黃隆 (flucarbazone-sodium)、丙苯石黃隆 (propoxycarbazone-sodiuin)、滅芬草(mefenacet)、 氟草胺(flufenacet)、四°坐蕴草胺(fentrazamide)、 〇坐草胺(cafenstrole)、節草酮(indanofan)、。惡嗪草 58 320644 200922468 酮(oxaziclomefone)、草石黃(benfuresate)、ACN、達 草特(pyridate)、氣°達唤酮(chloridazon)、氟草敏 (norflurazon)、D夫草酮(flurtamone)、°比氟草胺 (diflufenican)、比草胺(picolinafen)、氟丁草 胺(beflubutamid)、可滅縱(clomazone)、醯胺石黃隆 (amicarbazone)、°坐琳草酯(pinoxaden)與曱基D塞D卡 e,^(thiencarbazone-methyl) ° 植物生長調節劑之活性成分之例包括殺紋寧 (hymexazol)、多效0坐(paclobutrazol)、稀效。坐 (uniconazole-P)、抗倒胺(inabenfide)、調環酸;I弓鹽 (prohexadione-calcium)、艾維激素(aviglycine) ' 1-萘 基乙醢胺、離酸(abscisic acid)、π引β朵丁酸、乙酸°引B朵酉旨 (ethychlozate ethyl)、益收生長素(ethephon)、坐果酸 ((:1〇又乂£〇11&(:)、楼壯素((:111〇1*1116911&1;)、2,4-滴丙酸 (dichlorprop)、植生調素(gibberellin)、茉莉酸丙酯 (prohydrojasmon)、苯曱基胺基票吟、調0比脲 (forchlorfenuron) ' (maleic hydrazide) ' 化約、氣化縮節素(1116卩1卩1131:(:111〇1'丨(16)與4-0?人(4-氯苯 氧基乙酸)。 相乘劑之活性成分之例包括胡椒基丁醚(pi perony 1 butoxide)、增效散(sesamex)、亞硬(sulfoxide) ' N-(2-乙基己基)-8, 9, 10-三冰片-5-烯-2, 3-二羧醯亞胺(MGK 264)、N-癸基咪唑、抗-WARF抗性株…八!^-antiresistani:)、TBPT、TPP、IBP、PSCP、曱基填(CKhl)、 59 320644 200922468 苯基第三丁稀酮(t-phenylbutenone)、二乙基馬來酸酯、 DMC、FDMC、ETP 與 E1TN。 作物損傷降低劑之活性成分之例包括解草酮 (benoxacor)、解毒d奎(cloquintocet-mexyl)、草胺腈 (cyometrinil)、殺草隆(daimuron)、二氯丙浠胺 (dichlormid)、乙基解草峻(『611〇111〇犷32〇16-61±71)、解草 〇定(fenclorim)、解草胺(flurazole)、两草安 (fluxofenim)、解草°惡嗤(furilazole)、乙基D比0坐解草酯 (mefenpyr-diethyl)、MG191、解草腈(oxabetrinil)、二 丙稀草胺(allidochlor)、雙苯°惡°坐酸(isoxadifen-ethyl)、賽普續胺(cyprosul famide)、月亏草安(f luxofenim) 與1,8-萘酸酐。 本發明化合物對其顯示有防治效果的害蟲之例包含節 肢告蟲如有害昆蟲及有害蟲蟲,且具體而言為下述害蟲。 半翅目(Hemiptera): 飛蟲(飛為科(Delphacidae))如小褐飛蟲(small brown planthopper)(斑飛蝨(Laode7p/]ax 、褐稻飛蟲(褐飛蟲(见/ J收e_ns))、及白背稻飛蝨(白背飛蝨 hrci/era));葉蟬(ieafh〇pper)(浮塵子科 (Del tocephal idae))如青稻葉蟬(黑尾葉蟬(jVep/ioieti ix cinchceps))、青稻葉蟬(二點黑尾葉蟬(旋灿 FJ’resce/?s))、及茶小綠葉蟬(小綠葉蟬(^p〇asca o/2L?in·!)),辑蟲(4牙科(Aphididae))如棉財(棉财“phis 60 320644 200922468 gossypii·))、綠桃财(桃財(j/yZl;Spersycae))、甘藍財(甘 藍蚜(价 eWcorjme brassicae))、繡線菊蚜(spiraea aphid)(繡線菊蚜(如如5 spiraeco7a))、馬鈐薯蚜(馬鈴薯 蚜(#acrosip/3u/n et/p/jorbiae))、毛地黃蚜(foxglove aphid)(% 溝無網財 “t^acorAt/zz/ scJan!·))、燕麥黍經財 (oat bird-cherry aphid)(禾穀縊管蚜(i?/3〇paksip/7⑽ pad』))、大桔財(tropical citrus aphid)(桔虫牙(7bxopiera ciiricidus))、及桃大尾对(mealy plum aphid)(桃粉坊 (办a7opteriis pru/7〇);臭蟲(椿科(Pentatomidae))如綠 臭蟲(稻綠椿象(fczara a/7ie/3uaia))、豆綠蝽(點蜂緣椿象 cJayaius))、米蟲(中華稻緣蝽(lepiocorisa chine/jsi s))、白斑黑臭蟲(白星培(五ysarcoris parws))、及臭蟲(大綠椿(他斤0/norp/7a /Bisia));粉蝨(粉 蝨科(Aleyrodidae))如溫室白粉蝨(溫室粉蝨 (rri’deiirodes vaporariort//n))、菸草粉蝨(sweetpotato whitefly)(菸草粉蝨(Be/nisia tabaci))、銀葉粉蝨 (silverleaf whitefly)(銀葉粉蝨(5e/nj,sia arge/itWii’))、柑桔粉蝨(柑桔粉蝨(2)iaj/ei/rodes cj tr!))、及柑桔刺粉蟲(茶黑刺粉兹(X i eurocai]thus s_pj_z/i/eri/s));介殼蟲(軟介殼蟲科(Coccidae))如桔紅腎 圓盾介殼蟲(California red scale)(紅圓介殼蟲 Uo/iidieJia aL/ra/3ii』_))、聖瓊斯介殼蟲(San Jose scale)(梨圓介殼蟲(Co/Hstoc女aspis per/jiciosa))、北柑 介殼蟲(citrus north scale)(桔矢尖介殼蟲(i/;7aspis 61 320644 200922468 cjtrj))、紅臘介殼蟲(紅臘介殼蟲(Ceroplasies rube/3s))、吹絲介殼蟲(吹綿介殼蟲(Tcerya pi/rc/jasi))、 曰本水臘蟲(臀紋粉介殼蟲(/^372000(:(:1/5紅31//2/7/36))、梨 粉介殼蟲(Comstock mealybug)(長尾粉介殼蟲 (Z^ei/dococcus io/^j’spi/3us))、及桑白介殼蟲(white peach scale)(桑介殼蟲XPseudaulacaspis pentagvna)) ·, 軍配蟲(軍配蟲科(Tingidae));臭蟲(cimices)如溫帶臭蟲 (Cj'/oex iectdarius);木蝨(木蝨科(Psyllidae))等; 鱗翅目(Lepidoptera): 填蛾(填蛾科(Pyralidae))如鑽心蟲(二化模蛾(C/?i suppressaiis))、稻黃螟蟲(三化螟蛾(7Vyp〇ryza i/5cerii^as))、稻大卷葉螟(稻縱捲葉野螟蛾 (Cnapi^aiocrocis ffledinaJis))、棉大卷葉螟(棉捲葉野模 (iVoiarc/ia derogaia))、印度粉螟(印度榖粉螟蛾 interpunctel la))、洲玉米塔(Ostrinia furnacal j s)、 甘藍螟(cabbage webworm)(菜螟(办eJJtiia ⑽da"s))、及 早熟禾草模(bluegrass webworm)(早熟禾草埃(Pediasia teterrdhs));夜蛾(夜蛾科(Noctuidae))如普通夜盜嘉 (斜紋夜蛾(《Spodopiera iiit/ra))、甜菜行軍蟲(beet armyworm)(甜菜葉蛾(Spodopiera exj.gua))、稻行軍蟲(東 方黏蟲(Pseiidaleha separata))、甘藍行軍蟲(甘藍夜蛾 (#a/z?esira brassicae))、切根蟲(black cutworm)(球菜夜 蛾(知rot_z*s ipsi]〇/]))、甜菜斜紋夜蛾(beet semi-l〇〇per) (黑點銀紋夜蛾(Pii/sia /iigrisigTia))、夜蛾屬 62 320644 200922468 (Thoricoplusia s仰.)、棉铃A屬(Heliothis s仰.)、反 葉蛾屬(好e"coverpa spp.);紋白蝶(粉蝶科(Pieridae)) 如普通菜粉蝶(紋白蝶(Pieris rapae));捲蛾(捲蛾科 (Tortricidae))如小捲葉蛾屬 “dozop/jyes spp.)、東方果 蛾(oriental fruit moth)(梨小食心蟲 /noiesta))、大豆食心蟲(豆捲葉填(Legii/Hinivora WycjjivOrena))、紅豆豆蟲(azuki bean podworm)(豆小 捲葉蛾(13亡517/^2*北565 3217大]>0以))、夏果捲葉蛾(小角紋 捲葉蛾“doxop/}yes ora/3a /asciaia))、茶小捲葉蛾(姬捲 葉蛾屬(Moxopiiyes spp.))、東方茶小捲葉蛾(茶長捲葉蛾 (丑⑽〇73a /oa糾3/π·/ζ?3))、蘋果捲葉蛾(亂紋蘋果捲葉蛾 Qrchips /l/scoc叩_reaj3i/s))、及蠹蛾(蘋果橐蛾 _po/»o/3ei7a));潛葉蟲(細蛾科(Graci 1 lari idae))如茶捲葉 蛾(茶細蛾(Ca7opti‘ha iheiVora))、及蘋果潛葉蛾(潛葉 蛾(尸ri/^〇/2fei7a));果蛀蛾科 (Carpos i n i dae)如桃果蛀蛾(桃小食心蟲(Carposka nipo_ne/7sis));潛蛾(潛蛾科(Lyonetiidae))如潛蛾屬 (Lyonetia spp.),毒蛾(毒蛾科(Lymantriidae))如毒蛾屬 (Lyffiafitria spp.)、及毛蟲屬(及jpjOch.s Spp.);巢蛾(巢 蛾科(Yponomeutidae))如鑽石背蛾(diam〇ndback m〇ths) (小菜蛾xj^osteHa));麥蛾(麥蛾科 (Gelechi idae))如棉紅鈴蟲(pink bol lworm)(棉紅鈐蟲 (Pecii’770灿ora gossypiena))、及馬鈴薯管蟲(馬鈴薯塊 莖蛾(仲幼oW财eaope_rCdena));老虎蛾及燈蛾(燈蛾科 320644 63 200922468 (Arctiidae))如秋幕蛾(美國白蛾(办^乃拙汁ci/zjea)); 谷蛾(谷蛾科(Tineidae))如製袋衣蛾(casemaking clothes moth)(幕衣蛾(77/3ea ira/3s2ijce;2s))、及織網衣 蛾(webbing clothes moth)(衣蛾Ms«se7hei7a)) 等; 纓翅目(Thysanoptera): .¾馬(馬科(Thr i p i dae)如柑橘黃荀馬(ye 11 ow citrus thrips)(西方花薊馬(斤 occ!de/?taJis))、南黃薊馬(瓜薊馬、茶 黃薊馬(小黃薊馬(Scirio^rips dorsahs))、蔥薊馬(蔥 薊馬(77]riPs tabaci))、花薊馬(黑腹薊馬(fra/2hihejh intonsa))等; 雙翅目(Diptera): 蚊科(Culices)如普通蚊子(淡色庫蚊e/js pal lens)、三斑家蚊(Culex tritaeniorhynchus)、反南方 家蚊(致倦庫蚊(CWex giiinq^e/asciatt/s));斑蚊屬 (Aedes spp.)如黃熱蚊(埃及斑蚊ae幻φϊ:』·)、及亞 洲虎蚊(白線斑蚊(ylec/es a7bopicius);按蚊屬(Anopheles spp.)如中華癔蚊(如ojD/jeJes si/ie/7sis);搖蚊科 (Chironomidae);家蠅(家蠅科(Muscidae))如家蠅(普通家 繩(#i;sca do/»esi』’ca))、及廢腐sia5i/Ja/3s); 麗题(麗繩科(Calliphoridae));麻繩(麻繩科 (Sarcophagidae));小家蠅(廁蠅科(Fanni idae));花蠅(花 繩科(Anthornyiidae))如種绳(seedcorn fly)(種繩(i)elia 64 320644 200922468 p_/atura))、及蔥繩(onion fly)(蔥繩(/)e7ia ; 潛蠅(潛繩科(Agromy z i dae))如稻葉黃潛题(稻潛蠅 野zaoryzae))、小稻葉黃潛蠅(稻潛葉蠅(办jre"ia griseok))、番茄斑潛蠅(蔬菜斑潛蠅(1片/0野別 satiFae))、豆潛葉蠅(非洲菊斑潛蠅 tr』/〇_/"))、及婉豆潛葉繩(婉豆潛葉繩(a ^0野/ a /7〇riicoia));羊蠅(稈蠅科(Chloropidae))如稻稈潛蠅(稻 稈潛繩(C73〗orops oryzae));果繩(果實蠅科 (丁6口111'丨1:丨(1&6))如瓜實繩(瓜實±1(/)3(:1/5 0^(^2"£)^36))、 及地中海實繩(Mediterranean fruit fly)(地中海實螺 (Ceraiitis capiiaia));果蠅科(Drosophilidae);蚤繩 (蚤绳科(Phoridae))如東亞異蚤蝇(#egase7ia ;蛾蚋科(Psychodidae)如毛蠓(C7ogT»ia aJbi’pLmciata);蚋科(Simuliidae) ; it科(Tabanidae)如 馬绳(三角 it (Fabaniis irj’gO/7us));螫繩等; 萆肖翅目(Coleoptera): 玉米食根蟲(corn root worms)(葉曱屬(历aforotica spp.))如西部玉米食根蟲(玉米根葉曱(Piabrotica Wrgifera Wrgi/era))、及南方玉米食根蟲(十一星瓜葉 Ψ (Diabrotica undecimpunctata howardi));金龜子(金 龜子科(Scarabaeidae))如綠金龜(cupreous chafer)(金 銅金龜ci/prea))、大豆曱蟲(soybean beetle)(榛 姬金龜riz/ocuprea))、及曰本麗金龜(曰本金龜 (PopiJJia /apo/iica));象鼻蟲如玉米象鼻蟲(maize 65 320644 200922468 weevi 1)(玉米象甲(vSiiop/jiJt/s zea/nais))、稻水象鼻蟲 (rice water weevil)(稻水象曱(UssorTjoptriis 、綠豆象鼻蟲(azuki been weevil)(綠豆象 曱(Can〇so/?j"L/c/3L/s c/jiue/isis))、稻象鼻蟲(rice curculio)(稻象曱(Ec/ii/joc/ie/wiis sqrua/net/s))、棉鈐象鼻 蟲(boll weevil)(棉鈴象曱(如亡加/]。卯s^ra/jdis))、及狩 獵象鼻蟲(hunting bi 1 lbug)(黑楔象曱(iSpAe/iOj^orus ve/7atL/s〇);擬步曱(dark 1 ing beetles)(擬步曱科 (Tenebrionidae))如黃粉蟲(yellow mealworm)(黃粉蟲 ((re/7e&rio /ηο_/』Ύογ))、及赤擬穀盜(red flour beetle) (赤擬穀盜(TrifcioiiL/ffi casia/7eu/n));金花蟲(金花蟲科 (Chrysomelidae))如稻泥蟲(稻負泥蟲(Ode/na oryzae))、黃守瓜(cucurbit leaf beetle)(黃守瓜 (]L/iac〇pi3〇ra /effl〇ra7is))、黃條葉蚤(striped flea beetle)(黃條葉蚤(P/7y_/i〇treta strioJaia))、及科羅拉 多曱蟲(科羅拉多金花蟲(Leptinotarsa dece/??7i/7eata));皮蠹曱蟲(dermestid beetles)(鰹節蟲 科(Dermestidae))如姬圓經節蟲(varied carpet beetle) (姬圓鰹節蟲U/7i/3j-e/7Zjs yerbasci)、及隱蔽曱蟲(白腹皮 蠹ffiaci/Jaies));粉茶蚊蟲(deathwatch beet les)(竊蠢科(Anobiidae))如煙草曱蟲(cigarette beetle)(煙甲蟲(Lasioder/oa sem’c〇r/3e));食植瓢蟲屬 (Epi lachna)如蘇二十八星瓢蟲(twenty-eight-spotted 1 adyb i rd)(茄二十八星瓢蟲(办!· 7acT^a 66 320644 200922468Wherein 1 1 1 represents optionally substituted (: 1-[4 alkyl, for example 3,3,3-trifluoropropyl, optionally substituted H-C4 alkoxy, for example 2, 2, 2-trichloroethoxy, optionally substituted phenyl, for example 4-cyanophenyl or, if desired, 50 320644 200922468 substituted tick base such as 2-chloro-3-pyridinyl, Xe2 A mercapto or trifluoromethylthio group, and Xe3 represents a mercapto group or a halogen atom; etc. Examples of active ingredients of acaricide include acequinocyl, amitraz, and benzoxan Benzoximate), bifenazate, bromopropylate, chinomethionate, chlorobenzilate, chlorphenate, chlorfenson, clofentezine, butafluoride (cyflumetofen), kelthane (dicofol), etoxazole, fenbutatin oxide, fenothiocarb, fenpyroximate, fluacrypyrim , fluproxyfen, hexythiazox, propargite (BPPS), liuyangmycin (polynactins), Bi Pyripaben, pyrimidifen, tebufenpyrad, tetradifon, spirodiclofen, spiromesifen, spirotetramat Examples of active ingredients of (spirotetramat), amidoflumet, and cyenopyrafen such as nematicidal include DCIP, fosthiazate, levamisol hydrochloride, sulfhydryl Examples of active ingredients of isothiocyanate, morantel tartarate, and imicyafos ° saponin include salivary fungicidal compounds such as propiconazole, propionate Prothioconazole), 3 51 320644 200922468 Triadimenol, prochl〇raz, penconazole, tebuconazole, flusilazole, diniconazole, indigenous Bromuconazole), ep0XiC0naz0ie, difenoconazole, cyproconazole, nietconazole, triflumizole, tetraconazole, menik Obutanil), fenbuconazole, hexaconazole, fluquinconazole, triticonazole, bitertanol, imazaiii, and dimethoate (flutriafol); cyclic amine fungicidal compounds such as fenpropimorph, tridemorph and fenpropidin; benzoxanthicidal compounds such as carbendezim, exempt Bean (benomyl), thiabendazole and thiophanate-methy1; procymidone, cyprodinil, pyrimethanil, diethofencarb , thiuram, fluazinam, mancozeb, iprodione, vinclozolin, chlorothalonil, cappden (captan), mepanipyrim, fenpiclonil, fludioxonil, dichlofluanid, sterilized Dan (Yu 〇1卩61:), Ke Xinshou (1^1* 650乂丨111-〇161:1^1), Atomin 320644 200922468 (azoxystrob In), frifioxystrobin, fluorine. Cyclooxastrobin, fluoxastrobin. Aerobic bacteria. Sit (picoxystrobin), pyracostrobin, dimoXyStrobin, spiroxamine, qUin〇xyfen, fenhexamid, fam〇 Xad〇ne), fenmi, fenamidone, z〇xamide, π plug. Ethaboxam, amisuibr〇m, iprovalicarb, benzene. Benthiavalicarb, cyazofamid, mandipr〇painid, boscalid, metrafenone, fluopiran, hundred Bixafen, cyf lufenamid and proquinazid. Examples of active ingredients of herbicides and phytohormonal agents include: (1) Stupid oxy fatty acid herbicide compounds such as 2, 4-PA, MCP, MCPB, phenothiol, tetracopropionate (mecoprop), It Fluoroxypyr, triclopyr, clomeprop and naproanilide; (2) benzoic acid herbicide compounds such as 2, 3, 6-TBA, dicamba , clopyralid, picloram, aminopyralid, quinclorac and chloroform, acid (quinmerac); (3) urea herbicides such as Diuron, 1 inuron, chlortoluron, isoproturon, fluometuron, Ailong 320644 200922468 (isouron), Tedin meteorite (tebuthiuron), metabenzthiazuron, cumyluron, daimuron and methyl-daimuron; (4) triazine herbicide compounds such as subtris sigma Qin (atrazine), ametryn, cyanazine, simazine, propazine, west Simetryn, dimethametryn, prometryn, metribuzin and triaziflam; (5) combined with herbicide compounds such as parabens (paraquat) and diquat; (6) benzoquinone-based herbicide compounds such as bromoxyni 1 and ioxyni 1; (7) dinitroaniline herbicide compounds such as Pendimethalin, prodiamine and trifluralin; (8) organic herbicide compounds such as amiprofos-methyl, butamifos, and ground Scales (bensulide), piperophos, anilofos, glyphosate, glufosinate and bialaphos; (9) urethane herbicide Compounds such as di-a 11 ate, tri-allate, EPTC, butarate, benthiocarb, esprocarb, rice Zhuang 54 320644 200922468 (molinate), piperazine (dimepiperate), SWEP, chlorpropham, sweet and tranquil (phenmedi Pham), phenisopham, pyributicarb and asulam; (10) guanamine herbicides] compounds such as pr〇pani 1 and propyzamide , >bromobutide and etobenzanid; (11) a gaseous amine herbicide compound such as acetochlor (acet〇chl〇r), alachlor, butyl Butachlor, dimethenamid, propachl〇r, metazachlor, met〇lachlor, pretilachlor, shingrass Thenylchlor) with pepoxamid; (12) diphenyl bond herbicide compounds such as acifluorfen-sodium, bifenox, oxyfluorfen, lacfen (lactofen), fomesafen, chi (10) ethoxynil and benzoic acid St (aclonifen); (13) cyclic brewing imine herbicide compounds such as oxadiazon, @同Cinidon-ethyl, carfentrazone-ethyl, continued sulfentrazone, flumiclorac-pentyl, fluoroquinone Flumioxazin, pyrafu lufen-ethy 1 , oxadiargyl, pentoxazone, sulphate 55 320644 200922468 fluthiacet-methyl, Flupropionate (butafenaci 1) and diphenyl. Benzfendizone; (14) ° ratio of σ sitting herbicide compounds such as "benzof enap, pyrazolate, benzylidene sitting (pyraz0Xyfen), special bar D sitting (topramezone) with pyridoxine (pyrasuif〇t〇le); (15) triketone herbicide compounds such as oxasin gisj (i soxa f 1 utο 1 e), benzobicyclon, sulcotrione (sulcotrione), mesotrione, tembotrione and tefuryltrione; (16) aryloxyphenoxypropionic acid herbicide compounds such as chlorpyrifos Clodinafop-propargyl, Cyhalof〇p~ butyl, die 1 of op-methyl, fenoxaprop-ethyl, pyridoxine (fluazifop-butyl), fluoro 0 haloxyfop-methyl and quizalofop-ethyl; (17) triketone herbicide compounds such as ali〇xydim-sodium, Sethoxydim, butroxydim, clethodim, cloproxydim, cycloxydim, tepraloxydim, Tralkoxydim and profoxydim; (18) continuous urea herbicide compounds such as chi or sul fur on, 曱口密石黄隆 (3111: (; 011161: 111 *011-11161±乂1), metsulfuron-methyl, chlorimuron- 56 320644 200922468 ethyl, tribenuron-methyl, tartar feldspar Triasulfuron), bensulfuron-methyl, thifensulfuron-methyl, pyrazosulfuron-ethyl 'primisulfuron-methyl', nicosulfuron , amidosulfuron, cinosulfuron, imazosulfuron, rimsulfuron, halosulfuron-methyl, fluorite huanglong (prosulfuron) ), ethametsulfuron-methyl, triflusulfuron-methyl, flazasulfuron, cyclosulfamuron, chloridine, feldspar, huanglong ([1叩7 "3111 in 1!] "011), sulfosulfuron, four zero sitting Huang Long (azimsulfuron), ethylene-speed long (ethoxysulfuron), epoxy. Oxalsulfuron, iodosulfuron-methyl-sodium, foramsulfuron, mesosulfuron-methyl, trifloxysulfuron ), trifluorosulfuron, orthosulfamuron, fluorine, rheutosulfuron and 1-(2-gas-6-propyl sigma)[1,2 -a] pyridazin-3-ylsulfonyl)-3-(4,6-dioxalylpyrimidin-2-yl) gland; (19) _ ° sitosterone herbicide compound such as oxalic acid 57 320644 200922468 (imazamethabenz-methyl), imazamethapyr, imazamox, imazapyr, imazaquin and imazethapyr; (20) stone Xanthine herbicide compounds such as flumetsulam, raetosulam, diclosulam, florasulam, chlorhexite xanthin ( 1〇^113111&111-methyl), flat-rate rotten (卩611(^51113111) and 11-pyroxsulam; (21) pyrimidinyloxybenzoic acid herbicide compound such as pyrimoxate (p Yrithiobac-sodium), bispyribac-sodium ' (pyriminobac-raethy 1) ' ether (pyribenzoxim) and cyclohexyl ether (pyri f tal id); (22) other herbicide compounds such as bindalon ), bromacil, terbacil, chlorthiamid, iso. isoxaben, dinoseb, amitrol, and chlorpyrifos Cinmethylin), tridiphane, dalapon, (dif lufenzopyr-sodium) 'flowing grass (<1丨1:11丨〇口丫1'), '7°° sitting in acid ( 1:11132〇?71'), fluoride from flucarbazone-sodium, propoxycarbazone-sodiuin, mefenacet, flufenacet, four-degree sitting Fentrazamide, cafenstrole, indanofan. Oxazine grass 320 320644 200922468 oxaziclomefone, benfuresate, ACN, pyridate, chloridazon, norflurazon, flurtamone , ° diflufenican, picolinafen, beflubutamid, clomazone, amicarbazone, pinoxaden and Thiencarbazone-methyl (Tiencarbazone-methyl) ° Examples of active ingredients of plant growth regulators include hymexazol, paclobutrazol, and thinning. Sit (uniconazole-P), inabenfide, cyclamate; prohexadione-calcium, aviglicine '1-naphthylacetamide, abscisic acid, π Introducing beta-butyric acid, acetic acid, ethychlozate ethyl, ethephon, and fruit acid ((:1〇又乂£〇11&(:), Lou Zhuangsu ((:111 〇1*1116911&1;), 2,4-dipropionic acid, gibberellin, prohydrojasmon, benzoylamine-based ticket, chlorinated urea (forchlorfenuron) ' (maleic hydrazide) 'Chemical, gasification and atrophy (1116卩1卩1131: (:111〇1'丨(16) and 4-0? human (4-chlorophenoxyacetic acid). Multiplier Examples of the active ingredient include pi perony 1 butoxide, sesamex, sulfoxide 'N-(2-ethylhexyl)-8, 9, 10-triple borne-5 -ene-2,3-dicarboxylimine imine (MGK 264), N-mercaptoimidazole, anti-WARF resistant strain... eight!^-antiresistani:), TBPT, TPP, IBP, PSCP, thiol ( CKhl), 59 320644 200922468 Phenyl tributyl ketone (t-phenylbutenone), Ethyl maleate, DMC, FDMC, ETP and E1TN. Examples of active ingredients of crop damage reducing agents include benoxacor, cloquintocet-mexyl, cyometrinil, and grass Daimuron, dichlormid, ethyl chlorpyrifos ("611〇111〇犷32〇16-61±71"), fenclorim, flurazole, two grasses Fluxofenim, furilazole, ethyl D ratio of mefenpyr-diethyl, MG191, oxabetrinil, allidochlor, diphenyl Isoxadifen-ethyl, cyprosul famide, f luxofenim and 1,8-naphthalic anhydride. Examples of pests of the present invention which exhibit control effects include arthropods. Insects such as harmful insects and harmful insects, and specifically the following pests. Hemiptera: Flying insect (Delphacidae) such as small brown planthopper (Laode7p/]ax, brown rice flying insect (brown fly (see / J harvest) E_ns)), and white-backed rice planthopper (white-backed hawkfish hrci/era)); leafhopper (ieafh〇pper) (Del tocephal idae) such as green leafhopper (black-tailed leafhopper (jVep/ioieti) Ix cinchceps)), green rice leafhopper (two-pointed black-tailed leafhopper (Chuncan FJ'resce/?s)), and tea small green leafhopper (small green leafhopper (^p〇asca o/2L?in·!)) , 虫虫 (4 dentistry (Aphididae)) such as cotton money (cotton money "phis 60 320644 200922468 gossypii ·)), green peaches (Peach (j / yZl; Sperycae)), cabbage money (cabbage 甘 (price eWcorjme brassicae )), Spiraea aphid (Spiraea sinensis (such as 5 spiraeco7a)), Marsh yam (Potato 蚜 (#acrosip/3u/n et/p/jorbiae)), Phyllostachys pubescens (foxglove aphid)(% 沟无网财"t^acorAt/zz/ scJan!·)), oat bird-cherry aphid (i?/3〇paksip/7(10) pad 』)), tropical citrus aphid (7bxopiera ci Iricidus)), and peach big tail pair (mealy plum aphid) (Peach powder square (do a7opteriis pru / 7〇); bed bug (Pentatomidae) such as green bed bug (rice green elephant (fczara a / 7ie / 3uaia) ), bean green cockroach (cJayaius), rice worm (lepiocorisa chine/jsi s), white spot black bug (white ssarcoris parws), and bed bug (big green cockroach) He is 0/norp/7a/Bisia)); Aphididae (Aleyrodidae) such as greenhouse whitefly (Ri'deiirodes vaporariort//n), sweetpotato whitefly (tobacco) Whitefly (Be/nisia tabaci)), silverleaf whitefly (5e/nj, sia arge/itWii'), citrus meal (citrus meal (2) iaj/ Ei/rodes cj tr!)), and citrus thorns (X i eurocai]thus s_pj_z/i/eri/s); scale insects (Coccidae) such as orange California red scale (Red round scale insect Uo/iidieJia aL/ra/3ii)_)), San Jose scale (Pear round scale insect (Co/Hstoc female aspers per /jiciosa)), North Mandarin Shell (citrus north scale) (i. cerevisiae (i/; 7aspis 61 320644 200922468 cjtrj)), red wax scale insect (Ceroplasies rube/3s), blown silk scale insect (blowing scale insect ( Tcerya pi/rc/jasi)), 曰本水腊虫 (hip pattern powder scale insect (/^372000(:(:1/5红31//2/7/36)), pear powder scale insect (Comstock mealybug ) (Z^ei/dococcus io/^j'spi/3us) and white peach scale (XPseudaulacaspis pentagvna) ·, military worm (armoridae) Tingidae)); cimices such as temperate bed bugs (Cj'/oex iectdarius); hibiscus (Psyllidae), etc.; Lepidoptera: filling moths (Pyralidae) such as borer (C/?i suppressaiis), rice yellow locust (7Vyp〇ryza i/5cerii^as), rice large leafhopper (rice larvae (Cnapi^) Aiocrocis ffledinaJis)), cotton leaf curler (iVoiarc/ia derogaia), Indian whitefly (Indian puffed moth (interpunctel la)), continent corn tower (Ostrinia furnacal js), cabbage (c Abbage webworm) (cao 螟 (do eJJtiia (10) da" s)), and bluegrass webworm (Pediasia teterrdhs); noctuid (Noctuidae) such as ordinary night thieves ( Spodoptera iii (tradpiera iiit/ra), beet armyworm (Spodopiera exj. gua), rice worm (Pseiidaleha separata), cabbage marching worm (cabbage night) Moth (#a/z?esira brassicae)), black cutworm (Coleoptera: rot_z*s ipsi)/)), beet semi-l〇〇per (Pii/sia / iigrisigTia), Noctuidae 62 320644 200922468 (Thoricoplusia s Yang.), Cotton Boll A (Heliothis s Yang.), Anti-Lepidoptera (Good e"coverpa spp. ); white butterfly (Pieridae) such as the common cabbage butterfly (Pieris rapae); the moth (Tortricidae) such as the small leaf moth "dozop / jyes spp.", oriental fruit moth (oriental fruit) Moth) (Pear worm/noiesta), Soybean Bean (Legii/Hinivora Wycjjiv Orena), Red Bean Bean Azuki bean podworm) (bean leaf roll moth (13 dead 517/^2* north 565 3217 big] > 0)), summer fruit leaf moth (doxop/}yes ora/3a /asciaia)), tea small Leaf moth (Moxopiiyes spp.), Oriental tea leaf curler (tea long leaf moth (ugly (10) 〇 73a /oa correction 3 / π · / ζ? 3)), apple leaf moth (Garlic leaf curl moth Qrchips / l / Scoc叩_reaj3i/s)), and cocoon moth (Apple moth _po/»o/3ei7a)); leaf miner (Graci 1 lari idae) such as tea leaf moth (tea moth (Ca7opti' Ha iheiVora)), and apple leaf miner (Lepidoptera moth (corpse ri/^〇/2fei7a)); Carpos ini dae (Carpodma moth (Carposka nipo_ne/7sis)); The genus Lyonetiidae, such as Lyonetia spp., the genus Lymantriidae, such as Lyffiafitria spp., and the genus Caterpillar (and jpjOch.s Spp.); Moth (Yponomeutidae) such as diamond moth (diam〇ndback m〇ths) (Plutella xylostella xj^osteHa)); wheat moth (Gelechi idae) such as cotton bollworm (pink bol lworm) ) (Cotton Red Aphid (Pec Ii'770canora gossypiena)), and potato tubeworm (potato tuber moth (Zhongmian oWcai eaope_rCdena)); tiger moth and lamp moth (Coleoptera 320644 63 200922468 (Arctiidae)) such as the autumn moth (American white moth) (办^乃拙汁 ci/zjea)); 谷蛾(Tineidae) such as casemaking clothes moth (sports moth (77/3ea ira/3s2ijce; 2s)), and weaving Webbing clothes moth (Mus«se7hei7a), etc.; Thysanoptera: .3⁄4 horse (Thr ipi dae such as ye 11 ow citrus thrips) Flower 蓟 horse ((oc occ!de/?taJis)), South Yellow 蓟 horse (Gua 蓟 horse, 蓟 蓟 ( ( S S S ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( 77 ( 77 ( ( ( ( ( ( ( ( ( ( ( riPs tabaci)), flower hummer (fra/2hihejh intonsa), etc.; Diptera: Culices such as common mosquitoes (E. j. pal lens), three spots Culex tritaeniorhynchus, C. sinensis (CWex giiinq^e/asciatt/s); Aedes spp. such as yellow-hot mosquito (Egypt aedes ah illusion: 』 ), and Asian tiger mosquitoes ( Anopheles mosquito (ylec/es a7bopicius); Anopheles spp. such as Chinese sturgeon (such as ojD/jeJes si/ie/7sis); Chironomidae; Muscaidae (Muscidae) ) such as housefly (ordinary home rope (#i; sca do /»esi" 'ca)), and waste sis sia5i / Ja / 3s); Li title (Calliphoridae); hemp rope (hemp rope ( Sarcophagidae)); Housefly (Fanni idae); flower fly (Anthornyiidae) such as seedcorn (seed rope (i) elia 64 320644 200922468 p_/atura), And onion fly (onion rope (/) e7ia; larvae (Agromy zi dae) such as rice leaf yellow snorkeling problem (rice zaoryzae)), small rice leaf yellow larvae (rice leaf Fly (do jre"ia griseok), tomato leafminer (Vegetable Liriomyza (1 piece / 0 wild satiFae)), Bean leaf miner (African Chrysanthemum tr) / 〇 _ / ")) , and cowpea leaf stalk (a kidney bean leaf rope (a ^0 wild / a / 7 〇 riicoia); sheep fly (Chloropidae) such as rice straw stalk (rice stalk dive rope (C73) Orops oryzae)); fruit rope (fruit fly family (Ding 6 mouth 111 '丨1: 丨 (1 & 6)) such as melon solid rope (melon ± 1 (/)3(:1/5 0^(^2"£)^36)), and Mediterranean fruit fly (Ceraiitis capiiaia); Drosophilidae; reins (Phoridae) such as East Asian scorpion fly (#egase7ia; Psychodidae such as edamame (C7ogT»ia aJbi'pLmciata); scorpion (Simuliidae); it (Tabanidae) such as horse rope ( Triangular it (Fabaniis irj'gO/7us)); reins, etc.; Coleoptera: corn root worms (Astragalus spp.) such as western corn rootworm (Piabrotica Wrgifera Wrgi/era), and Southern corn rootworm (Diabrotica undecimpunctata howardi); Scarab (Scarabaeidae) such as cupreous chafer ( Gold and copper turtle ci/prea)), soybean beetle (soybean beetle), and 曰本金金龟(PopiJJia /apo/iica); weevil such as corn trunk Insect (maize 65 320644 200922468 weevi 1) (vSiiop/jiJt/s zea/nais), rice water weevil (rice water elephant) (UssorTjoptriis, azuki been weevil (Can〇so/?j"L/c/3L/sc/jiue/isis)), rice curculio (rice curculio) (Ec/ii/joc/ie/wiis sqrua/net/s)), boll weevil (cotton bell icon (such as death plus /].卯s^ra/jdis)), and hunting bi 1 lbug (black wedge symbol (iSpAe/iOj^orus ve/7atL/s〇); dark 1 ing beetles) Tenebrionidae, such as yellow mealworm (the yellow mealworm ((re/7e&rio /ηο_/"Ύογ))), and red flour beetle (red flour beetle) TrifcioiiL/ffi casia/7eu/n)); Golden flower worm (Chrysomelidae) such as rice worm (Ode/na oryzae), cucurbit leaf beetle (yellow) Shougua (]L/iac〇pi3〇ra /effl〇ra7is)), striped flea beetle (P/7y_/i〇treta strioJaia), and Colorado locust (Colorado Golden worm (Leptinotarsa dece/??7i/7eata)); Dermestid beetles (Dermestidae) such as variegated carpet beetle (Hime stag beetle U/7i) /3j-e/7Zjs yerbasci), and concealed mites (fiaci/Jaies); death watch beet les (Anobiidae) such as tobacco beetle (cigarette beetle) Beetle (Lasioder/oa sem'c〇r/3e)); (Epi lachna) such as twenty-spotted ladybug (twenty-eight-spotted 1 adyb i rd) (Lemon 28-star ladybug (do! 7acT^a 66 320644 200922468

Wgi/3tioctopij/3ciaia));樹皮曱蟲(bark beetles)(小蠹 科(Scolytidae))如粉蠹蟲(powder post beetle)(褐粉蠹 (Lyctus 、及松梢曱蟲(pine shoot beetle)(縱 坑切梢小蠹(To/sicuspinipercfa));偽粉蠹(false powder-post beetles)(長蠹蟲科 (Bostrychidae)) ; 换蛛甲 (spider beetles)(蛛蠢科(Ptinidae));天牛(longhorn beetles)(天牛科(Cerambycidae))如斑星天牛(white-spotted longicorn beet le)( J. (Anoplophora fl/aJasiaca));叩頭蟲(叩頭蟲屬 spp.));蟻型 隱翅蟲(Paederi/s fi/scipes)等; 直翅目(Orthoptera): 亞洲埴蟲(Asiatic locust)(飛壇(Loci/sia /si^gratoria))、非洲螻蛄(African mole cricket)(非洲续 蛄((Trj^ioiaipa a/ricana))、稻惶(小翅稻壇 yezoei/sis))、稻4皇(日本稻竣Japonica))、蟪蟀總 科(Grylloidea)等; 蚤目(Siphonaptera): I苗蚤(描蚤(Cie/2〇cepi?a7_/des /e_/is))、犬蚤(犬蚤 {Ctenocephalides canis))、A§:{又KPulex irri ta/js))、東方鼠蚤(印度鼠蚤(Ie/7〇psW k s)) 等; 蟲目(Anoplura): 人體赵〔人體 ikCPediculus humanus corporis))、毛 蝨(陰蝨(PM/7irus pMis))、短鼻牛蝨(short-nosed 67 320644 200922468 cattle louse)(牛蟲(Zfee/Hatopji/jiis euryster/iL/s))、羊蟲 (羊蝨oWs))、豬蝨(豬蝨(丑ae/nai〇pi仙s su/s)) 等; 膜翅目(Hymenoptera): 蟻(蟻科(Form i c i dae))如小黃家蟻(#〇/2〇/η〇_τ y pharaonis)、絲、先褐林% (Formica fusca japonica)、票、 家蟻(無毛凹臭蟻g7aber))、雙針蟻 QPristomyrmex pungens)、l結大頭場XPheidole noda)、 切葉蟻(切葉蟻屬“cro/oyr/nex spp.))、及火蟻(火蟻屬 (SoJe/jopsis spp·));黃蜂(胡蜂科(Vespidae));腫腿蜂 (腫腿蜂科(Bethylidae));葉蜂(葉蜂科(Tenthredinidae)) 如甘藍葉蜂(黃翅菜葉蜂(Zthajia rosae))、及曰本菜葉蜂 (Athal ia japonica)等·, 蜚蠊目(Blattodea): 德國緯螂(德國蜚蠊(WaiieJJa ger/oa/jica))、煙褐蟑 螂(黑胸大蠊(PeripJa/jeia ))、美洲緯螂(美洲 望蠊(Periplaneta americana))、稼色蜚蝶(Periplaneta brunnea)、反東方缚辦(東方蜚蠊(Blatta oriental is)) 等; 等翅目(Isoptera): 白犧(Termites)如日本散白蟻(Japanese subterranean termite)(黃胸散白蟻(i?etici7hier/nes s_peraii/s))、台灣家白蟻(Formosan subterranean termite) (臺灣家白蟻(Copioirer/ses /or/wosai/L/s))、西方木白礒(小 68 320644 200922468 楹白蟻(iwcisi ier/Hes /ni/3〇r))、大黑木白蟻(截頭堆砂白 蟻(Cirptoter/z/es do/Hesi!.ci;s))、黑翅土白蟻 (Odontotermes formosanus)、怪春白壤(Neoternies koshunensis)、赤樹白壤(Glyptotermes satsumensis)、 樹白壤(Glyptotermes nakajimai)、茄冬白蟻 (Glyptotermes fuscus) ' M ^ %(Glyptotermes kodamai)、樹白蟻(Glyptotermes kushimensis)、曰本濕、 木白蟻(日本原白犧(万odoier/oopsis _/apo/3ica))、家白蟻 (Coptotermes guangzhoensis)、黑胸散白蟻 (Reticulitermes miyatakei) ' ^ ^ (eastern subterranean termite)(黃肢散白蟻(i?e玄ici/Jj.iejToes flavipes amamianus))、黃胸散白蟻^ (Reticulitermes sp.) ' 高山象白蟻(iVasutj· ter/ses takasagoensis)、近扭 白蟻(Pericapri /7』· tobe』·)、台灣華扭白蟻 (Sinocapritermes mushae)、黃胸散白壤(Reticul itermes flavipes)、西方散白壤(Reticul itermes hesperus)、南 CReticul itermes tibial is)、金又白織 CHeterotermes atireiis)與内華達古白犧(Zooter/wopsis /^eFadensis)等; 蜱蜗目(Acarina): 葉蜗(葉蜗科(Tetranychidae))如二點葉蜗(二斑葉蜗 (T'etra/^’cAuswriicae))、神澤葉瞒(Kanzawa spider mite) (神澤葉蜗(Te ira/7yci?l/s A,a/?za i))、相桔紅4知蛛(掛桔全 爪蜗(Panonychus ci tri’))、歐洲红蜗(European red mite) 69 320644 200922468 (榆全爪蟎、及小爪蟎屬 spp.);癭蟎(eriophyid mites)(癭蟎科(Eriophyidae)) 如掛桔銹蟎(刺皮節蜱“ciijfops peieicassi))、銹蜗 (/^ynocoj^ruta citri)、番茄刺皮癭蟎(番茄刺皮癭蟎 “cuJops Jycopersici))、紫茶蜱(purpie 土⑽ mite)(紫 銹蜱(Caiacarus cari/7aii;s)) ' 茶橙癭蟎(pink tea rust mite)(茶镫癌蟎(jcap/3j^Ja iheava^ran))、梨錄蜗 (五riophyes cMbae;7sis)、及蘋果銹蟎(蘋果斯氏刺癭蟎 (Zcl/Jl/s sc/3_/ec/3ie_nda_/i)),細蜗(tarosonemid mites) (細蟎科(Tarsonem i dae ))如茶細蟎(broad m i t e )(茶黃瞒 (PoJyp/]a《otarsone/ffus Jabs));擬葉蟎(faise spider (Brevipalpus phoenicis) ; (Tuckerellidae);蜱(硬蜱科(Ix〇didae))如長角血蜱 (^Haemaphysal l s 1 ongicornis)、ύτ缉 QlJaeinaphysa 1 is /Java)、台灣革蜱(i)e/7Hace/3i〇r iajianicus)、美國犬壁 蝨(American dog tick)(變異革蜱(Z)er/nace/2i〇r FariabiJis)) ' 卵形硬蜱(/x〇des ovaius)、全溝硬蜱 (/xocfes persdcahs)、黑腿壁蝨(黑腳硬蜱(/叉⑽e>s scapuJaris))、孤星壁蟲(i〇ne star tick)(美洲花蜱 (Amblyomma americanum))、微小牛蜱WoopMJiis microplus)、及棕色欠壁鉍(Rhipicephalus sa/3即i'/ietys);癢蟎科(psoroptidae)如耳蟎(耳癢蟎 (Oiodectes cj/73〇t_z>s));齋癬蜗(itch mites)(|蜗科 320644 70 200922468 (Sarcoptidae))如齋蜗(Sarcopies scaWei);毛囊蟲 (follicle mites)(蠕形蟎科(Demodicidae))如犬毛囊蟲 (犬毛囊蟲(Z)e/B〇dex ca/iis));粉蜗(粉蜗科(Acaridae)) 如霉蜗(mold mite)(腐食赂蜗(jyrop/japis puiresce/2iiae))、及腐食酪蟎(7>Γ〇ρ/ϊ3仰ssi/oih.s);家 居塵蜗(塵蜗科(Pyrog 1 yph i dae))如美洲塵蜗 (Dermatophagoides farinae)、反故洲鏖蝶 (Der/natophagoides ptreiiyssni/s);肉食蟎(肉食蟎科 (Cheyletidae))如普通肉食蜗erudj’ti/s)、馬 六曱肉食蜗(CijeyJetus /0aJacce/7sis)、及肉食蜗 (CTjeyJetus /Boorei·);擬寄生蜗(parasitoid mites)(皮刺 蜗科(Dermanyssidae))如熱帶鼠蟎(柏氏禽刺蜗 ((9_r/7it/7〇/7yssi/s bacoi:』))、北方禽瞒(northern fowl mite) (禽刺蜗(i/jo/iyssus )、及禽紅蜗(poultry red mite)(雞皮刺蜗(Penna/^sst/s ^i7i/3ae));恙蜗 (ch i ggers)(恙蜗科(Trombi cu 1 i dae))如紅纖恙 (Lepioiro/»WdiL?/Haii:afflt7s/3i·) ; *知蛛(真4知蛛目(Araneae)) 如曰本葉螯蛛(Japanese foliage spider)(彭妮紅螯蛛 (C7}iraca/7ii/H _/apo/7j’Cii/B))、紅背虫知蛛(紅色换蛛 (Latrodectus hassel tii))等., 唇足綱(Chi lopoda):姑挺( 777ereuo/je/oa hi Igendorfi)、少練織讼〔Scolopendra subspinipes)等·, 倍足綱(Diplopoda):花園馬陸(garden millipede) (雅麗酸馬陸(6^idi7S graciJis))、紅色馬陸ddyopus 7】 320644 200922468 tambanus)等., 等足目(Isopoda):普通鼠婦(common pi 11 bug)(鼠婦 (Armadi11idium vulgare))專; 腹足綱(Gastropoda):黃螺(Li/naz 、黃 結蝓(Li/nax /hvus)等; 線蟲綱(Nematoda): 水稻幹尖線蟲(如/7€_?677(:乃〇_/6?65 665156}^)、草每芽線 蟲acris)、南方根結線蟲(southern root-knot nematode)(黃瓜根結線蟲(j/e_/〇icfo^y/7e hcc^niie))、北方根結線蟲(花生根結線蟲幻/此 /japia))、爪f圭切根線蟲(j/eJoidogj73e yaFauica)、大豆孢 囊線蟲(soybean cyst nematode)(大豆孢囊線蟲 (丑eieroderag7yc如es))、馬鈴薯孢囊線蟲(馬鈴薯金黃線 蟲(67ob〇de_ra rosioc/n’ensis))、咖啡根腐線蟲(coffee root -1 es i on nema t ode)(咖啡短體線蟲(pra ty 7 e/ic/ji/s co//eae))、加州根腐線蟲(落選短體線蟲 neglectus))専。 包括本發明化合物或其鹽之本發明之農藥組合物可使 用於豢養動物疾病治療及畜牧業之領域,以及亦可使用於 棲息於脊椎動物體内及/或體外之外生性生物與寄生蟲,該 脊椎動物例如人類、牛、羊、山羊、緒、家禽、狗、|苗、 魚等,以維持公共衛生。該等生物與寄生蟲之例包括壁蝨 (硬蜱屬(Ixodes spp.))(例如肩板硬蜱(ix〇des scapularis))、牛壁蝨屬(Boophilus spp·)(例如微小牛蜱 320644 72 200922468 (Boophilus microplus))、花蜱屬(Amblyomma spp.)、蝨 蚤屬(Hyalomma spp·)、扇頭蜱屬(Rhipicephalus spp.)(例 如褐犬蜱(Rhipicephalus sanguineus))、血蜱屬 (Haemaphysalis spp.)(例如長角血蜱(Haemaphysalis longicornis))、革蜱屬(Dermacentor spp.)、鳥蜱屬 (Ornithodoros spp.)(例如非洲純緣蜱(Ornithodoros moubata))、寄生恙蜗(雞皮刺蜗(Dermanyssus gallinae))、北方禽蜗(囊禽刺蜗(Ornithonyssus sylviarum))、齋蜗(挤蜗屬(Sarcoptes spp.))(例如挤蟲 (Sarcoptes scabiei))、耳蟎屬(Psoroptes spp.)、足蟎 屬(Chorioptes spp.)、囊蟲(follicle mites)(蠕形蟎屬 (Demodex spp.))、沙蚤(chiggers)(真恙蜗亞屬 (Eutrombicula spp.))、斑蚊屬(Aedes spp.)(例如亞洲虎 虫文(Asian tiger mosquito)(白線斑蚊(Aedes albopictus))、癔蚊屬(Anopheles spp·)、家蚊屬(Culex spp.)、庫蠓屬(Culicodes spp·)、绳屬(Musca spp.)、皮 繩屬(Hypoderma spp.)、胃繩屬(Gasterophilus spp.)、 血繩屬(Haematobia spp. )、it屬(Tabanus spp·)、黑繩屬 (Simulium spp.)、錐鼻蟲屬(Triat⑽a spp.)、頭兹 (lice)(風毛目(Phthiraptera))(例如毛蟲屬(Damalinia spp.)、毛蟲屬(Linognathus spp.)、血蟲屬(Haematopinus spp.))、跳蚤(fleas)(頭梳蚤屬(Ctenocephalides spp.))(例如 _ 蚤(Ctenocephalides felis))、鼠蚤屬 (Xenopsylla spp.))、小黃家蟻(pharaoh ant)(小黃家蟻 73 320644 200922468 (Monomorium pharaonis));以及線蟲綱(Nematoda)[例如 毛圓線蟲(trichostrongyle)(例如巴西日圓線蟲 (Nippostrongylus brasiliensis)、艾氏毛線蟲 (Trichostrongylus axei)與蛇形毛圓線蟲 (Trichostrongylus colubriformis))、旋毛蟲(Trichina) (例如旋毛形線蟲(Trichinella spiralis))、检轉血矛線 蟲(Haemonchus contortus)、細頸線蟲(Nematodirus)(例 如巴特斯細頸線蟲(Nematodirus battus))、環頸奥思特線 蟲(Ostertagia circumcincta)、古柏氏線蟲屬(Cooperia spp.)、短小孢膜絛蟲(Hymenolepis nana)等。 包括將本發明化合物施用至害蟲或害蟲棲息地之害蟲 防治方法亦落入本發明之範疇。 對於本發明之防治害蟲的方法,本發明化合物或其鹽 可以其本身使用,然而’本發明化合物通常配方為上述本 發明之農藥組合物形式後使用。本發明之防治害蟲的方法 包括,例如,藉由與傳統農藥施用方法相同的方法,將本 發明化合物或其鹽或者本發明之農藥組合物,施用至害轰 或害蟲棲息地,使害蟲與本發明化合物或其鹽或者本發明 之農藥組合物接觸或將其攝入。 本發明害蟲之樓息地之例包括水田、旱田、耕地、茶_ 園、果園、未耕作土地、住宅區、育種盤(raising seedi丨叫 tray)、育苗箱(nursery box)、育苗土(nursery soil)、 育苗墊(nursery mat)、於水耕農場(hydroponic farm)之 水培養基(water culture medium)等。 320644 74 200922468 該施用方法之例包括噴灑處理、土壤處理、種處理及 水培養基處理。本發明中,喷灑處理包括葉部喷灑及莖幹 噴灑,且具體地包括以活性成分(本發明化合物或其鹽)處 理植物表面或害蟲本身,以顯現對害蟲之防治效果。土壤 處理包括例如將欲保護使其免於傷害(如遭害蟲嚙噬)之植 物的根圈土壤(rhi zosphere soi 1)以活性成分處理以直接 防治害蟲,或使活性成分由植物的根等滲透至植物内部以 防治害蟲。土壤處理之具體例包括植穴處理(planting hole treatment)(植穴噴灑、以及植穴處理後之土壤混合 (soil incorporation))、植物根部(plant root)處理(植 物根部喷灑、於植物根部之土壤混合、植物根部灌溉、以 及於晚苗期之植物根部處理)、植溝(pianting furrow)處 理(植溝噴灑、以及於植溝處理後之土壤混合)、植行 (planting row)處理(植行噴灑、於植行處理後之土壤混 合、以及方;生長期之植行嘴灑)、於播種期(t ime 〇f s〇wi ng) 之植行處理(於播種期之植行噴灑、以及播種期中於植行處 理後之土壤混合)、综合處理(br〇adcast treatment乂综合 土壤喷麗、綜合處理後之土壤混合)、其他土壤喷灌處理(於 生長期之顆粒製劑的葉部噴灑、於莖幹下或主莖周圍的喷 灑、土壤表面喷灑、土壤表面混合、播種穴&⑷ 喷麗、溝表面錢、以及植物間)、其他㈣(加耐叩 處理(土壞敷料、育苗期之敷料、化學注射處理、植物根部 敷料、化學滴水灌概(drip irrigati〇n)、化思灌既 (ChemigatlCm))、育苗箱處理(育苗箱表面賴、育苗箱之 320644 75 200922468 灌溉)、育苗盤處理(育苗盤喷灑、育苗盤灌溉)、育苗床 (nursery bed)處理(育苗床表面喷濃、育苗床敷料、低位 (lowland)育苗床表面喷灑、種浸滲)、床土壤混合處理(床 土壤混合、播種前之床土壤混合)、以及其他處理(壟混合 (ridging incorporation)、犁耕及施肥、表面土壤混合、 遮篷邊緣下之土壤混合、植位處理、以顆粒配方物之花簇 處理、糊狀肥料混合)。種處理包括以活性成分處理欲保護 使其免於傷害(如遭害蟲嚙噬)之種子、薯種或作物之球莖 或其附近,以顯現對害蟲之防治效果。種處理之具體例包 括噴灑、塗抹、浸滲、注入、被覆、膜覆及小粒被覆處理。 水培養基處理包括例如將活性成分添加至水培養基等以使 活性成分由欲保護使其免於傷害(如遭害蟲嚙噬)之作物之 根部等滲透至作物内部,以使植物受到保護免於害蟲傷 害。水培養基處理之具體例包括水培養基混合以及水培養 基輸注(interfusion) ° 上述施用方法中本發明之農藥組合物之施用量可根據 施用時間、施用地點、配方物形式等而合宜地變化,且於 植物生長處每公頃土壤之活性成分(本發明化合物或其鹽) 為0. 3至3, OOOg,較佳為50至3, OOOg。當本發明之農藥 組合物為可濕潤化粉末形式時,其較佳以水稀釋使活性成 分為0. 1至1,OOOppm,較佳為10至500ppm後使用。 本發明之農藥組合物或其水稀釋物可直接施用至害蟲 或植物(例如作物),以使欲保護之植物免於蟲害。或者, 耕地之土壤可以本發明之農藥組合物或其水稀釋物處理以 76 320644 200922468 防治害蟲棲息於該土壤。 當本發明之農藥組合物為樹脂配方物形式時,其可加 工為片或線帶後,藉由將其圍繞作物、將其置放於作物附 近、層放於植物基部之土壤表面等而施用。 當本發明之農藥組合物使用於防治傳染病時,以活性 成分對施用於空間而言,通常為0.001至10 mg/m3之本發 明化合物,且以活性成分對施用於平面而言,為0.001至 10 0 mg/m2之本發明化合物。為乳化濃縮物劑、可濕性粉劑 或可流動性配方物形式之農藥組合物,通常係以水稀釋後 使含有0. 001至10, 〇〇〇 ppm之活性成分後施用。為油性溶 液、氣霧劑、煙燻劑或毒餌形式之農藥組合物通常係以其 原有之形式施用。 當本發明之農藥組合物使用於防治家畜(例如牛、馬、 豬、绵羊、山羊及雞)或小型動物(例如狗、1结、大鼠及小 鼠)之外生寄生蟲時,該組合物可經由獸醫領域中已知方法 施用至該等動物。具體而言,當欲用於全身性防治時,本 發明農藥組合物例如係作為錠劑、飼料混合物、栓劑及注 射劑(例如肌内注射、皮下注射、靜脈内注射、腹腔内注射 等)之方式投藥。當欲用於非全身性防治時,使用本發明之 農藥組合物的方法包括將油性溶液或水性液體形式之農藥 組合物,以喷麗、洗注(pour-on)處理或滴注(spot-on)處 理、以洗髮精配方物形式之農藥組合物來清洗動物、或將 樹脂配方物形式之農藥組合物製成頸圈或耳標形式裝配於 動物。當投藥至動物時,本發明化合物之量通常每1公斤 77 320644 200922468 (kg)動物體重為〇. 1至1,〇〇〇亳克(mg)之範圍。 實施例 本發明將藉由示於下文之製造例、參考製造例、調配 例及試驗例進〆步說明本發明。然而本發明並不以該等為 限。 於下述製造例及參考製造例中’例如,使用TLC(薄層 層析)分析手段用於反應監控或管柱層析操作之洗出液的 監控。TLC用藥劑’係使用MERCK製造之Kiesel Gel 60F 254(70至230網眼),或使用UV光之偵測方法。管柱層析 用藥劑’例如’使用由Kanto Chemical Co.,Inc.製造之 碎勝 60 (球形’粒徑 63 至 21 Onm),或由 Wako Pure Chemical Industry Inc·製造之 Florisil (100 至 200 網眼)。於中 壓製備性HPLC中,例如,使用Yamazen K. K.製造之 Ultrapack(填充物:石夕膠)。於丽R質譜分析中,使用四甲 基石夕院作為内標準,且例如使用JEOL AL-400 Bruker AVANCE 400(除非另行說明,否則測量溫度為25°C)。對於 炫點測量,例如使用Yanagimoto Seisakusho Κ· K.製造 之微量炫點測量儀。 本說明書中,示於下文之簡寫或詞語意指下述者。 s :單峰,br :寬锋,brs :寬單峰,d:雙峰,m:多 峰,dd :雙雙峰,t :三峰,J :偶合常數,Hz :赫茲;Wgi/3tioctopij/3ciaia)); bark beetles (Scolytidae) such as powder post beetle (Lyctus, and pine shoot beetle) To/sicuspinipercfa); false powder-post beetles (Bostrychidae); spider beetles (Ptinidae); Longhorn beetles) (Cerambycidae) such as white-spotted longicorn beet le (J. (Anoplophora fl/a Jasiaca); stag beetle (Sp.)); Insects (Paederi/s fi/scipes), etc.; Orthoptera: Asiantic locust (Loci/sia /si^gratoria), African mole cricket (African mole cricket) ((Trj^ioiaipa a/ricana)), rice bran (small-winged rice yezoei/sis), rice 4 emperor (japanese japonica), Grylloidea, etc.; Siphonaptera: I nursery (Cie/2〇cepi?a7_/des /e_/is), canine (Ctenocephalides canis), A§: {KPulex irri ta/js), Oriental groin (Indian rat (Ie/7〇psW ks)); Anoplura: human ikCPediculus humanus corporis), edema (PM/7irus pMis), short-nosed 67 320644 200922468 cattle louse) (Zfee/Hatopji/jiis euryster/iL/s), sheep worm (amnivorous oWs), swine fever (porcine cockroach (ugly ae/nai〇pi s su/s)), etc. Hymenoptera: ants (Form ici dae) such as Xiao Huangjia ants (#〇/2〇/η〇_τ y pharaonis), silk, first brown forest% (Formica fusca japonica), Tickets, home ants (g7aber), double-handed ants QPristomyrmex pungens, xheidole noda), leaf-cut ants (cro/oyr/nex spp.), and fire Ant (SoJe/jopsis spp.); wasp (Vespidae); swollen bee (Bethylidae); leaf bee (Tenthredinidae) such as cabbage leaf bee (Zthajia rosae), and Athal ia japonica, etc., Blattodea: German 螂 (WaiieJJager/oa/jica), Smoke brown cockroach (black chest cockroach (PeripJa /jeia )), American Periplaneta (Periplaneta americana), Periplaneta brunnea, Blatt oriental is, etc.; Isoptera: Termites such as Japanese subterranean termite (i?etici7hier/nes s_peraii/s), Taiwanese termite (Formosan subterranean termite) (Taiwan termite (Copioirer/ses /or/) Wosai/L/s)), Western Wood White Stork (Small 68 320644 200922468 楹 Termite (iwcisi ier/Hes / ni/3〇r)), Large Black Wood Termite (Cirptoter/z/es do /Hesi!.ci;s)), Odontotermes formosanus, Neoternies koshunensis, Glyptotermes satsumensis, Glyptotermes nakajimai, Glyptotermes Fuscus) ' M ^ %(Glyptotermes kodamai), tree termite (Glyptotermes kushimensis), 曰本湿, wood termite (Japanese original white sacrifice (10,000 odoier/oopsis _/apo/3ica)), home termite (Coptotermes guangzhoensis), black Reticulitermes miyatakei ' ^ ^ (eastern subterranean termite) (i?e 玄ici/Jj.iejToes flavipes amamianus), Reticulitermes sp. 'iVasutj· ter/ses takasagoensis , near-termed termites (Pericapri /7′′·tobe”·), Taiwanese captive termites (Sinocapritermes mushae), yellow-skinned white soil (Reticul itermes flavipes), western white soil (Reticul itermes hesperus), southern CReticul itermes tibial is ), gold and white weaving CHeterotermes atireiis) and Nevada ancient white sacrifice (Zooter/wopsis /^eFadensis), etc.; Acarina: Arachnoid (Tetranychidae) such as two-point leaf worm (two K. sinensis (T'etra/^'cAuswriicae), Kanzawa spider mite (Te ira/7yci?l/s A, a/?za i), orange 4 Known spiders (Panonychus ci tri'), European red mite 69 320644 200922468 (榆 螨 螨, and 螨 螨 spp.); 瘿螨 (eriophyid mites) ( Eriophyidae) such as orange rust ci (ciijfops peieicassi), rust worm (/^ynocoj^ruta cit Ri), tomato thorn skin 番茄 (cujops Jycopersici), purple tea pur (purpie soil (10) mite) (violet rust (Caiacarus cari / 7aii; s)) 'tea orange 瘿螨 (pink tea Rust mite) (japp/3j^Ja iheava^ran), pear worm (five riophyes cMbae; 7sis), and apple rust mites (Zcl/Jl/s sc/ 3_/ec/3ie_nda_/i)), tarosonemid mites (Tarsonem i dae) such as tea mite (Pojyp/]a "otarsone/ffus Jabs") Faise spider (Brevipalpus phoenicis); (Tuckerellidae); 蜱 (Ix〇didae) such as long-horned blood (^Haemaphysal ls 1 ongicornis), ύτ缉QlJaeinaphysa 1 is /Java), Taiwan蜱 (i)e/7Hace/3i〇r iajianicus), American dog tick (Zero er/nace/2i〇r FariabiJis)) 'Oval hard 蜱 (/x〇des Ovaius), full scorpion scorpion (/xocfes persdcahs), black leg ticks (black-footed scorpion (/fork (10)e>s scapuJaris)), i〇ne star tick (Amblyomma americanum) ), tiny calf WoopMJii s microplus), and brown sputum (Rhipicephalus sa/3 ie i'/ietys); psoroptidae such as deafness (Oiodectes cj/73〇t_z>s); Itch mites) (| worms 320644 70 200922468 (Sarcoptidae)) such as Sarcopies scaWei; follicle mites (Demodicidae) such as canine hair follicles (Canine hairy worm (Z) e / B〇dex ca/iis)); powder worm (Acaridae) such as mold mite (jyrop/japis puiresce/2iiae), and rotted casein (7>Γ〇ρ / ϊ 3 s ssi / oih.s); home dust worm (Pyrog 1 yph i dae) such as the American dust worm (Dermatophagoides farinae), the reverse 鏖 butterfly (Der / natophagoides ptreiiyssni / s); meat 螨 ( Cheyletidae), such as the common meat worm erudj'ti/s), the horse cockroach meat worm (CijeyJetus /0aJacce/7sis), and the meat worm (CTjeyJetus /Boorei·); parasitoid mites (skin) Dermanyssidae) such as the tropical squid (Pr. sinensis (9_r/7it/7〇/7yssi/s bacoi: 』)), northern fowl mite (northn fowl mite) (i/jo /iyssus ), And poultry red mite (Penna/^sst/s ^i7i/3ae); ch i ggers (Trombi cu 1 i dae) such as red fiber 恙(Lepioiro/»WdiL?/Haii: afflt7s/3i·); * Know the spider (Araneae) such as the Japanese foliage spider (Pennie red-cabbard (C7} iraca/7ii/ H _/apo/7j'Cii/B)), Red-backed spider (Latrodectus hassel tii), etc., Chi lopoda: 挺 ( 777ereuo/je/oa hi Igendorfi) , Scolopendra subspinipes, etc., Diplopoda: garden millipede (6^idi7S graciJis), red horse ddyopus 7 320644 200922468 tambanus, etc., Isopoda: common pi 11 bug (Armadi11idium vulgare) special; Gastropoda: yellow snail (Li/naz, yellow knot (Li/nax / hvus) Nematoda: Rice stem-tailed nematode (eg /7€_?677(:Nai _/6?65 665156}^), grass budworm acris), southern root-knot nematode (southern root-knot) Nematode) (Cube root knot nematode (j/e_/〇 Icfo^y/7e hcc^niie)), northern root-knot nematode (peanut root knot nematode / this / japia)), claw f-cutting nematode (j/eJoidogj73e yaFauica), soybean cyst nematode (soybean cyst nematode) (Soybean cyst nematode (ugly eieroderag7yc as es)), potato cyst nematode (67ob〇de_ra rosioc/n'ensis), coffee root -1 es i on nema t ode ( Coffee short-stem nematode (pra ty 7 e/ic/ji/s co//eae)), California root rot nematode (missing nematoctus). The pesticidal composition of the present invention comprising the compound of the present invention or a salt thereof can be used in the field of animal disease treatment and animal husbandry, and can also be used for inhabiting vertebrates and/or in vitro exogenous organisms and parasites. The vertebrate such as humans, cows, sheep, goats, snails, poultry, dogs, seedlings, fish, etc., to maintain public health. Examples of such organisms and parasites include niches (Ixodes spp.) (eg, ix〇des scapularis), Boophilus spp. (eg, tiny calves 320644 72 200922468) (Boophilus microplus)), Amblyomma spp., Hyalomma spp., Rhipicephalus spp. (eg Rhipicephalus sanguineus), Haemaphysalis spp .) (eg, Haemaphysalis longicornis), Dermacentor spp., Ornithodoros spp. (eg, Ornithodoros moubata), parasitic snail (chicken skin spur (Dermanyssus gallinae)), northern avian snail (Ornithonyssus sylviarum), snail (Sarcoptes spp.) (such as Sarcoptes scabiei), Psoroptes spp. , Choriopteres spp., follicle mites (Demodex spp.), chiggers (Eutrombicula spp.), Aedes ( Aedes spp.) (eg Asian tiger mosquito (Aed) Es albopictus)), Anopheles spp., Culex spp., Culicodes spp., Musca spp., Hypoderma spp., stomach Gasterophilus spp., Haematobia spp., it genus Tabanus spp., Simulium spp., Triat (10) a spp., lice Phthiraptera) (eg, Damalina spp., Linognathus spp., Haematopinus spp.), fleas (Ctenocephalides spp.) (eg _ C (Ctenocephalides felis), genus Xenopsylla spp.), pharaoh ant (Small yellow ant 73 320644 200922468 (Monomorium pharaonis); and Nematoda (eg Nematoda) [eg Trichostrongyle (eg, Nippostrongylus brasiliensis, Trichostrongylus axei, and Trichostrongylus colubriformis), Trichina (such as Trichinella spiralis) ), detection of Haemonchus contor (Haemonchus contor) Tus), Nematodirus (eg Nematodirus battus), Ostertagia circumcincta, Cooperia spp., Hymenolepis nana )Wait. Pest control methods including application of the compound of the present invention to pests or pest habitats are also within the scope of the present invention. For the method for controlling pests of the present invention, the compound of the present invention or a salt thereof can be used as it is, however, the compound of the present invention is usually used in the form of the above-mentioned agricultural chemical composition of the present invention. The method for controlling pests of the present invention comprises, for example, applying the compound of the present invention or a salt thereof or the agrochemical composition of the present invention to a pest or pest habitat by the same method as the conventional pesticide application method, so that the pest and the present The compound of the invention or a salt thereof or the pesticidal composition of the invention is contacted or ingested. Examples of the pests of the present invention include paddy fields, dry fields, cultivated land, tea gardens, orchards, uncultivated land, residential areas, breeding trays (raising seedi t t ray), nursery boxes (nursery boxes), nursery soils (nursery) Soil), nursery mat, water culture medium, etc. in hydroponic farm. 320644 74 200922468 Examples of the application method include spray treatment, soil treatment, seed treatment, and water culture treatment. In the present invention, the spraying treatment includes leaf spraying and stem spraying, and specifically includes treating the surface of the plant or the pest itself with the active ingredient (the compound of the present invention or a salt thereof) to exhibit the control effect against the pest. Soil treatment includes, for example, the rhizosphere soil (rhi zosphere soi 1) of a plant to be protected from injury (such as pest bites) treated with the active ingredient to directly control the pest, or the active ingredient is infiltrated by the root of the plant or the like. Go inside the plant to control pests. Specific examples of soil treatment include planting hole treatment (plant hole spraying, and soil incorporation after acupoint treatment), plant root treatment (plant root spray, plant root) Soil mixing, root irrigation of plants, and root treatment in late seedlings), pisting furrow treatment (groove spraying, and soil mixing after planting), planting row treatment (planting) Spraying, soil mixing after planting, and square; growing in the growing season), planting in the sowing period (t ime 〇fs〇wi ng) (planting in the sowing period, and In the sowing period, the soil is mixed after the planting treatment), the comprehensive treatment (br〇adcast treatment), the soil mixing after the comprehensive treatment, and the other soil sprinkling treatment (the spraying of the leaf preparation in the growing season) Spraying under the stem or around the main stem, spraying on the surface of the soil, mixing the soil surface, seeding points & (4) spraying, ditch surface money, and plants), other (4) Treatment (soil dressing, dressing during seedling period, chemical injection treatment, plant root dressing, chemical drip irrigation (drip irrigati〇n), chemical irrigation (ChemigatlCm)), nursery box treatment (bowl seedling box surface, seedling box) 320644 75 200922468 Irrigation), seedling tray treatment (spraying of seedling trays, irrigation of seedling trays), nursery bed treatment (spraying on the surface of nursery beds, dressing of nursery beds, surface spraying of lowland nursery beds, species Infiltration), bed soil mixing (bed soil mixing, bed soil mixing before sowing), and other treatments (ridging incorporation, ploughing and fertilizing, surface soil mixing, soil mixing under the edge of the awning, planting Treatment, mixing with floral clusters of granule formulas, mixing with paste fertilizers. The treatment consists of treating the seeds, potato seeds or crop bulbs or their crops to be protected from damage (such as pest bites) with active ingredients. In the vicinity, the effect of controlling pests is revealed. Specific examples of the treatment include spraying, smearing, impregnation, injection, coating, film coating and granule coating treatment. The base treatment includes, for example, adding the active ingredient to an aqueous medium or the like to infiltrate the active ingredient into the interior of the crop by the root of the crop to be protected from damage (such as pest bites), so that the plant is protected from pest damage. Specific examples of the treatment of the aqueous medium include water medium mixing and water medium infusion. The application amount of the pesticidal composition of the present invention in the above application method may be appropriately changed depending on the application time, the application place, the form of the formulation, and the like, and The active ingredient (the compound of the present invention or a salt thereof) per hectare of soil at the plant growth site is 0.3 to 3, OOOg, preferably 50 to 3, OOOg. When the agricultural chemical composition of the present invention is in the form of a wettable powder, it is preferably diluted with water to give an active ingredient of from 0.1 to 10,000 ppm, preferably from 10 to 500 ppm. The pesticidal composition of the present invention or its aqueous dilution can be directly applied to pests or plants (e.g., crops) to protect the plants to be protected from pests. Alternatively, the soil of the cultivated land may be treated with the pesticidal composition of the present invention or its aqueous dilution to control the pest inhabiting the soil at 76 320644 200922468. When the pesticidal composition of the present invention is in the form of a resin formulation, it can be processed into a sheet or a tape, and then applied by placing it around a crop, placing it near a crop, layering it on a soil surface of a plant base, or the like. . When the pesticidal composition of the present invention is used for the control of infectious diseases, the active ingredient is applied to the space, usually from 0.001 to 10 mg/m3 of the compound of the present invention, and the active ingredient to the plane is 0.001. A compound of the invention up to 100 mg/m2. The agrochemical composition in the form of an emulsified concentrate, a wettable powder or a flowable formulation is usually applied after dilution with water to give an active ingredient containing from 0.001 to 10, 〇〇〇 ppm. The pesticidal composition in the form of an oily solution, an aerosol, a fumigant or a bait is usually applied in its original form. When the pesticidal composition of the present invention is used for controlling parasites other than livestock (such as cattle, horses, pigs, sheep, goats, and chickens) or small animals (such as dogs, 1 knot, rats, and mice), the combination The materials can be administered to such animals via methods known in the veterinary art. Specifically, when it is intended to be used for systemic control, the pesticidal composition of the present invention is used, for example, as a tablet, a feed mixture, a suppository, and an injection (for example, intramuscular injection, subcutaneous injection, intravenous injection, intraperitoneal injection, etc.). Dosing. When intended for non-systemic control, the method of using the pesticidal composition of the present invention comprises treating the pesticidal composition in an oily solution or an aqueous liquid with a spray, a pour-on treatment or a drip (spot- On) treating, washing the animal with a pesticidal composition in the form of a shampoo formulation, or assembling the pesticidal composition in the form of a resin formulation into a collar or an ear tag to assemble the animal. When administered to an animal, the amount of the compound of the present invention is usually in the range of from 1 to 1, in grams per kilogram of 77 320644 200922468 (kg) of animal body weight. EXAMPLES The present invention will be further illustrated by the following production examples, referenced production examples, formulation examples, and test examples. However, the invention is not limited thereto. In the following production examples and reference production examples, for example, TLC (Thin Layer Chromatography) analysis means is used for monitoring the eluate of the reaction monitoring or column chromatography operation. The TLC agent used was Kiesel Gel 60F 254 (70 to 230 mesh) manufactured by MERCK, or a method of detecting UV light. The column chromatography reagent 'for example' uses a crushed 60 (spherical 'particle size 63 to 21 Onm) manufactured by Kanto Chemical Co., Inc., or Florisil (100 to 200 net) manufactured by Wako Pure Chemical Industry Inc. eye). In the medium-pressure preparative HPLC, for example, Ultrapack (filler: Shiqi gum) manufactured by Yamazen K.K. is used. In the R-R mass spectrometry analysis, Tetramethyl sylvestre was used as an internal standard, and for example, JEOL AL-400 Bruker AVANCE 400 was used (the measurement temperature was 25 ° C unless otherwise stated). For the spot measurement, for example, a microscopic point measuring instrument manufactured by Yanagimoto Seisakusho Κ·K. In the present specification, the abbreviations or words shown below mean the following. s : single peak, br : wide front, brs : wide single peak, d: doublet, m: multiple, dd : doublet, t: triple, J: coupling constant, Hz: Hertz;

室溫:約15至25°C 其次,本發明化合物之製造例示於下文。 製造例1 78 320644 200922468 (1) N-[l -苯基-3-(苯基硫基)-2 -亞丙稀基]苯胺(後 文中,稱為本發明化合物1)之製造 於冰冷卻下,對N-(l-苯基亞丙炔基)苯胺(0. 5g)之氯 仿溶液(5ml)添加硫基紛(0. 26g)與三乙基胺(催化劑量), 且於冰冷卻下攪拌該混合物2小時後,減壓濃縮。所得殘 質進行矽膠管柱層析(己烷:乙酸乙酯=10 : 1),獲得呈黃 色油之本發明化合物1 (0. 63g)。 ^I-NiCR (CDC13) δ (ppm): 6.33 (1H, d( J = 15.5 Hz), 6.78 to 6-98 (3H, m), 6.94 (IH, d, u = 15.9 Hz) , 7.04 to 7.7G (12H, m) 製造例2至206 下述化合物根據實施例1之製造方法製造。 (2) N-[ 1-(4-氯苯基)-3-(3-氟苯基硫基)-2-亞丙烯 基]苯胺(後文中,此化合物稱為「本發明化合物2」) 1 E-imR (CDCl3 ) δ {ppm) : 6.23 (0 . δΗ, d, J=15.9P:2} , 6 · 47 C 0,2K, d, J=9.SH2), 6,46〜7.83(14H,m) (3) Ν-[1-(4·~氯苯基)-3-(4 -說苯基硫基)·~2-亞丙稀 基]苯胺(後文中,此化合物稱為「本發明化合物3」) "H-NFjR (CDC13 } δ (pprr) : 6.04 < 1H, d, J=l:5 SHz} , 6,74〜7 · 54 < 14H, m〉 (4) N-[l-(4-氯苯基)-3-(2-氯苯基硫基)-2-亞丙烯 基]苯胺(後文中,此化合物稱為「本發明化合物4」) (CDC13 ) δ (ppm) : 6.17 (m , 6.78 〜7· 65 (14Η,τη) (5) N-[l-(4 -氯苯基)-3-(3 -氯苯基硫基)-2-亞丙稀 基]笨胺(後文中,此化合物稱為「本發明化合物5」) 79 320644 200922468 H-Z-JMR {CDC13 } 5 (ppm): ,S.78〜7·68(14Η,π〇 (6) N-[l-(4-氯苯基)-3__(4_氣苯基硫基)_2_亞丙烯 基]苯胺(後文中,此化合物稱為「本發明化合物6」) Η ΝΜΕ^Κ:13)δ(ρρτη) : 6.l3(lH,d,j=15.6Hz),s.74〜7_6gi(14H々) (7) N-[ 1-(4-氯苯基)-3-(2-溴苯基硫基)-2-亞丙烯 ,]苯胺(後文中,此化合物稱為「本發明化合物7」) 1H^(CDCl3)6(ppin); β.19(1Ηίό,^15.9Η2)ί6>78^7_66(14Ηίΐπ) (8) N-[ 1-(4-氯苯基)-3-(3-溴苯基硫基)-2-亞丙烯 ,]苯胺(後文中,此化合物稱為「本發明化合物8」) 1H-NMR(CDCl3}5(ppra): S.22(lH,d,^1S.9H2)/^4^7_6B(l4H/m) (9) N-[ 1-(4-氯苯基)-3-(4-溴苯基硫基)-2-亞丙烯 苯胺(後文中,此化合物稱為「本發明化合物9」) ^-酿赚13)5(_):6•靡.8H,d^isn ^卯.2^ ,S.45〜7.66<14H,m) (10) N-[l-(4-氣苯基)-3-(3-三氟甲基苯基硫基)-2-p丙烯基]苯胺(後文中,此化合物稱為「本發明化合物10」) ‘職(CDCl3)5(ppm): S,23UH 冰心15,剛,6.3〇〜7,85(14:切} (11) N-[ 1-(4-氣苯基)-3-(2-曱基笨基硫基)-2-亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物1丨」) K-NMS(CDCl2)5(ppm} : 2.32 {2.5H) ,2.33(0.5¾^}, 5.93(〇u,j!=i5.4K2), s.2⑽.2Η,ά々ΐ5.4_ 彳·5卜 7-61(14Η,π) (12) N-[ 1-(4-氯苯基)-3-(4-甲基笨基硫基)-2-亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物12」) 320644 80 200922468 3H-WMR(CDC13 JSippm): 6.10(0.8Hrd,J=15.6Hz) 7.84 (14H,tn)Room temperature: about 15 to 25 ° C Next, the production examples of the compounds of the present invention are shown below. Production Example 1 78 320644 200922468 (1) N-[l-phenyl-3-(phenylthio)-2-propyleneidene]aniline (hereinafter referred to as Compound 1 of the present invention) was produced by ice cooling Next, a solution of N-(l-phenylpropynylene)aniline (0.5 g) in chloroform (5 ml) was added with sulfur (0.26 g) and triethylamine (catalyst amount), and cooled in ice. The mixture was stirred for 2 hours and concentrated under reduced pressure. The residue was subjected to hydrazine column chromatography (hexane: ethyl acetate = 10:1) to afford Compound (1. ^I-NiCR (CDC13) δ (ppm): 6.33 (1H, d ( J = 15.5 Hz), 6.78 to 6-98 (3H, m), 6.94 (IH, d, u = 15.9 Hz) , 7.04 to 7.7 G (12H, m) Production Examples 2 to 206 The following compounds were produced according to the production method of Example 1. (2) N-[1-(4-Chlorophenyl)-3-(3-fluorophenylthio) 2-propenylene] aniline (hereinafter, this compound is referred to as "the compound 2 of the present invention") 1 E-imR (CDCl3 ) δ {ppm) : 6.23 (0 . δΗ, d, J=15.9P: 2} , 6 · 47 C 0,2K, d, J=9.SH2), 6,46~7.83(14H,m) (3) Ν-[1-(4·~chlorophenyl)-3-(4 - Phenylthio)·~2-propyleneoxy]aniline (hereinafter, this compound is referred to as "the compound 3 of the present invention") "H-NFjR (CDC13 } δ (pprr) : 6.04 < 1H, d , J=l:5 SHz}, 6,74~7 · 54 < 14H, m> (4) N-[l-(4-chlorophenyl)-3-(2-chlorophenylthio)- 2-propenylene] aniline (hereinafter, this compound is referred to as "the compound 4 of the present invention") (CDC13) δ (ppm): 6.17 (m , 6.78 〜 7· 65 (14 Η, τη) (5) N-[ L-(4-Chlorophenyl)-3-(3-chlorophenylthio)-2-propyleneidene] stilbene (hereinafter, this compound is referred to as "the compound of the present invention 5" 79 320644 200922468 HZ-JMR {CDC13 } 5 (ppm): , S.78~7·68(14Η,π〇(6) N-[l-(4-chlorophenyl)-3__(4_qiphenyl Thio)) 2 -propenylene] aniline (hereinafter, this compound is referred to as "the compound 6 of the present invention") Η ΝΜΕ^Κ: 13) δ(ρρτη) : 6.l3 (lH, d, j = 15.6 Hz) , s. 74~7_6gi(14H々) (7) N-[ 1-(4-chlorophenyl)-3-(2-bromophenylthio)-2-propylene,] aniline (hereinafter, this The compound is referred to as "the compound of the present invention 7") 1H^(CDCl3)6(ppin); β.19(1Ηίό,^15.9Η2)ί6>78^7_66(14Ηίΐπ) (8) N-[ 1-(4-chloro Phenyl)-3-(3-bromophenylthio)-2-propylene,] aniline (hereinafter, this compound is referred to as "the compound 8 of the present invention") 1H-NMR (CDCl3}5 (ppra): S .22(lH,d,^1S.9H2)/^4^7_6B(l4H/m) (9) N-[ 1-(4-Chlorophenyl)-3-(4-bromophenylthio)- 2-propylene aniline (hereinafter, this compound is referred to as "the compound 9 of the present invention") ^- Brewing 13) 5 (_): 6•靡.8H, d^isn ^卯.2^, S.45~ 7.66 <14H,m) (10) N-[l-(4-Phenylphenyl)-3-(3-trifluoromethylphenylthio)-2-ppropenyl]aniline (hereinafter, this Compound 10") (CDCl3) 5 (ppm): S, 23UH Bing Xin 15, Gang, 6.3 〇 ~ 7, 85 (14: cut) (11) N-[ 1-(4-Phenylphenyl)-3 -(2-indolylthiothio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention") K-NMS (CDCl2) 5 (ppm): 2.32 {2.5H ), 2.33 (0.53⁄4^}, 5.93 (〇u, j!=i5.4K2), s.2(10).2Η, ά々ΐ5.4_ 彳·5 Bu 7-61(14Η,π) (12) N- [1-(4-Chlorophenyl)-3-(4-methylphenylthio)-2-propenylene]phenylamine (hereinafter, this compound is referred to as "the compound 12 of the present invention") 320644 80 200922468 3H -WMR (CDC13 JSippm): 6.10 (0.8Hrd, J = 15.6Hz) 7.84 (14H, tn)

2-3l(2.4H,s}i2.32{QgH 6'39(〇'2a,diJ^15-SHs),β.52-(13)印介氯笨基)1(2,4-二甲基苯基硫基)-2-亞丙稀基胸(後文中’此化合物稱為「本發明化合_」) H-^R(CDCl3)5(ppTO): 2-27(4.5H,S),2.29(1 5H<s)f =請,咖5娜,㈣·邮,S.54〜 7.60 (l3Hfm) (14) N-[卜(4-氣苯基)|(3_?氧絲基硫基)_2_亞 丙稀基]苯胺(敎中’此化合物稱為「本發明化合物14」) 心酿(⑽3)δ㈣:3·72咖s) m uw15 .則,s.7卜 7.B1 (14H,m) (15) N-[l-(4-氣苯基)-3-(4-甲氧基苯基硫基)_2一亞 丙烯基]苯胺(後文中,此化合物稱為「本發明化合物15」) :H-馳(CDC13 ) δ (ppm} : 3.7S (2 · 2:κ 3 •叫 d 3 · 52 (Ο ·4Η, s), 5*95υ=15·6Κ2),g 2S(0.2H,d/J=15.6Hz) 6,35〜7,60 (14Η,π〇 (16) Ν-[1-(4-氣苯基)-3-(2, 4-二氯笨基硫基)-2-亞 丙烯基]苯胺(後文中,此化合物稱為「本發明化合物16」) 1H-N]VIR(CDC13 )5(ppm) : 6.10 {0.8H, d, J=15 _ eHz) 6-47(0.21^(^3=15.6:42),6.57-7.64(13^4) (17) N-[ 1-(4-氯苯基)-3-(4-硝基苯基硫基)-2-亞丙 ^基]苯胺(後文中,此化合物稱為「本發明化合物17」) :6.42〜S,S〇 (18) N-[l-苯基-3-(2-氟笨基硫基)_2-亞丙烯基]笨 320644 81 200922468 胺(後文中,此化合物稱為「本發明化合物18」) “H-NMR (CDCl3 ) 5 (ppm> : δ , 13 (〇 . 8H, d, j=i5 · , s j.〜 6.40(0,2H,n〇, 6.42〜7.S2{lSH,m> (19) N-[l-苯基-3-(3-氟苯基硫基)-2-亞丙烯基]苯 胺(後文中,此化合物稱為「本發明化合物19」) (CDC13 } δ (ppm) : δ , 2 8 (C . 9H, d, J=l5.6Ez}, 6 5 <D,lK,<a,u=l〇.〇Hz), 6.57〜7.71{l5H,m} (20) N-[l-苯基-3-(4-氟苯基硫基)-2-亞丙烯基]苯 胺(後文中,此化合物稱為「本發明化合物2〇」) 6.48{〇.3Ηίΐη) , 6.57-7.57α5Ηί1Τΐ) (21) Ν-Π-苯基-3-(2-氯苯基硫基)-2-亞丙烯基]笨 胺(後文中,此化合物稱為「本發明化合物21」) H-I^KR(CDC13 ) δ (ppm) :€.21 (ο 8H d J 1 ^ *〇Η,α(J=15.6Hz) , 6.54(0.23,0, J=15.6H2), 6.52~7.7C{15H(m) (22) N-[l-苯基-3-(3-氯苯基硫基)-2-亞丙烯基]笨 ,(後文中,此化合物稱為r本發明化合物22」) H liMR (CDC1, ) δ (ppm) : 6.26 (ο 7Η d 7 η π; ctr \ ,Η,d,J=15,6hz) , 6.56{0.3H,d, J=15‘SH2L6.52〜7.88(isH,m) (23) Ν [1本基3-(4-氯苯基硫基)-2-亞丙晞基]笨 ,(後文中,此化合物稱為「本發明化合物23」) H-NTiR(cDci3 ) δ{ρριη) :6.17 {0 8H d T i c c-j ^ 'υ·8Η,ά, J*15.6rl2) , 6.43 (〇 . 2K, d, J=1S*SH2〉' 6.50 〜▽.WUSHm} 24) N— [1 -苯基3-(2-溴苯基硫基)-2-亞丙烯基]苯 胺(後文中,此化合物稱為「本發明化合物24」) 320644 82 200922468 w職(CDCl3帅㈣:s.24(0,3Kwis.則,6.57(〇我纪 J=15.SH2),6.60~7‘71(15H,m) (25) N-[l-苯基-3-(3-溴笨基硫基)_2—亞丙烯基]笨 胺(後文中,此化合物稱為「本發明化合物25」) 七臟(咖13购_:6.2❺.7以^15则'口6.帅萬d, J=9.8H2) , 6·59〜7-69{15ϋ,ιη) (26) N-[l-苯基-3-(4-溴苯基硫基)-2-亞丙烯基]笨 胺(後文中,此化合物稱為「本發明化合物26」) 3 H-臟(CDCl3 ) δ {ppm> : S · 18 < G . 8H, d,〜is ·酬. s⑽ ’ 2n J=15.6Hz} , 6.50~7.67{15H/m) (27) N-[l-苯基-3-(3-三氟曱基苯基硫基)-2-亞丙烯 基]苯胺(後文中,此化合物稱為「本發明化合物2 7」) ^^(00013)6^):6.28(0.83,^^15.9^), 6.36{0.2H,d, J:l£K7Hz〉,S.S8 〜7-67(15H,m> (28) Ν-Π-苯基-3-(2-甲基苯基硫基)-2-亞丙烯基] 苯胺(後文中,此化合物稱為「本發明化合物28」) J=15 _ 似〉,6 30 ( 0 · 3Ei d, J=ls . 4H2) .幻〜? · (i5H一 (29) N-[l-苯基-3-(3-甲基笨基硫基)-2-亞丙烯基] 苯胺(後文中,此化合物稱為r本發明化合物29」) ^-2iMR{CDCl3).5(ppirJ:2.28(2.4«,s),2.35(0.6^1,8), 5.97(0.eH,d( (30) 苯基-3-(4-曱基苯基硫基)-2-亞丙烯基] 苯胺(後文中,此化合物稱為「本發明化合物3〇」) 320644 83 200922468 1H-^R(CDCl3)6(pprr.):2.30(2.3H,S),2,35{〇.7H,s), 6.14(〇.8H(d/ ^15.6HZ},6‘42(C.2H,d,J=15.6HZ),S,Ss〜i6MlSH,m> (31) N-[l-苯基-3-(2, 4-二曱基苯基硫基)-2-亞丙稀 基]苯胺(後文中,此化合物稱為「本發明化合物31」) iH-NMR(CDCl3)5(ppro}:2.26{2.4Hfs)i2.28(2>4H/S)i2^3(0.eK(S) -2-42(0.βΗ,β),5.86(0.eH,d,a,15.4H2),6.21(〇.2H/di^15>4H2K62-3l(2.4H, s}i2.32{QgH 6'39(〇'2a,diJ^15-SHs),β.52-(13) chlorinated base 1(2,4-dimethyl Phenylthio)-2-propylene propylene (hereinafter referred to as "this compound is referred to as "the compound of the present invention") H-^R(CDCl3)5(ppTO): 2-27 (4.5H, S) , 2.29 (1 5H < s) f = please, coffee 5 Na, (four) · post, S.54~ 7.60 (l3Hfm) (14) N-[Bu (4-Phenylphenyl) | (3_? Oxygen-based sulfur Base)_2_propyleneidene]aniline (this compound is referred to as "the compound of the present invention 14") heart brewing ((10)3) δ (four): 3·72 coffee s) m uw15 . Then, s.7 Bu 7.B1 (14H,m) (15) N-[l-(4-Phenylphenyl)-3-(4-methoxyphenylthio)_2-propylene]aniline (hereinafter, this compound is called " Compound of the invention 15"): H-Chi (CDC13) δ (ppm): 3.7S (2 · 2: κ 3 • is called d 3 · 52 (Ο · 4Η, s), 5*95υ = 15·6Κ2), g 2S (0.2H, d/J = 15.6Hz) 6, 35~7, 60 (14Η, π〇(16) Ν-[1-(4-phenylphenyl)-3-(2, 4-dichloro Phenylthio)-2-propenylene] aniline (hereinafter, this compound is referred to as "the compound 16 of the present invention") 1H-N]VIR(CDC13)5 (ppm): 6.10 {0.8H, d, J= 15 _ eHz) 6-47 (0.21^(^3=15.6:42), 6.57-7.64(13^4) (17) N-[ 1-(4-Chlorophenyl)-3-(4-nitrophenylsulfanyl)-2-ylidene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 17" "): 6.42~S,S〇(18) N-[l-phenyl-3-(2-fluorophenylthio)_2-propyleneene] stupid 320644 81 200922468 Amine (hereinafter, this compound is called "Compound 18 of the present invention") "H-NMR (CDCl3) 5 (ppm): δ, 13 (〇. 8H, d, j=i5 · , s j. to 6.40 (0, 2H, n〇, 6.42~7) .S2{lSH,m> (19) N-[l-phenyl-3-(3-fluorophenylthio)-2-propenylene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 19 ” (CDC13) δ (ppm): δ , 2 8 (C. 9H, d, J=l5.6Ez}, 6 5 <D, lK, <a, u=l〇.〇Hz), 6.57 ~7.71{l5H,m} (20) N-[l-phenyl-3-(4-fluorophenylthio)-2-propenylene]aniline (hereinafter, this compound is referred to as "the compound 2 of the present invention" 〇") 6.48{〇.3Ηίΐη), 6.57-7.57α5Ηί1Τΐ) (21) Ν-Π-phenyl-3-(2-chlorophenylthio)-2-propenylene] amide (hereinafter, this The compound is referred to as "the compound of the present invention 21") HI^KR(CDC13) δ (ppm): €.21 (ο 8H d J 1 ^ *〇Η, α (J=15.6Hz), 6.54(0.23,0, J=15.6H2), 6.52~7.7C{15H(m) (22) N-[l-phenyl-3-(3-chlorophenylthio) -2-propenylene] is stupid (hereinafter, this compound is referred to as r compound 22 of the present invention) H liMR (CDC1, ) δ (ppm): 6.26 (ο 7Η d 7 η π; ctr \ , Η, d , J=15,6hz) , 6.56{0.3H,d, J=15'SH2L6.52~7.88(isH,m) (23) Ν [1 benzyl 3-(4-chlorophenylthio)-2 - propylene group] stupid, (hereinafter, this compound is referred to as "the compound 23 of the present invention") H-NTiR(cDci3) δ{ρριη) : 6.17 {0 8H d T ic cj ^ 'υ·8Η,ά, J*15.6rl2) , 6.43 (〇. 2K, d, J=1S*SH2>' 6.50 ▽.WUSHm} 24) N—[1-Phenyl 3-(2-bromophenylthio)-2- Propylene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 24") 320644 82 200922468 w (CDCl3 handsome (four): s.24 (0,3Kwis. Then, 6.57 (〇我纪J=15.SH2) ), 6.60~7'71(15H,m) (25) N-[l-phenyl-3-(3-bromophenylthio)_2-propenylene] strepamine (hereinafter, this compound is called "Compound 25 of the present invention") Seven internal organs (coffee 13 purchase _: 6.2 ❺. 7 to ^ 15 then 'mouth 6. handsome million d, J = 9.8H2), 6 · 59 ~ 7-69 {15 ϋ, ιη (26) N-[l-phenyl-3-(4-bromophenylthio)-2-propenylene] stilbene (hereinafter, this compound is referred to as "the compound of the present invention 26") 3 H- Dirty (CDCl3) δ {ppm> : S · 18 < G . 8H, d,~is · Reward. s(10) ' 2n J=15.6Hz} , 6.50~7.67{15H/m) (27) N-[l- Phenyl-3-(3-trifluorodecylphenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 27") ^^(00013)6^): 6.28(0.83,^^15.9^), 6.36{0.2H,d, J:l£K7Hz>, S.S8~7-67(15H,m> (28) Ν-Π-phenyl-3-(2) -Methylphenylthio)-2-propenylene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 28") J = 15 _ like >, 6 30 (0 · 3Ei d, J = ls . 4H2) . Magic ~? (i5H-(29) N-[l-phenyl-3-(3-methylphenylthio)-2-propenylene] aniline (hereinafter, this compound is referred to as r compound 29 of the present invention) ^-2iMR{CDCl3).5(ppirJ:2.28(2.4«,s), 2.35(0.6^1,8), 5.97(0.eH,d((30) phenyl-3-(4-mercaptobenzene) Alkylthio)-2-propenylene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 3") 320644 83 200922468 1H-^R(CDCl3)6(pprr.): 2.30 (2.3H, S ), 2, 35 {〇.7H, s), 6.14 (〇.8H(d/^15.6HZ}, 6'42(C.2H,d,J=15.6HZ), S,Ss~i6MlSH,m> (31) N-[l-phenyl-3-(2,4-dimercaptophenylthio)-2-propyleneidene]aniline (hereinafter, this compound is referred to as "the compound 31 of the present invention") iH-NMR (CDCl3) 5 (ppro}: 2.26 {2.4Hfs) i2.28 (2 > 4H/S) i2^3 (0.eK(S) -2-42 (0.βΗ, β), 5.86 ( 0.eH,d,a,15.4H2),6.21(〇.2H/di^15>4H2K6

-S6〜7.6S (32) N-[l-笨基-3-(3-甲氧基笨基硫基)_2_亞丙烯基] 笨胺(後文中,此化合物稱為「本發明化合物32」) 職㈣⑽(pp献77{2,3以,3挪具…β,㈣·心 ㈣·剛,6.w,0>15.6H2^々〜7·68 阳㈤ “(33) Ν-Π-苯基-3-(4-甲氧基苯基硫基)_2_亞丙稀基〕 笨胺(後文中,此化合物稱為「本發明化合物33」) =顺㈣咖㈣:3.7β(2.3Η43•⑽.心,^敬⑽ (34) N-[l-苯基-3-(2,4-二氣苯基硫基)_2_亞丙烯基] 文中,此化合物稱為「本發明化合物34」) ΐ5)δ{ρρ,; 6.uc〇,3^s15 6hz) ,5i(〇 iH d ~15‘Stt2〕,6*59 〜7·69 U4H,m} w (35) N-[l-苯基-3-(3,5—二氯笨基硫基)_2—亞丙烯基 本胺(後文中,此化合物稱Λ「 心㈣:…。1為本發明化合物35」) ρ * ·,α,ϋίϊ15-5Η.ζ),6.3ε〜 .’=>7 a.2H,m) , s,58〜7_s7(l3KjTn〉 (36) N-U-苯基-3~(4—峭基苯基硫基)—2_亞丙稀基] 320644 84 200922468 苯胺(後文中,此化合物稱為「本發明化合物36」) lH_NMRiCDCl3 :6‘4D〜s.27(l€H,m) (3Ό N-[ 1-(3-甲基苯基)-3-(2一氟苯基硫基)_2_亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物3了」) ;K-NMR(CDCl3)5(ppm):2.3〇(〇.5H,s)i2^7(〇_5HiS)i2_4〇(2Hj£)i 6.2浪 7H,d,祕,㈣,6.42(〇,3Kid,j5£m)n 7.50 U4H,m) (38) N-[l-(3-甲基苯基)-3—(3_氟苯基硫基)_2一亞丙 稀基]苯胺(後文中,此化合物稱為「本發明化合物38」) "H-NMRiCDCl^SippmJ ^ . 39 (〇 . 6E/s} , 2.41 {2.4H, s), (39) N-[ 1-(3-曱基苯基)-3-(4-氟苯基硫基)-2-亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物39」) 醜(CDCl3)5(p_:2,37(e‘5H,s)上则2犯'幻二叫。‘机叱 7.75 {14Η,τη} (40) N-[l-(3-曱基苯基)-3-(2-氯苯基硫基)_2—亞丙 稀基]本胺(後文中,此化合物稱為「本發明化合物4〇」) s), 6.22(0.SHfd, (l4K,m) Ή-NMR (CDC13 ) δ (ppm) : 2.35 {0.5H, s) , 2.41 (2.5H J=lS.6Hz) ,£.53 <0.2H,d,JelS.SHz),S.&4〜7.52 (41) N-[l_(3-曱基苯基)-3-(3-氣笨基硫基)_2_亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物41 ) 320644 85 200922468 lH'NMRiCDC1^^>PPm):2.35(0.2Ha), e-27{〇.8H,d, J=l5 , f .41(ms),2.42(2‘4H,s),. 7-74(l4:-I,tn) ^ 6'31 (0'2^, ά, J=i〇 . SH2) , 6.5〇^ 祕幻(ϋΉ卜O'甲基苯基ΜΑ氯苯基疏基) 亞丙 胺(後文中’此化合物稱為「本發明化合物42」) H-^(CDci3)a(ppm);2 38 (〇> g-^(〇.6Hid,^l5 4Η2) λ 41(2*jKiSK2'42(〇-^S^ 7-74(l4H,m) , ._.來仏15烏)κ卜 (Μ) 甲基苯基)—3一(2_溴苯基硫基)_2一亞丙 「本發明化合物… 7.74 (Χ4Η„) .工㈣3) 乂叫 册U‘S2〜 (44) N-[卜(3-?基苯基)j(3_絲基硫基)_2—亞丙 ΐϊ]苯胺(後文中,此化合物稱為「本發明化合物44」) ” '崎πα3)δφ㈣:2,細此5·27_邮·则^卜 -'74 (14H,m) 式(45) N—[1-(3—甲基苯基)-3-(4-溴苯基硫基)_2-亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物45」) 4嫌邮)5(ppm):2,綠心〉,2.仙.心),l綠^ 〜l:>.SHZ),S,4s(0.2H,d<J=15jH2),s‘7:L〜7.74(i4H^) (46) N-[ 1-(3-甲基笨基)-3-(3-三氟甲基笨基硫基) -2-亞丙烯基]笨胺(後文中,此化合物稱為「本發明化合物 46」) ^ H-NMR (CDC13 ) δ (ppm) :2.41 (3H, s) r 6.28 ilH, d, ^15 . eHs) , δ . 54^- 7.75 (14Η,τη) 320644 86 200922468 (Μ基苯基)~3'(2~曱基苯基硫基)_2—亞 1二二1=1中,此化合物稱為「本發明化合物47」) ,Ίς 一‘則,一聊 _.刪,s.57〜7 ?s (d (48) N [卜(3~甲基苯基)__3〜(3__甲基苯基硫基)_2_亞 丙烯基]苯胺(後文中,此化合 Η·_ΐ3)δ(ρ挪) =尽心月化口物 uw,d_ls,SH2)m74 <(49) N [l-(3—甲基苯基)_3_(4_甲基苯基硫基)—2-亞 丙稀基]苯胺(後文中’此化合物稱為「本發明化合物) *M(CDCl3)6(^:2*---)-32(0.5Hf^ 2.40(2 *5H;s}^6Λχ3fn rw j *81,^,^15.632) j6.40(〇^2HfdfJ=i5 6H2)}^ 43^7.74 (14H,m) (50) N-[l-(3-曱基苯基)_3_(2,4_二曱基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 50」) ^-NMR-ICDCl, )δ(ρρη) :2 5.86(0.8Η,ύ,u=15,4Hz) ‘2 〜2 · 3j> (SU/in} ,2.38 〜2,43 s), δ · IS {〇 . 2K,d,。= 15 · 4H2), 6e5g〜7 47 (51) N-[1-(3-曱基苯基)一3_(3_甲氧基苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物5l H^NMR(CDCl3<l5{ppm} :2.36 (1.5K, s) , 2.41 (1.5H, b) , 3.70 fl. 5Hf s)( 3"M1'5K,S),S.27iC*5HO<^.SH2),6.3S〜7.73(i4,SHiin〉 (52) M-[l-(3-甲基苯基)一3-(4_曱氧基苯基硫基)_2一 87 320644 200922468 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物52」) H-NMR (CDC13 ) b (ppm) : 2.35 (1.8H, s) , 2.40 (1.2H, s) , 3,7S {3H, s), 6.27(0,2:^,0,:^15.3¾) ,6.3S〜7· 73 (14, (53) N-[ 1-(3-甲基苯基)-3-(2, 4-二氯苯基硫基)-2- 亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物Μ」) 酿(CDCl3)5(pPm) :2.41(3H,S) ,6.1S(0.SH,d,J=i5.6Hz), 6‘80{0.4H,d,J=15· 6Hz) , 6 . Ε·2〜7 ·51 (13H, m) (54) N-[l-(3-甲基苯基)-3-(3, 5_二氣苯基硫基)_2一 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物54 4-譏(面3)5(卿):2.27{。,机s);43(ms), 帅雁, d,J=I5.6Hz) ,6.56(0.^^,^10.5^),6.35^7.52(^^) (55) N—[1~(3-甲基苯基)-3-(4-硝基苯基硫基)-2一亞 ΙΐίΙΪΛ(後文中’此化合物稱為「本發明化合物…) 二 15·6Ηζ:>/6·48 〜8.2〇(146ΗίΠ〇 ^ (56) N D一(4-曱基苯基)-3-(2-氟苯基硫基)-2-亞丙 (後&中’此化合物稱為「本發明化合物56」) H韻㈣1以㈣心。啤〜♦叫取㈣删,s.32〜 7.32(l2H<m)f7.57(2H(dyJ=8.0H2) .(57) N~[l-(4-甲基苯基)-3_(3 一氟苯基硫基)_2_亞丙 =二(二^ ’此化合物稱為「本發明化合物57」) «8) N-[l-(4-烯基]苯胺(後文中, 甲基苯基)-3-(4-氟苯基硫基)-2-亞丙 此化合物稱為「本發明化合物58」) 320644 88 200922468 、臟(CDCi3)5(p?m>:2.40(3H,s>^37UH,d々is.sH2),6,82〜 7-32(llH,Tn),6.S6(lH/d,J=i5.6K2),7.5e(2H,diJ=8.〇H7.) (59) N-[l-(4-甲基苯基)U2一氣苯基硫基)_2_亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物59」) 職(㈣3)&(ppm):24咖此 622(_,㈣㈣,"卜 e.61(lH,m),6.83^7.32(llHim)i7.5S(2K,dfJ=B.〇H2) 丙 (60) N-[l-(4-曱基苯基)-3一(3一氣苯基硫基)_2一亞 烯基]苯胺(後文中,此化合物稱為「本發明化合物6〇」) — Η-臟㈣l3㈣殊2,则3H,s),62s㈣仏15應),68卜 7-34(11Η,«)( ^ΒΒ(1Κ^,^15.βΗΞ),7.58(2κ<^^8>〇Κζ) (61) N-[l-(4-甲基苯基)-3一(4一氯苯基硫基)_2一亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物61」) ‘他卿4)5(印相_4咖此6.17(取仏15卿,6』卜 uomK m(1K,d,J=ls_卿上%(社d,㈣趣) (62) N-[l-(4-曱基苯基)-3〜(2_溴苯基硫基)_2_亞丙 ,基]苯胺(後文中,此化合物稱為「本發明化合物62」) ^H(a>Cl3)5(ppm);2.40{3H,s),6.24(lHid;Jei^ ^ · 61 (13K, τη) (63) N-[l-(4-曱基苯基)-3_(3_溴苯基硫基)_2_亞丙 ,基]苯胺(後文中,此化合物稱為「本發明化合物63」) —㈣α32测則 6.Ββ(1Η^,^5.6Ηζ)(7.58(2Ηίάί^>〇ΕΞ) (64) Ν-Π-U-曱基苯基)_3_(4_溴苯基硫基)_2_亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物64」) 320644 89 200922468 1H-NMR (CDCl,) δ (ppm) : 2.40 (3K, s) , S . xs (lH, d, J=l5.5Hz} , 6.79-7.50 (llHfn〇 ,δ.εβαΗ,ύ,^Ιδ.βΗζ) .7.56(2H,d, J=8.0HZ) (65) N-[ 1-(4-曱基苯基)-3-(3-三氟曱基苯基硫基) -2-亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物 65」) 3H-NMR<CDCl3)5(pptn> :2U3H,S),S.27(1K,d,J=ls saz),s.77〜 7.80(13H,m), 6-89{lH,d,J^lS.SEz) (66) N-[ 1-(4-甲基笨基)-3-(2-曱基苯基硫基)_2-亞 丙烯基]苯胺(後文中’此化合物稱為「本發明化合物66」) 1H-^lR(CDCl3)6(ppm}:2.27(0.eK,s),2.32(2.1E,s)/2 ^(2.1HrS)f 2.45(0.9H,s)i5.97(0.7H.d,J=15.4HZ)fS.29(〇.3Hfd,J=15.1Hz),6. 77--7.45 (12H,m) , 7,55 {2H, d, J=8 . OHz) (67) N-[ 1-(4-甲基苯基)-3-(3_曱基苯基硫基)_2_亞 丙稀基]本胺(後文中,此化合物稱為「本發明化合物π」) "H-I^RiCDCl^ )6(ppm) :2.29(3H,S) ,2.40{3E,s) ,€ 21{ΐΗ d J-15.6HZ), 6.83~7.32{UK(m), S . 94 (1H, d/J=i5.6H2); 7-57(2H,d;j=8.CH2) (68) N-[l-(4-甲基苯基) 、τ丞琴基硫基)亞 丙稀基]本胺(後文中,此化合物稱為「本發明化合物68 *H-^R{CDCl3)a(ppm) :2.30(3^1,5), 2.35(3HjS), 6.12{1Hd ^15.6Η2) ,6.77^7.37U1K,m)( 6.92 (I:, d α d, ^e.〇HZ, ,J^S-5H2)^ 7·55^ (69) N-[卜(4-甲基苯基)—3_(2, 4—二甲基苯基硫基) -2-亞丙縣]笨胺(後文中’此化合物稱為「本發明化合物 69」) 120644 90 200922468 ^-NMRCCDClWSippm) : 2.26 (3H, s) , 2.27 {3H, s) , 2.3S {3H, s) 5.85 (iH,d,J-15.6Hz) ,6.74-7.36 {l〇H,m) ,6.84(^^^=25.6^) 7.54(2Hyd,J=8.0H2) (70) N-[l-(4-甲基苯基)-3-(3-曱氧基苯基硫基)一2- 亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物7〇」) 1 H-liMR {CDC13 } δ {ppm) : 2.40 {3H, ε) , 3.77 (3H, ε) , 6.26 (1Η, d, J=15.6H2) , 6.76 — 7.33 (ΙΙΗ,πχ) ,6.96 (lH,d,J=15.SH2), 7.57 (2H,d, J=8.0Kz) (71) N-[l-(4-曱基苯基)-3-(4-曱氧基苯基硫基)—2- 亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物71」) 1H-NMR(CDCXj)a(ppm) : 2.26 (0.42H, b) , 2.39 |2 , S8H, ε) 3.78 (1.70Η,s) , 3-80(0.853,3), 3.S2(0.45H s) 6.0C(0*57H#d/J^15.6K2), 6.30{0.28H,d,J«15.4H2)f 6 * 5S (Ο · 15H/ d, ϋ ; 7 · SHz〉,6·*77 〜7 + 55(:4¾ 仿} (72) N-[ 1-(4-甲基苯基)-3-(2, 4-二氣苯基硫基)-2- 亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物72」) 腿(CDCl3>5(PPH4CmH,s)e.ls(1K,d,J=l5,6H2Ks.77〜 7.39 (11H^ τη) r 7.58 (2H, d, J=8 . OKz) (73) N-[l-(4-甲基苯基)-3-(3,5-二氣苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物73」) .臟(cDci3)5{PPn〇:2.41(3H,s)m{1H^j=issHsm 7 · 35 (11H, τη) , 7 · 59 (2H, d, · OKs) (74) N-[l-(4-甲基苯基)-3-(4—硝基苯基硫基)_2_3 丙烯基]苯胺(後文中,此化合物稱為「本發明化合物74」、 » 6·48^·6.55 , 6.83^ 8·18 91 320644 200922468 (75) N-[l-(4-三氟曱基苯基)-3-(2-氟苯基硫基)-2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物75」) 1H-HMR{CDC13 )5{ppm) :6.13 (IK, d, J=15.6Hz) , 6.76~7.79 (76) N-[1-(4-三氟*曱基苯基)-3-(3-氟笨基硫基)-2-亞丙烯基]笨胺(後文中,此化合物稱為「本發明化合物76」) :H-Nm<CDCl3 ) δ (ppn} :6.25 <1=15· SHz) ,6.83—7.80 (14Η,π〇 (77) N-[ 1-(4-三氟甲基苯基)-3-(4-氟苯基硫基)-2- 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物77」) h-NKR (CDC13 ) δ (ppm〉: S · 06 (1H, d, J=15 . GHz) , 6.76 〜7 · 51 (lGH,in), 7.73 (4H,dd( ^=26.^2, J2 =8. OKz) (78) N-[ 1-(4-三氟曱基苯基)-3-(2-氯苯基硫基)-2- 亞丙烯基]笨胺(後文中,此化合物稱為「本發明化合物邛」) iH-NMRiCDCla )δφρπ〇 :6.18 J=lS.SKs} ,6.80〜7.52 , 7.75 (4H, dd, =3 β . 2Hz , ·Ι2 =8,2Hz > (79) N-[1-(4-三氟曱基苯基)-3-(3-氯笨基硫基)-2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物79」) ^I-Kl'iS.tCDCij ) δ (ρρπι) :6-24 (1H, d, J=15.9Hz) ( 6.52^7.53 (ΐΟΗ,η;), 7.75 (4H,dd, Ji=29.1Hz/J2=8.2Hz) (80) N-[ 1-(4-三氟曱基苯基)-3-(4-氯苯基硫基)-2- 亞丙烯基]笨胺(後文中,此化合物稱為「本發明化合物80」) iH-NMJUCDCla ) δ (ppm) ::6.15 <lH,d,J=15,£H2) , 6.79〜7,52 , 7.74 (4H, dd, Ji=27,lH^r J2=8.3Hz) (81) N-[l-(4-三氟曱基苯基)-3-(2-溴苯基硫基)-2- 亞丙烯基]笨胺(後文中,此化合物稱為「本發明化合物81」) :H-NMR(CIX:13 }5(ppm) :6,2〇(lH,d, J;15,6Hz) ,6‘80〜7·Β2(14Η,π〇 92 320644 200922468 (82) N-[ 1-(4-三氟曱基苯基)-3-(3-溴苯基硫基)一2— 亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物82」) H-NMR (CDC13 } 5 (ρρτα) : 6,24 (IK, d, J=15 · GHz) , S · 82 〜7 52 〇H m) 7 · 7S {4H/ dd, 。2 8,4Ks, J2 «8 ♦ 2Hz) (83) N-[l-(4-三氟甲基苯基)-3-(4-溴笨基硫基)_2_ 亞丙稀基]苯胺(後文中’此化合物稱為「本發明化合物83」) 7.74 (4H,dd, Ji =26. EHz,J2t 8.0Hz) " (84) N-[ 1-(4-三氟甲基苯基)-3-(3-三氟甲基苯基硫 基)-2-亞丙細基]苯胺(後文中,此化合物稱為「本發明化 合物8 4」) (CDC13 ) δ (PPm) : e . 25 (1H, H15 . SHZ) , S · 82 〜7 . ss (wHm) 7.75 dd/ 4=00 2Hz, a8 · OHz) (85) N-[1-(4-三氟曱基苯基)-3-(2-曱基苯基硫基) -2-亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物 85」) 1 fi-NMR (CDC13 ) δ (ΡΡπ〇 : 2.33 <3H, S) , 5 · 9S (1H,d, J=ls · 6Hz〕,s . Z) (86) N-[l-(4-三氟曱基苯基)-3-(3-曱基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 86」)-S6~7.6S (32) N-[l-styl-3-(3-methoxyphenylthio)_2-propenylene] phenylamine (hereinafter, this compound is referred to as "the compound of the present invention 32 ” 职(四)(10)(pp 献77{2,3以,3 具具...β, (4)·心(四)·刚,6.w,0>15.6H2^々~7·68 Yang (5) “(33) Ν-Π -Phenyl-3-(4-methoxyphenylthio)_2-propyleneidene] (in the following, this compound is referred to as "the compound of the present invention 33") = cis (four) coffee (four): 3.7 β ( 2.3Η43•(10).心,^敬(10) (34) N-[l-phenyl-3-(2,4-diphenylphenyl)_2-propenylene] This compound is referred to herein as "the invention Compound 34") ΐ5) δ{ρρ,; 6.uc〇, 3^s15 6hz) , 5i(〇iH d ~15'Stt2), 6*59 ~7·69 U4H,m} w (35) N- [1-Phenyl-3-(3,5-dichlorophenylthio)-2-propenylene basic amine (hereinafter, this compound is referred to as "heart (4): .... 1 is a compound of the present invention 35") ρ * ·, α, ϋίϊ15-5Η.ζ), 6.3ε~ .'=>7 a.2H,m) , s,58~7_s7(l3KjTn> (36) NU-phenyl-3~(4—chiki Phenylthio)-2-phenylene] 320644 84 200922468 Aniline (hereinafter, this compound is called " Inventive Compound 36") lH_NMRiCDCl3 : 6'4D~s.27(l€H,m) (3ΌN-[ 1-(3-methylphenyl)-3-(2-fluorophenylthio)_2_ Propenylene] aniline (hereinafter, this compound is referred to as "the compound of the present invention"); K-NMR (CDCl3) 5 (ppm): 2.3 〇 (〇.5H, s) i2^7 (〇_5HiS) I2_4〇(2Hj£)i 6.2 wave 7H,d,secret,(d),6.42(〇,3Kid,j5£m)n 7.50 U4H,m) (38) N-[l-(3-methylphenyl)- 3-(3-fluorophenylthio)_2-propyleneoxy]aniline (hereinafter, this compound is referred to as "the compound 38 of the present invention") "H-NMRiCDCl^SippmJ ^ . 39 (〇. 6E/s } , 2.41 {2.4H, s), (39) N-[ 1-(3-Mercaptophenyl)-3-(4-fluorophenylthio)-2-propenylene] aniline (hereinafter, This compound is called "the compound of the present invention 39") ugly (CDCl3) 5 (p_: 2, 37 (e'5H, s) is 2 singular illusion. 'machine 叱 7.75 {14Η, τη} (40) N-[l-(3-indolylphenyl)-3-(2-chlorophenylthio)_2-propyleneidene] present amine (hereinafter, this compound is referred to as "the compound of the present invention 4") s), 6.22(0.SHfd, (l4K,m) Ή-NMR (CDC13) δ (ppm): 2.35 {0.5H, s) , 2.41 (2.5HJ=lS.6Hz) , £.53 &l t;0.2H,d,JelS.SHz),S.&4~7.52 (41) N-[l_(3-indolylphenyl)-3-(3-indolylthio)_2-propylene Aniline (hereinafter, this compound is referred to as "the compound 41 of the present invention" 320644 85 200922468 lH'NMRiCDC1^^>PPm): 2.35 (0.2Ha), e-27{〇.8H,d, J=l5, f .41(ms), 2.42(2'4H,s),. 7-74(l4:-I,tn) ^ 6'31 (0'2^, ά, J=i〇. SH2) , 6.5〇 ^ Secret (O'Methylphenyl chlorophenyl) propylamine (hereinafter referred to as "this compound is referred to as "the compound 42 of the present invention") H-^(CDci3)a(ppm); 2 38 ( 〇> g-^(〇.6Hid,^l5 4Η2) λ 41(2*jKiSK2'42(〇-^S^ 7-74(l4H,m) , ._.来仏15乌)κ卜(Μ ) Methylphenyl)-3(2-bromophenylthio)_2-propylene C. "Compounds of the invention... 7.74 (Χ4Η„) . (4) 3) 乂叫册 U'S2~ (44) N-[卜(3-?-Phenylphenyl)j(3_Silkylthio)_2-propylenepropan]aniline (hereinafter, this compound is referred to as "the compound of the present invention 44")" 'Saki πα3) δφ (four): 2, fine 5·27_邮·则^卜-'74 (14H,m) Formula (45) N-[1-(3-methylphenyl)-3-(4-bromophenylthio)_2-propylene Aniline This compound is called "the compound of the present invention 45") 4 suspected mail) 5 (ppm): 2, green heart>, 2. cent. heart), l green ^ ~ l: >. SHZ), S, 4s (0.2 H,d<J=15jH2),s'7:L~7.74(i4H^) (46) N-[ 1-(3-methylphenyl)-3-(3-trifluoromethylphenylthio) -2-propenylene] phenylamine (hereinafter, this compound is referred to as "the compound 46 of the present invention") ^ H-NMR (CDC13 ) δ (ppm): 2.41 (3H, s) r 6.28 ilH, d, ^ 15 . eHs) , δ . 54^- 7.75 (14Η,τη) 320644 86 200922468 (nonylphenyl)~3'(2~nonylphenylthio)_2-Asia 1 22 1=1 The compound is called "the compound of the present invention 47"), Ίς一', a chat _. delete, s.57~7 ?s (d (48) N [b (3~methylphenyl)__3~(3__ Methylphenylthio) 2_propylene oxide] aniline (hereinafter, this compound Η·_ΐ3) δ (ρ )) = endurance of the mouth of the mouth uw, d_ls, SH2) m74 < (49) N [l -(3-methylphenyl)_3_(4-methylphenylsulfanyl)-2-phenylidene]aniline (hereinafter, this compound is referred to as "the compound of the present invention" *M(CDCl3)6(^ :2*---)-32(0.5Hf^ 2.40(2 *5H;s}^6Λχ3fn rw j *81,^,^15.632) j6.40(〇^2Hfd fJ=i5 6H2)}^ 43^7.74 (14H,m) (50) N-[l-(3-indolylphenyl)_3_(2,4-diphenylphenylthio)-2-propene Aniline (hereinafter, this compound is referred to as "the compound 50 of the present invention") ^-NMR-ICDCl, )δ(ρρη) : 2 5.86 (0.8Η, ύ, u=15, 4Hz) '2 〜2 · 3j&gt ; (SU/in} , 2.38 ~ 2,43 s), δ · IS {〇. 2K,d,. = 15 · 4H2), 6e5g~7 47 (51) N-[1-(3-Mercaptophenyl)-3_(3-methoxyphenylthio)_2_propenylene]aniline (hereinafter, this The compound is referred to as "the compound of the present invention, 5 l H NMR (CDCl 3 < l5 {ppm} : 2.36 (1.5 K, s) , 2.41 (1.5H, b) , 3.70 fl. 5Hf s) ( 3 " M1 '5K, S) , S.27iC*5HO<^.SH2), 6.3S~7.73(i4,SHiin> (52) M-[l-(3-methylphenyl)-3-(4-methoxyphenylthio) _2-87 320644 200922468 Propenylene] aniline (hereinafter, this compound is referred to as "the compound 52 of the present invention") H-NMR (CDC13) b (ppm): 2.35 (1.8H, s), 2.40 (1.2H, s) , 3,7S {3H, s), 6.27(0,2:^,0,:^15.33⁄4) , 6.3S~7· 73 (14, (53) N-[ 1-(3-methyl Phenyl)-3-(2,4-dichlorophenylsulfanyl)-2-propyleneidene]aniline (hereinafter, this compound is referred to as "the compound of the present invention") (CDCl3) 5 (pPm) : 2.41(3H,S) , 6.1S(0.SH,d,J=i5.6Hz), 6'80{0.4H,d,J=15·6Hz), 6. .·2~7 ·51 ( 13H, m) (54) N-[l-(3-methylphenyl)-3-(3,5-diphenylphenyl)_2-propenylene]aniline (hereinafter, this compound is called "Compound of the Invention 54 4-讥(面3)5( ): 2.27 {., machine s); 43 (ms), handsome geese, d, J = I5.6Hz), 6.56 (0.^^, ^10.5^), 6.35^7.52(^^) (55) N —[1~(3-methylphenyl)-3-(4-nitrophenylsulfanyl)-2-indenylene (hereinafter referred to as "this compound is referred to as "the compound of the present invention") 21.5·6Ηζ:&gt ;/6·48 ~8.2〇(146ΗίΠ〇^ (56) ND-(4-mercaptophenyl)-3-(2-fluorophenylthio)-2-propylene (post & in 'this compound It is called "the compound of the present invention 56") H rhyme (four) 1 to (four) heart. Beer ~ ♦ called (four) deleted, s. 32 ~ 7.32 (l2H < m) f7.57 (2H (dyJ = 8.0H2) . (57) N ~[l-(4-Methylphenyl)-3_(3-fluorophenylthio)_2_propylene]=(2^' This compound is called "Compound 57 of the present invention") «8) N-[ 1-(4-Alkenyl)aniline (hereinafter, methylphenyl)-3-(4-fluorophenylthio)-2-propylene This compound is referred to as "the compound of the present invention 58") 320644 88 200922468, Dirty (CDCi3) 5 (p?m>: 2.40 (3H, s>^37UH, d々is.sH2), 6, 82~ 7-32 (llH, Tn), 6.S6 (lH/d, J= i5.6K2), 7.5e (2H, diJ=8.〇H7.) (59) N-[l-(4-methylphenyl)U2-monophenylthio)_2-propenylene]aniline (post In this article, this compound is called "(Compound 59 of the present invention)" (4) 3) & (ppm): 24 coffee 622 (_, (four) (four), "b e.61 (lH, m), 6.83^7.32 (llHim) i7.5S (2K , dfJ=B.〇H2) C (60) N-[l-(4-mercaptophenyl)-3-(3-monophenylthio)_2-alkenylene]aniline (hereinafter, this compound is called It is "the compound of the present invention 6") - Η - dirty (four) l3 (four) special 2, then 3H, s), 62s (four) 仏 15 should be), 68 卜 7-34 (11 Η, «) ( ^ ΒΒ (1 Κ ^, ^ 15. β ΗΞ ), 7.58 (2κ<^^8>〇Κζ) (61) N-[l-(4-methylphenyl)-3-(4-chlorophenylthio)_2-propylene]aniline (post) In the text, this compound is called "the compound of the present invention 61") 'Heqing 4) 5 (printed _4 coffee this 6.17 (take 仏 15 Qing, 6 』 uomK m (1K, d, J = ls_ Qing on%) (社d, (4) Interest) (62) N-[l-(4-Mercaptophenyl)-3~(2_bromophenylthio)_2_propylene, phenylaniline (hereinafter, this compound is called Is "Compound 62 of the present invention") ^H(a>Cl3)5(ppm); 2.40{3H,s), 6.24(lHid;Jei^^61 (13K, τη) (63) N-[l-( 4-nonylphenyl)-3_(3-bromophenylthio)_2_propylene, benzylamine (hereinafter, this compound is referred to as "the compound of the present invention 6 3") - (4) α32 test 6. Ββ(1Η^,^5.6Ηζ)(7.58(2Ηίάί^>〇ΕΞ) (64) Ν-Π-U-fluorenylphenyl)_3_(4_bromophenyl sulf (2)-propenylene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 64") 320644 89 200922468 1H-NMR (CDCl,) δ (ppm): 2.40 (3K, s) , S . xs ( lH, d, J=l5.5Hz}, 6.79-7.50 (llHfn〇, δ.εβαΗ, ύ, ^Ιδ.βΗζ) .7.56(2H,d, J=8.0HZ) (65) N-[ 1-( 4-nonylphenyl)-3-(3-trifluorodecylphenylthio)-2-propenyl]aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 65") 3H-NMR <CDCl3 ) 5 (pptn > : 2U3H, S), S. 27 (1K, d, J = ls saz), s. 77~ 7.80 (13H, m), 6-89 {lH, d, J^lS.SEz) (66) N-[ 1-(4-methylphenyl)-3-(2-mercaptophenylthio)_2-propyleneene]aniline (hereinafter referred to as "the compound of the present invention 66" 1H-^lR(CDCl3)6(ppm}: 2.27(0.eK,s), 2.32(2.1E,s)/2^(2.1HrS)f 2.45(0.9H,s)i5.97(0.7Hd , J = 15.4HZ) fS.29 (〇.3Hfd, J = 15.1Hz), 6. 77--7.45 (12H, m), 7,55 {2H, d, J=8 . OHz) (67) N -[ 1-(4-methylphenyl)-3-(3_nonylphenylthio)_2_propylene The present amine (hereinafter, this compound is referred to as "the compound of the present invention π") "HI^RiCDCl^)6(ppm): 2.29(3H,S) , 2.40{3E,s) , € 21{ΐΗ d J -15.6HZ), 6.83~7.32{UK(m), S . 94 (1H, d/J=i5.6H2); 7-57(2H,d;j=8.CH2) (68) N-[l -(4-methylphenyl), tauprofenylthio)propyleneidene] present amine (hereinafter, this compound is referred to as "the compound of the present invention 68 *H-^R{CDCl3)a (ppm): 2.30(3^1,5), 2.35(3HjS), 6.12{1Hd^15.6Η2), 6.77^7.37U1K,m)( 6.92 (I:, d α d, ^e.〇HZ, ,J^S- 5H2)^ 7·55^ (69) N-[Bu(4-methylphenyl)-3_(2,4-dimethylphenylthio)-2-ylidene]] stupid amine (hereinafter) This compound is referred to as "the compound of the present invention 69") 120644 90 200922468 ^-NMRCCDClWSippm): 2.26 (3H, s) , 2.27 {3H, s) , 2.3S {3H, s) 5.85 (iH,d,J-15.6Hz) ), 6.74-7.36 {l〇H,m), 6.84(^^^=25.6^) 7.54(2Hyd, J=8.0H2) (70) N-[l-(4-methylphenyl)-3- (3-methoxyphenylthio)- 2-propenyl]aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 7") 1 H-liMR {CDC13 } δ {ppm) : 2.40 {3H , ε) , 3.77 (3H, ε) , 6.26 ( 1Η, d, J=15.6H2) , 6.76 — 7.33 (ΙΙΗ,πχ), 6.96 (lH,d,J=15.SH2), 7.57 (2H,d, J=8.0Kz) (71) N-[l -(4-nonylphenyl)-3-(4-decyloxyphenylthio)-2-phenylidene]aniline (hereinafter, this compound is referred to as "the compound 71 of the present invention") 1H-NMR (CDCXj)a(ppm): 2.26 (0.42H, b) , 2.39 |2 , S8H, ε) 3.78 (1.70Η, s), 3-80(0.853,3), 3.S2(0.45H s) 6.0 C(0*57H#d/J^15.6K2), 6.30{0.28H,d,J«15.4H2)f 6 * 5S (Ο · 15H/d, ϋ ; 7 · SHz>, 6·*77 ~7 +55(:43⁄4 imitation} (72) N-[ 1-(4-methylphenyl)-3-(2, 4-diphenylphenyl)-2-propenyl]aniline (hereinafter referred to as ' This compound is referred to as "the compound of the present invention 72") leg (CDCl3 > 5 (PPH4CmH, s) e.ls (1K, d, J = l5, 6H2Ks. 77 to 7.39 (11H^ τη) r 7.58 (2H, d, J=8 . OKz) (73) N-[l-(4-methylphenyl)-3-(3,5-diphenylphenylthio)_2_propenylene]aniline (hereinafter, this compound is called "Compound 73 of the present invention") Dirty (cDci3) 5{PPn〇: 2.41(3H, s)m{1H^j=issHsm 7 · 35 (11H, τη) , 7 · 59 (2H, d, · OKs (74) N-[l-(4-Methylphenyl)-3-(4-nitrophenylthio)_2_3 Alkenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 74", » 6·48^·6.55, 6.83^8·18 91 320644 200922468 (75) N-[l-(4-trifluoromethyl) Phenyl)-3-(2-fluorophenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 75") 1H-HMR{CDC13)5{ppm): 6.13 (IK, d, J=15.6Hz), 6.76~7.79 (76) N-[1-(4-Trifluoro*nonylphenyl)-3-(3-fluorophenylthio)-2-propene Base] strepamine (hereinafter, this compound is referred to as "the compound of the present invention 76"): H-Nm < CDCl3) δ (ppn} : 6.25 < 1 = 15 · SHz) , 6.83 - 7.80 (14 Η, π 〇 ( 77) N-[ 1-(4-trifluoromethylphenyl)-3-(4-fluorophenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 77" h) NKR (CDC13) δ (ppm>: S · 06 (1H, d, J=15 . GHz), 6.76 〜7 · 51 (lGH,in), 7.73 (4H,dd( ^=26.^ 2, J2 = 8. OKz) (78) N-[ 1-(4-Trifluoromethylphenyl)-3-(2-chlorophenylthio)-2-propenyl] phenantamine (hereinafter) This compound is referred to as "the compound of the present invention") iH-NMRiCDCla) δφρπ〇: 6.18 J=lS.SKs}, 6.8 0~7.52, 7.75 (4H, dd, =3 β . 2Hz , ·Ι2 =8,2Hz > (79) N-[1-(4-Trifluorodecylphenyl)-3-(3-chloro Alkylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 79") ^I-Kl'iS.tCDCij ) δ (ρρπι) : 6-24 (1H, d, J =15.9Hz) ( 6.52^7.53 (ΐΟΗ,η;), 7.75 (4H,dd, Ji=29.1Hz/J2=8.2Hz) (80) N-[ 1-(4-Trifluorodecylphenyl)- 3-(4-chlorophenylthio)-2-propenyl] stilbene (hereinafter, this compound is referred to as "the compound 80 of the present invention") iH-NMJUCDCla) δ (ppm) ::6.15 <lH, d, J=15, £H2), 6.79~7,52, 7.74 (4H, dd, Ji=27, lH^r J2=8.3Hz) (81) N-[l-(4-trifluorodecylbenzene) 3-(2-bromophenylthio)-2-propenyl] stilbene (hereinafter, this compound is referred to as "the compound 81 of the present invention"): H-NMR (CIX: 13 } 5 (ppm) ) :6,2〇(lH,d, J;15,6Hz) ,6'80~7·Β2(14Η,π〇92 320644 200922468 (82) N-[ 1-(4-Trifluorodecylphenyl) )-3-(3-bromophenylthio)-2-propenyl]aniline (hereinafter referred to as "this compound is referred to as "the compound 82 of the present invention") H-NMR (CDC13 } 5 (ρρτα) : 6,24 (IK, d, J=15 GHz), S · 82 ~7 52 〇H m) 7 · 7S {4H / dd,. 2 8,4Ks, J2 «8 ♦ 2Hz) (83) N-[l-(4-Trifluoromethylphenyl)-3-(4-bromophenylthio)_2_propyleneidene]aniline 'This compound is referred to as "the compound of the present invention 83") 7.74 (4H, dd, Ji = 26. EHz, J2t 8.0 Hz) " (84) N-[ 1-(4-trifluoromethylphenyl)- 3-(3-trifluoromethylphenylthio)-2-propanylene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 8 4") (CDC13) δ (PPm): e. 25 (1H, H15 . SHZ) , S · 82 〜7 . ss (wHm) 7.75 dd/ 4=00 2Hz, a8 · OHz) (85) N-[1-(4-Trifluorodecylphenyl)-3 -(2-nonylphenylthio)-2-propyleneidene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 85") 1 fi-NMR (CDC13) δ (ΡΡπ〇: 2.33 < 3H, S) , 5 · 9S (1H, d, J=ls · 6Hz), s . Z) (86) N-[l-(4-Trifluoromethylphenyl)-3-(3-indenyl) Phenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound 86 of the present invention")

7.50(3H,rn},6.90(lH(d,J=15.6H2)/7.74(4Hidd,Jl=3l.BH3,o2=8.2H 2) 93 320644 200922468 (87) N-[ 1-(4-三氟甲基苯基)-3-(4-甲基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 87」) A鱗叫啊:2.職,❸·13(1H,…s•咖Μ,, Z) (88) N-[l-(4-三氟甲基苯基)-3-(2, 4-二甲基苯基硫 基)-2-亞丙烯基]苯胺(後文中’此化合物稱為「本發明化 合物88」) ^-NMRiCDCla)5(ppm):2.27{3H,s),2.28(3H,s), S,85(1H d S.75 〜7.50(ΒΗ:,πι), 6 州: 7.72 (4H,dd,Jj=:24.4Hz, J2»8,3Hz} (89) N-[1-(4-二氟甲基本基)-3-(3-甲氧基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 89」) h-NMRiCDClsUfppmkmds} j.2S{:LH,d,J=ls.6Fz) s %〜 7 *51 {10H, m) , 7.74 (4H, ad, Ji«31.0Hz, J;; =8 . 〇Hz} (90) N-[l-(4-三氟曱基苯基)-3-(4-甲氧基苯基硫基) _ 2 -亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物 90」) 7.S1 (lOK.tn) ,7.72(4H,dd, J1=25-eHz,J2=8.〇Hs) (91) N-[1-(4-三氟甲基苯基)-3-(2, 4-二氯苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 91」) 320644 94 200922468 h-NMiKCDCls )δ(ρρπι) :S.10(lH,d,J=15.6Hz〇 ,6.7e(lH,d, •Ιϋ6Ηζ) , 6.82(211,dd'JpSJHs,J2=1.2Hs) ,7.07〜7-52{SK 7.75 Ji=31.1Hz, J2=8.2Hz) (92) N-[ 1-(4-三氟甲基苯基)-3-(3, 5-二氯苯基硫基) -2-亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物 92」; H-NMR (CDCI3 ) δ ίρρπι} : δ .ζΒ {1Η, d, J=15.6Hz) ,6.80 (1^ ci .-15.6H2), δ.83^6.86(2H,m)#7.13--7.54(6K,m), 7.76{4H,dd, =27.2Hz , J2 = 8 · 2Η2;) (93) N-[l-(4_三氟曱基苯基)-3_(4—硝基苯基硫基) - 2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 93」) 】H-^(CDCl3)5(p_:6,47(lH,d,Jsis.sH;^6.a5〜s,2i(H⑽ (94) N-[ 1-(3-氣苯基)-3-(2-氟苯基硫基)_2一亞丙烯 基]苯胺(後文中,此化合物稱為「本發明化合物94」) 05) N-[l-(3-氯苯基)-3_(3_氟苯基硫基)_2_亞丙烯 基]苯胺(後文中,此化合物稱為「本發明化合物恥」) 6.8SUf =15·贩)'7·—叫 1H,m},7,67〜7.叫况的” ,恥[卜。—氯苯基)|(4_氟苯基硫基)—2_亞兩稀 ΐΐίϋ文中’此化合物稱為「本發明化合物96」) 1山(啊:ls,咖μ㈠.s3(i2H為. ^85(lH,d,J,l5.6H2);7-65^7-6s(iH^^ 320644 95 200922468 (97) ^[^(3—氯苯基)〜3〜一 ^式 基]苯胺(後文中卜人^ (基基)丙烯 中此化合物稱為「本發明化合物仏) 装”二)N、[1~(3'氯苯基)'3~(3'氣苯基硫基)_2-亞丙烯 此化合物稱為「本發明化合物98」) 一5 侧,7.08〜7.4s(9h〇7 -7.e9(lH,m) J:9f) N-[l-(3-氯苯基)-3_(4、氣苯基硫基)_2_亞丙缔 ,]苯胺(後文中’此化合物稱為「本發明化合物99」) H-^(CDci3)a^pm):6.12(1H,diJel5_9H2)i^7^6 “咖…咖:….D卜7.44(3:切),7』2〜754(則,7.“〜 7.67(lH,m) (100) N-[l-(3-氯苯基)-3-(2-溴笨基硫基)-2-亞丙 ,基]苯胺(後文中,此化合物稱為「本發明化合物1〇〇」) H-酿(⑽3)S(p_:6测1H,d々1S6Hz),⑶〜68 取,的, 7-07-7.45 (SH,m) ,7.55-7.58(^^),7.70^--7.72(1¾^) (101) N-[ 1-(3-氯苯基)-3-(3-溴笨基硫基)-2-亞丙 稀基]本胺(後文中,此化合物稱為r本發明化合物1 〇 1」) (102) N-[1-(3-氯苯基)-3-(4-溴笨基硫基)_2—亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物1〇2」) } δ (ppm) :6·14 (1H,di Jel5· 6Hz) ,6.79-s. S1 (2Hrm'i , s.叫1H,d,J=a5.6Kz),7.〇e〜7.44(SK7,51〜7.54aH,m),7.ss〜 7 - 67 {ΐΗτπ〇 320644 96 200922468 (103) N-[l-(3-氯苯基)-3-(3-三氟曱基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 103」) h-NMIUCDCls ) δ (PPn〇 : S 22 {1H, d, J=iS · SH2) , l 8〇〜s . S3 (扭,^ , S ‘ 89{1H,d,J=15 ‘ 9K2 7.07〜7,69(11H,m) (104) N-[ 1-(3-氯苯基)-3-(2-曱基苯基硫基)_2_亞 丙烯基]苯胺(後文中,此化合物稱為「本發明化合物1〇4」) 4‘酿(CDC13 : 2.33 (3H, s&gt; , 5 . S3 (1H〇l5 德),6.74〜 ^ 扣 h,&lt;6•叫1K,d,J=15,咖〉,7.03〜7,S3u〇Kw,7ss〜 7 - 66 (ΙΗ,ιγΟ &lt; (105) N-[ 1-(3-氯苯基)-3-(3-曱基苯基硫基)_2_亞 ,烯基]苯胺(後文中,此化合物稱為「本發明化合物1〇5」) ^酿(⑽3&gt;δ(解):2.29(3H^s1s{ih^地德》,㈣〜 6-84{2H,m)(S.93(iK/d,J»15.EH2),7.〇8-7.55(^qH m) 7.6BUK,brsj ' (106) N-[ 1-(3-氯苯基)-3-(4~甲基苯基硫基)_2一亞 基]苯私(後文中,此化合物稱為「本發明化合物 106」) --^,CBCl3)5(ppm);2.32(3H,s),6.a9UHidf 6 β 0 / 〇rr 、 - } ,6*79 * ' /Τη)'6.90 (ΙΗ,Ι ,7.07 〜7 (^rah7·51^ (107) N-[:l-(3'氯苯基)-3-(2, 4-二甲基苯基硫基) ^亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物 1 U ί I ) 320644 97 200922468 ^-l^IMRtCDCls ) δ (ppm) :2.27 (3H, s) f 2,28 (3H( s) , 5.82 (1H, d, 7,42(8H,m),7.50〜7.52(lH,m&gt;, 7.63 〜7.64 (1H, m) (108) N-[l-(3-氯苯基)-3-(3-曱氧基苯基硫基)〜2、 亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物 108」) 7‘43UlH,m),6.S4&lt;lH,d,J=lS.6Hz&gt;,7-52〜7_55(lH,m)7S7〜 7.68 (ΙΗ,ιη) (109) N-[ 1-(3-氯苯基)-3-(4-甲氧基苯基硫基)—2〜 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 109」) W舰㈣l3)6_);3.7贿,S),s,叫取d々is.剛丄%〜 7.53{13H,m),7.65(lHybr) (110) N-[l-(3-氣苯基)-3-(2, 4-二氯苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 110」) ° 1H-NMR (CZ&gt;C13 ) δ (ppm) : S . 〇3 (1H, d, hIS . 6Η2〉# s . 77〜 6.B2(3H,rn)(7.1^7.45(8Him 54_75 、丄Us) , 7 · 6B〜 7.69 (ΙΗ,τη) ⑴1) N-[卜(3-氣苯基)_3-(3,5_二氣苯基硫基)_2— 亞丙烯基]本胺(後文中,此化合物稱為「本發明化合物 111」) 320644 98 200922468 λΗ-Μ® fCDCla J δ (ppm) : 6.27 (1H, d, . sa2} , 6.83 (iH/ d, J=15.SHz&gt;, 6,S0〜7_7O{12E,in&gt; (112) N-[ 1-(3-氯苯基)-3-(4-硝基苯基硫基)_2_亞 丙卸基]本版(後文中’此化合物稱為「本發明化合物112」) ^H-NMRiCDC^JdCppm} :6.45{1Η,α,α=15.ακ2)&gt; 6.91{1K d J^15.9¥.z), 6.84 — 8.20 (13Η/Πι) (113) N-[l-(4-曱氧基苯基)-3__(2一氟苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 113」) 65* ^-NMRiCDCla )5&lt;ppmJ :3.S5(3H,s) 7.35{l2E,m) /7.e6(2H,diJ=8.7H2) (114) N-[l-(4-曱氧基苯基)-3—(3 一氟苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 114」) H-NMR(CDCl3)5{ppTO) : 3.85 (3H, s) , 6.26 7*35 ,7.66 (2H,d, J=3.7H2) (115) N-[l-(4-曱氧基萃基)-3-(4 一氟苯基硫基)_2_ ^ J J ^--!NrMR{CDCl3}cippm} :3.85(3^:,3) ,6.05 (lH,d J η = — ,α^^15.6Hz) , 6 7.33(12Η,πι) ,7,63(2H,d,J=B.8Hz) 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化人物 115 、 .70. 虱苯基硫基)-2-「本發明化合物 (116) Ν-[1-(4-曱氧基苯基)-3~d 亞丙細'基]本胺(後文中,此化合物稱為 116」) 320644 99 200922468 3H-KTMR(CDCl3)5(ppm) :3.8S{3H,S〉,6.20(lH,d,j=ls,4H2) 7-40&lt;12H,n〇,7,5&amp;〜7-7G(2H,m) (117) N-[l-(4-曱氧基苯基)-3-(3-氯苯基硫基)-2- 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 H7j ) 3H-:NMR(CDCl3)5(Ppin) :3.85{3H,d,S.23(lH,d,J=1S‘4Hs&gt;,s,s〇〜 7.40{12H,w) r7.65(2H,d,JS8.7HZ) (118) N-[l-(4-甲氧基苯基)-3-(4-氯苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 118」) 1 H-NMR (C2X:13 } δ (ppm) : 3 · BS {3H/ s) , s · 1S (1Hf d, J=i5 . η 〜 7*70{14Hrm) (119) N-[l-(4-曱氧基苯基)-3-(2 一溴苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 119」) \峨(CDCls ) δ (卿):3.85 {1H, s) , s . 22 收心15 糊 ^ 象 7 · 35 {12Η, πι) , 7.68 {2Η, d, J=8.7Hz) (120) N-[1-(4-甲氧基苯基)-3-(3-溴苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 120」) ΓΓ:Γ^δ(魏3,85(3H,s)'s·純他⑽❸於 ll2ri'H67(2H,d,J=9.0Hz) (j21) N-[l-(4-甲氧基苯基)一3_(4_溴苯基硫基)一2_ 亞丙稀基]笨胺(後文中,此化合物稱為「本發明化合物 121 I ) 320644 100 200922468 17 {0.7H, d, 1H-NMR(CDCl3)5(ppm):3.e6(2H,s)i 3.88(lH,s), 5 J*15‘4Hs),S.3£&gt;〜7.9(D(;L4,3HiIn) (122) N [1-(4-甲氧基苯基)_3_(3—三i甲基苯基硫 基)-2-亞㈣基]笨胺(後文中,此化合物稱為「本發明化 合物122」) 27(1H,dfJ®15&gt;6H2), 6.63· H-NMR {CDCI3 } δ (ppm) :3.85 (3Η/ s) 5 7.70 N [1 (4~甲氧基苯基)-3-(2-甲基苯基硫基) -2-亞丙縣]苯胺(後文中,此化合物稱為「本發明化合物 123」) ¥臓(㈣㈣p_:2.32(3h,s), 3 b咖此 5.95{1Η,α(α 15· 4^&gt;ί6* 63-7.36 (12H,m), 7.63 (2H,d,J=:8.7Hz) (124) (4~甲氧基苯基)—3-(3~•甲基苯基硫基) -2-亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物 124」) 1H-NMR(CDCl3)6(pptn) :2 39ί^-、 39«sm,,s)f S-1咖A 祕‘测,⑽〜7.3S⑽吨7.⑸况d,从咖) n(4、甲氧基苯基)_3'(4'甲基苯基硫基) ::祕]錢(後文中’此化合物稱為「本發明化合物 1Ζ5」) ^-NMRiCDCl^bippm) :2 6-11 (-.Hjd, J^lS , 8Ηξ ) e tr - 7.63(2HfdrJ=8&gt;7H2) (126) 氧基苯基)_3_(n 基)_2-亞丙烯基]笨胺七士 L/L A 甲暴本丞瓜 俊文中,此化3物稱為「本發明化 320644 10] 200922468 合物126」) 5.咖心吼_⑽此7心=二 127 (127) N—[im鮮基)-3作甲氧基苯基硫基) -2-亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物 XH-NMR (CDC13 ) 6 (ppm) ;3 6.24 (1H, ci,Jtrl5,8Hz), .77(3H,s),3.85(3H,S&gt;, e-^7.45(l2H,m}f7.65f2Eid&gt; J®e.7az) (4~曱氧基苯基硫基) 稱為「本發明化合物 (128) N-[l-(4-曱氧基苯基)-3— -2-亞丙稀基]苯胺(後文中,此化合物 128」) S-3B(IH.d, H-IWR fCDCl; ) 5 ippm) : 3.79 OH, S) , 3.85 (3H, s), J-15.6H2), S-54 - 7.67 4-—氣笨基疏基) 稱為「本發明化合物 (129) 甲氧基笨基)-3- -2-亞丙烯基]苯胺(後文中,此化合物 129」) 3 H-2M (CDC15 ) δ (ppm) : 3.85 (1.5H, s) , 3.88 {, J=:LS.SH:z) , 6.SO〜7.75(13.SH,m) 5H, s), 6.13 (Ο-ΗΗ,ά, (關N-[l普甲氧基苯基)_3〜(3,5—二氣苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化八物 130」) ° 2H-NMR (CDC13 } δ (ppm) :3.67 (3Η, S) , 6.3〇 UK( d _ . 7.43 (ΙΙΗ,ΐη), 7.e7i2H,br) 3’8Κζ),6‘50 〜 320644 )02 200922468 (131) N-[ 1-(4-曱氧基苯基)-3-(4-硝基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 131」) 化膽(CDC2S &gt; δ {ppm) : 6.45〜7.17 賊⑷, 8.24(4H,rn) *73(5H^]-7·88^ (132) N-U-U-甲基苯基)-3-(3_氟苯基硫基)_2_亞 522胺(後文中,此化合物稱為「本發明化合物^2」) ---cl3)6(ppm):2.09(2HiSh2,39(iHiS)i6^ (133) N-U-(2-甲基苯基)-3-(4-敦笨基硫基)_2_亞 ,烯基]苯胺(後文中,此化合物稱為「本 (0,7Η,τη),匕52 〜7.4S(143H,m) (134) ΓΚΗ2—甲基苯基)|(2_氣笨基硫基)_2_亞 ,烯基]苯胺(後文中,此化合物稱為「 k姻(㈣3)s(ppm}:2測2 不广祕。物134」 (135) N [卜(2-曱基苯基)_3__(3_氣苯基硫基)—2_亞 tiiLH(後文中,此化合物稱為「本發明化合物135」) 臓(CDCl3)C(獅):2.〇9(2H,s),2.3 C93 〜7.43(12H,m) ”S),e.3〇〜S.S7(3H,m), &lt;( N-[卜(2_曱基苯基氯笨基硫基)_2_亞 丙烯基]本胺(後文中,此化合物「 ^ ㈣《叫)e.(ppm):2c8㈤,s),2 ,巧料明化口物136」) (3H,m)r 6.75-7.5δ(ΐ2Η/Τη) , 0.22-6.65 (137) Ν-[1-(2-曱基苯基)—3、(3_漠笨基硫基m 320644 103 200922468 丙細基]苯胺(後文中,此化合物稱為「本發明化合物13 7」) -H&gt;NMR(CDC13 )5(ppm} :2,08 (2K, s) , 2.38 ' κ 比 s),6,22〜6.S6{3礼mJ, 6〜7·58 &lt;12Η,τπ&gt; (138) Ν-[1-(2-曱基苯基)-3—(4 一溴苯基硫基)_2_亞 丙烯基]苯胺(後文中’此化合物稱為「本發明化合物138」) ^-NMRfCDClsJSippit) :2,08 (2H, 3),2.3 8(1¾ 〜5.65&lt;3H,m), 6 _74〜7_S3(12Η,π〇 (139) N-[l-(2-曱基苯基)-3-(2_甲基苯基硫基)_2_ 亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物 139」) 6-03〜S.65(3H,m),6.77〜 1 H-l'TMR (CDC13 } δ {ppm) : 2 . 〇6 -2.4 6 {6H, m), 7.46 (l2H,m) (140) N-[卜(2-甲基苯基)-3-(3-甲基苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 140 丨) H-_R (CDCla ) δ (ppml : 2 · 07〜2 · 48 {SH,糾,^ . 6.S2· 7.38 U2H,m} 141_ . * H-NI® {CX)C13 ) δ ippm) : 2 . 〇g · 7.36 (12H,m) (141) Ν-Π-(2-甲基苯基)_3—(卜甲基笨基硫基)_2— 亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物 •2.48 (6H,n3} f 6.1B- 82· (142) Ν-Π-(2-曱基苯基)_3_(3〜三氣 本發明化合物 -2-亞丙烯基]笨胺(後文中,此化合物稱為 土 142 丨) 320644 104 200922468 ^-NNRiCDCla ) 6(ppm) : 2.09{2HyS), 2.33(^^), g 3〇 S.67{3H,m), 6‘82〜7.65(i2H,ra) (143) N-[l-(2-曱基笨基)-3-(4-三氟曱基苯基硫基) -2_亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 143」) 35 〜5·73{3Η,π〇 &quot;'H-NMR (CDC13 j δ (ppm) :2.05 (2Η, β} , 2,39 (1Η, tn) ( g 6.83〜7.75{12H,m) (144) N-[l-(2-曱基苯基)-3-(3-曱氧基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 144」) 1 H-KT4R(CDC13) δ (ppm) ; 2.0B(2H,b) ,2.38(^,01} 3 〜J - /5 s), 3.79 (1H,S) ,6.32〜6.72 (3H,m) , 6·75〜7.36 (145) N-[ 1-(2-甲基苯基)-3-(4-甲氧基笨基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 145」) 〇8-e.S5(3H,rn) ^I-NMRfCDCla )δ (ppm) :2.08{2Η,ε) , 2.37 ,g 6.75-7.5S(12H,m) (146) N-[1-(2-甲基苯基)-3-(3, 5-二氯苯基硫基) -2-亞丙烯基]笨胺(後文中’此化合物稱為「本發明化合物 146」) ^聰(〇叫冲㈣:2‘。8(2H,sK2,3咖礼⑼〜&quot;咖攻 S-S4 〜7.42(ΐ2Η,τη} (147) N-[l-(3-曱氧基苯基)-3-(3-氟苯基硫基)_2_ 亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物 147」) 320644 105 200922468 6.27(〇,gH,d, (CDC;I3 ) δ {ppm) : 3.66 (ο . SH, s) , 3,86 (2.4H, S) J=15.6Hz) , 6,S2〜7.3S(14,2H,n&gt;) (148) N-[l-(3-T氧基苯基)-3-(4-氟苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 148」) 6.06 (Ο.βΗ,ά, ^-^{CDCl^afppm} :3.65(〇.€Κ,ε) ,3.86(2.4Η,ε J=15,SHz), 6,34 〜7.38(14.2H,m) (149) N-[l-(3-甲氧基苯基)-3_(2—氯苯芙炉某 亞丙婦基]苯胺(後文中,此化合物稱為「本二合物 149」) 6*20 {〇.8Η,ά, lH^m(CDCl3 )5{pPm};3-6S(〇.SH, s),3.87 {2.4Κ ^ = 1Ξ.6Ηζ), 6.49-7.39(14.2Η,τπ) (150) Ν-Π-(3-甲氧基苯基)—3_(3_氯苯基硫基)今 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 150」) 6-25(G‘BH,d, 七職(咖3)5(綱:36取_),3川2.^ 叫7,55(14為m) , (151) N [1-(3-甲氧基苯基)_3__(4_氣苯基硫基)_2_ 亞丙烯基]笨胺(後文中,此化合物稱為「本發明化合物 151」) ^酿咖ΐ3)δ(ρ_:3‘_為&amp; 3咐 ^ &quot;15-€H2h 6--^7.5〇{14.2Η(Ιώ) (152) N-[卜(3_f氧基苯基)|(3_溴笨基硫基)—2_ 320644 106 200922468 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化人物 152」) ° 1Κ'Μ{α〇ε1^δ{ρ?πι,.. 3.66(0.6^3), ώ^=15.6Η2), 6.51-7.68(14.2H,m) 3.B7(2-4K,s), e-2^(〇-8H, (153) N-[l-(3-甲氧基苯基)-3-(4_溴苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 153」) ° h-KMiUcixrij 5(ppm): 3‘叫3.eH,s&gt;, 3·8叩m) ^17(0.8^ d, ^15.6HZ), 6.45^7.53U4.2H,m) (154) 甲氧基苯基)_3_(2_甲基苯基硫基) ~2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 154」) ° ^E-NMRiCDC^Joippm) ;2.32 (2.4H,s) , 2.47 ( 〇 . 6H j s) 3.65 (0‘6H,s) , 3.86 (2.4H, s) ,5.96 (C ·8Η, 6.28 ‘ 2H, d, J=15,4H2) , 6 54〜7 · 37 (14H, τη》 (155) N-[l-(3-甲氧基苯基甲基苯基疏基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 155」) &quot; :11-侧R(CDC13) 5(PPm);2,2S(2.4H,s), 2.36(D.SH,s) 3 · 65 , 3、85 (2.4H, s) , S.20 (0· 6TJz) S* 4S(0·2H,d,J二15·6Ή2),g·65〜7·48(14只,作) ⑽Ν-Π-(3-甲氧基苯基)抓甲基苯基硫基) 亞丙稀基]苯胺(後文中’此化合物稱為「本發明化合物 156」) &quot;&quot; 320644 107 200922468 aK-NMR(CDCl3 ) δ (ppm) : 2.31 (2.4H, e) , 2.3 6 {0.6H, s), 3.65 (0.6Kfs) , 3.B5(2.4K,s)7 6.12{0.8H,d,J=15.6Hz), 6.40 (C、2H,d, J=1S. 6Ez) , 6.54〜7.48 (157) N-[l-(3-曱氧基苯基)-3-(3-三氟曱基苯基硫 基)-2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化 合物157」) ^Ή-ΚΜΚ (CDC13 ) 5 {ppm); 3,65(0.63,5), 3,86(2.415,3} 6 ·2€(0·ΒΗ:,&lt;^ J=15.6Hs), S ‘ 54 〜7,7S (14 2Η,τη} (158) Ν-[1-(3-曱氧基苯基)-3-(4-三氟曱基苯基硫 基)-2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化 合物158」) ^-NMRiCDClsiSCpptn) : 3.66 (0,6H, ε) , 3.87 (2.4Κ, ε) , 6.29(0 8Η d, J*=15.6Hz), 6·54 〜7.65(14.2K,ra) (159) N-[l-(3-甲氧基苯基)-3-(3-曱氧基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 159」) 3H&gt;Nl^R{CDCl3)5(ppm) : 3 . €5 (0.6H, s) , 3.77(2.4Η,ε}, 3.81(0.SH,s), 3.S5(2.4H,s), 5.27(D.8H,d,J=i5.5Ez〕 S47〜 7.37(14.2H,m) (160) N-[ 1-(3-曱氧基苯基)-3-(4-甲氧基苯基硫基) -2-亞丙稀基]苯胺(後文中’此化合物稱為「本發明化合物 160」) ^-WIRfCDClj ) 5 (ppm) :3.64 (0.6H, s) , 3.78 (2.4H( g) 3.S2(0.SH,s), 3,35(2.4H,s}, 5.99(0.SH,d,Jt15.4H2&gt; 6.2 8 (〇.2Η,&lt;3,〇·=15.4Hz) , 6.53 .46 (14.2H, tn) 320644 108 200922468 (161) N-[l-(3-曱氧基苯基)-3-(3, 5-二氯笨基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 161」) 6.3D(1H, d,J=15,4Kz),6·53〜 H-NMR{CDC13 } δ (ppm) :3.B7(3H,S), 7.57 (14Ηχτη) (162) N-[ 1-(2-氯笨基)-3-(3-氟苯基硫基)_2-亞丙 ,基]苯胺(後文中,此化合物稱為「本發明化合物162」) h-KMI^CDClJWppnO: S.35&lt;0.4Hf(i,J=1S4H2h 6』2(〇紐,」 J=15 ·4Ηζ),6 ·69〜7 ·4Μ14Η,ϊπ) (163) Ν-[1-(2-氯苯基)-3-(4-氟苯基硫基)6 a 烯基]苯胺(後文中,此化合物稱為「本發明化合物163 ^^(0013)6 {ppm): 6.40 (〇.6Η, 仏15 飛),6‘5…,6H,d,J=S.剛丄帅.4H,dij=ssHz)' (164) N-[ 1-(2-氯苯基)-3-(2-氯苯基硫基)_2_亞丙 細基]本胺(後文中,此化合物稱為「本發明化合物164」) :H-NMR(CDCl3)5〈ppm):6&gt;2s〈0-SH,d,J&lt;L5.4H2), 证,纪 J=15.4H2}, 6.β8 〜7‘S;L(14H,ni) (165) N-[ 1-(2-氯笨基)-3-(3-氣笨基硫基)_2-亞丙 坪基]本胺(後文中,此化合物稱為「本發明化合物16 5」) J=15,4Hz), S.6S〜7.45(14H,m) (166) N-[ 1-(2-氯苯基)-3-(4-氣笨基硫基)—2—亞丙 烯基]苯胺(後文中,此化合物稱為「本發明化合物166」) 1H-I«(CDCl3)6{ppi,) :δ.2Β-6.62 320644 109 200922468 橋其1( —6IL N [ 1 ~(2~氯苯基)—3'(3~漠笨基硫基)―2—亞丙 1 土本後文中,此化合物稱為「本發明化合物167」) H-N^(CDCl3)5{ppm);6_33{〇4Hi7.50(3H,rn}, 6.90(lH(d,J=15.6H2)/7.74(4Hidd,Jl=3l.BH3,o2=8.2H 2) 93 320644 200922468 (87) N-[ 1-(4-3 Fluoromethylphenyl)-3-(4-methylphenylsulfanyl)-2-propenylene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 87") A scale is called: 2. ,❸·13(1H,...s•咖Μ,, Z) (88) N-[l-(4-Trifluoromethylphenyl)-3-(2,4-dimethylphenylthio) 2-propenylene] aniline (hereinafter referred to as "this compound is referred to as "the compound 88 of the present invention") ^-NMRiCDCla) 5 (ppm): 2.27 {3H, s), 2.28 (3H, s), S, 85 ( 1H d S.75 ~7.50(ΒΗ:,πι), 6 State: 7.72 (4H,dd,Jj=:24.4Hz, J2»8,3Hz} (89) N-[1-(4-Difluoromethylben 3-(3-methoxyphenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound 89 of the present invention") h-NMRiCDClsUfppmkmds} j.2S{:LH, d, J=ls.6Fz) s %~ 7 *51 {10H, m) , 7.74 (4H, ad, Ji«31.0Hz, J;; =8 . 〇Hz} (90) N-[l-(4 -trifluorodecylphenyl)-3-(4-methoxyphenylthio)-2-alkylene]aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 90") 7.S1 (lOK .tn) , 7 .72(4H,dd, J1=25-eHz, J2=8.〇Hs) (91) N-[1-(4-Trifluoromethylphenyl)-3-(2,4-dichlorophenyl) Thio)-2-propenylene] aniline (hereinafter, this compound is referred to as "the compound 91 of the present invention") 320644 94 200922468 h-NMiKCDCls ) δ(ρρπι) : S.10(lH,d,J=15.6Hz 〇, 6.7e (lH, d, • Ιϋ6Ηζ), 6.82 (211, dd'JpSJHs, J2=1.2Hs), 7.07~7-52{SK 7.75 Ji=31.1Hz, J2=8.2Hz) (92) N- [1-(4-Trifluoromethylphenyl)-3-(3,5-dichlorophenylthio)-2-propyleneidene]aniline (hereinafter, this compound is referred to as "the present compound 92" H-NMR (CDCI3) δ ίρρπι} : δ .ζΒ {1Η, d, J=15.6Hz) , 6.80 (1^ ci .-15.6H2), δ.83^6.86(2H,m)#7.13- -7.54 (6K, m), 7.76{4H, dd, =27.2 Hz, J2 = 8 · 2Η2;) (93) N-[l-(4-trifluorodecylphenyl)-3_(4-nitro Phenylthio)-2-ipropenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 93")] H-^(CDCl3)5(p_:6,47(lH,d,Jsis.sH) ;^6.a5~s,2i(H(10)(94) N-[ 1-(3-Phenylphenyl)-3-(2-fluorophenylthio)_2-propylene]aniline (hereinafter, this The compound is referred to as "the compound of the present invention 94 05) N-[l-(3-Chlorophenyl)-3_(3-fluorophenylthio)_2-propyleneene]aniline (hereinafter, this compound is referred to as "the compound of the present invention") 6.8 SUf = 15 · smuggling) '7 · - called 1H, m}, 7, 67 ~ 7. called the situation", shame [Bu. - chlorophenyl)|(4-fluorophenylthio)- 2_亚二稀ΐΐ ϋ "This compound is called "the compound of the present invention 96") 1 mountain (ah: ls, coffee μ (a). s3 (i2H is. ^85(lH,d,J,l5.6H2);7-65^7-6s(iH^^ 320644 95 200922468 (97) ^[^(3-chlorophenyl)~3~1^yl]aniline (This compound is referred to as "the compound of the present invention" in the propylene (hereinafter) propylene). "II) N, [1~(3'chlorophenyl)'3~(3'-phenylphenylthio) _2-propylene oxide This compound is referred to as "the compound 98 of the present invention") a 5-side, 7.08 to 7.4 s (9h〇7 -7.e9(lH,m) J:9f) N-[l-(3-chlorobenzene) Base -3_(4, phenylphenylthio)_2_propylene,] aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 99") H-^(CDci3)a^pm): 6.12 (1H) , diJel5_9H2)i^7^6 "Caf...Caf:....D Bu 7.44 (3: cut), 7"2~754 (then, 7."~ 7.67(lH,m) (100) N-[l- (3-Chlorophenyl)-3-(2-bromophenylthio)-2-propylene, yl) aniline (hereinafter, this compound is referred to as "the compound of the present invention") H-stuffed ((10) 3 )S(p_:6 measured 1H, d々1S6Hz), (3)~68 taken, 7-07-7.45 (SH,m), 7.55-7.58(^^), 7.70^--7.72(13⁄4^) (101) N-[ 1-(3-chlorophenyl)-3-(3-bromophenylthio)-2-propyleneidene]amine (hereinafter, this compound is referred to as r of the present invention 〇1”) (102) N-[1-(3-chlorophenyl)-3-(4-bromophenylthio)_2-propenylene]aniline (hereinafter, this compound is referred to as "the compound of the present invention" 1〇2”) } δ (ppm): 6·14 (1H, di Jel5· 6Hz), 6.79-s. S1 (2Hrm'i, s. is called 1H, d, J=a5.6Kz), 7.〇 e~7.44 (SK7, 51~7.54aH, m), 7.ss~7-67 {ΐΗτπ〇320644 96 200922468 (103) N-[l-(3-chlorophenyl)-3-(3-trifluoro Nonylphenylthio)-2-propenylene] aniline (hereinafter, this compound is referred to as "the compound 103 of the present invention") h-NMIUCDCls ) δ (PPn〇: S 22 {1H, d, J=iS · SH2) , l 8〇~s . S3 (Twist, ^, S ' 89{1H,d,J=15 ' 9K2 7.07~7,69(11H,m) (104) N-[ 1-(3-Chlorine Phenyl)-3-(2-mercaptophenylthio)_2-propyleneene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 1〇4") 4' brewed (CDC13: 2.33 (3H, s&gt; , 5 . S3 (1H〇l5 de), 6.74~ ^ deduction h, &lt;6•called 1K, d, J=15, coffee>, 7.03~7, S3u〇Kw, 7ss~ 7 - 66 (ΙΗ,ιγΟ &lt; (105) N-[ 1-(3-chlorophenyl)-3-(3-indolylphenylthio)_2_,alkenyl]aniline (hereinafter, this compound It is called "the compound of the present invention 1〇5") ^ Brewing ((10)3&gt;δ(solution): 2.29 (3H^s1s{ih^地德", (4)~6-84{2H,m)(S.93(iK/ d,J»15.EH2),7.〇8-7.55(^qH m) 7.6BUK,brsj ' (106) N-[ 1-(3-chlorophenyl)-3-(4~methylphenyl) Thio))-subunit] phenyl private (hereinafter, this compound is referred to as "the compound of the present invention 106") -^, CBCl3)5 (ppm); 2.32 (3H, s), 6.a9UHidf 6 β 0 / 〇rr , - } , 6*79 * ' /Τη)'6.90 (ΙΗ,Ι ,7.07 ~7 (^rah7·51^ (107) N-[:l-(3' chlorophenyl)-3-( 2, 4-Dimethylphenylthio)]propyleneidene] Aniline (hereinafter, this compound is referred to as "the compound of the present invention 1 U ί I ) 320644 97 200922468 ^-l^IMRtCDCls ) δ (ppm) : 2.27 (3H, s) f 2,28 (3H( s) , 5.82 (1H, d, 7,42(8H,m), 7.50~7.52(lH,m&gt;, 7.63 to 7.64 (1H, m) (108 N-[l-(3-chlorophenyl)-3-(3-decyloxyphenylthio)~2, propenylene] aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 108") 7'43UlH,m),6.S4 &lt;lH,d,J=lS.6Hz&gt;,7-52~7_55(lH,m)7S7~ 7.68 (ΙΗ,ιη) (109) N-[ 1-(3-chlorophenyl)-3-( 4-methoxyphenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 109") W ship (four) l3) 6_); 3.7 bribe, S), s, called D々is. Gang丄%~ 7.53{13H,m), 7.65(lHybr) (110) N-[l-(3-Phenylphenyl)-3-(2,4-dichlorophenylthio)_2_ Propenylene] aniline (hereinafter, this compound is referred to as "the compound 110 of the present invention") ° 1H-NMR (CZ &gt; C13 ) δ (ppm) : S . 〇 3 (1H, d, hIS . 6Η2># s . 77~ 6.B2(3H,rn)(7.1^7.45(8Him 54_75, 丄Us) , 7 · 6B~ 7.69 (ΙΗ,τη) (1)1) N-[Bu (3-Phenylphenyl)_3-(3, 5_Diphenylphenylthio)_2-propenylene]benamine (hereinafter, this compound is referred to as "the compound 111 of the present invention") 320644 98 200922468 λΗ-Μ® fCDCla J δ (ppm) : 6.27 (1H, d, . sa2} , 6.83 (iH/d, J=15.SHz&gt;, 6,S0~7_7O{12E,in&gt; (112) N-[ 1-(3-chlorophenyl)-3-(4- Nitrophenylthio)_2_propylene cyanide] This edition (hereinafter referred to as 'this compound is referred to as "the compound 112 of the present invention") ^H-NM RiCDC^JdCppm} : 6.45{1Η,α,α=15.ακ2)&gt; 6.91{1K d J^15.9¥.z), 6.84 — 8.20 (13Η/Πι) (113) N-[l-(4-曱oxyphenyl)-3__(2-fluorophenylthio)_2_propyleneene]aniline (hereinafter, this compound is referred to as "the compound 113 of the present invention") 65*^-NMRiCDCla)5&lt;ppmJ:3. S5(3H,s) 7.35{l2E,m) /7.e6(2H,diJ=8.7H2) (114) N-[l-(4-decyloxyphenyl)-3—(3-fluorophenyl) Thio))-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound 114 of the present invention") H-NMR(CDCl3)5{ppTO): 3.85 (3H, s), 6.26 7*35, 7.66 (2H ,d, J=3.7H2) (115) N-[l-(4-decyloxy)-3-(4-fluorophenylthio)_2_ ^ JJ ^--!NrMR{CDCl3}cippm} :3.85(3^:,3) ,6.05 (lH,d J η = — ,α^^15.6Hz) , 6 7.33(12Η,πι) , 7,63(2H,d,J=B.8Hz) Propylene-aniline (hereinafter, this compound is referred to as "the present invention 115, .70. phenylthio group") - "The compound of the present invention (116) Ν-[1-(4-decyloxybenzene) Base) -3~d propylene fine 'base' present amine (hereinafter, this compound is referred to as 116) 320644 99 200922468 3H-KTMR(CDCl3)5(ppm) :3.8S{3H,S , 6.20 (lH, d, j = ls, 4H2) 7-40 &lt; 12H, n〇, 7, 5 &amp; ~ 7-7G (2H, m) (117) N-[l-(4-decyloxybenzene 3-(3-chlorophenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention H7j" 3H-: NMR (CDCl3) 5 (Ppin): 3.85 3H,d,S.23(lH,d,J=1S'4Hs&gt;,s,s〇~ 7.40{12H,w) r7.65(2H,d,JS8.7HZ) (118) N-[l- (4-Methoxyphenyl)-3-(4-chlorophenylthio)_2-propenylene]phenylamine (hereinafter, this compound is referred to as "the compound of the present invention 118") 1 H-NMR (C2X: 13 } δ (ppm) : 3 · BS {3H/ s) , s · 1S (1Hf d, J=i5 . η ~ 7*70{14Hrm) (119) N-[l-(4-methoxyphenyl) )-3-(2-bromophenylthio)_2_propenylene]aniline (hereinafter, this compound is referred to as "the compound 119 of the present invention") \峨(CDCls) δ (Qing): 3.85 {1H, s) , s . 22 收心15 糊^像7 · 35 {12Η, πι) , 7.68 {2Η, d, J=8.7Hz) (120) N-[1-(4-methoxyphenyl)-3- (3-Bromophenylthio)_2_propenylene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 120") ΓΓ: Γ^δ (Wei 3,85(3H,s)'s· pure him (10) ❸ ll 2ri'H67(2H,d,J=9.0Hz) (j21) N-[l-(4-methoxyphenyl)-3_(4-bromophenylthio)- 2-propyleneidene] (hereinafter, this compound is referred to as "the compound of the present invention 121 I ) 320644 100 200922468 17 {0.7H, d, 1H-NMR (CDCl3) 5 (ppm): 3.e6(2H, s)i 3.88 (lH, s ), 5 J*15'4Hs), S.3£&gt;~7.9(D(;L4,3HiIn) (122) N [1-(4-methoxyphenyl)_3_(3-three i methyl Phenylthio)-2-y(tetra)yl] strepamine (hereinafter, this compound is referred to as "the compound of the present invention 122") 27 (1H, dfJ®15&gt;6H2), 6.63·H-NMR {CDCI3 } δ ( Ppm): 3.85 (3 Η / s) 5 7.70 N [1 (4-methoxyphenyl)-3-(2-methylphenylthio)-2-ylidene] aniline (hereinafter, this compound It is called "the compound of the present invention 123") ¥臓((4)(4)p_:2.32(3h,s), 3bThis is 5.95{1Η,α(α 15· 4^&gt;ί6* 63-7.36 (12H,m), 7.63 (2H,d,J=:8.7 Hz) (124) (4-methoxyphenyl)-3-(3~•methylphenylthio)-2-propyleneidene]aniline (hereinafter, This compound is referred to as "the compound of the present invention 124") 1H-NMR (CDCl3) 6 (pptn): 2 39 ί ^ -, 39 «sm,, s) f S-1 coffee A secret 'measured, (10) ~ 7.3 S (10) tons 7. (5) Condition d, from coffee) n(4, methoxyphenyl)_3'(4'methylphenylthio):: secret] money (hereinafter referred to as "this compound is referred to as "the compound of the present invention 1" 5" ^-NMRiCDCl^bippm) : 2 6-11 (-.Hjd, J^lS , 8Ηξ ) e tr - 7.63(2HfdrJ=8&gt;7H2) (126) oxyphenyl)_3_(n-based)_2- Propylene-based stupid amines L/LA A violent 丞 丞 俊 俊 俊 , , , , , , , 俊 此 此 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 644 2009 (127) N—[im fresh base)-3 as methoxyphenylthio)-2-propyleneoxy]aniline (hereinafter, this compound is referred to as "the compound of the present invention XH-NMR (CDC13) 6 ( Ppm);3 6.24 (1H, ci, Jtrl5, 8Hz), .77(3H,s), 3.85(3H,S&gt;, e-^7.45(l2H,m}f7.65f2Eid&gt; J®e.7az) ( 4~nonylphenylthio group) is referred to as "the compound of the present invention (128) N-[l-(4-decyloxyphenyl)-3-2-phenylidene]aniline (hereinafter, this is Compound 128") S-3B (IH.d, H-IWR fCDCl; ) 5 ippm) : 3.79 OH, S) , 3.85 (3H, s), J-15.6H2), S-54 - 7.67 4-—Gas Stupid base) is called "the compound of the present invention (129) methoxy stupyl)-3- -2-propylene Alkenyl]aniline (hereinafter, this compound 129)) 3 H-2M (CDC15) δ (ppm): 3.85 (1.5H, s), 3.88 {, J=: LS.SH:z) , 6.SO~ 7.75(13.SH,m) 5H, s), 6.13 (Ο-ΗΗ,ά, (Off N-[l-methoxyphenyl)_3~(3,5-diphenylphenyl)-2 - Propenylene] aniline (hereinafter, this compound is referred to as "the present invention".) ° 2H-NMR (CDC13 } δ (ppm): 3.67 (3Η, S), 6.3〇UK(d _ . 7.43 (ΙΙΗ,ΐη), 7.e7i2H, br) 3'8Κζ), 6'50 to 320644)02 200922468 (131) N-[ 1-(4-decyloxyphenyl)-3-(4-nitro Phenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 131"). Bile (CDC2S &gt; δ {ppm): 6.45~7.17 Thief (4), 8.24 (4H, rn *73(5H^]-7·88^ (132) NUU-methylphenyl)-3-(3-fluorophenylthio)_2_sub522amine (hereinafter, this compound is referred to as "the present invention" Compound ^2") ---cl3)6 (ppm): 2.09 (2HiSh2, 39(iHiS)i6^ (133) NU-(2-methylphenyl)-3-(4-dumpyylthio) _2_Sub, alkenyl] aniline (hereinafter, this compound is called "本(0,7Η,τη), 匕52 ~7.4S (143H, m) (134) ΓΚΗ2-methylphenyl)|(2_acetoylthio)_2_,alkenyl]aniline (hereinafter, this compound is called "k marriage ((4)3) s (ppm}: 2 Measurement 2 is not a secret. 134" (135) N [Bu (2-mercaptophenyl)_3__(3_phenylphenylthio)-2_]tiiLH (hereinafter, this compound is referred to as "the compound of the present invention 135") 臓 (CDCl3 ) C (Lion): 2. 〇 9 (2H, s), 2.3 C93 ~ 7.43 (12H, m) ”S), e.3〇~S.S7(3H,m), &lt;( N-[卜(2_nonylphenylchlorophenylthio)_2_propylenene]amine (hereinafter, this compound "^ (4) "called) e. (ppm): 2c8 (five), s), 2, clever material Oral material 136") (3H,m)r 6.75-7.5δ(ΐ2Η/Τη) , 0.22-6.65 (137) Ν-[1-(2-mercaptophenyl)-3, (3_indifferent base sulfur Base m 320644 103 200922468 Propyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 13 7") -H&gt;NMR(CDC13)5(ppm} :2,08 (2K, s) , 2.38 ' κ Ratio s), 6, 22~6.S6{3 礼 mJ, 6~7·58 &lt;12Η,τπ&gt; (138) Ν-[1-(2-mercaptophenyl)-3—(4 bromo Phenylthio)_2-propenylene]aniline (hereinafter referred to as "this compound is referred to as "Compound 138 of the present invention") ^-NMRfCDClsJSippit): 2,08 (2H, 3), 2.3 8 (13⁄4 to 5.65 &lt; 3H ,m), 6 _74~7_S3(12Η,π〇(139) N-[l-(2-mercaptophenyl)-3-(2-methylphenylthio)_2_propylene Alkenyl]aniline (hereinafter referred to as "this compound is referred to as "Compound 139 of the present invention") 6-03~S.65(3H,m), 6.77~1 H-l'TMR (CDC13 } δ {ppm) : 2 . 〇6 -2.4 6 {6H, m), 7.46 (l2H,m) (140) N-[Bu(2-methylphenyl)-3-(3-methylphenylthio)_2_propenylene] Aniline (hereinafter, this compound is referred to as "the compound of the present invention 140 丨) H-_R (CDCla) δ (ppml: 2 · 07~2 · 48 {SH, correction, ^. 6.S2· 7.38 U2H, m} 141_ * H-NI® {CX)C13 ) δ ippm) : 2 . 〇g · 7.36 (12H,m) (141) Ν-Π-(2-methylphenyl)_3—(b-methylphenylthio) _2-propyleneidene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 2.48 (6H, n3} f 6.1B- 82· (142) Ν-Π-(2-mercaptophenyl)_3_(( 3 to 3 gas, the compound of the present invention, 2-propenylene] stilbene (hereinafter, this compound is called 142 丨) 320644 104 200922468 ^-NNRiCDCla ) 6 (ppm): 2.09{2HyS), 2.33 (^^) , g 3〇S.67{3H,m), 6'82~7.65(i2H,ra) (143) N-[l-(2-indolyl)-3-(4-trifluorodecylbenzene) Thiothio) -2_propylene oxide] aniline (hereinafter, this compound is called "this hair Ming compound 143") 35~5·73{3Η,π〇&quot;'H-NMR (CDC13 j δ (ppm) :2.05 (2Η, β} , 2,39 (1Η, tn) ( g 6.83~7.75{ 12H,m) (144) N-[l-(2-mercaptophenyl)-3-(3-decyloxyphenylthio)-2-propenylene]aniline (hereinafter, this compound is called "Compound 144 of the present invention") 1 H-KT4R (CDC13) δ (ppm); 2.0B (2H, b), 2.38 (^, 01} 3 to J - /5 s), 3.79 (1H, S), 6.32 ~6.72 (3H,m), 6.75~7.36 (145) N-[ 1-(2-methylphenyl)-3-(4-methoxyphenylthio)-2-propenylene] Aniline (hereinafter, this compound is referred to as "the compound 145 of the present invention") 〇8-e.S5(3H, rn) ^I-NMRfCDCla) δ (ppm): 2.08{2Η, ε), 2.37, g 6.75-7.5 S(12H,m) (146) N-[1-(2-methylphenyl)-3-(3,5-dichlorophenylthio)-2-propenylene] phenanthrene (hereinafter referred to as ' This compound is referred to as "the compound of the present invention 146") ^ Cong (〇叫冲(四): 2'. 8(2H,sK2,3Cai (9)~&quot;Cake S-S4~7.42(ΐ2Η,τη} (147) N-[l-(3-decyloxyphenyl)-3-(3-fluorobenzene Alkylthio)_2_propyleneidene] Aniline (hereinafter, this compound is referred to as "the compound of the present invention 147") 320644 105 200922468 6.27 (〇, gH, d, (CDC; I3 ) δ {ppm) : 3.66 (ο SH, s) , 3,86 (2.4H, S) J=15.6Hz) , 6,S2~7.3S(14,2H,n&gt;) (148) N-[l-(3-Toxybenzene) 3-(4-fluorophenylsulfanyl)_2-propyleneene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 148") 6.06 (Ο.βΗ,ά, ^-^{CDCl^afppm } :3.65(〇.€Κ,ε) , 3.86(2.4Η,ε J=15,SHz), 6,34~7.38(14.2H,m) (149) N-[l-(3-methoxy Phenyl)-3_(2-chlorobenzene furnace, propylene glycol) aniline (hereinafter, this compound is called "this dimer 149") 6*20 {〇.8Η,ά, lH^m(CDCl3 5{pPm}; 3-6S(〇.SH, s), 3.87 {2.4Κ ^ = 1Ξ.6Ηζ), 6.49-7.39(14.2Η,τπ) (150) Ν-Π-(3-methoxy Phenyl)-3-(3-chlorophenylthio)-methacryloyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 150") 6-25 (G'BH, d, seven positions (cafe 3) )5 (class: 36 take _), 3 Chuan 2.. Call 7,55 (14 is m), (151) N [1-(3-methoxyphenyl)_3__(4_-phenylphenyl)_2_ Propylene group] (hereinafter, this compound is referred to as "the compound 151 of the present invention") ^ Brewing 3) δ (ρ_: 3'_ is &amp; 3咐^ &quot;15-€H2h 6--^7.5 〇{14.2Η(Ιώ) (152) N-[Bu(3_foxyphenyl)|(3_bromophenylthio)-2_ 320644 106 200922468 Propenylene] aniline (hereinafter, this compound is called " The character 152") of the present invention ° 1Κ'Μ{α〇ε1^δ{ρ?πι,.. 3.66(0.6^3), ώ^=15.6Η2), 6.51-7.68(14.2H,m) 3.B7 (2-4K, s), e-2^(〇-8H, (153) N-[l-(3-methoxyphenyl)-3-(4-bromophenylthio)_2_propenylene Aniline (hereinafter, this compound is referred to as "the compound 153 of the present invention") ° h-KMiUcixrij 5 (ppm): 3' is called 3.eH, s&gt;, 3·8叩m) ^17(0.8^d, ^ 15.6HZ), 6.45^7.53U4.2H,m) (154) methoxyphenyl)_3_(2-methylphenylthio)~2-propenylene] aniline (hereinafter, this compound is called " The compound of the present invention 154") ° ^E-NMRiCDC^Joippm); 2.32 (2.4H, s) , 2.47 ( 〇. 6H js) 3.65 (0'6H, s) , 3.86 (2 .4H, s), 5.96 (C ·8Η, 6.28 ' 2H, d, J=15,4H2) , 6 54~7 · 37 (14H, τη) (155) N-[l-(3-methoxy Phenylmethylphenyl phenyl)-2-propenyl aniline (hereinafter, this compound is referred to as "the compound of the present invention 155") &quot; : 11-side R (CDC13) 5 (PPm); 2, 2S (2.4H, s), 2.36 (D.SH, s) 3 · 65 , 3, 85 (2.4H, s) , S.20 (0· 6TJz) S* 4S (0·2H, d, J 2 15 ·6Ή2), g·65~7·48 (14, for) (10) Ν-Π-(3-methoxyphenyl)-glylphenylthio) propylenediphenyl] aniline (hereinafter referred to as 'this compound It is called "the compound of the present invention 156") &quot;&quot; 320644 107 200922468 aK-NMR (CDCl3) δ (ppm): 2.31 (2.4H, e), 2.3 6 {0.6H, s), 3.65 (0.6Kfs), 3.B5(2.4K, s)7 6.12{0.8H,d,J=15.6Hz), 6.40 (C, 2H,d, J=1S. 6Ez), 6.54~7.48 (157) N-[l-( 3-decyloxyphenyl)-3-(3-trifluoromethylphenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 157") ^Ή-ΚΜΚ (CDC13) 5 {ppm); 3,65(0.63,5), 3,86(2.415,3} 6 ·2€(0·ΒΗ:,&lt;^ J=15.6Hs), S ' 54 ~7, 7S (14 2Η,τη} (158) Ν-[1 -(3-decyloxyphenyl)-3-(4-trifluorodecylphenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 158") ^- NMRiCDClsiSCpptn) : 3.66 (0,6H, ε) , 3.87 (2.4Κ, ε) , 6.29(0 8Η d, J*=15.6Hz), 6.54 ~7.65(14.2K,ra) (159) N-[ L-(3-methoxyphenyl)-3-(3-decyloxyphenylthio)-2-propenylene]phenylamine (hereinafter, this compound is referred to as "the compound of the present invention 159") 3H&gt; Nl^R{CDCl3)5(ppm): 3 . €5 (0.6H, s) , 3.77 (2.4Η, ε}, 3.81 (0.SH, s), 3.S5(2.4H, s), 5.27 (D.8H,d,J=i5.5Ez) S47~ 7.37(14.2H,m) (160) N-[ 1-(3-decyloxyphenyl)-3-(4-methoxyphenyl) Thio)-2-propyleneoxy]aniline (hereinafter referred to as "this compound is referred to as "Compound 160 of the present invention") ^-WIRfCDClj ) 5 (ppm) : 3.64 (0.6H, s) , 3.78 (2.4H ( g ) 3.S2(0.SH,s), 3,35(2.4H,s}, 5.99(0.SH,d,Jt15.4H2&gt; 6.2 8 (〇.2Η,&lt;3,〇·=15.4Hz) ) , 6.53 .46 (14.2H, tn) 320644 108 200922468 (161) N-[l-(3-decyloxyphenyl)-3-(3, 5-dichlorophenylthio)-2-phenyl Propenyl]aniline (hereinafter, this compound is called The compound of the present invention 161") 6.3D (1H, d, J = 15, 4Kz), 6. 53~H-NMR {CDC13} δ (ppm): 3.B7 (3H, S), 7.57 (14Ηχτη) (162 N-[ 1-(2-chlorophenyl)-3-(3-fluorophenylthio)_2-propylene, phenylaniline (hereinafter, this compound is referred to as "the compound of the present invention 162") h- KMI^CDClJWppnO: S.35&lt;0.4Hf(i,J=1S4H2h 6』2(〇纽,” J=15 ·4Ηζ),6 ·69~7 ·4Μ14Η,ϊπ) (163) Ν-[1-( 2-Chlorophenyl)-3-(4-fluorophenylthio)6 a alkenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 163 ^^(0013) 6 {ppm): 6.40 (〇 .6Η, 仏15 fly),6'5...,6H,d,J=S.刚丄帅.4H,dij=ssHz)' (164) N-[ 1-(2-chlorophenyl)-3- (2-Chlorophenylthio)_2_propylene fine base] present amine (hereinafter, this compound is referred to as "the compound of the present invention 164"): H-NMR (CDCl3) 5 < ppm): 6 &gt; 2s < 0 -SH,d,J&lt;L5.4H2), certificate, J J=15.4H2}, 6.β8 〜7'S; L(14H,ni) (165) N-[ 1-(2-chlorophenyl) -3-(3-oxaphenylthio)_2-propylenepine]amine (hereinafter, this compound is referred to as "the compound of the present invention 16 5") J = 15, 4 Hz), S. 6S - 7.45 ( 14H,m) (166) N-[ 1-(2 -Chlorophenyl)-3-(4-oxaphenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 166") 1H-I«(CDCl3)6{ppi ,) : δ.2Β-6.62 320644 109 200922468 桥其1(—6IL N [ 1 ~(2~chlorophenyl)-3'(3~indiylthio)- 2—propylene propylene 1 This compound is referred to as "the compound of the present invention 167") HN^(CDCl3)5{ppm); 6_33{〇4Hi

J=15.4HzJ, 6 g9^ *4HSK N [Η2'氯苯基)-3~(41苯基硫基)_2—亞丙 (後文中’此化合物稱為「本發明化合物i68」) ri-NMR(CDCi )6{ 咖:H6.帅h,(Sss〜7.si⑽,m) (169) N-[1~(2m)_3'(2-曱基苯基硫基)-2-亞 丙稀基]苯胺(後文中,此化合物稱為「本發明化合物⑽」) NMR(C^Cl3}5(ppm) ;2_32 (1 ,,卜 ^^^^ίΙ-δΗ,ε) # 6.06ί〇.4Ε,ά( U=必),6‘⑽我^,抓4既6.抑‘SH,d,紙观S.53{ 〇.4ii,d,J=1S.2Hz)'6.S7〜7.46(13E,ro&gt; (no) N-[l-(2-氯苯基)-3-(3_曱基苯基硫基)—2一亞 丙烯基]苯胺(後文中,此化合物稱為「本發明化合物17〇」) ^贿咖咖(Ppm):2•账4H』s),2 3s(1k 6.赚说 ^ ^15*4Ηζ^6·ΞΜ0.6Η,α,^15.7Εζ)ί6.63(0.6κ,^σ=15.4Ηζ), 6.66(D-4H,t5,J=15.4Hz),S,70〜7.43{13H,m) (171) N-[1-(2-氯苯基)-3-(4-曱基苯基硫基)-2-亞 丙稀基]苯胺(後文中,此化合物稱為「本發明化合物1 7 1」) ^^NIvIRiCSCl^eippn,)^.34(1.2H,s),2.35(1.8H&lt;s)i 6.22(〇i4H&gt;d( ^15.4H2),6.43(0.6Hfd,J=lB.4H,)(6.6〇(0.6Hfd&gt;Ja:15_4HsK6)64( 〇 ·4Η, dihis .4:42) , 6 · 67〜7 ·42 {i3H,m} (Π2) N-[1-(2-氯苯基)-3-(3-三氟曱基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 320644 110 200922468 172」) S.S4{1.6H,m), 6.70〜7.66(13H,m} (173) N-[ 1-(2-氯苯基)-3-(4-三氟曱基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為Γ本發明化合物 173 j ) ^H-NMRiCDCls)o(ppm):6.39(0.4H,d,J=15.4Hz),6-51(〇 gH d (174) N-[l-(2-氣苯基)-3-(3-甲氧基苯基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 Π4」) :H-NMR(CDCl3〉5(Ppm}:3.80(3H,s},6.3S(lH,d,J=15.7p:z) s 6〇〜 7.43 (14H,tn) (175) N-[l-(2-氯苯基)_3-(4-曱氧基苯基硫基)_2一 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 175」) &quot;H-iSMRfCDCi^Sippro) :3.78(0.6H,s), 3 · 8〇 (2.4H, s ) , 6.11 (〇 4H d J=15.4Hz), 6.32(0.βΗ,ά,^ΙΕ.ΛΗζ) ,6.70-7.49(14f (176) N-[ 1-(2-氣苯基)-3-(3, 5-二氯苯基硫基)_2- 亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 176」) 1 H-mR (CDC13) δ (ppm) :6.37 (0.4H, 0,^15.632) ,6.54(0 βΗ ά J=15 .€Ε2) , 6.56 (0.4H,d, J=15.6Ήζ) , 6.65 (〇 . 51|# j_15 gtiz^ g 〜7.49(12H,m} (177) N-[ 1-(4-硝基苯基)-3-(3-氟笨基硫基)-2-亞 320644 111 200922468 丙_基]本胺(後文中,此化合物稱為「本發明化合物177」) 25(0,6K,d.^ls.eK2),6.55(〇_4H(d^ J=15.SHz), S.67 〜7.K&lt;10H,m) 7.84&lt;2H,d,J=8,8H2), 8.32 (2Η,ά, J=B.8Hz) (178) N-[ 1-(4-硝基苯基)-3-(4-氟苯基硫基)-2-亞 丙烯基]苯胺(後文中,此化合物稱為r本發明化合物178」) 丄K-NMR(CDCl3)5(pPtn&gt; :6.C7(0,SH,AJ=1S.4H2) ;e.37(〇.2H,d, 8.30(2H(d, J=8.8Hz) (179) N-[ 1-(4-硝基苯基)-3-(2-氯苯基硫基)-2-亞 丙烯基]苯胺(後文中,此化合物稱為「本發明化合物丨79」) &quot;H-NI/RCCDCl^ofppm) : 6.17 (0,8H, d, J=i5.7H2) f 6.49 {〇 . 2H, d, 〜lS.7H2),6.71(O.2H,d,J=1S.7Hzhe.0〇(〇8H,d,j=i5.73zn83 -7.60(9Hfm),?.e5(2H,d,,1=8.6Hz) ,8.30(2^:^,^8.8Hz) (180) N-[ 1-(4-硝基笨基)-3-(3-氣苯基硫基)_2-亞 丙烯基]苯胺(後文中,此化合物稱為「本發明化合物18〇」) 'H-I^CKCDCl^SCppm) :6.24(0.8E,d,Jsi5.6HZ) ,6.52(〇.2H,d, 5·81〜7.π(10Η,τη}, 7.85(2H,diJ=8‘8Hz), s-32{2H,d, J=B.8Hs) (181) N-[ 1-(4-硝基苯基)-3-(4-氯苯基硫基)_2_亞 丙稀基]苯胺(後文中,此化合物稱為「本發明化合物181」) 1H-NI«iCDCl3)5&lt;ppm):6.15(0.8H,d,J=i5.6Hz) y6.45(D.SH.d, -15.6H,), 6.74-7.45(10H,Tn},7.S3(2H/d,a,e.8Hz)/ 5.30(2H,d/ J-8 * 8Hz) (182) N-[ 1-(4-硝基苯基)-3-(3-溴苯基硫基)_2一亞 112 320644 200922468 丙烯基]苯胺(後文中’此化合物稱為「本發明化合物182」) ^-KIviRiCDCls } 5{ppm) :6.24 (1H, d, . GHz) , 6.63 (lH,d, J=15.6H2&gt;, 7.C7〜7‘65(SH,m), 7.83(2H,d,J=8.8Hz), 8.31(2H,d,J=8.8Hz) (183) N-[ 1-(4-硝基苯基)-3-(4-溴苯基硫基)-2-亞 丙稀基]苯胺(後文中,此化合物稱為「本發明化合物183」) &quot;H-NI'dRiCDCl^Sippm) * 6.17 {0.8H, d, J=l5.7Hz) , e .47 {0.2H, d, J=15.7H2), 6.50~7.55(14Him)/7.82(2H,diJ,8.8Hz), 6.30(2H,d( J=e.8Hz) (184) N-[ 1-(4-硝基苯基)-3-(2-曱基苯基硫基)一2- 亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物 184」) ^-MMRfCDCls )5(ppm) : 2.33 {2.4H, s) r 2,46 {0.6H, s) 5 93〜 6. BS (3H,m) , 7 · G6〜7 · 32 7_78〜8_ 33 C185) N-[ 1-(4-硝'基苯基)-3-(3-甲基苯基硫基)-2- 亞丙烯基]苯胺(後文中,此化合物稱為r本發明化合物 185」) 3H-ISIMR{CDCl3)5(ppTn) : 2.29 (3H, ε) , 6.21 (IK, d, J=l5 7H,} 6.S8i:lH,d, J=15.7Hz) ,S.S7 〜7·30(10Η,π〇 ,7_S3 (2κ e-29(2H,d,J=8.8Hz) H8.8Hz) / (186) N-[l-(4-墙基苯基)-3~(4-曱基笨基硫基)_2_ 亞丙烯基]苯胺(後文中,此化合物稱為r本發明化合物 186」) :2.3C〜2.3S 6.1。·^ … 一 --«8(3H,m),6.S6〜J = 15.4 HzJ, 6 g9^ *4HSK N [Η2' chlorophenyl)-3~(41phenylthio)_2-propylene (hereinafter, this compound is referred to as "the compound i68 of the present invention") ri-NMR (CDCi)6{ 咖:H6.帅h,(Sss~7.si(10),m) (169) N-[1~(2m)_3'(2-mercaptophenylthio)-2-propylene Aniline (hereinafter, this compound is referred to as "the compound (10) of the present invention") NMR (C^Cl3}5 (ppm); 2_32 (1,, ^^^^^ίΙ-δΗ, ε) # 6.06ί〇. 4Ε,ά( U=必),6'(10)我^, grab 4 both 6. suppress 'SH,d, paper view S.53{ 〇.4ii,d,J=1S.2Hz)'6.S7~7.46 (13E,ro&gt; (no) N-[l-(2-chlorophenyl)-3-(3-nonylphenylthio)-2-propenylene]aniline (hereinafter, this compound is called " The compound of the present invention 17"") bribe coffee (Ppm): 2 • account 4H s), 2 3s (1k 6. earned ^ ^ 15 * 4 Ηζ ^ 6 · ΞΜ 0.6 Η, α, ^ 15.7 Εζ) ί6 .63(0.6κ,^σ=15.4Ηζ), 6.66(D-4H,t5,J=15.4Hz),S,70~7.43{13H,m) (171) N-[1-(2-chlorobenzene) Benzyl-3-(4-mercaptophenylthio)-2-propyleneidene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 171") ^^NIvIRiCSCl^eippn,)^. 34 (1.2H, s), 2.35 (1.8H &lt; s) i 6.22 (〇i 4H&gt;d(^15.4H2), 6.43 (0.6Hfd, J=lB.4H,) (6.6〇(0.6Hfd&gt;Ja:15_4HsK6)64(〇·4Η, dihis.4:42), 6 · 67~7 ·42 {i3H,m} (Π2) N-[1-(2-chlorophenyl)-3-(3-trifluorodecylphenylthio)-2-propenylene]aniline (hereinafter, this The compound is referred to as "the compound of the present invention 320644 110 200922468 172") S.S4{1.6H,m), 6.70~7.66(13H,m} (173) N-[ 1-(2-chlorophenyl)-3-( 4-Trifluorodecylphenylthio)-2-propenylene] aniline (hereinafter, this compound is referred to as the compound of the present invention 173 j ) ^H-NMRiCDCls)o (ppm): 6.39 (0.4H, d , J = 15.4 Hz), 6-51 (〇gH d (174) N-[l-(2-phenylphenyl)-3-(3-methoxyphenylthio)_2-propenylene]aniline ( Hereinafter, this compound is referred to as "the compound of the present invention Π4": H-NMR (CDCl3>5 (Ppm}: 3.80 (3H, s}, 6.3S (lH, d, J = 15.7p: z) s 6〇 ~ 7.43 (14H, tn) (175) N-[l-(2-chlorophenyl)_3-(4-decyloxyphenylthio)_2-propylene]aniline (hereinafter, this compound is called "Compound 175 of the invention") &quot;H-iSMRfCDCi^Sippro): 3.78 (0.6H, s), 3 · 8 〇 (2.4H, s), 6.11 (〇4H d J=15.4Hz), 6.32 (0. β ,ά,^ΙΕ.ΛΗζ) , 6.70-7.49(14f (176) N-[ 1-(2-Phenylphenyl)-3-(3, 5-dichlorophenylthio)_2-propenylene] Aniline (hereinafter, this compound is referred to as "the compound of the present invention 176") 1 H-mR (CDC13) δ (ppm): 6.37 (0.4H, 0, ^15.632), 6.54 (0 βΗ ά J=15 .€Ε2 ), 6.56 (0.4H, d, J = 15.6Ήζ), 6.65 (〇. 51|# j_15 gtiz^ g ~7.49(12H,m} (177) N-[ 1-(4-nitrophenyl)- 3-(3-Fluorophenylthio)-2- sulfene 320644 111 200922468 propylamino] present amine (hereinafter, this compound is referred to as "the compound 177 of the present invention") 25 (0, 6K, d. eK2), 6.55 (〇_4H(d^ J=15.SHz), S.67~7.K&lt;10H,m) 7.84&lt;2H,d,J=8,8H2), 8.32 (2Η,ά, J=B.8Hz) (178) N-[ 1-(4-nitrophenyl)-3-(4-fluorophenylthio)-2-propenylene]aniline (hereinafter, this compound is called r Compound 178") 丄K-NMR(CDCl3)5 (pPtn&gt;: 6.C7 (0, SH, AJ = 1S. 4H2); e.37 (〇.2H, d, 8.30 (2H(d, J = 8.8 Hz) (179) N-[ 1-(4-Nitrophenyl)-3-(2-chlorophenylthio)-2-propenylene] aniline (hereinafter, this compound is called " The compound of the present invention 丨79") &quot;H-NI/RCCDCl^ofppm) : 6. 17 (0,8H, d, J=i5.7H2) f 6.49 {〇. 2H, d, ~lS.7H2), 6.71(O.2H,d,J=1S.7Hzhe.0〇(〇8H,d , j=i5.73zn83 -7.60(9Hfm),?.e5(2H,d,,1=8.6Hz) , 8.30(2^:^,^8.8Hz) (180) N-[ 1-(4-Nitrate 3-(3-phenylphenylthio)_2-propyleneene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 18") "HI^CKCDCl^SCppm": 6.24 (0.8 E, d, Jsi5.6HZ), 6.52 (〇.2H, d, 5.81~7.π(10Η,τη}, 7.85(2H,diJ=8'8Hz), s-32{2H,d, J =B.8Hs) (181) N-[ 1-(4-Nitrophenyl)-3-(4-chlorophenylthio)_2-propyleneidene]aniline (hereinafter, this compound is called " The compound of the present invention 181") 1H-NI «iCDCl3) 5 &lt; ppm): 6.15 (0.8H, d, J = i5.6 Hz) y6.45 (D.SH.d, -15.6H,), 6.74-7.45 ( 10H,Tn},7.S3(2H/d,a,e.8Hz)/ 5.30(2H,d/ J-8 * 8Hz) (182) N-[ 1-(4-nitrophenyl)-3 -(3-bromophenylthio)_2-subunit 112 320644 200922468 Propenyl]aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 182") ^-KIviRiCDCls } 5{ppm) : 6.24 (1H, d, .GHz), 6.63 (lH,d, J=15.6H2&gt;, 7.C7~7'65(SH,m), 7.83(2H,d,J=8.8Hz), 8.31(2H,d,J=8.8 Hz) (183) N-[ 1-(4-nitrophenyl)-3-(4-bromophenylthio)-2-propyleneidene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 183") &quot;H- NI'dRiCDCl^Sippm) * 6.17 {0.8H, d, J=l5.7Hz) , e .47 {0.2H, d, J=15.7H2), 6.50~7.55(14Him)/7.82(2H,diJ,8.8 Hz), 6.30(2H,d( J=e.8Hz) (184) N-[ 1-(4-nitrophenyl)-3-(2-mercaptophenylthio)- 2-propenylene Aniline (hereinafter referred to as "this compound is referred to as "Compound 184 of the present invention") ^-MMRfCDCls ) 5 (ppm): 2.33 {2.4H, s) r 2,46 {0.6H, s) 5 93~ 6. BS ( 3H,m) , 7 · G6~7 · 32 7_78~8_ 33 C185) N-[ 1-(4-Nit'-phenyl)-3-(3-methylphenylthio)-2-propene Aniline (hereinafter, this compound is referred to as r compound 185 of the present invention) 3H-ISIMR{CDCl3)5(ppTn): 2.29 (3H, ε) , 6.21 (IK, d, J=l5 7H,} 6. S8i: lH, d, J = 15.7 Hz), S.S7 ~ 7.30 (10 Η, π 〇, 7_S3 (2κ e-29 (2H, d, J = 8.8 Hz) H8.8 Hz) / (186) N -[l-(4-wall-phenyl)-3~(4-mercapto-ylthio)_2_propenylene]phenylamine (hereinafter, this compound is referred to as r the compound of the invention 186): 2.3C~ 2.3S 6.1. ·^ ... one --«8(3H,m),6.S6~

7.45(8Hrtn},7.52i2Hid,J=S.3H2}(B-25(2H,d J-B 320644 113 200922468 (187) N-[l-(4-硝基苯基)_3_(3__三氟曱基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 187」) «—.叫况仏7•叫2H々㈣隱),8·3ι(2Η,ά,㈣挑) (188) Ν-[卜(4-硝基苯基)_3—(4-三氟曱基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 188」) 7-65{7H&gt;Tn) M-nmrίCDC13 } δ (ppm): s ·2S〜S · 89 {4H,m&gt;, 7, 〇8 7.85(2H,d(J=8.8Hz), 8.32(2H,d,J=8.8Hz) (189) N-[l-(4-硝基苯基)-3-(3-甲氧基笨基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 189」) k-NMR (C:DC13 &gt; δ (ppm) : 3 ·73 {3K, s&gt; , 6 · % (1Hf d,二is 乃批〉,s s3〜 7‘55(lQH,m},7,77〜8.33(4H,m). (190) N-[1-(4-硝基苯基)-3-(4-甲氧基苯基硫基) - 2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 190」) ^-NMRCCDCls}δ(ppm) ;3.g2(2.4H/S),3.83(0.6H c 〇 r w / t Ό , 〇〇 6.38 ,5.52--7.ΒΟίΐΟΗ,τη), 7.75^8.32 (4Η^π〇 (191) N-[l-(4-硝基苯基)-3-(3, 5-二氣苯基硫 基)-2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化 合物191」) 320644 114 200922468 1K-NHR(CDC13)c(ppm):6.28(lH,d,J=l5.7E2)^ 6.79 (lH,d,J=15.7Hz) , 6,85 (2H, d, J*8 . £H2) , 7.15 7.45{6E,m5,7.85{2H,d,J=S.8Hz)( 8.32(2¾. d, J^e.eHz) (192) N-[ 1-(4-苯基笨基)-3-(3-氟苯基硫基)-2-亞 丙稀基]苯胺(後文中’此化合物稱為「本發明化合物192」)7.45(8Hrtn}, 7.52i2Hid, J=S.3H2}(B-25(2H,d JB 320644 113 200922468 (187) N-[l-(4-nitrophenyl)_3_(3__trifluorodecyl) Phenylthio)-2-propenylene] aniline (hereinafter, this compound is referred to as "the compound of the present invention 187") «—.called 仏 仏 7 • called 2H 々 (four) hidden), 8·3ι (2 Η, ά (4) Pick) (188) Ν-[Bu(4-nitrophenyl)_3-(4-trifluorodecylphenylthio)-2-propenylene] aniline (hereinafter, this compound is called " The compound of the present invention 188") 7-65{7H&gt;Tn) M-nmrίCDC13} δ (ppm): s ·2S~S · 89 {4H,m&gt;, 7, 〇8 7.85(2H,d(J=8.8Hz) ), 8.32 (2H, d, J = 8.8 Hz) (189) N-[l-(4-nitrophenyl)-3-(3-methoxyphenylthio)-2-propenylene] Aniline (hereinafter, this compound is referred to as "the compound 189 of the present invention") k-NMR (C: DC13 &gt; δ (ppm): 3 · 73 {3K, s&gt;, 6 · % (1Hf d, two is a batch 〉, s s3~7'55(lQH,m},7,77~8.33(4H,m). (190) N-[1-(4-Nitrophenyl)-3-(4-methoxy Phenylthio)-2-ipropenyl]aniline (hereinafter, this compound is referred to as "the compound 190 of the present invention") ^-NMRCCDCls}δ (ppm); G2(2.4H/S), 3.83 (0.6H c 〇rw / t Ό , 〇〇 6.38 , 5.52--7. ΒΟίΐΟΗ, τη), 7.75^8.32 (4Η^π〇(191) N-[l-( 4-nitrophenyl)-3-(3,5-diphenylphenylthio)-2-propenylene]aniline (hereinafter, this compound is referred to as "the compound 191 of the present invention") 320644 114 200922468 1K- NHR(CDC13)c(ppm): 6.28(lH,d,J=l5.7E2)^ 6.79 (lH,d,J=15.7Hz), 6,85 (2H, d, J*8 . £H2) , 7.15 7.45{6E,m5,7.85{2H,d,J=S.8Hz) ( 8.32(23⁄4. d, J^e.eHz) (192) N-[ 1-(4-phenyl stupyl)-3 -(3-fluorophenylthio)-2-propyleneidene]aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 192")

](CDCl3 ) δ ippm) t 6 · 3C (m 〜15 · 4:七),s · 78 〜7 · u Q (193) N-[ 1-(4-苯基苯基)-3-(4-氟苯基硫基)—2-亞 丙稀基]苯胺(後文中’此化合物稱為「本發明化合物1 g 3」) (194) N-[ 1-(4-苯基苯基)-3-(2-氯苯基硫基)_2_亞 丙烯基]苯胺(後文中,此化合物稱為「本發明化合物194」) 1H-NMRiCDCl3)5(ppm):6.25(lK)d/J,i5.6H2),6.82_7_8〇{i9K&lt;ra) (195) ^-[1-(4-本基本基)-3-(3-氯苯基硫基)_2_亞 丙稀基]本胺(後文中,此化合物稱為「本發明化合物19 5」) H-NKR(CDC13 }δ(ρρτη) :6.28 (IH,d,J=l5 βΚζ^ .j,c.79〜7.83(lSH,n〇 (196) N-[l-(4-苯基苯基)-3-(4-氯苯基硫基)_2_亞 =烯基]苯胺(後文中,此化合物稱為「本發明化合物196」) H-NMR(CDC13)δ(ppm):6,20(lH,d,J=15 ^ .ΖΜ6·77 〜7.8D(19HiIt〇 (197) N-[1-(4-笨基笨基)-3-(3_溴笨基硫基)_2_亞 ,烯基]苯胺(後文中,此化合物稱為「本發明化合物197」) H-NMR(CDCl3)5(ppm):6.2S{lH,ci,J=i5‘4H2l r 1 -’,5.〜7.S2(lSH,n〇 (198) N-[l-(4-苯基苯基)-3_(4_溴笨基硫基)_2_亞 丙稀基]苯胺(後文中’此化合物稱為「本發明化合物 198」) 320644 115 200922468 aH-KIv!R(CDCl5)6(ppm) :6.22(lH,d,o = 15.6H2) ς-,ο ^ ,8〜7_ SO (19Η,τη) (199) N-[ 1-(4-苯基苯基)-3-(2-曱基苯基硫基)一2- 亞丙稀基]苯胺(後文中’此化合物稱為「本發明化合物 199」) ^I-l'JMRiCDCla )5&lt;ppm) :2.13 (2H, ε) , 2.17 (1H sl £ 八 '} ' 5·°〇(〇.7H,d,](CDCl3 ) δ ippm) t 6 · 3C (m 〜15 · 4: seven), s · 78 ~ 7 · u Q (193) N-[ 1-(4-phenylphenyl)-3-(4 -fluorophenylthio)-2-phenylidene]aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 1 g 3") (194) N-[ 1-(4-phenylphenyl)- 3-(2-chlorophenylthio)_2-propenylene]phenylamine (hereinafter, this compound is referred to as "the compound 194 of the present invention") 1H-NMRiCDCl3)5 (ppm): 6.25 (lK)d/J, i5.6H2), 6.82_7_8〇{i9K&lt;ra) (195) ^-[1-(4-本基基)-3-(3-chlorophenylthio)_2_propyleneidene]amine Hereinafter, this compound is referred to as "the compound of the present invention 19 5") H-NKR (CDC13 } δ (ρρτη) : 6.28 (IH, d, J = l5 βΚζ^.j, c.79~7.83 (lSH, n〇) (196) N-[l-(4-Phenylphenyl)-3-(4-chlorophenylthio)_2_i-alkenyl]aniline (hereinafter, this compound is referred to as "the compound of the present invention 196" H-NMR (CDC13) δ (ppm): 6,20 (lH, d, J = 15 ^ .ΖΜ6·77 ~7.8D (19HiIt〇(197) N-[1-(4- stupid base) -3-(3-bromophenylthio)_2_i-alkenyl]aniline (hereinafter, this compound is referred to as "the compound 197 of the present invention") H-NMR(CDCl3)5(p Pm): 6.2S{lH,ci,J=i5'4H2l r 1 -',5.~7.S2(lSH,n〇(198) N-[l-(4-phenylphenyl)-3_( 4_bromophenylthio)_2_propyleneidene]aniline (hereinafter referred to as "this compound is referred to as "the compound 198 of the present invention") 320644 115 200922468 aH-KIv!R(CDCl5)6(ppm):6.22 (lH) ,d,o = 15.6H2) ς-, ο ^ , 8~7_ SO (19Η,τη) (199) N-[ 1-(4-phenylphenyl)-3-(2-mercaptophenylthio Benzyl-2-phenylidene aniline (hereinafter referred to as 'this compound is referred to as "the compound of the present invention 199") ^I-l'JMRiCDCla ) 5 &lt; ppm) : 2.13 (2H, ε) , 2.17 (1H sl £八'} ' 5·°〇(〇.7H,d,

JdGHz),6.32(0,5H,d,J=15,6Hz),6.78〜7?7iiD„ * / * τα) (200) Ν-[ 1-(4-苯基苯基)-3-(3-曱基苯基硫基)_2— 亞丙烯基]苯胺(後文中’此化合物稱為「本發明化合物 200」) ^-NMRiCDC^ )δ{ρρπι) :2.23 (2H,s) ,2.2S(lp S) c W's), S.14(〇.7H,d, J-l:3.9Kz) , m (C .3HJeiS.9Hz} , e. 80〜7,78 p SH &lt; (201) N-[l-(4-苯基苯基)-3-(4-曱基苯基硫基)一2一 亞丙稀基]苯胺(後文中,此化合物稱為「本發明化合物 201」) 〇 -H-N!^R(CDC13 )δ(ρρτη) :2.21{2H,s) , 2.22 (1Ηί8) S 17 ( 〇 7H d S.45(0.3H,&lt;i,J=15.5Hz),S.80 〜7.77(193 ) (202) N-[ 1-(4-苯基苯基)-3-(3-三氟曱基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 202」) ° (CDCIt ) 5 (ρρτπ) δ·31(ΙΗ,ά,J=15.5Hz) (203) Ν-[1-(4-苯基苯基)-3-(4-三氟甲基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化人 320644 116 203」) ° 200922468 iH-NI-iR(CDCl3)5(pptn)^ '-5 (ΙΗ,α, J=15.6Hz) ,6.78 — 7.78 {19H,m) (204^) N [1 (4〜笨基苯基)_3_(3_曱氧基苯基硫基) 2亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 204」) H-NMR (CDC13 ) δ (ppm) -3 c-j/n -^U-5H,S),3.77(1.5HiS)i 6.30(0.5„/0, 6H2)&lt;6.7〇^7.78(is_5h^ (205) N [卜(4—苯基苯基)_3_(4_甲氧基苯基硫基) -2-亞丙烯基]苯胺(後文中,此化合物稱為「本發明化合物 205」) ^酬③⑽(祕3.7咖,brsU,_.5H,d,㈣风^ 7*76(19.5Hf m) (20〇 N-[卜⑷苯基苯基)_3_(3,5_二氣苯基硫基) -2-亞丙烯基]笨胺(後文中,此化合物稱為「本發明化合物 206」) • S8 (ίδΗ,ιιι) 臟(CDCl3〉δ(ppm):s·34 (况•刪 ^巧 製造例207 (207) N-[l-(4-二氟甲基苯基)_3-(4_氟苯基硫基) 2亞丙稀基]-4-氣苯胺(後文中,此化合物稱為「本發明 化合物207」)之製造 對N [1-(4-二氟甲基苯基)_3一三甲基矽烷基_2_亞丙 烯基]-4-氯苯胺(〇. 7g)之曱醇溶液(1〇ml)添加碳酸鉀(催 化1)且攪拌1小時。然後,於冰冷卻下,滴加含有2仏 之4-氟硫基酚之甲醇溶液(2ml)後,於室溫攪拌丨4小時。 減壓濃縮反應混合物且所得殘質進行矽膠管柱層析(己 ]π 320644 200922468JdGHz), 6.32 (0,5H,d,J=15,6Hz), 6.78~7?7iiD„ * / * τα) (200) Ν-[ 1-(4-phenylphenyl)-3-(3 -nonylphenylthio)_2-propenylene]aniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 200") ^-NMRiCDC^)δ{ρρπι) : 2.23 (2H, s) , 2.2S ( Lp S) c W's), S.14 (〇.7H,d, Jl:3.9Kz) , m (C .3HJeiS.9Hz} , e. 80~7,78 p SH &lt; (201) N-[l -(4-Phenylphenyl)-3-(4-mercaptophenylthio)-diisopropylidene]aniline (hereinafter, this compound is referred to as "the compound of the present invention 201") 〇-HN! ^R(CDC13)δ(ρρτη) :2.21{2H,s) , 2.22 (1Ηί8) S 17 (〇7H d S.45(0.3H,&lt;i,J=15.5Hz), S.80 to 7.77( 193 ) (202) N-[ 1-(4-Phenylphenyl)-3-(3-trifluorodecylphenylthio)-2-propenyl]aniline (hereinafter, this compound is called " The present invention 202") ° (CDCIt) 5 (ρρτπ) δ·31 (ΙΗ,ά, J=15.5 Hz) (203) Ν-[1-(4-phenylphenyl)-3-(4-tri Fluoromethylphenylthio)-2-propenyl]aniline (hereinafter, this compound is referred to as "the present invention 320644 116 203") ° 200922468 iH-NI-iR(CDCl3) 5 ( Pptn)^ '-5 (ΙΗ,α, J=15.6Hz) ,6.78 — 7.78 {19H,m) (204^) N [1 (4~stylphenyl)_3_(3_methoxyphenylthio 2) Propenylene] aniline (hereinafter, this compound is referred to as "the compound 204 of the present invention") H-NMR (CDC13) δ (ppm) -3 cj/n -^U-5H, S), 3.77 (1.5 HiS)i 6.30(0.5„/0, 6H2)&lt;6.7〇^7.78(is_5h^(205) N [Bu(4-phenylphenyl)_3_(4-methoxyphenylthio)-2- Propylene] aniline (hereinafter, this compound is referred to as "the compound 205 of the present invention") ^ 3 (10) (secret 3.7 coffee, brsU, _.5H, d, (four) wind ^ 7*76 (19.5Hf m) (20〇 N-[Bu(4)phenylphenyl)_3_(3,5-diphenylphenylthio)-2-propenylene] stilbene (hereinafter, this compound is referred to as "the compound of the present invention 206") • S8 ( ΗδΗ,ιιι) Dirty (CDCl3>δ(ppm): s·34 (State • Manufacture) 207 (207) N-[l-(4-difluoromethylphenyl)_3-(4-fluorobenzene Manufacture of N-[1-(4-difluoromethylphenyl)_3-three of thiol)dipropylene]-4-anilide (hereinafter referred to as "the compound of the invention 207") Methyl decyl-2-phenylene]-4-chloroaniline (〇. 7g) Alcohol solution (1〇ml) was added potassium carbonate (catalyst 1) and stirred for 1 hour. Then, a methanol solution (2 ml) containing 2-indole 4-fluorothiophenol was added dropwise under ice cooling, and the mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure and the residue obtained was subjected to silica gel column chromatography (hexane) π 320644 200922468

烷··乙酸乙酯=10 ·· 1) ’獲得本發明化合物207(0. 48g)。 m. ρ· : 85〜93°C iK-NMR (CDC13 } δ (ppm) :5.99 (0.8H, d, ·7Ηζ} ,6.32(0·2Η,&lt;3, J=15.7Hz) ,6.49(0.4Η,α,J=8.5H2} ,6.73(1.6H, dyJ=8.5Hz) ,6.7€(C. 2H,d, J=15.5Kz) ,6.86 (C.8H,d, J=n5Hz) ,s.99〜7 54&lt;63,m) 〜7.76 (4H,m) 製造例208至261 下述化合物根據製造例207之方法製造。 (208) N-[ 1-(4-三氟甲基苯基)一3-(4-曱基苯基硫基) -2-亞丙烯基]-4-氣苯胺(後文中,此化合物稱為「本發明 化合物208」) m. ρ· : 104〜107。。 2,37(2H,s}, 6.13 (〇.3H,d, ^-KMRiCDCla ) δ (ppm) : 2.32 (1H,S) S-S8〜7.32, J=8.2Hz) ; 7.72 (0.6H,d, J=15.6E2), 6-39(0.7Hf&lt;3, J«15.6^2) 7.43(1.4H,d, J=3-OHz), 7.54(1.4Ιίά J=8.2Hz), 7.S8(0.6H,d,J=8.0Hz) (209) N-[1-(4-三氟曱基苯基)_3_(4_氟苯基硫基) -2-亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發 明化合物209」) m.p. : 105 〜I08T: ¥職(C3Cl3⑻聊〉:2.3咖、s〉·叫咖,㈣撕) S'7G(2·4&quot; ^ J=8*〇H^ d( J=15.6H,, 6.88(;sh d W.GHA 6%〜7.53(呢此7肩〜7叫紙饥) (210) N-[卜(4-三氟甲基笨基)_3_(4_?基苯基硫基) -2-亞丙稀基]一4-甲基笨胺(後文中,此化合物稱為「本發 320644 118 200922468Alkyl·ethyl acetate = 10 ·· 1) 'The compound of the present invention 207 (0. 48 g) was obtained. m. ρ· : 85~93°C iK-NMR (CDC13 } δ (ppm): 5.99 (0.8H, d, ·7Ηζ}, 6.32 (0·2Η, &lt;3, J=15.7Hz), 6.49( 0.4Η, α, J=8.5H2}, 6.73 (1.6H, dyJ=8.5Hz), 6.7€(C. 2H,d, J=15.5Kz), 6.86 (C.8H,d, J=n5Hz), S.99~7 54&lt;63,m)~7.76 (4H,m) Production Examples 208 to 261 The following compounds were produced according to the method of Production Example 207. (208) N-[ 1-(4-trifluoromethylbenzene) (3-) 4-(4-mercaptophenylthio)-2-propenyl]-4-aniline (hereinafter, this compound is referred to as "the compound of the present invention 208") m. ρ· : 104 to 107 2,37(2H,s}, 6.13 (〇.3H,d, ^-KMRiCDCla ) δ (ppm): 2.32 (1H,S) S-S8~7.32, J=8.2Hz) ; 7.72 (0.6H , d, J=15.6E2), 6-39 (0.7Hf&lt;3, J«15.6^2) 7.43 (1.4H, d, J=3-OHz), 7.54 (1.4Ιίά J=8.2Hz), 7. S8(0.6H,d,J=8.0Hz) (209) N-[1-(4-Trifluoromethylphenyl)_3_(4-fluorophenylthio)-2-propenylene]-4- Mercaptoaniline (hereinafter, this compound is called "Compound 209 of the present invention") mp : 105 ~ I08T: ¥ (C3Cl3 (8) chat>: 2.3 coffee, s> · call coffee, (four) tear) S'7G (2·4&quot ; ^ J=8*〇H^ d( J=15.6H,, 6.88(;sh d WG HA 6%~7.53 (this 7 shoulders ~ 7 called paper hunger) (210) N-[Bu (4-trifluoromethylphenyl)_3_(4_?phenylphenyl)-2-propylene ]-4-methyl stearamine (hereinafter, this compound is called "this issue 320644 118 200922468"

明化合物210」) m.p. : ]17 〜119°C ^H-NMRfCDCli )δ{ρριη) : 2 . IS (C · SH, ε} , 2.32 {2-4Hy s) , 2.36(3H,br), 6.19(0.8H,d, J=1S.6HZ) ,6.40 (0.2H,d,CT=i5.6EZ) ,6.45(0,4H,d, J=8 -2HZ) (6.72(0.2H,dfJ=X5.7HZ) ,6.73(1.6.86(0.8H, d, J=15,7Hzh7.08 〜7,51 (SH,ra) , 7.s7〜7 7s(4Hm)Ming compound 210") mp : ]17 ~119 ° C ^H-NMRfCDCli )δ{ρριη) : 2 . IS (C · SH, ε} , 2.32 {2-4Hy s) , 2.36(3H,br), 6.19 (0.8H,d, J=1S.6HZ), 6.40 (0.2H,d,CT=i5.6EZ), 6.45(0,4H,d, J=8 -2HZ) (6.72(0.2H,dfJ=X5) .7HZ), 6.73 (1.6.86 (0.8H, d, J=15, 7Hzh7.08~7,51 (SH,ra), 7.s7~7 7s(4Hm)

(211) N-[l-(4-三氟甲基苯基)-3-(4-氟苯基硫基) -2-亞丙烯基]-4-溴苯胺(後文中,此化合物稱為「本發明 化合物211」) m. p_ : 83〜87°C ^-NMRfCDC^iSipp.) :2.19(0. 6-19(〇-eKid/u=15.6HZ),6.40(〇.2H,d,J=15.6HZ)r6.45(〇.4H,d,J=8 -2HZ) ,6.72(0. d, J=15.7H2), 7.08^7.51 7.67-^7.76(^^) (212) N-[ 1-(4-三氟曱基苯基)-3-(4-甲基苯基硫基) -2-亞丙烯基]-4-溴苯胺(後文中,此化合物稱為「本發明 化合物212」) m. ρ· : 126〜129°c ^-ΝΙ^(αΒαΐ3)5(ρρ,,;2.32(〇.5Η/5)ί 2.37i2.5Hls)( 5.S4{〇.8Hf df J=15.6H2}/ 6.37i〇.2H,dfJ=i5.SH2)&gt; 6.62-6.93 (33, m) 7 n 〜7.S3〜7,7S{4K&lt;m) ,- (213) N-[l-(4-三氟曱基苯基)_3_(4_氟笨基硫基)(211) N-[l-(4-Trifluoromethylphenyl)-3-(4-fluorophenylthio)-2-propenyl]-4-bromoaniline (hereinafter, this compound is called "Compound 211 of the present invention") m. p_ : 83 to 87 ° C ^-NMRfCDC^iSipp.) : 2.19 (0. 6-19 (〇-eKid/u=15.6HZ), 6.40 (〇.2H, d, J=15.6HZ)r6.45(〇.4H,d,J=8 -2HZ), 6.72 (0. d, J=15.7H2), 7.08^7.51 7.67-^7.76(^^) (212) N- [1-(4-Trifluoromethylphenyl)-3-(4-methylphenylthio)-2-propenyl]-4-bromoaniline (hereinafter, this compound is referred to as "the compound of the present invention" 212") m. ρ· : 126~129°c ^-ΝΙ^(αΒαΐ3)5(ρρ,,;2.32(〇.5Η/5)ί 2.37i2.5Hls)( 5.S4{〇.8Hf df J =15.6H2}/ 6.37i〇.2H, dfJ=i5.SH2)&gt; 6.62-6.93 (33, m) 7 n ~7.S3~7,7S{4K&lt;m) ,- (213) N-[ L-(4-Trifluoromethylphenyl)_3_(4_fluorophenylthio)

-2-亞丙烯基]-3-甲基笨胺(後文中,此化合物稱為「本發 明化合物213」) X 320644 119 2009224682-propenylene]-3-methyl phenylamine (hereinafter, this compound is referred to as "the compound of the present invention 213") X 320644 119 200922468

m, ρ· : 91 〜94〇C J=15.6H2) ,6.31(0.41-:^, J=8,〇Hz) ,6,35(0.2.^^,^=15.532) ,6.60 {1 .SH/d/J=8.0H2),6.72{〇.2H,d,J=15.6Hz) ,6.82(0.8H,d/J=15.6H2) (214) N-[l-(4-三氟曱基苯基)-3—(4_曱基笨基硫基) -2-亞丙烯基]-3-甲基苯胺(後文中,此化合物稱為「本發 明化合物214」)m, ρ· : 91 ~94〇CJ=15.6H2) , 6.31 (0.41-:^, J=8, 〇Hz), 6,35 (0.2.^^,^=15.532), 6.60 {1 .SH/ d/J=8.0H2), 6.72{〇.2H,d,J=15.6Hz), 6.82(0.8H,d/J=15.6H2) (214) N-[l-(4-trifluorodecylbenzene) 3-(4-aminophenylthio)-2-propenyl]-3-methylaniline (hereinafter, this compound is referred to as "the compound of the present invention 214")

ιη·ρ· : 101-103〇C ^-^R(CDCl3)5(ppm):2.16(〇.5H,s),2.32(2.5H,S},2.34(2.SK(B), 2.37 (Ο . 5Η# ε) ? 6.14 {0 , BH d T n c ct? λ /- -, ^,cl, J=i5,eKz) i6.39 (〇.2H,d, υ = 25.βΗζ) t6. 62 (1. €H, dx J=8.7Hz) , 6.τεξΟ^Η,ά,ϋ^ΙΒ,βΗζ) ,6.87(0.8^0^=15.eΙη·ρ· : 101-103〇C ^-^R(CDCl3)5(ppm): 2.16(〇.5H,s), 2.32(2.5H,S}, 2.34(2.SK(B), 2.37 ( Ο . 5Η# ε) ? 6.14 {0 , BH d T nc ct? λ /- -, ^,cl, J=i5,eKz) i6.39 (〇.2H,d, υ = 25.βΗζ) t6. 62 (1. €H, dx J=8.7Hz) , 6.τεξΟ^Η,ά,ϋ^ΙΒ,βΗζ), 6.87(0.8^0^=15.e

Hz) ,6.68(C.4H,df J=8.7He),7 - 0 8-7.52 (6H, m) , 7,57-7.76 (4H,m) (215) N-[l-(4-三氟曱基苯基)-3-(4-氟苯基硫基) -2-亞丙稀基]-3-氯苯胺(後文中’此化合物稱為「本發明 化合物215」)Hz), 6.68 (C.4H, df J=8.7He), 7 - 0 8-7.52 (6H, m), 7,57-7.76 (4H,m) (215) N-[l-(4-3 Fluorylphenyl)-3-(4-fluorophenylthio)-2-propyleneidene-3-chloroaniline (hereinafter referred to as "this compound is referred to as "the compound of the present invention 215")

Π1.ρ. : 105〜107°C h-NMRiCDC;^) 5(ppm):5.89{〇.8H,d,:T=15.5Hz), 6’3;MG.2H,d, J=15.5KZ},S.38(0.2H〇r=8.OH2),s』1{〇2H,tiJ=mzKs,63(c· SH,d,J=S,CHZ},S.7S〜l79UH,m),s_as(〇SHid'J=ls.SHz)d.s6~ 7.55 (6H,H〇) , 7.7D〜7.7S UH,m) (216) N-[ 1-(4-三氟甲基苯基)-3-(4-甲基苯基硫基) -2-亞丙烯基]-3-氣苯胺(後文中,此化合物稱為「本發明 化合物216」)Π1.ρ. : 105~107°C h-NMRiCDC;^) 5(ppm): 5.89{〇.8H,d,:T=15.5Hz), 6'3; MG.2H,d, J=15.5KZ },S.38(0.2H〇r=8.OH2),s』1{〇2H,tiJ=mzKs,63(c·SH,d,J=S,CHZ},S.7S~l79UH,m) , s_as(〇SHid'J=ls.SHz)d.s6~ 7.55 (6H,H〇) , 7.7D~7.7S UH,m) (216) N-[ 1-(4-trifluoromethylphenyl) )-3-(4-methylphenylthio)-2-propenylene]-3-aniline (hereinafter, this compound is referred to as "the compound of the present invention 216")

m. p, : 88〜90°C 120 320644 200922468 ^-NMR {CDCI3 ) δ (ppm) : 2.33 (2.5H, s) , 2.37 (0.5H, s) , 5.93 (〇 . 8Ki d, J=15.5H2),6.35 (〇.2H,d,J=X5.5Hs) ,6.38{0.2H, a, J=8.OHz),6.61 (0 -2H,t,J=2.0Hz) ,6.68 (0,8H,d,J=8.OHz),6.78{0.8H,t,u=2 . OHz), d.80&gt;0.2H,d,J-15.5Hz), s* 93(〇·8K,d,J*15.6H2) ^ 7.03 — 7.54(6Η,τη), 7.69 —7.75 (4H,rm)m. p, : 88~90°C 120 320644 200922468 ^-NMR {CDCI3 ) δ (ppm) : 2.33 (2.5H, s) , 2.37 (0.5H, s) , 5.93 (〇. 8Ki d, J=15.5 H2), 6.35 (〇.2H, d, J=X5.5Hs), 6.38{0.2H, a, J=8.OHz), 6.61 (0 -2H, t, J=2.0Hz), 6.68 (0, 8H,d,J=8.OHz), 6.78{0.8H,t,u=2. OHz), d.80&gt;0.2H,d,J-15.5Hz), s* 93(〇·8K,d, J*15.6H2) ^ 7.03 — 7.54(6Η,τη), 7.69 —7.75 (4H,rm)

(217) N-[l-(4-三氟曱基笨基)-3-(4-氟苯基硫基) -2-亞丙烯基]-4-苯基苯胺(後文中,此化合物稱為「本發 明化合物217」) m_ ρ· : 152〜156〇C 3H-WMR{CDC13 )5(ppra) ^.lSfO.BH^.J^ls.eHz) ,6.3S(〇.2E,d, J;15‘SH2) m (CK4H,d,J4.5:-IZ} ,6.7S (〇,2HfCi,J=15 SKz) ,6 85〜 7,63 (l3.4H,tn) ,7.70 —7.7B{4H,m) (218) N-[l-(4-三氟曱基苯基)一3-(4_曱基苯基硫基) -2-亞丙烯基]-4-苯基苯胺(後文中,此化合物稱為「本發 明化合物218」)(217) N-[l-(4-Trifluorodecyl)-3-(4-fluorophenylsulfanyl)-2-propenyl]-4-phenylaniline (hereinafter, this compound is called Is "Compound 217 of the present invention") m_ ρ· : 152~156〇C 3H-WMR{CDC13 )5(ppra) ^.lSfO.BH^.J^ls.eHz) , 6.3S(〇.2E,d, J;15'SH2) m (CK4H,d,J4.5:-IZ}, 6.7S (〇, 2HfCi, J=15 SKz), 6 85~ 7,63 (l3.4H, tn) , 7.70 —7.7 B{4H,m) (218) N-[l-(4-Trifluorodecylphenyl)-3-(4-nonylphenylthio)-2-propenylene]-4-phenylaniline (hereinafter, this compound is referred to as "the compound 218 of the present invention")

m. ρ· : 1 65〜169°C }5(ppm) :2.15(2.4HfSK2&gt;37(〇&gt;6HiS)f6&lt;18(〇^ •2H,d,J=15.SH2:),S.ss〜s.S3(2,4Him),7,cs〜7.s4(iiH4h'g〜 7· 75 (4H,m〉 (219) N-[ 1-(4-三氟甲基苯基)_3_(4_氟笨基硫基) -2-亞丙烯基]-4-異丙基苯胺(後文中,此化合物稱為「本 發明化合物219」) Π1·Ρ· : 110 〜114〇c 121 320644 200922468 1H-WMR (CDC13 } 6 (ppm) :1.13 (lH,d iT -, ^=^lH2}/1,27{5H,d,J=7.1H2), 2.71〜2.S6(lH,m),6‘ll(〇,3H,di^l5.SHz) 6.37(0.2:-5^^=15,61-12), 6.48 (0 , -/a,u=8.2Hs}, 6.7〇C〇,2K,d( J=15.5Hz), 6.74{1.6H,d, J=:8.2H2l ’m. ρ· : 1 65 to 169 ° C } 5 (ppm) : 2.15 (2.4HfSK2 &gt; 37 (〇 &gt; 6HiS) f6 &lt; 18 (〇^ • 2H, d, J = 15. SH2:), S. Ss~s.S3(2,4Him),7,cs~7.s4(iiH4h'g~7·75 (4H,m> (219) N-[ 1-(4-trifluoromethylphenyl)_3_ (4_Fluoroylthio)-2-propenylene]-4-isopropylaniline (hereinafter, this compound is referred to as "the compound 219 of the present invention") Π1·Ρ· : 110 ~114〇c 121 320644 200922468 1H-WMR (CDC13 } 6 (ppm) : 1.13 (lH,d iT -, ^=^lH2}/1,27{5H,d,J=7.1H2), 2.71~2.S6(lH,m) ,6'll(〇,3H,di^l5.SHz) 6.37(0.2:-5^^=15,61-12), 6.48 (0 , -/a, u=8.2Hs}, 6.7〇C〇, 2K,d( J=15.5Hz), 6.74{1.6H,d, J=:8.2H2l '

;,6-s2{〇.8H,d, J=15.5H2), 6.S1 〜7.52(SH,ir〇 , 7.68〜7,76(4H (220) Ν-Π-(4-三氟f基笨基)—3_(4—f基苯基硫基) -2-亞丙烯基]-4-異丙基笨胺(後文中,此化合物稱為「本 發明化合物220」) m.p. : 102〜106t aH-NMR(CDCl3 )〇ip?m) :1.13 (ΙΗ,ά J-ς QIJ χ ;,1-28{5Η,ά,σ-6.9Η2), 2‘31{2.SK,s),2.3S{0.4K;,s),2 73 〜,μ, ί 96(lH,m) , 6.24(0.8H&lt;d, J=15.5H2), 6.41 (Ο^Η,ά, J=i5 ^ ^ =&gt;·〇-*2, , 6.47 (〇.3K,d,ϋ=8.2Ηζ&gt; , δ.73 (0.2H,d, J=15.5Hs) ,S.7S (1 7Η 〇 , , ^'χ·7Η,ά,υ«8.2Η2} ,6.Θ6{0.BH,drJ=i5 •SH2) ,6.3l〜7,51(SH,ii〇,7.67〜7,76{4Hrff〇 (221) Ν-[ 1-(4-三氟曱基笨基)_3_(4_氟笨基硫基) -2-亞丙烯基]-4-三氟曱基笨胺(後文中,此化合物稱為「本 發明化合物221」);,6-s2{〇.8H,d, J=15.5H2), 6.S1~7.52(SH,ir〇, 7.68~7,76(4H (220) Ν-Π-(4-trifluorof-based) Styyl) 3-(4-fylphenylthio)-2-propenyl]-4-isopropylparatamine (hereinafter, this compound is referred to as "the compound of the present invention 220") mp : 102~106t aH-NMR(CDCl3 )〇ip?m) : 1.13 (ΙΗ,ά J-ς QIJ χ ;,1-28{5Η,ά,σ-6.9Η2), 2'31{2.SK,s),2.3 S{0.4K;,s),2 73 〜,μ, ί 96(lH,m) , 6.24(0.8H&lt;d, J=15.5H2), 6.41 (Ο^Η,ά, J=i5 ^ ^ = &gt;·〇-*2, , 6.47 (〇.3K,d,ϋ=8.2Ηζ&gt;, δ.73 (0.2H,d, J=15.5Hs), S.7S (1 7Η 〇, , ^'χ ·7Η,ά,υ«8.2Η2} ,6.Θ6{0.BH,drJ=i5 •SH2) ,6.3l~7,51(SH,ii〇,7.67~7,76{4Hrff〇(221) Ν -[ 1-(4-Trifluoromethylidyl)_3_(4-fluorophenylthio)-2-propenyl]-4-trifluorodecylamine (hereinafter, this compound is called "this" Invention Compound 221")

m. ρ. : 96〜99°C r*-NMR(CDCl3 } δ (ppm) : 1 · 13 (1H, d, J=e . 9Hz) , 1 · 28 {5H, &lt;3,^=6.9Hz)( 2,31(2·6H,s) ,2.36(0.4H,s&gt;,2.71〜2·96(2H,m) , S.24(0‘ 8Hfd, J=15.5H2) , δ^ΚΟ^Η,ά,ϋ,τίΕ.δΗζ) , 6.47 (0.3H, d, J=8.2Hz), 6.73 {0-2Η,ά, J=15.£Hz) , 6.78 (i.7H,d, J=8.2H2) , 6 - 86 (0.8H, d, ,SHz) ,S,91 〜7.51(SE,n〇 ,7.S7〜7.7S{4H,m) (222) N-[l-(4-三氟曱基苯基)-3-(4-甲基笨基硫基) -2-亞丙烯基]-4-三氟曱基笨胺(後文中’此化合物稱為「本 發明化合物222」) 122 320644 200922468 πι·ρ· : 124〜128t: 1H-NMR(CDCl3)5(ppTn):2.30(2.eE,a),2.37(0.4HiB),5.S4(0.8H,d, J=15.6H2) ^-3S(〇.2H,dfJ=15.6H2),6.63(〇,3K/df J==B&gt;2Hzh682{〇 J=15.SHz) ,6.85(1.7H, 2Hz) , €,95(0. βΗ,α,^ΙΞ.δΚζ), 7.0^7.56(61^),7.70^-7.78(4:^) (223) N-D-(4-三氟甲基苯基)_3_(4一氟苯基硫基) -2-亞丙烯基]-4-氟苯胺(後文中,此化合物稱為「本發明 化合物223」)m. ρ. : 96~99°C r*-NMR(CDCl3 } δ (ppm) : 1 · 13 (1H, d, J=e . 9Hz) , 1 · 28 {5H, &lt;3,^=6.9 Hz)( 2,31(2·6H,s) , 2.36(0.4H,s&gt;, 2.71~2·96(2H,m) , S.24(0' 8Hfd, J=15.5H2) , δ^ΚΟ ^Η,ά,ϋ,τίΕ.δΗζ), 6.47 (0.3H, d, J=8.2Hz), 6.73 {0-2Η,ά, J=15.£Hz) , 6.78 (i.7H,d, J =8.2H2) , 6 - 86 (0.8H, d, , SHz) , S, 91 ~ 7.51 (SE, n〇, 7.S7~7.7S{4H, m) (222) N-[l-(4 -trifluoromethylphenyl)-3-(4-methylphenylthio)-2-propenyl]-4-trifluorodecylamine (hereinafter referred to as "this compound" is referred to as "the compound 222 of the present invention" 122 320644 200922468 πι·ρ· : 124~128t: 1H-NMR(CDCl3)5(ppTn): 2.30(2.eE, a), 2.37(0.4HiB), 5.S4(0.8H,d, J =15.6H2) ^-3S(〇.2H, dfJ=15.6H2), 6.63(〇,3K/df J==B&gt;2Hzh682{〇J=15.SHz), 6.85(1.7H, 2Hz) , €, 95(0.βΗ,α,^ΙΞ.δΚζ), 7.0^7.56(61^), 7.70^-7.78(4:^) (223) ND-(4-trifluoromethylphenyl)_3_(4 Fluorophenylthio)-2-propenyl]-4-fluoroaniline (hereinafter, this compound is referred to as "the compound of the present invention 223")

m· p. : 91 〜95〇C -H-NMR(CDCl3)6(ppm) .04(Ο .8H,d,J=15,6Hz},6.34 (〇.2Hf d, &lt;J=1S · 6Hz) , S .49〜6.52 (G .4H,m) , 6.72〜S ‘ 79 (2.8H,m), 6.8S(CK8K,d, J=15,6Hz) , S.S8 〜7,S4&lt;SH,m) ,*7,S9 〜7.76 (4H,m) (224) N-[l-(4-三氟曱基苯基)-3-(4-甲基苯基硫基)m·p. : 91 ~95〇C-H-NMR(CDCl3)6(ppm) .04(Ο .8H,d,J=15,6Hz}, 6.34 (〇.2Hf d, &lt;J=1S · 6Hz), S.49~6.52 (G.4H,m), 6.72~S '79 (2.8H,m), 6.8S(CK8K,d, J=15,6Hz), S.S8~7,S4&lt; SH,m) ,*7,S9 ~7.76 (4H,m) (224) N-[l-(4-Trifluoromethylphenyl)-3-(4-methylphenylthio)

-2-亞丙烯基]-4-氟笨胺(後文中,此化合物稱為「本發明 化合物224」) m. ρ· : 85〜88°C &quot;H-lNiMRiCDC^ )δ(?ρπι} : 2.33 (2.4Η, s) , 2.37 { Ο . 6Η, ε) , €.〇1(〇^8Η d J=15.5;H;zi,6.37(0.2H,d,J=15.6Hz),6,4S〜5,53(CI.4H,Tn&gt;,S73〜 6.79(l‘SH,m) ,S.S0{0.8H,d, J=15.6H2&gt; ,S,9S 〜7·53 (印,如,7 〜 7_75 (4H,m&gt; (225) N-[ 1-(4-三氟曱基苯基)-3-(4-氟笨基硫基) -2-亞丙稀基]-3-|L苯胺(後文中,此化合物稱為「本明 化合物225」)-2-propenylene]-4-fluoro phenylamine (hereinafter, this compound is referred to as "the compound 224 of the present invention") m. ρ· : 85 to 88 ° C &quot;H-lNiMRiCDC^ ) δ (?ρπι} : 2.33 (2.4Η, s) , 2.37 { Ο . 6Η, ε) , €.〇1(〇^8Η d J=15.5;H;zi,6.37(0.2H,d,J=15.6Hz),6, 4S~5,53(CI.4H,Tn&gt;, S73~ 6.79(l'SH,m), S.S0{0.8H,d,J=15.6H2&gt;,S,9S~7·53 (printed, as , 7 to 7_75 (4H, m &gt; (225) N-[ 1-(4-trifluorodecylphenyl)-3-(4-fluorophenylthio)-2-propyleneidene-3- |L aniline (hereinafter, this compound is referred to as "the compound 225")

in· ρ· : 94〜97〇C 320644 123 200922468 h-NHlUCrDC;^ ) δ (ppm) : 5 · 94 ( 〇 _ 8H, d, J&amp;15 . sHz) , s , 2S〜 6.49〜6.S8(1.SH(m), 6,75〜682(i.2h,to), 6』8(0.8ΗΊ〇Γ=α5.6ΗζΚ s‘38〜7‘S4(SE,m),7 ^〜7,7s{4H,m) (226) N-[1-(4-三氟甲基笨基)一3_(4一曱基苯基硫基) -2-亞丙烯基]-3-氟苯胺(後文中,此化合物稱為「本發明 化舍物226」) m. ρ· : 87〜90。。 ^15.6^),6.29-6.32 (〇.^^),6.35(〇.2^6^=15.6:42),6.49^ U〇U’BH,m),S.75〜6.81(1H,m)』.S3(〇.8Hfd,j=issK2},7.i〇〜 7.53(5H,m),7.69〜7.76(4H,m) (227) N_[l-(4-三氟甲基苯基)_3_(4_氟苯基硫基) -2-亞丙烯基]-3, 4-二曱基苯胺(後文中,此化合物稱為「本 發明化合物227」)In· ρ· : 94~97〇C 320644 123 200922468 h-NHlUCrDC;^ ) δ (ppm) : 5 · 94 ( 〇 _ 8H, d, J & 15 . sHz) , s , 2S~ 6.49~6.S8 (1.SH(m), 6,75~682(i.2h,to), 6』8(0.8ΗΊ〇Γ=α5.6ΗζΚ s'38~7'S4(SE,m),7^~7 , 7s{4H,m) (226) N-[1-(4-Trifluoromethylphenyl)-3-(4-mercaptophenylthio)-2-propenyl]-3-fluoroaniline ( Hereinafter, this compound is referred to as "the present invention 226") m. ρ· : 87 to 90. ^15.6^), 6.29-6.32 (〇.^^), 6.35 (〇.2^6^= 15.6:42), 6.49^ U〇U'BH,m), S.75~6.81(1H,m)』.S3(〇.8Hfd,j=issK2}, 7.i〇~ 7.53(5H,m) , 7.69~7.76(4H,m) (227) N_[l-(4-Trifluoromethylphenyl)_3_(4-fluorophenylthio)-2-propenylene]-3, 4-difluorene Abenine (hereinafter, this compound is referred to as "the compound 227 of the present invention")

m. p. : 103〜107UC &quot;H-NMRiCDCls) δ (ppm) :2.06 (Ο . 5H( s) , 2 . i〇 f 〇 . 5Ef s) 2.24&lt;2.EK,s), 2.2S(2.5H,SKS,l〇(0.3K,d,u、ls.SHz), S.23&lt;C.lH,&lt;i,J=7』Hz〉,6.35(0.1H,d J-p cn、, , ,,ϋ~1=ϊ •犯2) ,5,4 0(0.;LH, s} ,s.5 4(〇.SH,ci,Je7‘8HZ},6.5S(0.9H,S)j.68(〇 、u.丄ii,d, J=15. Sr‘z) , 6.80 (〇 •2Hj,J=15.6H幻,6.94〜7.sl(SH,m), 7·幻〜I”(四 (228) N-[l-(4-三氟甲基笨基曱基苯基硫基) -2-亞丙烯基]-3, 4-二曱基苯胺(後文中,此化合物稱為「本 發明化合物228」)Mp : 103~107UC &quot;H-NMRiCDCls) δ (ppm) :2.06 (Ο . 5H( s) , 2 . i〇f 〇. 5Ef s) 2.24&lt;2.EK,s), 2.2S(2.5H , SKS, l〇 (0.3K, d, u, ls.SHz), S.23 &lt; C.lH, &lt;i, J=7』Hz>, 6.35 (0.1H, d Jp cn,, , ,, ϋ~1=ϊ • commit 2), 5, 4 0 (0.; LH, s}, s.5 4 (〇.SH, ci, Je7'8HZ}, 6.5S (0.9H, S) j.68 (〇, u.丄ii, d, J=15. Sr'z) , 6.80 (〇•2Hj, J=15.6H illusion, 6.94~7.sl(SH,m), 7·幻~I” (four (228) N-[l-(4-Trifluoromethylphenylphenylthio)-2-propenyl]-3,4-dimercaptoaniline (hereinafter, this compound is referred to as "this" Inventive Compound 228")

m. ρ· : 123〜127〇C 320644 124 200922468 aH-l'iMR{CDCl3 ) δ (ppm) : 2.06 {〇 . 5Hy s) , 2.09 (Ο *5K, s&gt; , 2 _25 (2.5H, s},2‘26(2,5H,s),2·31(2.5K,S),2‘36(0.5H,s),S.19〜 6‘23(lH,m),S.37〜6.41(〇.4H,m),6.5S〜^S3{1.6i3,m), 6.71(0.2H,d, J=15.6H2&gt;, 7.67 〜 7.7S(4H,m) (229) N-[ 1-(4-三氟曱基苯基)-3-(4-氟苯基硫基) -2-亞丙烯基]-4-甲氧基苯胺(後文中,此化合物稱為「本 發明化合物229」) H-NMR(CDC13)δ(ppm)-3.74(2.1Hrs),3.82(0.9H,s), 6.25{〇.3H,d, J=9.9HZ}, €*38(0.7H,d,J»9.9Hs),6.6S(0.3H,d,J=10.€H2), 6.72 〜7.97(12.7H,m) (230) N-[l-(4-三氟甲基苯基)一3_(4_曱基苯基硫基) -2-亞丙稀基]-4-甲氧基苯胺(後文中,此化合物稱為「本 發明化合物230」) m. p. : U4〜117。匚 3Η-ϊ^(03€13}δ{ρριπ}:2.32{2.43ιε)ί2&gt;36{〇,6ΗίΒ)ί 3.叫D.RsU.asu.吼 su.22(D.8H,d,J=iuH2) 49 β.52(ο .4E,m) , 6-60〜6.64 6.40(0.2Κ,ά,J^15.eHz), 7.10 〜 (0.4H,m), 6.72(0.2H,d,J=X5,SHs) 7.53 (4H,ro} ,7.67~7‘76(4H,m) (231) N-[卜(4-三氟曱基笨基)_3_(4_氟苯基硫基) -2-亞丙稀基]-2-甲基苯胺(後*中,此化合物稱為 明化合物231」) xm. ρ· : 123~127〇C 320644 124 200922468 aH-l'iMR{CDCl3 ) δ (ppm) : 2.06 {〇. 5Hy s) , 2.09 (Ο *5K, s&gt; , 2 _25 (2.5H, s },2'26(2,5H,s),2·31(2.5K,S),2'36(0.5H,s),S.19~6'23(lH,m),S.37~ 6.41 (〇.4H,m), 6.5S~^S3{1.6i3,m), 6.71(0.2H,d, J=15.6H2&gt;, 7.67~7.7S(4H,m) (229) N-[ 1 -(4-Trifluorodecylphenyl)-3-(4-fluorophenylthio)-2-propenyl]-4-methoxyaniline (hereinafter, this compound is referred to as "the compound of the present invention 229" H) NMR (CDC13) δ (ppm) - 3.74 (2.1Hrs), 3.82 (0.9H, s), 6.25{〇.3H,d, J=9.9HZ}, €*38(0.7H,d, J»9.9Hs), 6.6S (0.3H, d, J=10.€H2), 6.72~7.97(12.7H,m) (230) N-[l-(4-trifluoromethylphenyl)- 3_(4-nonylphenylthio)-2-propyleneoxy]-4-methoxyaniline (hereinafter, this compound is referred to as "the compound 230 of the present invention") mp : U4 to 117. 匚3Η- ϊ^(03€13}δ{ρριπ}:2.32{2.43ιε)ί2&gt;36{〇,6ΗίΒ)ί 3. Called D.RsU.asu.吼su.22(D.8H,d,J=iuH2) 49 β.52(ο .4E,m) , 6-60~6.64 6.40(0.2Κ,ά,J^15.eHz), 7.10 ~ (0.4H,m), 6.72(0.2H,d,J=X5 ,SHs) 7.53 (4H,ro} , 7.67~7'76(4H,m) (231) N-[Bu(4-trifluoromethylidyl)_3_(4-fluorophenylthio)-2-propyleneidene]-2-A Aniline (after *, this compound is called Ming compound 231") x

m. p. : 92〜94°C 320644 125 200922468 ^H-NMRiCDClsJSippm) :2 . C7 {2.4H, s) , 2.13 f n 、 * . 6H, s) , 5.91-- 5.45(111,11〇,6.57〜7.30(911,11〇,*7.44〜75),4〇”、„ 8H, m) , 7.67 7.E2 (3.2H,nv5 (232) N-[ 1-(4-三氟曱基苯基)一3一(4_氟苯基碲基) -2--亞丙烯基]-(5-昨滿基)胺(後文中,此化合物稱為「本 發明化合物232」)Mp : 92 to 94 ° C 320644 125 200922468 ^H-NMRiCDClsJSippm) : 2 . C7 {2.4H, s) , 2.13 fn , * . 6H, s) , 5.91-- 5.45 (111,11〇, 6.57~7.30 ( 911, 11〇, *7.44~75), 4〇”, „8H, m), 7.67 7.E2 (3.2H, nv5 (232) N-[ 1-(4-trifluorodecylphenyl)-3 Mono(4-fluorophenylindenyl)-2-propenylene]-(5-indolyl)amine (hereinafter, this compound is referred to as "the compound of the present invention 232")

IT. P. : 100〜103 C 2.6S〜2-S2iHm), 2.8S 〜2.93(3.3H,m), 6.l3(0.BH,d J=15.6H2), 6.29&lt;0.2Hfd,^8.〇HS)/ ^ 37 (Ο . 2H, d, /6Hz) # S.44{〇.2H,s) , 5.57(0.83,0,^8.032), € . 67 (〇 . 8H, s), e.68(0.2H,d,J=15.GH2)( €.80(0.8:^^^15.^), 6jSa^ 7-52(5H,tn), 7.68〜7.78(4Ei,m) (233) N-[l-(2-甲基苯基)—3_(4_氟苯基硫基)·2 一亞 丙烯基]-4-甲基笨胺(後文中,此化合物稱為「本發明化合 物233」) ° 5iPPm} :2.05(ms) ,2.17U.8H(s) 2·36(1.2Η,ε) , δ.ΙδίΟ^Η,ά, J«i5. iH-NMRiCDCls ί 2.35(l.2H,s), S.40(〇.^^d,J=15.5H2), 6-57(0.4Hrd,J=15.5Hz), S-4S〜6.53{2.2H,m), 6*67(〇,2H,df J-S.OHz), 5Hz), δ. 72 (0,8H, d, iJ= 8 . OH2) e: 〇e f 1 6,93 〜 7.45(8H,m) G34) N-[l-(2-甲基苯基)_3_(4_曱基笨基硫基)_2一 亞丙焊基]-4-曱基苯胺(後文中,此化合物稱為「本發明化 合物234」) 320644 126 200922468 h-NMR(CDC13)δ(ppm) :2.06 U-8H,s), 2.16&lt;1.8H,s), 2.30(1‘2H,S), 2.35&lt;3H,S),2-3S(1,2H,S), 6.28(0.4H,d, J=15.5Hz), 6.43(0.6^1,(3,0 = 15.532), 6.52 (1H, d, J=8.2Hz), 6.55 (C . 6H, d, J=1S . 5Hs} , 6.63 {0.4H, a, J=15.5Kz&gt; , 6.75 (0.8H,d/J=8 2Hs} ,6.B4{1.2E,d,J=8.2Hz) , 7.03^7.34 (9H,m) (235) N-[1-(2 -氯苯基)-3-(4-氟笨基硫基)-2-亞丙 烯基]-4-甲基苯胺(後文中,此化合物稱為「本發明化合物 235」) ^-i-NMRCCDCla ) δ (ppm) :2.17 {1. ΒΚ, ε) , 2.35 (1.2Η, s), 6 . IS [G .4Η, d, J=15.4Hz) , 5.4C {0.6H,d, J=15 · 4Hz) , 6. · 51〜 €.59(2H,m}, 6·76(-8K,d,J=8.2Hz),6.87(1.2H, d,J=8.〇Hz),6.95 〜7*47(3H,m) (236) N-[l-(2-氣笨基)-3-(4-曱基苯基硫基)_2_亞 丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化合 物236」) ^H-NMR(CDCl3)6{ppm) :2.16{1 6{l^H,S)i2.3〇(1.2H/S), 2.35(3HfS), 6-28(0.^^^15.^), 6.43(〇^H&lt;0fJel5.5Hz5i 6 6.62(0,4H d T i c ^.78(0.SKid/Jte8 義㈣,一 7.43(8K_ 丨 (237) N-[;l-(2, 4-二氯笨基)_3_(4 亞丙浠基]-4-曱基笨胺( 二土 =)· 合物237」) ^此化。物%為「本發甲 320644 127 200922468 ^-NMiUCDCi^JS-ippm) :2.19 (1.8Hfs) , 2.34(1.23,8}, 6.57 (2H, tn), 6.68(0* 2H, 0., J^S , OHs) , 5.73 (0.8H, dLy Jssg , ) 688 ~7.4 7 {9H,m) (238) N-[1-(2, 4-二氯苯基)-3-(4-甲基苯基硫基) -2-亞丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發 明化合物238」) ^-NMRiCDCla) 6{ppm) : 2.19 (I. BH, s) , 2.31 (l.2H,s), 2.34(1.2H,s), 2.35(1.8H,s), 6.26{0.4H,d,J=15 5H2), 6.40(£&gt;.6H,d,J=;L5‘S;?i2) , S‘53~6.58(l.SH,m), 6.61(0.4H,d,J=15.5Kz), 6.68(C.2H,d, J=S.2Hz), 6.76{D.8R,dfJ^e.SHZ}f 6.69(1.2H,d,J=8.OHz), 6.93{〇.8H,d, J=S.2Hz&gt;, 7,〇8〜7·45(7Η,ιη) (239) N-[ 1-(3-氯苯基)-3-(4-氟苯基硫基)_2_亞丙 烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化合物 239」) 4 樣(CDC:l3)5ipptn):2‘即萬s),2.3S(2.sh,s) ij=?il5 - )/6.34(0 « -r &lt;ir- \ _ , .2Ή.Ι d, J=:8 * 2Hs} g 7*3/n ott -a , ,· ( 0 · n J=15 , 6 · 83 (C · 2H, d, J=15,5Kz), 6.87〜7.SS(llH,jr〇 ’ ’ (240) N-[l-(3一氣苯基)一3_(4-甲基笨基硫基)_2_亞 丙烯基]-4-甲基笨胺(後文中,此化合物稱為「本發明化合 物240」) 128 320644 200922468 2.31{2.5H,e),2.35{3K,s), J=15_6Hz){〇.4H,d,J=8 2H, d, J=15.5H2) τ S . 88 {〇 . 1H-NMR(CDC13 &gt; 5(ppra) :2. IS(ο·5H,s} 6.15(0.8H,d, J=15』Hz〉,S.37(〇.2K,d .2Hz) ,6.72(1.6H,d,J=8,2Hz) , 6.7g f 〇 0,J=1S.5H2:) ,7-07〜7*6SU〇H,m) (241) N-[l-(2,4-二甲基笨基)_3_(4_氟苯基硫基) -2-亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發 明化合物241」) 1H-NMR{CDC13 ) δ (pr&gt;m) : 2 . 〇〇 (2H si Τ-,, UH,S) ί2Ί7{2Η,3)ί 2.24{2H/S}, 2,31{1H,s),2.32{1H,s),2 34(1-4。、t , .,」4ί1Ηι3)^·1Β(〇.4Η,υ»15·4ΗΖ),6·39 (0‘6?£,0,1_)=:15.4}{2),6.50〜6 54fl Qii ' r . ·9Η,ΐη) ,6.59{0.4E,d, Jr,l5,4H2) ^ S.71i〇,7H,d,J=8.(JHzh6.84~7.44(9a,Tn) (242) N-[l-(2,4-二曱基苯基)-3_(4_甲基苯基硫基) -2-亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發 明化合物242」) 臓(CDC13 ) δ (卿):2 · Q11:2H,…2. !咖,s&gt; , 2.23 (2h, s), 2.29(lH,S),2.3I(2K&lt;S),2.34{3H,S),e.27(0.4H,d,^15.4H2)i6.42 队既以15.4Edsl〜s.5s(isH,m)iS4(〇4HA^s.则, c.74 {0.7H,d, J=g. DHz) , 6.84^7.33 (9H,m) (243) N-[ 1-(2-氟苯基)_3-(4-氟苯基硫基)_2_亞丙 烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化合物 243」) 1(CDCl3) δ(ppm) :2.17(1.7H,s&gt;, 2 ‘ 34 ; 1,3H,s), S-18(〇*4Hid, 6.40{C.$H,d,J=15.SKs), 6*53(1,2K,diJa8-f&gt;H2) , 6.66 (0.6H,d,J=lS.4Hz) , 5.69^ 6 4(~Ή,ΙΏ)’ ¢.93 〜7,49(8H,ra) ]29 320644 200922468 (244) N-[1-(2-氟苯基)一3-(4-曱基笨基硫基)_2_亞 丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化合 物244」) &quot;h-KMRtCDCla } δ {ppm} : 2,16 {1. SH, s) , 2.30 (1.2H, s), 2.34(1.8^:^), 2.35(1.2H,S) i6.27{〇.4HidfJ=15&gt;6H2) 6.43(0.6H,d,J=15.IKz) ^ 6.52(lK,d,J=8.OHz),6.^9 {〇 6H,d,J«15.4IT. P. : 100~103 C 2.6S~2-S2iHm), 2.8S~2.93(3.3H,m), 6.l3(0.BH,d J=15.6H2), 6.29&lt;0.2Hfd,^ 8.〇HS)/ ^ 37 (Ο . 2H, d, /6Hz) # S.44{〇.2H,s) , 5.57(0.83,0,^8.032), € . 67 (〇. 8H, s) , e.68(0.2H,d,J=15.GH2)( €.80(0.8:^^^15.^), 6jSa^ 7-52(5H,tn), 7.68~7.78(4Ei,m) (233) N-[l-(2-Methylphenyl)-3_(4-fluorophenylthio)·2-propenylene]-4-methyl phenantamine (hereinafter, this compound is called " The compound of the present invention 233") ° 5iPPm} : 2.05 (ms) , 2.17 U. 8H (s) 2 · 36 (1.2 Η, ε) , δ. Ι δ Ο Ο Η ά ά J J J J J J 35 35 35 35 35 35 35 35 35 35 35 35 35 35 35 35 35 35 l.2H, s), S.40 (〇.^^d, J=15.5H2), 6-57 (0.4Hrd, J=15.5Hz), S-4S~6.53{2.2H,m), 6* 67(〇, 2H, df JS.OHz), 5Hz), δ. 72 (0,8H, d, iJ= 8 . OH2) e: 〇ef 1 6,93 ~ 7.45(8H,m) G34) N- [l-(2-Methylphenyl)_3_(4-fluorenylphenylthio)_2-propylenediene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 234") 320644 126 200922468 h-NMR(CDC13)δ(ppm):2.06 U-8H,s), 2.16&lt;1.8H,s), 2.30(1'2H,S), 2.35&lt;3H,S),2- 3S(1,2H,S), 6.28(0.4H,d, J=15.5 Hz), 6.43(0.6^1,(3,0 = 15.532), 6.52 (1H, d, J=8.2Hz), 6.55 (C. 6H, d, J=1S . 5Hs} , 6.63 {0.4H, a , J=15.5Kz&gt;, 6.75 (0.8H, d/J=8 2Hs} , 6.B4{1.2E,d,J=8.2Hz) , 7.03^7.34 (9H,m) (235) N-[1 -(2-chlorophenyl)-3-(4-fluorophenylthio)-2-propenyl]-4-methylaniline (hereinafter, this compound is referred to as "the compound of the present invention 235") ^- i-NMRCCDCla ) δ (ppm) : 2.17 {1. ΒΚ, ε) , 2.35 (1.2Η, s), 6. IS [G .4Η, d, J=15.4Hz) , 5.4C {0.6H,d, J=15 · 4Hz) , 6. · 51~ €.59(2H,m}, 6·76(-8K,d,J=8.2Hz), 6.87(1.2H, d,J=8.〇Hz) , 6.95 ~7*47(3H,m) (236) N-[l-(2-indolyl)-3-(4-mercaptophenylthio)_2-propenylene]-4-indenyl Aniline (hereinafter, this compound is referred to as "the compound 236 of the present invention") ^H-NMR(CDCl3)6{ppm): 2.16{1 6{l^H,S)i2.3〇(1.2H/S), 2.35(3HfS), 6-28(0.^^^15.^), 6.43(〇^H&lt;0fJel5.5Hz5i 6 6.62(0,4H d T ic ^.78(0.SKid/Jte8 meaning (four), one 7.43(8K_ 丨(237) N-[;l-(2,4-dichlorophenyl)_3_(4-propylene)-4-mercaptoamine (di-di- y) 237") ^ This is. %% is "本甲甲320644 127 200922468 ^-NMiUCDCi^JS-ippm" : 2.19 (1.8Hfs) , 2.34(1.23,8}, 6.57 (2H, tn), 6.68(0* 2H, 0., J^ S, OHs) , 5.73 (0.8H, dLy Jssg , ) 688 ~ 7.4 7 {9H,m) (238) N-[1-(2, 4-Dichlorophenyl)-3-(4-methylbenzene Thiophenyl)-2-propenylene]-4-methylaniline (hereinafter, this compound is referred to as "the compound 238 of the present invention") ^-NMRiCDCla) 6{ppm): 2.19 (I. BH, s), 2.31 (l.2H, s), 2.34 (1.2H, s), 2.35 (1.8H, s), 6.26 {0.4H, d, J=15 5H2), 6.40 (£&gt;.6H,d,J= ;L5'S;?i2) , S'53~6.58(l.SH,m), 6.61(0.4H,d,J=15.5Kz), 6.68(C.2H,d, J=S.2Hz), 6.76{D.8R, dfJ^e.SHZ}f 6.69(1.2H,d,J=8.OHz), 6.93{〇.8H,d, J=S.2Hz&gt;, 7,〇8~7·45 (7Η,ιη) (239) N-[ 1-(3-Chlorophenyl)-3-(4-fluorophenylthio)_2-propenylene]-4-mercaptoaniline (hereinafter, this compound It is called "Compound 239 of the present invention") 4 (CDC: l3) 5ipptn): 2' is 10,000 s), 2.3S (2.sh, s) ij = ?il5 - ) / 6.34 (0 « -r &lt; Ir- \ _ , .2Ή.Ι d, J=:8 * 2Hs} g 7*3/n ott -a , ,· ( 0 · n J=15 , 6 · 83 (C · 2H, d, J= 15,5Kz), 6.87~7.SS(llH,jr〇 ' '(240) N-[l-(3-Phenylphenyl)-3_(4-methylphenylthio)_2-propenyl]-4-methyl-p-amine (hereinafter, this compound is called " Compound of the invention 240") 128 320644 200922468 2.31{2.5H,e), 2.35{3K,s), J=15_6Hz) {〇.4H,d,J=8 2H, d, J=15.5H2) τ S . 88 {〇. 1H-NMR(CDC13 &gt; 5(ppra): 2. IS(ο·5H,s} 6.15(0.8H,d, J=15』Hz>, S.37(〇.2K,d. 2Hz), 6.72 (1.6H, d, J=8, 2Hz), 6.7gf 〇0, J=1S.5H2:), 7-07~7*6SU〇H,m) (241) N-[l- (2,4-Dimethylphenyl)_3_(4-fluorophenylthio)-2-propenyl]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 241") 1H -NMR{CDC13 ) δ (pr&gt;m) : 2 . 〇〇(2H si Τ-,, UH,S) ί2Ί7{2Η,3) ί 2.24{2H/S}, 2,31{1H,s), 2.32 {1H, s), 2 34 (1-4). ,t , .,"4ί1Ηι3)^·1Β(〇.4Η,υ»15·4ΗΖ),6·39 (0'6?£,0,1_)=:15.4}{2),6.50~6 54fl Qii 'r . ·9Η,ΐη) , 6.59{0.4E,d, Jr,l5,4H2) ^ S.71i〇,7H,d,J=8.(JHzh6.84~7.44(9a,Tn) (242) N-[l-(2,4-Dimercaptophenyl)-3_(4-methylphenylthio)-2-propenyl]-4-mercaptoaniline (hereinafter, this compound is called " The compound of the present invention 242") 臓(CDC13) δ (Qing): 2 · Q11: 2H,...2. !咖, s&gt; , 2.23 (2h, s), 2.29 (lH, S), 2.3I (2K&lt;S ), 2.34{3H,S), e.27(0.4H,d,^15.4H2)i6.42 The team is both 15.4Edsl~s.5s(isH,m)iS4(〇4HA^s. Then, c. 74 {0.7H,d, J=g. DHz) , 6.84^7.33 (9H,m) (243) N-[ 1-(2-fluorophenyl)_3-(4-fluorophenylthio)_2_ Propylene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 243") 1 (CDCl3) δ (ppm): 2.17 (1.7H, s &gt;, 2 ' 34 ; 1, 3H, s), S-18 (〇*4Hid, 6.40{C.$H,d,J=15.SKs), 6*53(1,2K,diJa8-f&gt;H2) , 6.66 (0.6H,d,J =lS.4Hz) , 5.69^ 6 4(~Ή,ΙΏ)' ¢.93 〜7,49(8H,ra) ]29 320644 200922468 (244) N-[1-(2-fluorophenyl)-3 -(4-mercapto-ylthio)_2 _] Propenyl]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 244") &quot;h-KMRtCDCla } δ {ppm} : 2,16 {1. SH, s) , 2.30 ( 1.2H, s), 2.34(1.8^:^), 2.35(1.2H,S) i6.27{〇.4HidfJ=15&gt;6H2) 6.43(0.6H,d,J=15.IKz) ^ 6.52(lK ,d,J=8.OHz),6.^9 {〇6H,d,J«15.4

Hz} ,6,74〜6·73(1·4Η,ιη), S.8MlH,d,JK)HZhS,S3〜7.4^SH&gt;m} (245) N-[l-(4-氟苯基)_3-(4-氟苯基硫基)_2—亞丙 烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化合物 245」)Hz},6,74~6·73(1·4Η,ιη), S.8MlH,d,JK)HZhS,S3~7.4^SH&gt;m} (245) N-[l-(4-fluorophenyl) ) 3-(4-fluorophenylthio)_2-propenylene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 245")

m. ρ· : 108〜lll〇C (CDC1, ) δ (p?m) : 2.19 (〇 . 6Η, Ξ) , 2.35 (2,4Η, s), ε.Ο^ίΟ.ΒΗ,ά,J=15.6H2), 6.37(0.2Η, df J=15.6Hz), 6,46(0.4χΐ,α, Jd.SHz)/ 6.Ss《1-6Ii)d&gt;J=8.〇Hz), 6.75(0.2H,d,J»15.4He), 6.81(〇.8H,d, J-15.6H2), 6.B7 7.67(l〇H,m) (246) N-[l-(4一氟苯基)一3_(4_曱基苯基硫基)_2_亞 丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發明化合 物246」)m. ρ· : 108~lll〇C (CDC1, ) δ (p?m) : 2.19 (〇. 6Η, Ξ) , 2.35 (2,4Η, s), ε.Ο^ίΟ.ΒΗ,ά,J =15.6H2), 6.37 (0.2Η, df J=15.6Hz), 6,46(0.4χΐ,α, Jd.SHz)/ 6.Ss “1-6Ii)d&gt;J=8.〇Hz), 6.75 (0.2H, d, J»15.4He), 6.81 (〇.8H,d, J-15.6H2), 6.B7 7.67(l〇H,m) (246) N-[l-(4-fluorobenzene) (A) 3-(4- mercaptophenylthio)-2-propenyl]-4-methylaniline (hereinafter, this compound is referred to as "the compound of the present invention 246")

m.p. : 77〜82〇C 1H-NMR(CDC13} δ (ppm) :2.19{0.SH,e) , 2.31 (2.4Kf s) ,2.35 (3H,s), 6.ISiO.SH^^^ls.6^),6.40(0.2:^^^=15.^2),6.46(0.^,0,,1=8 ,2Hz) ,6.72 (l.SH'd,J=3.QHz)/6.78(0.2H,d&lt;J=l5 4Kz) ,S 84〜 6,34 (1, 7 · D7〜7 · (247) N-[ 1-(2, 4-二氟苯基)-3-(4-氟苯基硫基)-2- 130 320644 200922468 本發明化 亞丙烯基]+甲基苯胺(後文中,此化合物稱為 合物247」) 6.1S(0.5H,d( ^·βΗ2)&lt;6.39(0.5Ιίίά^=ι54Η2)ί 6.50UH,d,J=8.3Hz), 6.64^7.5〇(llHim) (248) N-U-(2, 4-二氟苯基)_3_(4—甲基苯基硫基) -2-亞丙稀基]+甲基苯胺(後文中,此化合物稱為「本發 明化合物248」)Mp : 77~82〇C 1H-NMR(CDC13} δ (ppm) :2.19{0.SH,e) , 2.31 (2.4Kf s) , 2.35 (3H,s), 6.ISiO.SH^^^ls .6^), 6.40(0.2:^^^=15.^2), 6.46(0.^,0,,1=8,2Hz), 6.72 (l.SH'd, J=3.QHz)/ 6.78 (0.2H, d &lt; J = l5 4Kz) , S 84~ 6,34 (1, 7 · D7~7 · (247) N-[ 1-(2, 4-difluorophenyl)-3-( 4-fluorophenylthio)-2-130 320644 200922468 The present invention is a propenylene]+methylaniline (hereinafter, this compound is referred to as a compound 247). 6.1S (0.5H, d(^·βΗ2) &lt;6.39(0.5Ιίίά^=ι54Η2)ί 6.50UH,d,J=8.3Hz), 6.64^7.5〇(llHim) (248) NU-(2, 4-difluorophenyl)_3_(4-methyl Phenylthio)-2-propyleneidene]+methylaniline (hereinafter, this compound is referred to as "the compound 248 of the present invention")

m. ρ· : 88〜92°Cm. ρ· : 88~92°C

H~KMR(CDC13) δ(ppm):2.18(1,5H,SH~KMR(CDC13) δ(ppm): 2.18(1,5H,S

J 2.41(0.511,,6^=-15.4112),6 S〇(iu η τ « 50 ilH,d,J=8.0H2} , s‘S7〜7, sl(liH,m) (249) N-[ 1-(4-異丙基苯基)_3_(4_氟笨基硫基)_2_ 亞丙稀基]-4-曱基苯胺(後文中,此化合物稱為「本發明化 合物249」) m.p_ : 148〜150°c H-NMR(CDC13) δ(ppm);1.19 t · 0:¾) , IL . 25 (5H, d, ,0H幻, 2 · 19 ( 〇,55J, jg ) J=15.6K2), 66-70{l.7H,d, z.35{2.5H,s),2.78〜2.S9(lH,m),S.〇S(0.SH,d, 37 i〇.2H,¢3^=15.^2) ,6.49(0.3^:^, J«a.2Hz), J-8.2H2} ,6.80(0.2H,d,J=15.6H2) ,6.87(0.8H/Ci, iS.SHs), 6.S3〜7.59(1GH,tr} (250) N-[1-(4-異丙基苯基)-3-(4-曱基苯基硫基) -2-亞丙烯基]_4一曱基苯胺(後文中,此化合物稱為「本發 明化合物250」) m,p. : 107〜not 131 320644 200922468 JH-NMR(CDC13) 5{ppm) ^ · 19 (1H, d, J=7 . XHz) , 1.26 (5E, d, . 1Hz) HS(0.5H,S) ,2.31(2.5H,s) ,2.3S(3H,s) ,2.79〜2.9 9UH,m) 6.17(0.8^:,0, J=15.6Hz) ,S. 40 (〇.2H(d,J=15.4Hz) , 6.49 (〇,2H,d J-3 • 2Hz) ,6.73{1.6H,d,J*B.2Hz) ,6.B3{0.2E,d,J=15.4Hz) ,e.93 (〇 ga d,J=15.4Hz},6.57{0.2H,d,J=8·〇hz),7.〇7〜7.59(1〇H,m) (251) N-[ 1-(3,4-二氣笨基)-3-(4—氟苯基硫基)_2_ 亞丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發明化 合物251」) m_p, : 110〜114。。 &quot;H-NMRtCDC^jaippm) :2.21{〇.6H ., . ^ * S} ,2.3s{2.4Η,s) /6.〇4(〇.8Η, ώ-J=15.6Ηζ) , 6.32 (C . 2Η, d c r-τ,, , ^.J-15.5H2} #6.46(0.3H#d, ^=6,^),6.68 (1.7H,d,J=B.2Hz) ,6.75(0 2¾ τ it· 、 、 J=15.5Hz) , 6.62 (〇 . SH, d, J^ls . 6Hz h 6.8S〜7.76{9H,m) (252) N [1-(3,4-二氟笨基)_3_(4_!^基硫基)亞丙 9歸基]―4—曱基苯胺(後文中,此化合物稱為「本發明化合物 252」) m. P. : 78〜80°c :H-NMR(CDC13) 5 (ρρτη) :2.21(0 _ 6.33(〇.2E,d ^ί〇·δΚί^ -~s.4Hz),S45(〇,3 L68U.7H,d,L8‘4Hz),6 7 4H2&gt;&gt; 2H,d,J=15.SH2h6.83(O.BK d m •^H2)r6.89^7.54(9H,m} 此, 氣苯基)-3-(4-氟苯基硫基)_2一 文中,此化合物稱為「本發明化 (253) N-[1-(2, 3— 亞丙烯基]-4-曱基笨胺(後 合物253」) 320644 132 200922468 'H-NMRiCDClB ) 5(ppm) :2.1B(l.7H s\ - M ^ , -s) ,^:.35 {1.3H, s) , 6.17 ί〇 - 4H, d, J=15.5Hz) ,5.35 (0.6H,d,J=15 ca_i S.75(G.BH,d, J=3.2Hz&gt;,〔87 〜7.Sl(犯,如 (254) N-[l-(3,5-二氣笨基)—3_(4_ 氟苯基硫基)_2_ 亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化 合物254」) s) ,2.35 (2.6H, S) ,β.ΟΚΟ.ΒΗ,ά, 'S.46(0.3H,d,J=8.3Hz},6.67(1 d,J=lS,6Hz),6.63(0.8H,d(J=15,4Hs), ^-:-1^(00013 ) δ (ppm) :2.20 (D.4H, J=15.6Hz) ., 6,29 {0.2H, d, J=15.6Hz) .7H, d, J=S . 0Hz) ,6.74 (0.; 6.SC〜7.53 (255) N-[l-(3’5-二氟笨基)_3_(4_ 氟苯基硫基)_2_ 亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化 合物255」)J 2.41(0.511,,6^=-15.4112),6 S〇(iu η τ « 50 ilH,d,J=8.0H2} , s'S7~7, sl(liH,m) (249) N-[ 1-(4-isopropylphenyl)_3_(4-fluorophenylthio)_2_propyleneidene-4-pyenylaniline (hereinafter, this compound is referred to as "the compound of the present invention 249") m. P_ : 148~150°c H-NMR (CDC13) δ (ppm); 1.19 t · 0:3⁄4) , IL . 25 (5H, d, , 0H illusion, 2 · 19 ( 〇, 55J, jg ) J= 15.6K2), 66-70{l.7H,d, z.35{2.5H,s), 2.78~2.S9(lH,m),S.〇S(0.SH,d, 37 i〇. 2H, ¢3^=15.^2) , 6.49 (0.3^:^, J«a.2Hz), J-8.2H2}, 6.80 (0.2H, d, J=15.6H2), 6.87 (0.8H/ Ci, iS.SHs), 6.S3~7.59(1GH,tr} (250) N-[1-(4-isopropylphenyl)-3-(4-mercaptophenylthio)-2- Propylene]_4-monodecylaniline (hereinafter, this compound is referred to as "the compound of the present invention 250") m,p. : 107~not 131 320644 200922468 JH-NMR (CDC13) 5{ppm) ^ · 19 (1H , d, J=7 . XHz) , 1.26 (5E, d, . 1Hz) HS(0.5H,S) , 2.31(2.5H,s) ,2.3S(3H,s) ,2.79~2.9 9UH,m) 6.17(0.8^:,0, J=15.6Hz), S. 40 (〇.2H(d, J=15.4Hz), 6.49 (〇, 2H, d J-3 • 2Hz), 6.73{1.6H,d , J*B.2Hz), 6.B3{0.2E,d,J=15.4Hz ), e.93 (〇ga d, J=15.4Hz}, 6.57{0.2H, d, J=8·〇hz), 7.〇7~7.59(1〇H,m) (251) N-[ 1-(3,4-dioxaphenyl)-3-(4-fluorophenylthio)_2-propenylene]-4-methylaniline (hereinafter, this compound is referred to as "the compound of the present invention 251") M_p, : 110~114. . &quot;H-NMRtCDC^jaippm) :2.21{〇.6H ., . ^ * S} , 2.3s{2.4Η,s) /6.〇4(〇.8Η, ώ-J=15.6Ηζ), 6.32 ( C. 2Η, dc r-τ,, , ^.J-15.5H2} #6.46(0.3H#d, ^=6,^), 6.68 (1.7H, d, J=B.2Hz), 6.75(0 23⁄4 τ it· , , J=15.5Hz) , 6.62 (〇. SH, d, J^ls . 6Hz h 6.8S~7.76{9H,m) (252) N [1-(3,4-difluoro] Base) _3_(4_!^ylthio) propylene 9-based] 4-indolyl aniline (hereinafter, this compound is referred to as "the compound 252 of the present invention") m. P. : 78 to 80 ° c :H -NMR(CDC13) 5 (ρρτη) : 2.21 (0 _ 6.33 (〇.2E, d ^ί〇·δΚί^ -~s.4Hz), S45 (〇, 3 L68U.7H, d, L8'4Hz), 6 7 4H2&gt;&gt; 2H,d,J=15.SH2h6.83(O.BK dm •^H2)r6.89^7.54(9H,m} This, gas phenyl)-3-(4-fluorobenzene In the context of thiol), this compound is referred to as "the invention (253) N-[1-(2,3-propenylene)-4-mercaptoamine (post- 253") 320644 132 200922468 'H-NMRiCDClB) 5 (ppm): 2.1B (l.7H s\ - M ^ , -s) , ^:.35 {1.3H, s) , 6.17 〇 - 4H, d, J = 15.5Hz) , 5.35 (0.6H, d, J = 15 ca_i S.75 (G. BH, d, J = 3.2 Hz), [87 ~ 7. Sl (offense, such as (254) N-[l-(3,5 - two gas stupid —3—(4_fluorophenylthio)_2_propenylene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 254") s), 2.35 (2.6H, S), β .ΟΚΟ.ΒΗ,ά, 'S.46(0.3H,d,J=8.3Hz}, 6.67(1 d, J=lS,6Hz), 6.63(0.8H,d(J=15,4Hs), ^ -:-1^(00013) δ (ppm) : 2.20 (D.4H, J=15.6Hz) ., 6,29 {0.2H, d, J=15.6Hz) .7H, d, J=S . 0Hz ), 6.74 (0.; 6.SC~7.53 (255) N-[l-(3'5-Difluorophenyl)_3_(4_fluorophenylthio)_2_propenylene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 255")

m· p. : 88〜92°C 1H-NMR {CDC13 ) δ (ppm) : 2.2 C (〇 &gt; 、u.4H,s) ,23S{2,昍,s},s〇1{〇u, J=15.6Hs) , 6.31 (C . 2E,d, J=is ώρ;^, , ',6.47(0.3H,d,J=8.3Hz),6.67{1 .7H,d,J=6.0H2) ,6.76(0., , ^ l5-6Hz},6.85{0.8H(di 6·δ8 〜7.49(SH,m) (256) N-[卜(3,5-二曱基笨基)_3_(4_氟苯基硫基)m· p. : 88~92°C 1H-NMR {CDC13 ) δ (ppm) : 2.2 C (〇&gt;, u.4H, s) , 23S{2, 昍, s}, s〇1{〇u , J=15.6Hs) , 6.31 (C . 2E,d, J=is ώρ;^, , ',6.47(0.3H,d,J=8.3Hz),6.67{1 .7H,d,J=6.0H2 ), 6.76(0., , ^ l5-6Hz}, 6.85{0.8H(di 6·δ8 ~7.49(SH,m) (256) N-[Bu(3,5-dimercapto)]_3_( 4_fluorophenylthio)

-2-亞丙縣]-4-曱基苯胺(後文中,此化合物稱為「本發 明化合物256」) X 1H-NMR(CDC23) δ(ppm):2.20(1 ιυ ^ ,2.35(7.SH,s)( 6.03 {C . 8H, d, J=15.6H2:} , 6.35/λ 'Sb^.2H(diJ.i5.2Hz)i6.50{〇.3Hid&lt;J=3 .DHz) ,6.59 {1.7K,d,J=8.CH2) , 6.75/〇 ^ n c s ^ Όd, u = 15,4kz)/ .85 (〇 . 8H , 6.S3〜7*31(9H,m} ’ (257) N-U-(m基笨基)_3_(4—氟苯基硫基) 320644 133 200922468 -2-亞丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發 明化合物257」)-2-Acetyl]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 256") X 1H-NMR (CDC23) δ (ppm): 2.20 (1 ιυ ^ , 2.35 (7. SH, s)( 6.03 {C . 8H, d, J=15.6H2:} , 6.35/λ 'Sb^.2H(diJ.i5.2Hz)i6.50{〇.3Hid&lt;J=3 .DHz) , 6.59 {1.7K,d,J=8.CH2) , 6.75/〇^ ncs ^ Όd, u = 15,4kz)/ .85 (〇. 8H , 6.S3~7*31(9H,m} ' ( 257) NU-(m-based phenyl)_3_(4-fluorophenylthio) 320644 133 200922468-2-propenyl]-4-methylaniline (hereinafter, this compound is referred to as "the compound 257 of the present invention" )

m. P. : 101 〜1ϋ4 C h-NMHiCDCU 5 (PPm) :2.16(0 紐 y , 2.19(^,3),2.3〇(5H,5)f 2.35 (2.5H fs) #6,09(0.8H,d. J—m g:^ x ^&lt;J-15.^2)i6.37(〇&gt;2KidfJ=;L5&gt;4H2) 6-S0{0,3H,d,J=8‘3H2), $ 7〇fi w j 6^0(l.7H,d,J=8,0KS), g.77{〇^2Hfdf J=15.4Hz), 6-86(0.aH,d, J=i5 产 ’ ^-15.6H2), 6.94-7.45(9H,m) (258) N-[1-(4-甲基苯基)_3_(4—氟苯基硫基)_2_亞 丙稀基]-4-甲基苯胺(後文中,此化合物稱為「本發明化合 物258」)m. P. : 101 〜1ϋ4 C h-NMHiCDCU 5 (PPm) : 2.16(0 纽 y , 2.19(^,3), 2.3〇(5H,5)f 2.35 (2.5H fs) #6,09(0.8 H,d. J—mg:^ x ^&lt;J-15.^2)i6.37(〇&gt;2KidfJ=;L5&gt;4H2) 6-S0{0,3H,d,J=8'3H2) , $ 7〇fi wj 6^0(l.7H,d,J=8,0KS), g.77{〇^2Hfdf J=15.4Hz), 6-86(0.aH,d, J=i5 ' ^-15.6H2), 6.94-7.45(9H,m) (258) N-[1-(4-methylphenyl)_3_(4-fluorophenylthio)_2_propyleneidene-4 -methylaniline (hereinafter, this compound is referred to as "the compound 258 of the present invention")

m.p. : 101 〜105°C ^H-NMRiCDCl,) 5(ppm):2.lsi〇.7H/S)i2i2g(〇7p:iSK 2.赚2·3浪3H,s),s,(〇 為⑽15糊, 6.38(0.2H,diJ=I5.4Hz)i6.4SC〇.4HidiJ=8,3Hs),6.7c(1_6Hf^J=s_ 3Hz) ,6.77(Ο .2Η,d,J=15 7.55 (ΙΟΗ,πι) (259) N-[l-(4-氣苯基)_3-(4_氟笨基硫基)—2_亞丙 烯基]-4-甲基苯胺(後文中,此化合物稱為「本發明化合物 259」) m. ρ· ·· ]16〜119t S},6.06{0.8H,d, J*8.OHz),S‘69{1 SH,d,J=15.6Hz), ^:-NMR(CDCl3) Mppm):2.2〇fc.6HiS)/2i35(2.4H&gt; J=15. .6H,d,J=8.3H2),5.74(〇.2H/diJ=15&gt;4H2)(6.B2(^ S-87〜7.6D(10H,m) (260) N—[1一(t三氟甲基苯基)-3-(4-氟苯基硫基) 134 320644 200922468 -2-亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發 明化合物260」)Mp : 101 ~ 105 ° C ^H-NMRiCDCl,) 5 (ppm): 2.lsi〇.7H/S)i2i2g (〇7p:iSK 2. earn 2·3 waves 3H, s), s, (〇 (10) 15 paste, 6.38 (0.2H, diJ=I5.4Hz) i6.4SC〇.4HidiJ=8,3Hs), 6.7c(1_6Hf^J=s_ 3Hz), 6.77(Ο.2Η,d,J=15 7.55 ( ΙΟΗ,πι) (259) N-[l-(4-Phenylphenyl)_3-(4-fluorophenylthio)-2-propenyl]-4-methylaniline (hereinafter, this compound is called Is "Compound 259 of the present invention") m. ρ· ·· ]16~119t S}, 6.06{0.8H,d, J*8.OHz), S'69{1 SH,d,J=15.6Hz), ^:-NMR (CDCl3) Mppm): 2.2〇fc.6HiS)/2i35 (2.4H&gt; J=15. .6H, d, J=8.3H2), 5.74 (〇.2H/diJ=15&gt;4H2)( 6.B2(^ S-87~7.6D(10H,m) (260) N-[1 -(t-trifluoromethylphenyl)-3-(4-fluorophenylthio) 134 320644 200922468 -2 -propenylene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 260")

m. p. : 66〜69°C b-NMRiCDCU δ{ρρπι):2‘18(〇•吼 e-H(〇.8H,d, ,1=15.6Hz), 6.3S(〇.2H,df^15.4HS), S.44&lt;C*4H,d'J:8·4叫'm(md,J=8.2Hz), 6.3l(0.8H,d,J=15.6Hs),6.S6 6,72 (C . 2H, d., J=15 * 2Hz) 7,92{10Η,τη) (261) N-[l-(2,6-二氟苯基_3_(4_氟苯基硫基)亞丙 烯基)+甲基苯胺(後文巾,此化合物稱為「本發明化合物 261」) Π1. P 1 PNMR(CDCl3)6(ppro}:2l • H,s),2,23(0.4H,日),6.20(〇.2H,d, 15.2Hz} , 6.42(0 ftii -a τ -t r- ^,J=iS.SH2)/6.57(l.7H&lt;d,Je8.2Hz),6.64 &quot;'8lUH,m},6-B3il-^d^=8-2H2),6.55^.S4U.5H„} (262) N [1 (4_二氟曱基苯基)_3—(4_氟苯基硫基) -2-亞丙烯基]-2-氣笨胺(後文中,此化合物稱為「本發明 化合物262」) ^NMRiCDCls) 6(ppm); 5.ΒΊ{1Η , τ ^ - Ja15.9H2} ,6.38-7.53〇E,m), 7.68-7.84{4K,m) (263〆)Ν-[1-(4-三氟甲基苯基)_3_(4_敗苯基硫基) -2-亞丙稀基]-2-氟苯胺(後文巾,此化合物稱為「本發明 化合物2 6 3」) 々-miKCDCid δ(ρ㈣ — (1H'd'地咖 .邱Η 此 320644 135 200922468 (264) N-[l-(2-三氟甲基苯基)_3_(4_氟苯基硫基) -2-亞丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發 明化合物264」) 又 3H-Nm(CDCl3} 5(ppm) :2.15(0.3H,S}/ 2.34 (0.7H, s), ^•22(0.7^^ J=15.9Kz), 6.42-7.77(l2.3Hfm) (265) N-[l-(4-三氟甲氧基苯基)—3_(4一氟笨基硫基) -2-亞丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發 明化合物265」) &quot;Mp : 66~69°C b-NMRiCDCU δ{ρρπι): 2'18(〇•吼eH(〇.8H,d, ,1=15.6Hz), 6.3S(〇.2H,df^15.4HS), S.44&lt;C*4H, d'J:8·4 is called 'm(md, J=8.2Hz), 6.3l (0.8H, d, J=15.6Hs), 6.S6 6,72 (C. 2H, d., J=15 * 2Hz) 7,92{10Η,τη) (261) N-[l-(2,6-difluorophenyl_3_(4-fluorophenylthio)propenylene) +Methylaniline (hereinafter, this compound is called "Compound 261 of the present invention") Π1. P 1 PNMR(CDCl3)6(ppro}: 2l • H, s), 2, 23 (0.4H, day) , 6.20 (〇.2H,d, 15.2Hz}, 6.42(0 ftii -a τ -t r- ^,J=iS.SH2)/6.57(l.7H&lt;d,Je8.2Hz),6.64 &quot;' 8lUH,m},6-B3il-^d^=8-2H2),6.55^.S4U.5H„} (262) N [1 (4-difluorodecylphenyl)_3—(4-fluorophenyl) Thio)-2-propenylene]-2-indolylamine (hereinafter, this compound is referred to as "the compound of the present invention 262") ^NMRiCDCls) 6 (ppm); 5.ΒΊ{1Η , τ ^ - Ja15. 9H2} , 6.38-7.53〇E,m), 7.68-7.84{4K,m) (263〆)Ν-[1-(4-Trifluoromethylphenyl)_3_(4_phenylphenyl)- 2-propyleneoxy]-2-fluoroaniline (hereinafter, this compound is referred to as "the compound of the present invention 2 6 3") 々-miKCDCid δ(ρ(四) — (1H' D'地咖.邱Η This 320644 135 200922468 (264) N-[l-(2-Trifluoromethylphenyl)_3_(4-fluorophenylthio)-2-propenylene]-4-A Abenine (hereinafter, this compound is referred to as "the compound of the present invention 264") Further 3H-Nm (CDCl3} 5 (ppm): 2.15 (0.3H, S} / 2.34 (0.7H, s), ^•22 (0.7 ^^ J=15.9Kz), 6.42-7.77(l2.3Hfm) (265) N-[l-(4-Trifluoromethoxyphenyl)-3_(4-fluorophenylthio)-2-A Propenyl]-4-methylaniline (hereinafter, this compound is referred to as "the compound of the present invention 265") &quot;

m. ρ· : 78〜83°C ^^(00013) 6(ppro): 2.1S(0.2K,s), 2,36(C.8H,s), 6.06(O.SH,d, ^32-7.75a〇.2Himjf7.65.7.7l(2E/m} (266) N-[1-(4-氰基苯基)-3-(4-氟苯基硫基)_2一亞 丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發明化合 物266」) °m. ρ· : 78~83°C ^^(00013) 6(ppro): 2.1S(0.2K, s), 2,36(C.8H, s), 6.06(O.SH,d, ^32 -7.75a〇.2Himjf7.65.7.7l(2E/m} (266) N-[1-(4-Cyanophenyl)-3-(4-fluorophenylthio)_2-propylene]]- 4-methylaniline (hereinafter, this compound is referred to as "the compound of the present invention 266") °

Π1.Ρ. : 160〜164〇C ^H-NMRCCDCl^ δίρρτ,}: 2.34(3Η,β), «- IB (0.5H/d, J=15.1Hz), 6-40 (0.=)H, d, J^lS.lHz), 6,50-7.55 i;13H,m) (267) N-[ 1-(4-溴苯基)_3_(4_氟苯基硫基)_2_亞丙Π1.Ρ. : 160~164〇C ^H-NMRCCDCl^ δίρρτ,}: 2.34(3Η,β), «- IB (0.5H/d, J=15.1Hz), 6-40 (0.=)H , d, J^lS.lHz), 6,50-7.55 i;13H,m) (267) N-[ 1-(4-bromophenyl)_3_(4-fluorophenylthio)_2_propylene

烯基]-4-曱基苯胺(後文中’此化合物稱為「本發明化合物 267」) m.p. : 130〜133°C (268) N-[l-(3-絲基)_3_(4_氟笨基硫基)_2_亞丙 稀基]-4-曱基笨胺(後文中,此化合物稱為「本發明化合物 268」) 320644 136 200922468 ^I-KIviR/CDCl^) e. 06 {0.8H,d, 7.84 &lt;12H,ra) δ(ρρπι). 2 .is (〇,2H,s) ( 2.35 {0 . BH, s), J=15.jH2) # e.33 (0.2H,d,J=15.3He) ,6.43- (269) N-[卜(2〜漠苯基)-3-(4-氟苯基硫基)-2-亞丙 稀基]+甲基苯胺(後文中,此化合物稱為「本發明化合物 269 j ) 2.35(0.5H, s), d, J=15-SH2), 6.50 ^-NMRiCDCla) δ (ddih) 2 ·_ s), 6-05{0.5H, d, J=15.5F2^ c €.35(〇^5Hi 7.80(12H, m) (270) N-U-(2〜甲基苯基)_3_(4_氟苯基硫基)_2_亞 ^τί」]—)3—甲基苯胺(後文中,此化合物稱為「本發明化合 冰臟(而心㈣:2.07(〇.心}, 2綠站此 ^-33(〇.5Η,S), 2.37(0 Sp U邮此咖7场=).17(。邮'邮则^4- 物271」) 文中,此化合物稱為「本發明化合 ^-NMRiCDCla) δ {pDm);,. -aUH,B),6.02;a.7Hd;2*17^ — e-4S-7.46a3H,m) J,Jel5*6^^-25^-3H,dfJ=1S.6H2), 基)-3-(4-氟笨基硫基)_2—亞丙 ,此化合物稱為「本發明化合物 (272) N-[l-(2〜氟笨 稀基]-3-甲基笨胺(後文中 272」) 320644 137 200922468 ^-NMRCCDCla) δ (ppm) : 2 . IS (1.5H, s} , 2.33(1.5^:,5), 6.17i0.5H, d, J=15.4H2) ,6.37-6.49(l.5Hrm), €.50-6,66(2·5H,m), 6.45-7.51(9·5H,m) (273) N-[ 1-(2-氟苯基)-3-(4-氟苯基硫基)-2_亞丙 烯基]-2-甲基苯胺(後文中’此化合物稱為r本發明化合物 273」) ^NMRfCDCla) δ (ppm) ; 2.1 0 (1.5H, s) , 2.15(1.5^3), 6.00(0.5H,d, 6.43{0.5H,d,J»15.2Hz),6.S4- 7.30 (ΙΙΗ,ιη) , 7.35-7.52 (2H, m) (274) N-[ 1-(2-氟苯基)-3-(4—氟笨基硫基)_2_亞丙 烯基]-4-氟苯胺(後文中,此化合物稱為「本發明化合物 274」) b 腿(CDCl3&gt; 5tppd12{£),5H,d,J=i5.2H2),6.37 ⑺紐,0, J-15.2HZ) , 6.54-6.82 U.5H,m)i5.90^7.50{S.5Him) (275) N-[l-(2-氟苯基)-3-(4_氟苯基硫基)—2_亞丙 烯基]-苯胺(後文中,此化合物稱為「本發明化合物275」) m. p. : 81 〜83t 3H-NIV!R(cdC1j) δ (ppm): .3Hz), 6.60-7.52 6-15 (0.5H,drJ=i5. 3Hz), 6.40 (0.5H,d, (276) Ν-&quot;-(3ι苯基)一3一(扣氟苯基硫基)_2_亞丙 稀基]+氟苯胺(後文中,此化合物稱為「本發明化合物 276」) :H-_CDCl3) δ&lt;ρ_:2 _ ,Ξ&gt;,'*·36(2·4Η^),6.03{0.3Η/άί J=15-^2Kt-3G-7-18i9-^m),7.28-7.S0UH,,) (277) N [1 (4·~氟苯基)_3_(4_氟苯基硫基2—亞丙 320644 138 200922468 稀基]m苯胺(後文巾,此化合物稱為「本發明化人物 277」) °Alkenyl]-4-mercaptoaniline (hereinafter referred to as "this compound is referred to as "Compound 267 of the present invention") mp : 130 to 133 ° C (268) N-[l-(3-silyl)_3_(4_fluorine Strepylthio)_2_propyleneidene-4-pyrylamine (hereinafter, this compound is referred to as "the compound of the present invention 268") 320644 136 200922468 ^I-KIviR/CDCl^) e. 06 {0.8 H,d, 7.84 &lt;12H,ra) δ(ρρπι). 2 .is (〇,2H,s) ( 2.35 {0 . BH, s), J=15.jH2) # e.33 (0.2H, d, J = 15.3 He), 6.43 - (269) N-[Bu(2~Molyphenyl)-3-(4-fluorophenylthio)-2-propyleneidene]+methylaniline (post Herein, this compound is referred to as "the compound of the present invention 269 j ) 2.35 (0.5H, s), d, J = 15-SH2), 6.50 ^-NMRiCDCla) δ (ddih) 2 ·_s), 6-05{0.5 H, d, J=15.5F2^ c €.35(〇^5Hi 7.80(12H, m) (270) NU-(2~methylphenyl)_3_(4_fluorophenylthio)_2_亚^ Τί"]-) 3-methylaniline (hereinafter, this compound is referred to as "the invention of the ice complex (and heart (four): 2.07 (〇. heart}, 2 green station this ^-33 (〇.5Η, S) , 2.37 (0 Sp U mail this coffee 7 games =).17 (. Mail 'mail ^ 4 271)) In this article, this compound is called "the compound of the invention ^-NMRiCD Cla) δ {pDm);,. -aUH,B),6.02;a.7Hd;2*17^ — e-4S-7.46a3H,m) J,Jel5*6^^-25^-3H,dfJ= 1S.6H2), yl)-3-(4-fluorophenylthio)_2-propylene, this compound is referred to as "the compound of the invention (272) N-[l-(2~fluoro]]-3 -methyl phenylamine (hereinafter 272") 320644 137 200922468 ^-NMRCCDCla) δ (ppm): 2. IS (1.5H, s} , 2.33 (1.5^:, 5), 6.17i0.5H, d, J =15.4H2) , 6.37-6.49 (l.5Hrm), €.50-6,66 (2·5H,m), 6.45-7.51(9·5H,m) (273) N-[ 1-(2- Fluorophenyl)-3-(4-fluorophenylthio)-2-propenyl]-2-methylaniline (hereinafter referred to as 'this compound is referred to as r compound 273 of the present invention) ^NMRfCDCla) δ (ppm ; 2.1 0 (1.5H, s) , 2.15 (1.5^3), 6.00 (0.5H, d, 6.43{0.5H, d, J»15.2Hz), 6.S4- 7.30 (ΙΙΗ,ιη), 7.35 -7.52 (2H, m) (274) N-[ 1-(2-fluorophenyl)-3-(4-fluorophenylthio)_2-propenyl]-4-fluoroaniline (hereinafter, this The compound is referred to as "the compound of the present invention 274") b leg (CDCl3 &gt; 5tppd12{£), 5H, d, J = i5.2H2), 6.37 (7) New Zealand, 0, J-15.2HZ), 6.54-6.82 U.5H, m) i5.90^7.50{S.5Him) (275) N-[l-(2-fluorophenyl)-3-(4-fluorobenzene) (thiol)-2-alkylene]-aniline (hereinafter, this compound is referred to as "the compound of the present invention 275") mp : 81 to 83 t 3H-NIV!R (cdC1j) δ (ppm): .3 Hz), 6.60 -7.52 6-15 (0.5H, drJ=i5. 3Hz), 6.40 (0.5H,d, (276) Ν-&quot;-(3ιphenyl)-3-1 (defluorinated phenylthio)_2_亚Propyl]+fluoroaniline (hereinafter, this compound is referred to as "the compound of the present invention 276"): H-_CDCl3) δ &lt;ρ_:2 _ , Ξ&gt;, '*·36(2·4Η^), 6.03{ 0.3Η/άί J=15-^2Kt-3G-7-18i9-^m), 7.28-7.S0UH,,) (277) N [1 (4·~fluorophenyl)_3_(4-fluorophenyl) Sulfur 2-propylene 320644 138 200922468 Dilute]m aniline (after the towel, this compound is called "the character of the invention 277") °

Nm(CDCls) δ(ρρ,):2.18{〇.6Ηί£)ί2 26(〇&gt;6HiS) 2.35(2.4H,s), 7.50 (13.2Hftn) 2.^6(2.4K,s),6.〇S(O.BH,dfJ=15.6Hz} ,S.33- (278) Ν-Π-(2,3-二曱基苯基)_3_(4_ι苯基硫基) -2-亞丙嫦基]-4-曱基笨胺(後文中,此化合物稱為「本發 明化合物278」) ^H-NMRiCDCls) 2.23(Ι.ΙΗ,δ), 7.41-7.48 ώ(ΡΡ^):^.S6(1.8E,s),2.27{3.SH(S)( 2-3〇(l.lH,s),2.35(L.1H,s)f6.17_71S(i2H^) (279) N-[ 1-(2-氟苯基)-3-(4-氟苯基硫基)-2—亞丙 烯基]-3-氣苯胺(後文中’此化合物稱為「本發明化合物 279」)Nm(CDCls) δ(ρρ,): 2.18{〇.6Ηί£)ί2 26(〇&gt;6HiS) 2.35(2.4H,s), 7.50 (13.2Hftn) 2.^6(2.4K,s),6 .〇S(O.BH, dfJ=15.6Hz} , S.33- (278) Ν-Π-(2,3-dimercaptophenyl)_3_(4_ιphenylthio)-2-propylene 4-mercaptoalkylamine (hereinafter, this compound is referred to as "the compound of the present invention 278") ^H-NMRiCDCls) 2.23(Ι.ΙΗ,δ), 7.41-7.48 ώ(ΡΡ^):^.S6 (1.8E, s), 2.27{3.SH(S)(2-3〇(l.lH,s), 2.35(L.1H,s)f6.17_71S(i2H^) (279) N-[ 1 -(2-fluorophenyl)-3-(4-fluorophenylthio)-2-propenylene]-3-aniline (hereinafter referred to as "the compound of the present invention 279")

m. p. : 89〜91°C &quot;H-NMRiCDCls) δ (ppm) : 5.98 ( D . ΞΗ, d, J=15.2Hs) , 6.45(〇,5Hd J«15.2HZ), 6.45-7.45(lCH,m), 7.47-7.55(3H,m) (280) N-[ 1-(2-氟苯基)-3-(4-氟苯基硫基)_2-亞丙 烯基]-4-氯苯胺(後文中,此化合物稱為「本發明化合物 280」) ^^^(CDCls) δ (ppm) : 6 . 〇g {〇 . 5H, d, J=15.2Ηξ) , €.35(〇.sHfd, J=^.5 . ^Hz) , t? - 55 (1H; dr J=-8.4Hzj / 6*69-7,50 (12H m) (281) N-[l-(2-氟苯基)-3-(4-氟苯基硫基)_2-亞丙 烯基]-3-溴苯胺C後文中,此化合物稱為「本發明化合物 281」) 139 320644 200922468 m.p_ : 84〜87t ^H-NMRfCDCls) 5{ppm) ;5.97 {〇.5H,d, J»15.2H2) , 6.35{〇.5H,d, J=15.2Hz), 6.45-6.60(13,™) ,6-70-6.83 {2.5Hfm) , 6.90- 7.50 〇.5Η,τη)Mp: 89~91°C &quot;H-NMRiCDCls) δ (ppm): 5.98 (D. ΞΗ, d, J=15.2Hs), 6.45(〇,5Hd J«15.2HZ), 6.45-7.45(lCH,m ), 7.47-7.55(3H,m) (280) N-[ 1-(2-fluorophenyl)-3-(4-fluorophenylthio)_2-propenylene]-4-chloroaniline (post Herein, this compound is referred to as "the compound of the present invention 280") ^^^(CDCls) δ (ppm): 6 . 〇g {〇. 5H, d, J=15.2Ηξ) , €.35 (〇.sHfd, J =^.5 . ^Hz) , t? - 55 (1H; dr J=-8.4Hzj / 6*69-7,50 (12H m) (281) N-[l-(2-fluorophenyl)- 3-(4-Fluorophenylthio)_2-propenylene]-3-bromoaniline C Hereinafter, this compound is referred to as "the compound of the present invention 281") 139 320644 200922468 m.p_ : 84~87t ^H- NMRfCDCls) 5{ppm); 5.97 {〇.5H,d, J»15.2H2) , 6.35{〇.5H,d,J=15.2Hz), 6.45-6.60(13,TM),6-70-6.83 { 2.5Hfm) , 6.90- 7.50 〇.5Η, τη)

(282) N-[l_(2-氟苯基)-3_(4-敦苯基硫基)_2_亞丙 烯基]-4-溴苯胺(後文中,此化合物稱為「本發明化合物 282」) m. p : 92〜96°C aH-&gt;JMR{CDC13) δ (ppm) :6.08(0.51-5^, J=X5.4He) , 6 35(0,.5¾ d σ=15.4Η2), 6.50(1Η,ά,J=8.4Hz), 6·«7-δ.81(i.5Hrm),6. 7.50 i9.5H,m) (283) N-[ 1-(2-氟苯基)-3-(4-氟苯基硫基)_2_亞丙 烯基]-2-氟苯胺(後文中,此化合物稱為「本發明化合物 283」) m.p. : 76〜78。。 b-NMR (CDC13) δ (ppm) : 6 . 〇〇 (〇 . SH, d,心15,3H2) J=15.3Hs)t 6·42 (0.5H,d, 5.61-7.35 (llH.iti) # 7 38-7,55(2Him} (284) Ν-Π-(2-氣笨基)_3_(4_氟苯基硫基)|亞丙 稀基]-3-氟苯胺(後文中,此化合物稱為「本發明化 284 丨) m. p. : 82〜85°C ^-NMRfCDCla) δ (ρρτη) : 6 . 〇2 / r '5H,drJ=15.3Ez), 6.30(0.5H,d,J=15.3Hz), €_. '~6· 33 {3H,m} ,6,90-7.52 (8. ΗΗίΓα) (285) N-[卜(2~氟笨基 烯基]-3, 4-二甲基笨胺(德乂3 (4弗飞本基硫基)一2一亞丙 w笑文中,此化合物稱為「本發明化 320644 140 200922468 合物285」) ^H-NMRCCDCls) δ (ppm) : 2.02-2.27 {£Η, m) , 6.19 (0 . ΒΗ, d, J=15.4Hz); 6.3 0-6.49 (1.5H,rn) , S. 44-6.52 (2.5Η,ια) , 6.90-7.52 {Β . 5H,m) (286) Ν-[1-(4-甲氧基苯基)_3_(4-氟苯基硫基)_2 一 亞丙稀基]-4-曱基本胺(後文中,此化合物稱為「本發明化 合物286」)(282) N-[l_(2-Fluorophenyl)-3_(4-dhenylthio)_2-propenylene]-4-bromoaniline (hereinafter, this compound is referred to as "the compound 282 of the present invention" m. p : 92~96°C aH-&gt;JMR{CDC13) δ (ppm) :6.08(0.51-5^, J=X5.4He) , 6 35(0,.53⁄4 d σ=15.4Η2) , 6.50 (1Η, ά, J=8.4Hz), 6·«7-δ.81(i.5Hrm), 6. 7.50 i9.5H,m) (283) N-[ 1-(2-fluorophenyl) )-3-(4-Fluorophenylthio)_2-propenylene]-2-fluoroaniline (hereinafter, this compound is referred to as "the compound of the present invention 283") mp : 76 to 78. . b-NMR (CDC13) δ (ppm): 6. 〇〇(〇. SH, d, heart 15, 3H2) J=15.3Hs)t 6·42 (0.5H,d, 5.61-7.35 (llH.iti) # 7 38-7,55(2Him} (284) Ν-Π-(2-gas base)_3_(4-fluorophenylthio)|propyleneidene]-3-fluoroaniline (hereinafter, this The compound is referred to as "the invention 284 丨" mp : 82 to 85 ° C ^-NMRfCDCla) δ (ρρτη) : 6 . 〇 2 / r '5H, drJ = 15.3 Ez), 6.30 (0.5H, d, J = 15.3Hz), €_. '~6· 33 {3H,m} ,6,90-7.52 (8. ΗΗίΓα) (285) N-[Bu(2~Fluorophenyl)], 4- In the case of methyl succinylamine (Desin 3 (4 phorar thiol)), this compound is referred to as "the present invention 320644 140 200922468 285") ^H-NMRCCDCls) δ (ppm) ) : 2.02-2.27 {£Η, m) , 6.19 (0 . ΒΗ, d, J = 15.4 Hz); 6.3 0-6.49 (1.5H, rn) , S. 44-6.52 (2.5Η, ια) , 6.90 -7.52 {Β . 5H,m) (286) Ν-[1-(4-Methoxyphenyl)_3_(4-fluorophenylthio)_2-propyleneidene]-4-indole basic amine ( Hereinafter, this compound is referred to as "the compound of the present invention 286")

ιη.ρ. : 97〜10(TC ^-NMRCCDC^) δ(ρρτη) :2.20{〇.6HfS), 2,35 (2.4H, S), 3.75(0.6H,s) , 3.84 (2.4H,s), 6.07(0.8H,d,J=15.5Hz), 6,48(0'2H,d,J=15‘5H2),6,65-7.l3(9P:,m〉,7.23- 7.32&lt;2H,m),7.62{ΞΗ,d,J=B.73z) (287) N-[ 1-(2, 5-二氯苯基)-3-(4-氟苯基硫基)— 2__ 亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化 合物287」) m.p. : 124〜127t &quot;H-NMRiCDC^} 6{ppm) :2.19(1.5H,s), 2.35 {1.5H, S), 6-15(D.5H,d,J=15,3Hz), 6.33{0.5H,d,J=15.3Hz),6.50-6.61(2n,m),6.70-7.76(lH,m),5.65-7.50(9Hfm) (288) N-[ 1-(2-氣-6-氟曱基苯基)-3-(4-氟苯基硫基) -2-亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發 明化合物288」) n]_ P. : 97〜100t ^-«(CDCl^) 5(ppm) : 2 . IS {1.5Kr ε) , 2.35 (1.5H, S) , 6.15 { 〇 . 5H/d 3H2) # 6-33(0.53,0^=15.3142) ,6.5 0-6^1(2¾^.) χ6,7〇. 7^78 (IH,m) ,6.85-7.50 ΟΗ,τη) 320644 141 200922468 (289) N-[l-(2, 6-二曱基苯基)-3-(4-氣苯基硫基) -2-亞丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發 明化合物289」) H-HMR{CDC13) δ (ppm) ;2.10-2.37 (9H,m) , 6.22{0.3H,d, J=15.2Hz),6.37*6.58(3H,m),6.70-7.00(4H,rc),7.03-7.3 0 (4,2¾^) ( 7.3 9-7.36 (1.5H,m) (290) N-[l-(2-氟-4-三氟甲基苯基)-3-(4-氟苯基硫 基)-2-亞丙烯基]-.4-甲基苯胺(後文中,此化合物稱為「本 發明化合物290」) ·Ιη.ρ. : 97~10(TC ^-NMRCCDC^) δ(ρρτη) : 2.20{〇.6HfS), 2,35 (2.4H, S), 3.75(0.6H,s) , 3.84 (2.4H, s), 6.07(0.8H,d,J=15.5Hz), 6,48(0'2H,d,J=15'5H2),6,65-7.l3(9P:,m>,7.23- 7.32 &lt;2H,m), 7.62 {ΞΗ,d,J=B.73z) (287) N-[1-(2,5-Dichlorophenyl)-3-(4-fluorophenylthio)- 2__ Propenylene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 287") mp : 124 to 127 t &quot; H-NMRi CDC^} 6{ppm) : 2.19 (1.5H, s) , 2.35 {1.5H, S), 6-15 (D.5H, d, J=15, 3Hz), 6.33{0.5H,d,J=15.3Hz), 6.50-6.61(2n,m),6.70- 7.76 (lH, m), 5.65-7.50 (9Hfm) (288) N-[ 1-(2-Ga-6-fluorononylphenyl)-3-(4-fluorophenylthio)-2-ene Propenyl]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 288") n]_ P. : 97 to 100 t ^-«(CDCl^) 5 (ppm): 2. IS {1.5 Kr ε) , 2.35 (1.5H, S) , 6.15 { 〇. 5H/d 3H2) # 6-33(0.53,0^=15.3142) , 6.5 0-6^1(23⁄4^.) χ6,7〇. 7^78 (IH,m) , 6.85-7.50 ΟΗ,τη) 320644 141 200922468 (289) N-[l-(2, 6-Dimercaptophenyl)-3-(4-phenylphenylthio) -2-propenylene]-4-methyl Amine (hereinafter, this compound is referred to as "the compound of the present invention 289") H-HMR{CDC13) δ (ppm); 2.10-2.37 (9H, m), 6.22{0.3H, d, J = 15.2 Hz), 6.37 *6.58(3H,m), 6.70-7.00(4H,rc),7.03-7.3 0 (4,23⁄4^) (7.3 9-7.36 (1.5H,m) (290) N-[l-(2-Fluorine -4-trifluoromethylphenyl)-3-(4-fluorophenylthio)-2-propenylene]-.4-methylaniline (hereinafter, this compound is referred to as "the compound 290 of the present invention" ) ·

m. r· : ]〇27〜105〇C :H-NMR&lt;CDC13) 5(ppra): 2.13ί1·5Ή,ε), 2.35(1.5H,S), δ.17(0.5Η, d, J^lS.SEz), δ .37 (0.5H,d,u = 15.6Hz), 6.53-6.75 {2Hrm}, 6.8 8 (0.5H,d,J=5.2Hz), 6.66-7.55(8H,m), (291) N-[ 1-(1-萘基)-3-(4-氟苯基硫基)_2_亞丙稀 基]_4_曱基笨胺(後文中,此化合物稱為「本發明化合物 291」)m. r· : ]〇27~105〇C :H-NMR&lt;CDC13) 5(ppra): 2.13ί1·5Ή, ε), 2.35(1.5H,S), δ.17(0.5Η, d, J ^lS.SEz), δ .37 (0.5H,d,u = 15.6Hz), 6.53-6.75 {2Hrm}, 6.8 8 (0.5H,d,J=5.2Hz), 6.66-7.55(8H,m) , (291) N-[ 1-(1-Naphthyl)-3-(4-fluorophenylthio)_2_propyleneidene]_4_decyl phenylamine (hereinafter, this compound is called "this" Inventive Compound 291")

m. ρ· : 102〜l〇5°C JH-Ni-ffi(CDCl3) 〇{ppm) ;2.〇5 (2H,s) ,2.37{lH,s) f s.33-7.21 (ΙΟΗ,ιπ) , 7.31-7.57 (4H,m} , 7.70 - 8.07 (3H, m) (292) N-[ 1-(2-萘基)-3-(4-氟笨基硫基)— 2-亞丙烯 基]-4-曱基苯胺(後文中’此化合物稱為「本發明化合物 292」)m. ρ· : 102~l〇5°C JH-Ni-ffi(CDCl3) 〇{ppm) ;2.〇5 (2H,s) , 2.37{lH,s) f s.33-7.21 (ΙΟΗ, Iππ) , 7.31-7.57 (4H,m} , 7.70 - 8.07 (3H, m) (292) N-[ 1-(2-naphthyl)-3-(4-fluorophenylthio)-2-y Propenyl]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 292")

m. ρ·:】17〜120〇C 142 320644 200922468 &amp;臟㈣l3) δ(醇):2.12加,s), 2.37(2e,s), 6.18(0.7Η^^=15.6Η2), 6.47(〇.3^^ J=15.6Hz) , 6.70-7.16 (7H,xn) ,7-26-8.17 {9Η,ιη} (293) N-[卜(2’5-二氟笨基)_3_(4_氟苯基硫基)_2_ 亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化 合物293」)m. ρ·:] 17~120〇C 142 320644 200922468 &amp;dirty (four)l3) δ (alcohol): 2.12 plus, s), 2.37 (2e, s), 6.18 (0.7Η^^=15.6Η2), 6.47 ( 〇.3^^ J=15.6Hz) , 6.70-7.16 (7H,xn) , 7-26-8.17 {9Η,ιη} (293) N-[Bu(2'5-difluoro])_3_(4 _Fluorophenylthio)_2_propenylene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound 293 of the present invention")

m. p. : 79〜82°C 臟&lt;〇)Cl3&gt; δ{ρρτη):2,19( -,2.34&lt;1,5H/S) f6_14 f〇 5H(dj ^IS.SHz), 6-3^0-^^^5.6H2)i6.52(1HfdfJs8&gt;2H2K6^^ H (2.5H,m&quot; 6.35-7.35(7. SH,m) i743_7 52 (iH,m》 (294) Ν-Π-(2,5-二 a 笨基)_3m基硫基)_2_ 亞丙烯基]-苯胺(後文中,此化合物稱為「本發明化合物 294」) W_,(CDC1,) δ{ρρ,): S.〇4(〇,H(diJ=15i5H2K 636,(〇2pd J=15.5H2), e.52-6.53(2H(m)i 5.72-7.55 U0H,,), 7.5δ. 7.65{2H,m} (295) N-U-(2,5-二氟苯基)_3_(4—f基苯基硫基) -2-亞丙烯基]-苯胺(後文中,此化合物稱為「本發明化合 物295」) 冰腿㈣cl3) 5(PPn27_2 34 (3H,m), $1⑽,s^ J=15,6Hz) . 6.75-7 4ζ f i cr- U5U2.SL,m), 7.53“7.S3(2E,m) &lt; (296) N [卜(4-氣笨基)_3_(4_氟笨基硫基)j亞丙 如基]-3-曱基苯胺(後文中,此化合物稱為「本發明化合物 296」) 320644 143 200922468 iH-NMR (CDChδ (ppm) : 2,is u 2.33(2«^), 6.〇S(〇_ J,156H2}, 6 · 52_S·62(2H ml * ,叫,S,82(0.SH,d,J=1S.SHs} , 6 7.52(9H,to), 7,56-7-€5(2过,坩) · (297) N_[1 — (4、氯笨基)-3-(4-甲基苯基硫基)_2_亞 丙烯基]_3_曱基苯胺(後文中,此化合物稱為「本發明化合 物297」) 1H-NMRiCDCl3) δ {ppm) C=15.5Hz&gt;, 6.5S-6.53 7.62 (2H,m} *2.15.2&gt;38{gE^g)^ 6.11(0.73,^, ,S .7S_7 43 (9 3a,蚶,7 55_ (298) N-[卜(4'氣笨基)_3_(4_氟苯基硫基)_2_亞丙 烯基]-2-氯笨胺(後文中,此化合物稱為「本發明化合物 298 ^-NMRiCDCls) €,45(1. SH.m) 5ipPm):5-&amp;0^-7H,d,J=15,4Hz),6.38 «. /0'7-5e{l〇H,m) ,7.60-7.70 (2Η/Π·.) (299) N-[1-(4-氯苯基)_3_(4_甲基苯基硫基)_2_亞 丙烯基]-3-氣苯胺(後文中,此化合物稱為「本發明化合物 299」) -H-NI4R(CDC13) δ (ppm) 6.75- 5.BS(0.5H,d,J=15.6Hz), 6.4〇^6.48{0.5H,, 7.50(11¾^} , 7.5 8-7.6B (2H,m) 製造例307 N-[ 1-(2-氯-4-氟苯基)-3-(4-氟笨基硫基)_2_亞丙烯 基]-4-曱基笨胺(後文中,此化合物稱為「本發明化合物 307」) 於冰冷卻下’於N-[i-(2-氣-4-氟苯基)-3-三曱基矽 144 320644 200922468 烷基-2-亞丙基]-4-曱基苯胺(〇_ 28g)之曱醇溶液(5mi) 中,滴加4-氟硫基酚(〇. lg)之曱醇溶液(2ml)後,混合物 於室溫授拌45分鐘。其次,添加碳酸斜(〇. ig)且於5〇。〇 攪拌3小時。減壓濃縮反應混合物且所得殘質進行石夕膠管 柱層析(己烧:乙酸乙酯=1〇 : 1) ’獲得本發明化合物So? (〇.27g)。 {CDC13} 5(ppm): 2.19 {i.sH, S) , 2.35 (1.5H, s), m (g.sh, d, j = 15·2 H2}f S38 {〇·5Κ, d, ^ = is,2 6.5D-7.32 (8.5H, m}, 7.35-7.4S (1.5Hf m) 製造例300至302 N-[l-(4-氯苯基)-3-(4-氟苯基硫基)_2—亞丙烯基]_3_氣 本月女(後文中,此化合物稱為「本發明化合物至3〇2」) (1)於冰冷卻下,於N-[1-(4-氯苯基)-3-三曱基矽烷基_2一 亞丙基]-3-氣苯胺(l.2g)之甲醇溶液(15m])+,滴加4_氟 硫基盼(0.44g)之甲醇溶液(5ml)後,混合物於室溫擾拌22 小日守。減壓濃縮反應混合物且所得殘質進行矽膝管柱層析 (己烷:乙酸乙酯=10 : 1),獲得N—[卜以-氣苯基)_3_三甲 基矽烷基-3-(4-氟苯基硫基)_2—亞丙烯基]—3_氯苯胺 (1. 64g ’ 化合物 A)。 (2a)對化合物A(〇.7g)之曱醇溶液(15ml)添加碳酸鉀 (〇. 2g)後,混合物於5〇t攪拌3小時。減壓濃縮反應混合 物且所得殘質進行矽膠管柱層析(己烷:乙酸乙酯=15:1), 獲得本發明300(0. 45g)。 320644 345 200922468 (CDC13) O(ppm); 5,86 (O.SH, d, J = 15.6 Kz), S-42 (0.5H, d, J = 9.5 Kz) , 6.53-7.62 (12K; τη), 7.74-8.00 (1H, m) (2b)對化合物A(0.7g)之曱醇溶液(15ml)添加碳酸鉀 (〇.2g)後’混合物於室溫攪拌3日。減壓濃縮反應混合物 且所付殘質進行石夕膠管柱層析(己烧:乙酸乙g旨=15 : 1), 分別單離且純化高R f值化合物(〇. 11 g,本發明化合物別j ) 與低Rf值化合物(〇. 27g,本發明化合物302)。 本發明化合物301 (CDC13) 6{ppm}: 5.85 {〇 SFt d/ j = 15&gt;6 Hz)( 6-39-7.36 (7.5H, ra]r 7.38-7.6〇 (6H, 本發明化合物302 (0.5H, d, J = 15.6 Hs), *73-3.00 (in, r.-N2iR (CDC13J δ {ppm) . 5 8g 6.60-7.35 {7.5H, m) m) 7.33-7.62 (5H, m), 7 製造例303至306、308與309 下述化合物根據製造例3〇7與3〇〇至3〇2之方法製造。 β (303) Ν-Π-(4'氯苯基)一3 一 (4_氟苯基硫基)一2_亞丙 稀基]-2-甲基苯胺(後文中,此化合物稱為「本發 303」) H-NMR(CDC13) δ(ρτ5Γϊΐ);2 〇λ -&gt; ~2*29{3H#m) , 5.53(0,53,5, J=15·6Hz), 6.40-7,27i〇 ' ,7.38-7.€5(4H ni) (304) N-[卜(4~氣贫1、Q ^ f Ί , „ 虱本基)-3-(4-氟笨基硫基)一2一亞丙 稀基]-4-氟笨胺(後文巾 3〇4 . ,此化&amp;物稱為「本發明化合物 320644 146 200922468 ^NMR(CDC13) ^PP-)^.9B-6.43(lHim),6.4B-7.35(1〇HiIE)&gt;7^8_ 7.85 (3H,m) (305) N-[l-(4-氣苯基)-3-(4-氟苯基硫基)_2_亞丙 烯基]-3-氟苯胺(後文中,此化合物稱為r本發明化合物 305」) ^-NMRfCDCls) 〇(ppm):5.91(Ο.ΒΗ,ά,J=15.1Hz), 6.27- 6.68(2_4H,m), 5.73-7‘S6(9,8H,m),7.56-7.62(2H m) (306) N-[l-(4-氣苯基)-3_(4-氟苯基硫基)_2-亞丙 烯基]-2-氟苯胺(後文中,此化合物稱為「本發明化合物 306」) &quot;H-NMRfCDCls) δ(ρρτη) : 5.92(0,8H;d,J=15.6Hz) , 6.18-6.60 (2H,m) ,S.80-7.3 5(7.5Hfm) , 7.40-8.8 9 {4Hr m) (308) N-[l-(4-氣苯基)-3-(4-氟苯基硫基)_2_亞丙 烯基]-4-氯苯胺(後文中’此化合物稱為「本發明化合物 308」) δ (ppm) : 5 · 55 . 5Hf df J=15.6Hz) , 6.12-S . 75 (2H,τη), e · 87 (〇 m . SHs) , S,S5-34 (7H, m} , 7.38-7 ’ 62 (309) N-[l-(2-氟-4-氯苯基)_3_(4_氟苯基硫基)_2— 亞丙烯基]-4-曱基苯胺(後文中’此化合物稱為「本發明化 合物309」) ^Z-NMRiCDC^) δ(ρρτιι): 2.20 (1. SH, s) , 2.35(i.5HiS) te.!5(0.SH, d, J=lS.3Hs), 6.37(0.5H,d,J=15.3Hz), 6.49{lK,d, u=e.30Hs) , 6.01-6,78(1.5^,111),6.56-7.33(8^:,13} ,7.40-7.50(1, ΒΗ,τη) 製造例313 (1) N-[l-(4-氯笨基)-3-(4-氟笨基硫基)一2-曱基-2-亞 147 320644 200922468 丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發 明化合物313」) (1_1)於冰冷卻下,將含有4-氟硫基酚(1.49g)之THF溶液 (5ral)滴加至含有1-(4-氣苯基)-2-甲基-2 -丙烯-1 -酉同(2. 1 g)與二乙基胺(3滴)之四氫π夫喃(thf)溶液 (20ml) ’且於室溫攪拌混合物6小時。減壓濃縮反應 混合物且所得殘質進行矽膠管柱層析(己烷:乙酸乙 酉曰15 1)’獲知(4-氣苯基)_[2—(4_氟苯基硫基)— 甲基乙基]酮(3. 〇g)。 (2)於冰冷卻下,將四氯化鈦(1M於CH2Ch,9. 7ml)滴加 至上述(4~氣苯基)-[2-(4-氟苯基硫基)一卜甲基乙基] 酮(3. Og)、對甲苯胺(1. 04g)與三乙基胺(3. 82g)之氣 仿溶液(50ml),且於室溫攪拌混合物2〇小時。將反 應混合物倒入冰水(2〇〇m〇中,濾除不溶物,且劃分 濾液。以水清洗氯仿層後、乾燥且減壓濃縮獲得亞胺 體(3_ 8g)。 Ή-IONR (CDCls) δ (ppm): (3H, s) , 2.93-3,10 (2H, m) {12H, m}Mp : 79 to 82 °C dirty &lt;〇)Cl3&gt; δ{ρρτη): 2,19( -,2.34&lt;1,5H/S) f6_14 f〇5H(dj ^IS.SHz), 6-3^ 0-^^^5.6H2)i6.52(1HfdfJs8&gt;2H2K6^^ H (2.5H,m&quot; 6.35-7.35(7. SH,m) i743_7 52 (iH,m" (294) Ν-Π-(2 , 5-di-a), _3mylthio)_2_propenylene]-aniline (hereinafter, this compound is referred to as "the compound 294 of the present invention") W_, (CDC1,) δ{ρρ,): S.〇 4(〇,H(diJ=15i5H2K 636,(〇2pd J=15.5H2), e.52-6.53(2H(m)i 5.72-7.55 U0H,,), 7.5δ. 7.65{2H,m} (295 NU-(2,5-difluorophenyl)_3_(4-fylphenylthio)-2-propenylene]-aniline (hereinafter, this compound is referred to as "the compound of the present invention 295") (4) cl3) 5(PPn27_2 34 (3H,m), $1(10),s^ J=15,6Hz) . 6.75-7 4ζ fi cr- U5U2.SL,m), 7.53"7.S3(2E,m) &lt; (296) N [Bu (4-gasoyl)_3_(4_fluorophenylthio)j-propanylene]-3-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 296") 320644 143 200922468 iH-NMR (CDChδ (ppm): 2, is u 2.33(2«^), 6.〇S(〇_ J,156H2}, 6 · 52_S·62(2H ml * ,叫,S,82 (0.SH,d,J=1S.S Hs} , 6 7.52 (9H, to), 7, 56-7-€5 (2 over, 坩) · (297) N_[1 — (4, chlorophenyl)-3-(4-methylphenyl Thio)PCB-propenylene]_3_mercaptoaniline (hereinafter, this compound is referred to as "the compound 297 of the present invention") 1H-NMRiCDCl3) δ {ppm) C=15.5 Hz&gt;, 6.5S-6.53 7.62 (2H ,m} *2.15.2&gt;38{gE^g)^ 6.11(0.73,^, ,S .7S_7 43 (9 3a,蚶,7 55_ (298) N-[卜(4'气笨基)_3_( 4-fluorophenylthio)_2-propenylene]-2-chloroantamine (hereinafter, this compound is referred to as "the compound of the present invention 298 ^-NMRiCDCls" €, 45 (1. SH.m) 5ipPm): 5-&amp;0^-7H,d,J=15,4Hz),6.38 «. /0'7-5e{l〇H,m) ,7.60-7.70 (2Η/Π·.) (299) N- [1-(4-Chlorophenyl)_3_(4-methylphenylthio)_2-propenylene]-3-aniline (hereinafter, this compound is referred to as "the compound of the present invention 299") -H- NI4R(CDC13) δ (ppm) 6.75- 5.BS(0.5H,d,J=15.6Hz), 6.4〇^6.48{0.5H,, 7.50(113⁄4^} , 7.5 8-7.6B (2H,m) Production Example 307 N-[ 1-(2-chloro-4-fluorophenyl)-3-(4-fluorophenylthio)_2-propenylene]-4-mercaptoalkylamine (hereinafter, this compound Called "the compound of the invention 307") But under 'N-[i-(2- gas-4-fluorophenyl)-3-tridecylfluorene 144 320644 200922468 alkyl-2-propylene]-4-mercaptoaniline (〇_ 28g) After a solution of 4-fluorothiophenol (〇.lg) in methanol (2 ml) was added dropwise to the methanol solution (5 mi), the mixture was stirred at room temperature for 45 minutes. Secondly, add carbonic acid oblique (〇. ig) and 5 〇.搅拌 Stir for 3 hours. The reaction mixture was concentrated under reduced pressure and the residue obtained was subjected to silica gel column chromatography (hexane: ethyl acetate = 1 : 1) to give the compound of the present invention So? (27 g). {CDC13} 5(ppm): 2.19 {i.sH, S) , 2.35 (1.5H, s), m (g.sh, d, j = 15·2 H2}f S38 {〇·5Κ, d, ^ = is,2 6.5D-7.32 (8.5H, m}, 7.35-7.4S (1.5Hf m) Production Examples 300 to 302 N-[l-(4-Chlorophenyl)-3-(4-fluorophenyl) Thio))-propenylene]_3_ gas this month female (hereinafter, this compound is called "the compound of the present invention to 3〇2") (1) under ice cooling, in N-[1-(4- Chlorophenyl)-3-tridecylfluorenyl-2-monopropyl]-3-aniline (l.2g) in methanol (15m)) +, dropwise addition of 4-fluorothio (0.44g) After the methanol solution (5 ml), the mixture was stirred at room temperature for 22 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by column chromatography (hexane: ethyl acetate = 10:1) to obtain N. —[Bu-gasphenyl)_3_trimethyldecyl-3-(4-fluorophenylthio)_2-propenylene]-3-chloroaniline (1. 64g 'Compound A). (2a After adding potassium carbonate (〇2 g) to a solution of the compound A (〇.7 g) in decyl alcohol (15 ml), the mixture was stirred at 5 〇t for 3 hr. The reaction mixture was concentrated under reduced pressure and the residue was subjected to gel column chromatography. (hexane: ethyl acetate = 15:1), obtaining the present invention 300 (0. 45g). 320644 345 200922468 (CDC13) O(ppm); 5,86 (O.SH, d, J = 15.6 Kz), S-42 (0.5H, d, J = 9.5 Kz), 6.53 -7.62 (12K; τη), 7.74-8.00 (1H, m) (2b) After adding potassium carbonate (〇2g) to a solution of the compound A (0.7g) in decyl alcohol (15ml), the mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated under reduced pressure, and the residue was subjected to chromatography on silica gel column (hexane: acetic acid, g = 15:1), and the compound of high R f value was separately isolated and purified (〇. 11 g, the present invention) Compound j) and low Rf value compound (〇. 27g, compound 302 of the present invention). Compound 301 (CDC13) 6{ppm} of the present invention: 5.85 {〇SFt d/j = 15&gt;6 Hz) (6-39- 7.36 (7.5H, ra]r 7.38-7.6 〇 (6H, compound 302 of the invention (0.5H, d, J = 15.6 Hs), *73-3.00 (in, r.-N2iR (CDC13J δ {ppm) . 5 8g 6.60-7.35 {7.5H, m) m) 7.33-7.62 (5H, m), 7 Production Examples 303 to 306, 308 and 309 The following compounds are according to the methods of Production Examples 3〇7 and 3〇〇 to 3〇2 Manufacturing. β (303) Ν-Π-(4' chlorophenyl)- 3-(4-fluorophenylthio)- 2-propyleneidene-2-methylaniline (hereinafter, this compound is called " 303") H-NMR (CDC13) δ(ρτ5Γϊΐ); 2 〇λ -&gt;~2*29{3H#m) , 5.53 (0,53,5, J=15·6Hz), 6.40-7 ,27i〇' ,7.38-7.€5(4H ni) (304) N-[Bu (4~ gas-poor 1, Q ^ f Ί , „ 虱-based)-3-(4-fluorophenylthio) 1-2 propylene sulfhydryl]-4-fluoro phenylamine (hereinafter, the shawl 3 〇 4 . , this compound &amp; thing is called "the compound of the present invention 320644 146 200922468 ^ NMR (CDC13) ^ PP-) ^. 9B -6.43 (lHim), 6.4B-7.35 (1〇HiIE)&gt;7^8_ 7.85 (3H,m) (305) N-[l-(4-Phenylphenyl)-3-(4-fluorophenyl) Thio)) 2 -propenyl]-3-fluoroaniline (hereinafter, this compound is referred to as r the compound of the present invention 305)) ^-NMRfCDCls) 〇 (ppm): 5.91 (Ο.ΒΗ,ά, J=15.1 Hz) ), 6.27- 6.68(2_4H,m), 5.73-7'S6(9,8H,m),7.56-7.62(2H m) (306) N-[l-(4-Phenylphenyl)-3_(4 -fluorophenylthio)_2-propyleneene]-2-fluoroaniline (hereinafter, this compound is referred to as "the compound 306 of the present invention") &quot;H-NMRfCDCls) δ(ρρτη) : 5.92 (0,8H; d, J = 15.6 Hz), 6.18-6.60 (2H, m ), S.80-7.3 5(7.5Hfm) , 7.40-8.8 9 {4Hr m) (308) N-[l-(4-Phenylphenyl)-3-(4-fluorophenylthio)_2_ Propylene]-4-chloroaniline (hereinafter, this compound is referred to as "the compound 308 of the present invention") δ (ppm): 5 · 55 . 5Hf df J = 15.6 Hz) , 6.12-S . 75 (2H, τη ), e · 87 (〇m . SHs) , S, S5-34 (7H, m} , 7.38-7 ' 62 (309) N-[l-(2-fluoro-4-chlorophenyl)_3_(4 _Fluorophenylthio)_2-propenylene]-4-mercaptoaniline (hereinafter referred to as "this compound is referred to as "Compound 309 of the present invention") ^Z-NMRiCDC^) δ(ρρτιι): 2.20 (1. SH , s) , 2.35(i.5HiS) te.!5(0.SH, d, J=lS.3Hs), 6.37(0.5H,d,J=15.3Hz), 6.49{lK,d, u=e .30Hs), 6.01-6,78(1.5^,111),6.56-7.33(8^:,13}, 7.40-7.50(1, ΒΗ,τη) Manufacturing Example 313 (1) N-[l-(4 -chlorophenyl)-3-(4-fluorophenylthio)- 2-indolyl-2- 147 320644 200922468 Propenyl]-4-methylaniline (hereinafter, this compound is referred to as "the compound of the present invention" 313") (1_1) A solution of 4-fluorothiophenol (1.49 g) in THF (5 ral) was added dropwise to 1-(4-phenylphenyl)-2-methyl-2- Propylene-1 - 酉同(2. 1 g) and Ethylamine (3 drops) of tetrahydro-thiopyran-fu π (THF) solution (20ml) 'and the mixture was stirred at room temperature for 6 hours. The reaction mixture was concentrated under reduced pressure and the residue obtained was subjected to silica gel column chromatography (hexane: ethyl acetate 15 1) to obtain (4- phenylphenyl)-[2-(4-fluorophenylthio)-methyl Ethyl]ketone (3. 〇g). (2) Titanium tetrachloride (1M in CH2Ch, 7.9 ml) was added dropwise to the above (4~ gas phenyl)-[2-(4-fluorophenylthio)-i-methylethyl group under ice cooling. An oxime solution (50 ml) of ketone (3.0 g), p-toluidine (1.04 g) and triethylamine (3. 82 g), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was poured into ice water (2 〇〇m ,, the insoluble matter was filtered off, and the filtrate was partitioned. After washing the chloroform layer with water, dried and concentrated under reduced pressure to give the imine (3-8 g). Ή-IONR (CDCls δ (ppm): (3H, s) , 2.93-3,10 (2H, m) {12H, m}

1.31 (3H, d, J 5 * 7 Hz) , 2.22 ,3.40-3.48 (1H, m) 6.44-7.40 (3)於冰冷卻下,對上述亞胺體(3.8g)之氯仿溶液(5_ 醯亞胺且於室溫祕混合物 1小時。將反應混合物倒入冰水中且以水清洗、乾炉 後,於減壓條件下濃縮。對所得殘質之THF溶液(5(JU 添加DBU(1.73g)且混合物回流加熱(7小時)。冷卻 320644 148 200922468 後’滤除沉積物質,於減壓條件下濃縮濾液,且所得 殘質進行矽膠管柱層析(己烷:乙酸乙酯=15 : 1),獲 得本發明化合物313(1. 5g)。 (CDC13) δ(ρρτη): 2.21 (3Η, d, J = 12.1 Hz), 6.44 (2H, d, J = 8.0 Hz), 6.84-7.03 {6H, m), 7.14-7.25 (SH, ra) 製造例310至312、314與315 下述化合物根據製造例313之方法製造。 (310) N-[ 1-(2-氟苯基)-3-(4-氟苯基硫基)一2一曱基1.31 (3H, d, J 5 * 7 Hz), 2.22, 3.40-3.48 (1H, m) 6.44-7.40 (3) A solution of the above imine (3.8g) in chloroform under ice cooling (5_ 醯亚The mixture was poured into ice water for 1 hour at room temperature. The reaction mixture was poured into ice water and washed with water, dried, and concentrated under reduced pressure. THF solution (5 (JU added DBU (1.73 g)) The mixture was heated under reflux (7 hours). After cooling 320644 148 200922468, the filtrate was filtered off, the filtrate was concentrated under reduced pressure, and the residue was chromatographed (hexane: ethyl acetate = 15 : 1) The compound of the present invention 313 (1.5 g) was obtained. (CDC13) δ(ρρτη): 2.21 (3Η, d, J = 12.1 Hz), 6.44 (2H, d, J = 8.0 Hz), 6.84-7.03 {6H, m), 7.14-7.25 (SH, ra) Production Examples 310 to 312, 314 and 315 The following compounds were produced according to the method of Production Example 313. (310) N-[ 1-(2-fluorophenyl)-3-( 4-fluorophenylthio)- 2-indenyl

-2-亞丙烯基]-4-甲基苯胺(後文中,此化合物稱為「本發 明化合物310」) X δ(ρρη〇: 2,18(3K㈤,2 2s&lt;3e,s&gt;,〔Μ 6.56(3H,m), 5.83-7.03 (6H(m) ,7.07-7.48 (4H/In) (311) N-〇(4-|l苯基)-3_(苯基硫基)_2_甲基_2_亞 丙稀基]+ ^鮮胺(後文巾,此化合物稱為「本發明化合 物311」) ,2’25(3H,s), 6.?S-7.00{3H,m),7.13_ ^H-NliRfCDClj) 6 (ppm): 2.22 (3H,s) 6.45 {214,(1, J=8.2Hz) , 6.58 7.43 (7H,tn) -(2-甲基苯基)—3_(苯基硫基)|甲基_2_ 亞丙烤基]-苯胺(後文中,此化人 312」) 此化s物稱為「本發明化合物 ^I-NKROMSO-de) δ (ppm) : 1.98{3Hs),, J=7.5Hz) ,5.88-7.55 (12¾^) 7(3H,S), 6.ei{2H&gt;d, (314)]\!-[1-(2,5-二氟笨其、&lt;;} 甲其? e 本基)〜3~(4-氟苯基硫基)-2- 甲基2亞丙烯基]-4-甲基苯胺(種 佼文中,此化合物稱為「本 320644 149 200922468 發明化合物314」) ^-mRiCDCl,) 5(ppm): 2.20(3H,5),2.25{3H,S) ,6.43-6.56&lt;3H,m), 6.61-6.69{lHfiu}f 6.82-7.14 {6H, m) , 7.33-7.32 &lt;2H,n〇 (315) N-[ 1-(2, 4-二氟苯基)-3-(4-氟苯基硫基)—2__ 曱基-2-亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本 發明化合物3] 5」) &quot;H-NNRfCDCl,) 5(ppm): 2.19 (3H, s) , 2.24 {3H, s) , 6.40-β.δίΟΗ,τη), 6.42-6.51{3H,tn) , δ . 22-6.7S (2H,m) , 6.85-7.02(5H,m)( 7-22-7.30 (2H,Tti) 製造例316至323 下述化合物根據製造例207之方法製造。 (316) N-[l-環己基-3-(4-氟苯基硫基)-2-亞丙烯基] -4-曱基苯胺(後文中,此化合物稱為「本發 5.79 (0.5K(df a=is.8H2) ,6.43-6.50 (1.5Hr ^),6.89-7.33 (6:4^), 7.44-7.50 {2Η,πι) (317) N-[l-第三丁基-3-(4-氟苯基硫基)_2_亞丙烯 基]-4-曱基苯胺(後文中,此化合物稱為「本發明化合物 317」) 口 h-NNIUCDCl3) δ(ρ㈣:2·3〇(3Η⑻,(这及 J=10.6r.z), 6.29(lH,d, J=l〇.6Ez) , 6.71-7.3 0 (BH, m) (318) N-[l-(2-呋喃基)-3-(4-氟笨基硫基)_2_亞丙 烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化人物 318」) 320644 150 200922468 3H-NMR(CDC13) oippm): 2.35{3H,S), 5.37 (1H, J=i5.4H2} 6.49-7.60 (319) N-[ 1-(3-n比啶基)_3_(4_氟苯基硫基)_2_亞丙 烯基]-4-甲基苯胺(後文中,此化合物稱為「本發明化合物 319」) fc-12 (,SHs》丄 36_ &quot;H-NMR (CDC13} 5(ppm): 2.35(3HjS) 7.52(12H,m), 8.65-8.E9 (320) N-[卜(2-嗟吩基)、3_(4_氣苯基硫基)_2―亞丙 烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化合物 320」) 6.30{0.lH(d,J*i5,2Hz), *H-NMR(CDC13} δ (ppm): 2.35 (3H,S) 6.62- 6.22-6.25 (〇.3Hrm), 6 - ^9-6.55(〇.3Hfm) 7.33(12,3H,ra),7.40-7.€5(2K/m) (321) 絲)—3_(4_氟苯基硫基)_2— 亞丙稀基]-4-曱基苯胺(後文中,此化合物稱為「本發明化 合物321」) 3H-1,-MR(CDC13) c(ppm): 2i17_2 ,i3Hf S) , 6.16-7.56 (12Η,τπ), 8,27-8.48{lHr〇〇 (322) N-[l-(5-氯-2-噻吩基)_3_(弘氟苯基硫基)_2_ 亞丙稀基]+甲基苯胺(後文中,此化合物稱為「本發明化 合物322」) H-NMR{CDC13) S(pprn): 2.34(·5Η «ί 5.95(1Η/£1,σ=15.6Η2), u = 3.^H2}( 6.85-7.33 (&amp;Η(ΓΓ〇 (323) Ν~[ ^)-3-(4- 亞丙烯基]-4-曱基苯胺(後文中,此化合物稱為「本發明化 320644 151 200922468 合物323」) ^.H-XWIRiCDCls} O(ppm): 2.36(3H,s), 6.09 (1H, d, J=15.2HZ) 6.33-7.507.9l-7.97(1H,m), 8.62-8.63{XH#m) 本發明化合物1至309及316至323之結構係如下式 所示。2-propenylene]-4-methylaniline (hereinafter, this compound is referred to as "the compound 310 of the present invention") X δ (ρρη〇: 2, 18 (3K (five), 2 2s &lt; 3e, s &gt;, [Μ 6.56(3H,m), 5.83-7.03 (6H(m) ,7.07-7.48 (4H/In) (311) N-〇(4-|lphenyl)-3_(phenylthio)_2_methyl _2_propylenediene]+^ytamine (later towel, this compound is referred to as "the compound of the present invention 311"), 2'25(3H, s), 6.?S-7.00{3H,m), 7.13_ ^H-NliRfCDClj) 6 (ppm): 2.22 (3H, s) 6.45 {214,(1, J=8.2Hz) , 6.58 7.43 (7H,tn) -(2-methylphenyl)-3_( Phenylthio)|methyl-2_propylene bromide]-aniline (hereinafter, this person 312)) This chemical substance is referred to as "the compound of the present invention ^I-NKROMSO-de" δ (ppm): 1.98 {3Hs),, J=7.5Hz), 5.88-7.55 (123⁄4^) 7(3H,S), 6.ei{2H&gt;d, (314)]\!-[1-(2,5-Difluoro Stupid, &lt;;} 甲其? e this base) ~ 3 ~ (4-fluorophenylthio)-2-methyl 2 -propenyl]-4-methylaniline (in the species, this compound is called "本320644 149 200922468 Inventive Compound 314") ^-mRiCDCl,) 5(ppm): 2.20(3H,5), 2.25{3H,S),6.43-6.56&lt;3H,m), 6.61-6.69{lHfiu }f 6 .82-7.14 {6H, m) , 7.33-7.32 &lt; 2H, n〇(315) N-[ 1-(2, 4-difluorophenyl)-3-(4-fluorophenylthio)- 2__ Mercapto-2-propenyl]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 3] 5") &quot;H-NNRfCDCl,) 5 (ppm): 2.19 (3H, s ), 2.24 {3H, s) , 6.40-β.δίΟΗ,τη), 6.42-6.51{3H,tn) , δ . 22-6.7S (2H,m) , 6.85-7.02(5H,m)( 7- 22-7.30 (2H, Tti) Production Examples 316 to 323 The following compounds were produced according to the method of Production Example 207. (316) N-[l-cyclohexyl-3-(4-fluorophenylthio)-2- Propenyl]-4-mercaptoaniline (hereinafter, this compound is called "this is 5.79 (0.5K (df a=is.8H2), 6.43-6.50 (1.5Hr ^), 6.89-7.33 (6:4^) ), 7.44-7.50 {2Η, πι) (317) N-[l-tert-butyl-3-(4-fluorophenylthio)_2-propenylene]-4-mercaptoaniline (hereinafter, This compound is referred to as "the compound 317 of the present invention") mouth h-NNIUCDCl3) δ(ρ(tetra): 2·3〇(3Η(8), (this and J=10.6rz), 6.29(lH,d, J=l〇.6Ez), 6.71-7.3 0 (BH, m) (318) N-[l-(2-furyl)-3-(4-fluorophenylthio)_2-propenylene]-4-mercaptoaniline (hereinafter) , this The object is called "the person of the invention 318") 320644 150 200922468 3H-NMR (CDC13) oippm): 2.35{3H,S), 5.37 (1H, J=i5.4H2} 6.49-7.60 (319) N-[ 1 -(3-n-pyridyl)_3_(4-fluorophenylthio)_2-propenylene]-4-methylaniline (hereinafter, this compound is referred to as "the compound of the present invention 319") fc-12 ( , SHs"丄36_ &quot;H-NMR (CDC13} 5(ppm): 2.35(3HjS) 7.52(12H,m), 8.65-8.E9 (320) N-[Bu(2-嗟), 3_ (4_Vetylphenylthio)_2-propenylene]-4-mercaptoaniline (hereinafter, this compound is referred to as "the compound of the present invention 320") 6.30{0.lH(d, J*i5, 2Hz) , *H-NMR(CDC13} δ (ppm): 2.35 (3H,S) 6.62- 6.22-6.25 (〇.3Hrm), 6 - ^9-6.55(〇.3Hfm) 7.33(12,3H,ra), 7.40-7.€5(2K/m) (321) silk)—3_(4-fluorophenylthio)_2-propyleneidene-4-pyrylphenylamine (hereinafter, this compound is called “this” Inventive Compound 321") 3H-1, -MR(CDC13) c(ppm): 2i17_2, i3Hf S) , 6.16-7.56 (12Η,τπ), 8,27-8.48{lHr〇〇(322) N-[l -(5-chloro-2-thienyl)_3_(fluorophenylthio)_2_propyleneidene]+methylaniline (hereinafter, this compound) This is called "Compound 322 of the present invention") H-NMR {CDC13) S(pprn): 2.34(·5Η «ί 5.95(1Η/£1, σ=15.6Η2), u = 3.^H2}( 6.85-7.33 (&amp;Η(ΓΓ〇(323) Ν~[ ^)-3-(4-propylene)-4-mercaptoaniline (hereinafter, this compound is referred to as "the present invention 320644 151 200922468 323" ^.H-XWIRiCDCls} O(ppm): 2.36(3H,s), 6.09 (1H, d, J=15.2HZ) 6.33-7.507.9l-7.97(1H,m), 8.62-8.63{XH#m The structures of the compounds 1 to 309 and 316 to 323 of the present invention are as shown in the following formula.

Ar1—S—CH=CH Ar2 、C〆 1!Ar1—S—CH=CH Ar2, C〆 1!

NN

Ar3 上述式中Ai^Ar2與Ar3之基團的組合係與本發明化合 物之編號一起示於下述表中。 下文所示簡寫具有如下述之意義。Ar3 The combination of the groups of Ai^Ar2 and Ar3 in the above formula is shown in the following table together with the number of the compound of the present invention. The abbreviations shown below have the meanings as described below.

Me :甲基’ Et :乙基,iPr :異丙基,Ph :苯基,In : 茚滿基’ Np :萘基,Ac :乙醯基 表中’例如,「4-F_Ph」意指4-氟苯基,「3,4-(Me)2-Ph」 意指3, 4一二曱基笨基,以及「5-In」意指5-節滿基。 152 320644 200922468 本發明化合物 Ar1 Ar2 Ar3 1 Ph Ph Ph 2 3-F-Ph 4-Cl-Ph Ph 3 4-F-Ph 4-Cl-Ph Ph 4 2-Cl-Ph 4-Cl-Ph Ph 5 3-Cl-Ph 4-Cl-Ph Ph 6 4-Cl-Ph 4-Cl-Ph Ph 7 2-Br-Ph 4-Cl-Ph Ph 8 3-Br-Ph 4-Cl-Ph Ph 9 4-Br-Ph 4-Cl-Ph Ph 10 3-CFa-Ph 4-Cl-Ph Ph 11 2-Me-Ph 4-Cl-Ph Ph 12 4-Me-Ph 4-Cl-Ph Ph 13 2,4-(Me)2-Ph 4-Cl-Ph Ph 14 3-MeO-Ph 4-Cl-Ph Ph 15 4-MeO-Ph 4-Cl-Ph Ph 16 2,4-(Cl)2-Ph 4-Cl-Ph Ph 17 4-N02-Ph 4-Cl-Ph Ph 18 2-F-Ph Ph Ph 19 3-F-Ph Ph Ph 20 4-F-Ph Ph Ph 21 2-Cl-Ph Ph Ph 22 3-Cl-Ph Ph Ph 23 4-Cl-Ph Ph Ph 24 2-Br-Ph Ph Ph 25 3-Br-Ph Ph Ph 26 4-Br-Ph Ph Ph 27 3-CF3-Ph Ph Ph 28 2-Me-Ph Ph Ph 29 3-Me-Ph Ph Ph 30 4-Me-Ph Ph Ph 31 2,4-(Me)2-Ph Ph Ph 32 3-MeO-Ph Ph Ph 33 4-MeO-Ph Ph Ph 34 2,4-(Cl)2-Ph Ph Ph 35 3,5-(Cl)2-Ph Ph Ph 36 4-N02-Ph Ph Ph 153 320644 200922468 本發明化合物 Ar1 Ar2 Ar3 3 7 2-F-Ph 3-Me-Ph Ph 38 3-F-Ph 3-Me-Ph Ph 39 4-F-Ph 3-Me-Ph Ph 40 2-Cl-Ph 3-Me-Ph Ph 41 3-Cl-Ph 3-Me-Ph Ph 42 4-Cl-Ph 3-Me-Ph Ph 43 2-Br-Ph 3-Me-Ph Ph 44 3-Br-Ph 3-Me-Ph Ph 45 4-Br-Ph 3-Me-Ph Ph 46 3-CFa-Ph 3-Me-Ph Ph 47 2-Me-Ph 3-Me-Ph Ph 48 3-Me-Ph 3-Me-Ph Ph 49 4-Me-Ph 3-Me-Ph Ph 50 2,4-(Me)2-Ph 3-Me-Ph Ph 51 3-MeO-Ph 3-Me-Ph Ph 52 4-MeO-Ph 3-Me-Ph Ph 53 2,4-(Cl)2-Ph 3-Me-Ph Ph 54 3,5-(Cl)2-Ph 3-Me-Ph Ph 55 4-NOz-Ph 3-Me-Ph Ph 56 2-F-Ph 4-Me-Ph Ph 57 3-F-Ph 4-Me-Ph Ph 58 4-F-Ph 4-Me-Ph Ph 59 2-Cl-Ph 4-Me-Ph Ph 60 3-Cl-Ph 4-Me-Ph Ph 61 4-Cl-Ph 4-Me-Ph Ph 62 2-Br-Ph 4-Me-Ph Ph 63 3-Br-Ph 4-Me-Ph Ph 64 4-Br-Ph 4-Me-Ph Ph 65 3-CFa-Ph 4-Me-Ph Ph 66 2-Me-Ph , 4-Me-Ph Ph 67 3-Me-Ph 4-Me-Ph Ph 68 4-Me-Ph 4-Me-Ph Ph 69 2,4-(Me〉2-Ph 4-Me-Ph Ph 70 3-MeO-Ph 4-Me-Ph Ph 71 4-MeO-Ph 4-Me-Ph Ph 72 2,4-(Cl)2-Ph 4-Me-Ph Ph 73 3,5-(Cl)2-Ph 4-Me-Ph Ph 74 4-N02-Ph 4-Me-Ph Ph 75 2-F-Ph 4-CF3-Ph Ph 154 320644 200922468 本發明化合物 Ar1 Ar2 Ar3 76 3-F-Ph 4-CF3-Ph Ph 77 4-F-Ph 4-CF3-Ph Ph 78 2-Cl-Ph 4-CF3-Ph Ph 79 3-Cl-Ph 4-CF3-Ph Ph 80 4-Cl-Ph 4-CF3-Ph Ph 81 2-Br-Ph 4-CF3-Ph Ph 82 3-Br-Ph 4-CF3-Ph Ph 83 4-Br-Ph 4-CFa-Ph Ph 84 3-CF3-Ph 4-CF3-Ph Ph 85 2-Me-Ph 4-CF3-Ph Ph 86 3-Me-Ph 4-CF3-Ph Ph 87 4-Me-Ph 4-CF3-Ph Ph 88 2,4-(Me)2-Ph 4-CF3-Ph Ph 89 3-MeO-Ph 4-CF3-Ph Ph 90 4-MeO-Ph 4-CF3-Ph Ph 91 2,4-{Cl)2-Ph 4-CF3-Ph Ph 92 3,5-(Cl)2-Ph 4-CF3-Ph Ph 93 4-NOa-Ph 4-CF3-Ph Ph 94 2-F-Ph 3-Cl-Ph Ph 95 3-F-Ph 3-Cl-Ph Ph 96 4-F-Ph 3-Cl-Ph Ph 97 2-Cl-Ph 3-Cl-Ph Ph 98 3-Cl-Ph 3-Cl-Ph Ph 99 4-Cl-Ph 3-Cl-Ph Ph 100 2-Br-Ph 3-Cl-Ph Ph 101 3-Br-Ph 3-Cl-Ph Ph 102 4-Br-Ph 3-Cl-Ph Ph 103 3-CF3-Ph 3-Cl-Ph Ph 104 2-Me-Ph 3-Cl-Ph Ph 105 3-Me-Ph 3-Cl-Ph Ph 106 4-Me-Ph 3-Cl-Ph Ph 107 2,4-(Me)2-Ph 3-Cl-Ph Ph 108 3-MeO-Ph 3-Cl-Ph Ph 109 4-MeO-Ph 3-Cl-Ph Ph 110 2,4-(Cl)2-Ph 3-Cl-Ph Ph 111 3,5-(Cl)2-Ph 3-Cl-Ph Ph 112 4-N02-Ph 3-Cl-Ph Ph 113 2-F-Ph 4-MeO-Ph Ph 114 3-F-Ph 4-MeO-Ph Ph 115 4-F-Ph 4-MeO-Ph Ph 116 2-Cl-Ph 4-MeO-Ph Ph 117 3-Cl-Ph 4-MeO-Ph Ph 118 4-Cl-Ph 4-MeO-Ph Ph 155 320644 200922468 本發明化合物 Ar1 Ar2 Ar3 119 2-Br-Ph 4-MeO-Ph Ph 120 3-Br-Ph 4-MeO-Ph Ph 121 4-Br-Ph 4-MeO-Ph Ph 122 3-CFs-Ph 4-MeO-Ph Ph 123 2-Me-Ph 4-MeO-Ph Ph 124 3-Me-Ph 4-MeO-Ph Ph 125 4-Me-Ph 4-MeO-Ph Ph 126 2,4-(Me)2-Ph 4-MeO-Ph Ph 127 3-MeO-Ph 4-MeO-Ph Ph 128 4-MeO-Ph 4-MeO-Ph Ph 129 2,4-(Cl)2-Ph 4-MeO-Ph Ph 130 3,5-(Cl)2-Ph 4-MeO-Ph Ph 131 4-N02-Ph 4-MeO-Ph Ph 132 3-F-Ph 2-Me-Ph Ph 133 4-F-Ph 2-Me-Ph Ph 134 2-Cl-Ph 2-Me-Ph Ph 135 3-Cl-Ph 2-Me-Ph Ph 136 4-Cl-Ph 2-Me-Ph Ph 137 3-Br-Ph 2-Me-Ph Ph 138 4-Br-Ph 2-Me-Ph Ph 139 2-Me-Ph 2-Me-Ph Ph 140 3-Me-Ph 2-Me-Ph Ph 141 4-Me-Ph 2-Me-Ph Ph 142 3-CF3-Ph 2-Me-Ph Ph 143 4-CF3-Ph 2-Me-Ph Ph 144 3-MeO-Ph 2-Me-Ph Ph 145 4-MeO-Ph 2-Me-Ph Ph 146 3,5- (Cl)2-Ph 2-Me-Ph Ph 147 3-F-Ph 3-MeO-Ph Ph 148 4-F-Ph 3-MeO-Ph Ph 149 2-Cl-Ph 3-MeO-Ph Ph 150 3-Cl-Ph 3-MeO-Ph Ph 156 320644 200922468 本發明化合物 Ar1 Ar2 Ar3 151 4-Cl-Ph 3-MeO-Ph Ph 152 3-Br-Ph 3-MeO-Ph Ph 153 4-Br-Ph 3-MeO-Ph Ph 154 2-Me-Ph 3-MeO-Ph Ph 155 3-Me-Ph 3-MeO-Ph Ph 156 4-Me-Ph 3-MeO-Ph Ph 157 3-CFa-Ph 3-MeO-Ph Ph 158 4-CF3-Ph 3-MeO-Ph Ph 159 3-MeO-Ph 3-MeO-Ph Ph 160 4-MeO-Ph 3-MeO-Ph Ph 161 3,5-(Cl)2-Ph 3-MeO-Ph Ph 162 3-F-Ph 2-Cl-Ph Ph 163 4-F-Ph 2-Cl-Ph Ph 164 2-Cl-Ph 2-Cl-Ph Ph 165 3-Cl-Ph 2-Cl-Ph Ph 166 4-Cl-Ph 2-Cl-Ph Ph 167 3-Br-Ph 2-Cl-Ph Ph 168 4-Br-Ph 2-Cl-Ph Ph 169 2-Me-Ph 2-Cl-Ph Ph 170 3-Me-Ph 2-Cl-Ph Ph 171 4-Me-Ph 2-Cl-Ph Ph 172 3-CF3-Ph 2-Cl-Ph Ph 173 4-CF3-Ph 2-Cl-Ph Ph 174 3-MeO-Ph 2-Cl-Ph Ph 175 4-MeO-Ph 2-Cl-Ph Ph 176 3,5-(Cl)2-Ph 2-Cl-Ph Ph 177 3-F-Ph 4-N02-Ph Ph 178 4-F-Ph 4-N02-Ph Ph 179 2-Cl-Ph 4-N02-Ph Ph 180 3-Cl-Ph 4-N02-Ph Ph 181 4-Cl-Ph 4-N02-Ph Ph 182 3-Br-Ph 4-N02-Ph Ph 183 4-Br-Ph 4-N02-Ph Ph 184 2-Me-Ph 4-N02-Ph Ph 185 3-Me-Ph 4-N02-Ph Ph 157 320644 200922468 本發明化合物 Ar1 Ar^ Ar3 186 4-Me-Ph 4-N02-Ph Ph 187 3-CF3-Ph 4-N02-Ph Ph 188 4-CF3-Ph 4-N02-Ph Ph 189 3-MeO-Ph 4-N02-Ph Ph 190 4-Me〇-Ph 4-N02-Ph Ph 191 3,5-(Cl)2-Ph 4-NOs-Ph Ph 192 3-F-Ph 4-Ph, Ph Ph 193 4-F-Ph 4-Ph, Ph Ph 194 2-Cl-Ph 4-Ph, Ph Ph 195 3-Cl-Ph 4-Ph, Ph Ph 196 4-Cl-Ph 4-Ph, Ph Ph 197 3-Br-Ph 4-Ph, Ph Ph 198 4-Br-Ph 4-Ph, Ph Ph 199 2-Me-Ph 4-Ph, Ph Ph 200 3-Me-Ph 4-Ph, Ph Ph 201 4-Me-Ph 4-Ph, Ph Ph 202 3-CF3-Ph 4-Ph, Ph Ph 203 4-CF3-Ph 4-Ph, Ph Ph 204 3-MeO-Ph 4-Ph, Ph Ph 205 4-MeO-Ph 4-Ph, Ph Ph 206 3,5-(Cl)2-Ph 4-Ph, Ph Ph 207 4-F-Ph 4-CF3-Ph 4-Cl-Ph 208 4-Me-Ph 4-CF3-Ph 4-Cl-Ph 209 4-F-Ph 4-CF3-Ph 4-Me-Ph 210 4-Me-Ph 4-CF3-Ph 4-Me-Ph 211 4-F-Ph 4-CF3-Ph 4-Br-Ph 212 4-Me-Ph 4-CF3-Ph 4-Br-Ph 213 4-F-Ph 4-CF3-Ph 3-Me-Ph 214 4-Me-Ph 4-CF3-Ph 3-Me-Ph 215 4-F-Ph 4-CF3-Ph 3-Cl-Ph 216 4-Me-Ph 4-CF3-Ph 3-Cl-Ph 217 4-F-Ph 4-CF3-Ph 4-Ph, Ph 218 4-Me-Ph 4-CF3-Ph 4-Ph, Ph 219 4-F-Ph 4-CF3-Ph 4-iPr-Ph 220 4-Me-Ph 4-CF3-Ph 4-iPr-Ph 221 4-F-Ph 4-CF3-Ph 4-CF3-Ph 222 4-Me-Ph 4-CF3-Ph 4-CF3-Ph 223 4-F-Ph 4-CF3-Ph 4-F-Ph 224 4-Me-Ph 4-CF3-Ph 4-F-Ph 225 4-F-Ph 4-CF3-Ph 3-F-Ph 158 320644 200922468 本發明化合物 Ar1 Ar2 Ar3 226 4-Me-Ph 4-CF3-Ph 3-F-Ph 227 4-F-Ph 4-CF3-Ph 3,4-(Me)2-Ph 228 4-Me-Ph 4-CF3-Ph 3,4-(Me)z-Ph 229 4-F-Ph 4-CF3-Ph 4-MeO-Ph 230 4-Me-Ph 4-CF3-Ph 4-MeO-Ph 231 4-F-Ph 4-CF3-Ph 2-Me-Ph 232 4-F-Ph 4-CF3-Ph 5-茚滿基 233 4-F-Ph 2-Me-Ph 4-Me-Ph 234 4-Me-Ph 2-Me-Ph 4-Me-Ph 235 4-F-Ph 2-Cl-Ph 4-Me-Ph 236 4-Me-Ph 2-Cl-Ph 4*Me-Ph 237 4-F-Ph 2,4- (Cl)2-Ph 4-Me-Ph 238 4-Me-Ph 2,4- (Cl)2-Ph 4-Me-Ph 239 4-F-Ph 3-Cl-Ph 4-Me-Ph 240 4-Me-Ph 3-Cl-Ph 4-Me-Ph 241 4-F-Ph 2,4-(Me)2-Ph 4-Me-Ph 242 4-Me-Ph 2,4-(Me)2-Ph 4-Me-Ph 243 4-F-Ph 2-F-Ph 4-Me-Ph 244 4-Me-Ph 2-F-Ph 4-Me-Ph 245 4-F-Ph 4-F-Ph 4-Me-Ph 246 4-Me-Ph 4-F-Ph 4-Me-Ph 247 4-F-Ph 2,4-(F)2-Ph 4-Me-Ph 248 4-Me-Ph 2,4-(F)2-Ph 4-Me-Ph 249 4-F-Ph 4-iPr-Ph 4-Me-Ph 250 4-Me-Ph 4-iPr-Ph 4-Me-Ph 251 4-F-Ph 3,4-(Cl)2-Ph 4-Me-Ph 252 4-F-Ph 3,4-(F)2-Ph 4-Me-Ph 253 4-F-Ph 2,3-(Cl)2-Ph 4-Me-Ph 254 4-F-Ph 3,5-(Cl)2-Ph 4-Me-Ph 255 4-F-Ph 3,5-(F)2-Ph 4-Me-Ph 256 4-F-Ph 3,5-(Me)2-Ph 4-Me-Ph 257 4-F-Ph 3,4-(Me)2-Ph 4-Me-Ph 258 4-F-Ph 4-Me-Ph 4-Me-Ph 259 4-F-Ph 4-Cl-Ph 4-Me-Ph 260 4-F-Ph 3-CF3-Ph 4-Me-Ph 261 4-F-Ph 2,6-(F)2-Ph 4-Me-Ph 159 320644 200922468 本發明化合物 Ar1 Ar2 Ar3 262 4-F-Ph 4-CF3-Ph 2-Cl-Ph 262 4-F-Ph 4-CF3-Ph 2-F-Ph 264 4-F-Ph 2-CF3-Ph 4-Me-Ph 265 4-F-Ph 4-CF30-Ph 4-Me-Ph 266 4-F-Ph 4-CN-Ph 4-Me-Ph 267 4-F-Ph 4-Br-Ph 4-Me-Ph 268 4-F-Ph 3-Br-Ph 4-Me-Ph 269 4-F-Ph 2-Br-Ph 4-Me-Ph 270 4-F-Ph 2-Me-Ph 3-Me-Ph 271 4-F-Ph 2-Me-Ph 2-Me-Ph 272 4-F-Ph 2-F-Ph 3-Me-Ph 273 4-F-Ph 2-F-Ph 2-Me-Ph 274 4-F-Ph 2-F-Ph 4-F-Ph 275 4-F-Ph 2-F-Ph H-Ph 276 4-F-Ph 3-F-Ph 4-Me-Ph 277 4-F-Ph 3-Me-Ph 4-Me-Ph 278 4-F-Ph 2,3-Me2-Ph 4-Me-Ph 279 4-F-Ph 2-F-Ph 3-Cl-Ph 280 4-F-Ph 2-F-Ph 4-Cl-Ph 281 4-F-Ph 2-F-Ph 3-Br-Ph 282 4-F-Ph 2-F-Ph 4-Br-Ph 283 4-F-Ph 2-F-Ph 2-F-Ph 284 4-F-Ph 2-F-Ph 3-F-Ph 285 4-F-Ph 2-F-Ph 3,4-Me2-Ph 286 4-F-Ph 4-MeO-Ph 4-Me-Ph 287 4-F-Ph 2,5-Cl2-Ph 4-Me-Ph 288 4-F-Ph 2-C1,6-F-Ph 4-Me-Ph 289 4-F-Ph 2,6-Me2-Ph 4-Me-Ph 290 4-F-Ph 2-F,4-CF3-Ph 4-Me-Ph 291 4-F-Ph 1-naph 4-Me-Ph 292 4-F-Ph 2-naph 4-Me-Ph 293 4-F-Ph 2,5-F2-Ph 4-Me-Ph 294 4-F-Ph 4-Cl-Ph Ph 295 4-Me-Ph 4-Cl-Ph Ph 296 4-F-Ph 4-Cl-Ph 3-Me-Ph 297 4-Me-Ph 4-Cl-Ph 3-Me-Ph 160 320644 200922468 本發明化合物 Ar1 Ar2 Ar3 298 4-F-Ph 4-Cl-Ph 2-Cl-Ph 299 4-Me-Ph 4-Cl-Ph 2-Cl-Ph 300 4-F-Ph 4-Cl-Ph 3-Cl-Ph (混合) 301 4-F-Ph 4-Cl-Ph 3-Cl-Ph (高) 302 4-F-Ph 4-Cl-Ph 3-Cl-Ph (低) 303 4-F-Ph 4-Cl-Ph 2-Me-Ph 304 4-F-Ph 4-Cl-Ph 4 - F - Pli 305 4-F-Ph 4-Cl-Ph 3-F-Ph 306 4-F-Ph 4-Cl-Ph 2-F-Ph 307 4-F-Ph 2-Cl,4-F-Ph 4-Me-Ph 308 4-F-Ph 4-Cl-Ph 4-Cl-Ph 309 4-F-Ph 2-F,4-Cl-Ph 4-Me-Ph 316 4-F-Ph cyclo-Hex 4-Me-Ph 317 4-F-Ph tert-Bu 4-Me-Ph 318 4-F-Ph 2-呋喃基 4-Me-Ph 319 4-F-Ph 3-吡啶基 4-Me-Ph 320 4-F-Ph 2-嘍吩基 4-Me-Ph 321 4-F-Ph 2-Cl, 3-吡啶基 4-Me-Ph 322 4-F-Ph 5-C1, 2-噻吩基 4-Me-Ph 323 4-F-Ph 2-CL 5-吡啶基 4-Me-Ph 本發明化合物310至315之結構係如下式所示。Me : methyl ' Et : ethyl, iPr : isopropyl, Ph : phenyl, In : indanyl ' Np : naphthyl, Ac : ethyl hydrazide in the 'for example, '4-F_Ph' means 4 -Fluorophenyl, "3,4-(Me)2-Ph" means 3,4,2-mercapto, and "5-In" means 5-membered. 152 320644 200922468 The present compound Ar1 Ar2 Ar3 1 Ph Ph Ph 2 3-F-Ph 4-Cl-Ph Ph 3 4-F-Ph 4-Cl-Ph Ph 4 2-Cl-Ph 4-Cl-Ph Ph 5 3-Cl-Ph 4-Cl-Ph Ph 6 4-Cl-Ph 4-Cl-Ph Ph 7 2-Br-Ph 4-Cl-Ph Ph 8 3-Br-Ph 4-Cl-Ph Ph 9 4- Br-Ph 4-Cl-Ph Ph 10 3-CFa-Ph 4-Cl-Ph Ph 11 2-Me-Ph 4-Cl-Ph Ph 12 4-Me-Ph 4-Cl-Ph Ph 13 2,4- (Me)2-Ph 4-Cl-Ph Ph 14 3-MeO-Ph 4-Cl-Ph Ph 15 4-MeO-Ph 4-Cl-Ph Ph 16 2,4-(Cl)2-Ph 4-Cl -Ph Ph 17 4-N02-Ph 4-Cl-Ph Ph 18 2-F-Ph Ph Ph 19 3-F-Ph Ph Ph 20 4-F-Ph Ph Ph 21 2-Cl-Ph Ph Ph 22 3- Cl-Ph Ph Ph 23 4-Cl-Ph Ph Ph 24 2-Br-Ph Ph Ph 25 3-Br-Ph Ph Ph 26 4-Br-Ph Ph Ph 27 3-CF3-Ph Ph Ph 28 2-Me- Ph Ph Ph 29 3-Me-Ph Ph Ph 30 4-Me-Ph Ph Ph 31 2,4-(Me)2-Ph Ph Ph 32 3-MeO-Ph Ph Ph 33 4-MeO-Ph Ph Ph 34 2 ,4-(Cl)2-Ph Ph Ph 35 3,5-(Cl)2-Ph Ph Ph 36 4-N02-Ph Ph Ph 153 320644 200922468 The compound of the invention Ar1 Ar2 Ar3 3 7 2-F-Ph 3- Me-Ph Ph 38 3-F-Ph 3-Me-Ph Ph 39 4-F-Ph 3-Me-Ph Ph 40 2-Cl-Ph 3-Me-Ph Ph 41 3-Cl-Ph 3-Me- Ph Ph 42 4-Cl-Ph 3-Me-Ph Ph 43 2-Br-Ph 3-Me-P h Ph 44 3-Br-Ph 3-Me-Ph Ph 45 4-Br-Ph 3-Me-Ph Ph 46 3-CFa-Ph 3-Me-Ph Ph 47 2-Me-Ph 3-Me-Ph Ph 48 3-Me-Ph 3-Me-Ph Ph 49 4-Me-Ph 3-Me-Ph Ph 50 2,4-(Me)2-Ph 3-Me-Ph Ph 51 3-MeO-Ph 3-Me -Ph Ph 52 4-MeO-Ph 3-Me-Ph Ph 53 2,4-(Cl)2-Ph 3-Me-Ph Ph 54 3,5-(Cl)2-Ph 3-Me-Ph Ph 55 4-NOz-Ph 3-Me-Ph Ph 56 2-F-Ph 4-Me-Ph Ph 57 3-F-Ph 4-Me-Ph Ph 58 4-F-Ph 4-Me-Ph Ph 59 2- Cl-Ph 4-Me-Ph Ph 60 3-Cl-Ph 4-Me-Ph Ph 61 4-Cl-Ph 4-Me-Ph Ph 62 2-Br-Ph 4-Me-Ph Ph 63 3-Br- Ph 4-Me-Ph Ph 64 4-Br-Ph 4-Me-Ph Ph 65 3-CFa-Ph 4-Me-Ph Ph 66 2-Me-Ph , 4-Me-Ph Ph 67 3-Me-Ph 4-Me-Ph Ph 68 4-Me-Ph 4-Me-Ph Ph 69 2,4-(Me>2-Ph 4-Me-Ph Ph 70 3-MeO-Ph 4-Me-Ph Ph 71 4- MeO-Ph 4-Me-Ph Ph 72 2,4-(Cl)2-Ph 4-Me-Ph Ph 73 3,5-(Cl)2-Ph 4-Me-Ph Ph 74 4-N02-Ph 4 -Me-Ph Ph 75 2-F-Ph 4-CF3-Ph Ph 154 320644 200922468 The compound of the invention Ar1 Ar2 Ar3 76 3-F-Ph 4-CF3-Ph Ph 77 4-F-Ph 4-CF3-Ph Ph 78 2-Cl-Ph 4-CF3-Ph Ph 79 3-Cl-Ph 4-CF3-Ph Ph 80 4-Cl-Ph 4-CF3-Ph Ph 81 2-Br-Ph 4-CF3-Ph Ph 82 3 -Br-Ph 4-CF3-Ph Ph 8 3 4-Br-Ph 4-CFa-Ph Ph 84 3-CF3-Ph 4-CF3-Ph Ph 85 2-Me-Ph 4-CF3-Ph Ph 86 3-Me-Ph 4-CF3-Ph Ph 87 4 -Me-Ph 4-CF3-Ph Ph 88 2,4-(Me)2-Ph 4-CF3-Ph Ph 89 3-MeO-Ph 4-CF3-Ph Ph 90 4-MeO-Ph 4-CF3-Ph Ph 91 2,4-{Cl)2-Ph 4-CF3-Ph Ph 92 3,5-(Cl)2-Ph 4-CF3-Ph Ph 93 4-NOa-Ph 4-CF3-Ph Ph 94 2- F-Ph 3-Cl-Ph Ph 95 3-F-Ph 3-Cl-Ph Ph 96 4-F-Ph 3-Cl-Ph Ph 97 2-Cl-Ph 3-Cl-Ph Ph 98 3-Cl- Ph 3-Cl-Ph Ph 99 4-Cl-Ph 3-Cl-Ph Ph 100 2-Br-Ph 3-Cl-Ph Ph 101 3-Br-Ph 3-Cl-Ph Ph 102 4-Br-Ph 3 -Cl-Ph Ph 103 3-CF3-Ph 3-Cl-Ph Ph 104 2-Me-Ph 3-Cl-Ph Ph 105 3-Me-Ph 3-Cl-Ph Ph 106 4-Me-Ph 3-Cl -Ph Ph 107 2,4-(Me)2-Ph 3-Cl-Ph Ph 108 3-MeO-Ph 3-Cl-Ph Ph 109 4-MeO-Ph 3-Cl-Ph Ph 110 2,4-( Cl)2-Ph 3-Cl-Ph Ph 111 3,5-(Cl)2-Ph 3-Cl-Ph Ph 112 4-N02-Ph 3-Cl-Ph Ph 113 2-F-Ph 4-MeO- Ph Ph 114 3-F-Ph 4-MeO-Ph Ph 115 4-F-Ph 4-MeO-Ph Ph 116 2-Cl-Ph 4-MeO-Ph Ph 117 3-Cl-Ph 4-MeO-Ph Ph 118 4-Cl-Ph 4-MeO-Ph Ph 155 320644 200922468 The compound of the invention Ar1 Ar2 Ar3 119 2-Br-Ph 4-MeO-Ph Ph 120 3-Br-Ph 4-MeO-Ph Ph 121 4-Br-Ph 4-MeO-Ph Ph 122 3-CFs-Ph 4-MeO-Ph Ph 123 2-Me-Ph 4-MeO-Ph Ph 124 3-Me-Ph 4-MeO-Ph Ph 125 4- Me-Ph 4-MeO-Ph Ph 126 2,4-(Me)2-Ph 4-MeO-Ph Ph 127 3-MeO-Ph 4-MeO-Ph Ph 128 4-MeO-Ph 4-MeO-Ph Ph 129 2,4-(Cl)2-Ph 4-MeO-Ph Ph 130 3,5-(Cl)2-Ph 4-MeO-Ph Ph 131 4-N02-Ph 4-MeO-Ph Ph 132 3-F -Ph 2-Me-Ph Ph 133 4-F-Ph 2-Me-Ph Ph 134 2-Cl-Ph 2-Me-Ph Ph 135 3-Cl-Ph 2-Me-Ph Ph 136 4-Cl-Ph 2-Me-Ph Ph 137 3-Br-Ph 2-Me-Ph Ph 138 4-Br-Ph 2-Me-Ph Ph 139 2-Me-Ph 2-Me-Ph Ph 140 3-Me-Ph 2- Me-Ph Ph 141 4-Me-Ph 2-Me-Ph Ph 142 3-CF3-Ph 2-Me-Ph Ph 143 4-CF3-Ph 2-Me-Ph Ph 144 3-MeO-Ph 2-Me- Ph Ph 145 4-MeO-Ph 2-Me-Ph Ph 146 3,5- (Cl)2-Ph 2-Me-Ph Ph 147 3-F-Ph 3-MeO-Ph Ph 148 4-F-Ph 3 -MeO-Ph Ph 149 2-Cl-Ph 3-MeO-Ph Ph 150 3-Cl-Ph 3-MeO-Ph Ph 156 320644 200922468 The compound of the invention Ar1 Ar2 Ar3 151 4-Cl-Ph 3-MeO-Ph Ph 152 3-Br-Ph 3-MeO-Ph Ph 153 4-Br-Ph 3-MeO-Ph Ph 154 2-Me-Ph 3-MeO-Ph Ph 155 3-Me-Ph 3-MeO-Ph Ph 156 4 -Me-Ph 3-MeO-Ph Ph 157 3-CFa-Ph 3-MeO-Ph Ph 158 4-CF3-Ph 3- MeO-Ph Ph 159 3-MeO-Ph 3-MeO-Ph Ph 160 4-MeO-Ph 3-MeO-Ph Ph 161 3,5-(Cl)2-Ph 3-MeO-Ph Ph 162 3-F- Ph 2-Cl-Ph Ph 163 4-F-Ph 2-Cl-Ph Ph 164 2-Cl-Ph 2-Cl-Ph Ph 165 3-Cl-Ph 2-Cl-Ph Ph 166 4-Cl-Ph 2 -Cl-Ph Ph 167 3-Br-Ph 2-Cl-Ph Ph 168 4-Br-Ph 2-Cl-Ph Ph 169 2-Me-Ph 2-Cl-Ph Ph 170 3-Me-Ph 2-Cl -Ph Ph 171 4-Me-Ph 2-Cl-Ph Ph 172 3-CF3-Ph 2-Cl-Ph Ph 173 4-CF3-Ph 2-Cl-Ph Ph 174 3-MeO-Ph 2-Cl-Ph Ph 175 4-MeO-Ph 2-Cl-Ph Ph 176 3,5-(Cl)2-Ph 2-Cl-Ph Ph 177 3-F-Ph 4-N02-Ph Ph 178 4-F-Ph 4- N02-Ph Ph 179 2-Cl-Ph 4-N02-Ph Ph 180 3-Cl-Ph 4-N02-Ph Ph 181 4-Cl-Ph 4-N02-Ph Ph 182 3-Br-Ph 4-N02- Ph Ph 183 4-Br-Ph 4-N02-Ph Ph 184 2-Me-Ph 4-N02-Ph Ph 185 3-Me-Ph 4-N02-Ph Ph 157 320644 200922468 The compound of the invention Ar1 Ar^ Ar3 186 4 -Me-Ph 4-N02-Ph Ph 187 3-CF3-Ph 4-N02-Ph Ph 188 4-CF3-Ph 4-N02-Ph Ph 189 3-MeO-Ph 4-N02-Ph Ph 190 4-Me 〇-Ph 4-N02-Ph Ph 191 3,5-(Cl)2-Ph 4-NOs-Ph Ph 192 3-F-Ph 4-Ph, Ph Ph 193 4-F-Ph 4-Ph, Ph Ph 194 2-Cl-Ph 4-Ph, Ph Ph 195 3-Cl-Ph 4-Ph, Ph Ph 196 4- Cl-Ph 4-Ph, Ph Ph 197 3-Br-Ph 4-Ph, Ph Ph 198 4-Br-Ph 4-Ph, Ph Ph 199 2-Me-Ph 4-Ph, Ph Ph 200 3-Me- Ph 4-Ph, Ph Ph 201 4-Me-Ph 4-Ph, Ph Ph 202 3-CF3-Ph 4-Ph, Ph Ph 203 4-CF3-Ph 4-Ph, Ph Ph 204 3-MeO-Ph 4 -Ph, Ph Ph 205 4-MeO-Ph 4-Ph, Ph Ph 206 3,5-(Cl)2-Ph 4-Ph, Ph Ph 207 4-F-Ph 4-CF3-Ph 4-Cl-Ph 208 4-Me-Ph 4-CF3-Ph 4-Cl-Ph 209 4-F-Ph 4-CF3-Ph 4-Me-Ph 210 4-Me-Ph 4-CF3-Ph 4-Me-Ph 211 4 -F-Ph 4-CF3-Ph 4-Br-Ph 212 4-Me-Ph 4-CF3-Ph 4-Br-Ph 213 4-F-Ph 4-CF3-Ph 3-Me-Ph 214 4-Me -Ph 4-CF3-Ph 3-Me-Ph 215 4-F-Ph 4-CF3-Ph 3-Cl-Ph 216 4-Me-Ph 4-CF3-Ph 3-Cl-Ph 217 4-F-Ph 4-CF3-Ph 4-Ph, Ph 218 4-Me-Ph 4-CF3-Ph 4-Ph, Ph 219 4-F-Ph 4-CF3-Ph 4-iPr-Ph 220 4-Me-Ph 4- CF3-Ph 4-iPr-Ph 221 4-F-Ph 4-CF3-Ph 4-CF3-Ph 222 4-Me-Ph 4-CF3-Ph 4-CF3-Ph 223 4-F-Ph 4-CF3- Ph 4-F-Ph 224 4-Me-Ph 4-CF3-Ph 4-F-Ph 225 4-F-Ph 4-CF3-Ph 3-F-Ph 158 320644 200922468 The compound of the invention Ar1 Ar2 Ar3 226 4- Me-Ph 4-CF3-Ph 3-F-Ph 227 4-F-Ph 4-CF3-Ph 3,4-(Me)2-Ph 228 4-Me-Ph 4-CF3-Ph 3,4-( Me)z-Ph 229 4-FP h 4-CF3-Ph 4-MeO-Ph 230 4-Me-Ph 4-CF3-Ph 4-MeO-Ph 231 4-F-Ph 4-CF3-Ph 2-Me-Ph 232 4-F-Ph 4 -CF3-Ph 5-茚满基233 4-F-Ph 2-Me-Ph 4-Me-Ph 234 4-Me-Ph 2-Me-Ph 4-Me-Ph 235 4-F-Ph 2-Cl -Ph 4-Me-Ph 236 4-Me-Ph 2-Cl-Ph 4*Me-Ph 237 4-F-Ph 2,4- (Cl)2-Ph 4-Me-Ph 238 4-Me-Ph 2,4- (Cl)2-Ph 4-Me-Ph 239 4-F-Ph 3-Cl-Ph 4-Me-Ph 240 4-Me-Ph 3-Cl-Ph 4-Me-Ph 241 4- F-Ph 2,4-(Me)2-Ph 4-Me-Ph 242 4-Me-Ph 2,4-(Me)2-Ph 4-Me-Ph 243 4-F-Ph 2-F-Ph 4-Me-Ph 244 4-Me-Ph 2-F-Ph 4-Me-Ph 245 4-F-Ph 4-F-Ph 4-Me-Ph 246 4-Me-Ph 4-F-Ph 4- Me-Ph 247 4-F-Ph 2,4-(F)2-Ph 4-Me-Ph 248 4-Me-Ph 2,4-(F)2-Ph 4-Me-Ph 249 4-F- Ph 4-iPr-Ph 4-Me-Ph 250 4-Me-Ph 4-iPr-Ph 4-Me-Ph 251 4-F-Ph 3,4-(Cl)2-Ph 4-Me-Ph 252 4 -F-Ph 3,4-(F)2-Ph 4-Me-Ph 253 4-F-Ph 2,3-(Cl)2-Ph 4-Me-Ph 254 4-F-Ph 3,5- (Cl)2-Ph 4-Me-Ph 255 4-F-Ph 3,5-(F)2-Ph 4-Me-Ph 256 4-F-Ph 3,5-(Me)2-Ph 4- Me-Ph 257 4-F-Ph 3,4-(Me)2-Ph 4-Me-Ph 258 4-F-Ph 4-Me-Ph 4-Me-Ph 259 4-F-Ph 4-Cl- Ph 4-Me-Ph 260 4-F-Ph 3-CF3-Ph 4-Me-Ph 261 4-F-Ph 2,6-(F)2-Ph 4-Me-Ph 159 320644 200922468 The compound of the invention Ar1 Ar2 Ar3 262 4-F-Ph 4-CF3-Ph 2-Cl-Ph 262 4-F-Ph 4-CF3-Ph 2-F-Ph 264 4-F-Ph 2-CF3 -Ph 4-Me-Ph 265 4-F-Ph 4-CF30-Ph 4-Me-Ph 266 4-F-Ph 4-CN-Ph 4-Me-Ph 267 4-F-Ph 4-Br-Ph 4-Me-Ph 268 4-F-Ph 3-Br-Ph 4-Me-Ph 269 4-F-Ph 2-Br-Ph 4-Me-Ph 270 4-F-Ph 2-Me-Ph 3- Me-Ph 271 4-F-Ph 2-Me-Ph 2-Me-Ph 272 4-F-Ph 2-F-Ph 3-Me-Ph 273 4-F-Ph 2-F-Ph 2-Me- Ph 274 4-F-Ph 2-F-Ph 4-F-Ph 275 4-F-Ph 2-F-Ph H-Ph 276 4-F-Ph 3-F-Ph 4-Me-Ph 277 4- F-Ph 3-Me-Ph 4-Me-Ph 278 4-F-Ph 2,3-Me2-Ph 4-Me-Ph 279 4-F-Ph 2-F-Ph 3-Cl-Ph 280 4- F-Ph 2-F-Ph 4-Cl-Ph 281 4-F-Ph 2-F-Ph 3-Br-Ph 282 4-F-Ph 2-F-Ph 4-Br-Ph 283 4-F- Ph 2-F-Ph 2-F-Ph 284 4-F-Ph 2-F-Ph 3-F-Ph 285 4-F-Ph 2-F-Ph 3,4-Me2-Ph 286 4-F- Ph 4-MeO-Ph 4-Me-Ph 287 4-F-Ph 2,5-Cl2-Ph 4-Me-Ph 288 4-F-Ph 2-C1,6-F-Ph 4-Me-Ph 289 4-F-Ph 2,6-Me2-Ph 4-Me-Ph 290 4-F-Ph 2-F,4-CF3-Ph 4-Me-Ph 291 4-F-Ph 1-naph 4-Me- Ph 292 4-F-Ph 2-naph 4-Me-Ph 293 4-F-Ph 2,5-F2-Ph 4-Me-Ph 294 4-F-Ph 4-Cl-Ph Ph 295 4-Me- Ph 4-Cl-Ph Ph 296 4-F-Ph 4-Cl-Ph 3-Me-Ph 297 4-Me-Ph 4-Cl-Ph 3-Me-Ph 160 320644 200922468 The compound of the invention Ar1 Ar2 Ar3 298 4-F-Ph 4- Cl-Ph 2-Cl-Ph 299 4-Me-Ph 4-Cl-Ph 2-Cl-Ph 300 4-F-Ph 4-Cl-Ph 3-Cl-Ph (Mixed) 301 4-F-Ph 4 -Cl-Ph 3-Cl-Ph (high) 302 4-F-Ph 4-Cl-Ph 3-Cl-Ph (low) 303 4-F-Ph 4-Cl-Ph 2-Me-Ph 304 4- F-Ph 4-Cl-Ph 4 - F - Pli 305 4-F-Ph 4-Cl-Ph 3-F-Ph 306 4-F-Ph 4-Cl-Ph 2-F-Ph 307 4-F- Ph 2-Cl,4-F-Ph 4-Me-Ph 308 4-F-Ph 4-Cl-Ph 4-Cl-Ph 309 4-F-Ph 2-F,4-Cl-Ph 4-Me- Ph 316 4-F-Ph cyclo-Hex 4-Me-Ph 317 4-F-Ph tert-Bu 4-Me-Ph 318 4-F-Ph 2-furyl 4-Me-Ph 319 4-F-Ph 3-pyridyl 4-Me-Ph 320 4-F-Ph 2-nonylphenyl 4-Me-Ph 321 4-F-Ph 2-Cl, 3-pyridyl 4-Me-Ph 322 4-F-Ph 5-C1, 2-Thienyl 4-Me-Ph 323 4-F-Ph 2-CL 5-pyridyl 4-Me-Ph The structures of the compounds 310 to 315 of the present invention are shown in the following formula.

上述式中Ar^Ar2與Ar3之基團的組合係與本發明化合 物之編號一起示於下述表中。 下文所示簡寫具有與上述相同意義。 本發明化合物 Ar1 Ar2 Ar3 310 4-F-Ph 4-F-Ph 4-Me-Ph 311 4-F-Ph 2-F-Ph 4-Me-Ph 312 Ph 2-Me-Ph Ph 313 4-F-Ph 2-F-Ph 4-Me-Ph 314 4-F-Ph 2,5-Fz-Ph 4-Me-Ph 315 4-F-Ph 2,4-F2-Ph 4-Me-Ph 161 320644 200922468 本發明化合物之示例可包括式(ia)化合物。The combination of the groups of Ar^Ar2 and Ar3 in the above formula is shown in the following table together with the number of the compound of the present invention. The abbreviations shown below have the same meaning as described above. The compound of the present invention Ar1 Ar2 Ar3 310 4-F-Ph 4-F-Ph 4-Me-Ph 311 4-F-Ph 2-F-Ph 4-Me-Ph 312 Ph 2-Me-Ph Ph 313 4-F -Ph 2-F-Ph 4-Me-Ph 314 4-F-Ph 2,5-Fz-Ph 4-Me-Ph 315 4-F-Ph 2,4-F2-Ph 4-Me-Ph 161 320644 200922468 Examples of compounds of the invention may include compounds of formula (ia).

Ar1a S—CH=CH——ΟΙ! Νda)Ar1a S—CH=CH——ΟΙ! Νda)

Ar3a -Ar23 式中,Arla、Ar2a與Ar3a定義如下述: [編號:Ar]a,Ar2a,Ar3a] = [1 : Ph, Ph, 2-F-Ph], [2 : Ph7 Ph, 2-Cl-Ph] , [3 : Ph, Ph, 2-Br-Ar3a - Ar23 wherein Arla, Ar2a and Ar3a are defined as follows: [No.: Ar]a, Ar2a, Ar3a] = [1: Ph, Ph, 2-F-Ph], [2: Ph7 Ph, 2-Cl -Ph] , [3 : Ph, Ph, 2-Br-

Ph] , [4 : Ph, Ph, 3-CF3 -Ph] , [5 : Ph, Ph, 3-MeO-Ph] , [6 : Ph, Ph, 4-Et-Ph] , [7 : Ph, Ph, 4-EtO-Ph] , [8 : Ph, Ph, 4-MeS-Ph], 13 : Ph, Ph, 4-EtS-Ph] , [10 : Ph, Ph, 4-CN-Ph] , [11 : Ph, Ph, 4-MeNH-Ph] , [12 : Ph, Ph, 4-EtNH-?h] , [13 : Ph, Ph, 4-AcNH-Ph] , [4 : Ph, Ph, 3-CF3 -Ph] , [5 : Ph, Ph, 3-MeO-Ph] , [6 : Ph, Ph, 4-Et-Ph] , [7 : Ph, Ph, 4-EtO-Ph] , [8 : Ph, Ph, 4-MeS-Ph], 13 : Ph, Ph, 4-EtS-Ph] , [10 : Ph, Ph, 4-CN-Ph] , [11: Ph, Ph, 4-MeNH-Ph], [12: Ph, Ph, 4-EtNH-?h], [13: Ph, Ph, 4-AcNH-

Ph〕,[14 : Ph, Ph, 4-MeOC(=〇) - Ph] , [15 : Ph, Ph, 4-NH2C(=0)-Ph], [14: Ph, Ph, 4-MeOC(=〇) - Ph] , [15 : Ph, Ph, 4-NH2C(=0)-

Ph] , [16 : ?h, Ph, 4-MeNHC{^0) - Ph] , [17 : Ph, Ph, 2,3 - {Cl} 2-Ph] , [18 : Phf Phf 2,5-(F)2-Phj , [19 : Ph, Ph, 2,4-(F)2-Ph], 162 320644 200922468 [20 ; Ph, Ph, 2,4-(Cl)2-Ph] , Γ21 : Ph, Phr 5-In], [22 : Ph, Ph, 2-Np] ( [23 : Ph, Ph, 1-Kp] , [24 : Ph, Ph( 3-&gt;le-2-Np] , [25 : Ph, 2-F-Ph, 2-F-Ph] , [26 : Ph, 2-?-Ph, 2-Cl-Ph], *27 : Ph, 2-F-Ph] , [16 : ?h, Ph, 4-MeNHC{^0) - Ph] , [17 : Ph, Ph, 2,3 - {Cl} 2-Ph] , [18 : Phf Phf 2,5- (F)2-Phj, [19: Ph, Ph, 2,4-(F)2-Ph], 162 320644 200922468 [20; Ph, Ph, 2,4-(Cl)2-Ph], Γ21 : Ph, Phr 5-In], [22 : Ph, Ph, 2-Np] ( [23 : Ph, Ph, 1-Kp] , [24 : Ph, Ph( 3-&gt;le-2-Np] , [25 : Ph, 2-F-Ph, 2-F-Ph] , [26 : Ph, 2-?-Ph, 2-Cl-Ph], *27 : Ph, 2-F-

Ph, 3-CF3-?h], [28 : Ph, 2-F-Ph, 4-MeS-Ph], [2S : Ph, 2-F-Ph, 4-CN-Ph] , [3 0 : Ph, 2-F-Ph, 4-Acl\TJ-Ph] , [31 : Ph, 3-Cl-Ph, 2- F-Ph] , [32 : Ph, 3-Cl-P'n, 2-Cl-Ph], i33:Ph, 3-Cl-Ph, 3-CF3-Ph, 3-CF3-?h], [28: Ph, 2-F-Ph, 4-MeS-Ph], [2S : Ph, 2-F-Ph, 4-CN-Ph], [3 0 : Ph, 2-F-Ph, 4-Acl\TJ-Ph] , [31 : Ph, 3-Cl-Ph, 2-F-Ph] , [32 : Ph, 3-Cl-P'n, 2- Cl-Ph], i33:Ph, 3-Cl-Ph, 3-CF3-

Phj , [34 : Ph, 3-Cl-Ph, 4-MeS-Ph] , [35 : Ph, 3-Cl-Ph, 4-CN-Ph] , [36 : Ph, 3-Cl-Ph, 4-AcNH-Ph] , [37 : ?h, 4-F-Ph, 2-F-Ph] , 136 : Ph, 4-F-Ph, 2-Cl-Ph] , J3S : Ph, 4-F-Ph, 3-CF3-Ph]r Ϊ40 : Ph, 4-F-Ph, 4-MeS-Ph] , [41 : Ph, 4-F-Ph, 4-CN-Ph] , [42:Phj , [34 : Ph, 3-Cl-Ph, 4-MeS-Ph] , [35 : Ph, 3-Cl-Ph, 4-CN-Ph] , [36 : Ph, 3-Cl-Ph, 4 -AcNH-Ph] , [37 : ?h, 4-F-Ph, 2-F-Ph] , 136 : Ph, 4-F-Ph, 2-Cl-Ph] , J3S : Ph, 4-F- Ph, 3-CF3-Ph]r Ϊ40 : Ph, 4-F-Ph, 4-MeS-Ph] , [41 : Ph, 4-F-Ph, 4-CN-Ph] , [42:

Ph, 4-F-Ph, 4-AcNH-Ph] , [43 : Ph, 2,3-(Cl)2-Ph, 2-F-Ph], [44 :Ph, 2,3-(Cl)2-?h, 2-Cl~Ph] , [45 : Phr 2 ( 3-(Cl) 2-Plif 3-CF3-Ph, 4-F-Ph, 4-AcNH-Ph] , [43 : Ph, 2,3-(Cl)2-Ph, 2-F-Ph], [44 :Ph, 2,3-(Cl) 2-?h, 2-Cl~Ph] , [45 : Phr 2 ( 3-(Cl) 2-Plif 3-CF3-

Ph] , [46 : ?h, 2,3-(Cl)2-Ph( 4-MeS-Ph] , [47 : Ph, 2,3-(Cl}2-Ph] , [46 : ?h, 2,3-(Cl)2-Ph( 4-MeS-Ph] , [47 : Ph, 2,3-(Cl}2-

Ph, 4-CN-?h] , [48 ; Ph, 2,3- (Cl)2 -Ph, 4-AcNH-Ph] , [49 : Ph, 2.4- (F)2-Ph, 2-F-Ph], [50:Ph, 2,4-(F)2-P1i, 2-Cl-Ph], [51: ?h, 2,4-(?)2-Ph, 3-CFs-Ph: , [52 : Ph, 2,4-{F)2-Ph, 4-MeS- P-^3 , [53 : Ph, 2,4-{F)2-Ph, 4-CN-?h], [54 : Ph, 2,4-(F)2-Ph, 4-AcNH*Ph] , -55 : Ph, 2(6-(F}2-Ph, 2-F-Ph], [55 : Phf 2,6- (F)2-?h, 2-CI-Ph] ( [57 : Ph, 2,6-{F}2-Ph, 3-CF3-?h]( [58:Ph, 4-CN-?h] , [48 ; Ph, 2,3- (Cl) 2 -Ph, 4-AcNH-Ph] , [49 : Ph, 2.4- (F)2-Ph, 2-F -Ph], [50:Ph, 2,4-(F)2-P1i, 2-Cl-Ph], [51: ?h, 2,4-(?)2-Ph, 3-CFs-Ph: , [52 : Ph, 2,4-{F)2-Ph, 4-MeS- P-^3 , [53 : Ph, 2,4-{F)2-Ph, 4-CN-?h], [54 : Ph, 2,4-(F)2-Ph, 4-AcNH*Ph] , -55 : Ph, 2(6-(F}2-Ph, 2-F-Ph], [55 : Phf 2,6- (F)2-?h, 2-CI-Ph] ( [57 : Ph, 2,6-{F}2-Ph, 3-CF3-?h]( [58:

Ph, 2,6-iF)2-Ph, 4-MeS-Ph], [53 : Ph, 2,6 - (F) 24-CN-Ph], [50 . Ph, 2, 6- (F) 2 - Ph, 4 -AcKH-Ph] , 162 I ?h, 3,4 - (F) 2 -Ph, 2 - F-Ph] , [62:Ph, 3,4-{P)2-Ph, 2-Cl-Ph], [63 : Ph, 3,4-(F)2-Ph, 2,6-iF)2-Ph, 4-MeS-Ph], [53 : Ph, 2,6 - (F) 24-CN-Ph], [50 . Ph, 2, 6- (F) 2 - Ph, 4 -AcKH-Ph] , 162 I ?h, 3,4 - (F) 2 -Ph, 2 - F-Ph] , [62:Ph, 3,4-{P)2-Ph, 2-Cl-Ph], [63 : Ph, 3,4-(F)2-

Ph, 3-CF3-Ph], [64 : P:n, 3,4- (F) 2-Ph, 4-MeS-Ph] , [SS : Ph, 3.4- (F)2-P1i( 4-CN-Ph], [S€ ; Ph, 3,4-{F)2-Ph, 4-AcMH-Ph], U7:Ph, 3,5-(F) 2-?h, 2-F-Ph],, IS8:?h, 3,5-(Fh-Pii,2-Cl- 163 320644 200922468Ph, 3-CF3-Ph], [64 : P:n, 3,4- (F) 2-Ph, 4-MeS-Ph] , [SS : Ph, 3.4- (F)2-P1i ( 4- CN-Ph], [S€ ; Ph, 3,4-{F)2-Ph, 4-AcMH-Ph], U7:Ph, 3,5-(F) 2-?h, 2-F-Ph ],, IS8:?h, 3,5-(Fh-Pii,2-Cl- 163 320644 200922468

Ph], !63:Ph, 3,5-(?)2-Ph, 3-CF3-Pii】,i70:Pl·!, 3,5-(F)2-Mi, 4-Me£-Ph] ( [71 : ?h, 3,5-(F}2-Ph, 4-CN-Ph], [72 : Ph, 3,5- (F)a -Ph, 4-AcNH-Ph] , [73 : Ph, 4-Et-?hy Ph] , [14 : Ph, 4-StO-Ph], !63:Ph, 3,5-(?)2-Ph, 3-CF3-Pii], i70:Pl·!, 3,5-(F)2-Mi, 4-Me£-Ph] ( [71 : ?h, 3,5-(F}2-Ph, 4-CN-Ph], [72 : Ph, 3,5- (F)a -Ph, 4-AcNH-Ph], [73 : Ph, 4-Et-?hy Ph] , [14 : Ph, 4-StO-

Ph, Ph] , [75 : ?h, 4-MeS-Ph, Ph] , [76 : Ph, 4-EtS-Ph, Ph], [77 : Ph, 4-CN-Ph, Ph] , [78 : Ph, 4-MeKH-Ph, Ph] , [79 : Ph, 4-StHE-Ph, Ph] , [80 : Ph, 4-AcKH-Ph, Ph] , [81 : Ph, 4-Me0C(=0)-Ph, Ph], [75: ?h, 4-MeS-Ph, Ph], [76: Ph, 4-EtS-Ph, Ph], [77: Ph, 4-CN-Ph, Ph], [78 : Ph, 4-MeKH-Ph, Ph] , [79 : Ph, 4-StHE-Ph, Ph] , [80 : Ph, 4-AcKH-Ph, Ph] , [81 : Ph, 4-Me0C (= 0)-

Phr Ph] , [B2 : Ph, 4-NK2C(=0}-Ph, Ph] f [S3 : Ph, 4-MeNHC{=0)-Phr Ph] , [B2 : Ph, 4-NK2C(=0}-Ph, Ph] f [S3 : Ph, 4-MeNHC{=0)-

Ph, ?h] , [84 : Ph, 5-In、Ph) , [85 : Ph, 2-Np, Ph] , [86 : Ph, X-Ph, ?h], [84: Ph, 5-In, Ph), [85: Ph, 2-Np, Ph], [86: Ph, X-

Np, P3a] , [87 : Ph( 3-Me-2-Mp( Ph] , 188 : 2-F-?h, 4-Et-Ph,Np, P3a] , [87 : Ph( 3-Me-2-Mp( Ph] , 188 : 2-F-?h, 4-Et-Ph,

Ph] , [85 : 2-F-Ph, 4-St-Ph, 3-F-Ph] , [90 : 2-F-Ph, 4-Et-Ph, 3- Me-Ph] , [SI : 2-F-Ph, 4-Et-Ph, 4-F-Ph]y [92 : 2-F-Ph, 4-Et-Ph], [85: 2-F-Ph, 4-St-Ph, 3-F-Ph], [90: 2-F-Ph, 4-Et-Ph, 3-Me-Ph], [SI: 2-F-Ph, 4-Et-Ph, 4-F-Ph]y [92 : 2-F-Ph, 4-Et-

Ph( 4-Me-Ph3 , [93 : 2-F-Ph, 4-Et-Ph, 4-C?3 -Ph] , [54 : 2-F-Ph, 4- Et-Ph, 4-Ph, Ph] , [95 : 2-F-Ph, 4-St-Ph, 3,4-(Me)2-Ph], [96 : 2-F-Ph, 4-Et-Ph., S-In], 197 : 2-F-Ph, 4-StS-?h, Ph], [9S : 2-F-Ph, 4-St3-Phf 3-F-Ph] , [S9 : 2-F-Pb, 4-EtS-Ph, 3-Ph( 4-Me-Ph3 , [93 : 2-F-Ph, 4-Et-Ph, 4-C?3 -Ph] , [54 : 2-F-Ph, 4- Et-Ph, 4-Ph , Ph] , [95 : 2-F-Ph, 4-St-Ph, 3,4-(Me)2-Ph], [96 : 2-F-Ph, 4-Et-Ph., S-In ], 197 : 2-F-Ph, 4-StS-?h, Ph], [9S : 2-F-Ph, 4-St3-Phf 3-F-Ph], [S9 : 2-F-Pb, 4-EtS-Ph, 3-

Me-Ph], [100 : 2-F-Ph, 4-Sc3-?h, 4-F-Ph] , [101 : 2-F-Ph, 4-Me-Ph], [100 : 2-F-Ph, 4-Sc3-?h, 4-F-Ph], [101 : 2-F-Ph, 4-

EtS-Ph, 4-Me-Ph] , [102 : 2-F-Ph( 4-EtS-Ph, 4-CF3-Pii】,[103: 2-F-Ph, 4-EtS-Ph, 4-Ph, Ph] , [104 : 2-F-Ph, 4-EtS-?hf 3,4- (Me)2-Ph], [1Q5 : 2-F-Ph, 4-BtS-?h, 5-In], [106 : 2-F-Ph, 4- CH-Ph, Ph] , [107 : 2-F-Ph, 4-CN-Ph, 3-F-Ph] , [108 : 2-F-Ph, 4-CN-Ph, 3-Me-Ph] , [10S : 2-F-Ph, 4-CN-Ph, 4-F-Ph] , [110 :2- F-Ph, 4-CN-Ph, 4-Me-Ph] , [111 : 2-F-Ph, 4-CN-Phy 4-CF3-Ph], [112 : 2-F-Ph, 4-CN-Ph, 4-Ph, Ph] , [113 : 2-?-Ph, 4-CN-Ph, 3,4- (Me) 2 -Ph] f [114 : 2-F-Ph, 4-OT-Phf 5-In] , [115 : 2-F-Ph, 4-AcNH-Ph, Ph] , [115 : 2-F-Ph, 4-AcKH-?h; 3-F-Ph], [117 :2- 164 320644 200922468 F-Ph, 4-AcNH-Ph, 3-Me-Ph] , [11B : 2-F-Ph, 4-AcNH-P:n, 4-F-EtS-Ph, 4-Me-Ph] , [102 : 2-F-Ph( 4-EtS-Ph, 4-CF3-Pii], [103: 2-F-Ph, 4-EtS-Ph, 4- Ph, Ph] , [104 : 2-F-Ph, 4-EtS-?hf 3,4- (Me)2-Ph], [1Q5 : 2-F-Ph, 4-BtS-?h, 5- In], [106 : 2-F-Ph, 4- CH-Ph, Ph] , [107 : 2-F-Ph, 4-CN-Ph, 3-F-Ph] , [108 : 2-F- Ph, 4-CN-Ph, 3-Me-Ph] , [10S : 2-F-Ph, 4-CN-Ph, 4-F-Ph] , [110 :2- F-Ph, 4-CN- Ph, 4-Me-Ph] , [111 : 2-F-Ph, 4-CN-Phy 4-CF3-Ph], [112 : 2-F-Ph, 4-CN-Ph, 4-Ph, Ph ] , [113 : 2-?-Ph, 4-CN-Ph, 3,4- (Me) 2 -Ph] f [114 : 2-F-Ph, 4-OT-Phf 5-In] , [115 : 2-F-Ph, 4-AcNH-Ph, Ph] , [115 : 2-F-Ph, 4-AcKH-?h; 3-F-Ph], [117 :2- 164 320644 200922468 F-Ph , 4-AcNH-Ph, 3-Me-Ph] , [11B : 2-F-Ph, 4-AcNH-P:n, 4-F-

Ph] , 1119 : 2-F-Ph, 4-AcNH-Ph, 4-Me-Ph] , [120 : 2-F-?h, 4-Ph] , 1119 : 2-F-Ph, 4-AcNH-Ph, 4-Me-Ph] , [120 : 2-F-?h, 4-

AcNH-Ph, 4-CF, -Ph] , [121 : 2-F-Ph, 4-AcNH-Ph, 4-Ph, Ph], [122 : 2-F-Ph, 4-AcNH-Ph, 3,4-(Me) 2-Ph] , [123 : 2-F-Ph, 4-AcNH-Ph, 4-CF, -Ph] , [121 : 2-F-Ph, 4-AcNH-Ph, 4-Ph, Ph], [122 : 2-F-Ph, 4-AcNH-Ph, 3 ,4-(Me) 2-Ph] , [123 : 2-F-Ph, 4-

AcNH-Ph, 5-工n], [124 : 2-F-Ph, 5-In、Ph] , [125 : 2-F-Ph, 5-In, 3- F-Ph] , [126 : 2-F-PtL, 5-In, 3-Me-Ph] , [127 : 2-F-Ph, 5-In, 4- F-Ph] , [128 : 2-F-Ph, 5-In, 4-Me-Ph】,[123 : 2-F-Ph, 5-In, 4-CF3 -Ph] , [130 : 2-F-Ph, 5-In, 4-Ph, Ph] , [131 : 2-F-Ph, 5-AcNH-Ph, 5-work n], [124 : 2-F-Ph, 5-In, Ph], [125 : 2-F-Ph, 5-In, 3-F-Ph] , [126 : 2 -F-PtL, 5-In, 3-Me-Ph] , [127 : 2-F-Ph, 5-In, 4- F-Ph] , [128 : 2-F-Ph, 5-In, 4 -Me-Ph], [123 : 2-F-Ph, 5-In, 4-CF3 -Ph] , [130 : 2-F-Ph, 5-In, 4-Ph, Ph] , [131 : 2 -F-Ph, 5-

Inr 3,4- (Me)2-Ph] , [132 ; 2-F-Ph, S-In、5-In] , [133 : 2-F-Pii, 1- Np, Ph] , [134 : 2-F-Ph, 1-Np, 3-F-Ph] , [135 : 2-F-Ph, 1-Np, 3- Me-Ph] ( [136 : 2-F-Ph, 1-Np, 4-F-Ph] , [137 : 2-F-Ph, 1-Kp, 4- Me-?h] 7 [138 : 2-F-Ph, 1-Np, 4-CF3 -Ph] , [139 : 2-F-Ph, 1-Inr 3,4-(Me)2-Ph], [132; 2-F-Ph, S-In, 5-In], [133: 2-F-Pii, 1-Np, Ph], [134: 2-F-Ph, 1-Np, 3-F-Ph], [135 : 2-F-Ph, 1-Np, 3-Me-Ph] ( [136 : 2-F-Ph, 1-Np, 4-F-Ph] , [137 : 2-F-Ph, 1-Kp, 4-Me-?h] 7 [138 : 2-F-Ph, 1-Np, 4-CF3 -Ph] , [139 : 2-F-Ph, 1-

Np, 4-Ph, Ph] , [140 : 2-F-Ph, 1-Np^ 3,4- {Me}2 -Ph] , [141 : 2-F-Np, 4-Ph, Ph] , [140 : 2-F-Ph, 1-Np^ 3,4- {Me}2 -Ph] , [141 : 2-F-

Ph, 1-Np、5-In] , [142 : 2-F-Ph, 3-Me-2-Kp, Ph],【143:2-F-Ph, 3-Me-2-Np、3-F-PhJ , [144 : 2-?-Ph, 3-Me-2-Np.、3-Me-Ph] , [145 :2-F-Ph, 3-Me-2-Kp,· 4-F-Ph] , [146 : 2-F-Ph, 3 -Ke-2-Np, 4-Ph, 1-Np, 5-In], [142 : 2-F-Ph, 3-Me-2-Kp, Ph], [143: 2-F-Ph, 3-Me-2-Np, 3- F-PhJ, [144: 2-?-Ph, 3-Me-2-Np., 3-Me-Ph], [145: 2-F-Ph, 3-Me-2-Kp, · 4-F -Ph] , [146 : 2-F-Ph, 3 -Ke-2-Np, 4-

Me-Ph] , [147 ; 2-F-Ph, 3 -Me-2-Npf 4-CF3 -Ph] , [148 ; 2-?-Ph, 3-Me-2-Np, 4-Ph, Ph] , [149 : 2-F-Ph, 3-Me-2-Hp、3,4-(Me)2-Me-Ph] , [147 ; 2-F-Ph, 3 -Me-2-Npf 4-CF3 -Ph] , [148 ; 2-?-Ph, 3-Me-2-Np, 4-Ph, Ph ] , [149 : 2-F-Ph, 3-Me-2-Hp, 3,4-(Me)2-

Ph】,[150 : 2-F-Ph, 3-Me-2-Np、5-In] , [151 : 2-匚 2-F-Ph, 2- F-Ph] , [152 : 2-Cl-Ph, 2-F-Ph, 2-Cl-Phj, [153 : 2-Cl-Ph, 2- F-Ph, 3-CF3 - Ph] , [154 : 2-Cl-Ph, 2-F-Ph, 4-MeS-Phj , [155:2-Ph], [150: 2-F-Ph, 3-Me-2-Np, 5-In], [151: 2-匚2-F-Ph, 2-F-Ph], [152: 2-Cl -Ph, 2-F-Ph, 2-Cl-Phj, [153 : 2-Cl-Ph, 2-F-Ph, 3-CF3 - Ph] , [154 : 2-Cl-Ph, 2-F- Ph, 4-MeS-Phj, [155:2-

Cl-Ph, 2-F-Ph, 4-CN-Ph] , [156 : 2-Cl-Ph, 2-F-Ph, 4-AcNH~Ph], [157 : 2-Cl-Ph, 3-Cl-Ph, 2-F-Ph] , [158 : 2-Cl-Ph, 3-Cl-Ph, 2-Cl-Ph, 2-F-Ph, 4-CN-Ph], [156 : 2-Cl-Ph, 2-F-Ph, 4-AcNH~Ph], [157 : 2-Cl-Ph, 3- Cl-Ph, 2-F-Ph] , [158 : 2-Cl-Ph, 3-Cl-Ph, 2-

Ci-Ph] , [153 : 2-Cl-Ph, 3-Cl-Ph, 3-C?3 -Ph] , [160 : 2-Cl-Ph, 3- Cl-Ph, 4-MeS-Fh] , [161 : 2-Cl-Ph; 3-Cl-Fhy 4-as-Ph], [162 165 320644 200922468 :2-Cl-Phr 3-Cl-Ph, 4-AcNE-Ph] , [1€3 : 2-Cl-Ph, 4-F-Ph, 2-F-Ci-Ph] , [153 : 2-Cl-Ph, 3-Cl-Ph, 3-C?3 -Ph] , [160 : 2-Cl-Ph, 3-Cl-Ph, 4-MeS-Fh] , [161 : 2-Cl-Ph; 3-Cl-Fhy 4-as-Ph], [162 165 320644 200922468 : 2-Cl-Phr 3-Cl-Ph, 4-AcNE-Ph], [1€3 : 2-Cl-Ph, 4-F-Ph, 2-F-

Ph] , [164 : 2-Cl-Ph, 4-F-Ph, 2-Cl-Ph] , [165 : 2-Cl-Ph, 4-F- ?h, 3-CF3 -Ph] , [266 : 2-Cl-Ph, 4-F-Ph, 4-MeS-Ph] , [167:2-Ph] , [164 : 2-Cl-Ph, 4-F-Ph, 2-Cl-Ph] , [165 : 2-Cl-Ph, 4-F- ?h, 3-CF3 -Ph] , [266 : 2-Cl-Ph, 4-F-Ph, 4-MeS-Ph] , [167:2-

Cl-Ph., 4-F-Ph, 4-CK-Ph] , [16B : 2-Cl-?h, 4-F-PhT 4-AcKH-Ph3 , [155 : 2-Cl-Ph, 2,3-(01)2-^, 2-F-Phl , [170 : 2-Cl-Ph, 2,3- (Cl)2-Ph, 2-Cl-Ph], [171 : 2-Cl-Ph, 2,3 - (Cl) 2 - Phf 3-C?3-Ph], [172 : 2-Cl-Ph, 2,3-(Cl)s-Ph, 4-MeS-Ph] , [173 : 2-Cl-Ph, 2,3- (Cl}2-Ph, 4-CN-Ph], [174:2-Cl-Ph, 2,3-{Cl)2-Ph, 4-AcKH-Cl-Ph., 4-F-Ph, 4-CK-Ph], [16B: 2-Cl-?h, 4-F-PhT 4-AcKH-Ph3, [155: 2-Cl-Ph, 2, 3-(01)2-^, 2-F-Phl , [170 : 2-Cl-Ph, 2,3- (Cl)2-Ph, 2-Cl-Ph], [171 : 2-Cl-Ph , 2,3 - (Cl) 2 - Phf 3-C?3-Ph], [172 : 2-Cl-Ph, 2,3-(Cl)s-Ph, 4-MeS-Ph], [173 : 2-Cl-Ph, 2,3-(Cl}2-Ph, 4-CN-Ph], [174:2-Cl-Ph, 2,3-{Cl)2-Ph, 4-AcKH-

Ph] ( [175 ; 2-Cl-Ph, 2,4-(F)2-Ph, 2-Ρ-Ρή] , [176 : 2-Cl-Ph, 2.4- (F)2-Ph, 2-Cl-Ph], [177:2-Cl-?h, 2,4-(F)2-Ph, 3-CF3-Ph] ( [175 ; 2-Cl-Ph, 2,4-(F)2-Ph, 2-Ρ-Ρή], [176 : 2-Cl-Ph, 2.4- (F)2-Ph, 2- Cl-Ph], [177:2-Cl-?h, 2,4-(F)2-Ph, 3-CF3-

Ph] , [178 : 2-Cl-Ph, 2,4- (?)2 -Ph, 4-MeS-Ph] , [17S : 2-Cl-;Ph, 4-CN-Plx] , [180 : 2-Cl-Ph, 2,4-(F)2-Phf 4-AcNH-Ph] , [178 : 2-Cl-Ph, 2,4- (?) 2 -Ph, 4-MeS-Ph] , [17S : 2-Cl-; Ph, 4-CN-Plx] , [180 : 2-Cl-Ph, 2,4-(F)2-Phf 4-AcNH-

Ki] , [181 : 2-Cl-Ph, 2,6- (F)2-Ph, 2-F-Ph] , [182 : 2 - Cl-Ph, 2.6- (F)2-PhT 2-Cl-Ph], [153 :2-Cl-Ph, 2,6-{F)2-Ph, 3-CF3-Ki] , [181 : 2-Cl-Ph, 2,6- (F)2-Ph, 2-F-Ph] , [182 : 2 - Cl-Ph, 2.6- (F)2-PhT 2-Cl -Ph], [153 :2-Cl-Ph, 2,6-{F)2-Ph, 3-CF3-

Ph] r [184 : 2-Cl-Pil, 2,6- (F)2-Phf 4-MeS-Ph] , [185 : 2-Cl-Ph, 2.6- (F)2-Ph, 4-CK-Ph], [166:2-Cl-Ph, 2r6-(F)2-Ph, 4-AcNH-Ph] r [184 : 2-Cl-Pil, 2,6- (F)2-Phf 4-MeS-Ph] , [185 : 2-Cl-Ph, 2.6- (F)2-Ph, 4-CK -Ph], [166:2-Cl-Ph, 2r6-(F)2-Ph, 4-AcNH-

Ph] , [187 : 2-Cl-Ph, 3,4-{F)2-Ph, 2-F-Ph] , ί188 : 2-Cl-Ph, 3.4- (F)2-Ph, 2-Cl-Ph] , [189 : 2-Cl-Ph, 3,4-(F)2 -Ph, 3-CF3-Ph] , [187 : 2-Cl-Ph, 3,4-{F)2-Ph, 2-F-Ph] , ί188 : 2-Cl-Ph, 3.4- (F)2-Ph, 2-Cl -Ph] , [189 : 2-Cl-Ph, 3,4-(F)2 -Ph, 3-CF3-

Ph] , [190 : 2-Cl-Ph, 374-(F}2-Phr 4-MeS-Ph] , [191 : 2-Cl-Ph( 3.4- (F}2-Ph, 4-αΊ-Ρη] , [192 : 2-Cl-Ph, 3,4- (F) 2-Ph, 4-AcNH-Ph] , [190 : 2-Cl-Ph, 374-(F}2-Phr 4-MeS-Ph] , [191 : 2-Cl-Ph( 3.4- (F}2-Ph, 4-αΊ-Ρη ] , [192 : 2-Cl-Ph, 3,4- (F) 2-Ph, 4-AcNH-

Ph] , [1S3 : 2-Cl-Ph, 3,5- (F)j -Ph, 2-F-Ph] ; [294 : 2-Cl-Ph, 3.5- (P)22-Cl-Ph], [195:2-Cl-Ph, 3,5-(F)2-Ph, 3-CF2-Ph] , [1S3 : 2-Cl-Ph, 3,5- (F)j -Ph, 2-F-Ph] ; [294 : 2-Cl-Ph, 3.5- (P)22-Cl-Ph] , [195:2-Cl-Ph, 3,5-(F)2-Ph, 3-CF2-

Ph] , [1S6 : 2-Cl-Ph, 3,5-(F)2-?h, 4-MeS-Ph], [197 : 2-Cl-Ph, 3.5- (F)2-Ph, 4-CN-Ph], U98:2-Cl-;?h, 3,5-(F)2-?h, 4-AcNH-Ph] , [1S6 : 2-Cl-Ph, 3,5-(F)2-?h, 4-MeS-Ph], [197 : 2-Cl-Ph, 3.5- (F)2-Ph, 4 -CN-Ph], U98:2-Cl-;?h, 3,5-(F)2-?h, 4-AcNH-

Ph] , [199 : 3-Cl-Ph, 2-F-Ph, 2-F-?bJ , [2GQ : 3-Cl-Ph, 2-F-?h, 166 320644 200922468 2-Ci-Ph] , [201 : 3-Cl-Ph, 2-F-Ph, 3-CF3 -Ph] , [202 : 3-Cl-Ph, 2- F-Ph, 4-MeS-Ph] , [203 : 3-Cl-Ph, 2-F-Phv 4-CN-Ph], [204 : 3- Cl-Ph, 2-F-Ph, 4-AcNH-Ph], [205 : 3-Cl-Ph, 3-Cl-Ph, 2-F-Ph] , [199 : 3-Cl-Ph, 2-F-Ph, 2-F-?bJ, [2GQ : 3-Cl-Ph, 2-F-?h, 166 320644 200922468 2-Ci-Ph] , [201 : 3-Cl-Ph, 2-F-Ph, 3-CF3 -Ph] , [202 : 3-Cl-Ph, 2- F-Ph, 4-MeS-Ph] , [203 : 3- Cl-Ph, 2-F-Phv 4-CN-Ph], [204: 3-Cl-Ph, 2-F-Ph, 4-AcNH-Ph], [205: 3-Cl-Ph, 3-Cl -Ph, 2-F-

Ph] , [206 : 3-Cl-Ph, 3-Cl-Ph, 2-Cl-Ph],【2C7 : 3-Cl-Ph, 3-Cl-Ph] , [206 : 3-Cl-Ph, 3-Cl-Ph, 2-Cl-Ph], [2C7 : 3-Cl-Ph, 3-Cl-

Ph, 3-CF3-Ph], [208 : 3-Cl-Ph, 3-Cl-Ph, 4-MeS-Ph], [209:3-Ph, 3-CF3-Ph], [208 : 3-Cl-Ph, 3-Cl-Ph, 4-MeS-Ph], [209:3-

Cl-Ph, 3-Cl-Ph, 4-CN-Ph] , [210 : 3-Cl-?hr 3-Cl-Ph, 4-AcNH-Cl-Ph, 3-Cl-Ph, 4-CN-Ph] , [210 : 3-Cl-?hr 3-Cl-Ph, 4-AcNH-

PhJ , [211 ; 3-Cl-Ph, 4-F-Ph, 2-P-PhJ , [212 : 3-Cl-Ph, 4-F-Ph, 2- Cl-Ph], [213 : 3-Cl-Ph, 4-F-Phr 3-CF3-Ph] , [214 : 3-Cl-Ph, 4- F-Ph, 4-MeS-Ph] , [215 : 3-CI-Ph, 4-F-Ph, 4-CN-Phl , [216 : 3- Cl-Ph, 4-F-Ph, 4-AcNH-P:nI , [217 : 3-Cl-Ph, 2,3- (Cl) 2-Ph, 2-F-Ph] , 1218 : 3-Cl-Ph, 2,3-(Cl)2-Ph, 2-Cl-Ph] , [219:3-Cl-PhJ, [211; 3-Cl-Ph, 4-F-Ph, 2-P-PhJ, [212: 3-Cl-Ph, 4-F-Ph, 2-Cl-Ph], [213: 3- Cl-Ph, 4-F-Phr 3-CF3-Ph] , [214 : 3-Cl-Ph, 4- F-Ph, 4-MeS-Ph] , [215 : 3-CI-Ph, 4-F -Ph, 4-CN-Phl, [216: 3-Cl-Ph, 4-F-Ph, 4-AcNH-P: nI, [217 : 3-Cl-Ph, 2,3- (Cl) 2- Ph, 2-F-Ph] , 1218 : 3-Cl-Ph, 2,3-(Cl)2-Ph, 2-Cl-Ph] , [219:3-Cl-

Ph, 2,3-(Clh-ΡΛ, S-CFj-Ph], [220 : 3-Cl-Ph, 2,3 - (Cl) 2-Ph, 4- MeS-Ph] , [221 : 3-Cl-?h, 2,3 - (Cl ; 2 - Ph, 4-ai-Ph] , [222 : 3-Ph, 2,3-(Clh-ΡΛ, S-CFj-Ph], [220 : 3-Cl-Ph, 2,3 - (Cl) 2-Ph, 4- MeS-Ph] , [221 : 3- Cl-?h, 2,3 - (Cl ; 2 - Ph, 4-ai-Ph] , [222 : 3-

Cl-Ph, 2,3-(01}2 -Pt-, 4-AcNE-Ph] , [223 ; 3-Cl-Ph, 2r4 - (F)2-Cl-Ph, 2,3-(01}2-Pt-, 4-AcNE-Ph], [223; 3-Cl-Ph, 2r4 - (F)2-

Ph, 2-F-Ph] , [224 : 3-Cl-Ph, 2,4- (F}2 -Ph, 2-Cl-Ph] , [22S : 3-Ph, 2-F-Ph] , [224 : 3-Cl-Ph, 2,4- (F}2 -Ph, 2-Cl-Ph] , [22S : 3-

Cl-Ph, 2,4-{?)2-Ph, 3-CF, -Ph] , \22S : 3-Cl-?h, 2,4- (F)2-Ph, 4-He5-Ph] , [227 : 3-Cl-Ph, 2,4- (F)2 -?h, 4-CN-Ph] , [228 : 3-Cl-Ph, 2,4-{?)2-Ph, 3-CF, -Ph] , \22S : 3-Cl-?h, 2,4- (F)2-Ph, 4-He5-Ph] , [227 : 3-Cl-Ph, 2,4- (F) 2 -?h, 4-CN-Ph] , [228 : 3-

Cl-?h, 2,4-{F)2-Ph, 4-AcNH-Ph] , [229 : 3-Cl-Pix, 2,S~ {F)2 -Ph, 2-F-?h3 , [230 : 3-Cl-Ph, 2,6- (F}2 -Ph, 2-Cl-Ph] , [231 : 3-CI-Cl-?h, 2,4-{F)2-Ph, 4-AcNH-Ph], [229: 3-Cl-Pix, 2,S~{F)2-Ph, 2-F-?h3, [230 : 3-Cl-Ph, 2,6- (F}2 -Ph, 2-Cl-Ph] , [231 : 3-CI-

Ph, 2,6-(F)z-?h, 3-CF3-?hJ, [232:3~Cl-?h, 2/6-{F}2-Ph, 4-Ph, 2,6-(F)z-?h, 3-CF3-?hJ, [232:3~Cl-?h, 2/6-{F}2-Ph, 4-

MeS-Ph] , [233 : 3-Cl-Fh, 2,6 - (F) 2-Ph, 4-CN-Ph] , [23 4 : 3-Cl-MeS-Ph] , [233 : 3-Cl-Fh, 2,6 - (F) 2-Ph, 4-CN-Ph] , [23 4 : 3-Cl-

Ph, 2,6-{F)2-Ph, 4-AcNH-Ph] ( [235 : 3-Cl-Ph, 3,4-{F)2-Ph/ 2- F-Ph] ( [236 ; 3-Cl-Ph, 3,4-(F)2-Ph, 2-Cl-Ph] , [237 : 3-Cl-Ph, 3,4-(^2-531, 3-CF3-?h], [233 : 3-Cl-Ph, 3,4-(F}2-Ph, 4-MeS-Ph, 2,6-{F)2-Ph, 4-AcNH-Ph] ( [235 : 3-Cl-Ph, 3,4-{F)2-Ph/ 2-F-Ph] ( [236 ; 3-Cl-Ph, 3,4-(F)2-Ph, 2-Cl-Ph] , [237 : 3-Cl-Ph, 3,4-(^2-531, 3-CF3-?h] , [233 : 3-Cl-Ph, 3,4-(F}2-Ph, 4-MeS-

Ph] , [239 : 3-Cl-Ph, 3,4-(F)2-Ph, 4-CN-Ph] r [24C : 3-Cl-Ph, 167 320644 200922468 i^-CFJz-Ph, 4-AcNH-Ph] , [241 : 3-Cl-Ph, 3J5-{F}2-Ph, 2-F-Ph] , [239 : 3-Cl-Ph, 3,4-(F)2-Ph, 4-CN-Ph] r [24C : 3-Cl-Ph, 167 320644 200922468 i^-CFJz-Ph, 4 -AcNH-Ph] , [241 : 3-Cl-Ph, 3J5-{F}2-Ph, 2-F-

Ph] , [242 : 3-Cl-?h, 3,5-(F)2-Ph, 2-Cl-Ph] , 1243 13-01-^1, 3.5- (F) 2-Pli, 3-CF3-Ph], [244 : 3-Cl-Ph, 3,5-{F)2-Ph, 4-MeS-Ph] , [242 : 3-Cl-?h, 3,5-(F)2-Ph, 2-Cl-Ph] , 1243 13-01-^1, 3.5- (F) 2-Pli, 3- CF3-Ph], [244 : 3-Cl-Ph, 3,5-{F)2-Ph, 4-MeS-

Phj , [245 : 3-Cl-Ph( 3,5-(F)2-Ph, 4-CN-Phj , [246 : 3-Cl-Ph, 3.5- (F) 2 -Ph, 4-AcNH-Ph] , {247 : 3-C?3 -Ph, 4-Et-Ph, Ph] , [248 :3-CF2 -Ph, 4-St-Ph, 3-F-Ph] , [249 : 3-CF3 -Ph, 4-St-Ph, 3-Phj , [245 : 3-Cl-Ph( 3,5-(F)2-Ph, 4-CN-Phj , [246 : 3-Cl-Ph, 3.5- (F) 2 -Ph, 4-AcNH- Ph] , {247 : 3-C?3 -Ph, 4-Et-Ph, Ph] , [248 :3-CF2 -Ph, 4-St-Ph, 3-F-Ph] , [249 : 3- CF3 -Ph, 4-St-Ph, 3-

Me-?h], [250 : 3-CF3-Ph, 4-Et-Ph, 4-F-Phj , [251 : 3 -CF3-Ph, 4-Et-Phf 4-Me-Ph] , [252 : 3-C?3-Pli, 4-3t-Ph, 4-C?3 -Ph] , [253 :3-CF3 -Pht 4-3t-Ph, 4-Ph, ?h] , [254 : 3-CF3 _Ph, 4-Et-Ph, 3,4 - {Me)2 -Ph] , [255 : 3-CFs -Ph, 4-Et-Ph, 5-In] , [25 6 : 3-CF,-Me-?h], [250: 3-CF3-Ph, 4-Et-Ph, 4-F-Phj, [251: 3-CF3-Ph, 4-Et-Phf 4-Me-Ph], [252 : 3-C?3-Pli, 4-3t-Ph, 4-C?3-Ph], [253:3-CF3 -Pht 4-3t-Ph, 4-Ph, ?h] , [254 : 3 -CF3 _Ph, 4-Et-Ph, 3,4 - {Me)2 -Ph] , [255 : 3-CFs -Ph, 4-Et-Ph, 5-In] , [25 6 : 3-CF, -

Ph, 4-StS-Ph, Ph] , &gt;257 : 3-CF3 - Ph, 4-EtS-?h, 3-F-Ph] , [258 :3-CF3 -Ph, 4-EtS-Ph, 3-Me-Ph] , [259 : 3-CF3 -Ph, 4-EtS-Ph, 4-F-Ph] , [260 : 3-CFa-Ph, 4-EtS-Ph, 4-Me-?h], [261 Γ 3-CF3-Ph, 4-StS-Ph, Ph], &gt;257 : 3-CF3 - Ph, 4-EtS-?h, 3-F-Ph] , [258 :3-CF3 -Ph, 4-EtS-Ph, 3-Me-Ph] , [259 : 3-CF3 -Ph, 4-EtS-Ph, 4-F-Ph] , [260 : 3-CFa-Ph, 4-EtS-Ph, 4-Me-?h ], [261 Γ 3-CF3-

Ph, 4-EtS-Ph, 4-CFj-Ph] r [262 : 3-CF3-Ph, 4-EtS-Ph, 4-Ph,Ph, 4-EtS-Ph, 4-CFj-Ph] r [262 : 3-CF3-Ph, 4-EtS-Ph, 4-Ph,

Ph] , [2 63 : 3-CFj -Fh, 4-Ξζ3-Ρ1ι, 3,4 - {Me)2-Ph] , [2 64 : 3-CF3 -Ph] , [2 63 : 3-CFj -Fh, 4-Ξζ3-Ρ1ι, 3,4 - {Me)2-Ph] , [2 64 : 3-CF3 -

Ph, 4-EtS-?h,, 5-In] , [265 : 3-CF3 -Ph, 4-CK-Ph, Ph] , [266:3- CF3-Ph, 4-CN-Ph, 3-F-Ph], [267 : 3-CF3-Ph, 4-CW-Ph, 3-Me-Ph, 4-EtS-?h,, 5-In], [265: 3-CF3-Ph, 4-CK-Ph, Ph], [266:3-CF3-Ph, 4-CN-Ph, 3- F-Ph], [267 : 3-CF3-Ph, 4-CW-Ph, 3-Me-

Phj , [268 : 3-CF3 -Ph, 4-CN-Ph, 4-F-Ph] , [2 69 : 3-CF3 -Ph, 4- CN-Ph, 4-Me-Ph] , [2 70 : 3-CF3-?h, 4-CK-Ph, 4-CF3-Ph] , [271: 3- CFj-Ph, 4-CN-Ph, 4-?h, Phi, [272 : 3-CF3-Ph, 4-CN-Ph, 3,4- (Me) 2 - Ph] , [273 : 3-CF3-Ph, 4-CT-Ph, 5-工n], [274 : 3-CF3 -Ph, 4- AcNH-Ph, Ph] , [275 : 3-CF3-Ph, 4-AcNH-Ph, 3-F-Ph], [275: 3- C?3-?;h, 4-AcNH-P:h, 3*Me-Ph] , [277 : 3-CF3 -Ph, 4-AcNH-Pii, 4- F-Ph] , [27B : S-C?3 -Ph, 4-AcNK-Ph, 4-Me-Ph] , 1279 : 3-CF3 -Phj , [268 : 3-CF3 -Ph, 4-CN-Ph, 4-F-Ph] , [2 69 : 3-CF3 -Ph, 4- CN-Ph, 4-Me-Ph] , [2 70 : 3-CF3-?h, 4-CK-Ph, 4-CF3-Ph] , [271: 3- CFj-Ph, 4-CN-Ph, 4-?h, Phi, [272 : 3-CF3- Ph, 4-CN-Ph, 3,4-(Me) 2 - Ph] , [273 : 3-CF3-Ph, 4-CT-Ph, 5-work n], [274 : 3-CF3 -Ph, 4-AcNH-Ph, Ph] , [275 : 3-CF3-Ph, 4-AcNH-Ph, 3-F-Ph], [275: 3- C?3-?; h, 4-AcNH-P: h, 3*Me-Ph] , [277 : 3-CF3 -Ph, 4-AcNH-Pii, 4- F-Ph] , [27B : SC?3 -Ph, 4-AcNK-Ph, 4-Me- Ph] , 1279 : 3-CF3 -

Ph, 4-AcNH-Ph, 4-CF3 -?h] , [28 0 : 3-CF3 -?h, 4-AcKH-Ph, 4-Ph, 168 320644 200922468Ph, 4-AcNH-Ph, 4-CF3 -?h] , [28 0 : 3-CF3 -?h, 4-AcKH-Ph, 4-Ph, 168 320644 200922468

Ph] , [2B1 : 3-CF, -Ph, 4-AclTO-Ph, 3,4 - {Me)2 -Fh] , [282 : 3-CF3-Ph] , [2B1 : 3-CF, -Ph, 4-AclTO-Ph, 3,4 - {Me)2 -Fh] , [282 : 3-CF3-

Ph, 4-AcKH-Ph, 5-In], [283 : 3-C.F3 -Ph, 5-In、Ph] , [284:3- CF3 -Ph, 5-In, 3-F-Ph] , [285 : 3-CF3 -Ph, 5-In, 3-Me-Ph] , [2B5 :3-CF3 -Ph, 5-Irx, 4-F-Ph] , [287 : 3-CF3 -Ph, 5-In, 4-Me-Ph], [28B : 3-CF3 -Ph, 5-Inr 4-CF3 -Ph] , [2B9 : 3-CF3 -Ph, 5-In, 4-Ph, 4-AcKH-Ph, 5-In], [283 : 3-C.F3 -Ph, 5-In, Ph], [284:3-CF3 -Ph, 5-In, 3-F-Ph] , [285 : 3-CF3 -Ph, 5-In, 3-Me-Ph] , [2B5 :3-CF3 -Ph, 5-Irx, 4-F-Ph] , [287 : 3-CF3 -Ph, 5-In, 4-Me-Ph], [28B : 3-CF3 -Ph, 5-Inr 4-CF3 -Ph] , [2B9 : 3-CF3 -Ph, 5-In, 4-

Phr Ph] , [290 : 3-CF, -Ph, 5-In, 3,4- {Me)z -Ph] , [291 : 3-CFs -Phr Ph] , [290 : 3-CF, -Ph, 5-In, 3,4- {Me)z -Ph] , [291 : 3-CFs -

Ph, 5-Ins 5-In] , [292 : 3-CF3 -Ph, 1-Np, Ph] , [293 : 3-CF5 -Ph, 1-Kp、3-F-Ph] , [294 : 3-CFj -Ph, 1-Kp、3-Me-Ph] , [295 : 3-CF3 -Ph, 5-Ins 5-In] , [292 : 3-CF3 -Ph, 1-Np, Ph] , [293 : 3-CF5 -Ph, 1-Kp, 3-F-Ph] , [294 : 3 -CFj -Ph, 1-Kp, 3-Me-Ph] , [295 : 3-CF3 -

Ph. 1-Np, 4-F-Ph] , [256 : 3-CFs - Ph, 1-Np, 4-Me-Ph] , [257:3- CF3 -Ph, l~Np, 4-CF3 -P«] r 1298 : 3-CFs -Ph, 1-Np, 4-Ph, Ph], [299 : 3-C?3 -Ph, 1-Np、3,4-(Me)2-Ph] , 1300 : 3-CF3 -?h, 1-Np、 5-In] , [3 01 : 3-CF3 -Ph., 3-Me-2-Np, Ph] , [3 02 : 3 -CF3 -Ph, 3-Ph. 1-Np, 4-F-Ph] , [256 : 3-CFs - Ph, 1-Np, 4-Me-Ph] , [257:3-CF3 -Ph, l~Np, 4-CF3 - P«] r 1298 : 3-CFs -Ph, 1-Np, 4-Ph, Ph], [299 : 3-C?3 -Ph, 1-Np, 3,4-(Me)2-Ph] , 1300 : 3-CF3 -?h, 1-Np, 5-In], [3 01 : 3-CF3 -Ph., 3-Me-2-Np, Ph] , [3 02 : 3 -CF3 -Ph, 3-

Me-2-Np、3-F-Ph] , [303 : 3-CF3 -Ph, 3-Me-2-Np、3-Me-Ph] , [304 :3-CF3-Ph, 3-Me-2-Np, 4-F-Ph], [305:3-CF3-Ph, 3-Me-2-Wp, 4-Me-Ph] , [306 : 3-CF3 -Ph, 3-Ke-2-Np, 4-CF2 -Ph] , [307 :3- CF3-?h, 3-Me-2-Np, 4-Ph, ?h] ( [308 : 3-CF3-Ph, 3-Me-2-Hp、 3,4- (Me) z -Ph] , [309 : 3-CF3 -Ph, 3-Me-2-Kp、5-工n] , [310 : 4-F-Me-2-Np, 3-F-Ph], [303: 3-CF3 -Ph, 3-Me-2-Np, 3-Me-Ph], [304:3-CF3-Ph, 3-Me- 2-Np, 4-F-Ph], [305:3-CF3-Ph, 3-Me-2-Wp, 4-Me-Ph], [306: 3-CF3 -Ph, 3-Ke-2- Np, 4-CF2 -Ph] , [307 :3- CF3-?h, 3-Me-2-Np, 4-Ph, ?h] ( [308 : 3-CF3-Ph, 3-Me-2- Hp, 3,4-(Me) z -Ph] , [309 : 3-CF3 -Ph, 3-Me-2-Kp, 5-work n], [310 : 4-F-

Ph, 2-F-Ph, 2-F-PhI, [311:4-F-Ph, 2-F-Ph, 2-Cl-Ph], [312 : 4-F-Ph, 2-F-Ph, 3-C?3-Ph] , [313 : 4-F-Ph, 2-F-Ph, 4-Me£-Ph], [314 : 4-F-?h, 2-F-Ph, 4-CN-?h] ( [315 :4-F-Ph, 2-F-Ph, 4- ACKH-Ph] , [31S : 4-F-?h, 3-Cl-?h, 2-F-Ph] , [317 : 4-F-Ph, 3~Ph, 2-F-Ph, 2-F-PhI, [311:4-F-Ph, 2-F-Ph, 2-Cl-Ph], [312 : 4-F-Ph, 2-F-Ph , 3-C?3-Ph] , [313 : 4-F-Ph, 2-F-Ph, 4-Me£-Ph], [314 : 4-F-?h, 2-F-Ph, 4 -CN-?h] ( [315 :4-F-Ph, 2-F-Ph, 4- ACKH-Ph] , [31S : 4-F-?h, 3-Cl-?h, 2-F- Ph] , [317 : 4-F-Ph, 3~

Cl-Ph, 2-Cl-Ph] , [31S : 4-F-Ph, 3-Cl-Ph, 3-CF3-Ph], Ϊ319 : 4- F-Ph, 3-Cl-Ph, 4-MeS-?h] ( [320 : 4-F-Ph, 3-Cl-Ph, 4-CN-Ph3 , [321 : 4-F-?h, 3-Cl-Ph, 4-Acira-Ph] , [322 : 4-F-Ph, 4-F-Ph, 2- F-Fhj , [323 : 4-F-Ph, 4-F-Ph, 2-Cl-Ph], [324 : 4-F-Ph, 4-F- 169 320644 200922468 ?h, 3-CF3 -Ph] , [325 : 4-F-Ph, 4-F-Ph, 4-MeS-Ph] , 1326 : 4-F-Cl-Ph, 2-Cl-Ph] , [31S : 4-F-Ph, 3-Cl-Ph, 3-CF3-Ph], Ϊ319 : 4- F-Ph, 3-Cl-Ph, 4-MeS -?h] ( [320 : 4-F-Ph, 3-Cl-Ph, 4-CN-Ph3, [321 : 4-F-?h, 3-Cl-Ph, 4-Acira-Ph], [ 322 : 4-F-Ph, 4-F-Ph, 2- F-Fhj , [323 : 4-F-Ph, 4-F-Ph, 2-Cl-Ph], [324 : 4-F-Ph , 4-F- 169 320644 200922468 ?h, 3-CF3 -Ph] , [325 : 4-F-Ph, 4-F-Ph, 4-MeS-Ph] , 1326 : 4-F-

Ph, 4-F-Ph, 4-CN-Ph], [327 :4-F-Phf 4-?-Ph, 4-AcNK-Ph3, f328 : 4-F-Ph, 2,3-(Cl)22-F-?h] , [329 : 4-F-?h, 2,3- {Cl)2-Ph, 2-Cl-Ph] r [330 : 4-F-Ph, 2,3-(Cl)2-Ph, 3-CF3-Ph3, [331 : 4-F-Ph, 2,3-(Cl)2-Ph, 4-MeS-Ph] , [332 : 4-F-Ph, 2,3- (Cl)2-Ph, 4-CN-Ph3, [333 : 4-F-Phr 2,3- (Cl)2-Ph, 4-AcNH-Ph], [334:4-F-Ph, 2,4-(F)2-:Pii, 2-F-Ph3, [335:4-F-Ph, 2,4-丨:?h-Ph, 4-F-Ph, 4-CN-Ph], [327 :4-F-Phf 4-?-Ph, 4-AcNK-Ph3, f328 : 4-F-Ph, 2,3-(Cl) 22-F-?h] , [329 : 4-F-?h, 2,3- {Cl)2-Ph, 2-Cl-Ph] r [330 : 4-F-Ph, 2,3-( Cl)2-Ph, 3-CF3-Ph3, [331 : 4-F-Ph, 2,3-(Cl)2-Ph, 4-MeS-Ph], [332: 4-F-Ph, 2, 3- (Cl)2-Ph, 4-CN-Ph3, [333 : 4-F-Phr 2,3- (Cl)2-Ph, 4-AcNH-Ph], [334:4-F-Ph, 2,4-(F)2-:Pii, 2-F-Ph3, [335:4-F-Ph, 2,4-丨:? H-

Ph, 2-Cl-Ph], [33β :4-F-Ph, 2,4- (?}2-Ph, 3-CF3-Ph], [337: 4-F-Ph, 2,4-(F)2-Ph, 4-MeS-Ph], [338 : 4-F-Ph, 2,4-(F)2-Ph, 4-CN-Ph] , [339 : 4-F-Phr 2,4-{F)2 -Ph, 4-AcrTH-Ph] , [340 : 4-F-Ph, 2-Cl-Ph], [33β :4-F-Ph, 2,4- (?}2-Ph, 3-CF3-Ph], [337: 4-F-Ph, 2,4-( F)2-Ph, 4-MeS-Ph], [338 : 4-F-Ph, 2,4-(F)2-Ph, 4-CN-Ph], [339 : 4-F-Phr 2, 4-{F)2 -Ph, 4-AcrTH-Ph] , [340 : 4-F-

Ph, 2,S- (F}2&quot;P1i, 2-F-Ph] , [341 : 4-F-Pht, 2,6- (F)2-Ki, 2-C1·Ph, 2,S- (F}2&quot;P1i, 2-F-Ph] , [341 : 4-F-Pht, 2,6- (F)2-Ki, 2-C1·

Ph] , [342 : 4-F-Ph, 2,6- {F}2 -Ph, 3-CF3-Ph], [343 : 4-F-Ph, 2&gt;S-(F)2-Phi 4-MeS-Ph], [344 : 4-F-Ph, 2/6-(?)2-Ph, 4-Cl&gt;3-Ph] , [345:4-F-Ph, 2,S-{F)2-Ph, 4-AcNH-Ph] , [346 : 4-?-Ph, 3,4-iFla-Ph, 2-?-Ph] , [347 ; 4-F-Ph, 2-Cl-Ph], [34 8 , 4-F-Ph., 3 ^ 4 - {P) 2 - PL·., 3 -CF3 - Ρϋ] , [345 . 4-F - Pti, 3,4-(F)2-Ph, 4-MeS-Ph] f [350 :4-F-Ph, 3,4-{F}2-?h, 4-CW-Ph], [351 : 4-?-Ph, 3,4-(F)s-Ph, 4-AcNH-Ph], [352 : 4-F-Ph, 3,5- (F):-Plir 2-?-Ph] , [353:4-F-Ph, 3i5-(P}2-Ph) 2-Cl-PbJ, i354 :4-F-Phf 3,S-(F)2-Ph, 3-CF3 - Ph] , [355 : 4-F-Ph, 3, 5- (F)2 -Ph] , [342 : 4-F-Ph, 2,6- {F}2 -Ph, 3-CF3-Ph], [343 : 4-F-Ph, 2&gt;S-(F)2-Phi 4 -MeS-Ph], [344 : 4-F-Ph, 2/6-(?)2-Ph, 4-Cl&gt;3-Ph] , [345:4-F-Ph, 2,S-{F )2-Ph, 4-AcNH-Ph] , [346 : 4-?-Ph, 3,4-iFla-Ph, 2-?-Ph], [347 ; 4-F-Ph, 2-Cl-Ph ], [34 8 , 4-F-Ph., 3 ^ 4 - {P) 2 - PL·., 3 -CF3 - Ρϋ] , [345 . 4-F - Pti, 3,4-(F)2 -Ph, 4-MeS-Ph] f [350 :4-F-Ph, 3,4-{F}2-?h, 4-CW-Ph], [351 : 4-?-Ph, 3,4 -(F)s-Ph, 4-AcNH-Ph], [352 : 4-F-Ph, 3,5- (F):-Plir 2-?-Ph], [353:4-F-Ph, 3i5-(P}2-Ph) 2-Cl-PbJ, i354 :4-F-Phf 3,S-(F)2-Ph, 3-CF3 - Ph] , [355 : 4-F-Ph, 3 , 5- (F)2 -

Ph, 4-MeS-Ph] , [356 : 4-F-Ph# 3,5 - {F)2 -Ph, 4-CN-Ph] , [357 : 4 - F - Pll ( 3 , (Έ i 2 ~ Pil / 4 _AcNK_ Pii】,[3 5 8 · 4 -Me - Pli, 4 — Et - Ph.,Ph, 4-MeS-Ph] , [356 : 4-F-Ph# 3,5 - {F)2 -Ph, 4-CN-Ph] , [357 : 4 - F - Pll ( 3 , (Έ i 2 ~ Pil / 4 _AcNK_ Pii], [3 5 8 · 4 -Me - Pli, 4 — Et - Ph.,

Ph] , [359 : 4-Me-Ph, 4-Et-Ph, 3-F-?h.J , [360 : 4-Ne-Ph, 4-Et-Ph] , [359 : 4-Me-Ph, 4-Et-Ph, 3-F-?h.J , [360 : 4-Ne-Ph, 4-Et-

Ph, 3-Me-Ph], [3 61 : 4-Me-Ph, 4-St-Ph, 4-F-Ph] , [362 : 4-Me-Ph, 3-Me-Ph], [3 61 : 4-Me-Ph, 4-St-Ph, 4-F-Ph], [362 : 4-Me-

Ph, 4-3r-Ph, 4-Me-Ph], [3S3 :4-Me-Ph, 4-Et-?h, 4-CF3—Ph], 170 320644 200922468 [3 64 : 4-Me-Ph, 4-St-Ph, 4-Ph, ?h] , [365 : 4-Me-Ph, 4-Et-Ph, 3,4-(Me);i-Ph] , [366 : 4-Me-Ph, 4-Et-?h, 5-In] , 1367 : 4-Me-Ph, 4-3r-Ph, 4-Me-Ph], [3S3:4-Me-Ph, 4-Et-?h, 4-CF3-Ph], 170 320644 200922468 [3 64 : 4-Me-Ph , 4-St-Ph, 4-Ph, ?h] , [365 : 4-Me-Ph, 4-Et-Ph, 3,4-(Me); i-Ph] , [366 : 4-Me- Ph, 4-Et-?h, 5-In] , 1367 : 4-Me-

Ph, 4-EtS-Phf Ph] , [358 : 4-Ke-Ph, 4-ErS-Fh, 3-F-Ph] , [369: 4-Me-Ph, 4-EtS-Ph, 3-Me-PhJ, [370 : 4-Me-Ph, 4-EtS-Ph, 4-F-Ph, 4-EtS-Phf Ph] , [358 : 4-Ke-Ph, 4-ErS-Fh, 3-F-Ph], [369: 4-Me-Ph, 4-EtS-Ph, 3-Me -PhJ, [370 : 4-Me-Ph, 4-EtS-Ph, 4-F-

Ph] , f371 : 4-Me-Ph, 4-EtS-Ph, 4-Me-Ph] , [3 72 : 4-fte-Ph, 4-Ph] , f371 : 4-Me-Ph, 4-EtS-Ph, 4-Me-Ph] , [3 72 : 4-fte-Ph, 4-

EtS-Ph, 4-CF3 -?hj , [373 : 4-Me-Ph* 4-3tS-Ph, 4-Ph, Ph] , {374 :4-Me-Ph, 4-EtS-Ph, 3,4-{Meh-Ph〕, [375 : 4-Me-Ph, 4-StS-EtS-Ph, 4-CF3 -?hj , [373 : 4-Me-Ph* 4-3tS-Ph, 4-Ph, Ph] , {374 :4-Me-Ph, 4-EtS-Ph, 3, 4-{Meh-Ph], [375 : 4-Me-Ph, 4-StS-

Fhf 5-In] , [376 : 4-Me-Ph, 4-CN-Ph, P'n3 , 〔3 77 : 4-Me-Ml, 4-CN-Ph, 3-F-Ph] , [378 : 4-Me-Ph, 4-C3SI-?h; 3-Me-Ph] , [375:4-Ne-Ph, 4-CN-Ph, 4-F-Ph], [380 :4-Me-Ph, 4-CN-Ph, 4-Me-Ph], [381 : 4-Me-Ph, 4-CN-Ph, 4-C?3 - Ph] , [3S2 : 4-Me-Ph, 4-CN-Ph, 4-Ph, Ph] , &lt;3B3 : 4-Me-?h, 4-Q^-Ph, 3,4- iMe)2-Ph] , [334 :4-Fhf 5-In] , [376 : 4-Me-Ph, 4-CN-Ph, P'n3 , [3 77 : 4-Me-Ml, 4-CN-Ph, 3-F-Ph] , [378 : 4-Me-Ph, 4-C3SI-?h; 3-Me-Ph], [375:4-Ne-Ph, 4-CN-Ph, 4-F-Ph], [380:4-Me- Ph, 4-CN-Ph, 4-Me-Ph], [381 : 4-Me-Ph, 4-CN-Ph, 4-C?3 - Ph], [3S2 : 4-Me-Ph, 4- CN-Ph, 4-Ph, Ph], &lt;3B3 : 4-Me-?h, 4-Q^-Ph, 3,4-iMe)2-Ph] , [334 :4-

He-Ph, 4-CN-Ph, 5-In] , [3 35 : 4-Me-Ph, 4-AcKH-Ph, Ph] , [386 :4-Me-Ph, 4-AcNE-Ph, 3-F-Ph] , [387 : 4-Me-Ph, 4-Ac]NH-?h, 3-He-Ph, 4-CN-Ph, 5-In], [3 35 : 4-Me-Ph, 4-AcKH-Ph, Ph], [386 :4-Me-Ph, 4-AcNE-Ph, 3 -F-Ph] , [387 : 4-Me-Ph, 4-Ac]NH-?h, 3-

Me-Ph] , [386 : 4-We-Ph, 4-AcNH-Ph, 4-F-Ph] , [389 : 4 -Me-Ph, 4-AcNH-Ph, 4-Me-Ph], [390:4-Me-Phr 4-AcKH-Ph, 4-CF3-Ph], t3Sl : 4-Ke-Ph, 4-AcNK-Ph, 4-Ph, ?h] , [332 : 4-Me-Ph, 4-AcNH-Me-Ph] , [386 : 4-We-Ph, 4-AcNH-Ph, 4-F-Ph], [389 : 4 -Me-Ph, 4-AcNH-Ph, 4-Me-Ph], [ 390:4-Me-Phr 4-AcKH-Ph, 4-CF3-Ph], t3Sl: 4-Ke-Ph, 4-AcNK-Ph, 4-Ph, ?h], [332: 4-Me-Ph , 4-AcNH-

Ph, 3,4-(Me)2-Ph] , [393 : 4-Me-Ph, 4-AcNE-Ph, 5-In] , [394 : 4-Ke-Ph, 5-In、 ?h] , [3 95 : 4-Me-Fh, 5-In, 3-F-Ph], [336:4- &gt;le-Ph; S-In, 3-Me-Ph], f3S7 : 4-Me-Ph, 5-In, 4-F-Pii] , [356 : 4 -Me- Ph, 5-In, 4-We-Ph] , [3 99 * 4-Me-Ph, 5-Ir., 4-CF3 - Ph], I40C : 4-Me-Ph, 5-In, 4-Ph, Ph] , [4CI : 4-Me-Ph, 5-In, 3,4-(Me) 2 -Ph] , [402 : 4-Me-Ph, 5-In、5-In] , [4C3 : 4-Me-Ph, l-2\tp, ?h] , Γ4 04 : 4-Me-Ph, 1-Np、3-F-Ph] , [405 : 4-Me-Fh, l-Νρκ 3-Ph, 3,4-(Me)2-Ph] , [393 : 4-Me-Ph, 4-AcNE-Ph, 5-In] , [394 : 4-Ke-Ph, 5-In, ?h] , [3 95 : 4-Me-Fh, 5-In, 3-F-Ph], [336:4- &gt;le-Ph; S-In, 3-Me-Ph], f3S7 : 4-Me- Ph, 5-In, 4-F-Pii] , [356 : 4 -Me- Ph, 5-In, 4-We-Ph] , [3 99 * 4-Me-Ph, 5-Ir., 4- CF3 - Ph], I40C : 4-Me-Ph, 5-In, 4-Ph, Ph] , [4CI : 4-Me-Ph, 5-In, 3,4-(Me) 2 -Ph] , [ 402 : 4-Me-Ph, 5-In, 5-In] , [4C3 : 4-Me-Ph, l-2\tp, ?h] , Γ4 04 : 4-Me-Ph, 1-Np, 3 -F-Ph] , [405 : 4-Me-Fh, l-Νρκ 3-

Me-Ph] , [4 05 : 4-Me-Ph, Up, 4-?-Ph] , [407 : 4-Me-Ph, 1-Np, 171 320644 200922468 4-Me-Ph] , [408 : 4-Me-Ph, 1-Np, 4-CF3 -Ph] , [409 : 4-Me-Ph, 1-Me-Ph] , [4 05 : 4-Me-Ph, Up, 4-?-Ph] , [407 : 4-Me-Ph, 1-Np, 171 320644 200922468 4-Me-Ph] , [408 : 4-Me-Ph, 1-Np, 4-CF3 -Ph] , [409 : 4-Me-Ph, 1-

Kp, 4-Ph, Ph] , [410 : 4-Me-Ph, 1-Np% 3,4- (Me)£ -Ph] , :411:4-Kp, 4-Ph, Ph] , [410 : 4-Me-Ph, 1-Np% 3,4- (Me)£ -Ph] , :411:4-

Me-?h, 1-Np, 5-In] , [412 4-Me-Ph, 3-Me-2-Np, Ph] , [413 : 4-Me-?h, 1-Np, 5-In], [412 4-Me-Ph, 3-Me-2-Np, Ph], [413: 4-

Me-Ph, 3-Me-2-Np, 3-F-Ph] , [414 : 4-Me-Ph, 3-Me-2-iTp、3-Ke-Me-Ph, 3-Me-2-Np, 3-F-Ph], [414 : 4-Me-Ph, 3-Me-2-iTp, 3-Ke-

Ph] , [415 : 4-Me-Ph, 3-Me-2-Np, 4-F-Ph] , [426 : 4-Me-Ph, 3-Ph] , [415 : 4-Me-Ph, 3-Me-2-Np, 4-F-Ph] , [426 : 4-Me-Ph, 3-

Me-2-Np, 4-I-2e-Ph] , [417 : 4-Me-Ph, 3 -Me-2-Kp, 4 -CF3 -Ph], [42 8 : 4-Me-Ph, 3-Me-2-Np, 4-Ph, Ph] , [419 : 4-Me-Ph, 3-Me-2-Me-2-Np, 4-I-2e-Ph] , [417 : 4-Me-Ph, 3 -Me-2-Kp, 4 -CF3 -Ph], [42 8 : 4-Me-Ph, 3 -Me-2-Np, 4-Ph, Ph] , [419 : 4-Me-Ph, 3-Me-2-

Np、3,4-{Me} 2-Ph] , [42 0 : 4-Me-Ph, 3-Me-2-Kp, 5-In]* [421: 2.4- {Cl)2-Ph, 2-F-Ph, 2-F-?h], [422 : 2,4-(Cl)2 -Ph, 2-F-Ph, 2-Cl-Ph] , [423 : 2,4-(Cl}2-Ph, 2-F-Ph, 3-CF5-Ph], [424 :2,4- (Cl)2-Ph, 2-F-Ph, 4-MeS-Ph】,[425 : 2,4-(Cl)2-Ph, 2-F-Ph, 4-CN-Ph3 , [426 : 2,4- {Cl)2 -Ph, 2-F-Phy 4-AcNH-Ph] , [427 : 2,4- {Cl)2 -Ph, 3-Cl-Ph, 2-F-Ph] , [42B : 2,4- (CDs-Ph, 3-Cl-Ph, 2-Np,3,4-{Me} 2-Ph] , [42 0 : 4-Me-Ph, 3-Me-2-Kp, 5-In]* [421: 2.4- {Cl)2-Ph, 2 -F-Ph, 2-F-?h], [422 : 2,4-(Cl) 2 -Ph, 2-F-Ph, 2-Cl-Ph] , [423 : 2,4-(Cl} 2-Ph, 2-F-Ph, 3-CF5-Ph], [424:2,4-(Cl)2-Ph, 2-F-Ph, 4-MeS-Ph],[425 : 2,4 -(Cl)2-Ph, 2-F-Ph, 4-CN-Ph3, [426 : 2,4- {Cl)2 -Ph, 2-F-Phy 4-AcNH-Ph] , [427 : 2 ,4- {Cl)2 -Ph, 3-Cl-Ph, 2-F-Ph] , [42B : 2,4- (CDs-Ph, 3-Cl-Ph, 2-

Cl-Ph] , {429 : 2,4-(Cl)2-Ph, 3-Cl-Ph, 3-CF3-Ph], [430 : 2,4- (Cl}2 -Ph, 3-Cl-Ph, 4-MeS-Ph] , [431 : 2,4- {Cl)2 -Ph, 3-Cl-Ph, 4-CN-Ph] , [432 : 2,4- (Cl) s -Ph, 3-Cl-Ph, 4-AcliH-Ph] , [433 : 2.4- (Cl)2-Ph, 4-F-?h, 2-F-?b], [434 : 2,4-(Cl)2-Ph, 4-F-Ph, 2-Cl-Ph] , [435 : 2,4- {Cl)2 -Ph., 4-?-Ph, 3-C?3 -Ph] , [436 : 2,4- (Cl) 2 -Ph, 4-F-Ph, 4-MeS-Pb] , [4 37 : 2,4 - (Cl &gt; 2 4-F-?h, 4-Cl-Ph] , {429 : 2,4-(Cl)2-Ph, 3-Cl-Ph, 3-CF3-Ph], [430 : 2,4- (Cl}2 -Ph, 3-Cl- Ph, 4-MeS-Ph] , [431 : 2,4- {Cl) 2 -Ph, 3-Cl-Ph, 4-CN-Ph] , [432 : 2,4- (Cl) s -Ph, 3-Cl-Ph, 4-AcliH-Ph], [433 : 2.4- (Cl)2-Ph, 4-F-?h, 2-F-?b], [434 : 2,4-(Cl) 2-Ph, 4-F-Ph, 2-Cl-Ph] , [435 : 2,4- {Cl) 2 -Ph., 4-?-Ph, 3-C?3 -Ph] , [436 : 2,4- (Cl) 2 -Ph, 4-F-Ph, 4-MeS-Pb] , [4 37 : 2,4 - (Cl &gt; 2 4-F-?h, 4-

Gi-?h] , [438 : 2,4- {Cl)2 -Ph, 4-F-Ph, 4:-AcNH-Ph] , [439 : 2,4- (Cl)2-Ph, 2,3-(Cl)2-Ph, 2-F-Phj, [44G : 2,4 - (Cl)2-Ph, 2,3-(Cl)2-Ph, 2-Cl-Ph], [441 : 2,4-(Cl)2-Ph, 2,3 -{Cl}2-Ph, 3- CFS -Ph] , [442 : 2,4- (Cl)2 -Ph, 2,3 - (Cl)2 -Ph, 4-MeS-Ki3 , [443 :2,4-(Cl):-Ph, 2,3-(Cl)2-Ph, 4-CN-Ph], [444 : 2,4-{Cl}2-Ph, 2,3-fCl}2 -Ph, 4-AcNH-Ph], [445 : 2,4-(Cl)2-Ph, 2,4- {F}5-?h, 172 320644 200922468 2-F-Ph], [446 : 2,4-{CI)2-Pk, 2,4-(F)2-Ph, 2-Cl-Ph] , [447: 2.4- (Cl) 2-Ph, 2,4-(F)2-?hf 3-CF3-Ph], [448 : 2,4- (Cl) 2 -Ph, 2.4- (F)2-Ph,4-MeS-?h],[443:2,4-(Cl)2-Ph,2,4-(F)2-Ph,4-CN-Ph] f [45 0:2,4-(01)2-5:-1, 2,4-(F;i2-Ph, 4-AcNH-Ph], [451: 2.4- iCl)2-:Ph” 2,6-(F)2-Ph, 2-F-Ph], [452:2,4-(Cl)2-Ph, 2.6- {F)j-Ph, 2-Ci-Ph] , [453 : 2 ( 4-{Cl} 2-Ph, 2/€-(F)2-Ph, 3- CF5-Ph] ( [454 : 2,4- (Cl) 2-Ph, 2 r 6-(Fj 2-Ph, 4-MeS-Ph], [455: 2.4- (Cl)z-Ph, 2,6-(F)2-Ph, 4-CK-Ph] , [456 : 2,4 - (Cl):-Ph, 2.6- (F)2-Ph, 4-AcNH-Ph], [457 : 2,4-(Cl)2-Ph( 3,4-(F)2-Fh, 2-F-Ph] , [458 : 2,4- (Cl}2-Ph, 3,4-(Fh-Ph, 2-Cl-Ph] , [4Ξ9 : 2.4- (Cl) 2-Ph, 3,4-(F)2-Phr 3-CF3-Ph], [460 : 2,4-(Cl) 2-Ph, 3.4- (F)2-Ph, 4-MeS-Ph] , [461 : 2,4-(Cl)2-Ph, 3,4-{F)2-Ph, 4- GN-PhJ f [462 : 2,4- (Cl)z -Ph, 3,4- {F)2 -Ph, 4-AclsfH-Ph] , [463 : 2.4- (Cl)2-Ph, 3(5-(F)j-Ph, 2-?-Ph], [464 : 2,4- (Cl)2-Ph, 3.5- (F)2-Ph, 2-Cl-Ph] , i465 : 2,4-{Cl}2-Ph, 3,5-(F}2-Ph, 3- CF3 - ?h] , [466 .: 2,4-(Cl)2-Ph, 3,5- (F}s -Ph, 4-MeS-Ph] , [467 : 2.4- (Cl}2-Ph, 3,5-(F): -Ph, 4-CK-Ph], [4SS : 2,4 - (Cl&gt;2-Ph, 3.5- (?}2-?h, 4-ΑοΙΊΗ-ΡΗ] , [46S : 2 r 4-(Cl) 2-Ph, 4-Et-Ph, Ph], 1470 : 2,4- (Cl)a-Ph, 4-Et-Ph, 3-F-Ph】,[471 : 2,4- (Cl) : -Ph, 4-3t-Pfa, 3-Me-Ph] , [472 : 2,4-(Cl)2-Ph, 4-St-?h, 4-F-Ph], [473 : 2,4-(Cl)2-Ph, 4-2--Ph, 4-Me-Ph]( [474 : 2,4-(Cl}2-Ph, 4-Et-Ph, 4-CF3-Ph], [47S : 2,4-{Ci)2-Ph, 4-3t-?h, 4-?h, Ph], [476 :2,4- (ClJs-Ph, 4-Et-Ph, 3,4- (Me), -Ph] , [477 ; 2,4- {Cl}2-?h, 4-Et-Ph, 5-In], [478:2,4-(Cl}3-Ph, 4-EtS-Ph, ?h] , [479 : 2f 4-4-EtS-Pli, 3-F-?hj , [480 : 2,4- 173 320644 200922468 (Clh-Ph, 4-EtS-?h, 3-Me-Ph] , [4B1 : 2,4- (Cl) 2 -Ph, 4-EtS~Ph, 4-F-Ph] , [482 : 2,4- (Cl); -PL·, 4-EtS-Ph, 4-Me-Ph] , [463 : 2,4- (Cl}2-Ph, 4-EtS-Ph, 4-C?3-Ph] , [4S4 : 2,4-(Cl)2-Ph, 4-EtS-Gi-?h] , [438 : 2,4- {Cl) 2 -Ph, 4-F-Ph, 4:-AcNH-Ph] , [439 : 2,4- (Cl)2-Ph, 2, 3-(Cl)2-Ph, 2-F-Phj, [44G : 2,4 - (Cl)2-Ph, 2,3-(Cl)2-Ph, 2-Cl-Ph], [441 : 2,4-(Cl)2-Ph, 2,3 -{Cl}2-Ph, 3- CFS -Ph] , [442 : 2,4- (Cl)2-Ph, 2,3 - (Cl) 2 -Ph, 4-MeS-Ki3 , [443 :2,4-(Cl):-Ph, 2,3-(Cl)2-Ph, 4-CN-Ph], [444 : 2,4-{ Cl}2-Ph, 2,3-fCl}2 -Ph, 4-AcNH-Ph], [445 : 2,4-(Cl)2-Ph, 2,4-{F}5-?h, 172 320644 200922468 2-F-Ph], [446 : 2,4-{CI)2-Pk, 2,4-(F)2-Ph, 2-Cl-Ph] , [447: 2.4- (Cl) 2 -Ph, 2,4-(F)2-?hf 3-CF3-Ph], [448 : 2,4- (Cl) 2 -Ph, 2.4- (F)2-Ph,4-MeS-?h ],[443:2,4-(Cl)2-Ph,2,4-(F)2-Ph,4-CN-Ph] f [45 0:2,4-(01)2-5:- 1, 2,4-(F;i2-Ph, 4-AcNH-Ph], [451: 2.4- iCl)2-:Ph" 2,6-(F)2-Ph, 2-F-Ph], [452:2,4-(Cl)2-Ph, 2.6- {F)j-Ph, 2-Ci-Ph] , [453 : 2 ( 4-{Cl} 2-Ph, 2/€-(F )2-Ph, 3-CF5-Ph] ( [454 : 2,4- (Cl) 2-Ph, 2 r 6-(Fj 2-Ph, 4-MeS-Ph], [455: 2.4- (Cl ) z-Ph, 2,6-(F)2-Ph, 4-CK-Ph] , [456 : 2,4 - (Cl):-Ph, 2.6- (F)2-Ph, 4-AcNH- Ph], [457 : 2,4-(Cl)2-Ph( 3,4-(F)2-Fh, 2-F-Ph] , [458 : 2,4- (Cl}2-Ph, 3,4-(Fh-Ph, 2-Cl-Ph] , [4Ξ9 : 2.4- (Cl) 2-Ph, 3,4-(F) 2-Phr 3-CF3-Ph], [460 : 2,4-(Cl) 2-Ph, 3.4- (F)2-Ph, 4-MeS-Ph], [461 : 2,4-(Cl) 2-Ph, 3,4-{F)2-Ph, 4- GN-PhJ f [462 : 2,4- (Cl)z -Ph, 3,4-{F)2 -Ph, 4-AclsfH- Ph] , [463 : 2.4- (Cl)2-Ph, 3(5-(F)j-Ph, 2-?-Ph], [464 : 2,4- (Cl)2-Ph, 3.5- ( F) 2-Ph, 2-Cl-Ph], i465: 2,4-{Cl}2-Ph, 3,5-(F}2-Ph, 3-CF3-?h], [466 .: 2 ,4-(Cl)2-Ph, 3,5- (F}s -Ph, 4-MeS-Ph] , [467 : 2.4- (Cl}2-Ph, 3,5-(F): -Ph , 4-CK-Ph], [4SS : 2,4 - (Cl&gt;2-Ph, 3.5- (?}2-?h, 4-ΑοΙΊΗ-ΡΗ] , [46S : 2 r 4-(Cl) 2 -Ph, 4-Et-Ph, Ph], 1470 : 2,4- (Cl)a-Ph, 4-Et-Ph, 3-F-Ph], [471 : 2,4- (Cl) : - Ph, 4-3t-Pfa, 3-Me-Ph] , [472 : 2,4-(Cl)2-Ph, 4-St-?h, 4-F-Ph], [473 : 2,4- (Cl)2-Ph, 4-2--Ph, 4-Me-Ph]( [474 : 2,4-(Cl}2-Ph, 4-Et-Ph, 4-CF3-Ph], [47S : 2,4-{Ci)2-Ph, 4-3t-?h, 4-?h, Ph], [476 :2,4- (ClJs-Ph, 4-Et-Ph, 3,4- ( Me), -Ph] , [477 ; 2,4- {Cl}2-?h, 4-Et-Ph, 5-In], [478:2,4-(Cl}3-Ph, 4-EtS -Ph, ?h] , [479 : 2f 4-4-EtS- Pli, 3-F-?hj, [480 : 2,4- 173 320644 200922468 (Clh-Ph, 4-EtS-?h, 3-Me-Ph] , [4B1 : 2,4- (Cl) 2 - Ph, 4-EtS~Ph, 4-F-Ph] , [482 : 2,4- (Cl); -PL·, 4-EtS-Ph, 4-Me-Ph] , [463 : 2,4- (Cl}2-Ph, 4-EtS-Ph, 4-C?3-Ph], [4S4: 2,4-(Cl)2-Ph, 4-EtS-

Ph, 4-Ph, ?h] , [485 : 2,4-{Cl)2-?h, 4-EtS-Ph, 3,4- (Me)2-Ph], Ϊ4Β6 : 2,4-(Cl)2-Ph, 4-EtS-Ph, 5-In], [487 : 2,4- (Cl)2-Ph, 4- CK-Ph, Ph] , [48B : 2,4-(Cl) 2-Ph, 4-CK-Ph, 3-F-Ph] , [489 : 2.4- (Cl〉2-Ph, 4-CN-Ph, 3-Me-?h] , [490 : 2,4 - (Cl)2-Ph, 4-CN-Ph, 4-Ph, ?h] , [485 : 2,4-{Cl)2-?h, 4-EtS-Ph, 3,4-(Me)2-Ph], Ϊ4Β6 : 2,4-( Cl)2-Ph, 4-EtS-Ph, 5-In], [487 : 2,4-(Cl)2-Ph, 4- CK-Ph, Ph] , [48B : 2,4-(Cl) 2-Ph, 4-CK-Ph, 3-F-Ph], [489 : 2.4- (Cl>2-Ph, 4-CN-Ph, 3-Me-?h], [490 : 2,4 - (Cl)2-Ph, 4-CN-

Pii, 4-F-Ph] , [491 : 2,4-{Cl)2-Ph, 4-CN-?h, 4-Me-Ph] , [492 : 2.4- {Cl)2-Ph, 4-CN-Ph, 4-CF3-Ph]f [493 : 2,4 - (Cl) ;.-Phf 4-CK-Pii, 4-F-Ph] , [491 : 2,4-{Cl)2-Ph, 4-CN-?h, 4-Me-Ph] , [492 : 2.4- {Cl)2-Ph, 4 -CN-Ph, 4-CF3-Ph]f [493 : 2,4 - (Cl) ;.-Phf 4-CK-

Ph, 4-?h, Ph] , [4S4 : 2,4- (Cl)2 -Ph, 4-CN-Ph, 3,4 - (Me) 2 -Ph], [495 : 2,4- {Cl)a-Ph, 4-CN-Ph, 5-In] , [496 : 2,4- (Cl) 2 -Ph, 4-Ph, 4-?h, Ph] , [4S4 : 2,4-(Cl)2 -Ph, 4-CN-Ph, 3,4 - (Me) 2 -Ph], [495 : 2,4- { Cl)a-Ph, 4-CN-Ph, 5-In] , [496 : 2,4- (Cl) 2 -Ph, 4-

AcNH-Ph, Ph] , [497 : 2,4- (Cl)2 -Pll, 4-AcNK-Phr 3-F-Ph] , [49S :2,4-(Ci}2-Ph, 4-AcNH-Ph, 3-Me-Ph] , [499 : 2,4- (Cl)2-Ph, 4-AcNH-Ph, Ph] , [497 : 2,4- (Cl) 2 -Pll, 4-AcNK-Phr 3-F-Ph] , [49S :2,4-(Ci}2-Ph, 4-AcNH -Ph, 3-Me-Ph] , [499 : 2,4- (Cl)2-Ph, 4-

AcKH-Ph, 4-F-Ph], [500 ; 2,4-(Cl)2-Ph, 4-AcNH-Ph, 4-Me-Ph], [501 : 2,4- (Cl}2 -Ph, 4-AcNH-Ph, 4-CF3-Ph] , [502 ; 2,4- (Cl}2 -AcKH-Ph, 4-F-Ph], [500; 2,4-(Cl)2-Ph, 4-AcNH-Ph, 4-Me-Ph], [501 : 2,4- (Cl}2 - Ph, 4-AcNH-Ph, 4-CF3-Ph] , [502 ; 2,4- (Cl}2 -

Ph, 4-AcNH-Ph, 4-Ph, Ph] , [503 : 2,4- (Cl) 2 -?h, 4-Acl'iH-?h, 3.4- (Me)2-Ph] , |504 : 2,4-(Cl)2-Ph, 4-AcNH-Ph, 5-In] , [5 05 : 2.4- (Cl)2-Ph, 5-In^Ph], [506 : 2,4-(Cl)z-Ph, 5-In, 3-F-Ph], [5C7 : 2,4-{Cl)2-?h, 5-In, 3-Me-Ph] , [508 : 2,4 -(Cl)2-Ph, 5-Ph, 4-AcNH-Ph, 4-Ph, Ph] , [503 : 2,4- (Cl) 2 -?h, 4-Acl'iH-?h, 3.4- (Me)2-Ph] , | 504 : 2,4-(Cl)2-Ph, 4-AcNH-Ph, 5-In] , [5 05 : 2.4- (Cl)2-Ph, 5-In^Ph], [506 : 2,4 -(Cl)z-Ph, 5-In, 3-F-Ph], [5C7: 2,4-{Cl)2-?h, 5-In, 3-Me-Ph], [508: 2, 4 -(Cl)2-Ph, 5-

In( 4-F-Ph], [5D9 : 2,4-(Cl)2-Ph, 5-In, 4-Me-Ph], [510 : 2,4- (Cl}2-Phf 5-In, 4-CF3-Ph3, [511 : 2,4-(Cl}2-?h, 5-In, 4-Ph,In( 4-F-Ph], [5D9 : 2,4-(Cl)2-Ph, 5-In, 4-Me-Ph], [510 : 2,4- (Cl}2-Phf 5-In , 4-CF3-Ph3, [511 : 2,4-(Cl}2-?h, 5-In, 4-Ph,

Ph] , 1512 : 2,4-(Cl);-Ph( 5-In, 3;4-(Me)2-Ph] , [513:2,4- (Clh-Ph, S-In'5-ΙΠ], E514:2,4-(C1)2-Ph, 1-Np, Ph], [515: 2.4- {Cl)2-?h, 1-Np^ 3-F-?h], [516 : 2,4-(Cl)3-Ph, i-Kp,3-Me- ?h] , [517 : 2,4-(Cl}2-Ph, 1-Np, 4-F-Ph] , [51B : 2,4- CCI)2-Ph, 174 320644 200922468 1- Kp, 4-Me-Ph] , [519 : 2 ( 4 - {Cl) 2-Ph( 1-i-Jp, 4-CF3-Ph], [520: 2.4- (Cl)2-Ph, 1-Npr 4-Ph, Ph], |521 : 2,4-{Cl)2-Ph, 1-Np, 3.4- (Me) 2-Ph] , [522 : 2,4-(Cl)2-Phf 1-Np^5-In], [523:2,4- (ClJz-Ph, 3-Me-2-Kp, Ph] , [524 : 2,4-(Cl}2-Ph, 3-Me-2-Np^3- F-Ph] , [525 : 2,4-(Cl)2-?h, 3-Me-2-Hp, 3-Me-Ph] , [526 : 2,4- (CD.-Ph, 3-Me-2-Np, 4-F-Ph], [527 : 2,4-{Cl} 2-Ph, 3-Me-2-Ph] , 1512 : 2,4-(Cl);-Ph( 5-In, 3;4-(Me)2-Ph] , [513:2,4- (Clh-Ph, S-In'5- ΙΠ], E514: 2,4-(C1)2-Ph, 1-Np, Ph], [515: 2.4- {Cl)2-?h, 1-Np^ 3-F-?h], [516 : 2,4-(Cl)3-Ph, i-Kp,3-Me-?h] , [517 : 2,4-(Cl}2-Ph, 1-Np, 4-F-Ph] , [ 51B : 2,4- CCI)2-Ph, 174 320644 200922468 1- Kp, 4-Me-Ph] , [519 : 2 ( 4 - {Cl) 2-Ph( 1-i-Jp, 4-CF3- Ph], [520: 2.4- (Cl)2-Ph, 1-Npr 4-Ph, Ph], |521 : 2,4-{Cl)2-Ph, 1-Np, 3.4- (Me) 2- Ph] , [522 : 2,4-(Cl)2-Phf 1-Np^5-In], [523:2,4- (ClJz-Ph, 3-Me-2-Kp, Ph] , [524 : 2,4-(Cl}2-Ph, 3-Me-2-Np^3-F-Ph] , [525 : 2,4-(Cl)2-?h, 3-Me-2-Hp, 3-Me-Ph] , [526 : 2,4- (CD.-Ph, 3-Me-2-Np, 4-F-Ph], [527 : 2,4-{Cl} 2-Ph, 3 -Me-2-

Np, 4-Me-Ph] , [52S : 2,4- (Cl} 2-Ki, 3-Me-2-Np, 4-CF3-Ph], [529 : 2,4-(Cl}2-Ph, 3-Me-2-Kp, 4-Ph, Ph] , [530 : 2,4- (Cl)2-Np, 4-Me-Ph] , [52S : 2,4- (Cl} 2-Ki, 3-Me-2-Np, 4-CF3-Ph], [529 : 2,4-(Cl}2- Ph, 3-Me-2-Kp, 4-Ph, Ph] , [530 : 2,4- (Cl)2-

Ph, 3-Me-2-Np、3,4-{Me)2-Ph] , [531 : 2,4-(Cl}2-Ph, 3-Me-2-Np 、5-In], |532 : 3,5-(Cl}2-Ph, Ph, 2-Me-Ph], [533 : 3,5-(Cl)2-Ph, 3-Me-2-Np, 3,4-{Me)2-Ph] , [531 : 2,4-(Cl}2-Ph, 3-Me-2-Np, 5-In], | 532 : 3,5-(Cl}2-Ph, Ph, 2-Me-Ph], [533 : 3,5-(Cl)2-

Ph, 2-F-Ph, 2-F-Ph], [534 :3,5-(Cl)2-Ph, 2-F-Ph, 2-Cl-Ph], [535 : 3,5- (Cl)2-Ph, 2-F-Ph, 3-CF3-Ph] , [S36 : 3,5- (Cl)2-Ph, 2- F-Ph, 4-MeS-Ph] , [537 : 3,5- (Cl) 2-Ph, 2-F-Ph, 4-CZN-Ph], [538 : 3,5-(Cl}2-Fh, 2-F-Ph, 4-AcKH-Ph] , 1539 : 3,5- (Cl}2 ~Ph, 3- Cl-?h, 2-Me-PhJ , 1540 : 3,5-(Cl)2-Ph, 3-Cl-Ph, 2-F-Phj , [541 : 3,5- (Cl)2-Ph, 3-Cl-Ph, 2-Cl-Ph] , [542 : 3,5- (Cl)2-?h, 3-Cl-Ph, 3-CF3-Ph], [543 : 3,5-(Cl)2 *Ph, 3-Cl-Ph, 4-MeS-Ph], [S44:3,5-(C1&gt;2-Ph, 3-Cl-Ph, 4-CN-Ph], [54S:3,S-&lt;Cl)2-;Ph, 3- Cl-Ph, 4-AcNH-P]l】,[S46 : 3,5- (Cl) 2 - Ph, 3-CF3 -?h, 2-Me-Ph, 2-F-Ph, 2-F-Ph], [534 :3,5-(Cl)2-Ph, 2-F-Ph, 2-Cl-Ph], [535 : 3,5- ( Cl)2-Ph, 2-F-Ph, 3-CF3-Ph], [S36: 3,5-(Cl)2-Ph, 2-F-Ph, 4-MeS-Ph], [537 : 3 , 5-(Cl) 2-Ph, 2-F-Ph, 4-CZN-Ph], [538 : 3,5-(Cl}2-Fh, 2-F-Ph, 4-AcKH-Ph], 1539 : 3,5- (Cl}2 ~Ph, 3-Cl-?h, 2-Me-PhJ , 1540 : 3,5-(Cl)2-Ph, 3-Cl-Ph, 2-F-Phj , [541 : 3,5- (Cl)2-Ph, 3-Cl-Ph, 2-Cl-Ph] , [542 : 3,5- (Cl)2-?h, 3-Cl-Ph, 3 -CF3-Ph], [543 : 3,5-(Cl)2 *Ph, 3-Cl-Ph, 4-MeS-Ph], [S44:3,5-(C1&gt;2-Ph, 3-Cl -Ph, 4-CN-Ph], [54S:3,S-&lt;Cl)2-;Ph, 3-Cl-Ph, 4-AcNH-P]l],[S46 : 3,5- (Cl ) 2 - Ph, 3-CF3 -?h, 2-Me-

Ph] , [547 : 3,5- (Cl}2-Ph, 4-F-?h, 2-Me-Ph], [548 : 3,5-(Cl)2-Ph] , [547 : 3,5- (Cl}2-Ph, 4-F-?h, 2-Me-Ph], [548 : 3,5-(Cl)2-

Ph, 4-F-Fh, 2-F-Ph] , [549 : 3,5- (Cl) 2 -Pii, 4-r-Ph, 2-Cl-Ph], [550 : 3,5- (Cl) 2-?h, 4-F-?h, 3-CF3-Ph], [551 : 3,5-(Cl) 2-Ph, 4- F-Ph, 4-Me£-Ph], [552:3,5-(Cl)2-?h, 4-F-Ph, 4-CH-Ph], Γ553 : 3,5- {Cl}2-Ph, 4-F-Ph, 4-Ac3SH-?h] , [554 : 3,5-(Cl) 2-?h, 4-MeO-Ph, 2-Me-?h] , [555 : 3,5-(Cl}2-Ph, 2,3-(Cl}2-Ph, 2-Me- 175 320644 200922468Ph, 4-F-Fh, 2-F-Ph] , [549 : 3,5- (Cl) 2 -Pii, 4-r-Ph, 2-Cl-Ph], [550 : 3,5- ( Cl) 2-?h, 4-F-?h, 3-CF3-Ph], [551 : 3,5-(Cl) 2-Ph, 4-F-Ph, 4-Me£-Ph], [ 552:3,5-(Cl)2-?h, 4-F-Ph, 4-CH-Ph], Γ553 : 3,5- {Cl}2-Ph, 4-F-Ph, 4-Ac3SH- ?h] , [554 : 3,5-(Cl) 2-?h, 4-MeO-Ph, 2-Me-?h] , [555 : 3,5-(Cl}2-Ph, 2,3 -(Cl}2-Ph, 2-Me- 175 320644 200922468

Ph] , [556 : 3,5- (Cl) ,-Ph, 2,3 - (Cl) 2-Ph, 2-F-Ph] , [557 : 3,5- (CDa-Ph, 2,3-(Cl) 2-Pli, 2-Cl-Ph], [55S : 3,5-(Cl) 2-Ph, 2,3- (Cl)2-Ph, 3-CF3-Ph], {55S : 3,5- (Cl)2-Ph, 2,3 - (Cl) 2-Ph, 4-Ph] , [556 : 3,5- (Cl) ,-Ph, 2,3 - (Cl) 2-Ph, 2-F-Ph] , [557 : 3,5- (CDa-Ph, 2,3 -(Cl) 2-Pli, 2-Cl-Ph], [55S : 3,5-(Cl) 2-Ph, 2,3- (Cl)2-Ph, 3-CF3-Ph], {55S : 3,5- (Cl)2-Ph, 2,3 - (Cl) 2-Ph, 4-

MeS-?h], [560:3,5-{Cl)2-Pli, 2,3-{Cl)2-?h, 4-CN-Ph], [S61: 3,5-(Cl):-Ph, 2,3-(Cl) 2-Ph, 4-Ad'5H-Fh] , 1562 : 3,5* (Cl) 2-Pli, 2.4- (F)2-Ph, 2-F-Ph] , [563 : 3,5-(Cl) 2-Ph, 2,4-{F)2-Ph, 2-MeS-?h], [560:3,5-{Cl)2-Pli, 2,3-{Cl)2-?h, 4-CN-Ph], [S61: 3,5-(Cl): -Ph, 2,3-(Cl) 2-Ph, 4-Ad'5H-Fh] , 1562 : 3,5* (Cl) 2-Pli, 2.4- (F)2-Ph, 2-F-Ph ] , [563 : 3,5-(Cl) 2-Ph, 2,4-{F)2-Ph, 2-

Cl-Ph] , [564 : 3,5- {Cl}2-Ph, 2,4-(F)2-Ph, 3-CFa-Ph], {565: 3.5- (Cl)2-Ph, 2,4-(F)2-Ph, 4-MeS-Ph] , [566 : 3,5-(Cl)2-Ph, 2.4- (F)2-Ph, 4-CN-Ph], [567 : 3,5- (Cl) 2-Ph, 2,4-{F)2-Ph, 4-Cl-Ph] , [564 : 3,5- {Cl}2-Ph, 2,4-(F)2-Ph, 3-CFa-Ph], {565: 3.5- (Cl)2-Ph, 2 , 4-(F)2-Ph, 4-MeS-Ph] , [566 : 3,5-(Cl)2-Ph, 2.4- (F)2-Ph, 4-CN-Ph], [567 : 3,5- (Cl) 2-Ph, 2,4-{F)2-Ph, 4-

AcNH-?h3 , [568 : 3,5-(Cl)2-Ph, 2,6- (F}2 -Ph, 2-F-Ph] , [569 : 3.5- {Cl)2-?h, 2,6-{F)2-Ph, 2-Cl-?h3, [570 : 3,5-(Cl)2-Ph, 2.5- (F)2-Ph, 3-CF3-Ph], [S71:3,S-(Clh-Pli, 2,6-(F)2-Ph, 4-AcNH-?h3 , [568 : 3,5-(Cl)2-Ph, 2,6- (F}2-Ph, 2-F-Ph], [569 : 3.5- {Cl)2-?h, 2,6-{F)2-Ph, 2-Cl-?h3, [570 : 3,5-(Cl)2-Ph, 2.5- (F)2-Ph, 3-CF3-Ph], [S71 :3,S-(Clh-Pli, 2,6-(F)2-Ph, 4-

Me3-Ph] , [572 : 3,5- (Cl}2 -Ph, 2( 6- (F)2-Phi 4-CN-Ph] , [573: 3.5- (Cl)2-Ph, 2,£-{F}2-Ph, 4-AcNH-Ph], 1574 : 3,5-{Cl)2 3.4- (F) 2-Ph, 2-F-Ph], [575 13,5-(01)2^11, 3,4-(F)2-Ph, 2-Me3-Ph] , [572 : 3,5- (Cl}2 -Ph, 2( 6- (F)2-Phi 4-CN-Ph] , [573: 3.5- (Cl)2-Ph, 2, £-{F}2-Ph, 4-AcNH-Ph], 1574 : 3,5-{Cl)2 3.4- (F) 2-Ph, 2-F-Ph], [575 13,5-(01 )2^11, 3,4-(F)2-Ph, 2-

Cl-Ph] ; [576 : 3,5- (Cl}2-Ph, 3,4-{F;£-Ph, 3-CF3-?h], [577: 3.5- (Cl)2-Ph, 374-(F)2-Ph, 4-MeS-Ph], [578 : 3,5-(Cl)2-Ph, 3.4- (F)2-Ph, 4-CN-Ph], [579 :3,5-(Clh-Ρϊι, 3,4- (F〉2-Hi, 4-Cl-Ph] ; [576 : 3,5- (Cl}2-Ph, 3,4-{F; £-Ph, 3-CF3-?h], [577: 3.5- (Cl)2-Ph, 374-(F)2-Ph, 4-MeS-Ph], [578 : 3,5-(Cl)2-Ph, 3.4- (F)2-Ph, 4-CN-Ph], [579 :3 ,5-(Clh-Ρϊι, 3,4- (F>2-Hi, 4-

AcNH-Ph] , [58D : 3,5-(Cl)2-Ph, 3,5-(F)2-Ph/ 2-F-Ph] , [581: 3.5- (Cl)2-Ph, 3,S-(F)2-;Ph, 2-Ci-Ph}, [SB2:3,5-(C1〉2-Ph, 3.5- (F)2-Ph, 3-CF3-Ph], [563 : 3,5-{Cl}:-Ph, 3,5-(F)2-Ph, 4-AcNH-Ph] , [58D : 3,5-(Cl)2-Ph, 3,5-(F)2-Ph/ 2-F-Ph], [581: 3.5- (Cl)2-Ph, 3 ,S-(F)2-;Ph, 2-Ci-Ph}, [SB2:3,5-(C1>2-Ph, 3.5-(F)2-Ph, 3-CF3-Ph], [563 : 3,5-{Cl}:-Ph, 3,5-(F)2-Ph, 4-

MeS-Ph] f [584 : 3,S-(Cl)2-Ph( 3,5-(F}2-Ph, 4-a&lt;I-Ph] , [585: 3; 5-(Cl}2-Ph, 4-AcNK-?h] , [586 : 3,5 - (Cl) 2-Ph, 4-Et-Ph, ?h] , [587 : 3,5-(Cl)2-Ph, 4-St-Ph, 3-F-Ph], [588: 3.5- fCDi-Ph, 4-Et-Ph, 3-Me-Ph], [5B9:3,5-(Cl)2-Ph, 4-Et- 176 320644 200922468MeS-Ph] f [584 : 3,S-(Cl)2-Ph( 3,5-(F}2-Ph, 4-a&lt;I-Ph] , [585: 3; 5-(Cl}2 -Ph, 4-AcNK-?h] , [586 : 3,5 - (Cl) 2-Ph, 4-Et-Ph, ?h] , [587 : 3,5-(Cl)2-Ph, 4 -St-Ph, 3-F-Ph], [588: 3.5- fCDi-Ph, 4-Et-Ph, 3-Me-Ph], [5B9:3,5-(Cl)2-Ph, 4- Et- 176 320644 200922468

Phf 4-F-?h] ; [590 : 3,5- (Cl)2 -Ph, 4-Et-Phy 4-Me-Ph] , [551 : 3.5- (Cl) 2-Ph, 4-Et-Ph, 4-CF3-Ph] , [592 : 3,5-{Cl} 2-Ph, 4-Et-Phf 4-F-?h] ; [590 : 3,5- (Cl) 2 -Ph, 4-Et-Phy 4-Me-Ph] , [551 : 3.5- (Cl) 2-Ph, 4-Et -Ph, 4-CF3-Ph] , [592 : 3,5-{Cl} 2-Ph, 4-Et-

Ph, 4-Ph, Ph] , [593 : 3,5- (Ci)2 -Ph, 4-St-Ph, 3,4- (Me)2 -Ph], [594:3,5-(Clh-Ph, 4-Et-Ph, 5-ln], [5S5:3,5-(C1)2-Ph, 4-Ph, 4-Ph, Ph] , [593 : 3,5- (Ci)2 -Ph, 4-St-Ph, 3,4-(Me)2 -Ph], [594:3,5-(Clh -Ph, 4-Et-Ph, 5-ln], [5S5:3,5-(C1)2-Ph, 4-

EtS-Ph, Ph] , [595 ; 3,5- (Cl)2-?h, 4-EtS-Ph, 3-F-Ph] , [597 : 3.5- (Cl)2-Ph, 4-EtS-Ph, 3-Me-Ph] , 1536 : 3,5- (Cl)2-Ph, 4-EtS-Ph, Ph] , [595 ; 3,5- (Cl)2-?h, 4-EtS-Ph, 3-F-Ph] , [597 : 3.5- (Cl)2-Ph, 4-EtS -Ph, 3-Me-Ph] , 1536 : 3,5- (Cl)2-Ph, 4-

EtS-Ph, 4-F-Ph] , [599 )3,5-(Cl}2-Ph, 4-EtS-Ph, 4-Me-Ph], [600 :3,5- {Cl}2-Ph, 4-EtS-Ph, 4-CF3-Ph] , [6D1 : 3,5- (Cl)2-EtS-Ph, 4-F-Ph] , [599 )3,5-(Cl}2-Ph, 4-EtS-Ph, 4-Me-Ph], [600 :3,5- {Cl}2- Ph, 4-EtS-Ph, 4-CF3-Ph] , [6D1 : 3,5- (Cl)2-

Ph, 4-StS-Ph, 4-Ph, Ph] , [602 ; 3,5- (Cl)2 -Ph, 4-2tS-Ph, 3,4- {Me) 2 - ?h] , [6C3 : 3f 5-{Cl)2-Ph, 4-EcS-Ph, 5-In] , [604 : 3,5- (Cl)2 -Ph, 4-Oi-Ph, Ph] , £S05 : 3,5 - (Ci}2 -Ph, 4-CN-Phf 3-F-Ph, 4-StS-Ph, 4-Ph, Ph], [602; 3,5-(Cl)2 -Ph, 4-2tS-Ph, 3,4- {Me) 2 - ?h] , [6C3 : 3f 5-{Cl)2-Ph, 4-EcS-Ph, 5-In] , [604 : 3,5- (Cl) 2 -Ph, 4-Oi-Ph, Ph] , £S05 : 3, 5 - (Ci}2 -Ph, 4-CN-Phf 3-F-

Ph] , [6C6 : 3,5-(Cl)2-Ph, 4-CN-Ph, 3-Me-Ph], [607 :3,5- (Cl)2-Ph, 4-Cli-?h, 4-F-Ph] , [60B : 3,5- (Cl)2 -Ph, 4-CN-Ph, 4-Ph] , [6C6 : 3,5-(Cl)2-Ph, 4-CN-Ph, 3-Me-Ph], [607 :3,5- (Cl)2-Ph, 4-Cli-?h , 4-F-Ph] , [60B : 3,5- (Cl)2 -Ph, 4-CN-Ph, 4-

Me-Ph] , [603 : 3,5-(Cl} 2-Ph, 4-Qi-Phr 4-CF3-Ph] , [610 : 3,5- (Cl)2-Ph, 4-CK-Ph, 4-Ph, Ph] , [ 611 : 3,5 (Cl) 2 - Ρ:η, 4-CK-Ph, 3.4- (Me}2-Ph] , [512 : 3,5- ;Cl)2-Ph, 4-CM-Ph, 5-In], [613 : 3.5- (Cl)2 -Ph, 4-AcNH-Ph, Ph] , [614 : 3 , S-(Cl) 2 -Ph, 4 -AcNH-Me-Ph] , [603 : 3,5-(Cl} 2-Ph, 4-Qi-Phr 4-CF3-Ph] , [610 : 3,5- (Cl)2-Ph, 4-CK-Ph , 4-Ph, Ph] , [ 611 : 3,5 (Cl) 2 - Ρ: η, 4-CK-Ph, 3.4- (Me}2-Ph] , [512 : 3,5- ;Cl)2 -Ph, 4-CM-Ph, 5-In], [613 : 3.5- (Cl) 2 -Ph, 4-AcNH-Ph, Ph] , [614 : 3 , S-(Cl) 2 -Ph, 4 -AcNH-

Ph, 3-F-Phj , [615 : 3,5- (Cl)2 -?h, 4-AcKH-Ph, 3-Me-Ph] , [616 :3,5- (Cl)2 4-AcKH-Ph, 4-P-Ph] , [617 : 3,5- (Cl) 2 -Phr 4-Ph, 3-F-Phj , [615 : 3,5- (Cl) 2 -?h, 4-AcKH-Ph, 3-Me-Ph] , [616 :3,5- (Cl)2 4-AcKH -Ph, 4-P-Ph] , [617 : 3,5- (Cl) 2 -Phr 4-

AcNH-Ph, 4-Me-Ph] ( [SIB : 3,5-,!C1) 2 4-AcIiH-Ph, 4-CF3 -AcNH-Ph, 4-Me-Ph] ( [SIB : 3,5-,!C1) 2 4-AcIiH-Ph, 4-CF3 -

Ph] , [619 : 3,5- (Cl}2 -Ph, 4-AcHH-Ph, 4-Ph, Ph] , [620 : 3,5- {Cl)2-Ph, 4-AcKH-?h, 3,4~(Me}2-Ph] , [621 : 3,5-{Cl)2-Ph, 4-Ph] , [619 : 3,5- (Cl}2 -Ph, 4-AcHH-Ph, 4-Ph, Ph] , [620 : 3,5- {Cl)2-Ph, 4-AcKH-?h , 3,4~(Me}2-Ph] , [621 : 3,5-{Cl)2-Ph, 4-

AcNH-Ph, 5-In], [622 : 3,5-(Cl)2-Ph, 5-In、Pb] , [623:3,5- (C1) 2 - Ph, 5 - In, 3 -F-Ph·] , [〇24 . 3,5-{Cl)2 - Ph, 5 _ 工n, 3 -Ms - ?h], [625 : 3,5-(Cl)2-Phr 5-In, 4-F-?h], [S26 : 3,5-(Cl}2-Ph, 177 320644 200922468 5-In, 4-Me-Ph], [627:3,5-{Cl)2-Ph, 5-In, 4-CF3-Ph], [626: 3,S-(Cl)2-:Pli, 5-In, 4-Ph, Ph], [622:3,S-(C;U2-Ph, 5-In, 3,4-(Me)2-Pb] , [630 : 3,5- (Cl)2-Ph, 5-In, 5~In], [53113,5- (Cl)2-Ph, 1-Mp, Ph]; [632 : 3,5-(Cl)2-Ph, 1-Np% 3-F-Ph], [633 : 3,5- {CDi-Ph, 1-Np, 3-Me-Ph] , [634 : 3,5-(Cl) 2-Ph( 1-AcNH-Ph, 5-In], [622 : 3,5-(Cl)2-Ph, 5-In, Pb] , [623:3,5- (C1) 2 - Ph, 5 - In, 3 - F-Ph·] , [〇24 . 3,5-{Cl)2 - Ph, 5 _ work n, 3 -Ms - ?h], [625 : 3,5-(Cl)2-Phr 5-In , 4-F-?h], [S26 : 3,5-(Cl}2-Ph, 177 320644 200922468 5-In, 4-Me-Ph], [627:3,5-{Cl)2-Ph , 5-In, 4-CF3-Ph], [626: 3,S-(Cl)2-:Pli, 5-In, 4-Ph, Ph], [622:3,S-(C;U2- Ph, 5-In, 3,4-(Me)2-Pb] , [630 : 3,5- (Cl)2-Ph, 5-In, 5~In], [53113,5- (Cl)2 -Ph, 1-Mp, Ph]; [632 : 3,5-(Cl)2-Ph, 1-Np% 3-F-Ph], [633 : 3,5- {CDi-Ph, 1-Np , 3-Me-Ph] , [634 : 3,5-(Cl) 2-Ph( 1-

Np, 4-F-Ph] , [635 : 3,5-(Cl)2-Ph, 1-Wp, 4-Me-?hj , [635:3,5- (CD^-Ph, 1-Mp, 4-CF, -Ph], i637 : 3,5-(Cl) 2 -Ph, 1-Mp, 4-Ph, Ph] , [S38 : 3,5-(Cl)2-Ph, 1-Hp, 3r4-(Me)2-Ph], [639:3,5- (Cl)2-:Ph, l-Np、S-In], [S40:3,S-(Cl)2-:Ph, 3-Me-2-Np, ?h], [541 : 3,5- (Cl)2-Ph, 3-Me-2-Np、3-F-Ph】,[642 : 3,5- (Cl)2-Ph, 3-Me-2-Np、3-Me-Ph], [643 : 3,5-{Cl)£-Ph, 3-Me-2-Np, 4-F-Np, 4-F-Ph], [635 : 3,5-(Cl)2-Ph, 1-Wp, 4-Me-?hj, [635:3,5- (CD^-Ph, 1-Mp , 4-CF, -Ph], i637 : 3,5-(Cl) 2 -Ph, 1-Mp, 4-Ph, Ph] , [S38 : 3,5-(Cl)2-Ph, 1-Hp , 3r4-(Me)2-Ph], [639:3,5-(Cl)2-:Ph, l-Np, S-In], [S40:3,S-(Cl)2-:Ph, 3-Me-2-Np, ?h], [541 : 3,5- (Cl)2-Ph, 3-Me-2-Np, 3-F-Ph], [642 : 3,5- (Cl )2-Ph, 3-Me-2-Np, 3-Me-Ph], [643 : 3,5-{Cl) £-Ph, 3-Me-2-Np, 4-F-

Ph] , [644 : 3,5- (CDs-Ph, 3-Me-2-Np, 4-Me-Ph] , [645:3,5- (Cl)2-Ph, 3-Me-2-Npx 4-CF3-Ph], [645 : 3,5-{Cl)2-Ph, 3-Me-2- _Np, 4-Ph, Ph] r [S47 : 3,5- (Cl}2 -Ph, 3-Me-2-Np、3,4- (Me) 2-Ph] , [548 :3,5-iCl)2-Ph, 3-Me-2-Mp, 5-In] , [64 9 : 4-Et-Ph, Ph x Ph] , [650 : 4-Et-Ph, 2-F-Pn, 2-Me-PhJ , [651 : 4-JSt-Ph, 2-F-Ph] , [644 : 3,5- (CDs-Ph, 3-Me-2-Np, 4-Me-Ph] , [645:3,5- (Cl)2-Ph, 3-Me-2- Npx 4-CF3-Ph], [645 : 3,5-{Cl)2-Ph, 3-Me-2- _Np, 4-Ph, Ph] r [S47 : 3,5- (Cl}2 -Ph , 3-Me-2-Np, 3,4-(Me) 2-Ph] , [548 :3,5-iCl)2-Ph, 3-Me-2-Mp, 5-In] , [64 9 : 4-Et-Ph, Ph x Ph] , [650 : 4-Et-Ph, 2-F-Pn, 2-Me-PhJ , [651 : 4-JSt-Ph, 2-F-

Ph, 3-F-Ph] , [652 : 4-Et-Ph, 2-F-Ph, 3-Me-Ph] , [653 ; 4-3r;-Ph, 3-F-Ph] , [652 : 4-Et-Ph, 2-F-Ph, 3-Me-Ph], [653 ; 4-3r;-

Ph, 2-F-Ph, 4-F-Ph], [554 : 4-Et-Ph, 2-F-Ph, 4-Cl-Ph] , [655 :4-Et-Ph, 2-F-Ph, 4-Er-Ph] , Γ656 : 4-Et-Pb, 2-F-Ph, 4-Me-Ph, 2-F-Ph, 4-F-Ph], [554 : 4-Et-Ph, 2-F-Ph, 4-Cl-Ph] , [655 :4-Et-Ph, 2-F- Ph, 4-Er-Ph] , Γ656 : 4-Et-Pb, 2-F-Ph, 4-Me-

Ph] , [657 : 4-Et-Ph, 2-F-Ph, 4-iPr-Ph] f [656 : 4-Et-Ph, 2-F-Ph] , [657 : 4-Et-Ph, 2-F-Ph, 4-iPr-Ph] f [656 : 4-Et-Ph, 2-F-

Ph, 4-CF3-Pn], [659 :4-Et-Phr 2-F-Ph, 4-MeO-Ph], [6S0 : 4-Ph, 4-CF3-Pn], [659 :4-Et-Phr 2-F-Ph, 4-MeO-Ph], [6S0 : 4-

St-Ph, 2-F-Ph, 4-?h, ?h] , [661 : 4-Et-Ph, 2-P-Ph, 3,4-(2«Ie)2-St-Ph, 2-F-Ph, 4-?h, ?h], [661 : 4-Et-Ph, 2-P-Ph, 3,4-(2«Ie)2-

Ph], [662 : 4-St-Ph, 2-F-Ph, 5-Ιϋ], [663 : 4-Et-Ph, 3-CF3-Ph, 2- Me-Ph] , [664 : 4-Et-Ph, 3-CF3 -?h, 3-F-Ph] , [665 : 4r-3t-Ph, 3- CF3 -Ph, 3-]&gt;'le-?h] r 1666 : 4-Et-Ph, 3-CF3 -Ph, 4-F-Ph], [667 178 320644 200922468 ;4-Et-Ph, 3~C?3-Ph, 4-Cl-Phl, [666 : 4-3t-Ph, 3-CF3-Ph, 4-3r-Ph], [669 : 4-Et-Ph, 3-CP2-?h, 4-Me-Ph] , [£70 : 4-Et-Ph, 3-CF3 -Ph, 4-iPr-Ph] , [671 : 4-Et-Ph, 3-CF3 -Ph, 4-CF3 -Ph], [S72 : 4-Et-Ph, 3-CF3 -Fh., 4-MeO-Ph] , [673 : 4-Bt-Ph, 3-CP,-Ph], [662 : 4-St-Ph, 2-F-Ph, 5-Ιϋ], [663 : 4-Et-Ph, 3-CF3-Ph, 2-Me-Ph] , [664 : 4- Et-Ph, 3-CF3 -?h, 3-F-Ph] , [665 : 4r-3t-Ph, 3-CF3 -Ph, 3-]&gt;'le-?h] r 1666 : 4-Et -Ph, 3-CF3 -Ph, 4-F-Ph], [667 178 320644 200922468 ; 4-Et-Ph, 3~C?3-Ph, 4-Cl-Phl, [666 : 4-3t-Ph , 3-CF3-Ph, 4-3r-Ph], [669 : 4-Et-Ph, 3-CP2-?h, 4-Me-Ph], [£70 : 4-Et-Ph, 3-CF3 -Ph, 4-iPr-Ph] , [671 : 4-Et-Ph, 3-CF3 -Ph, 4-CF3 -Ph], [S72 : 4-Et-Ph, 3-CF3 -Fh., 4- MeO-Ph] , [673 : 4-Bt-Ph, 3-CP,-

Ph, 4-Ph, Ph] , [674 ; 4-Et-Ph, 3-CF3 - Ph, 3,4 - (Me}2 -PhJ , [675 :4-Et-Ph, 3-CF3-Ph, 5-In] , [676 : 4-Et-Ph, 4-F-Ph, 2-Me-Ph, 4-Ph, Ph] , [674 ; 4-Et-Ph, 3-CF3 - Ph, 3,4 - (Me}2 -PhJ , [675 :4-Et-Ph, 3-CF3-Ph, 5-In] , [676 : 4-Et-Ph, 4-F-Ph, 2-Me-

Ph] , iS77 : 4-F-Ph, 3-F-Ph] , [678 : 4-St-Ph, 4-F-Ph, 3- Me-Ph] , I57S : 4-Et-Ph, 4-F-Ph, 4-F-Ph] , [680 : 4-Et-Ph, a- F-Ph, 4-CX-Ph] , [681 : 4-Et-Ph, 4-F-Ph, 4-Br-Ph} , [632 : 4-Ph] , iS77 : 4-F-Ph, 3-F-Ph] , [678 : 4-St-Ph, 4-F-Ph, 3- Me-Ph] , I57S : 4-Et-Ph, 4- F-Ph, 4-F-Ph] , [680 : 4-Et-Ph, a- F-Ph, 4-CX-Ph] , [681 : 4-Et-Ph, 4-F-Ph, 4- Br-Ph} , [632 : 4-

Et-Ph, 4-F-?h, 4-Me-Ph], [683 :4-Et-Ph, 4-F-Ph, 4-iPr-Ph], |684 : 4-Et-Ph, 4-F-Ph, 4-C?3-Ph] , [635 : 4-Et-Ph, 4-F-Ph, 4-Et-Ph, 4-F-?h, 4-Me-Ph], [683 :4-Et-Ph, 4-F-Ph, 4-iPr-Ph], |684 : 4-Et-Ph, 4 -F-Ph, 4-C?3-Ph] , [635 : 4-Et-Ph, 4-F-Ph, 4-

MeO-Ph] f [686 : 4-Et-Ph, 4-F-Ph, 4-Ph, Ph], [687 : 4-Et-Ph, 4- F-Ph, 3,4- (Me) 2-Ph] , [6B8 : 4-Et-Ph, 4-F-Ph, 5-In] , [689 : 4-Et-Ph; 4-iPr-Ph, 2-Me-Ph], [690 :4-Et-?h, 4-iPr-Ph, 3-F-MeO-Ph] f [686 : 4-Et-Ph, 4-F-Ph, 4-Ph, Ph], [687 : 4-Et-Ph, 4-F-Ph, 3,4- (Me) 2 -Ph] , [6B8 : 4-Et-Ph, 4-F-Ph, 5-In] , [689 : 4-Et-Ph; 4-iPr-Ph, 2-Me-Ph], [690 :4 -Et-?h, 4-iPr-Ph, 3-F-

Ph], [6S1 : 4-Er-Ph, 4-iPr-Ph, 3-Me-Ph] , [692 : 4-St-Ph, 4- iPr-Ph, 4-F-Ph] , [6S3 : 4-Et-Fh, 4-iPr-Ph, 4-Cl-Ph] , [S94 : 4-Et-Ph, 4-i?r-Ph, 4-Br-Ph] , [695 : 4-Et-Ph( 4-iPr-Ph, 4-Me-Ph], [6S1: 4-Er-Ph, 4-iPr-Ph, 3-Me-Ph], [692: 4-St-Ph, 4-iPr-Ph, 4-F-Ph], [6S3: 4-Et-Fh, 4-iPr-Ph, 4-Cl-Ph], [S94: 4-Et-Ph, 4-i?r-Ph, 4-Br-Ph], [695 : 4-Et- Ph( 4-iPr-Ph, 4-Me-

Ph] , [δ.9δ : 4-Et-Ph, 4-iPr-Ph, 4-iPr-Ph], [637 : 4-Et-Ph, 4- iPr-Ph, 4-CF3 -Ph] f [S98 : 4-E:-Ph, 4-iPr-Phf 4-NeO-Ph.] , 1699 :4-Et-Ph, 4-iPr-Ph, 4-Ph, Ph], [700 : 4-2t-Ph, 4-iPr-Ph, 3,4-(Me}2-Ph]、 [701 : 4-Et-?h, 4-iPr-Ph, , [702 : 4-Et-?h, 4-CF3 -Ph, 2-Ph] , [δ.9δ : 4-Et-Ph, 4-iPr-Ph, 4-iPr-Ph], [637 : 4-Et-Ph, 4- iPr-Ph, 4-CF3 -Ph] f [ S98 : 4-E:-Ph, 4-iPr-Phf 4-NeO-Ph.] , 1699 :4-Et-Ph, 4-iPr-Ph, 4-Ph, Ph], [700 : 4-2t- Ph, 4-iPr-Ph, 3,4-(Me}2-Ph], [701: 4-Et-?h, 4-iPr-Ph, , [702: 4-Et-?h, 4-CF3 -Ph, 2-

Me-Ph] , [7D3 : 4-St-Ph, 4-CF3-?h, 3-F-Ph}, E7G4 : 4-Et-Fh, 4- CF3 - Ph, 3-Me-Ph] , [705 : 4-C?;, -Ph, 4-F-Ph] , [70S : 4-Et-Ph, 4-CF3-Ph, 4-Cl-Ph], [7D7 : 4-St-Phr 4-CF3-Ph, 4-Br- 179 320644 200922468Me-Ph] , [7D3 : 4-St-Ph, 4-CF3-?h, 3-F-Ph}, E7G4 : 4-Et-Fh, 4-CF3 - Ph, 3-Me-Ph], [ 705 : 4-C?;, -Ph, 4-F-Ph] , [70S : 4-Et-Ph, 4-CF3-Ph, 4-Cl-Ph], [7D7 : 4-St-Phr 4- CF3-Ph, 4-Br- 179 320644 200922468

Ph] f {70S : 4-Et-Ph, 4-CF3-Ph, 4-Me-Ph] , [7 09 : 4-Et-;P;h, 4- CF3 -Ph, 4-iPr-Fh] f [710 : 4-Et-Ph, 4-CF3 -Ph, 4-CF3 - Ph] , [711 :4-Et-Ph, 4-CF3-Ph, 4-MeO-Ph], [712 :4-St-Ph, 4-CF3-Ph, 4-Ph] f {70S : 4-Et-Ph, 4-CF3-Ph, 4-Me-Ph] , [7 09 : 4-Et-; P; h, 4-CF3 -Ph, 4-iPr-Fh] f [710 : 4-Et-Ph, 4-CF3 -Ph, 4-CF3 - Ph] , [711 :4-Et-Ph, 4-CF3-Ph, 4-MeO-Ph], [712 :4- St-Ph, 4-CF3-Ph, 4-

Ph, Ph] , [713 : 4-Et-Ph, 4-CFs-Ph, 3,4-{Me} 2-Ph] , [714:4-Ph, Ph] , [713 : 4-Et-Ph, 4-CFs-Ph, 3,4-{Me} 2-Ph] , [714:4-

Et-Ph, 4-CF3 - Ph, S-I:n] , 1715 : 4-Et-Ph, 4-Phe Ph, 2-Me-Ph], Γ716 : 4-Et-Ph, 4-Ph, Ph, 3-F-Ph] , [717 : 4-Et-Ph, 4 - Ph, Ph, 3- Me-Ph] , [718 : 4-Et-Ph, 4-Ph, Ph, 4-F-Ph] , [719 : 4-St:-Ph, 4- Ph, Ph, 4-Cl-Ph] , [720 : 4-Et-Ph, 4-Ph, Ph., 4-Br-Ph] , [721 :4-Et-Ph, 4-Ph, Ph, 4-Me-Ph] f [722 : 4-Et-Ph, 4-Ph., Ph, 4- iPr-Ph], [723 : 4-Et-Ph, 4-Ph, ?h, 4-CF3-Ph] , [724 ; 4-3t-Ph( 4-Ph, Ph, 4-Me〇-Ph] , [725 : 4-Et-Ph, 4-Ph, Pli, 4~Ph, Ph], {726 : 4-St-Ph, 4-Ph, Ph, 3,4-(He)2-?h], [727 : 4-Et-Ph, 4-Et-Ph, 4-CF3 - Ph, SI:n] , 1715 : 4-Et-Ph, 4-Phe Ph, 2-Me-Ph], Γ716 : 4-Et-Ph, 4-Ph, Ph, 3 -F-Ph] , [717 : 4-Et-Ph, 4 - Ph, Ph, 3- Me-Ph] , [718 : 4-Et-Ph, 4-Ph, Ph, 4-F-Ph], [719 : 4-St:-Ph, 4- Ph, Ph, 4-Cl-Ph] , [720 : 4-Et-Ph, 4-Ph, Ph., 4-Br-Ph] , [721 : 4 -Et-Ph, 4-Ph, Ph, 4-Me-Ph] f [722 : 4-Et-Ph, 4-Ph., Ph, 4- iPr-Ph], [723 : 4-Et-Ph, 4-Ph, ?h, 4-CF3-Ph], [724; 4-3t-Ph( 4-Ph, Ph, 4-Me〇-Ph], [725: 4-Et-Ph, 4-Ph, Pli, 4~Ph, Ph], {726 : 4-St-Ph, 4-Ph, Ph, 3,4-(He)2-?h], [727 : 4-Et-Ph, 4-

Ph, Ph, 5-In] , [728 : 4-3t-Pb, 2,4- (F)2 -Ph, 2-Me-Ph], [729 ; 4-Et-Fh, 2,4- (F)2-Ph, 3-?-Phj f [730 : 4-Et-Ph, 2,4- (F}2-Ph, 3-Me-Ph] , [731 : 4-Et-Ph, 2,4 - (F) 2-Ph r 4-F-Ph] , [732 ; 4-Et- ?h, 2,4- (F)2-?h; 4-Cl-Ph] , [733 : 4-Sr-Pii, 2,4- (F) s -Phr 4-Ph, Ph, 5-In] , [728 : 4-3t-Pb, 2,4- (F)2-Ph, 2-Me-Ph], [729 ; 4-Et-Fh, 2,4- ( F)2-Ph, 3-?-Phj f [730 : 4-Et-Ph, 2,4- (F}2-Ph, 3-Me-Ph], [731 : 4-Et-Ph, 2, 4 - (F) 2-Ph r 4-F-Ph] , [732 ; 4-Et- ?h, 2,4- (F)2-?h; 4-Cl-Ph] , [733 : 4- Sr-Pii, 2,4- (F) s -Phr 4-

Br-Ph] , [734 : 4-Et-Ph, 2,4-(F)2-Ph, 4-Me-Ph] , [735 ; 4-St-Br-Ph] , [734 : 4-Et-Ph, 2,4-(F)2-Ph, 4-Me-Ph], [735 ; 4-St-

Ph, 2,4- iF)2-Ph, 4-iPr-Ph] , [73S ; 4-Et-Ph, 2,4-{F}2-Ph, 4- CF:, - Ph] , [737 : 4-Et-Ph, 2,4 - (F)2 -?h, 4-MeO-Ph] , [738 : 4-Et-Ph, 2,4- iF)2-Ph, 4-iPr-Ph] , [73S ; 4-Et-Ph, 2,4-{F}2-Ph, 4-CF:, - Ph] , [737 : 4-Et-Ph, 2,4 - (F)2 -?h, 4-MeO-Ph] , [738 : 4-Et-

Fh, 2,4,- {F)2 -Ph, 4-Ph, Ph] , [739 : 4-Et-Ph, 2,4- {F}2 -Fh, 3,4-(Me}2-Ph] , [740 : 4-Et-Ph, 2,4-(F}2-Ph, 5-In], [741 : 4-Fh, 2,4,- {F)2 -Ph, 4-Ph, Ph] , [739 : 4-Et-Ph, 2,4- {F}2 -Fh, 3,4-(Me}2- Ph] , [740 : 4-Et-Ph, 2,4-(F}2-Ph, 5-In], [741 : 4-

Et-?h, 3,4-(CDs-Ph, 2-Me-Ph), [742 : 4-Et-Ph, 3,4 - (Cl) 2-?h, 3-F-?h] , [743 : 4-E:-Pli, 3.,4- iCl}2 -Ph, 3-Me-?h] , [744 : 4-St-Et-?h, 3,4-(CDs-Ph, 2-Me-Ph), [742: 4-Et-Ph, 3,4 - (Cl) 2-?h, 3-F-?h], [743 : 4-E:-Pli, 3.,4- iCl}2 -Ph, 3-Me-?h] , [744 : 4-St-

Ph, 3,4-{Cij 2-Ph, 4-F-Ph] , Ϊ745 : 4-Et-Ph, 3,4- (Cl)2-Ph, 4-Ph, 3,4-{Cij 2-Ph, 4-F-Ph] , Ϊ745 : 4-Et-Ph, 3,4- (Cl)2-Ph, 4-

Cl-Ph] , [746 : 4-Et-?h, 3,4-(Cl)2-Ph, 4-Br-?h] , [747 : 4-Et- 180 320644 200922468Cl-Ph] , [746 : 4-Et-?h, 3,4-(Cl)2-Ph, 4-Br-?h], [747 : 4-Et- 180 320644 200922468

Ph, 3,4-{Cl]2-Ph, 4-He-Ph], [748 : 4-Et-Ph, 3,4 - ( Cl)2-Ph, 4- i?r-Ph] ( [74S : 4-Et-?h, 3,4-(Cl) 2-Ph, 4-CF3-Ph], [750 : 4-Ph, 3,4-{Cl]2-Ph, 4-He-Ph], [748 : 4-Et-Ph, 3,4 - ( Cl)2-Ph, 4- i?r-Ph] ( [ 74S : 4-Et-?h, 3,4-(Cl) 2-Ph, 4-CF3-Ph], [750 : 4-

Et-Ph, 3,4- (Cl}2-?h, 4-MeO-Ph] , [751 : 4-Et-?h, 3,4- (Cl}2-Et-Ph, 3,4- (Cl}2-?h, 4-MeO-Ph] , [751 : 4-Et-?h, 3,4- (Cl}2-

Ph, 4-Ph, Ph] , [752 : 4-Et-Ph, 3,4- (Cl) 2-Ph, 3,4- {Me) 2 -Ph], {753 : 4-Bt-Ph, 3,4- (Cl)2-?h, S-In】,[754 : 4-Et-Ph, 3,5-(Cl)2-Ph, 2-Me-Ph] , f755 : 4-Et-Ph, 3,5-(Cl)2-Ph, 3-F-Ph], [75c : 4-3t-Ph, 3,5-{Cl}.-Ph, 3-Me —Ph] , [757 : 43,5- (Cl)2 -Ph( 4-F-PhJ , [7SS : 4-Et-Ph, 3,5- (Cl)2-Pli, 4-Cl-Ph], [759 : 4-Et-Ph, 3,5- (Cl}2 -Ph, 4-Br-Ph3 , [760 : 4-Et-Ph, 3,5- {Cl)2-Ph, 4-Me-Ph], [761:4-3t-?h, 3,5-(Cl)2-Ph, 4-iPr-Ph], [762 : 4-Et-Ph, 3,5-{Ci)2-Ph, 4-CF3-Phj/ [7S3 : 4-Et-Ph, 3,5-(Cl)2-Ph, 4-MeO-Ph], [754 : 4-3t-Ph, 3,5-(Cl)2-Ph, 4-Ph,Ph, 4-Ph, Ph] , [752 : 4-Et-Ph, 3,4- (Cl) 2-Ph, 3,4- {Me) 2 -Ph], {753 : 4-Bt-Ph, 3,4- (Cl)2-?h, S-In], [754 : 4-Et-Ph, 3,5-(Cl)2-Ph, 2-Me-Ph], f755 : 4-Et- Ph, 3,5-(Cl)2-Ph, 3-F-Ph], [75c : 4-3t-Ph, 3,5-{Cl}.-Ph, 3-Me-Ph], [757 : 43,5-(Cl)2 -Ph( 4-F-PhJ , [7SS : 4-Et-Ph, 3,5-(Cl)2-Pli, 4-Cl-Ph], [759 : 4-Et -Ph, 3,5- (Cl}2 -Ph, 4-Br-Ph3 , [760 : 4-Et-Ph, 3,5- {Cl)2-Ph, 4-Me-Ph], [761: 4-3t-?h, 3,5-(Cl)2-Ph, 4-iPr-Ph], [762 : 4-Et-Ph, 3,5-{Ci)2-Ph, 4-CF3-Phj / [7S3 : 4-Et-Ph, 3,5-(Cl)2-Ph, 4-MeO-Ph], [754 : 4-3t-Ph, 3,5-(Cl)2-Ph, 4- Ph,

Ph] , [765 : 4-Et-Ph, 3,5- {Cl)2 -Ph, 3,4- {Me)2 -Phj , [766 :4-Ph] , [765 : 4-Et-Ph, 3,5- {Cl)2 -Ph, 3,4- {Me)2 -Phj , [766 :4-

St-Ph, 3,5- {Cl} 2 -Ph, 5-In] , [757 : 4-EtO-Ph, Ph、P:a] , [768: 4-EtO-Ph, 2-F-Ph, 2-Me-Ph], [769 : 4-EtO-Ph, 2-F-Pii, 3-F-St-Ph, 3,5- {Cl} 2 -Ph, 5-In] , [757 : 4-EtO-Ph, Ph, P:a] , [768: 4-EtO-Ph, 2-F-Ph , 2-Me-Ph], [769 : 4-EtO-Ph, 2-F-Pii, 3-F-

Ph] , [770 : 4-Etc丨-Ph, 2-F-Ph, 3-Me-Ph] , [771 : 4-StO-?h, 2-F-Ph] , [770 : 4-Etc丨-Ph, 2-F-Ph, 3-Me-Ph] , [771 : 4-StO-?h, 2-F-

Ph, 4-F-Ph] , [772 : 4-EtO-Ph, 2-F-Ph, 4-Cl-?h] , [773 : 4-EtO-Ph, 4-F-Ph] , [772 : 4-EtO-Ph, 2-F-Ph, 4-Cl-?h], [773 : 4-EtO-

Ph, 2-F-Ph, 4-Br-?h], [774 : 4-StO-Ph, 2-F-Ph, 4-Me-Ph], [77S : 4-StO-:Ph, 2-F-Pa, 4-i?r-Ph] , [776 : 4-EtO-Ph, 2-F-Ph, 4-C?3 -Ph] f [777 : 4-EtO-Ph, 2-F-Ph, 4-MeO-Ph] , [778 : 4-EtO-Ph, 2-F-Ph, 4-Br-?h], [774 : 4-StO-Ph, 2-F-Ph, 4-Me-Ph], [77S : 4-StO-:Ph, 2- F-Pa, 4-i?r-Ph] , [776 : 4-EtO-Ph, 2-F-Ph, 4-C?3 -Ph] f [777 : 4-EtO-Ph, 2-F- Ph, 4-MeO-Ph] , [778 : 4-EtO-

Ph, 2-F-Ph, 4-Pfc, Ph] , [779 : 4-S::0-:Ph, 2-F-Ph, 3,4 - (Me) 2 -Ph, 2-F-Ph, 4-Pfc, Ph] , [779 : 4-S::0-:Ph, 2-F-Ph, 3,4 - (Me) 2 -

Ph] , [780 : 4-EtO-Ph, 2-F-Ph, 5-In] , [7 81 : r 3-CF3 -Ph] , [780 : 4-EtO-Ph, 2-F-Ph, 5-In], [7 81 : r 3-CF3 -

Ph, 2-^e-Ph] , [782 : 4-EtO-Ph, 3-C?5 -Ph, 3-F-Ph] 7 [783:4-Ph, 2-^e-Ph] , [782 : 4-EtO-Ph, 3-C?5 -Ph, 3-F-Ph] 7 [783:4-

EtO-Ph, 3-CF3 -?h, 3-Me-Pb] , [7B4 : 4-S~0-Ph, 3-CF3 - Ph, 4-F- ?h] , [785 : 4-EtO-Ph, 3-CF3-Ph, 4-Cl-?h] , [786 : 4-EtO-Ph, 3- 181 320644 200922468 CF3 -Ph, 4-Br-Ph] , [787 : 4-ScO-Ph, 3-CF3 ^Ph, 4-Me-Ph] , [786 :4-EtO-Ph, 3-CF3 -Ph, 4-iPr-Ph] , {769 : 4-EtO-Pli, 3-C?3 -?h, 4-CF3-?b] , {790 : 4-3^0-Ph, 3-CF3-Ph, 4-MeO-Ph], [7S1:4-EtO-Ph, 3-CF3 -?h, 3-Me-Pb] , [7B4 : 4-S~0-Ph, 3-CF3 - Ph, 4-F- ?h] , [785 : 4-EtO- Ph, 3-CF3-Ph, 4-Cl-?h] , [786 : 4-EtO-Ph, 3- 181 320644 200922468 CF3 -Ph, 4-Br-Ph] , [787 : 4-ScO-Ph, 3-CF3 ^Ph, 4-Me-Ph] , [786 :4-EtO-Ph, 3-CF3 -Ph, 4-iPr-Ph] , {769 : 4-EtO-Pli, 3-C?3 - ?h, 4-CF3-?b] , {790 : 4-3^0-Ph, 3-CF3-Ph, 4-MeO-Ph], [7S1:4-

ErO-Ph, 3-CFs -?h, 4-Ph, Ph] , [792 : 4-EtO-Ph, 3-CF3-Ph, 3,4- (He}?.-?h], [793 : 4-EtO-Ph, 3-CF3-Ph, 5-In], [794 : 4-EtO-Ph, 4-F-Ph, 2-Me-Ph], [795 : 4-EtO-Ph, 4-F-Ph, 3-F-Ph] , 1795:4- 2tO-Phr 4-F-Ph, 3-Me-Ph] , [797 : 4,3t0-?h, 4-F-Ph, 4-F-Ph], [758 : 4-EtO-Ph, 4-F-Ph, 4-Cl-?h] , [799 : 4-EtO-Ph, 4-F-Ph, 4-Br-Ph] , [BOG : 4-3tO-Ph; 4*F-?h, 4-He-?h] , [801 : 4-EtO-Ph, 4-F-?h, 4-iPr-Ph], [802 :4-EtO-Ph, 4-F-Ph, 4-CF3-Ph], [803 :4-EtO-Ph, 4-F-Ph, 4-MeO-Ph], [804 :4-EtO-?h, 4-F-Ph, 4-Ph, Ph] , [B05 : 4-EtO-Ph, 4-F-Ph, 3,4 - (Me) 2-Ph] , [SOS :4-ErO-Ph, 3-CFs -?h, 4-Ph, Ph], [792 : 4-EtO-Ph, 3-CF3-Ph, 3,4- (He}?.-?h], [793 : 4-EtO-Ph, 3-CF3-Ph, 5-In], [794 : 4-EtO-Ph, 4-F-Ph, 2-Me-Ph], [795 : 4-EtO-Ph, 4- F-Ph, 3-F-Ph] , 1795:4- 2tO-Phr 4-F-Ph, 3-Me-Ph] , [797 : 4,3t0-?h, 4-F-Ph, 4-F -Ph], [758 : 4-EtO-Ph, 4-F-Ph, 4-Cl-?h], [799 : 4-EtO-Ph, 4-F-Ph, 4-Br-Ph], [ BOG : 4-3tO-Ph; 4*F-?h, 4-He-?h] , [801 : 4-EtO-Ph, 4-F-?h, 4-iPr-Ph], [802:4 -EtO-Ph, 4-F-Ph, 4-CF3-Ph], [803 :4-EtO-Ph, 4-F-Ph, 4-MeO-Ph], [804 :4-EtO-?h, 4-F-Ph, 4-Ph, Ph] , [B05 : 4-EtO-Ph, 4-F-Ph, 3,4 - (Me) 2-Ph] , [SOS :4-

EtO-?h, 4-F-Ph, S-In] , [8C7 : 4-EtO-Ph, 4-iPr-Ph, 2-Me-Ph], [SCB : 4-EtO-Ph, 4-iPr-Ph, 3-P-Ph] , [8C9 : 4-EtO-Ph, 4-i?r-EtO-?h, 4-F-Ph, S-In], [8C7: 4-EtO-Ph, 4-iPr-Ph, 2-Me-Ph], [SCB: 4-EtO-Ph, 4-iPr -Ph, 3-P-Ph] , [8C9 : 4-EtO-Ph, 4-i?r-

Fh, 3-Me-Ph} , [810 : 4-StO-Ph, 4-iPr-Phf 4-F-Ph] , [811:4-Fh, 3-Me-Ph} , [810 : 4-StO-Ph, 4-iPr-Phf 4-F-Ph] , [811:4-

StO-Ph, 4-iPr-Ph, 4-Cl-Ph], [812:4-3t0-?h( 4-iPr-Ph, 4-Er-StO-Ph, 4-iPr-Ph, 4-Cl-Ph], [812:4-3t0-?h( 4-iPr-Ph, 4-Er-

Ph] r [813 : 4-StD-Ph, 4-i?r-Ph, 4-Me-?h] , [814 : 4-EtG-Ph, 4- iPr-Ph, 4-iPr-Ph] ;- [815 : 4-EtO-Ph, 4-iPr-Ph, 4-CF3 -Ph], [816 : 4-StO-Ph( 4-iPr-Ph, 4-MeO-Ph] ( [817 : 4-EtL〇-Phr 4-iPr-Ph] r [813 : 4-StD-Ph, 4-i?r-Ph, 4-Me-?h], [814: 4-EtG-Ph, 4-iPr-Ph, 4-iPr-Ph]; - [815 : 4-EtO-Ph, 4-iPr-Ph, 4-CF3 -Ph], [816 : 4-StO-Ph( 4-iPr-Ph, 4-MeO-Ph] ( [817 : 4- EtL〇-Phr 4-iPr-

Ph, 4-Ph, Ph] , [818 : 4-EtO-Ph, 4-i?r-Ph, 3,4- (Me)2 -Ph], [31S : 4-StO-Ph, 4-iPr-?h; 5-In] , [820 : 4-EtO-Ph, 4-CF3-Ph, 2-Me-Ph] , Γ821 : 4-EtO-Ph, 4-CF3-Ph, 3-F-Ph] , [322 : 4-EtO-Ph, 4-Ph, Ph] , [818 : 4-EtO-Ph, 4-i?r-Ph, 3,4-(Me)2 -Ph], [31S : 4-StO-Ph, 4-iPr -?h; 5-In] , [820 : 4-EtO-Ph, 4-CF3-Ph, 2-Me-Ph] , Γ821 : 4-EtO-Ph, 4-CF3-Ph, 3-F-Ph ] , [322 : 4-EtO-

Ph, 4-CF3 -Ph, 3-Me-Ph] , [823 : 4-StO-Ph, 4-CF3 -?h, 4-F-?h], [824 : 4-StO-Ph, 4-CF3 -Ph, 4-Cl-Phj , [825 : 4-EtO-Ph, 4-CF3 -Ph, 4-CF3 -Ph, 3-Me-Ph] , [823 : 4-StO-Ph, 4-CF3 -?h, 4-F-?h], [824 : 4-StO-Ph, 4- CF3 -Ph, 4-Cl-Phj , [825 : 4-EtO-Ph, 4-CF3 -

Ph— 4-Br-Ph] , [326 : 4-EtO-?h, 4-CF3 -Ph., 4-Me-Ph] , [827 : 4- 182 320644 200922468Ph— 4-Br-Ph] , [326 : 4-EtO-?h, 4-CF3 -Ph., 4-Me-Ph], [827 : 4- 182 320644 200922468

Etc…Ph, 4-CF3 -Pli, 4-iPr-Ph] , [828 : 4-EtO-Ph, 4-CF3 -Phf 4- CF3 -Ph] , [829 : 4-StO-Ph, 4-CF3 -Ph, 4-MeO-Ph] , 1830 : 4-EtO- ?h, 4-CF3-Ph, 4-Ph, Ph]7 [831 : 4-EtO-Ph, 4-CF3-Ph, 3,4- (Me)2-Ph], iS32:4-3tO-Ph, 4-CF3-Ph, 5-In], [B33 : 4-EtO-Ph, 4-Ph, Ph, 2-Me-Ph] , [834 : 4-SCO-Ph, 4-Ph, Ph, 3-F-Ph] , [835 :4-StO-Ph, 4-Ph, Ph, 3-Me-Ph] , [636 : 4-EtO-Pk, 4-Ph, P.h, 4-F-Ph] , [B37 : 4-3CO-Ph, 4-Ph, Ph, 4-Cl-Ph] , [S35 : 4-3tO-Etc...Ph, 4-CF3 -Pli, 4-iPr-Ph] , [828 : 4-EtO-Ph, 4-CF3 -Phf 4-CF3 -Ph] , [829 : 4-StO-Ph, 4-CF3 -Ph, 4-MeO-Ph] , 1830 : 4-EtO- ?h, 4-CF3-Ph, 4-Ph, Ph]7 [831 : 4-EtO-Ph, 4-CF3-Ph, 3,4 - (Me)2-Ph], iS32:4-3tO-Ph, 4-CF3-Ph, 5-In], [B33: 4-EtO-Ph, 4-Ph, Ph, 2-Me-Ph], [834 : 4-SCO-Ph, 4-Ph, Ph, 3-F-Ph] , [835 :4-StO-Ph, 4-Ph, Ph, 3-Me-Ph] , [636 : 4-EtO -Pk, 4-Ph, Ph, 4-F-Ph] , [B37 : 4-3CO-Ph, 4-Ph, Ph, 4-Cl-Ph] , [S35 : 4-3tO-

Ph, 4- Ph, Ph, 4-Br-Ph] , [B39 : 4-EzO-Ph, 4-Ph, ?h, 4-Me-Ph], [840 : 4-3cO-?h, 4-Ph, Ph, 4-xPr-Ph] , [841 : 4-EtO-P'ti, 4-Ph,Ph, 4- Ph, Ph, 4-Br-Ph] , [B39 : 4-EzO-Ph, 4-Ph, ?h, 4-Me-Ph], [840 : 4-3cO-?h, 4- Ph, Ph, 4-xPr-Ph] , [841 : 4-EtO-P'ti, 4-Ph,

Ph, 4-CF3 - Ph] , [842 : 4-EtO-Ph, 4-Ph, Ph, 4-MeO-Ph] , [B43 : 4-EtO-?h, 4-Ph, Ph, 4-Ph, Ph], [844 : 4-StO-Ph, 4-Ph, Ph, 3,4 - (Me)2-Ph] , [B45 : 4-EtO-Ph, 4-Ph, Ph, 5-In] , [B4S : 4-Ph, 4-CF3 - Ph] , [842 : 4-EtO-Ph, 4-Ph, Ph, 4-MeO-Ph] , [B43 : 4-EtO-?h, 4-Ph, Ph, 4-Ph , Ph], [844 : 4-StO-Ph, 4-Ph, Ph, 3,4 - (Me)2-Ph] , [B45 : 4-EtO-Ph, 4-Ph, Ph, 5-In] , [B4S : 4-

EtO-Ph( 2,4 - (?)2 -Ph, 2-Ms-Ph] , i 847 : 4-3tO-Pli, 2,4- {F}j -Phf 3- F-Ph] , [S48 : 4-E-O-Ph, 2,4- (F)2 -Ph, 3-Me-Ph] , [849 : 4-EtO-Ph( 2,4 - (?)2 -Ph, 2-Ms-Ph] , i 847 : 4-3tO-Pli, 2,4- {F}j -Phf 3- F-Ph] , [S48 : 4-EO-Ph, 2,4- (F)2 -Ph, 3-Me-Ph] , [849 : 4-

EtO-Ph, 2,4-(F)2-?h, 4-F-?h] , 1850 : 4-EtO-Ph, 2;4- (F)2-Ph, 4- Cl-Phj , 1851 : 4-StO-Ph., 2,4-丨:?)2-?h, 4-Br-Ph] , [852:4-EtO-Ph, 2,4-(F)2-?h, 4-F-?h] , 1850 : 4-EtO-Ph, 2;4-(F)2-Ph, 4-Cl-Phj , 1851 : 4-StO-Ph., 2,4-丨:? )2-?h, 4-Br-Ph] , [852:4-

StO-Ph, 2,4-(F)2-Ph, 4-Me-Ph] , 1853 : 4-EtO-Ph, 2,4-(F)2-Ph, 4-iPr-Ph] , :S54 : 4-ErO-Ph, 2,4- (F)2 -Ph, 4-CF3 -Ph] , [855 : 4-StO-Ph, 2,4-(F)2-Ph, 4-Me-Ph] , 1853 : 4-EtO-Ph, 2,4-(F)2-Ph, 4-iPr-Ph] , :S54 : 4-ErO-Ph, 2,4- (F)2 -Ph, 4-CF3 -Ph] , [855 : 4-

StO-Ph, 2,4-(F}2-Ph, 4-MeO-Ph] f [856 : 4-ErO-Ph, 2,4- (P}2-?h, 4-Ph, Ph] , [857 : 4-EtC-Pii, 2,4 - (F)- - Ph, 3,4- (Me)2 - Ph], [856 : 4-EtO-Fh, 2,4-{F)2-Ph, 5-In], [859 : 4-EtC-Ph, 3,4- (CD^Ph, 2-Me-PhJ, [B60 : 4-EtO-Ph, 3,4-(Cl) 2-Ph, 3-F-Ph], [861 : 4-EtO-Ph, 3,4-{Cl)2-Ph, 3-Me-?h] , [8S2 : 4-EtO-Ph, 3,4-{Cl)2-Ph, 4-F-Ph], i8€3 : 4-StO-Ph, 3,4-(Cl)2-Ph, 4-Cl-StO-Ph, 2,4-(F}2-Ph, 4-MeO-Ph] f [856 : 4-ErO-Ph, 2,4- (P}2-?h, 4-Ph, Ph], [857 : 4-EtC-Pii, 2,4 - (F)- - Ph, 3,4- (Me)2 - Ph], [856 : 4-EtO-Fh, 2,4-{F)2- Ph, 5-In], [859 : 4-EtC-Ph, 3,4- (CD^Ph, 2-Me-PhJ, [B60 : 4-EtO-Ph, 3,4-(Cl) 2-Ph , 3-F-Ph], [861 : 4-EtO-Ph, 3,4-{Cl)2-Ph, 3-Me-?h] , [8S2 : 4-EtO-Ph, 3,4-{ Cl)2-Ph, 4-F-Ph], i8€3 : 4-StO-Ph, 3,4-(Cl)2-Ph, 4-Cl-

Ph] , :3t4 : 4-EtO-Ph, 3,4-(Cl}2-Ph, 4-3r-Phj , [B65 : 4-EtO- 183 320644 200922468Ph] , :3t4 : 4-EtO-Ph, 3,4-(Cl}2-Ph, 4-3r-Phj , [B65 : 4-EtO- 183 320644 200922468

Ph, 3,4-{Cl)2-Ph, 4-Me-Ph], [8S6 : 4-EtO-Ph, 3,4 - {Cl) 2-Ph, 4-iPr-Ph] , Γ867 : 4-StO-Ph, 3,4- (Cl)2 -Ph, 4-CF3 -Ph] , [868 : 4-E二O-Ph, 3,4-(Cl)2-Ph, 4-MeO-?h], [869:4-EtO-Phr 3,4- {CI}2-Ph, 4-Ph, ?h] , [570 : 4-EtO-Ph, 3,4-{Cl)2 -Ph, 3,4- (Me;!a-Ph], [871 : 4-EtO-Ph, 3,4- (Cl) 2-Ph, 5-ln]f [B72:4-Ph, 3,4-{Cl)2-Ph, 4-Me-Ph], [8S6: 4-EtO-Ph, 3,4 - {Cl) 2-Ph, 4-iPr-Ph] , Γ867 : 4 -StO-Ph, 3,4-(Cl)2-Ph, 4-CF3-Ph], [868 : 4-E di-O-Ph, 3,4-(Cl)2-Ph, 4-MeO-? h], [869:4-EtO-Phr 3,4- {CI}2-Ph, 4-Ph, ?h] , [570 : 4-EtO-Ph, 3,4-{Cl)2 -Ph, 3,4- (Me;!a-Ph], [871 : 4-EtO-Ph, 3,4- (Cl) 2-Ph, 5-ln]f [B72:4-

EtO-Ph, 3,5-(Cl);-Phf 2-Me-Ph] , [S73 : 4-EtO-Ph, 3,5-(Cl}2-EtO-Ph, 3,5-(Cl);-Phf 2-Me-Ph] , [S73 : 4-EtO-Ph, 3,5-(Cl}2-

Ph, 3-F-Ph] , [874 : 4-EtO-Ph, 3,5- (Cl}2 -Ph, 3-Me-Ph], [875 : 4-EtO-Ph, 3,5-(Cl&gt;2-Ph, 4-F-Ph] , [B76 : 4-StO-Ph, 3,5-(Cl)2- ?h, 4-Cl-Pb] ; [B77 : 4-EtO-Ph, 3,5- (Cl) 2 -Ph, 4-Br-Ph3 / [S78 :4-EtO-Ph, 3,5-{Cl)2 -Ph, 4-Me-Ph] , [879 : 4-HtO-Ph, 3,5- (Cl)2-Fh, 4-iPr-Phj , [880 : 4-EtO-Ph, 3,5-(Cl)2-Phf 4-CF3- ?h], [881 : 4-StO-Ph, 3(5-(Ci)2-?h, 4-MeO-Ph], [882 : 4-3tO-Ph, 3-F-Ph] , [874 : 4-EtO-Ph, 3,5- (Cl}2 -Ph, 3-Me-Ph], [875 : 4-EtO-Ph, 3,5-( Cl&gt;2-Ph, 4-F-Ph], [B76: 4-StO-Ph, 3,5-(Cl)2-?h, 4-Cl-Pb]; [B77: 4-EtO-Ph, 3,5-(Cl) 2 -Ph, 4-Br-Ph3 / [S78 :4-EtO-Ph, 3,5-{Cl) 2 -Ph, 4-Me-Ph] , [879 : 4-HtO -Ph, 3,5-(Cl)2-Fh, 4-iPr-Phj, [880: 4-EtO-Ph, 3,5-(Cl)2-Phf 4-CF3-?h], [881: 4-StO-Ph, 3(5-(Ci)2-?h, 4-MeO-Ph], [882 : 4-3tO-

Ph, 3 r5-(Cl)2-Ph, 4-?h, Ph]y [S83 : 4-EtO-?h, 3,5-(Cl)2 -Ph# 3,4-(Me}2-Ph], [884 : 4-EtO-Ph, 3,5-(Cl)2-Ph, 5-In], [385 : 4-MeS-Ph, ?h、Ph] , [8B6 : 4-K;e£-Phr 2-F-?h, 2-Me-Phj , [887 : 4-MeS-Ph, 2-F-Ph, 3-F-?h] , [B8 8 : 4-HeS-Ph, 2-F-?h, 3-Me~Ph, 3 r5-(Cl)2-Ph, 4-?h, Ph]y [S83 : 4-EtO-?h, 3,5-(Cl)2 -Ph# 3,4-(Me}2- Ph], [884 : 4-EtO-Ph, 3,5-(Cl)2-Ph, 5-In], [385 : 4-MeS-Ph, ?h, Ph], [8B6: 4-K; e£-Phr 2-F-?h, 2-Me-Phj, [887: 4-MeS-Ph, 2-F-Ph, 3-F-?h], [B8 8: 4-HeS-Ph, 2-F-?h, 3-Me~

Ph] , [389 : 4-MeS-Ph, 2-F-Ph, 4-F-Ph], [590 : 4-MeS-Ph, 2-F-Ph] , [389 : 4-MeS-Ph, 2-F-Ph, 4-F-Ph], [590 : 4-MeS-Ph, 2-F-

Ph, 4-Cl-Ph] , [B51 : 4-i4eS-Ph, 2-?-Ph, 4-Er-Pii] , [B92 ; 4-Ph, 4-Cl-Ph] , [B51 : 4-i4eS-Ph, 2-?-Ph, 4-Er-Pii], [B92 ; 4-

MeS-Pii, 2-F-Ph, 4-Me~Ph] , [893 : 4-MeS-Ph, 2-F-Ph, 4-iPr-MeS-Pii, 2-F-Ph, 4-Me~Ph] , [893 : 4-MeS-Ph, 2-F-Ph, 4-iPr-

Ph] , [894 : 4-MeS-Ph, 2-F-?h, 4-CF3 -Ph] , [S95 : 4-MeS^Ph, 2- F-?hf 4-MeO-Ph] , [8SS : 4-MeS-Ph, 2-F-Ph, 4-Ph, Phi , [897 : 4-MeS-Ph, 2-F-Ph, 3,4-(Me}2-Ph] , [898 ; 4-MeS-Ph, 2-F-Ph, 5-Ph] , [894 : 4-MeS-Ph, 2-F-?h, 4-CF3 -Ph] , [S95 : 4-MeS^Ph, 2- F-?hf 4-MeO-Ph] , [8SS : 4-MeS-Ph, 2-F-Ph, 4-Ph, Phi, [897 : 4-MeS-Ph, 2-F-Ph, 3,4-(Me}2-Ph] , [898 ; 4 -MeS-Ph, 2-F-Ph, 5-

In] , [899 : 4-MeS-Ph, 3-CF5 -?h, 2-Me-?h] , 1900 : 4-MeS-Ph, 3- CF; - Ph, 3、F-?h]、 [901 : 4-MeS-Ph, 3-CF3-Ph, 3-Me-Ph] f [902 : 4-MeS-Ph, 3-CF3- 184 320644 200922468In] , [899 : 4-MeS-Ph, 3-CF5 -?h, 2-Me-?h] , 1900 : 4-MeS-Ph, 3- CF; - Ph, 3, F-?h], [901 : 4-MeS-Ph, 3-CF3-Ph, 3-Me-Ph] f [902 : 4-MeS-Ph, 3-CF3- 184 320644 200922468

Ph, 4-F-Ph], [903 : 4-MeS-Ph, 3-CF3-Phf 4-Cl-Ph], [904 : 4-Ph, 4-F-Ph], [903 : 4-MeS-Ph, 3-CF3-Phf 4-Cl-Ph], [904 : 4-

MeS-Ph, 3-CF3-Ph, 4-Br-Ph], [905 : 4-MeS-Ph, 3-c?3-Ph, 4-Me-MeS-Ph, 3-CF3-Ph, 4-Br-Ph], [905 : 4-MeS-Ph, 3-c?3-Ph, 4-Me-

Ph] f [906 '· 4-MeS-?h, 3-CF3 -Ph, 4-iPr-Ph] , [507 : 4-Me3-Ph, 3- CF3-?h, 4-CF3-Ph], [SOB:4-MeS-Ph, 3-CFa-Ph, 4-MeO-Ph], 1909 : 4-MeS-Ph, 3-CF2 -Ph, 4-?h, Ph] , [910 : 4-MeS-Ph, 3-CF3 -Ph] f [906 '· 4-MeS-?h, 3-CF3 -Ph, 4-iPr-Ph] , [507 : 4-Me3-Ph, 3- CF3-?h, 4-CF3-Ph], [SOB: 4-MeS-Ph, 3-CFa-Ph, 4-MeO-Ph], 1909 : 4-MeS-Ph, 3-CF2 -Ph, 4-?h, Ph], [910 : 4-MeS -Ph, 3-CF3 -

Ph, 3,4-(Me&gt;2-Ph] , [911 :4-MeS-Ph, 3-CF3-Ph, 5-In] ( [912 : 4- MeS-Ph, 4-F-Ph, 2-Me-Ph] ,. [S13 : 4-KeS-Ph, 4-F-Ph, 3-F-Ph, 3,4-(Me&gt;2-Ph] , [911 :4-MeS-Ph, 3-CF3-Ph, 5-In] ( [912 : 4- MeS-Ph, 4-F-Ph, 2 -Me-Ph] ,. [S13 : 4-KeS-Ph, 4-F-Ph, 3-F-

Ph] , [914 : 4-MeS-?h, 4-F-Ph, 3-Me-Ph] , [915 : 4-MeS-Ph, 4-F-Ph] , [914 : 4-MeS-?h, 4-F-Ph, 3-Me-Ph], [915 : 4-MeS-Ph, 4-F-

Ph, 4_F_ph] , [S16 : 4-MeS-Ph, 4-F-Ph, 4-Cl-Phj , [917 : 4-MeS-Ph, 4_F_ph] , [S16 : 4-MeS-Ph, 4-F-Ph, 4-Cl-Phj, [917 : 4-MeS-

Ph, 4-F-Ph, 4-Br-Ph], Ϊ919 :4-MeS-Ph, 4-F-Ph, 4-Me-Ph], [S12 :4-MeS-Ph, 4-F-Ph, 4-iPr-Ph], [520 : 4-MeS-Ph, 4-F-Ph, 4-CF3-Ph], 1921:4-MeS-?h, 4-F-Ph, 4-MeO-Ph], [922 : 4-MeS-Ph, 4-F-Ph, 4-Br-Ph], Ϊ919 :4-MeS-Ph, 4-F-Ph, 4-Me-Ph], [S12 :4-MeS-Ph, 4-F-Ph , 4-iPr-Ph], [520 : 4-MeS-Ph, 4-F-Ph, 4-CF3-Ph], 1921:4-MeS-?h, 4-F-Ph, 4-MeO-Ph ], [922 : 4-MeS-

Ph, 4-P-Ph, 4-Ph, Ph], [923 :4-MeS-Ph, 4-?-Ph, 3,4-(Me)2-Ph, 4-P-Ph, 4-Ph, Ph], [923 : 4-MeS-Ph, 4-?-Ph, 3,4-(Me)2-

Ph] , [924 : 4-MeS-Pix, 4-F-Ph, 5-In] , [925 : 4-MeS-Ph, 4-iPr- ?ii, 2-Me-Ph], [926 : 4-MeS-Ph, 4-iPr-Ph, 3-F-Ph], [S27 : 4-Ph] , [924 : 4-MeS-Pix, 4-F-Ph, 5-In] , [925 : 4-MeS-Ph, 4-iPr- ?ii, 2-Me-Ph], [926 : 4 -MeS-Ph, 4-iPr-Ph, 3-F-Ph], [S27 : 4-

MeS-Phr 4-iPr-?h( 3-Me-Ph] , [92B : 4-MeS-Ph, 4-iPr-Ph, 4-F- pii] , t929 : 4-MeS-Ph, 4-iPr-Ph, 4-Cl-Ph] , [930 : 4-MeS-Ph, 4- iPr-Ph, 4-Br-Ph] , [931 : 4-MeS-Ph, 4-iPr-Ph, 4-Me-Ph.〕,1932 :4-MeS-Ph, 4-iPr-Ph, 4-iPr-Ph], [S33 :4-MeS-Ph, 4-iPr-Ph, 4-CF3 , [S34 : 4-MeS-Ph, 4-iPr-Ph, 4-MeO-Ph], 1935 : 4-MeS-Phr 4-iPr-?h( 3-Me-Ph] , [92B : 4-MeS-Ph, 4-iPr-Ph, 4-F- pii] , t929 : 4-MeS-Ph, 4-iPr -Ph, 4-Cl-Ph] , [930 : 4-MeS-Ph, 4- iPr-Ph, 4-Br-Ph] , [931 : 4-MeS-Ph, 4-iPr-Ph, 4-Me -Ph.], 1932: 4-MeS-Ph, 4-iPr-Ph, 4-iPr-Ph], [S33: 4-MeS-Ph, 4-iPr-Ph, 4-CF3, [S34: 4- MeS-Ph, 4-iPr-Ph, 4-MeO-Ph], 1935 : 4-

MeS-Ph, 4-i?r-Ph, 4-Ph, Fh] , [93S : 4-MeS-Ph, 4-iPr-Ph, 3,4- {Me)^-Ph], [937 : 4-MeS-Ph, 4-iPr-Ph, 5-In], [S38 : 4-MeS-Ph, 4-CFs -?h, 2-Me-Ph] , [939 I 4-MeS-?h, 4-CF3 - Ph., 3-F-Ph] , [S40 :4-MeS-Ph, 4-CFo-Ph, 3-Me-Ph], [341:4-MeS-Ph, 4-CF3-Ph, 4-F-Ph], [342 : 4-Me£-?h, 4-CF3-Ph, 4-Cl-Ph], [943:4-MeS- 185 320644 200922468MeS-Ph, 4-i?r-Ph, 4-Ph, Fh] , [93S : 4-MeS-Ph, 4-iPr-Ph, 3,4- {Me)^-Ph], [937 : 4 -MeS-Ph, 4-iPr-Ph, 5-In], [S38: 4-MeS-Ph, 4-CFs-?h, 2-Me-Ph], [939 I 4-MeS-?h, 4 -CF3 - Ph., 3-F-Ph] , [S40 :4-MeS-Ph, 4-CFo-Ph, 3-Me-Ph], [341:4-MeS-Ph, 4-CF3-Ph, 4-F-Ph], [342 : 4-Me£-?h, 4-CF3-Ph, 4-Cl-Ph], [943:4-MeS- 185 320644 200922468

Ph, 4-CF3-Ph, 4-Br-Ph] f [S44 : 4-MeS-Ph, 4-CF3 -Ph, 4-Me-Ph], [945 : 4-MeS-Ph, 4-CF3 -Ph, 4-iPr-Ph] , [546 : 4-Me3-Ph, 4 -CF3 -Ph, 4-CF3-Ph, 4-Br-Ph] f [S44 : 4-MeS-Ph, 4-CF3 -Ph, 4-Me-Ph], [945 : 4-MeS-Ph, 4-CF3 - Ph, 4-iPr-Ph] , [546 : 4-Me3-Ph, 4 -CF3 -

Ph, 4-CF3 -Ph] ., IS47 : 4-MeS-Ph, 4-CF3-?h, 4-MeO-Ph] , [948 : 4-MeS-Ph, 4-CF3 -Ph, 4-Ph, Ph] , [949 : 4-MeS-Ph., 4-CF3 -Ph, 3.4- {Me)2-Ph] , [950 :4-MeS-Ph, 4-CF3-Ph, 5-In], [951 : 4-Ph, 4-CF3 -Ph] ., IS47 : 4-MeS-Ph, 4-CF3-?h, 4-MeO-Ph] , [948 : 4-MeS-Ph, 4-CF3 -Ph, 4-Ph , Ph] , [949 : 4-MeS-Ph., 4-CF3 -Ph, 3.4- {Me)2-Ph] , [950 :4-MeS-Ph, 4-CF3-Ph, 5-In], [951 : 4-

MeS-Ph, 4 - Ph, ?h, 2-Me-Ph] , [952 : 4-MeS-Ph, 4-Ph, Ph, 3-F- ?h] , {953 : 4-MeS-Ph, 4-Ph, Ph, 3-Me-Ph] , [954 : 4-MeS-Ph, 4-MeS-Ph, 4 - Ph, ?h, 2-Me-Ph] , [952 : 4-MeS-Ph, 4-Ph, Ph, 3-F- ?h] , {953 : 4-MeS-Ph, 4-Ph, Ph, 3-Me-Ph] , [954 : 4-MeS-Ph, 4-

Ph, Ph, 4-F-Ph] , [&amp;55 :4-MeS-Ph, 4-Ph, Ph, 4-Cl-Ph] , [956 : 4-MeS-Ph, 4-Ph, Ph( 4-Br-Ph], [957 : 4-MeS-Ph, 4-Ph, Pii, 4-Ph, Ph, 4-F-Ph], [&amp;55:4-MeS-Ph, 4-Ph, Ph, 4-Cl-Ph], [956: 4-MeS-Ph, 4-Ph, Ph( 4-Br-Ph], [957 : 4-MeS-Ph, 4-Ph, Pii, 4-

Me-Ph] , {95S : 4-MeS-Ph, 4-Ph, Ph, 4-iPr-Ph] r [95S : 4-MeS- 4-Ph, Ph, 4-CF3 -Ph] , [960 : 4-MeS-Ph, 4-Ph, Ph, 4-MeO-Me-Ph] , {95S : 4-MeS-Ph, 4-Ph, Ph, 4-iPr-Ph] r [95S : 4-MeS- 4-Ph, Ph, 4-CF3 -Ph] , [960 : 4-MeS-Ph, 4-Ph, Ph, 4-MeO-

Ph] , [961 : 4-MeS-Ph, 4-Ph, Ph, 4-Ph, Ph] , [962 : 4-MeS-Ph, 4-Ph, Ph, 3,4- (Me)2 -Ph] , [963 : 4-MeS-Ph, 4-Ph, Ph, 5-In】, [S64 : 4-MeS-Ph, 2,4 - (F&gt; 2-Ph, 2-He-Ph3 , [965 : 4-MeS-Ph, 2,4- (F)2 -Ph, 3-F-Ph] , [9£6 : 4-MeS-Ph, 2,4- (F) 2 -Pli, 3-Me-Ph], 1567 : 4-MeS-Ph, 2,4- (F) :· -Phr 4-F-Ph] , 196B : 4-MeS-Ph, 2,4- (F)2 -Ph, 4-Cl-Ph] , [9G9 : 4-MeS-Ph, 2,4-{F)2-Ph, 4-Br-Ph], [970 : 4-MeS-Ph, 2,4-{F}2-Ph, 4-Me-Ph] , [371 : 4-MeS-Ph, 2,4- {F)2 - ?h, 4-.i?r-Ph] , [972 : 4-MeS-?h, 2,4 - {F:l 2 - Ph, 4-CF3 -Ph], [373 : 4-MeS-Ph, 2,4-(F)2-Ph, 4-HeO-PhJ , {374 : 4-MeS-Ph, 2.4- (F)2-Ph, 4-Ph, Ph] , [975 ; 4-MeS-Ph, 2,4-(F)2-Ph, 3,4- (Me)2-Ph]r [975 : 4-MeS-Ph, 2,4-(F)2-Ph, 5-In], [977 : 4-MeS-Ph] , [961 : 4-MeS-Ph, 4-Ph, Ph, 4-Ph, Ph] , [962 : 4-MeS-Ph, 4-Ph, Ph, 3,4- (Me)2 -Ph ], [963 : 4-MeS-Ph, 4-Ph, Ph, 5-In], [S64 : 4-MeS-Ph, 2,4 - (F&gt; 2-Ph, 2-He-Ph3, [965] : 4-MeS-Ph, 2,4- (F)2 -Ph, 3-F-Ph] , [9£6 : 4-MeS-Ph, 2,4- (F) 2 -Pli, 3-Me -Ph], 1567 : 4-MeS-Ph, 2,4- (F) :· -Phr 4-F-Ph] , 196B : 4-MeS-Ph, 2,4- (F)2 -Ph, 4 -Cl-Ph] , [9G9 : 4-MeS-Ph, 2,4-{F)2-Ph, 4-Br-Ph], [970 : 4-MeS-Ph, 2,4-{F}2 -Ph, 4-Me-Ph] , [371 : 4-MeS-Ph, 2,4- {F)2 - ?h, 4-.i?r-Ph] , [972 : 4-MeS-?h , 2,4 - {F:l 2 - Ph, 4-CF3 -Ph], [373 : 4-MeS-Ph, 2,4-(F)2-Ph, 4-HeO-PhJ , {374 : 4 -MeS-Ph, 2.4- (F)2-Ph, 4-Ph, Ph] , [975 ; 4-MeS-Ph, 2,4-(F)2-Ph, 3,4- (Me)2- Ph]r [975 : 4-MeS-Ph, 2,4-(F)2-Ph, 5-In], [977 : 4-MeS-

Ph, 3 r4-{Cl)2-Fh, 2-Me-Ph] , [37B : 4-MeS-?h, 3,4-(Cl}2-Ph, 3-F-Ph】, [279 : 4-:MeS-Ph, 3,4 - (Cl) 2 -Ph, 3-Ms-Ph] , [9B0 : 4-Ph, 3 r4-{Cl)2-Fh, 2-Me-Ph] , [37B : 4-MeS-?h, 3,4-(Cl}2-Ph, 3-F-Ph], [279 : 4-: MeS-Ph, 3,4 - (Cl) 2 -Ph, 3-Ms-Ph] , [9B0 : 4-

Me3-Ph, 3,4- ;C1;2-Ph, 4-?-?h] , [351 : 4-MeS-Ph, 3,4-(Cl}2- 186 320644 200922468Me3-Ph, 3,4-; C1; 2-Ph, 4-?-?h], [351: 4-MeS-Ph, 3,4-(Cl}2- 186 320644 200922468

Ph, 4-Cl-Ph] , [9 62 : 4-MeS-Fhr 3,4- (CI)2 -Ph, 4-3r-Ph] , [963 :4-MeS-Ph( 3,4-fClj 2-Ph, 4-Me-Ph] , :9B4 : 4-MeS-?h; 3,4- (Cl)2-Ph, 4-iPr-Ph] , [985 : 4-MeS-Ph, 3,4- (Cl}2-Ph, 4-CF3-Ph, 4-Cl-Ph] , [9 62 : 4-MeS-Fhr 3,4-(CI)2 -Ph, 4-3r-Ph], [963 :4-MeS-Ph( 3,4-fClj 2-Ph, 4-Me-Ph] , :9B4 : 4-MeS-?h; 3,4- (Cl)2-Ph, 4-iPr-Ph] , [985 : 4-MeS-Ph, 3, 4- (Cl}2-Ph, 4-CF3-

Ph] , [9B6 : 4-MeS-Ph, 3,4-{Cl}2-Ph, 4-MeO-Ph] , [987 ; 4-MeS-Ph] , [9B6 : 4-MeS-Ph, 3,4-{Cl}2-Ph, 4-MeO-Ph] , [987 ; 4-MeS-

Ph, 3,4- (Cl) 2-Ph, 4-Fn, Ph] , [988 : 4-MeS-Ph, 3,4- iCl)2 -Ph, 3,4-(Me)2, [989 : 4-MeS^Ph, 3,4-(Cl}2-Ph, 5-In], [990 : 4-HeS-Ph, 3,5-{Cl}2-Ph, 2-Me-Ph], [391 : 4-MeS-?h, 3,5- (Cl)2-Ph, 3-F-Ph], [992 :4-NeS-Ph, 3,5-(Cl)2-Ph, 3-Me-?h], [993 : 4-MeS-?h, 3,5- {Cl}2 -Ph, 4-F-Ph] , E994 : 4-MeS-Ph, 3,5- (Cl)2-Ph, 4-Cl-Ph], [99S:4-NeS-Ph, 3,5-{Cl)2-Ph, 4-Br-Ph], [S96 : 4-MeS-Ph, 3,5-{Cl)s-Ph( 4-Me-PhJ, [997 : 4-MeS-Ph, 3;5- (C1J 2 -Ph, 4-iPr-Ph] , [998 : 4-MeS-Ph, 3( 5- {Cl)2 -?h# 4- CF3-Ph3 x [999 : 4-MeS-Ph, 3,5-(Cl)2-Ph, 4-HsO-Ph] , [1000:4-Ph, 3,4- (Cl) 2-Ph, 4-Fn, Ph] , [988 : 4-MeS-Ph, 3,4- iCl) 2 -Ph, 3,4-(Me)2, [989 : 4-MeS^Ph, 3,4-(Cl}2-Ph, 5-In], [990 : 4-HeS-Ph, 3,5-{Cl}2-Ph, 2-Me-Ph], [391 : 4-MeS-?h, 3,5-(Cl)2-Ph, 3-F-Ph], [992 :4-NeS-Ph, 3,5-(Cl)2-Ph, 3- Me-?h], [993 : 4-MeS-?h, 3,5- {Cl}2 -Ph, 4-F-Ph] , E994 : 4-MeS-Ph, 3,5- (Cl)2 -Ph, 4-Cl-Ph], [99S:4-NeS-Ph, 3,5-{Cl)2-Ph, 4-Br-Ph], [S96: 4-MeS-Ph, 3,5- {Cl)s-Ph( 4-Me-PhJ, [997 : 4-MeS-Ph, 3;5-(C1J 2 -Ph, 4-iPr-Ph] , [998 : 4-MeS-Ph, 3( 5- {Cl)2 -?h# 4- CF3-Ph3 x [999 : 4-MeS-Ph, 3,5-(Cl)2-Ph, 4-HsO-Ph] , [1000:4-

MeS-Ph, 3,5-(Cl)2-Ph, 4-Ph,則、 [1001 : 4-Me£-Ph, 3,5- (Cl)2-Ph, 3,4- (Me) 2 -Phj , [10C2 : 4-MeS-MeS-Ph, 3,5-(Cl)2-Ph, 4-Ph, then, [1001: 4-Me£-Ph, 3,5-(Cl)2-Ph, 3,4-(Me) 2 -Phj, [10C2 : 4-MeS-

Ph, 3,5- (Cl) 2 -Ph, 5-In] , [1003 : 4-EtS-Ph, P:i、Ph] , U〇〇4:4- CN-Ph, Ph、Eh], [1005 ; 4-CN-Ph, 2-F-Ph, 2-Me-Ph} , [1005:4- CK-Pii, 2-F-Ph, 3-F-Ph] , [10C7 : 4-CN-?b, 2-F-Ph, 3-Ms-Ph], [1008 : 4-CW-Ph, 2-F-Ph, 4-F-Ph] , [1009 : 4-CN-Ph, 2-F-Phy 4-Ph, 3,5-(Cl) 2 -Ph, 5-In] , [1003 : 4-EtS-Ph, P:i, Ph], U〇〇4:4-CN-Ph, Ph, Eh], [1005; 4-CN-Ph, 2-F-Ph, 2-Me-Ph}, [1005:4-CK-Pii, 2-F-Ph, 3-F-Ph], [10C7: 4-CN -?b, 2-F-Ph, 3-Ms-Ph], [1008: 4-CW-Ph, 2-F-Ph, 4-F-Ph], [1009: 4-CN-Ph, 2- F-Phy 4-

Cl-Ph] , [1010 : 4-ai-Ph, 2-F-Ph, 4-Br-Ph] r [1011 : 4-CH-Ph, 2-F-Ph, 4-Me-Ph], [1012 :4-CN-Ph, 2-F-Ph, 4-iPr-Ph], [1013 :4-CN-Ph, 2-F-Ph, 4-CF3-Ph] , [1014 : 4-CK-Phf 2-F-?h, 4-Cl-Ph] , [1010 : 4-ai-Ph, 2-F-Ph, 4-Br-Ph] r [1011 : 4-CH-Ph, 2-F-Ph, 4-Me-Ph], [ 1012 : 4-CN-Ph, 2-F-Ph, 4-iPr-Ph], [1013 : 4-CN-Ph, 2-F-Ph, 4-CF3-Ph], [1014 : 4-CK- Phf 2-F-?h, 4-

MeO-Ph] , [101S : 4-CN-Ph, 2-F-Ph, 4-Ph, Ph] , [1016 : 4-OT-Ph,MeO-Ph] , [101S : 4-CN-Ph, 2-F-Ph, 4-Ph, Ph], [1016 : 4-OT-Ph,

2-F-Ph, 3,4- (Me)2-?h] , [1017 : 4-CN-Ph, 2-F-?h, 5-IrJ , [101B :4-CN-Ph, 3-CF2-Ph, 2-He-Fh] , [101= : 4-CK-Ph, 3-CF5-?hr 3- ]87 320644 200922468 F-?h] , [1C-2C : 4-CN-Fh, 3-C75 -Pli, 3-Me-Ph] , [1G21 : 4-dvi-Ph, 3- C?3 -Ph, 4-F-?h] , [1022 : 4-CN-Ph, 3-CF2 -Ph, 4-Cl-Ph], [102 3 : 4-CN-Ph, 3-CF3 -Ph, 4-Br-Ph] , [1024 : 4-CN-Pft, 3-CF5 -2-F-Ph, 3,4-(Me)2-?h], [1017: 4-CN-Ph, 2-F-?h, 5-IrJ, [101B:4-CN-Ph, 3- CF2-Ph, 2-He-Fh], [101= : 4-CK-Ph, 3-CF5-?hr 3- ]87 320644 200922468 F-?h] , [1C-2C : 4-CN-Fh, 3-C75 -Pli, 3-Me-Ph] , [1G21 : 4-dvi-Ph, 3- C?3 -Ph, 4-F-?h] , [1022 : 4-CN-Ph, 3-CF2 -Ph, 4-Cl-Ph], [102 3 : 4-CN-Ph, 3-CF3 -Ph, 4-Br-Ph], [1024 : 4-CN-Pft, 3-CF5 -

Phr 4-Me-Ph], [1025 : 4-CN-Ph, 3-CFa-Ph, 4-iPr-Ph], [1026 : 4- CN-Ph, 3-CF3-Ph, 4-CF3-Ph] , [1027 : 4-CN-Ph, 3-CF3-Ph, 4-Phr 4-Me-Ph], [1025 : 4-CN-Ph, 3-CFa-Ph, 4-iPr-Ph], [1026 : 4-CN-Ph, 3-CF3-Ph, 4-CF3-Ph ] , [1027 : 4-CN-Ph, 3-CF3-Ph, 4-

MeO-?b] , [1C2B : 4-CN-Ph, 3-CF3 -Ph, 4-Ph, Ph] , [1029 : 4-CN-MeO-?b] , [1C2B : 4-CN-Ph, 3-CF3 -Ph, 4-Ph, Ph] , [1029 : 4-CN-

Ph, 3-CF3-Ph, 3,4-(Me)2-Fh], [1030 : 4-CK-Ph, 3-CF3-Ph, 5-Ph, 3-CF3-Ph, 3,4-(Me)2-Fh], [1030 : 4-CK-Ph, 3-CF3-Ph, 5-

In] , [1031 : 4-CM-Ph, 4-F-Ph, 2-Me-Phj , [1032 : 4-CN-Ph, 4-F-In] , [1031 : 4-CM-Ph, 4-F-Ph, 2-Me-Phj, [1032 : 4-CN-Ph, 4-F-

Ph, 3-F-Ph]γ [1033 : 4-CN-Ph, 4-F-?h, 3-We-Ph] , [1034 ; 4-CW- ?h, 4-F-Fh, 4-F-Ph] , [1035 ; 4-CN-Ph, 4-F-Ph, 4-Cl-Ph], [1D36 : 4-CN-Ph, 4-F-Ph, 4-Br-Ph], [1037 : 4-CN-Ph, 4-F-Ph, 4-Me-Pfa] , [103B : 4-CW-Ph, 4-P-Ph, 4-iPr-Ph] , [1039 : 4-CN-Ph, 3-F-Ph]γ [1033 : 4-CN-Ph, 4-F-?h, 3-We-Ph], [1034 ; 4-CW- ?h, 4-F-Fh, 4- F-Ph] , [1035 ; 4-CN-Ph, 4-F-Ph, 4-Cl-Ph], [1D36 : 4-CN-Ph, 4-F-Ph, 4-Br-Ph], [ 1037 : 4-CN-Ph, 4-F-Ph, 4-Me-Pfa] , [103B : 4-CW-Ph, 4-P-Ph, 4-iPr-Ph] , [1039 : 4-CN-

Ph, 4-F-Ph, 4-CF,-Ph], [1040 : 4-CK-Ph, 4-F-Ph, 4-MeO-Ph], [1041 : 4-CN-Ph, 4-F-Ph, 4-Ph, Ph] , [1042 : 4-CN-Ph, 4-F-Ph, 3,4-(Me)2-Ph] , [1043 : 4-CN-Ph, 4-F-Phf 5-In] , [1044 ; 4-CN- ?h, 4-iPr-Ph, 2-Me-Ph], [1045 : 4-CK-Ph, 4-iPr-Ph, 3-F-Ph]( U04S : 4-CN-Ph, 4-iPr-Ph, 3-Me-Ph], [1047 : 4-CN-Ph, 4-iPr-Ph, 4-F-Ph, 4-CF,-Ph], [1040 : 4-CK-Ph, 4-F-Ph, 4-MeO-Ph], [1041 : 4-CN-Ph, 4-F -Ph, 4-Ph, Ph] , [1042 : 4-CN-Ph, 4-F-Ph, 3,4-(Me)2-Ph], [1043 : 4-CN-Ph, 4-F- Phf 5-In] , [1044 ; 4-CN- ?h, 4-iPr-Ph, 2-Me-Ph], [1045 : 4-CK-Ph, 4-iPr-Ph, 3-F-Ph] ( U04S : 4-CN-Ph, 4-iPr-Ph, 3-Me-Ph], [1047 : 4-CN-Ph, 4-iPr-

Ph, 4-F-Ph] , [1048 : 4-CN-Ph, 4-iPr-Ph, 4-Cl-Ph] , [1049 :4- CK-Ph, 4-iPr-Ph, 4-Br-?h], [1050 : 4-CK-Ph, 4-iPr-Ph, 4-Me- ?hj, ilOSl : 4-CN-?h( 4-iPr-Ph, 4-iPr-Ph], [1052 : 4-CN-?h, 4-iPr-Ph, 4-CF3-Ph], {1053 : 4-CN-Ph, 4-iPr-Ph, 4-MeO-Ph], [1054 : 4-CN-?h, 4-iPr-Ph, 4-Ph, Ph] , [1055 : 4-CU-Ph.f 4-iPr- ?h, 3,4-(Me)2-Ph] , [1056 : 4-CN-Ph, 4-iPr-Ph, 5-In] , [1057: 4-CN-Ph, 4-C?s-?h( 2-Me-?h], [1G58 : 4-CW-Ph, 4-C?3 -Ph, 3-F-Ph, 4-F-Ph] , [1048 : 4-CN-Ph, 4-iPr-Ph, 4-Cl-Ph], [1049 :4- CK-Ph, 4-iPr-Ph, 4-Br- ?h], [1050: 4-CK-Ph, 4-iPr-Ph, 4-Me-?hj, ilOSl: 4-CN-?h(4-iPr-Ph, 4-iPr-Ph], [1052 : 4-CN-?h, 4-iPr-Ph, 4-CF3-Ph], {1053 : 4-CN-Ph, 4-iPr-Ph, 4-MeO-Ph], [1054 : 4-CN- ?h, 4-iPr-Ph, 4-Ph, Ph], [1055: 4-CU-Ph.f 4-iPr-?h, 3,4-(Me)2-Ph], [1056 : 4- CN-Ph, 4-iPr-Ph, 5-In], [1057: 4-CN-Ph, 4-C?s-?h( 2-Me-?h], [1G58 : 4-CW-Ph, 4-C?3 -Ph, 3-F-

Ph] , [105S : 4-CN-?ii, 4-CF3 - Ph, 3-Ms-Ph] , &quot;1060 : 4-CW-Ph, 4- 1S8 320644 200922468 CF,-Ph; 4-F-Ph] , [IOdI : 4-CN-Ph, 4-CFs-?h( 4-Cl-Ph] , [1062 :4-CN-Ph, 4-CFs-Ph, 4-Br-Ph], [1063 : 4^CN-?h, 4-CF3-Ph, 4-Ph] , [105S : 4-CN-?ii, 4-CF3 - Ph, 3-Ms-Ph] , &quot;1060 : 4-CW-Ph, 4- 1S8 320644 200922468 CF,-Ph; 4-F- Ph] , [IOdI : 4-CN-Ph, 4-CFs-?h( 4-Cl-Ph] , [1062 :4-CN-Ph, 4-CFs-Ph, 4-Br-Ph], [1063 : 4^CN-?h, 4-CF3-Ph, 4-

Me-?h] , [10€4 : 4-CN-Ph, 4-CF3-Ph, 4-iPr-Ph], 11055 : 4-CN- ?h, 4-CF3-Ph, 4-CF3-Ph] , [1066 : 4-CK-Ph, 4-CF3-Ph, 4-MeO- ?h] , [1067 : 4-CN-Ph, 4-CF3-Ph, 4-Ph, Pfc] , [1068 : 4-CN-Fh, 4-CFa-Ph, 3,4-{Me)a-Ph] ( [1069 : 4-CN-Ph, 4-CF3-Ph, 5-In], [1070 : 4-CN-Ph, 4-Ph( Ph, 2-Me-Ph} , [1071 : 4-CN-Ph, 4-?h,Me-?h] , [10€4 : 4-CN-Ph, 4-CF3-Ph, 4-iPr-Ph], 11055 : 4-CN- ?h, 4-CF3-Ph, 4-CF3-Ph ], [1066: 4-CK-Ph, 4-CF3-Ph, 4-MeO-?h], [1067: 4-CN-Ph, 4-CF3-Ph, 4-Ph, Pfc], [1068: 4-CN-Fh, 4-CFa-Ph, 3,4-{Me)a-Ph] ( [1069 : 4-CN-Ph, 4-CF3-Ph, 5-In], [1070 : 4-CN -Ph, 4-Ph( Ph, 2-Me-Ph} , [1071 : 4-CN-Ph, 4-?h,

Ph, 3-F-Ph] , [1072 : 4-CN-Ph( 4-Ph, Ph, 3-Me-Ph] , [1073 :4- CN-?h, 4-Ph, Ph, 4-F-Ph] , [1074 ; 4-ClT-Ph, 4-Ph, Ph, 4-Cl-Ph, 3-F-Ph] , [1072 : 4-CN-Ph( 4-Ph, Ph, 3-Me-Ph] , [1073 :4-CN-?h, 4-Ph, Ph, 4-F -Ph] , [1074 ; 4-ClT-Ph, 4-Ph, Ph, 4-Cl-

Ph] , [1075 : 4-CN-Ph, 4-Ph, Ph, 4-Br-Ph] , [1076 : 4-CN-Ph, 4-Ph] , [1075 : 4-CN-Ph, 4-Ph, Ph, 4-Br-Ph], [1076 : 4-CN-Ph, 4-

Ph, Ph, 4-Me-Ph] , [107? : 4-CN-Ph, 4-Ph, Ph, 4_iPr-Ph], [1078 : 4-CN-Ph, 4-Ph, Ph, 4-CF3 -Ph] , [1079 : 4-CN-Ph, 4-Ph,Ph, Ph, 4-Me-Ph] , [107? : 4-CN-Ph, 4-Ph, Ph, 4_iPr-Ph], [1078 : 4-CN-Ph, 4-Ph, Ph, 4-CF3 -Ph] , [1079 : 4-CN-Ph, 4-Ph,

Ph, 4-MeO-Ph3 , [1080 : 4-CN-Ph, 4-Ph, Ph, 4-Ph, Ph] , [1081 : 4- CW-Ph, 4-Ph, Ph, 3,4- {Me}2-?h] , [1082 : 4-CN-Ph, 4-Ph, Ph, 5- Ir.] , [10B3 : 4-CW-Ph, 2,4 - {P}2 -Ph, 2-Me-Ph], [10S4 : 4-CN-Ph, 4-MeO-Ph3, [1080 : 4-CN-Ph, 4-Ph, Ph, 4-Ph, Ph], [1081 : 4-CW-Ph, 4-Ph, Ph, 3,4- { Me}2-?h] , [1082 : 4-CN-Ph, 4-Ph, Ph, 5- Ir.] , [10B3 : 4-CW-Ph, 2,4 - {P}2 -Ph, 2 -Me-Ph], [10S4 : 4-CN-

Ph, 2;4-(F)3-Ph, 3-F-Ph] , [1085 : 4-CN-Pb, 2,4-(F}2-Ph, 3-Ph, 2; 4-(F)3-Ph, 3-F-Ph] , [1085 : 4-CN-Pb, 2,4-(F}2-Ph, 3-

Me-PhJ , [1C86 : 4-CN-Ph, 2,4- (F)2 -Ph, 4-F-Ph·], U〇S7 ; 4-CN-Me-PhJ , [1C86 : 4-CN-Ph, 2,4- (F) 2 -Ph, 4-F-Ph·], U〇S7 ; 4-CN-

Ph, 2r4-{F}2-Ph, 4-Cl-Ph] , [10 88 : 4-CN-Ph., 2,4-(F)2-Ph, 4-Ph, 2r4-{F}2-Ph, 4-Cl-Ph], [10 88 : 4-CN-Ph., 2,4-(F)2-Ph, 4-

Br-Ph] , [1083 : 4-CK-Ph, 2,4-(F)2-Ph, 4-Me-Fh] , [1090 : 4-CN-Br-Ph] , [1083 : 4-CK-Ph, 2,4-(F)2-Ph, 4-Me-Fh], [1090 : 4-CN-

Ph, 2i4-(?)2-Ph, 4-iPr-Ph], [1092 : 4-CN-Ph, 2,4-(7)2-?h, 4-CF3 -Pii] , [1092 : 4-Q'I-Ph, 2,4-(F)2-?h, 4-MeO-PfeJ , [1093:4- CN-Ph, 2,4-(F)2-?h/ 4-Ph, Ph] , {1094 : 4-CN-Ph, 2,4-{?}2-Ph, 3,4-(Me)2-Ph] , [1095 : 4-CN-?h, 2,4- (F)2-?hr 5-工n], [1095 : 4-CK-Ph, 3,4-(Cl)2-Ph, 2-Me-Ph], [1037 : 4-CN-?h, 3,4-(Cl}2 -Ph, 2i4-(?)2-Ph, 4-iPr-Ph], [1092: 4-CN-Ph, 2,4-(7)2-?h, 4-CF3-Pii], [1092: 4 -Q'I-Ph, 2,4-(F)2-?h, 4-MeO-PfeJ, [1093:4-CN-Ph, 2,4-(F)2-?h/ 4-Ph, Ph] , {1094 : 4-CN-Ph, 2,4-{?}2-Ph, 3,4-(Me)2-Ph] , [1095 : 4-CN-?h, 2,4- ( F) 2-?hr 5-work n], [1095: 4-CK-Ph, 3,4-(Cl)2-Ph, 2-Me-Ph], [1037 : 4-CN-?h, 3 ,4-(Cl}2 -

Ph, 3-F-Ph] y 11093 : 4-CEi-?h, 3,4- (CI)2 -Ph, 3-Me-Ph] , [2 099 1S9 320644 200922468 :4-CK-Ph, 3,4-(Cl)5-Ph, 4-F-Ph] , [1100 : 4-CN-Ph, 3,4- (Cl.)2-Ph, 4-Cl-Ph], [1201 : 4-C2i-Ph, 3,4 - (Cl) 2 -Ph, 4-Br-Ph] , ;11C2 : 4-CH-Ph, 3.4- (Cl}2 -Ph, 4-Me-Ph] , [11C3 : 4-CN-Ph, 3,4- (Cl)2 -Ph, 4- iPr-Ph] r [1104 : 4-CN-Ph, 3(4 - (Cl)2 -Ph, 4-CF3 -Ph] f [1105 :4-CK-Ph, 3,4-(Cl)2-Ph, 4-MeO-Ph] , [1106 : 4-CN-?h, 3,4-{Cl}2-Ph, 3-F-Ph] y 11093 : 4-CEi-?h, 3,4-(CI)2 -Ph, 3-Me-Ph] , [2 099 1S9 320644 200922468 :4-CK-Ph, 3 , 4-(Cl)5-Ph, 4-F-Ph], [1100 : 4-CN-Ph, 3,4-(Cl.)2-Ph, 4-Cl-Ph], [1201 : 4- C2i-Ph, 3,4 - (Cl) 2 -Ph, 4-Br-Ph] , ;11C2 : 4-CH-Ph, 3.4- (Cl}2-Ph, 4-Me-Ph], [11C3 : 4-CN-Ph, 3,4- (Cl)2 -Ph, 4- iPr-Ph] r [1104 : 4-CN-Ph, 3(4 - (Cl)2 -Ph, 4-CF3 -Ph] f [1105 : 4-CK-Ph, 3,4-(Cl)2-Ph, 4-MeO-Ph] , [1106 : 4-CN-?h, 3,4-{Cl}2-

Ph, 4-?h, ?h] , [1107 : 4-CK-Ph, 3,4-(01)¾-Ph, 3,4-(Me}2-Ph], 11108 : 4-CN-Ph, 3,4- (Cl)2 -Ph, 5時工n] , [1109 ·· 4-CN-Pii, 3,5- {Cl)2-Ph, 2-Me-?h] , illlO : 4-CN-Ph, 3,5- (Cl)2-?h, 3-F-Ph], [1111 : 4-CN-Ph, 3,5- (Cl)2 -?h, 3-Me-Ph] , 11112 : 4-CN-Ph, 3.5- (Cl)2-Phr 4-F-?h] , [1113 : 4-CN-Ph, 3,5 - (Cl)2-Ph, 4-Cl-Ph, 4-?h, ?h] , [1107 : 4-CK-Ph, 3,4-(01)3⁄4-Ph, 3,4-(Me}2-Ph], 11108 : 4-CN-Ph , 3,4- (Cl) 2 -Ph, 5 o'clock n] , [1109 ·· 4-CN-Pii, 3,5- {Cl)2-Ph, 2-Me-?h] , illlO : 4 -CN-Ph, 3,5- (Cl)2-?h, 3-F-Ph], [1111 : 4-CN-Ph, 3,5- (Cl)2 -?h, 3-Me-Ph ] , 11112 : 4-CN-Ph, 3.5- (Cl) 2-Phr 4-F-?h] , [1113 : 4-CN-Ph, 3,5 - (Cl)2-Ph, 4-Cl-

Ph] r [1114 : 4-CK-Ph, 3,5-{Cl)2-Ph, 4-Br-Ph], [1115 : 4-CN-Ph] r [1114 : 4-CK-Ph, 3,5-{Cl)2-Ph, 4-Br-Ph], [1115 : 4-CN-

Ph, 3,5-(Cl}2-Ph, 4-Me-Ph], [1116 : 4-CN-Ph, 3,5-(Cl)2-Pk, 4-iPr-Ph] , [11X7 : 4-CN-Ph, 3,(Cl)2-Ph, 4-CF3-?h] , [1118: 4-CN-Ph, 3,5-(Cl),-Ph, 4-MeO-Ph], [1119 : 4-CN-?h; 3,5- {Ci)2-Ph, Ph] , [112C : 4-CK-Pfa, 3,5- (Cl} 2 -Ph, 3,4- (Me)j-PhJ , tl!21 : 4-CN-Ph, 3,5-{Cl)2-Ph, 5-In] , [1122:4- ΜεΝΗ-Ph, Ph、Ph] , [1123 :4-MeHH-Ph, 2-F-Ph, 2-Me-Ph] , [1124 :4-MelvH-Ph, 2-F-Ph, 3-F-?h] , |1125 : 4-MeNH-?hr 2-F-Pti, 3-Ph, 3,5-(Cl}2-Ph, 4-Me-Ph], [1116: 4-CN-Ph, 3,5-(Cl)2-Pk, 4-iPr-Ph], [11X7: 4-CN-Ph, 3,(Cl)2-Ph, 4-CF3-?h], [1118: 4-CN-Ph, 3,5-(Cl),-Ph, 4-MeO-Ph], [1119: 4-CN-?h; 3,5- {Ci)2-Ph, Ph] , [112C : 4-CK-Pfa, 3,5- (Cl} 2 -Ph, 3,4- (Me ) j-PhJ , tl!21 : 4-CN-Ph, 3,5-{Cl)2-Ph, 5-In] , [1122:4- ΜεΝΗ-Ph, Ph, Ph], [1123 :4- MeHH-Ph, 2-F-Ph, 2-Me-Ph], [1124: 4-MelvH-Ph, 2-F-Ph, 3-F-?h], |1125 : 4-MeNH-?hr 2 -F-Pti, 3-

Me-Ph], [1126 : 4-MeNH-Ph, 2-?-?h, 4-F-Ph] , [1127 ; 4-KeKH-Me-Ph], [1126 : 4-MeNH-Ph, 2-?-?h, 4-F-Ph], [1127 ; 4-KeKH-

Ph, 2-F-Ph, 4-Cl-?h}, [112B : 4-MeNK-Ph, 2-F-Ph, 4-Br-Ph], [112S : 4-MelOH-Ph, 2-F-Ph, 4-Me-Ph] r [1130 : 4-MeIJH-Ph, 2-F-Phr 4-iPr-Ph] , [1131 : 4-MelsIH-Ph, 2-F-Ph, 4-CF3 -Ph] , [1132: 4-Mel'JH-Ph, 2-F-?h, 4-MeO-PhJ , [1133 : 4-MeKH-Ph, 2-F-Ph, 4-Ph, 2-F-Ph, 4-Cl-?h}, [112B: 4-MeNK-Ph, 2-F-Ph, 4-Br-Ph], [112S: 4-MelOH-Ph, 2-F -Ph, 4-Me-Ph] r [1130 : 4-MeIJH-Ph, 2-F-Phr 4-iPr-Ph] , [1131 : 4-MelsIH-Ph, 2-F-Ph, 4-CF3 - Ph] , [1132: 4-Mel'JH-Ph, 2-F-?h, 4-MeO-PhJ, [1133 : 4-MeKH-Ph, 2-F-Ph, 4-

Ph, ?h] , [1134 : 4-MeNH-Ph( 2-F-Ph, 3,4-(Me)2-Ph], [1135 :4- 190 320644 200922468Ph, ?h] , [1134 : 4-MeNH-Ph( 2-F-Ph, 3,4-(Me)2-Ph], [1135 :4- 190 320644 200922468

Metra-Ph, 2-F-Pn, 5-In]r [113 6 : 4-HeHH-?h, 3-CF3-Ph, 2-Me-Ph] , [1137 : 4-MeKH-Ph, 3-CF3-?h, 3-F-Phj , [113E : 4-MeI'JH-Ph, 3- CFj-Ph, 3-Me-Ph] , 11139 : 4-MeMi-Ph, 3-CF3 -Ph, 4 -F-Ph], !114 0 : 4-MeNH-Ph, 3-CF3 -Ph, 4-Cl-Ph] , [1141 : 4-HeNH-Ph, 3- CF3-Ph, 4-Br-Ph] , Ϊ1142 : 4-MeNH-Ph, 3-CF3-Ph, 4-Me-Ph], [114 3 : 4-MeNH-Ph, 3-CF3 -Ph, 4-iPr-Ph] , [1144 : 4-MeNH-Ph, 3- CF3 -Ph, 4-CF3 -Ph] , [1145 : 4-MeNH-Ph, 3-CF5 -Ph, 4-MeO-Fh], [1146 : 4-MeNH-Ph, 3-CF3 -Ph, 4-Ph, Ph] , [1147 : 4-MeNH-Ph, 3- CF3 - Pa, 3,4- (Me)2 -?h] , [1148 : 4-MeNH-Ph, 3-CF3 -Ph, 5-工r」, [114 9 : 4-MeNK-Ph, 4-F-Ph, 2-Me-Ph] , [1150 : 4-Mel'iH-Ph, 4-F-Metra-Ph, 2-F-Pn, 5-In]r [113 6 : 4-HeHH-?h, 3-CF3-Ph, 2-Me-Ph], [1137 : 4-MeKH-Ph, 3- CF3-?h, 3-F-Phj, [113E: 4-MeI'JH-Ph, 3-CFj-Ph, 3-Me-Ph] , 11139 : 4-MeMi-Ph, 3-CF3 -Ph, 4 -F-Ph], !114 0 : 4-MeNH-Ph, 3-CF3 -Ph, 4-Cl-Ph] , [1141 : 4-HeNH-Ph, 3-CF3-Ph, 4-Br-Ph] , Ϊ1142 : 4-MeNH-Ph, 3-CF3-Ph, 4-Me-Ph], [114 3 : 4-MeNH-Ph, 3-CF3 -Ph, 4-iPr-Ph], [1144 : 4- MeNH-Ph, 3-CF3 -Ph, 4-CF3 -Ph] , [1145 : 4-MeNH-Ph, 3-CF5 -Ph, 4-MeO-Fh], [1146 : 4-MeNH-Ph, 3- CF3 -Ph, 4-Ph, Ph] , [1147 : 4-MeNH-Ph, 3-CF3 - Pa, 3,4-(Me)2 -?h] , [1148 : 4-MeNH-Ph, 3- CF3 -Ph, 5-worker r", [114 9 : 4-MeNK-Ph, 4-F-Ph, 2-Me-Ph], [1150 : 4-Mel'iH-Ph, 4-F-

Ph, 3-F-Ph] , 11151 : 4-MeNK-Ph, 4-F-Ph, 3-Me-Ph] , [1152 : 4-Ph, 3-F-Ph] , 11151 : 4-MeNK-Ph, 4-F-Ph, 3-Me-Ph] , [1152 : 4-

MeNK-Ph, 4-F-Ph, 4-F-Ph] , [1153 : 4-MeNH-Ph, 4-F-Ph, 4-Cl-MeNK-Ph, 4-F-Ph, 4-F-Ph] , [1153 : 4-MeNH-Ph, 4-F-Ph, 4-Cl-

Ph] , [1154 : 4-MeNH-Phf 4-F-Ph, 4-Br-Ph] , [1155 : 4-MeNH-Ph, 4- F-Ph, 4-Me-Ph] , [1156 : 4-MeNK-Ph, 4-?-Ph, 4-iPr-Ph], 11157 : 4-MeNH-Ph, 4-F-Ph, 4-CF3-Pli] , [1158 : 4-MeNH-Ph, 4-F-Ph] , [1154 : 4-MeNH-Phf 4-F-Ph, 4-Br-Ph], [1155 : 4-MeNH-Ph, 4-F-Ph, 4-Me-Ph], [1156 : 4 -MeNK-Ph, 4-?-Ph, 4-iPr-Ph], 11157 : 4-MeNH-Ph, 4-F-Ph, 4-CF3-Pli], [1158 : 4-MeNH-Ph, 4- F-

Ph, 4-MeO-Ph] , [1159 : 4-MeMi-Ph,· 4-F-P:,,4-?h, Ph] , [11SC : 4- MeKH-Ph, 4-F-Ph, 3,4-(Me)2-Ph] , [1161 : 4-MeNH-Ph, 4-F-Ph, 5- In] , [1262 : 4-Me^3H-Ph, 4-iPr-Ph, 2-Me-Ph] , [1163 : 4-MeNH-Ph, 4-MeO-Ph], [1159: 4-MeMi-Ph, · 4-FP:,, 4-?h, Ph], [11SC: 4-MeKH-Ph, 4-F-Ph, 3, 4-(Me)2-Ph] , [1161 : 4-MeNH-Ph, 4-F-Ph, 5-In] , [1262 : 4-Me^3H-Ph, 4-iPr-Ph, 2-Me -Ph] , [1163 : 4-MeNH-

Ph, 4-iPr-Ph, 3-F-Ph] , [1164 : 4-MeHH-Ph, 4-iPr-Ph, 3-Me-Ph, 4-iPr-Ph, 3-F-Ph] , [1164 : 4-MeHH-Ph, 4-iPr-Ph, 3-Me-

Ph] ,UX65 : 4-MeNH-Ph, 4-iPr-Ph, 4-F-Ph】,[1166 : 4-MeNH-Ph, 4-iPr-?h, 4-Cl~Ph] , [116 7 : 4-MeNE-Ph, 4-iPr-Ph, 4-Br-Ph], [1168 : 4-MeNH-?h, 4-iPr-Ph, 4-Me-Ph】, [11S9 : 4-MeNK-Ph, 4- iPr-Ph, 4-iPr-Phl , [117 0 : [MeMH-Ph, 4-iPr-Ph, 4-CF3 -Ph], [1171 : 4-MeNH-Ph, 4-iPr-Ph, 4-MeO-Ph] , [1172 ; 4-MeNH-Ph, 4- iPr-Ph, 4-Ph; Ph] , 11173 : 4-MeNH-Ph, 4-iPr-Ph, 3,4 -(Me)2- 191 320644 200922468 ?h] , [1174 : 4-MeI^H-Ph, 4-iPr-Ph, 5-In] , [1175 : 4-MeNH-P'n, 4-CF3 -Ph, 2-Me-Ph3 , [1176 : 4-MelsTI-Ph, 4-CF; -Ph, 3-F-Ph], [1177 : 4-MeNH-Phr 4-CF3 -Ph, 3-Me-Ph] , [1178 : 4-MeKH-Ph, 4- CF3 -Phr 4~F-Ph] , [1179 : 4-MeNH-Ph, 4-CF, -Ph, 4-Cl-Ph], [11BC : 4-KeNH-Ph, 4-CF3 -Ph, 4-3r-Ph] , [1181 ; 4 -MeNH-Ph, 4- CF5-Ph, 4-Me-Ph] ; [1182 : 4-MeNK-Ph, 4-CF3-?h, 4-iPr-Ph], {1183 ; 4-MeNH-Ph, 4-CF3-Ph, 4-CF3 -Ph] , [11B4 : 4-MeHH-Ph., 4- CF3-Ph, 4-MeC-Ph] , [11S5 : 4-MeNH-Ph, 4-CF3-Ph, 4-Ph, Ph], [1186 : 4-MeNK-Ph, 4-CF3-Ph, 3,4-(Me)2-Ph】,[1187 : 4-MeNH-Ph, 4-CF3-Ph, 5-In] ; [118 8 : 4-MeNH-Ph, 4-Ph, Ph, 2-Me-Ph], [1289 : 4-MeNK-Ph, 4-Ph, Ph, 3-F-Ph] , [1190 : 4-Mel'JH-Ph, 4-Ph] , UX65 : 4-MeNH-Ph, 4-iPr-Ph, 4-F-Ph], [1166 : 4-MeNH-Ph, 4-iPr-?h, 4-Cl~Ph], [116 7 : 4-MeNE-Ph, 4-iPr-Ph, 4-Br-Ph], [1168 : 4-MeNH-?h, 4-iPr-Ph, 4-Me-Ph], [11S9: 4-MeNK- Ph, 4- iPr-Ph, 4-iPr-Phl , [117 0 : [MeMH-Ph, 4-iPr-Ph, 4-CF3 -Ph], [1171 : 4-MeNH-Ph, 4-iPr-Ph , 4-MeO-Ph] , [1172 ; 4-MeNH-Ph, 4- iPr-Ph, 4-Ph; Ph] , 11173 : 4-MeNH-Ph, 4-iPr-Ph, 3,4 -(Me ) 2- 191 320644 200922468 ?h] , [1174 : 4-MeI^H-Ph, 4-iPr-Ph, 5-In] , [1175 : 4-MeNH-P'n, 4-CF3 -Ph, 2 -Me-Ph3, [1176: 4-MelsTI-Ph, 4-CF; -Ph, 3-F-Ph], [1177: 4-MeNH-Phr 4-CF3-Ph, 3-Me-Ph], [ 1178 : 4-MeKH-Ph, 4-CF3 -Phr 4~F-Ph] , [1179 : 4-MeNH-Ph, 4-CF, -Ph, 4-Cl-Ph], [11BC : 4-KeNH- Ph, 4-CF3 -Ph, 4-3r-Ph] , [1181 ; 4 -MeNH-Ph, 4-CF5-Ph, 4-Me-Ph] ; [1182 : 4-MeNK-Ph, 4-CF3- ?h, 4-iPr-Ph], {1183; 4-MeNH-Ph, 4-CF3-Ph, 4-CF3-Ph], [11B4: 4-MeHH-Ph., 4-CF3-Ph, 4- MeC-Ph] , [11S5 : 4-MeNH-Ph, 4-CF3-Ph, 4-Ph, Ph], [1186 : 4-MeNK-Ph, 4-CF3-Ph, 3,4-(Me)2 -Ph], [1187 : 4-MeNH-P h, 4-CF3-Ph, 5-In]; [118 8 : 4-MeNH-Ph, 4-Ph, Ph, 2-Me-Ph], [1289 : 4-MeNK-Ph, 4-Ph, Ph , 3-F-Ph] , [1190 : 4-Mel'JH-Ph, 4-

Ph, Ph, 3-Me-Ph] , [1151 : 4-MetTK-Ph, 4-Ph, Ph, 4-F-Ph], [1192 : 4-MeNH-Ph, 4-Ph, Ph, 4-Cl-Ph] , [1153 : 4-MeiE5-Ph, 4-Ph, Ph, 3-Me-Ph] , [1151 : 4-MetTK-Ph, 4-Ph, Ph, 4-F-Ph], [1192 : 4-MeNH-Ph, 4-Ph, Ph, 4- Cl-Ph] , [1153 : 4-MeiE5-Ph, 4-

Phf ?h, 4-Br-Phj , [1194 : 4-MeHiH-Fh, 4-Ph, Ph, 4-Me-Ph], 【1195 : 4-MeKH-Ph, 4-Ph, Ph, 4-iPr-Ph】,[11S6 : 4-MeSIK-Ph, 4-Ph; Ph, 4-CF3 - Ph] , [1197 : 4-MeNE-Ph.( 4-Ph, Ph, 4-MeO-Ph], 1119 8 : 4-MeNH-?hf 4-Ph, Ph, 4-Ph, Ph] , [11S9 : 4-MeHH-Pli, 4-Phf?h, 4-Br-Phj, [1194: 4-MeHiH-Fh, 4-Ph, Ph, 4-Me-Ph], [1195: 4-MeKH-Ph, 4-Ph, Ph, 4-iPr -Ph], [11S6: 4-MeSIK-Ph, 4-Ph; Ph, 4-CF3 - Ph], [1197: 4-MeNE-Ph. (4-Ph, Ph, 4-MeO-Ph], 1119 8 : 4-MeNH-?hf 4-Ph, Ph, 4-Ph, Ph] , [11S9 : 4-MeHH-Pli, 4-

Ph, Ph, 3,4 - (Me)2-Ph], [12 00 : 4-MeNH-Ph, 4-Phf Ph, 5-In]、 [1202 : 4-MelsTH-Ph, 2,4- (?)2 -Ph, 2-Me-Ph] , [1202 : 4-ΜβΙνΉ-ΡΗ, 2,4-(F)2-Ph, 3-F-Ph], [12 03 : 4-MeNH-Ph, 2,4-(F)23-Me-Ph, Ph, 3,4 - (Me)2-Ph], [12 00 : 4-MeNH-Ph, 4-Phf Ph, 5-In], [1202 : 4-MelsTH-Ph, 2,4- ( ?)2 -Ph, 2-Me-Ph] , [1202 : 4-ΜβΙνΉ-ΡΗ, 2,4-(F)2-Ph, 3-F-Ph], [12 03 : 4-MeNH-Ph, 2,4-(F)23-Me-

Ph] , [1204 : 4-MeMi-Ph; 2,4 - (F)2 - Ph, 4-F-Ph] , [12 05 : 4-MeI'3H-Ph] , [1204 : 4-MeMi-Ph; 2,4 - (F)2 - Ph, 4-F-Ph] , [12 05 : 4-MeI'3H-

Ph, 2,4-(F)2-?b/ 4-Cl-Phj, [1206 : 4-WeNH-Ph, 2,4-(F)2&quot;Ph, 4-Br-Ph] , [1207 : 4-MeNH-Ph, 2,4-(F}2-?h, 4-Ke-Ph3 , [1208 : 4-KeNH-Ph, 2,4- (F)i-Ph, 4-iPr-Ph] , [12 0 3 : 4-MeNH-Ph, 2,4- (F)2-Ph, 4-CF3-PhJ , [1210 : 4-MeNH-Ph, 2,4 - (?)2-Ph, 4-MeO- 192 320644 200922468Ph, 2,4-(F)2-?b/ 4-Cl-Phj, [1206: 4-WeNH-Ph, 2,4-(F)2&quot;Ph, 4-Br-Ph], [1207: 4-MeNH-Ph, 2,4-(F}2-?h, 4-Ke-Ph3, [1208: 4-KeNH-Ph, 2,4-(F)i-Ph, 4-iPr-Ph] , [12 0 3 : 4-MeNH-Ph, 2,4- (F)2-Ph, 4-CF3-PhJ, [1210 : 4-MeNH-Ph, 2,4 - (?)2-Ph, 4 -MeO- 192 320644 200922468

Ph] r [1211 : 4-MeNH-Ph, 2,4-{F)2-Ph, 4-Phr Phj , [1212 : 4-Ph] r [1211 : 4-MeNH-Ph, 2,4-{F)2-Ph, 4-Phr Phj , [1212 : 4-

KeNH-Ph, 2,4-(F)2-Ph, 3,4-{Me)2-Phj , [1213 : 4-KeKK-Ph, 2,4- (F)2-Ph, S-In] , [1214 : 4-MeNH-Mi, 3,4 - (Cl) 2-Ph, 2-Me-Ph], [1215 : 4-MeNK-Ph, 3,4- (Cl)2 -Ph, 3-F-Ph] , [1216 : 4-?*leNH-Ph, 3,4- (Cl}2-Ph, 3-Me-Ph] , [1217 :4-MeNH-Ph, 3,4 -(Cl}2-Ph, 4- F-Ph] , [1218 : 4-MeKH-Ph, 3,4 - (Cl) 2-Ph, 4-Cl-Ph] , [121S : 4-KeNH-Ph, 2,4-(F)2-Ph, 3,4-{Me)2-Phj , [1213 : 4-KeKK-Ph, 2,4- (F)2-Ph, S-In] , [1214 : 4-MeNH-Mi, 3,4 - (Cl) 2-Ph, 2-Me-Ph], [1215 : 4-MeNK-Ph, 3,4- (Cl)2 -Ph, 3- F-Ph] , [1216 : 4-?*leNH-Ph, 3,4- (Cl}2-Ph, 3-Me-Ph], [1217 :4-MeNH-Ph, 3,4 -(Cl} 2-Ph, 4- F-Ph] , [1218 : 4-MeKH-Ph, 3,4 - (Cl) 2-Ph, 4-Cl-Ph] , [121S : 4-

MeNH-Ph, 3,4-(Cl)2-Ph, 4-Br-Ph] f [122 0 : 4-MeNH-Ph, 3,4-(Cl)2-Ph, 4-Me-Ph] , [1221 : 4-MeNH-?h, 3,4-(Cl)2-Ph, 4-iPr- ?h] , [1222 : 4-MeNH-?h, 3,4-(Cl)2-Ph, 4-CF3-Ph}, il223;4-MeNH-Ph, 3,4-(Cl)2-Ph, 4-Br-Ph] f [122 0 : 4-MeNH-Ph, 3,4-(Cl)2-Ph, 4-Me-Ph], [1221 : 4-MeNH-?h, 3,4-(Cl)2-Ph, 4-iPr-?h], [1222: 4-MeNH-?h, 3,4-(Cl)2-Ph, 4-CF3-Ph}, il223;4-

MeKH-Ph, 3,4- (Cl);; -Ph, 4-MeO-Ph] , (1224 : 4-MeWH-Ph, 3,4- (Cl)2-Ph, 4-Ph, Ph] , [1225 : 4-MeNH-Ph, 3,4-{Cl)2-Ph, 3,4- {Me)2 -Ph] , [122 6 : 4-MeNH-Ph, 3,4- (Cl) 2 -Ph, 5-In], [1227:4-MeKH-Ph, 3,4-(Cl);;Ph, 4-MeO-Ph], (1224: 4-MeWH-Ph, 3,4-(Cl)2-Ph, 4-Ph, Ph], [1225 : 4-MeNH-Ph, 3,4-{Cl)2-Ph, 3,4-{Me)2 -Ph] , [122 6 : 4-MeNH-Ph, 3,4- (Cl) 2 -Ph, 5-In], [1227:4-

MeNH-Ph, 3,5-{Cl)2-Ph, 2-Me-Ph] , [122S : 4-MeNH-Ph, 3,5- (Cl)2-Ph, 3-F-?h] , [1229 : 4-MeNH-Ph, 3,5- (Cl) 2-Ph, 3-Me-MeNH-Ph, 3,5-{Cl)2-Ph, 2-Me-Ph], [122S: 4-MeNH-Ph, 3,5-(Cl)2-Ph, 3-F-?h], [1229 : 4-MeNH-Ph, 3,5-(Cl) 2-Ph, 3-Me-

Ph] , [1230 : 4-MeNH-Pli, 3,5- (Cl)2 -Ph, 4-F-Ph] , [1231 :4-Ph] , [1230 : 4-MeNH-Pli, 3,5-(Cl)2 -Ph, 4-F-Ph] , [1231 :4-

MeNK-Ph, 3,5-(Cl)5-Ph, 4-Cl-Ph] , [1232 : 4-MeNH-Ph, 3,5- (Cl)2-Ph, 4-Br-Ph] , [1233 : 4-MeNH-Ph, 3,5-(Cl)2-Ph; 4-Me-MeNK-Ph, 3,5-(Cl)5-Ph, 4-Cl-Ph], [1232: 4-MeNH-Ph, 3,5-(Cl)2-Ph, 4-Br-Ph], [ 1233 : 4-MeNH-Ph, 3,5-(Cl)2-Ph; 4-Me-

Ph] , [1234 : 4-KeHH-Pii, 3,5-(Cl) 2-Ph, 4-iPr-Ph] , [1235:4-Ph] , [1234 : 4-KeHH-Pii, 3,5-(Cl) 2-Ph, 4-iPr-Ph] , [1235:4-

MeNE-Ph, 3,5- (Cl)2 -Ph, 4-CF, - Ph] r [1235 : 4-MeNH-Ph, 3,5-{CDa-Ph, 4-MeO-Ph], [1237 : 4-MeKH-Ph, 3,5 - {Cl) 2-?h, 4-Ph, Ph] , [123&amp; : 4-KeKH-Phf 3,5- (Cl)2-Ph, 3,4-(Me)2-Ph], I123S : 4-MaNH-Ph, 3,5-(Cl)2-Ph, 5-In], [1240 : 4-EtKTH-?h, Ph&gt; Ph], [1241 : 4-AcNK-Ph, Ph&gt; Ph】,[1242 :4-AcNH-Ph, 2-F-Ph, 2-Me-Ph] , [1243 : 4-AcNH-Ph, 2-F-Ph, 3-?-Ph] , [1244 : 4-AcKH-Ph, 2-F-Ph, 3-Fie-Ph] , [1245 : 4 - Aclsni-Ph, 2-F-?h, 4-F-Ph], [1246 193 320644 200922468 :4-Acird-Ph, 2-F-Ph, 4-Cl-Ph] , [1247 : 4-AcHH-Ph, 2-F-Ph, 4-MeNE-Ph, 3,5-(Cl)2 -Ph, 4-CF, - Ph] r [1235 : 4-MeNH-Ph, 3,5-{CDa-Ph, 4-MeO-Ph], [1237 : 4-MeKH-Ph, 3,5 - {Cl) 2-?h, 4-Ph, Ph] , [123&amp; : 4-KeKH-Phf 3,5- (Cl)2-Ph, 3,4- (Me)2-Ph], I123S: 4-MaNH-Ph, 3,5-(Cl)2-Ph, 5-In], [1240: 4-EtKTH-?h, Ph&gt; Ph], [1241 : 4-AcNK-Ph, Ph&gt; Ph], [1242: 4-AcNH-Ph, 2-F-Ph, 2-Me-Ph], [1243: 4-AcNH-Ph, 2-F-Ph, 3- ?-Ph], [1244: 4-AcKH-Ph, 2-F-Ph, 3-Fie-Ph], [1245: 4 - Aclsni-Ph, 2-F-?h, 4-F-Ph], [1246 193 320644 200922468 : 4-Acird-Ph, 2-F-Ph, 4-Cl-Ph] , [1247 : 4-AcHH-Ph, 2-F-Ph, 4-

Br-Ph] , ;1248 ^ 4-Acl'TH-Ph, 2-F-Phr 4-Me-Ph] , [1249 4-AcNH-Br-Ph] , ;1248 ^ 4-Acl'TH-Ph, 2-F-Phr 4-Me-Ph] , [1249 4-AcNH-

Ph, 2-F~Ph, 4-iPr-Ph] , [1250 : 4-A.cNH-Ph, 2-F-Ph, 4-CF3 -Ph], [1251 : 4-AcNH-Ph, 2-F-Ph( 4-MeO-Ph] , [1252 : 4-AcNH-Ph, 2-F-Ph, 2-F~Ph, 4-iPr-Ph] , [1250 : 4-A.cNH-Ph, 2-F-Ph, 4-CF3 -Ph], [1251 : 4-AcNH-Ph, 2- F-Ph( 4-MeO-Ph] , [1252 : 4-AcNH-Ph, 2-F-

Ph, 4-Ph, Ph] , 11253 : 4-AcNH-Ph, 2-F-Pii, 3,4 - (Me) 2 -Ph], [1254 : 4-AcNH-Ph, 2-P-Plx, S-In] , [1255 : 4-AcNH-Ph, 3-CF3 -Ph, 4-Ph, Ph] , 11253 : 4-AcNH-Ph, 2-F-Pii, 3,4 - (Me) 2 -Ph], [1254 : 4-AcNH-Ph, 2-P-Plx, S-In] , [1255 : 4-AcNH-Ph, 3-CF3 -

Ph, 2-iMe-Ph】,[1256 : 4-Acl\TH-Ph/ 3-CF3 -?h, 3-F-Ph] , [1257 : 4-AcNH-Ph, 3-CF3-Fh, 3-Me-Ph] , [125S : 4-AcNH-Ph, 3-CF3-Ph, 4-F-Ph] , [1259 : 4-AcNH-Ph, 3-CF3 -Ph, 4-Cl-Ph] , [1260 : 4-Ph, 2-iMe-Ph], [1256 : 4-Acl\TH-Ph/ 3-CF3 -?h, 3-F-Ph], [1257 : 4-AcNH-Ph, 3-CF3-Fh, 3 -Me-Ph], [125S: 4-AcNH-Ph, 3-CF3-Ph, 4-F-Ph], [1259: 4-AcNH-Ph, 3-CF3-Ph, 4-Cl-Ph], [1260 : 4-

AcKH-Ph, 3-C?3-Ph, 4-Br-Ph], [1261 : 4-AcNH-Ph, 3-CF3-Ph, 4-AcKH-Ph, 3-C?3-Ph, 4-Br-Ph], [1261: 4-AcNH-Ph, 3-CF3-Ph, 4-

Me - Ph] , [1262 : 4-AdJH-Ph, 3-CF2 -Ph, 4-iPr-Ph] , [1263:4-Me - Ph] , [1262 : 4-AdJH-Ph, 3-CF2 -Ph, 4-iPr-Ph] , [1263:4-

AcHH-Phf 3-C?3 -Ph, 4-CF3 -?h] , [1264 : 4-AcNE-Ph, 3-CF3 -Ph, 4-MeO-Ph] , [1265 : 4-AcMH-Ph, 3-CFa -Ph, 4-Ph, Ph] , [1266 : 4- ACNH-Fh, 3-CPj -Ph., 3,4- (Me) 2-Ph] , [1267 : 4-AcNH-Ph, 3-CF3 -AcHH-Phf 3-C?3-Ph, 4-CF3-?h], [1264: 4-AcNE-Ph, 3-CF3-Ph, 4-MeO-Ph], [1265: 4-AcMH-Ph, 3-CFa -Ph, 4-Ph, Ph] , [1266 : 4- ACNH-Fh, 3-CPj -Ph., 3,4- (Me) 2-Ph] , [1267 : 4-AcNH-Ph, 3-CF3 -

Ph, 5-In] , [1268 : 4-AcNK-Ph, 4-F-?h( 2-Me-Ph] , [126S : 4-Ph, 5-In] , [1268 : 4-AcNK-Ph, 4-F-?h( 2-Me-Ph] , [126S : 4-

AcNH-Ph, 4-F-Ph, 3-F-Ph] , [1270 : 4-AcNK-Ph, 4-F-Ph, 3-Me-AcNH-Ph, 4-F-Ph, 3-F-Ph], [1270 : 4-AcNK-Ph, 4-F-Ph, 3-Me-

Ph] y [12 71 : 4-AcNE-?h, 4-F-Ph, 4-F-Ph] , [1272 : 4-AcNH-Ph, 4-F-Ph, 4-Cl-Ph] , [1273 : 4-AclvIH-Ph, 4-F-Ph, 4-Br-Ph], [1274 :4-AcKH-Ph, 4-F-Ph, 4-Me-?h] , 11275 : 4-AcIiH-Ph, 4-F-Ph, 4- iPr-Ph] , [1276 : 4-AcNH-Ph, 4-F-Ph, 4-CP3 - Ph] , [1277 : 4-Ph] y [12 71 : 4-AcNE-?h, 4-F-Ph, 4-F-Ph], [1272: 4-AcNH-Ph, 4-F-Ph, 4-Cl-Ph], [ 1273 : 4-AclvIH-Ph, 4-F-Ph, 4-Br-Ph], [1274 : 4-AcKH-Ph, 4-F-Ph, 4-Me-?h], 11275 : 4-AcIiH- Ph, 4-F-Ph, 4- iPr-Ph] , [1276 : 4-AcNH-Ph, 4-F-Ph, 4-CP3 - Ph] , [1277 : 4-

Ac3vH-Ph, 4-F-Ph, 4-?teO-Ph], [1278 ; 4-AcNH-Ph, 4-F-Ph, 4-Ph,Ac3vH-Ph, 4-F-Ph, 4-?teO-Ph], [1278 ; 4-AcNH-Ph, 4-F-Ph, 4-Ph,

Ph] , [1279 :4-AcNK-Ph, 4-F-Ph, 3,4-(Me)2-Ph], [1280 : 4-Ph] , [1279 : 4-AcNK-Ph, 4-F-Ph, 3,4-(Me)2-Ph], [1280 : 4-

AcNH-Ph, 4-F-Ph, 5-In] , I128X : 4-A=Nr:-Ph, 4-iPr-Ph, 2-He-AcNH-Ph, 4-F-Ph, 5-In] , I128X : 4-A=Nr:-Ph, 4-iPr-Ph, 2-He-

Ph] , [12S2 :4-AcKH-Ph, 4-iPr-Ph, 3-F-Ph] , [12S3 : 4-AcNH-Ph, 4-iPr-Ph, 3-Me-?a] f [1284 : 4-AcNH-Ph, 4-iPr-Ph, 4-F-Ph], 194 320644 200922468 [12 85 : 4-AcNH-Ph, 4-iPr-Ph, 4-Cl-Ph] , [12 86 : 4-AcNH-Ph, 4- iPr-Ph, 4-3r-Ph], [1287 :4-AcNH-Ph, 4-iPr-Ph, 4-Me-Ph], [12S8 : 4-AcIiH-Ph, 4-iPr-Ph, 4-iPr-Phj , [12S9 : 4-AcWH-Ph, 4- i?r-Ph, 4-CF3-Ph], [1290 : 4-AcNH-Ph, 4-iPr-Ph, 4-WeO-Ph], [1291 : 4-AcNH-Ph, 4-iPr-Ph, 4-Ph, Ph] , [1292 : 4-AcIiH-Phf 4- iPr-Ph, 3,4-(Me)2-Ph], [12S3 : 4-AcNH-Ph, 4-iPr-Ph, 5-In], [1294 : 4-AcNr:-Ph, 4-CF3 - Ph, 2-Me-Pri] , [12 95 : 4-AclNTH-Ph, 4- CF2 -Ph, 3-F-Ph] , [12S6 : 4-AcHH-Ph, 4-CF3-Ph, 3-Me-Phj , [1297 : 4-AcNH-Ph, 4-C?3 -Ph, 4-F-Ph] , [1298 : 4-AcNH-Ph, 4- CF3 - Ph, 4-Cl-Pli] , 11299 : 4-AcNH-Ph, 4-C?3 -Ph, 4-Br-Ph], [130D : 4-AcNK-Ph, 4-CF3-Ph, 4-Me-Ph], [13 01 : 4-AcNH-Ph, 4~CF3 -Ph, 4-iPr-Ph] , [13 02 : 4-AcNH-Ph, 4- CF3 - Ph, 4-CF, - Ph] , [2303 : 4-AdNH-Ph, 4-CF3 -Ph, 4-MeO-Ph], [13 04 : 4-AcNH-Ph, 4--CF3 -Ph, 4-Ph, Ph] , [13 05 : 4-AcNK-Ph, 4- CF3-Ph, 3,4-(Me)2-?h] , I13D5 : 4-AcNH-Ph, 4-CF3-Ph, S-In], [13 07 : 4-AcNH-Ph, 4-Phf Ph, 2-We-Ph] , [13 08 : 4 -AcHH-Ph, 4- ?h, Ph, 3-F-Ph] , [13C9 : 4-AclsJH-Ph, 4-Ph, Ph, 3'Me-Ph], [1310 ; 4-AcNH-Ph, 4-Ph, Ph, 4-F-Ph] , [1311 : 4-AcI'JH-Ph, 4-Ph] , [12S2 : 4-AcKH-Ph, 4-iPr-Ph, 3-F-Ph] , [12S3 : 4-AcNH-Ph, 4-iPr-Ph, 3-Me-?a] f [1284 : 4-AcNH-Ph, 4-iPr-Ph, 4-F-Ph], 194 320644 200922468 [12 85 : 4-AcNH-Ph, 4-iPr-Ph, 4-Cl-Ph], [12 86 : 4-AcNH-Ph, 4- iPr-Ph, 4-3r-Ph], [1287: 4-AcNH-Ph, 4-iPr-Ph, 4-Me-Ph], [12S8: 4-AcIiH-Ph, 4-iPr-Ph, 4-iPr-Phj, [12S9: 4-AcWH-Ph, 4-i?r-Ph, 4-CF3-Ph], [1290: 4-AcNH-Ph, 4-iPr-Ph , 4-WeO-Ph], [1291 : 4-AcNH-Ph, 4-iPr-Ph, 4-Ph, Ph], [1292 : 4-AcIiH-Phf 4- iPr-Ph, 3,4-(Me )2-Ph], [12S3: 4-AcNH-Ph, 4-iPr-Ph, 5-In], [1294: 4-AcNr:-Ph, 4-CF3 - Ph, 2-Me-Pri], [ 12 95 : 4-AclNTH-Ph, 4-CF2 -Ph, 3-F-Ph] , [12S6 : 4-AcHH-Ph, 4-CF3-Ph, 3-Me-Phj , [1297 : 4-AcNH- Ph, 4-C?3-Ph, 4-F-Ph], [1298: 4-AcNH-Ph, 4-CF3- Ph, 4-Cl-Pli], 11299: 4-AcNH-Ph, 4-C ?3 -Ph, 4-Br-Ph], [130D: 4-AcNK-Ph, 4-CF3-Ph, 4-Me-Ph], [13 01 : 4-AcNH-Ph, 4~CF3 -Ph, 4-iPr-Ph] , [13 02 : 4-AcNH-Ph, 4-CF3 - Ph, 4-CF, - Ph] , [2303 : 4-AdNH-Ph, 4-CF3 -Ph, 4-MeO- Ph], [13 04 : 4-AcNH-Ph, 4--CF3 -Ph, 4-Ph, Ph] , [13 05 : 4-AcNK-Ph, 4-CF3-Ph, 3,4-(Me)2-?h], I13D5: 4-AcNH-Ph, 4-CF3-Ph, S-In], [13 07 : 4-AcNH-Ph, 4-Phf Ph, 2-We-Ph], [13 08 : 4 -AcHH-Ph, 4- ?h, Ph, 3-F-Ph] , [13C9: 4-AclsJH-Ph, 4-Ph, Ph, 3'Me-Ph], [1310; 4-AcNH-Ph, 4-Ph, Ph, 4-F-Ph], [1311 : 4- AcI'JH-Ph, 4-

Ph, Ph, 4-Cl-PtL] , [1312 : 4-ΑοϊίΗ-Ρ:η, 4-Ph, Ph, 4-Er-Ph], [1313 : 4-AcNH-Ph, 4-?h, Ph, 4-Me-Ph] f [1314 : 4-AcliH-Ph, 4-Ph, Ph, 4-iPr-Ph] , [1315 : 4-AcNH-Ph, 4-Ph, Ph, 4-CF, -Ph], [1315 : 4-AcNH-?h, 4-Ph, Ph, 4-MeO-Ph] , [1317 : 4-AcI^IH-Fh, 4-Ph, Ph, 4-Cl-PtL] , [1312 : 4-ΑοϊίΗ-Ρ:η, 4-Ph, Ph, 4-Er-Ph], [1313 : 4-AcNH-Ph, 4-?h, Ph , 4-Me-Ph] f [1314 : 4-AcliH-Ph, 4-Ph, Ph, 4-iPr-Ph] , [1315 : 4-AcNH-Ph, 4-Ph, Ph, 4-CF, - Ph], [1315 : 4-AcNH-?h, 4-Ph, Ph, 4-MeO-Ph], [1317 : 4-AcI^IH-Fh, 4-

Phr Pii, 4-Ph, ?h] , [1318 : 4-AcNH-?h, 4-?h, ?h, 3,4- (Me)2 -Phr Pii, 4-Ph, ?h] , [1318 : 4-AcNH-?h, 4-?h, ?h, 3,4- (Me)2 -

Ph] , il31S : 4-AcNH-?hr 4-?h, Ph, 5-In] , [1320 : 4-AcNK-Ph, 2,4- {Fii-Ph, 2-Me-Ph] , [1321 : 4-AcNH-Ph, 2,4-(F)2-Ph, 3-F- 195 320644 200922468 ?h], [1322 : 4-AcNH-Ph, 2,4- (F;i 2 -Ph, 3-Ke-Ph] , [1323 : 4-Ph] , il31S : 4-AcNH-?hr 4-?h, Ph, 5-In] , [1320 : 4-AcNK-Ph, 2,4- {Fii-Ph, 2-Me-Ph] , [1321 : 4-AcNH-Ph, 2,4-(F)2-Ph, 3-F- 195 320644 200922468 ?h], [1322 : 4-AcNH-Ph, 2,4- (F;i 2 -Ph, 3-Ke-Ph] , [1323 : 4-

AcNH-Ph, 2,4-{F;2-ΡΛ, 4-F-Ph] , [1324 : 4-AcKH-Ph, 2,4-{F)2-AcNH-Ph, 2,4-{F; 2-ΡΛ, 4-F-Ph], [1324 : 4-AcKH-Ph, 2,4-{F)2-

Ph, 4-Cl-Ph] , [1325 : 4-Ad'3H-Ph, 2,4- (F)2-Ph, 4-Br-Ph], 11326 : 4-AcNH-Ph, 2,4- (?)2-Phi 4-Me-?h] , [1327 : 4-AcNH-Ph, 2,4- (F)2 -Ph, 4-iPr-Ph] ( [132S : 4-AcMK-Ph, 2,4- {F}2 -Ph, 4- CF3 -Ph] , [1329 : 4-AcI-TH-Ph, 4-MeO-Ph] , [1330: 4-AcHH-Ph, 2,4-iF)2-Fh, 4-Ph, Ph] , [1331. ; 4-AcNH-Ph, 2,4- EF)2-Ph, 3,4-(Me);;-Ph} , [1332 : 4-AcNH-Ph, 2,4 - (F) -Ph, 5-Ph, 4-Cl-Ph] , [1325 : 4-Ad'3H-Ph, 2,4-(F)2-Ph, 4-Br-Ph], 11326 : 4-AcNH-Ph, 2,4- (?)2-Phi 4-Me-?h] , [1327 : 4-AcNH-Ph, 2,4- (F)2-Ph, 4-iPr-Ph] ([132S : 4-AcMK-Ph, 2,4-{F}2 -Ph, 4-CF3 -Ph] , [1329 : 4-AcI-TH-Ph, 4-MeO-Ph] , [1330: 4-AcHH-Ph, 2,4-iF ) 2-Fh, 4-Ph, Ph], [1331. ; 4-AcNH-Ph, 2,4- EF)2-Ph, 3,4-(Me);;-Ph}, [1332 : 4- AcNH-Ph, 2,4 - (F) -Ph, 5-

In] , [1333 : 4-Acm-Ph, 3,4-(Cl) 2-?h, 2-Me-?h] , [1334 : 4-In] , [1333 : 4-Acm-Ph, 3,4-(Cl) 2-?h, 2-Me-?h], [1334 : 4-

AcNH-Ph, 3,4-{Cl)2-?h, 3-F-Ph] , [1335 : 4-AcNH-Ph, 3,4- (Cl)2-Ph, 3-Me-Ph] , [1336 : 4-AcNH-?h, 3,4-(Cl) ;-Ph, 4-F-AcNH-Ph, 3,4-{Cl)2-?h, 3-F-Ph], [1335: 4-AcNH-Ph, 3,4-(Cl)2-Ph, 3-Me-Ph], [1336 : 4-AcNH-?h, 3,4-(Cl);-Ph, 4-F-

Ph] , [1337 : 4-AcWH-Ph, 3,4-(Cl)2-Ph, 4-Cl-Ph] , [1333 :4-Ph] , [1337 : 4-AcWH-Ph, 3,4-(Cl)2-Ph, 4-Cl-Ph], [1333 :4-

AcNH-Ph, 3,4- {Cl)2-?h, 4-Br-Ph], [13 3 9 : 4-AcNH-Ph, 3,4- (Cl)2 ~Ph, 4-Me-Ph] , tl340 : 4-AcNH-Ph, 3,4- iCl)2-Ph, 4-iPr-AcNH-Ph, 3,4- {Cl)2-?h, 4-Br-Ph], [13 3 9 : 4-AcNH-Ph, 3,4- (Cl)2 ~Ph, 4-Me-Ph ] , tl340 : 4-AcNH-Ph, 3,4- iCl)2-Ph, 4-iPr-

Ph] , 11341 : 4-Acl'JH-Ph, 3,4- (Cl)2-Ph, 4-CF3 -Ph] , [1342 : 4-Ph] , 11341 : 4-Acl'JH-Ph, 3,4- (Cl)2-Ph, 4-CF3 -Ph] , [1342 : 4-

AcNH-Ph, 3,4-(Cl) 2-Ph, 4-MeO-Ph] , [1343 : 4-AcNH-Ph, 3,4- (Cl/s-Ph, 4-Ph, Ph] , [1344 : 4-AcNH-Ph, 3,4 -(Cl}2-Ph, 3,4- (Ms) 2 -Ph] , [1345 : 4-AcKH-Ph, 3,4- {Ci)2 -Ph, Ξ·-工;n],【1346 : 4-AcNH-Ph, 3,4-(Cl) 2-Ph, 4-MeO-Ph], [1343: 4-AcNH-Ph, 3,4-(Cl/s-Ph, 4-Ph, Ph], [ 1344 : 4-AcNH-Ph, 3,4 -(Cl}2-Ph, 3,4- (Ms) 2 -Ph] , [1345 : 4-AcKH-Ph, 3,4- {Ci)2 -Ph , Ξ·-工;n],[1346 : 4-

AcNH-Fli, 3,5-(Cl) 2-Ph, 2-Me-Ph] , [1347 : 4-AcNH-Ph, 3,5- (01}2-Ρ1ι, 3-P-Ph], [1346 : 4-AcUH-Ph, 3,5 - (Cl} 2-Ph, 3-Me- ?h] , 11349 : 4-AcKH-Ph, 3,5- (Cl)2 -?h, 4-F-Ph] , [1350:4-AcNH-Fli, 3,5-(Cl) 2-Ph, 2-Me-Ph] , [1347 : 4-AcNH-Ph, 3,5- (01}2-Ρ1ι, 3-P-Ph], [ 1346 : 4-AcUH-Ph, 3,5 - (Cl} 2-Ph, 3-Me- ?h] , 11349 : 4-AcKH-Ph, 3,5- (Cl)2 -?h, 4-F -Ph] , [1350:4-

Ad'JK-Ph, 3,5-(Cl)2-Ph, 4-Cl-Ph] ( [1351 : 4-AcNH-Ph, 3,5- {Cl)2-?h, 4-Br-Ph], 11352 : 4-AcNH-Ph, 3,5 - (Cl)2-?h, 4-Me-Ad'JK-Ph, 3,5-(Cl)2-Ph, 4-Cl-Ph] ( [1351 : 4-AcNH-Ph, 3,5- {Cl)2-?h, 4-Br-Ph ], 11352 : 4-AcNH-Ph, 3,5 - (Cl)2-?h, 4-Me-

Ph] , [13 53 : 4-AcNH-Phr 3,5-(Cl)2-Ph, 4-iPr-Ph], [1354 : 4-Ph] , [13 53 : 4-AcNH-Phr 3,5-(Cl)2-Ph, 4-iPr-Ph], [1354 : 4-

Aci&lt;iH-?h, 3,5- (Cl); -Ph, 4-CF:» - Ph] , [1355 : 4-AcNH-Ph, 3,5- 196 320644 200922468 (CDs-Ph, 4-r'5eO-Ph;i, [13 56 : 4-AcNH-Ph, 3 ( 5 - (Cl) £-Ph, 4-Ph,Aci&lt;iH-?h, 3,5-(Cl); -Ph, 4-CF:» - Ph], [1355: 4-AcNH-Ph, 3,5-196 320644 200922468 (CDs-Ph, 4- r'5eO-Ph;i, [13 56 : 4-AcNH-Ph, 3 ( 5 - (Cl) £-Ph, 4-Ph,

Ph], [1357 : 4-AcNH-Ph, 3,Ξ-iCl)2-Ph; 3,4-{Me}2-Ph] , [1358 : 4-AcNH-Ph, 3,5- (Cl)2 -Pn, 5-In], [1359 : 4-MeOC (=〇) -?h, Ph、Ph], [1357: 4-AcNH-Ph, 3, Ξ-iCl) 2-Ph; 3,4-{Me}2-Ph], [1358: 4-AcNH-Ph, 3,5-(Cl) 2 -Pn, 5-In], [1359 : 4-MeOC (=〇) -?h, Ph,

Ph| , [136 0 : 4-NH2C(=0)-Ph, Ph. Ph] , [13 61 : 4-MeNHC (=0}-Ph,Ph| , [136 0 : 4-NH2C(=0)-Ph, Ph. Ph], [13 61 : 4-MeNHC (=0}-Ph,

Ph, Ph] , [1362 : 2,3-{Cl)2-Ph, Ph, Ph] , [1363 : 2,3- (Cl) 2-Ph, 2-F-Ph, 2-Me-Ph] , [1364 : 2,3-{Cl)2-Ph, 2-F-Ph, 3-F-Ph], [1365 : 2,3- (CDs-Ρϊι, 2-F-Ph, 3-Me-Ph] , [136S : 2( 3- (Cl)2 -Ph, 2-F-Ph, 4-F-Ph] , [1367 : 2r3-(Cl)2-Ph, 2-F-Ph, 4-Cl-?h], [1358 : 2,3- (Cl}2-Ph, 2-F-Ph, 4-Br-?h] , [1369 ; 2,3- (Cl)2-?h, 2-F-Ph, 4-Me-Ph] , [1370 : 2,3- (Ci)2-Ph, 2-F-Ph, 4-iPr-Ph], 【1371 : 2,3-(Cl}s-Ph, 2-F-Ph, 4-CF3-Ph] y [1372 : 2r3- (Cl}j-Ph, 2-F-Ph, 4-MeO-Phl, [1373 : 2,3-{Cl}2-Ph, 2-F-Ph, 4-PhrPh, Ph] , [1362 : 2,3-{Cl)2-Ph, Ph, Ph] , [1363 : 2,3- (Cl) 2-Ph, 2-F-Ph, 2-Me-Ph] , [1364 : 2,3-{Cl)2-Ph, 2-F-Ph, 3-F-Ph], [1365 : 2,3- (CDs-Ρϊι, 2-F-Ph, 3-Me- Ph] , [136S : 2( 3- (Cl) 2 -Ph, 2-F-Ph, 4-F-Ph] , [1367 : 2r3-(Cl)2-Ph, 2-F-Ph, 4- Cl-?h], [1358 : 2,3- (Cl}2-Ph, 2-F-Ph, 4-Br-?h], [1369 ; 2,3- (Cl)2-?h, 2 -F-Ph, 4-Me-Ph] , [1370 : 2,3- (Ci)2-Ph, 2-F-Ph, 4-iPr-Ph], [1371 : 2,3-(Cl}s -Ph, 2-F-Ph, 4-CF3-Ph] y [1372 : 2r3- (Cl}j-Ph, 2-F-Ph, 4-MeO-Phl, [1373 : 2,3-{Cl} 2-Ph, 2-F-Ph, 4-Phr

Ph] , [1374 : 2,3-(Cl)2-Phr 2-F-Ph, 3,4- (Me)2-Ph] , [1375: 2.3- (Cl}2 -Ph, 2-F-Piif 5-In] , [1376 : 2,3-(Cl) 2 -Ph, 3-CF3 - Ph, 2-Me-Ph] , [1377 : 2,3- {Cl}2 -Ph, 3-CF3 -Ph, 3-F-P'n], [1378: 2.3- {Cl)2-Ph, 3-CF3-Ph/ 3-Me-Ph], [1379 : 2,3 - (Cl)2 -Ph, 3- CF3 - Ph, 4-F-Ph] , [1380 : 2,3- (Cl)2 -Phf 3-CF3 - Ph, 4-Cl-Plx3 , [1381 ; 2,3- (Cl)2 -?h, 3-CF3-Ph, 4-Er-?h] ( [13 B2 : 2,3- (Cl}2 -Ph] , [1374 : 2,3-(Cl)2-Phr 2-F-Ph, 3,4-(Me)2-Ph] , [1375: 2.3- (Cl}2 -Ph, 2-F- Piif 5-In] , [1376 : 2,3-(Cl) 2 -Ph, 3-CF3 - Ph, 2-Me-Ph] , [1377 : 2,3- {Cl}2 -Ph, 3-CF3 -Ph, 3-F-P'n], [1378: 2.3- {Cl)2-Ph, 3-CF3-Ph/ 3-Me-Ph], [1379 : 2,3 - (Cl)2 -Ph , 3- CF3 - Ph, 4-F-Ph] , [1380 : 2,3- (Cl) 2 -Phf 3-CF3 - Ph, 4-Cl-Plx3 , [1381 ; 2,3- (Cl)2 -?h, 3-CF3-Ph, 4-Er-?h] ( [13 B2 : 2,3- (Cl}2 -

Ph, 3-CF3-Ph, 4-Me-Ph], 11353 : 2,3-{Cl)2-?h, 3-CF3-Ph, 4- iPr-Ph] , [13B4 : 2,3-(Cl)2-Ph, 3-CF3 - Ph, 4-CF3 -Ph] , [Z3S5 : 2r3-(Cl)2-Ph, 3-CFx-Ph, 4-KeO-Ph], [1386 : 2,3- (Ci)2-Ph, 3- CF3 - Ph, 4-?h, ?h] , [1387 : 2,3- (Cl) 2 -Ph, 3-CF3 - Ph, 3,4- (Me)2-Ph], [1388 : 2,3-{C1)2-Ki, 3-C?3-Ph, 5-In], 〖1389: 2.3- (Cl)2-?h, 4-F-Ph, 2-He-Ph]( [1390 : 2,3-(Cl}2-Ph, 4-F-Ph, 3-CF3-Ph, 4-Me-Ph], 11353 : 2,3-{Cl)2-?h, 3-CF3-Ph, 4- iPr-Ph] , [13B4 : 2,3-( Cl)2-Ph, 3-CF3 - Ph, 4-CF3 -Ph] , [Z3S5 : 2r3-(Cl)2-Ph, 3-CFx-Ph, 4-KeO-Ph], [1386 : 2,3 - (Ci)2-Ph, 3-CF3 - Ph, 4-?h, ?h] , [1387 : 2,3- (Cl) 2 -Ph, 3-CF3 - Ph, 3,4- (Me) 2-Ph], [1388 : 2,3-{C1)2-Ki, 3-C?3-Ph, 5-In], [1389: 2.3- (Cl)2-?h, 4-F-Ph , 2-He-Ph]( [1390 : 2,3-(Cl}2-Ph, 4-F-

Ph, 3-F-Ph] , [1391 :2,3-(Cl)24-F-Ph, 3-Ne-Ph] , *1392 : 197 320644 200922468 2,3 叫:Clh-Ph, 4-F-Ph, 4-F-P:iL· U393:2,3-(C1)2-P:h, 4-F-Ph, 4-Cl-Ph3 , [1334 : 2,3-(Cl}2&gt;?hr 4-F-?h, 4-Br-Ph] , [1395: 2.3- {Cl}2-?h, 4-F-Ph, 4-Me-Ph], [1395 : 2,3-(Cl)2-Ph, 4-F-Ph, 3-F-Ph] , [1391 : 2,3-(Cl)24-F-Ph, 3-Ne-Ph] , *1392 : 197 320644 200922468 2,3 Called: Clh-Ph, 4-F -Ph, 4-FP:iL· U393:2,3-(C1)2-P:h, 4-F-Ph, 4-Cl-Ph3, [1334 : 2,3-(Cl}2&gt;?hr 4-F-?h, 4-Br-Ph], [1395: 2.3- {Cl}2-?h, 4-F-Ph, 4-Me-Ph], [1395 : 2,3-(Cl) 2-Ph, 4-F-

Ph, 4-iPr-Ph], [13S7 : 2,3-{Cl)2-?h, 4-?-Ph, 4-CF5-Ph], [13S8 : 2,3-(Cl)2-Ph, 4-F-Ph, 4-MeO-Ph] , [1399 : 2,3 -(Cl)之一Ph, 4-iPr-Ph], [13S7 : 2,3-{Cl)2-?h, 4-?-Ph, 4-CF5-Ph], [13S8 : 2,3-(Cl)2-Ph , 4-F-Ph, 4-MeO-Ph], [1399 : 2,3 -(Cl)

Ph, 4-F-Ph, 4-Ph, Ph] , [1400 : 2,S-(Cl);;-Ph, 4-F-Ph, 3,4- {Me)2-Ph]、 [14CI : 2,3-(Cl}2-Ph, 4-F-Ph, 5-In], [1402 : 2,3-(Cl)2-Ph, 4- iPr-Ph, 2-Me-Ph], [1403 : 2,3-(Ci)2-Ph, 4-iPr-Ph, 3-F-Ph], [1404 : 2,3-(Cl)2-Ph, 4-iPr-Ph, 3-Me-Ph], [1405 : 2,3-(Cl)2-Ph, 4-F-Ph, 4-Ph, Ph] , [1400 : 2,S-(Cl);;-Ph, 4-F-Ph, 3,4- {Me)2-Ph], [14CI : 2,3-(Cl}2-Ph, 4-F-Ph, 5-In], [1402 : 2,3-(Cl)2-Ph, 4-iPr-Ph, 2-Me-Ph], [1403 : 2,3-(Ci)2-Ph, 4-iPr-Ph, 3-F-Ph], [1404 : 2,3-(Cl)2-Ph, 4-iPr-Ph, 3-Me -Ph], [1405 : 2,3-(Cl)2-

Ph, 4-iPr-Ph, 4-F-Pii] , [1406 : 2,3-(Cl) 2-Ph, 4-iPr-Ph, 4-Cl-Ph, 4-iPr-Ph, 4-F-Pii] , [1406 : 2,3-(Cl) 2-Ph, 4-iPr-Ph, 4-Cl-

Ph] , [1407 : 2f 3- (Cl)2-Ph, 4-iPr-?h, 4-3r-Ph] , [1408 : 2,3- {CDj-Ph, 4-iPr-Ph, 4-Me-Ph] , [1409 : 2,3-(Cl) 2-Ph, 4-iPr~Ph] , [1407 : 2f 3- (Cl)2-Ph, 4-iPr-?h, 4-3r-Ph] , [1408 : 2,3- {CDj-Ph, 4-iPr-Ph, 4- Me-Ph] , [1409 : 2,3-(Cl) 2-Ph, 4-iPr~

Ph, 4-i?r-Ph] , [1410 : 2,3-(Cl)2-Ph, 4-iPr-Ph, 4-CF2-Ph] f [1411 : 2,3&gt; (Cl)2-Ph, 4-iPr-Ph, 4-MeO-Ph] , [1412 ; 2,3- (Cl)2-Ph, 4-i?r-Ph] , [1410 : 2,3-(Cl)2-Ph, 4-iPr-Ph, 4-CF2-Ph] f [1411 : 2,3&gt; (Cl)2- Ph, 4-iPr-Ph, 4-MeO-Ph] , [1412 ; 2,3- (Cl)2-

Ph, 4-iPr-Ph, 4-?h, Ph] , 11413 : 2,3-(Cl) 2-Ph, 4-iPr-Pii, 3.4- (Me/2 -Ph] , [1414 : 2,3-(Cl〉2 Ά 4-i?r-Ph, 5-In.] , [1415 :27 3-(Cl)2-Ph, 4-CF3-Ph, 2-Me-Ph] , [1416 : 2,3 -(Cl}2-Ph, 4- CF3 - Ph, 3-F-?h] , [1417 :2,3- (Cl)2 -Ph, 4-CF3 -Ph, 3-Me-rh], [1418 : 2,3-(C:}2-Ph, 4-C?z-Ph, 4-F-Ph], [ 14 29 : 2,3 - (Cl) 2-Ph, 4-iPr-Ph, 4-?h, Ph] , 11413 : 2,3-(Cl) 2-Ph, 4-iPr-Pii, 3.4- (Me/2 -Ph] , [1414 : 2, 3-(Cl>2 Ά 4-i?r-Ph, 5-In.] , [1415 :27 3-(Cl)2-Ph, 4-CF3-Ph, 2-Me-Ph], [1416 : 2,3 -(Cl}2-Ph, 4-CF3 - Ph, 3-F-?h] , [1417 :2,3- (Cl)2 -Ph, 4-CF3 -Ph, 3-Me-rh ], [1418 : 2,3-(C:}2-Ph, 4-C?z-Ph, 4-F-Ph], [ 14 29 : 2,3 - (Cl) 2-

Ph, 4-CF3 -Ph( 4-Cl-Ph3 , [142C : 2,3-(Clh-Ph, 4-CF,-Ph, 4- 3r-P::] , [1421 : 2,3- (Cl)2 -?h, 4-CF3 -Ph, 4-Me-Ph] , Ι142Ξ : 2,3-(Cl}2 *Ph, 4-CF3-Ph, 4-iPr-Ph]x [1423 : 2,3- (Cl)2-Ph, 4-CF3 -Ph, 4-CF3 - Ph] , [1424 : 2,3- {Cl)2 -Ph, 4-C?3 -?h, 4-MeO-Ph, 4-CF3 -Ph( 4-Cl-Ph3 , [142C : 2,3-(Clh-Ph, 4-CF,-Ph, 4- 3r-P::] , [1421 : 2,3- ( Cl)2 -?h, 4-CF3 -Ph, 4-Me-Ph] , Ι142Ξ : 2,3-(Cl}2 *Ph, 4-CF3-Ph, 4-iPr-Ph]x [1423 : 2 ,3- (Cl)2-Ph, 4-CF3 -Ph, 4-CF3 - Ph] , [1424 : 2,3- {Cl)2 -Ph, 4-C?3 -?h, 4-MeO-

Ph] , [1425 : 2,3- {Cl)2 -Ph, 4~CF5 -Ph, 4-Ph, Ph] , [1426 :2,3- 198 320644 200922468 (Cl)2 -Ph, 4-C?3 -?h,. 3,4 - (Me}2 -Ph] , [14 2 7 : 2,3- (Cl) s -Ph, 4- CF3-?h-, 5-In], [1428 : 2,3-(Cl)2-Ph, 4-Ph, Ph, 2-Me-Ph], [1429 : 2,3-(Cl)2-Phr 4-Ph, Ph, 3-F-PhJ, [1430 : 2,3 - (Cl}2-Ph, 4-Ph, Ph, 3-Me-Fh], [1431 : 2,3-{Cl)2-Ph, 4-Ph, ?h, 4-F-Ph] , [1425 : 2,3- {Cl)2 -Ph, 4~CF5 -Ph, 4-Ph, Ph] , [1426 :2,3- 198 320644 200922468 (Cl)2 -Ph, 4-C ?3 -?h,. 3,4 - (Me}2 -Ph] , [14 2 7 : 2,3- (Cl) s -Ph, 4- CF3-?h-, 5-In], [1428 : 2,3-(Cl)2-Ph, 4-Ph, Ph, 2-Me-Ph], [1429 : 2,3-(Cl)2-Phr 4-Ph, Ph, 3-F-PhJ, [1430 : 2,3 - (Cl}2-Ph, 4-Ph, Ph, 3-Me-Fh], [1431 : 2,3-{Cl)2-Ph, 4-Ph, ?h, 4- F-

Ph] , [1432 : 2,3- (Cl)2 -Ph, Ph, 4-Cl-Ph], [1433 : 2,3- (Cl}2 -Ph, 4-Ph, ?:i, 4-Br-Ph] , [1434 : 2,3-〔Cl) 2-Ph, 4-Ph,Ph] , [1432 : 2,3- (Cl) 2 -Ph, Ph, 4-Cl-Ph], [1433 : 2,3- (Cl}2 -Ph, 4-Ph, ?:i, 4- Br-Ph] , [1434 : 2,3-[Cl) 2-Ph, 4-Ph,

Ph, 4-Me-Ph] , 11435 : 2,3-(C:l)2 ·Κι, 4-Ph, Ph, 4-iPr-Ph], Ϊ1435 : 2,3-{Cl}2-Ph; 4-Ph, Ph, 4-C?3-Ph] , [1437 : 2,3- (Cl)Ξ-Ph, 4-Me-Ph] , 11435 : 2,3-(C:l)2 ·Κι, 4-Ph, Ph, 4-iPr-Ph], Ϊ1435 : 2,3-{Cl}2-Ph; 4-Ph, Ph, 4-C?3-Ph] , [1437 : 2,3- (Cl)Ξ-

Ph, 4-Ph, Ph, 4-MeO-Ph] , [143B : 2,3- {CD^-Ph, 4-Ph, Ph, 4-Ph, 4-Ph, Ph, 4-MeO-Ph] , [143B : 2,3- {CD^-Ph, 4-Ph, Ph, 4-

Ph, Ph] , 11439 : 2,3-{Cl)2-?h, 4-Ph, Ph, 3,4-(Me)2-?h], [144D : 2,3-(Cl)2-?h, 4-Ph, ?h, 5-In] , [1441 : 2,3-(Cl)2-Ph, 2,4-(F)2-Ph, 2-Me-Ph], [1442 : 2,3 - ( Cl} 2 - Ph, 2,4-(F)2-Ph, 3- F-Ph] , [1443 : 2,3-(Cl)2-Ph, 2,4-(F)2-Fh, 3-He-Ph], [1444; 2.3- (Cl)2-Ph, 2/4-(F)2-Phr 4-F-Ph], Γ1445 : 2,3 - (Cl)2-Ph, 2.4- i?)2-Ph, 4-Cl-Fh] , [1446 : 2,3- (Cl).-Ph, 2,4-{F}2-Ph; 4-Ph, Ph] , 11439 : 2,3-{Cl)2-?h, 4-Ph, Ph, 3,4-(Me)2-?h], [144D : 2,3-(Cl)2- ?h, 4-Ph, ?h, 5-In], [1441: 2,3-(Cl)2-Ph, 2,4-(F)2-Ph, 2-Me-Ph], [1442: 2,3 - ( Cl} 2 - Ph, 2,4-(F)2-Ph, 3- F-Ph] , [1443 : 2,3-(Cl)2-Ph, 2,4-(F) 2-Fh, 3-He-Ph], [1444; 2.3-(Cl)2-Ph, 2/4-(F)2-Phr 4-F-Ph], Γ1445 : 2,3 - (Cl)2 -Ph, 2.4- i?)2-Ph, 4-Cl-Fh] , [1446 : 2,3- (Cl).-Ph, 2,4-{F}2-Ph; 4-

Br-Ph] , [1447 ; 2f 3-.(Cl; .-Ph, 2f4-(F)2-?h, 4-Me-Ph], [1443: 2.3- [Cl)2-Ph, 2,4-(F):-Ph, 4-iPr-?h], [1449 : 2,3-(Cl)2-Ph, 2.,4-{F) 2-Ph, 4-CF5-Ph]r [1450 12,3-(01)2^^, 2,4-(Ρ)2-ρν^ 4-MeO-Ph] , [1451 : 2,3-(CDj-Ph, 2,4-(F)2-?h, 4-Phf Pii], [14Ξ2 : 2,3-{Cl)2-Ph( 2,4-{?)2-Ph, 3,4-{Ke}2-Ph] , [1453: 2.3- (Cl)2-Ph,2,4-(F}2-Ph,5-In],[1454 : 2,3-{Clh'-Ph,3,4- (Cl}2-Ph, 2-Me-Ph], [1455 : 2,3-(Cl)2-Ph, 3,4-(Cl)2-Ph, 3-F-Br-Ph] , [1447 ; 2f 3-.(Cl; .-Ph, 2f4-(F)2-?h, 4-Me-Ph], [1443: 2.3- [Cl)2-Ph, 2, 4-(F):-Ph, 4-iPr-?h], [1449 : 2,3-(Cl)2-Ph, 2.,4-{F) 2-Ph, 4-CF5-Ph]r [1450 12,3-(01)2^^, 2,4-(Ρ)2-ρν^ 4-MeO-Ph] , [1451 : 2,3-(CDj-Ph, 2,4-(F) 2-?h, 4-Phf Pii], [14Ξ2: 2,3-{Cl)2-Ph( 2,4-{?)2-Ph, 3,4-{Ke}2-Ph] , [1453 : 2.3- (Cl)2-Ph,2,4-(F}2-Ph,5-In],[1454 : 2,3-{Clh'-Ph,3,4- (Cl}2-Ph, 2-Me-Ph], [1455 : 2,3-(Cl)2-Ph, 3,4-(Cl)2-Ph, 3-F-

Ph] , [1456 : 2,3-(Cl;2-Ph, 3,4- (Cl},-?h, 3-Me-?h], [1457: 2.3- {Cl)2-Ph, 3,4- (Cl)2-Ph, 4-F-Ph] , Γ145Β : 2 ; 3-(Cl)2-Ph, 3.4- (Cl)2-Ph, 4-C2-?h] , [1459 : 2,3-(Cl)2-Ph, 3,4-(Cl}2-?h, 199 320644 200922468 4-3r-Ph] , [14SD : 2,3- {Cl)2-Ph, 3,4 - (Cl)2-Ph, 4-Me-PhJ, [1461 : 2,3-i.Cl}2-Phf 3,4-l:Cl)2-Ph, 4-i?r-Ph]f [1462 : 2,3-\C1)2-Ph, 3,4-(Cl)2-Ph, 4-CF3-Ph], [1463 : 2,3-(Cl}2-Ph, 3.4- (Cl}2-Ph, 4-MeO-Ph] , [1464 : 2,3 -(Cl)2-Ph, 3,4 -(Cl)2-Ph, 4-Ph; Ph] , [1465 : 2,3- (Cl)2 -Ph, 3,4 - (Cl)2 -Ph, 3,4- (Me)2 -Ph] , [1456 : 2,3-(Cl; 2-Ph, 3,4- (Cl}, -?h, 3-Me-?h], [1457: 2.3- {Cl)2-Ph, 3 , 4-(Cl)2-Ph, 4-F-Ph] , Γ145Β : 2 ; 3-(Cl)2-Ph, 3.4- (Cl)2-Ph, 4-C2-?h] , [1459 : 2,3-(Cl)2-Ph, 3,4-(Cl}2-?h, 199 320644 200922468 4-3r-Ph] , [14SD : 2,3- {Cl)2-Ph, 3,4 - (Cl)2-Ph, 4-Me-PhJ, [1461 : 2,3-i.Cl}2-Phf 3,4-l:Cl)2-Ph, 4-i?r-Ph]f [ 1462 : 2,3-\C1)2-Ph, 3,4-(Cl)2-Ph, 4-CF3-Ph], [1463 : 2,3-(Cl}2-Ph, 3.4- (Cl} 2-Ph, 4-MeO-Ph] , [1464 : 2,3 -(Cl)2-Ph, 3,4 -(Cl)2-Ph, 4-Ph; Ph] , [1465 : 2,3- (Cl)2 -Ph, 3,4 - (Cl)2 -Ph, 3,4- (Me)2 -

Ph] , [1466 : 2,3-(Cl)2-?h, 3,4 -(Cl)2-Ph, 5-In], [146? : 2,3- (CD^-Ph, 3,5-{Cl)2-Ph, 2-Me-Ph] , 11468 : 2,3 - (Cl) 2-?h, 3,5- (Cl)2-Ph, 3-F-Ph], [1469 : 2,3-(Cl)2-Ph, 3,5- (Cl)2-Ph, 3-Me-Ph] , [1466 : 2,3-(Cl)2-?h, 3,4 -(Cl)2-Ph, 5-In], [146? : 2,3- (CD^-Ph, 3, 5-{Cl)2-Ph, 2-Me-Ph] , 11468 : 2,3 - (Cl) 2-?h, 3,5- (Cl)2-Ph, 3-F-Ph], [1469 : 2,3-(Cl)2-Ph, 3,5- (Cl)2-Ph, 3-Me-

Ph] , 11470 : 2,3- (Cl) 2-Ph, 3,5-(Cl 1 2-Ph, 4-F-Ph] , [1471: 2.3- (Cl)2-Ph, 3,5- (Cl)2-Ph, 4-Cl-Ph] , [1472 : 2,3 - (Cl)2-Ph, 3.5- (Cl)2-Ph, 4-Br-Ph] , [1473 : 2,3-(Cl);-Ph, 3,5-{Cl)2-Ph, 4-Me-Phj , [1474 : 2,3-(Cl.) a-Ph, 3,5-(01)2-511, 4-iPr-PhI, [1475:2,3-(C1)2-Ph, 3,5-{Cl)2-Ph, 4~CF3-P1i], 〖mS.U-iClh-Ph, 3,5-{Cl) 2-Ph, 4-MeO-Phj , [;1477 : 2,3 - (Cl} 2-Ph, 3.5- (Cl}2-Ph, 4-?h, Ph] , [1478 : 2,3- (Cl)2-Ph, 3,5- (Cl)2-Ph, 3.4- (Me)2-Ph] , [1479 : 2,3 - (Cl}2-Ph, 3,5-( Cl)2-Ph, 5-In], [148D : 2,6- (F)2-Ph( ?h&gt; Ph] , [1481 : 3,4-(F) 2-Ph, Phs Ph], tl482 : 3,4-(F}2-Ph, 2-F-Ph, 2-Me-Fh], [1483 : 3,4- (F)2-Ph, 2-F-Prx, 3-F-Ph] , 11484 : 3,4- {F)j -Ph, 2-?-Ph, 3-Me-Ph], 【14δ5:3,4-(Ρ)2-:Ρΐΐ,2-Γ-?2α,4υΐι],[1486:3,ΚΡ)2-Ρΐιτ2-F-Ph, 4-Cl-Ph], [1487 : 3,4-(F)2-Ph, 2-F-?h, 4-Br-?h], [1483 :3,4-(F)2-?h, 2-F-Ph, 4-Me-Phj, [14S9 : 3,4-{F}2-Ph, 2-F-Ph, 4-iPr-Ph] , [1430 : 3,4-(F) 2-Ph, 2-F-Fh, 4-CF3-Ph], [1491 :3,4- (?)2-Ph, 2-F-Ph, 4-MeO-Ph], [1492 : 3,4- (F)2-Ph, 2-F-Ph, 4-?h, Ph], [1433 : 3,4-(F)2-?1i, 2-F-Fh, 3,4 - (Me) 2-Ph] y 200 320644 200922468 [1494 : 3,4- (F)2 -Ph, 2-F-Ph, 5-In] , U495 : 3,4- (F)2 -Ph, 3- CF3-?h, 2-He-Ph], [1495 : 3,4-{F}2-Ph, 3-CF3-Ph, 3-F-Ph], 11497 : 3,4-3-CF;-Ph, 3-Me-Ph], [149 8 : 3,4 - (F) 2-?h, 3-CF3-Ph, 4-F-?h]( [1499 : 3,4-{F}2-Phr 3-CF3-Ph, 4-Cl-Ph], [1500 : 3,4-(F)2-Ph, 3-CF3-Fh, 4-3r-Ph]、 11501 : 3,4- !FJ2-Ph/ 3-CF3-Ph, 4-Me-Ph], [1502 : 3,4:- (F)2 -Ph, 3-CF3-?h, 4-iPr-Ph] , [1503 : 3,4- (F}2-Ph, 3~CF3 -Ph, 4-CF3-Ph] , 11470 : 2,3- (Cl) 2-Ph, 3,5-(Cl 1 2-Ph, 4-F-Ph] , [1471: 2.3- (Cl)2-Ph, 3,5- (Cl)2-Ph, 4-Cl-Ph] , [1472 : 2,3 - (Cl)2-Ph, 3.5- (Cl)2-Ph, 4-Br-Ph] , [1473 : 2,3 -(Cl);-Ph, 3,5-{Cl)2-Ph, 4-Me-Phj, [1474: 2,3-(Cl.) a-Ph, 3,5-(01)2-511 , 4-iPr-PhI, [1475:2,3-(C1)2-Ph, 3,5-{Cl)2-Ph, 4~CF3-P1i], 〖mS.U-iClh-Ph, 3, 5-{Cl) 2-Ph, 4-MeO-Phj, [;1477 : 2,3 - (Cl} 2-Ph, 3.5- (Cl}2-Ph, 4-?h, Ph], [1478 : 2,3- (Cl)2-Ph, 3,5-(Cl)2-Ph, 3.4- (Me)2-Ph] , [1479 : 2,3 - (Cl}2-Ph, 3,5- (Cl)2-Ph, 5-In], [148D : 2,6- (F)2-Ph( ?h&gt; Ph] , [1481 : 3,4-(F) 2-Ph, Phs Ph], Tl482 : 3,4-(F}2-Ph, 2-F-Ph, 2-Me-Fh], [1483 : 3,4- (F)2-Ph, 2-F-Prx, 3-F- Ph] , 11484 : 3,4- {F)j -Ph, 2-?-Ph, 3-Me-Ph], [14δ5:3,4-(Ρ)2-:Ρΐΐ,2-Γ-?2α ,4υΐι],[1486:3,ΚΡ)2-Ρΐιτ2-F-Ph, 4-Cl-Ph], [1487 : 3,4-(F)2-Ph, 2-F-?h, 4-Br -?h], [1483:3,4-(F)2-?h, 2-F-Ph, 4-Me-Phj, [14S9: 3,4-{F}2-Ph, 2-F- Ph, 4-iPr-Ph] , [1430 : 3,4-(F) 2-Ph, 2-F-Fh, 4-CF3-Ph], [1491 :3,4- (?)2-Ph, 2-F-Ph, 4-MeO -Ph], [1492 : 3,4- (F)2-Ph, 2-F-Ph, 4-?h, Ph], [1433 : 3,4-(F)2-?1i, 2-F -Fh, 3,4 - (Me) 2-Ph] y 200 320644 200922468 [1494 : 3,4- (F)2 -Ph, 2-F-Ph, 5-In] , U495 : 3,4- ( F) 2 -Ph, 3- CF3-?h, 2-He-Ph], [1495 : 3,4-{F}2-Ph, 3-CF3-Ph, 3-F-Ph], 11497 : 3 , 4-3-CF; -Ph, 3-Me-Ph], [149 8 : 3,4 - (F) 2-?h, 3-CF3-Ph, 4-F-?h] ([1499: 3,4-{F}2-Phr 3-CF3-Ph, 4-Cl-Ph], [1500 : 3,4-(F)2-Ph, 3-CF3-Fh, 4-3r-Ph], 11501 : 3,4- !FJ2-Ph/ 3-CF3-Ph, 4-Me-Ph], [1502 : 3,4:- (F)2 -Ph, 3-CF3-?h, 4-iPr- Ph] , [1503 : 3,4- (F}2-Ph, 3~CF3 -Ph, 4-CF3-

Ph] , [1504 : 3,4- (F)2-?h, 3-CF3 -Ph, 4-MeO-Ph] , [1505:3,4- (F}2-Ph/ 3-CF3-?h, 4-Ph, Ph] , [1506 : 3,4-(?}2-?h, 3-CF3-Plif 3.4- (Me) £-Pb] , [1S07 : 3,4-(F)2-Ph, 3-CF5 - Ph, [150E : 3.4- (F)2-Ph; 4-F-Ph, 2-Me-?h] , [15G9 : 3,4- (F)z-Ph, 4-F-Ph, 3-F-Ph], [1510 : 3,4-(F)2-Ph, 4-F-Ph, 3-Me-Ph], [1511:3,4- (F)2 -Ph, 4-F-Ph, 4-F-Ph] , [1512 : 3,4- iF}2 -Ph, 4-F-Ph, 4-Cl-Ph] , [1504 : 3,4- (F)2-?h, 3-CF3 -Ph, 4-MeO-Ph] , [1505:3,4- (F}2-Ph/ 3-CF3-? h, 4-Ph, Ph] , [1506 : 3,4-(?}2-?h, 3-CF3-Plif 3.4- (Me) £-Pb] , [1S07 : 3,4-(F)2 -Ph, 3-CF5 - Ph, [150E : 3.4- (F)2-Ph; 4-F-Ph, 2-Me-?h] , [15G9 : 3,4- (F)z-Ph, 4 -F-Ph, 3-F-Ph], [1510 : 3,4-(F)2-Ph, 4-F-Ph, 3-Me-Ph], [1511:3,4- (F)2 -Ph, 4-F-Ph, 4-F-Ph] , [1512 : 3,4- iF}2 -Ph, 4-F-Ph, 4-Cl-

Ph] , [1513 : 3,4- (F)2-Ph, 4-F-Ph, 4-Br-Ph] , [1514 : 3,4- {F)2-Ph] , [1513 : 3,4- (F)2-Ph, 4-F-Ph, 4-Br-Ph] , [1514 : 3,4- {F)2-

Ph, 4-F-Ph, 4-Me-Ph] , [1S15 : 3,4-(F)2-Ph, 4-F-Ph, 4-iPr- ?h] , [1516 : 3,4- iF)2 -Phr 4-F-Ph, 4-CF3 - Ph] , [1517:3,4-. (F}2-Ph, 4-F-Phr 4-MeO-Ph], [1518 : 3,4-{F)2-Ph, 4-F-Ph, 4-Ph, Ph] , [151S : 3,4-(F)2-Ph, 4-F-Ph, 3 f 4-(Me)2-Ph] , [1520 : 3.4- (F)2-Ph, 4-F-Ph, 5-In] , [1521 : 3,4-(F)24-iPr-?h( 2-Me-Ph] f [1522 : 3,4-(F}s-Ph, 4-iPr-Ph, 3-F-?h] , [1523 : 3 y 4 - (F)a-Ph, 4-iPr-Ph, 3-Me-Ph】,[1524 : 3,4 -(F)2-Ph, 4-iPr-Ph, 4-F-Ph] , [1525 : 3,4-(F)2-Ph, 4-iPr-Ph, 4-Cl-?h.] ; [1526 :3,4-(F);-?h, 4-iPr-Ph, 4-Br-Ph], [1527 : 3,4 -{F)2-Ph, 4- iPr-Ph, 4-Me-Ph], [1526 : 3,4-;F}2-?hf 4-iPr-Ph, 4-iPr-Ph]( [152S : 3,4-(F)s-Ph, 4-iPr-Ph, 4-CF3-?h], [153 0 : 3,4-(F) 2- 201 320644 200922468Ph, 4-F-Ph, 4-Me-Ph] , [1S15 : 3,4-(F)2-Ph, 4-F-Ph, 4-iPr-?h], [1516 : 3,4- iF)2 -Phr 4-F-Ph, 4-CF3 - Ph] , [1517:3,4-. (F}2-Ph, 4-F-Phr 4-MeO-Ph], [1518 : 3, 4-{F)2-Ph, 4-F-Ph, 4-Ph, Ph] , [151S : 3,4-(F)2-Ph, 4-F-Ph, 3 f 4-(Me)2 -Ph] , [1520 : 3.4- (F)2-Ph, 4-F-Ph, 5-In] , [1521 : 3,4-(F)24-iPr-?h( 2-Me-Ph] f [1522 : 3,4-(F}s-Ph, 4-iPr-Ph, 3-F-?h], [1523 : 3 y 4 - (F)a-Ph, 4-iPr-Ph, 3 -Me-Ph], [1524 : 3,4 -(F)2-Ph, 4-iPr-Ph, 4-F-Ph], [1525 : 3,4-(F)2-Ph, 4-iPr -Ph, 4-Cl-?h.] ; [1526 :3,4-(F);-?h, 4-iPr-Ph, 4-Br-Ph], [1527 : 3,4 -{F) 2-Ph, 4- iPr-Ph, 4-Me-Ph], [1526 : 3,4-;F}2-?hf 4-iPr-Ph, 4-iPr-Ph]( [152S : 3,4 -(F)s-Ph, 4-iPr-Ph, 4-CF3-?h], [153 0 : 3,4-(F) 2- 201 320644 200922468

Ph; 4-i?r-Ph, 4-MeO-Ph3 , [1531 : 3,4 - (F)2 -Ph, 4-iP3r~F2T/ 4-Ph; 4-i?r-Ph, 4-MeO-Ph3, [1531 : 3,4 - (F)2 -Ph, 4-iP3r~F2T/ 4-

Ph, Phj , [1332 : 3,4- (?)2-Ph( 4-iPr-Ph, 3,4- (Me) 2-Pa] , [153 3 :3,4-{F}2-Ph, 4-iPr-Ph, 5-In], [1534 : 3,4- (F) 2-Ph_, 4-CF3-Ph, Phj , [1332 : 3,4- (?)2-Ph( 4-iPr-Ph, 3,4- (Me) 2-Pa] , [153 3 :3,4-{F}2-Ph , 4-iPr-Ph, 5-In], [1534 : 3,4- (F) 2-Ph_, 4-CF3-

Ph, 2-Me-Ph] , 11535 : 3,4-{F}£-Ph, 4-CF3-Ph, 3-F-Ph], [1536 :3,4-(F)2-Ρ:ί, 4-CF3 -Ph, 3-Me-Ph], [1537 : 3,4- (F)2 -?h, 4- CF3 -?h, 4-F-Ph] , [1533 : 3,4- (F'^-Ph, 4-CF3 -?h, 4-Cl-Ph], [1539 : 3,4-(F}2-Ph( 4-CF3-?h, 4-Br-Ph], [154 0 : 3,4 - (F) 2-Ph, 4-CF3-Ph, 4-Me-Ph], il541 : 3,4-(?〉2-Ph, 4-CFs-Ph, 4-i?r-Ph, 2-Me-Ph] , 11535 : 3,4-{F}£-Ph, 4-CF3-Ph, 3-F-Ph], [1536 :3,4-(F)2-Ρ:ί , 4-CF3 -Ph, 3-Me-Ph], [1537 : 3,4- (F)2 -?h, 4-CF3 -?h, 4-F-Ph] , [1533 : 3,4- (F'^-Ph, 4-CF3 -?h, 4-Cl-Ph], [1539 : 3,4-(F}2-Ph( 4-CF3-?h, 4-Br-Ph], [ 154 0 : 3,4 - (F) 2-Ph, 4-CF3-Ph, 4-Me-Ph], il541 : 3,4-(?>2-Ph, 4-CFs-Ph, 4-i? R-

Ph] f [1542 : 3,4-(F) 2-Ph, 4-CF3-Ph, 4-CF3-?h], [1543 : 3,4- (F)2 -Phf 4-CF, -Ph, 4-MeO-Ph] , [1544 : 3,4- (F) 2 ~Ph, 4-CF3 -Ph, 4-Ph,. Ph] , [1545 : 3f 4- (F)2 -Ph, 4-CF3 -Ph, 3,4 - (He), -Ph], 11546 : 3,4- (F)2 -Ph( 4-CF3 -Ph, S-In], [1S47 : 3,4- (F}2 -Ph, 4-Ph, Ph, 2-Me-Ph] , [1548 : 3,4- {F}2 -Ph, 4-Ph, Ph, 3-F-Ph], [1549 : 3,4-{F)2-Pfc, 4-Ph, Ph, 3-Me-Ph] , [1550 : 3,4- (F)2-Ph, 4-Ph, Ph, 4-F-Pb], 11551 : 3,4-(F)2-Ph, 4-Pb, Ph, 4-Cl-Ph], [1552 : 3,4-(F)2-Ph, 4-Ph, Ph, 4-Br-Ph] , ΪΙ553 : 3,4-(?)2-Ph, 4-Ph, ?h, 4-Me-Ph] r [1554 : 3,4-{F)2-Ph, 4-Ph, Ph, 4-i?r-Ph] , [1555 ; 3,4- (F)2 -Ph, 4-Ph, ?h, 4-CF3 - Ph] , [1556 :2,4- {?) 2 - Ph, 4~Ph, Phf 4-MeO-Ph] , [1557 : 3,4- {F)2 -Ph, 4-Phf Ph, 4-?h, Ph] , I155S : 3,4-{F)2-Ph, 4-Ph, Ph, 3f4-(Me)2-Ph], [1559 : 3,4-(Ρ)2-Ρη; 4-Ph( Ph; 5-In], [1560 : 3f4 -(F)2-Ph, 2f4~ {F)2-Ph, 2-Me-Ph], [1561 : 3,4 - ir ) 2-Ph, 2i4-{F)2-Ph, 3- F-Ph], [1562 : 3,4-{F)2-Phr 2,4-(F}2-?h, 3-Me-Ph] , [1563: 3,4-(F),-?h, 4-F-?h]r [1564 : 3,4- (F) 2-Ph, 2,4- (F)2-Ph, 4-Cl-Ph], [15S5 : 3(4-'{Fj2-?h, 2,4-(F) 2-?h, 4-Br- 202 320644 200922468 Ρ:α] ; [1566 : 3,4- (F)2-Ph( 2;4-{F)s-Ph, 4~We-Ph] , [Z567:3,4- {F)2-?h, 2,4-(?}2-?r-, 4-iPr-Ph], [15SB : 3,4-{F) 2-Ph, 2,4-ί?)2-Ρ:Ί, 4-CF3-PhJ, [1569 : 3,4-(F)2-Ph, 2,4-(F)2-Ph, 4-MeO-Ph] , [L570 : 3,4- (F)s-Ph, 2,4-(F):-Ph, 4-Ph, Ph] r [1571 : 3.4- (F}2-Ph, 3,4- ^^3ε)2-Ph] , [1572 : 3,4 - (F) 2-Ph] f [1542 : 3,4-(F) 2-Ph, 4-CF3-Ph, 4-CF3-?h], [1543 : 3,4- (F)2-Phf 4-CF, -Ph , 4-MeO-Ph] , [1544 : 3,4- (F) 2 ~Ph, 4-CF3 -Ph, 4-Ph,. Ph] , [1545 : 3f 4- (F)2 -Ph, 4 -CF3 -Ph, 3,4 - (He), -Ph], 11546 : 3,4- (F)2 -Ph( 4-CF3 -Ph, S-In], [1S47 : 3,4- (F }2 -Ph, 4-Ph, Ph, 2-Me-Ph] , [1548 : 3,4- {F}2 -Ph, 4-Ph, Ph, 3-F-Ph], [1549 : 3, 4-{F)2-Pfc, 4-Ph, Ph, 3-Me-Ph] , [1550 : 3,4- (F)2-Ph, 4-Ph, Ph, 4-F-Pb], 11551 : 3,4-(F)2-Ph, 4-Pb, Ph, 4-Cl-Ph], [1552 : 3,4-(F)2-Ph, 4-Ph, Ph, 4-Br-Ph ] , ΪΙ 553 : 3,4-(?)2-Ph, 4-Ph, ?h, 4-Me-Ph] r [1554 : 3,4-{F)2-Ph, 4-Ph, Ph, 4 -i?r-Ph] , [1555 ; 3,4- (F) 2 -Ph, 4-Ph, ?h, 4-CF3 - Ph] , [1556 :2,4- {?) 2 - Ph, 4~Ph, Phf 4-MeO-Ph] , [1557 : 3,4- {F)2 -Ph, 4-Phf Ph, 4-?h, Ph] , I155S : 3,4-{F)2- Ph, 4-Ph, Ph, 3f4-(Me)2-Ph], [1559 : 3,4-(Ρ)2-Ρη; 4-Ph( Ph; 5-In], [1560 : 3f4 -(F )2-Ph, 2f4~ {F)2-Ph, 2-Me-Ph], [1561 : 3,4 - ir ) 2-Ph, 2i4-{F)2-Ph, 3-F-Ph], [1562: 3,4-{F)2-Phr 2,4-(F}2-?h, 3-Me-Ph], [1563: 3,4-(F),-?h, 4-F-?h]r [1564 : 3,4- (F) 2-Ph, 2,4- (F)2-Ph, 4-Cl-Ph], [15S5 : 3(4-'{Fj2 -?h, 2,4-(F) 2-?h, 4-Br- 202 320644 200922468 Ρ:α] ; [1566 : 3,4- (F)2-Ph( 2;4-{F)s -Ph, 4~We-Ph] , [Z567:3,4- {F)2-?h, 2,4-(?}2-?r-, 4-iPr-Ph], [15SB : 3, 4-{F) 2-Ph, 2,4-ί?)2-Ρ:Ί, 4-CF3-PhJ, [1569 : 3,4-(F)2-Ph, 2,4-(F)2 -Ph, 4-MeO-Ph] , [L570 : 3,4- (F)s-Ph, 2,4-(F):-Ph, 4-Ph, Ph] r [1571 : 3.4- (F} 2-Ph, 3,4- ^^3ε)2-Ph] , [1572 : 3,4 - (F) 2-

Ph, 2,4-(F)2-Ph, 5-In] , 11573 : 3,4-(F)2-Ph, 3,4 -{Cl)2-Ph, 2-Me-Ph], [1574 : 3,4-{F)2-Ph, 3,4- (Cl; 2-Ph, 3-F-Ph], [1575 :3,4- (F}2-Ph, 3,4-(Cl)2-Ph, 3-Me-Ph], [1576 : 3,4 - (F)2-Ph, 3.4- {Cl)2-Ph, 4-F-Ph] , [1S77 : 3,4-(F)2-Ph, 3,4-(Cl)2-Ph, 4-Ph, 2,4-(F)2-Ph, 5-In] , 11573 : 3,4-(F)2-Ph, 3,4-{Cl)2-Ph, 2-Me-Ph], [ 1574 : 3,4-{F)2-Ph, 3,4- (Cl; 2-Ph, 3-F-Ph], [1575 :3,4- (F}2-Ph, 3,4-( Cl)2-Ph, 3-Me-Ph], [1576 : 3,4 - (F)2-Ph, 3.4- {Cl)2-Ph, 4-F-Ph] , [1S77 : 3,4- (F)2-Ph, 3,4-(Cl)2-Ph, 4-

Cl-Ph] , [1573 : 3,4-(?)2-Ph, 3(4-(Cl)2-Ph, 4-Br-?h] , [1579: 3.4- (F)2-Ph, 3,4-(Cl)2-Ph, 4-Me-Ph] , [1580 : 3,4-(P)2-Phr 3.4- {Cl)2-Ph, 4-iPr-Ph] ( [1581 : 3,4- (F)2-Ph, 3,4 - (Ci)2-Ph, 4-C?3-PW, 〖1582 : 3,4-(F)2-Ph, 3,4-(Cl): -Pti, 4-MeO-Ph], [1583 : 3,4-(F)2-Ph, 3,4-(Cl)2-Ph, 4-Ph, Phi , [1534 : 3,4- (F)2-Ph( 3,4-(Clj2-Ph, 3,4-(Me)2-Ph] , [1585 : 3,4-(F)2-Ph, 3.4- (Cl)2-Ph, 5-In], [2586 : 3,4 -(F),-Ph, 3,5 -{Cl}2- Ph, 2-Cl-Ph] , [1573 : 3,4-(?)2-Ph, 3(4-(Cl)2-Ph, 4-Br-?h], [1579: 3.4- (F)2-Ph, 3,4-(Cl)2-Ph, 4-Me-Ph] , [1580 : 3,4-(P)2-Phr 3.4- {Cl)2-Ph, 4-iPr-Ph] ( [1581 : 3,4- (F)2-Ph, 3,4 - (Ci)2-Ph, 4-C?3-PW, 〖1582 : 3,4-(F)2-Ph, 3,4-(Cl ): -Pti, 4-MeO-Ph], [1583 : 3,4-(F)2-Ph, 3,4-(Cl)2-Ph, 4-Ph, Phi, [1534 : 3,4- (F)2-Ph( 3,4-(Clj2-Ph, 3,4-(Me)2-Ph] , [1585 : 3,4-(F)2-Ph, 3.4-(Cl)2-Ph , 5-In], [2586 : 3,4 -(F),-Ph, 3,5 -{Cl}2- Ph, 2-

Me-Ph] , [1587 : 3,4-{F)2-Ph, 3,5-(Cl)2-Ph, 3-F-Ph] , &lt;1538 : 3.4- {F)2-Ph, 3,5-(Cl)2-Ph, 3-Me-?h] , tl589 : 3,4-(F}2-Ph, 3.5- (Cl)2-Ph, 4-F-?h] , [1530 : 3,4-(F;l2-Ph, 3,5 - {Cl) 2-Ph, 4-Me-Ph] , [1587 : 3,4-{F)2-Ph, 3,5-(Cl)2-Ph, 3-F-Ph] , &lt;1538 : 3.4- {F)2-Ph, 3,5-(Cl)2-Ph, 3-Me-?h], tl589: 3,4-(F}2-Ph, 3.5-(Cl)2-Ph, 4-F-?h], [ 1530 : 3,4-(F;l2-Ph, 3,5 - {Cl) 2-Ph, 4-

Cl-Ph] , t!591 : 3,4- (F):-Ph, 3,5-(Cl}2-Ph, 4-Br~Ph], [1592: 3i4-{?)2-Ph, 3,5-(Cl)2-Ph( 4-Me-Phj , [1593 : 3,4-{F)2-?hr 3.5- (CD^-Ph, 4-iPr-Ph], [15S4 : 3,4 - (F) 2-?h, 3,5-(Cl) 2-?h, 4-CF3-Fh], [1535 : 3,4-(F)2-?h, 3,5-(Cl) 2-Ph, 4-MeO-Ph], [1556 : 3,4-(F)2-Ph, 3,5-(Cli2-Ph., 4~Ph? Ph] , [15S7:3,4- (F)2-Ph, 3,5- iCl)2-Ph, 3,4- (Me}2-Ph] , [I59B : 3 ( 4-(F)2-Ph, 203 320644 200922468 3f5-(Cl), -Ph, δ-ln], [159S : 3,4- (Cl) 2-Phr Ph, Fh] , [1600 : 5-Cl-Ph] , t!591 : 3,4- (F):-Ph, 3,5-(Cl}2-Ph, 4-Br~Ph], [1592: 3i4-{?)2-Ph, 3,5-(Cl)2-Ph( 4-Me-Phj , [1593 : 3,4-{F)2-?hr 3.5- (CD^-Ph, 4-iPr-Ph], [15S4 : 3 ,4 - (F) 2-?h, 3,5-(Cl) 2-?h, 4-CF3-Fh], [1535 : 3,4-(F)2-?h, 3,5-( Cl) 2-Ph, 4-MeO-Ph], [1556 : 3,4-(F)2-Ph, 3,5-(Cli2-Ph., 4~Ph? Ph], [15S7:3,4 - (F)2-Ph, 3,5- iCl)2-Ph, 3,4-(Me}2-Ph] , [I59B : 3 ( 4-(F)2-Ph, 203 320644 200922468 3f5-( Cl), -Ph, δ-ln], [159S : 3,4- (Cl) 2-Phr Ph, Fh] , [1600 : 5-

Ir., Fii, Ph]、 【1601 : 5-In、2-F-Ph, 2-Me-Ph] , [1602 : 5-In, 2-P-Ph, 3-F-Ph], [1SC3 : 5-In, 2-F-Ph, 3-Me-Ph], [1604 : 5-In% 2-F-Ph, 4-F-Ph], [1605 : 5-In, 2-F-Ph, 4-Cl-Ph] , [1606 : 5-In-, 2-F-Ph, 4-Br- ?h] , [1607 : 5-工n、2-F-Ph, 4-Me-?h] , [1608: 5-In、2-F-Ph, 4- iPr-Ph] , f!5D9 : 5-ln.s 2-F-Ph, 4-CF3 -Ph] , [1610 : S-In、2-F-Ir., Fii, Ph], [1601: 5-In, 2-F-Ph, 2-Me-Ph], [1602: 5-In, 2-P-Ph, 3-F-Ph], [1SC3 : 5-In, 2-F-Ph, 3-Me-Ph], [1604 : 5-In% 2-F-Ph, 4-F-Ph], [1605 : 5-In, 2-F-Ph , 4-Cl-Ph] , [1606 : 5-In-, 2-F-Ph, 4-Br-?h], [1607 : 5-work n, 2-F-Ph, 4-Me-?h ] , [1608: 5-In, 2-F-Ph, 4- iPr-Ph] , f!5D9 : 5-ln.s 2-F-Ph, 4-CF3 -Ph] , [1610 : S-In , 2-F-

Phr 4-MeO-Ph] , [1611 : 5-In, 2-F-Ph, 4-Ph, Ph] , [1S12 : 5-In、 2- F-Ph, 3,4-(Me)2-Ph] , [1613 : 5-In、2-F-Ph, 5-InJ, [1614:5-Phr 4-MeO-Ph] , [1611 : 5-In, 2-F-Ph, 4-Ph, Ph] , [1S12 : 5-In, 2- F-Ph, 3,4-(Me)2- Ph] , [1613 : 5-In, 2-F-Ph, 5-InJ, [1614:5-

In, 3-CF3 - Ph, 2-Me-Ph], [:161S : 5-工 n, 3-CFs -?h, 3-F-Ph], E1616 : 5-In, 3-CF, -?h; 3-Me-Ph] , [1617 : 5-In, 3-CF3 -Ph, 4- F-Ph] , [1618 : 5-In, 3-CF3-Ph, 4-Cl-Ph] , [1619 : 5-In, 3-CFj-In, 3-CF3 - Ph, 2-Me-Ph], [:161S : 5-work n, 3-CFs -?h, 3-F-Ph], E1616 : 5-In, 3-CF, -? h; 3-Me-Ph], [1617: 5-In, 3-CF3-Ph, 4-F-Ph], [1618: 5-In, 3-CF3-Ph, 4-Cl-Ph], [ 1619 : 5-In, 3-CFj-

Ph, 4-Br-Ph] , [1S20 : 5-In, 3-CF3-Ph, 4-Me-Ph] , [1S21 : 5-In, 3- CF3 -Ph, 4-iPr-Ph] , [1622 : 5-In, 3-CF3-?h, 4-CF3 - Ph], [1623 : 5-In, 3-CF;-?h, 4-MeO-Ph] , [IS24 : 5-In, 3-C?2-Ph, 4- ?h, Ph] , [1625 : 5-In, 3-C?3 - Ph, 3,4 - (Me);,-Ph] , [l〇26 : 5-In, 3- CF3-Ph, 5-In], [1627:5-In, 4-F-Ph, 2-Me-Ph3, [1628:5- 工n, 4-F-Ph, 3-F-PhI, [1629 : 5-In, 4-F-Ph, 3-Me-Ph], [1€30 : 5-In, 4-F-Ph, 4-F-Ph] ( [1631 :5-二n, 4-F-Ph, 4-Cl-Ph] , [1632 :5-In, 4-F-Ph, 4-Br-Ph] , [1633 : 5-In, 4-F-Ph, 4-Me-Ph], [1634 : 5-Inf 4-F-Ph, 4-iPr-?h_】r [1635 : 5-In, 4-F-Ph, 4-CF3 -Ph, 4-Br-Ph] , [1S20 : 5-In, 3-CF3-Ph, 4-Me-Ph], [1S21 : 5-In, 3-CF3 -Ph, 4-iPr-Ph], [ 1622 : 5-In, 3-CF3-?h, 4-CF3 - Ph], [1623 : 5-In, 3-CF;-?h, 4-MeO-Ph] , [IS24 : 5-In, 3 -C?2-Ph, 4-?h, Ph], [1625: 5-In, 3-C?3 - Ph, 3,4 - (Me);,-Ph] , [l〇26 : 5- In, 3- CF3-Ph, 5-In], [1627:5-In, 4-F-Ph, 2-Me-Ph3, [1628:5-工n, 4-F-Ph, 3-F- PhI, [1629 : 5-In, 4-F-Ph, 3-Me-Ph], [1€30 : 5-In, 4-F-Ph, 4-F-Ph] ([1631:5-two n, 4-F-Ph, 4-Cl-Ph], [1632:5-In, 4-F-Ph, 4-Br-Ph], [1633 : 5-In, 4-F-Ph, 4- Me-Ph], [1634 : 5-Inf 4-F-Ph, 4-iPr-?h_]r [1635 : 5-In, 4-F-Ph, 4-CF3 -

Ph] , [1636 : δ-Ιη, 4-F-Phr 4-MeO-Ph] , [163 7 ·· 5-In, 4-P-Ph, 4- ?h, ?h] , [163S : 5-In, 4-F-Ph, 3,4-(Ms),-Ph] , [1639 : 5-In, 4-F-Ph, 5-In] , [1640 : 5-In, 4-iPr-Ph, 2-Me-Ph] , [:641:5-Ph] , [1636 : δ-Ιη, 4-F-Phr 4-MeO-Ph] , [163 7 ·· 5-In, 4-P-Ph, 4- ?h, ?h] , [163S : 5 -In, 4-F-Ph, 3,4-(Ms),-Ph] , [1639 : 5-In, 4-F-Ph, 5-In] , [1640 : 5-In, 4-iPr- Ph, 2-Me-Ph] , [:641:5-

In, 4-i?r-?h, 3-F-?h3, [1642 : 5-In, 4-iPr-Ph, 3-Me-Ph], 204 320644 200922468 [2S43 : 5-In, 4-iPr-?h, 4-F-?h] f [1644 : S-In, 4-iPr-?h, 4-Cl-Ph], [1645 : 5-ln, 4-iPr-Ph, 4-Br-Ph], [lS46:5-In, 4- iPr-Ph, 4-Me-Ph], [1647 : 5-Xn, 4-iPr-Ph, 4-iPr-Ph], I164S : 5-In, 4 -iPr-Ph, 4-CF3-Ph] , [1649 * 5-In, 4-iPr-Ph, 4-MeC-In, 4-i?r-?h, 3-F-?h3, [1642: 5-In, 4-iPr-Ph, 3-Me-Ph], 204 320644 200922468 [2S43 : 5-In, 4- iPr-?h, 4-F-?h] f [1644 : S-In, 4-iPr-?h, 4-Cl-Ph], [1645: 5-ln, 4-iPr-Ph, 4-Br -Ph], [lS46:5-In, 4-iPr-Ph, 4-Me-Ph], [1647: 5-Xn, 4-iPr-Ph, 4-iPr-Ph], I164S: 5-In, 4 -iPr-Ph, 4-CF3-Ph] , [1649 * 5-In, 4-iPr-Ph, 4-MeC-

Ph] r [1650 : 5-工n, 4-iPr-Ph, 4-Ph, Ph] , [1651 : 5-In, 4-iPr-Ph] r [1650 : 5-work n, 4-iPr-Ph, 4-Ph, Ph] , [1651 : 5-In, 4-iPr-

Ph, 3,4- (Me)2-Ph] , [1652 : 5-In, 4-iPr-Ph, 5-In], [1653 : 5-Ph, 3,4- (Me)2-Ph] , [1652 : 5-In, 4-iPr-Ph, 5-In], [1653 : 5-

In, 4-CF2-Ph, 2-Me-Ph] , 11654 : 5-In, 4-CF3-Ph, 3-F-Phj, [1655 : 5-In, 4-CFj-Ph, 3-Me-Ph], [1656 : 5-In, 4-CF3-Ph, 4- F-Phj , [1657 : 5-In, 4-CF3 - Ph, 4-CI-Pli3 # [1658 : 5-In, 4-CF3 -In, 4-CF2-Ph, 2-Me-Ph] , 11654 : 5-In, 4-CF3-Ph, 3-F-Phj, [1655 : 5-In, 4-CFj-Ph, 3-Me- Ph], [1656 : 5-In, 4-CF3-Ph, 4- F-Phj , [1657 : 5-In, 4-CF3 - Ph, 4-CI-Pli3 # [1658 : 5-In, 4- CF3 -

Ph, 4-Br-Ph], [16S2 : 5-In, 4-C?3-?h, 4-Me-Ph], [1660 : 5-In, 4-CF3 -Ph, 4-iPr-Ph] , [1661 : 5-Ir., 4-CF3 -Ph, 4 -C?3 -?h], [1662 : 5-In, 4-CF3 - Ph, 4-MeO-Ph] , [1663:5-工n, 4-CP3 -Ph, 4-Ph, 4-Br-Ph], [16S2 : 5-In, 4-C?3-?h, 4-Me-Ph], [1660 : 5-In, 4-CF3 -Ph, 4-iPr-Ph ] , [1661 : 5-Ir., 4-CF3 -Ph, 4 -C?3 -?h], [1662 : 5-In, 4-CF3 - Ph, 4-MeO-Ph] , [1663:5 -Work n, 4-CP3 -Ph, 4-

Pa, Ph] f [1664 : 5-Ir., 4-CF3 -Ph, 3,4 - (Me)2 -Ph] f [1S65 : 5-工n, 4-CF3 -Ph, 5-In] , [1656 : S-In, 4-Ph, Ph, 2-Me-Ph] , [1667 : 5-In, 4-Ph, Ph, 3-F-Ph], [1668 : 5-In, 4-Ph, Ph, 3-Me-Ph], [.1669 : 5-In, 4-Phr Ph, 4-F-Ph) , [1670 : 5-:n, 4-Ph, Ph, 4-Pa, Ph] f [1664 : 5-Ir., 4-CF3 -Ph, 3,4 - (Me)2 -Ph] f [1S65 : 5-work n, 4-CF3 -Ph, 5-In] , [1656 : S-In, 4-Ph, Ph, 2-Me-Ph] , [1667 : 5-In, 4-Ph, Ph, 3-F-Ph], [1668 : 5-In, 4-Ph , Ph, 3-Me-Ph], [.1669 : 5-In, 4-Phr Ph, 4-F-Ph), [1670 : 5-:n, 4-Ph, Ph, 4-

Cl-?h], [1671 : 5-In, 4-Ph, Ph, 4-Br-Ph], [1672 : S-In, 4-Fh,Cl-?h], [1671: 5-In, 4-Ph, Ph, 4-Br-Ph], [1672 : S-In, 4-Fh,

Ph, 4-Me-Ph] , [1S73 : 5-工n, 4-Ph, Ph, 4-i?r-Ph] , [1674 : 5-工n, 4-Phf Ph, 4-CF3-Ph], [1675 : 5-In, 4-Ph( Ph, 4-MeO-Ph], [167S : 5-::n, 4-?hy Ph, 4-Ph, Ph] , [1677 : 5-In; 4-Ph, Ph, 3.4- (Me):-Ph] , [1676 : 5-Ir., 4-P:r, Ph; 5-Ir.] , [167S : 5-Itl, 2.4- (?)2-Ph, 2-Me-?h] , [16 SO : 5-In, 2,4-(F)2-Ph, 3-F-Ph], [ISSl : 5-Iru 2,4-(?)23-Me-?h], [1682 : 5-Ins 2,4-(F}z- ?hr 4-F-Ph], [1683 : 5-In, 2,4-(F}2-Phr 4-Cl-Phj, [16S4:5-In 、2,4-(F), -Ph, 4-Br-Ph] , [1SS5 : 5-In、2,4-(F)2-?h; 4-Me-Ph], 205 320644 200922468 [1686 : 5-In, 2,4-(F);-Phr 4-xPr-Ph], [1€87:5-In, 2,4-{F)2- ?h, 4-CF3-Ph], [1688 : 5-In, 2,4-{P'J2-?h, 4-MeO-Ph], [1S89 : 5-In, 2,4-(F)2-Ph, 4-Ph, Ph] , [169C : 5-In, 2,4-(F}2-Ph/ 3,4- (Me) 2 -Ph] , US91 : 5-In&gt; 2,4-iF)2-Ph, 5-In], [1SS2 : 5-In, 3,4-{Cl)2-Ph, 2-Me-Ph] , [169215-111, 3,4-(Cl) 2-?hy 3-F-Ph], [16S4 : 5-In, 3,4-{Cl}2-Ph, 3-Me-?h], [1695 : 5-In, 3,4- (Cl}2-Ph, 4-F-PhJ 7 [1696 : 5-In, 3,4- (Cl)2-Ph, 4-Cl-Ph], [1697 : 5,In, 3,4-(Cl)2-Ph, 4-Br-Ph], [169B : 5-In, 3,4- (Cl)2-?h, 4-Me-Ph], [X699 : 5-In, 3,4-{Cl)2-?h, 4-iPr-Ph], [1700 : 5-In, 3,4-(Cl}2-Ph, 4-CF3-?h]、 [1701 : 5-In, 3,4-iCl)s-Ph, 4-MeO-Ph], [1702 : 5-In, 3,4- (Cl)2 -Ph, 4-Ph, ?h] r [1703 : 5-Ir^ 3,4 - {Cl} 2 -?h, 3,4- (Me)2 -Phj, [17C4 : 5-In, 3,4-(Cl)2-Ph, 5-In] , [1705 : 5-工n, 3,5- (Cl)2-Ph( 2-Me-Ph], [1706 : 5-In, 3f5-(Cl)2-Ph, 3-F-Ph], !1707 : 5-In, 3,5-{Cl)2-Ph, 3-Me-Ph] ; [170S : 5-ln, 3,5- (Cl}2 -Ph, 4-F-Ph] , tl70S : 5-In, 3,5 - I; Cl) 2 - Ph, 4-Cl-Ph], [171Q : 5-In, 3,5-(Cl)2-Ph, 4-Br-Ph], [1711 : 5-In, 3,5- {CD 2 -?ii, 4-Me-Ph] , [H712 : S-In, 3 r 5- {Cl}2 - Ph, 4-i?r-Ph], [1713 : S-In, 3,5- (Cl)2 -Ph, 4-C?3-Ph], [1714 :5-工n, 3,5- iCl)2-Ph, 4-MeO-Ph], 11715: 5-In, 3,5-(Cl}2-Ph, 4-Ph, Ph], [171S : 5-In, 3,5-{Cl)2-?h, 3,4-{Me)2-Ph], [1717 : 5-In, 3,5- (Cl)2 -Ph, 5-In] , Γ171Β : 2-Np, Ph, Ph] , [1715 : 1-Np, Ph,Ph, 4-Me-Ph] , [1S73 : 5-work n, 4-Ph, Ph, 4-i?r-Ph], [1674 : 5-work n, 4-Phf Ph, 4-CF3-Ph ], [1675 : 5-In, 4-Ph( Ph, 4-MeO-Ph], [167S : 5-::n, 4-?hy Ph, 4-Ph, Ph], [1677 : 5-In ; 4-Ph, Ph, 3.4- (Me):-Ph] , [1676 : 5-Ir., 4-P:r, Ph; 5-Ir.] , [167S : 5-Itl, 2.4- (? )2-Ph, 2-Me-?h] , [16 SO : 5-In, 2,4-(F)2-Ph, 3-F-Ph], [ISSl : 5-Iru 2,4-( ?)23-Me-?h], [1682: 5-Ins 2,4-(F}z-?hr 4-F-Ph], [1683 : 5-In, 2,4-(F}2- Phr 4-Cl-Phj, [16S4:5-In, 2,4-(F), -Ph, 4-Br-Ph], [1SS5 : 5-In, 2,4-(F)2-?h ; 4-Me-Ph], 205 320644 200922468 [1686 : 5-In, 2,4-(F);-Phr 4-xPr-Ph], [1€87:5-In, 2,4-{F ) 2- ?h, 4-CF3-Ph], [1688 : 5-In, 2,4-{P'J2-?h, 4-MeO-Ph], [1S89 : 5-In, 2,4- (F) 2-Ph, 4-Ph, Ph], [169C: 5-In, 2,4-(F}2-Ph/ 3,4-(Me) 2 -Ph] , US91 : 5-In&gt; 2,4-iF)2-Ph, 5-In], [1SS2 : 5-In, 3,4-{Cl)2-Ph, 2-Me-Ph] , [169215-111, 3,4-( Cl) 2-?hy 3-F-Ph], [16S4 : 5-In, 3,4-{Cl}2-Ph, 3-Me-?h], [1695 : 5-In, 3,4- (Cl}2-Ph, 4-F-PhJ 7 [1696 : 5-In, 3,4- (Cl)2-Ph, 4-Cl-Ph], [1697 : 5, In, 3,4-(Cl)2-Ph, 4-Br-Ph], [169B: 5-In, 3,4-(Cl)2-?h, 4-Me-Ph], [X699 : 5 -In, 3,4-{Cl)2-?h, 4-iPr-Ph], [1700 : 5-In, 3,4-(Cl}2-Ph, 4-CF3-?h], [1701 : 5-In, 3,4-iCl)s-Ph, 4-MeO-Ph], [1702 : 5-In, 3,4- (Cl)2 -Ph, 4-Ph, ?h] r [1703 : 5-Ir^ 3,4 - {Cl} 2 -?h, 3,4- (Me)2 -Phj, [17C4 : 5-In, 3,4-(Cl)2-Ph, 5-In] , [1705 : 5-work n, 3,5-(Cl)2-Ph( 2-Me-Ph], [1706 : 5-In, 3f5-(Cl)2-Ph, 3-F-Ph], !1707 : 5-In, 3,5-{Cl)2-Ph, 3-Me-Ph] ; [170S : 5-ln, 3,5- (Cl}2 -Ph, 4-F-Ph] , Tl70S : 5-In, 3,5 - I; Cl) 2 - Ph, 4-Cl-Ph], [171Q : 5-In, 3,5-(Cl)2-Ph, 4-Br-Ph], [1711 : 5-In, 3,5- {CD 2 -?ii, 4-Me-Ph] , [H712 : S-In, 3 r 5- {Cl}2 - Ph, 4-i?r-Ph ], [1713 : S-In, 3,5-(Cl)2-Ph, 4-C?3-Ph], [1714:5-work n, 3,5-iCl)2-Ph, 4-MeO -Ph], 11715: 5-In, 3,5-(Cl}2-Ph, 4-Ph, Ph], [171S: 5-In, 3,5-{Cl)2-?h, 3,4 -{Me)2-Ph], [1717: 5-In, 3,5-(Cl)2-Ph, 5-In], Γ171Β: 2-Np, Ph, Ph], [1715 : 1-Np, Ph,

Ph] , [1720 : 1-iJp, 2-?-Ph, 2-Me-Ph] , [1721 : 1-l^p, 2-F-Ph, 3- ?-?h] , [1722 : 1-Kp、2-F-?h, 3-Me-Ph], [1723 : 1-Wp% 2-F-Ph, 4-F-?h] , [1724 : 1-Kp、2-F-?h, 4-Cl-Phj , [1725 : 1-Np、2-F-Ph, 206 320644 200922468 4-Er-Ph] , [1726 : 1-Np、2-F-Ph, 4-Me-Phj , [1727 : 1-Hp、2-F- ?h, 4-i?r-Ph] r [172S :二-Np、2-F-Ph, 4-CF3 -Ph] , [1729 : 2_-Np、 2- F-Ph, 4-MeO-Ph] r [173G : 1-Np、2-F-Ph, 4-Ph, Ph] , [172-1 : 1-Ph] , [1720 : 1-iJp, 2-?-Ph, 2-Me-Ph] , [1721 : 1-l^p, 2-F-Ph, 3- ?-?h] , [1722 : 1 -Kp, 2-F-?h, 3-Me-Ph], [1723: 1-Wp% 2-F-Ph, 4-F-?h], [1724: 1-Kp, 2-F-? h, 4-Cl-Phj, [1725: 1-Np, 2-F-Ph, 206 320644 200922468 4-Er-Ph], [1726: 1-Np, 2-F-Ph, 4-Me-Phj, [1727 : 1-Hp, 2-F-?h, 4-i?r-Ph] r [172S: di-Np, 2-F-Ph, 4-CF3 -Ph], [1729 : 2_-Np, 2- F-Ph, 4-MeO-Ph] r [173G : 1-Np, 2-F-Ph, 4-Ph, Ph] , [172-1 : 1-

Kp, 2-F-Ph, 3,4-(Ke}2-?h3, [1732 : 1-Np、2-P-Ph, 5-In] , [1733 :1-Nps 3-CF, -Ph, 2-Me-Ph] , [1734 : 1,、3-CF3 -Ph, 3-F-?h}, [1735 : 1-Nps 3-CF3 - Ph, 3-Me-Ph] , [1736 : 1-Np、3-CF3 -Ph, 4-F-Kp, 2-F-Ph, 3,4-(Ke}2-?h3, [1732: 1-Np, 2-P-Ph, 5-In], [1733: 1-Nps 3-CF, -Ph , 2-Me-Ph] , [1734 : 1, 3-CF3 -Ph, 3-F-?h}, [1735 : 1-Nps 3-CF3 - Ph, 3-Me-Ph] , [1736 : 1-Np, 3-CF3 -Ph, 4-F-

Ph] , [1737 : 1-Hp, 3-CF3 - Ph, 4-Cl-Ph] , [1738 : 1-Np、3-CF3 -Ph; 4-Br-Ph] , [173S : 1-Np、 3-CF3-Pii, 4-Me-Pii] , [1740:l-Np、 3- CF2 -Ph, 4-i?r-?h] r [1741 : 1-Np、3-CF3 -Ph, 4-CF3 -Ph] r [1742 : 1,、3-CF3 - Ph, 4-KeO-Ph] , [1743 : 1-Wp, 3-CFs - Ph, 4-Ph, Ph], [1744 : 1-ΝρΛ 3-CF3 -?h, 3,4- {Me} z -?h] , [1745 : 1-Up、3-C?3 -Ph, [1746 : 1-Np, 4-F-Ph, 2-Me-P:h] , [1747 : 1-Kp, 4-F-Ph, 3- F-Ph] , [174 8 : 1-Np, 4-F-Ph, 3-Me-?h] , [1743 : 1-Np, 4-F-Ph] , [1737 : 1-Hp, 3-CF3 - Ph, 4-Cl-Ph], [1738 : 1-Np, 3-CF3 -Ph; 4-Br-Ph], [173S : 1-Np, 3-CF3-Pii, 4-Me-Pii] , [1740: l-Np, 3-CF2 -Ph, 4-i?r-?h] r [1741 : 1-Np, 3-CF3 -Ph, 4 -CF3 -Ph] r [1742 : 1, 3-CF3 - Ph, 4-KeO-Ph] , [1743 : 1-Wp, 3-CFs - Ph, 4-Ph, Ph], [1744 : 1- ΝρΛ 3-CF3 -?h, 3,4- {Me} z -?h] , [1745 : 1-Up, 3-C?3 -Ph, [1746 : 1-Np, 4-F-Ph, 2 -Me-P:h] , [1747 : 1-Kp, 4-F-Ph, 3- F-Ph] , [174 8 : 1-Np, 4-F-Ph, 3-Me-?h] , [1743 : 1-Np, 4-F-

Ph, 4-F-Ph.] , [2750 : 1-Np, 4-F-Ph, 4-Cl~Ph] , [17S1 : 1-Np, 4- F-?h, 4-Br-Ph] , [1752 : 1-Kp, 4-F-Ph, 4-Me-Ph] , [1753 : 1-Np, 4- F-Ph, 4-iPr-Ph] , [1754 : 1-Npf 4-F-Ph, 4-CF3-?h] , [1755: 1-Mp, 4-F-Ph, 4-MeO-Ph] , [1756 : i-Np, 4-?-Ph, 4-Ph, Ph], [1757 : l-I-3p, 4-F-Ph, 3,4 - (Me) 2-Ph] , [1758 : 1-Npr 4-F-Ph, 5-Ph, 4-F-Ph.] , [2750 : 1-Np, 4-F-Ph, 4-Cl~Ph] , [17S1 : 1-Np, 4- F-?h, 4-Br-Ph] , [1752 : 1-Kp, 4-F-Ph, 4-Me-Ph] , [1753 : 1-Np, 4- F-Ph, 4-iPr-Ph] , [1754 : 1-Npf 4-F -Ph, 4-CF3-?h], [1755: 1-Mp, 4-F-Ph, 4-MeO-Ph], [1756: i-Np, 4-?-Ph, 4-Ph, Ph] , [1757 : lI-3p, 4-F-Ph, 3,4 - (Me) 2-Ph] , [1758 : 1-Npr 4-F-Ph, 5-

In] , [1759 : 1-Np, 4-iPr-Ph, 2-l-le-Ph] , {176C : 1-Np, 4-iPr- ?h, 3-F-?b] , [1761 : 1-Kp, 4-iPr-Ph, 3-Me-Ph], il7S2:l-Np, 4-iPr-Ph, 4-F-Ph], [1763 : 1-Np, 4-iPr-Ph, 4-Cl-Ph], [1764 : 1-Np, 4-i?r-Ph, 4-3r-?h] ; [1765 : 1-Np, 4-iPr-Ph, 4-Me-PhJ , [1766 ; 1-Np, 4-iPr-Ph, 4-iPr-?h] , il7G7 : i-Kp, 4-iPr-Ph, 4-CFr, - Ph] , [17 6 8 : 1--Np, 4-iPr-?h, 4-MeO-Ph] , [176S : l-Kp, 4- iPr-Ph, 4-Ph, Ph], [177〇:l-Np, 4-iPr-Ph, 3( 4 - (He;2 - Ph], 207 320644 200922468 [1771 : 1-Np, 4-i?r-?h, 5-ln] , [1772 : i-Np, 4-CF3 -Ph, 2-Me-In] , [1759 : 1-Np, 4-iPr-Ph, 2-l-le-Ph] , {176C : 1-Np, 4-iPr- ?h, 3-F-?b] , [1761 : 1-Kp, 4-iPr-Ph, 3-Me-Ph], il7S2: l-Np, 4-iPr-Ph, 4-F-Ph], [1763 : 1-Np, 4-iPr-Ph, 4 -Cl-Ph], [1764: 1-Np, 4-i?r-Ph, 4-3r-?h]; [1765: 1-Np, 4-iPr-Ph, 4-Me-PhJ, [1766] ; 1-Np, 4-iPr-Ph, 4-iPr-?h] , il7G7 : i-Kp, 4-iPr-Ph, 4-CFr, - Ph] , [17 6 8 : 1--Np, 4 -iPr-?h, 4-MeO-Ph], [176S: l-Kp, 4-iPr-Ph, 4-Ph, Ph], [177〇:l-Np, 4-iPr-Ph, 3( 4 - (He;2 - Ph], 207 320644 200922468 [1771 : 1-Np, 4-i?r-?h, 5-ln] , [1772 : i-Np, 4-CF3 -Ph, 2-Me-

Ph] , [1773 : 1-Np, 4-CF3 -Ph, 3-F-Ph] , [1774 : 1-Np, 4-C.F3 -Ph, 3- Me-Ph] , [1775 : 1-Np, 4-CF3 -Ph, 4-F-Ph] , U776 : 1-Np, 4- CF3 -Ph, 4-Cl-Ph], [1777 : 1-Kp, 4-CF3 -?h, 4-3r-Ph] , !177 8 : 1-Np, 4-CFj-Ph, 4-Me-Ph] , [1779 : 1-Np, 4-CF3-Ph, 4-iPr-?h], [1780 : 1-Npr 4-C?3 -Ph, 4-CF3-?h] , [1781 : 1-Mp, 4-CF3 -Ph, 4-Ph] , [1773 : 1-Np, 4-CF3 -Ph, 3-F-Ph] , [1774 : 1-Np, 4-C.F3 -Ph, 3-Me-Ph] , [1775 : 1- Np, 4-CF3 -Ph, 4-F-Ph] , U776 : 1-Np, 4-CF3 -Ph, 4-Cl-Ph], [1777 : 1-Kp, 4-CF3 -?h, 4- 3r-Ph] , !177 8 : 1-Np, 4-CFj-Ph, 4-Me-Ph] , [1779 : 1-Np, 4-CF3-Ph, 4-iPr-?h], [1780 : 1-Npr 4-C?3 -Ph, 4-CF3-?h] , [1781 : 1-Mp, 4-CF3 -Ph, 4-

MeO-Ph] , [17S2 : 1-Np, 4-CF]-Ph, 4-Ph, Ph] , [1783 : 1-Np, 4- CF3 - Ph, 3,4- (Me)2 -Ph] , [1784 : 1-Hp, 4-CF3 - Ph, 5-In], [1785 :1-Np, 4-Ph; Ph, 2-He-Ph] , [1786 : 1-Mp, 4-Ph, Ph, 3-F-Ph]y il787 : 4-Ph, F.h, 3-Me-?ll] , [1788 : 1-Np, 4-Pll, Ph, 4- F-Ph] , Ϊ1785 : 1-Np, 4-Phx ?h, 4-Cl-Ph] ; [1790 : 1-Np, 4-Ph, ?h, 4-Br-Ph] , [1731 : 1-Np, 4-Ph, Ph, 4-Me-Ph] , [1732 : 1-Up, 4- Ph, Ph, 4-iPr-Ph] , [1733 : 1-Np, 4-Ph, ?h, 4-CF3-PhJ , [17S4 : 1-Np, 4-Ph, Ph, 4-MeO*-Ph] , [1795 : 1-Np, 4-Ρή, Ph, 4-MeO-Ph] , [17S2 : 1-Np, 4-CF]-Ph, 4-Ph, Ph] , [1783 : 1-Np, 4- CF3 - Ph, 3,4- (Me)2 -Ph] , [1784 : 1-Hp, 4-CF3 - Ph, 5-In], [1785 : 1-Np, 4-Ph; Ph, 2-He-Ph] , [1786 : 1-Mp, 4-Ph, Ph, 3-F-Ph]y il787 : 4-Ph, Fh, 3-Me-?ll] , [1788 : 1-Np, 4-Pll, Ph, 4-F-Ph] , Ϊ1785 : 1-Np , 4-Phx ?h, 4-Cl-Ph] ; [1790 : 1-Np, 4-Ph, ?h, 4-Br-Ph] , [1731 : 1-Np, 4-Ph, Ph, 4- Me-Ph] , [1732 : 1-Up, 4- Ph, Ph, 4-iPr-Ph], [1733 : 1-Np, 4-Ph, ?h, 4-CF3-PhJ, [17S4 : 1- Np, 4-Ph, Ph, 4-MeO*-Ph] , [1795 : 1-Np, 4-Ρή, Ph, 4-

Ph, ?h] , [1796 : l-Np, 4-Ph, Ph., 3,4- (Me}2 -Ph] , [1797 : 1-Np, 4-Ph, ?h, 5-In], [1758 : 1-Np, 2,4-(F)2-Ph, 2-Me-Ph] , [1199 : 1-Np、2,4-(?)2-Ph, 3-?-Ph] , 11800 : l-2ip, 2,4- (F.) 2-Ph, 3-Me- PW、 [1801 : 1-Np, 2,4-{F}z-Ph, 4-F-PhJ, [1B02 : 1-Np, 2,4 - (F) 2-Pil, 4- Cl-Ph] , [1803 : 1-Nps 2,4-{F)2-Phr 4-Br-Ph] , U804 : l-Np、 2,4-(F)2-Phr 4-Me-Ph] , [1805 : 1-Np, 2,4-(F)2-Pn, 4-iPr-Ph], [18 06 : 1-Np&gt; 2,4-(?}2-Phr 4-CF3-Ph], [1807 : 1-Np, 2,4-i F) 2-Ph, ?h] , [1796 : l-Np, 4-Ph, Ph., 3,4- (Me}2 -Ph] , [1797 : 1-Np, 4-Ph, ?h, 5-In] , [1758 : 1-Np, 2,4-(F)2-Ph, 2-Me-Ph] , [1199 : 1-Np, 2,4-(?)2-Ph, 3-?-Ph] , 11800 : l-2ip, 2,4- (F.) 2-Ph, 3-Me- PW, [1801 : 1-Np, 2,4-{F}z-Ph, 4-F-PhJ, [ 1B02 : 1-Np, 2,4 - (F) 2-Pil, 4-Cl-Ph] , [1803 : 1-Nps 2,4-{F)2-Phr 4-Br-Ph] , U804 : l -Np, 2,4-(F)2-Phr 4-Me-Ph] , [1805 : 1-Np, 2,4-(F)2-Pn, 4-iPr-Ph], [18 06 : 1 -Np&gt; 2,4-(?}2-Phr 4-CF3-Ph], [1807 : 1-Np, 2,4-i F) 2-

Ph, 4-MeO-Ph] , [180 8 : l-Np, 2,4- {F)2-?h( 4-Ph, Ph] , [18DS : 1-Np, 2,4-(F)2-?h, 3,4-(Me)2-Ph] , [18IC : 1-Kp&gt; 2/4-(F)2-?h/ 5- In] , [2811 : 3,4 - (Cl)2 -Ph, 2-Me-Ph] , [1S12 : 1-Np、 208 320644 200922468 3.4- (Cl)2-Ph, 3-F-Phl , [IB13 : 1-Np, 3,4-{Cl) 2-Ph, 3-?4e-Ph], [1814 : 1-Np, 3,4-(Cl)2-Phr 4-F-Ph] , [lS15:l-Np&gt; 3,4-{Cl)2-Ph, 4-MeO-Ph] , [180 8 : l-Np, 2,4- {F)2-?h( 4-Ph, Ph] , [18DS : 1-Np, 2,4-(F) 2-?h, 3,4-(Me)2-Ph] , [18IC : 1-Kp&gt; 2/4-(F)2-?h/ 5- In] , [2811 : 3,4 - (Cl ) 2 -Ph, 2-Me-Ph] , [1S12 : 1-Np, 208 320644 200922468 3.4- (Cl)2-Ph, 3-F-Phl , [IB13 : 1-Np, 3,4-{Cl ) 2-Ph, 3-?4e-Ph], [1814 : 1-Np, 3,4-(Cl)2-Phr 4-F-Ph], [lS15:l-Np&gt; 3,4-{Cl )2-

Ph, 4-C2-?h] , [1816 : l-Np. 3,4-(Cl)£4-Br-Ph3r [1S17 . 1-Ph, 4-C2-?h] , [1816 : l-Np. 3,4-(Cl) £4-Br-Ph3r [1S17 . 1-

Hp, 3,4-(Cl}2-Ph, 4-Me-Ph] , 11818 : 1-Kp^ 3,4-(01)2-^, i?r-Ph] , [1819 : l-Kp, 3,4-(Cl)2-Ph( 4-CF3-PhJ, [1820 : 1-Nps 3.4- (Cl)2-Ph/ 4-MeO-Ph], {1B21 : 1-Np^ 3f4-(Cl)s-Ph^ 4-Ph,Hp, 3,4-(Cl}2-Ph, 4-Me-Ph] , 11818 : 1-Kp^ 3,4-(01)2-^, i?r-Ph] , [1819 : l-Kp , 3,4-(Cl)2-Ph( 4-CF3-PhJ, [1820 : 1-Nps 3.4- (Cl)2-Ph/ 4-MeO-Ph], {1B21 : 1-Np^ 3f4-( Cl)s-Ph^ 4-Ph,

Pb.] , [1S22 : l-Np、3,4-(Cl)2-Ph, 3,4--Ph] , [1S23 : 1-Np、 3.4- (Cl)2-Ph, 5-In], [1824 : 1-Np&gt; 3,5-(Cl)2-Ph, 2-Me-?h], 11825 : 1-Kp&gt; 3,5-(Cl) 2-Ph, 3-F-Phj , [1826 : 1-Np, 3,5-(01) 2-Pb.] , [1S22 : l-Np, 3,4-(Cl)2-Ph, 3,4--Ph] , [1S23 : 1-Np, 3.4- (Cl)2-Ph, 5-In] , [1824 : 1-Np&gt; 3,5-(Cl)2-Ph, 2-Me-?h], 11825 : 1-Kp&gt; 3,5-(Cl) 2-Ph, 3-F-Phj , [1826 : 1-Np, 3,5-(01) 2-

Ph, 3-Me-Ph] , [1827 : 1-Np, 3,5- (Cl) 2-P33·/ 4-F-Ph] , [1828 1 1-Ph, 3-Me-Ph] , [1827 : 1-Np, 3,5- (Cl) 2-P33·/ 4-F-Ph] , [1828 1 1-

Np、3,5-&lt;C1)2-Hx, 4-Ci_P:a], 4-Br-Np, 3,5-&lt;C1)2-Hx, 4-Ci_P:a], 4-Br-

Ph] , [1830 : 1-Kp^ 3,5- (Cl)2-Ph, 4-Me-Ph], [1831:l-Nps 3,5- (Cl)2-Ph, 4-i?r-Ph], [1S32 : 1-Kp, 3,5-{C1}2-Ph, 4-CF3-E&gt;h}, [1833 : 1-Npv 3i5_(cl)2_ph/ 4-MeO-Ph] , [1834 : 1-Kp, 3,5- (Cl;2-Phf 4-Ph, Ph] , [1635 : l-WpN 3,5-(CDs-Pli, 3,4-(Me)2-Ph] , [1830 : 1-Kp^ 3,5- (Cl)2-Ph, 4-Me-Ph], [1831: l-Nps 3,5-(Cl)2-Ph, 4-i?r -Ph], [1S32 : 1-Kp, 3,5-{C1}2-Ph, 4-CF3-E&gt;h}, [1833 : 1-Npv 3i5_(cl)2_ph/ 4-MeO-Ph] , [1834: 1-Kp, 3,5-(Cl; 2-Phf 4-Ph, Ph], [1635 : l-WpN 3,5-(CDs-Pli, 3,4-(Me)2-

Ph] , &quot; 1-Mps 3,5-{Cl)a-?h, 5-In] , I1B37 : 3-Me-2-Np, Ph,Ph] , &quot; 1-Mps 3,5-{Cl)a-?h, 5-In] , I1B37 : 3-Me-2-Np, Ph,

Ph j 〇 於上述例中,例如「4-CN-Ph j意指4-氰基苯基,「i-Np」 意指1-萘基,「3-Me-2-Np」意指3-甲基-2-萘基,再者, (la-29)與(la_1835)分別意指下述化合物。Ph j is in the above examples, for example, "4-CN-Ph j means 4-cyanophenyl, "i-Np" means 1-naphthyl, and "3-Me-2-Np" means 3- Methyl-2-naphthyl, further, (la-29) and (la_1835) mean the following compounds, respectively.

其次,用於本發明化合物之起始化合物之製造例示於 320644 209 200922468 下文。 參考製造例1 (IV-l) N-[l-(4-三氟曱基苯基)-3_三甲基矽烷基_2—亞丙 炔基]-2-甲基苯胺之製造Next, the production of the starting compound for the compound of the present invention is exemplified below at 320644 209 200922468. Reference Production Example 1 (IV-1) Production of N-[l-(4-trifluorodecylphenyl)-3-3-trimethyldecyl-2-phenylpropanyl]-2-methylaniline

h3c’T、CH3 ch3 於室溫,對2’ -曱基-4-三氟甲基苯甲醯胺苯(2· 6g)之 曱笨;谷液(10ml)添加五氯化礙(1. 93g),且於相同溫度攪拌 混合物1小時後,進一步於6{rc攪拌15小時。濃縮反應 混合物,獲得N-(2-甲基苯基)-4-三氟甲基苯亞胺醯氯。 其次,對二甲基矽烧基乙炔(〇.9ig)之三乙基胺溶液 (25ml),依序地添加乙酸鈀、三苯基膦(22呢) 與N-(2-甲基苯基)-4-三氟甲基苯亞胺醯氯,於6〇〇c攪拌 30分鐘且於80°C攪拌1. 5小時。冷卻反應混合物後,添加 第二丁基曱基醚(30mL),過濾所產生之不溶物,且於減壓 條件下濃縮濾液。所得殘質進行矽膠管柱層析(己烷:乙酸 乙醋=30 : 1) ’獲得呈黃色油之— 三氟甲基苯基)_3_ 三曱基矽烷基-2-亞丙炔基]_2_甲基苯胺(1. 8g)。 H-NMK (lD‘;I3) 0(ppm): 蛇,2.2〇 (3H: (1&gt;1’ d, J = g.z &amp;}, 7.C.S to 7.24 (4ΣΙ, m}, 7·72 d d, J = S.S Hz), B.30 (2H, d; J , H2) 參考製造例2至92 210 320644 200922468 下述化合物係以相同於參考製造例丨之方式合成。 (IV-2) N-[l-(2-曱基苯基)_3_三曱基矽烷基—亞丙炔美 苯胺 &amp; h-NMR (CDC13 ) δ (ρρττυ : C .07 (sh, s) ,2· £2 (3E,s) , 7 . DS〜 7.43 (8H,m) ,7.75〜7.S〇Uii,m&gt; (IV-3) N-[l-(3-曱基笨基)_3—三曱基矽烷基一2一亞丙炔基] 苯胺 iH-NHRiCDCUe (ppm) :D.i2{SHiS) ,2.34 (3H's) ,7 ()6〜m dm) 7.93〜8_D1(2H,to) (IV-4) N-[l-(4-曱基苯基)-3—三甲基石夕院基亞丙块基] 苯胺 1H-NMR (CDC13 ) 〇 {ppm} : 12 (9H, s) ,2.42 (3H, s) , 7.07-7.39 {7H,m),h3c'T, CH3 ch3 at room temperature, 2'-mercapto-4-trifluoromethylbenzamide (2.6 g) stupid; trough (10 ml) added pentachloride (1. 93 g), and the mixture was stirred at the same temperature for 1 hour, and further stirred at 6{rc for 15 hours. The reaction mixture was concentrated to give N-(2-methylphenyl)-4-trifluoromethylimide oxime chloride. Next, p-palladium acetate, triphenylphosphine (22?) and N-(2-methylphenyl) were added to a solution of dimethyl ethionyl acetylene (〇.9ig) in triethylamine (25 ml). 5小时。 The -4-trifluoromethyl phenyl hydrazine chloride was stirred at 6 ° C for 30 minutes and stirred at 80 ° C for 1.5 hours. After cooling the reaction mixture, a second butyl decyl ether (30 mL) was added, and the resulting insoluble material was filtered, and the filtrate was concentrated under reduced pressure. The residue obtained was subjected to a column chromatography (hexane: ethyl acetate = 30:1) to obtain a yellow oil-trifluoromethylphenyl)_3_tridecyl-2-alkylpropynyl]_2 _methylaniline (1.8 g). H-NMK (lD'; I3) 0 (ppm): snake, 2.2 〇 (3H: (1&gt;1' d, J = gz &amp;}, 7.CS to 7.24 (4ΣΙ, m}, 7·72 dd , J = SS Hz), B.30 (2H, d; J, H2) Reference Production Examples 2 to 92 210 320644 200922468 The following compounds were synthesized in the same manner as the reference production examples. (IV-2) N- [l-(2-Mercaptophenyl)_3_tridecylfluorenyl-propargylene aniline &amp; h-NMR (CDC13) δ (ρρττυ : C .07 (sh, s) , 2· £2 ( 3E, s), 7. DS~ 7.43 (8H, m), 7.75~7.S〇Uii, m&gt; (IV-3) N-[l-(3-indolyl)_3-tridecyldecane Benzyl-2-propynylene] aniline iH-NHRiCDCUe (ppm): D.i2{SHiS), 2.34 (3H's), 7 ()6~m dm) 7.93~8_D1(2H,to) (IV-4) N-[l-(4-Mercaptophenyl)-3-trimethyllithium phenylene] aniline 1H-NMR (CDC13) 〇{ppm} : 12 (9H, s) , 2.42 (3H, s ) , 7.07-7.39 {7H,m),

8.G4〜8,09(2H,nO (IV-5) N-[ 1-(3-曱氧基苯基)-3-三甲基矽烷基一2-亞丙炔 基]苯胺 ri-NMR (CDC:3 ) δ (ppm) : 0.12 (SK, s} , 3,{3H, s) , 6. S4 〜7 · 39 (7;;, m〉, 8-ID—B.16(2H,m) (IV_6) N_[l_(4'曱氧基苯基)-3-三曱基碎烧基_2-亞丙块 基]苯胺 lE-NMRiCDCls ) δ (ppm〉:0 . (9H, s&gt; ,4.05 (3;H,s) , 6- 68 〜7· (7H,ir), 7.SS〜7.62 {2H,tn) (IV-7) N-[ 1-(2-氯苯基)-3-三甲基石夕燒基-2-亞丙炔基] 苯胺8.G4~8,09(2H,nO(IV-5) N-[ 1-(3-decyloxyphenyl)-3-trimethyldecyl-l-propynylene]aniline ri-NMR (CDC:3) δ (ppm): 0.12 (SK, s}, 3, {3H, s), 6. S4 ~7 · 39 (7;;, m>, 8-ID-B.16 (2H, m) (IV_6) N_[l_(4'曱oxyphenyl)-3-tridecylpyrrolidyl-2-phenylene]aniline lE-NMRiCDCls ) δ (ppm>:0 . (9H, s&gt ; , 4.05 (3; H, s) , 6- 68 -7 (7H, ir), 7.SS~7.62 {2H, tn) (IV-7) N-[ 1-(2-chlorophenyl) -3-trimethylglyoxime-2-propynylene] aniline

Hl-liMR^CDCl:; } δ (ppm) : 0‘13 (9H, s), 7,06 〜7.4 8 (7H,xn) , S-01〜 B.18(2H,m) (IV-8) N-[l-(4-三氟曱基苯基)-3-三曱基矽烷基-2-亞丙 320644 200922468 炔基]苯胺 •H-NMR(CDC13 }-5 (ppm) :0.15 (9H,s) , 7.10*^7.45 (5H, m}, 7.62(2H(d,J=8.2Hz), 8.40(2H,d,J=3.2Hs) (IV-9) N-[l-(4-硝基苯基)-3-三曱基矽烧基-2-亞丙块基] 苯胺 8.40 (2H,m) (IV-10) N-[l-(4-苯基苯基)-3-三曱基矽烷基—2-亞丙炔 基]苯胺 -H-NMR&lt;CDC13 )δ (ppm) :。· H4 (9H,S} , 7.10〜? .55 (12H,rn) , s S.27(2H,m) 氟曱基苯基)-3-三曱基矽烷基_2—亞 (ΙΥ~11) N-[1-(4- 丙炔基]-4-氯笨胺 -H-NI®(CDC13 )5(ppm) :0.18 〇H/S) ,7.11(2^1,0,^=8.7^12), 7-35(2H,d,J=S.7Hz),7.72UHid,Ji,3.2Hz) ,8.27(2H,d,J«8.2H2} (IV-12) N-[1-( 4-三氟曱基苯基)_3_三甲基石夕燒基一 2—亞 丙炔基]-4-甲基苯胺 K-IyMR(CDCls )δ (ppm) ;〇.lg ( 〇Κ/s) , 2.3 9 (3H, s) (7.i7(4H&lt;dd ^-8.4Hs) ^7.70 (2Hfd, ,1=,8.3H2) ,8.27 (2H, d, J=8 . OHs) (IV-13) N-[l -(4-三氟甲基苯基)_3_三甲基矽烷基一 2〜 丙炔基]-4-溴苯胺 H t^R{CDCl3 ) 〇 (ppm) . 〇 _lg (9Κ&gt; s;, ^ 7.05 {2H,d,J-g , SHz) ^ 7.50(2H(d,a=8.eHz)i7.72(2Hid(J^_3Hs)/3.27(2H,djJ=e.〇H2) 丙块基]-3-甲基苯胺 (IV 14) Ν [1-(4-三1甲基笨基)_3_三甲基石夕燒基冬亞 320644 212 200922468 -ϋ.ΙοβΗ,ε) ,2.3 8 {3H,s) ,6.36 〜7.02 7.27(lH,d,1J=S.l:-:2) „。,一 ’ i ^71 (2H,d, J=8.2Hz) , 8.28 (2H, d, J=8 . OHz) (IV-15) N-[l~(4〜三氟曱基笨基)_3—三曱基矽烷基_2-亞 丙炔基]-3-氯笨胺 * :〇,18{9H,s) ,7.〇l(iH,d,J=7.日Hz) , 7.17〜 / · 19 (2H,tu) ,7.32(、 --/J-7.8ria) ,7.72 {2H, d, J=6.3Hs) ,8.27 {2F d J=8.0Hz) ” ' (IV-16) N-[l~(4〜三氟甲基苯基)_3_三曱基矽烷基—2_亞 丙炔基]-4-笨基笨胺 NMR(CDCl3)£.:pt)rn} -;1〇.17(9H/S) ,7,28 (2H, 0^=3.71-12}, 7.35、1Uf u , ·4H;2) 7 /7'τ 4- ^ ^ · 46 {2,1, „ J.7.6Η2) f 7.63 (4Ηί df J=8 _ 5Ηζ) ^ 73 (2Κ, d, J=8.2Η2) , 8 ^Πίηττ J ^ ^ f 0 · 30 {2H/d,w = 3.2Hz) (IV-17) Ν-[1-(4-三氟曱基苯基)_3一三曱基矽烷基一 2_亞 丙炔基]-4-異丙基苯胺 } ,1-26 (3H,s) ,1.28 (3H,s) T2.SC〜 ,7,24(2H,d,J=8 , 〇h2} , 7.71(2H,d, (IV-18) N-[l-(4-三氟曱基苯基)-3-三曱基石夕烷基_2_亞 丙炔基]_4_三氟1曱基苯胺 3H-NMR(CDC13} δ(ρρχη) :〇.12(9Η,ε) , 7.14 (2Η, d, j=5,2Η2) 7.64 (2Η/ d/ ϋ = 8 1 iliz(2H, d, u^.8 1 2Kz) / 8.28 (2¾ ^ g Qp·?} (IV-19) N-[l-(4-三氟曱基苯基)-3-三甲基矽烷基_2-亞 丙诀基]-4-氟笨胺 :Ξί-ΝΜΚ(.03^)δ(Ρρπ〇 :0.19(9H,s〉,7,GS (2H,d,J=8.SK;i) 7 17〜 7.21 (^Η,τη; , 7 , j2 (^H/ d, J=8 . r?^z) , 8.2S (2K, d, J=:3 ^ 5J^^\ 213 320644 1 H-mR (CDC13 } 6 (ρρτη) : 〇 . i€ (; 〇H; s 2.9/1. IK.ta) ./,14 (2Η,&lt;1, J=g , 3Hs) J=8‘3Hz),8.2 8 (2H,3,^8-0¾) 200922468 (IV-20) N-[ 1-(4-三氟曱基苯基)-3-三曱基矽烷基-2-亞 丙炔基]-3-氣笨胺 k-WMlUCDCl:* )5(PPm) :[}.:L6(9H,S) ,6.B7〜6.Sl(3H,m),7.3〇〜 7.36 (ΙΚ,τη) ,7.72 (2Η, d, J=8.2Ηε} , 8.27 (2H, d, J=B . OKs} (IV-21) N-[l-(4-三氟曱基苯基)-3-三曱基矽烷基-2-亞 丙炔基]-3, 4-二曱基苯胺 ^-I-NMRCCDCl^ ) 〇(p?mJ :0.19 (9Η7ξ) , 2.29 (6Η,ε), 7.03 (ΙΗ,α, J=8.ΟΗε), 7.08(ΐΗ,ε),7.14(2Η,d,J=7,7Ηζ) ,7.70(2Η, d, J=8.2Εζ), S.27&lt;2H,drJ=8.2Hz) (IV-22) Ν-[1-(4-三氟曱基苯基)-3-三曱基矽烷基-2-亞 丙炔基]-4-甲氧基苯胺 ^I-NMRiCDCl., ) c(ppm) :0.22 〇Η,ε) ,3.85(3R,s), 6.93 (2H,d,J=3.7Hz} , 7.34(2E,d,J=8. SHz) , 7.70(2H,d,J=8.5Hz}, 8.27(2H/d,·2H2) (IV-23) N-[l-(4-三氟曱基苯基)-3-三曱基矽烷基-2-亞 丙炔基]-2-曱基苯胺 ^-M^lCDCls) o(ppm) :〇,ii (qK,s) , 2.2ϋ(3Η,ε), S.S9(lH,d, ,7‘D5〜7·24 {3H,tn) , 7.*72(2ϋ J=S.9Hz}, S.30(2Hxd,J=B.SHz) (IV-24) Ν-[1-(4-三氟甲基苯基)-3-三曱基矽烷基-2-亞 丙炔基]-3, 4-三亞曱基苯胺 ^-NMRiCDCI.JSippm) :C.1S{9H,b) , 2 . 〇3~2.15 (2K,m), 2.74(4H,t, J=7.3Hs) , 7.03 (1H, d, J-8.0:-l2) , 7.17(1Η,ε&gt;, 7.23(1H,d,J= 8.OHs} ,7.7D(2H,d,J= 8.〇H2) , 8.2 8(2H,d,J=S.3Hz) (IV-25) N-[1-(2-曱基苯基)-3-三曱基矽烷基-2-亞丙炔 214 320644 200922468 基]-4-曱基苯胺 二 H-MMR(CDC13 } δ (ppm) :0.1C(9H,s; ,2.36 (SH.s) ,2.60 (3H,s), 7.1C{2H,d,J=8.3H2),7.17(2K,d,J=S.GEs),7.22〜 7.31 (ΒΗ,ιτ,) ; 7.74 (1H, ά, J=7.3Hz) (IV-26) Ν·~ [1-(2 -氯苯基)-3 -三甲基石夕烧基-2-亞丙快 基]-4 -曱基苯胺 :H-KMR(CDC13) δ(ppm) :0.11(9H,S) ,2.37(3H,s),7.18 {4H,s) , 7,33 〜7,3S , 7,42〜7.45 (ΙΗ,π'ι) , 7,66-7*68 (IV-27) N-[:l-(2, 4-二氯苯基)-3_三曱基矽烷基-2-亞丙 炔基]-4-曱基苯胺 1H-NMR(CDCl3)6(ppiu):0.12(9H,s),2.37':3H,s},7.1S(4H,s),7.31〜 7.4β(2H,m),7.53(1H,d,J-8.2Hs) (IV-28) N-[1-(3-氯苯基)-3 -三甲基碎炫基_2-亞内快 基]-4-曱基苯胺 1H-NMR(CDClj ) δ(ρριη;1 :C.17(9K,S) , 2.37 (3H, s), 7.11{2H,d, J=8.3Hs) , 7.17 (2H, d, J=8 . OHs) , 7.37 {1H, t, ,7=7.8Es), 7.43(lH,d,J=B,OHz} ,8.G4 (XH,d,J=7.6H2) B.16(1H,s) (IV-29) N-[ 1-(2, 4-二曱基苯基)-3-三曱基矽烷基-2-亞 丙炔基]-4-曱基苯胺 ^-i-HviRfCDCls ) δ (ppm) : 0.09 (3H, s) , 2.35 (3H, s) ,2.3 5(3^1,5}, 2.S7 &lt;3H, s) , 7.05〜7-06 (4E,m) ,7.16 (2il,d, J=8 . 0Hz), 7.6? (1H,d,J=7.7Hz} (IV-30) N-[:l-(2-氟苯基)-3-三曱基矽烷基-2-亞丙炔 基]-4-曱基苯胺 :H-NKS(CDC13) c(ppm):0.12(5H,s),2.3?{3H,s),7.10-7.3S 〜7.7.:, J=7.8Hs) 215 320644 200922468 (IV-31) N-[l-(4-說苯基)-3-三甲基石夕烧基-2 -亞丙快 基]-4-曱基苯胺 h-NMRiCDClis ) δ {ppm} : C .16 ίΠ S) , 2.37 (3H, s&gt; , 7,。7〜 7 . IS (6ϊ3,ιη) , 8 -15〜8 . IS (2H, m) (IV-32) N-[1-(2, 4-二氟苯基)-3-三甲基石夕院基-2-亞丙 炔基]-4-曱基苯胺 -H-NMR(CDC13 ) δ {ppm} :0.12(9¾^) ,2.36{3H,e) ,6.84^ 6.97 (2H,m) ,7.10 (2K, d, J=8】2) r 7.17 (2H,d, J=8 ·5Ηζ) , 7.92〜 (IV-33) N-[l-(4-異丙基苯基)-3-三曱基矽烷基-2-亞丙 炔基]-4-曱基苯胺 ^-NMRtCDCls ) δ ;ppm) :0.15(9Hrs) ,Ι.ΖΤΟΗ,ε) ,1.29(3Η,ε}, 2.36(3^5),2.94-3.01(11^10),7.02(2^1,^=8.222), 7.16{2Η,d,J=B.2Hz) , 7·31(2Η,d,J=3,2Hs) , S · OS (2Η, d,J=8.) (IV-34) N-[1-(3, 4-二氯苯基)-3-三曱基矽烷基-2-亞丙 快基]_4_曱基苯胺 {CDC13 ) δ ippm) : 0.18 (5H,s) , 2.37 (3H.S), 7.12 (2H,dr J=8.3Hz) , 7.18 (2H, d, &lt;7=8,3ΡΙς;) , 7.51 (1H, d , J=:8,5Hs), 7,97〜5.26{2Η;τιι) (IV-35) N-[:l-(3, 4-二氟苯基)-3-三曱基矽烷基-2-亞丙 快基]-4-曱基苯胺 1H-in'iR(CDCl3 ) δ (ppm) :0.17 (SH,s) , 2.37 (3H, ε), 7.10&lt;2H,d,J=8.2Hs&gt;, 7.17{2H,d,J=8.2Hz}, 7.22(1H,dfJ=8‘OH2), 7 · 90〜8 ,d4 (IV-36) N-[l -(2, 3 -二氯苯基)-3 -三曱基石夕烧基亞丙 2]6 320644 200922468 炔基]-4-甲基笨胺 ^I-WIRiCDCl,) 6{ppm): 0.12{9HrS) 7 . 7.i9(4H,m), 7.2S(lH,t,J=7.SKs} , 7.Sl〜7.S5UH,m.i (IV-37) N-[卜(3,5-二氯笨基)_3_三甲基錢基_2_亞丙 炔基]-4-曱基苯胺 7.13(2H,d, 〇K2), k-NMRiCDClJSippm): C..13(SHrS), 2,37(3Ws、 JS8.3H3), 7.18 (2H.,d, J=8.5Hz) , 7.44 (ih , d, J=S2 8.04 (5H,d, J=2 .OHs) (IV-38) N-[卜(3, 5-二氟笨基)_3—三曱基料基_2—亞丙 炔基]-4_曱基苯胺 h-NMRiCmWpprrO: C,le(9K,sh 2‘37(3h,s), m 〜 β.93(1Η,τη) , J-B.5HS) , 7 . i8 {2H, d, J=S . 5Hz), 7.70(2Hid,J=8.5Hz) (IV-39) N-[l-(3’ 5-二曱基笨基)_3_三曱基矽烷基_2_亞 丙炔基]-4-曱基苯胺 -4-mR(CDCl3)5(ppm): 〇 · 15 (9Hj s) , 2.35 (3H, s) ( 2.3 9 (6H, s}, 7.06[2K,d,J=8,2Hz), 7.11(ih,s\ ,7.15{2H,d,J=3.5Hz), 7.78{2H,s) (IV-40) N-[l-(3, 4-二曱基苯基)-3-三曱基矽烷基-2_亞 丙炔基]_4-曱基苯胺 1K-NMR(CDC13 ) δ (ppm) : 〇 . 14 (9H, s) ,, 2.31 (3H, ε) , 2.32 (3K, s), 2.35 (3Η, S ] , 7,06 (2Kf d, J=S . 5Hz) , 7.15 (2H; d, J=S . 5Hs) , 7.20 (iH, d, * OHs) ,7,87{1H,d;J=7,8H2} ,7·94 &lt;1H,s) (IV-41) N-[1-(4-曱基苯基)-3-三曱基矽烷基-2-亞丙炔 基]-4-曱基苯胺 320644 217 200922468 ^-NKRiCDCls}5{ppm) :0.14(9H,s) ,2.35[3H,s} ,2.40(3H,s), 7.G7 (2H,d,CT-S.3Hz) , 7.1S (2K,d, J=8.5Hz) , 7‘24 (2H,d, J=s ‘5Hz:‘,s 05 [2¥.,d, J-8 . C-Hz} (IV-42) N-[ 1-(4-氣苯基)-3-三甲基石夕烧基-2-亞丙炔基] -4-曱基苯胺 (CDC13 ) δ (pptr.) : 0.16 (9K, ε) , 2.36 (3H,s), 7.10 (2H,d, J=8.3Hz) , 7.17{2:^:,0,J=8-0Hz) , 7.41 (2H, d( J=s . 5Hz) £.10(2H,d, J-8.5H2} (IV-43) N-[l-(3-三氟甲基苯基)-3-三曱基矽烷基—2—亞 丙快基]_4-曱基苯胺 1H-NMR(CDClj) 5{ppm):0.15{shjS), 2.38{3Η,ε), 7.15(iH,d, J=: S . ^Hz) , 7.19 (2K, d, J»=8.5Hz), 7.57( IE, t, J^7.8Kz) 7.72(lH,d,J=8.5Hz}, δ .3Ξ{1H,d,J=8. OHS} , 8.4 5{lK,s) (IV-44) N_[l-(2, 6-二氟苯基)-3-三曱基矽烷基-2-亞丙 炔基]-4-曱基苯胺 1H-IWUUCDCl3 ) δ (ppm) : 0.12 (9H, s) , 2.38 ι;3Κ, e), 6.S7 (2H, t/u=7.8Hz) / 7,20 (4H, s) , 7.31 - 7.3 8 (XH.m) (IV-45) N-[ 1-(4-三氟曱基苯基)-3-三曱基矽烷基一2_亞 丙快基]_2_氣苯胺 1H-NNR(CDC13) 6{?pra) :0.22 (3H,s) , 7.04-7.15 (2H, nn) , 7.24-7.40(^1^), 7.44-7.47 (lH(m) , 7.74 (2Hr a, J=B . 2Hz}, S.33(2H,d,J*B.2Ha), (IV-46) N-[ 1-(4-三氟甲基笨基)-3-三曱基矽烧基亞 丙快基]-2_氣苯胺 ^-NMRiCDCU: δ;ΡΡ^) :C-13 fSH/s5 ,7.07-7.1^(^^), /, 72 (&lt;3, j - 8 * 1Hz} , ® ^ 1 l 2Hy d^ iJ=S . IHz) t 238 320644 200922468 (IV-47) N-[i-(2 一三氟曱基苯基)_3_三甲基矽烷基_2_亞 丙快基]-4-甲基笨胺 ^(COCl.) 5{ppm):〇.11{5H&lt;s)^ 7.15_7.21(4H/m)i 7,9. 7.77(4H,m) (IV-48) N~[i-(4一三氟曱氧基苯基)_3_三曱基矽烷基_2_ 亞丙炔基]-4-甲基笨胺 ^Nl^iCDCL·.) 5(ppra) :0.17(2H,s)(2.37(3H,S)f7.08-7.32{〇H,m)( 8 · 21 (2K, d, J=:8 · 4Es) (IV-49) N-[l-(4-氰基苯基)_3_三曱基矽烷基_2_亞丙炔 基]-4-曱基苯胺 ^NHR(CDC1,) Mpp,):0.19〇K,s),2.30(3H,s),7.13-7,22(4H,m)i 7.73(2H,d,J=S.2Ez),8.27(2H,d,J=8.2Hz) (IV-50) N-[l-(4-溴苯基)_3一三曱基矽烷基_2_亞丙炔基] -4-曱基苯胺 ^.-ravP^'CDCl,} δ (ppm) :0.17 3) , 2,37 {3H, 3) , 7,08-7.2 0 (4H,m;·, 758(2E,Ί 8·7ϋ2)7 8·。4(2H,J=S·7Ηξ) (IV-51) N-[l-(3-&gt;臭苯基)— 3_三曱基矽焼基—2一亞丙炔基] -4-曱基苯胺 &quot;H-NKRiCDCla) δ (ppm) :018{3H,s),2.37&lt;3H,S) , 7 . χ〇-?.30{SH,m), 7.56-7.62(lH,m), 5-〇6-8.15aHim), B . 31-8.35(IK, ra) ^ (IV-52) N-[l-(2-溴笨基)_3—三曱基矽烷基_2_亞丙炔基] -4-曱基苯胺 3H-N1^(CDC12) O(ppm): 0.12〇H,S), 2.37{3H,si, 7.24-7.23 1.5?.^), 7.3 = -/ .41 (ΐΗ/ΐΤι) f 7.64 {2Η( ά, J=7.5Hz} (IV-53) Ν-[1-(2-曱基笨基)_3_三甲基矽烷基一2_亞丙炔 基]-3-曱基苯胺 320644 219 200922468 xE-imRiCDCl2) 6(pptn): 〇^08{9Kfs}r2.37(3Rf^}fe^BB-7 . 〇〇 {3H#m) , 7.2Q-7.35 (411^0 , 7.72-7.78 (ΙΗ,αι) (IV~*54) N_[l-(2_甲基本基)-3_三曱基碎烧基-2_亞丙快 基;1-2-曱基苯胺 ^H-NliPv ^CDCl^) δ {ppm) :C*02 (9H,s) ^2.21 (3H, ε) / 2.S5(3H,s) ,6.89- 〇,53(1ίΐ,πΐ)' 7.00-7.05 (IK, in) ,7.13-7 ‘ 35( 5H 、7 ·54-7· 64 (IV-55) N-[ 1-(2-氟苯基)-3-三曱基矽烷基-2-亞丙炔基] -3-曱基苯胺 ^-NiiRfCDCls) δ (ppm) :0.10 (9K,s) ,2.37 {3H,s) ,6.92-7. DO (2K,m), 7.IC-7.28{4K,m)f 7.38-7,46 (ΙΗ,τπ), 7.89-7.95( 1H, τη) (1丫-56)1^-[1-(2-氟1苯基)-3-三曱基石夕烧基-2-亞丙块基] -2-甲基苯胺 ^H-l-iNRiCDCla) δ (ppm) :0.05 (9ΗΓε) , 2.2:L(3E,s),6.92-6.97(1:^^), 7.02-7.26 (5Hrm) , 7.3S-7,47 {1Κ, τη) , 7.94-Β. DO (ΐΗ,τη) (IV-57) Ν-[1-(2-氟苯基)-3-三曱基矽烷基-2-亞丙炔基] -4-氟苯胺 1H-NNR(CX)C1:J δίρρτη}: 0.12 (9E.S), 7.02-7.25 (6^1,^), 7.3S-7.47{1Η,π), 7.6S-8.00ilH,rn) (IV-58) N-[l-(2-氟苯基)-3-三曱基矽烷基-2-亞丙炔基] -苯胺 &quot;H-ML'iRCTDCls) δ (ppm) : 0 . OS {SH, ε} , 7.10 - 7.17 (5Η, Π)} , 7.32-7.47i2H,m), 7.90-7.97(1Η,m) (IV-59) Ν-[ 1-(3-氟苯基)-3-三曱基矽烷基-2-亞丙炔基] -4-曱基笨胺 320644 220 200922468 職 i:CDC13) δ (P?m〉: Ο - IB ( 9H, S&gt; , 7.10·7 .打㈣,m) , 7.24 7.30 (1H, m) , 7.3B-7.4β [ΙΚ,τη) r ^ ^ 85-7.38 (2Hrmi (IV-60) N-[1-(2, 3-二曱基苯基)-3-三曱基石夕烧基一2-亞 丙炔基]-4-曱基苯胺 {vDClj) δ (ppm; : Ο * 10 {9η# s) , 2.33 (3Η, s) f 2.38( 3Hf s), 2 · 4S (3H, s} , 7 · 11-7 - 24 , 7 · 4£-7 · 5。τη) (IV-61) N-[ 1-(2-氟苯基)-3-三曱基矽烷基-2-亞丙炔基] 氯苯胺 ^H-NNR {CDClj) δ ίρριη) : Ο * 12 {3HY s) , 5^95-7.01(1^^,111), 7 21-7.33(5H,m), 7.41-7.49,7.90-7.37{lK,m} (IV_62) N-[ 1-(2-氟苯基)-3-三甲基石夕烧基-2-亞丙炔基] -4-氯苯胺 ^I-NNRiCQCls) δ (ppm) : 0.12 (5H, s) , 7.04 - 7.27 (5H, m) , 7 30_ 7.36{1Η,Π)}, 7.40-7.47(lH,m), 7.89-7·36(1Κ,ιη) (IV-63) N-[l-(2-氟苯基)-3-三甲基矽烷基-2一亞丙炔基] _ 3 - &gt;臭苯胺 ^-mRiCDCl^} 5i.pptn) :0,12(9H,s} , 7.10-7.31(SH,m) , 7 4〇 7.48(lH,m), 7.90-7.97 (IV-64) N-[l-(2-氟苯基)-3-三曱基矽院基_2-亞丙块基] -2 _氣苯胺 ^-NNRfCDCl,) δ (ppm) :0.12(3H,s) , 6.9S-7.05 (2Hy d. J=8.5Hz) ,7.10-7.35{2H,m) ,7.40-7.52 (ΒΗ,πι} ,7 . -a, (IV-65) N-[l-(2-氟苯基)-3-三曱基石夕燒基亞兩快某] -3-氟苯胺 ^-KNRiCDClJ δ(Ρ?π〇 :0-11 , ,u 7.37(5K,m)r 7.42-7.50(13,n), 7.Sl-7.98{1H,») 320644 221 200922468 (IV-66) N-[l-(2-氟笨基)_3一三曱基矽烷基_2_亞丙炔 基]-3,4-二曱基苯胺 -H-IiN?.(CDCl3) ώ(?Ρπ) :0.12 (5Η&gt;ε) ; 2.27(SHrs), 5.S4-7.23(5H,m), 7.37-7.43 {1Ε, m) ^ 7.86-7.92 (1Η(3ΪΙ) (IV-67) N-[l-(4-曱氧基苯基)—3_三曱基矽烷基_2_亞丙 炔基]-4-甲基苯胺 'H-KNRiCDClj} δ(ρρπι) :〇.14{q^ 、 、 ddS),2.3S(3fe,s},3.86(3H,s〉, 6.95{2H,d,J=3.7H2)i7.〇6(2H,diJ=8.0H2},7.15{2E,d,J=8.7H2),8. 11 (2H,d, &lt;J=8-0HZ) (IV-68) N-[l-(2, 二氣苯基)_3一三甲基矽烷基_2_亞丙 炔基]-4-曱基苯胺Hl-liMR^CDCl:; } δ (ppm) : 0'13 (9H, s), 7,06 ~7.4 8 (7H,xn) , S-01~ B.18(2H,m) (IV-8 N-[l-(4-Trifluorodecylphenyl)-3-tridecylfluorenyl-2-propylenepropene 320644 200922468 alkynyl]aniline•H-NMR (CDC13 }-5 (ppm): 0.15 ( 9H,s) , 7.10*^7.45 (5H, m}, 7.62(2H(d,J=8.2Hz), 8.40(2H,d,J=3.2Hs) (IV-9) N-[l-(4 -nitrophenyl)-3-tridecylsulfonyl-2-ylidene]aniline 8.40 (2H,m) (IV-10) N-[l-(4-phenylphenyl)-3 -tridecylalkyl- 2-propynylene]aniline-H-NMR&lt;CDC13)δ (ppm): H4 (9H, S}, 7.10~? .55 (12H, rn), s S. 27(2H,m) fluorononylphenyl)-3-tridecylfluorenyl-2-yttrium (ΙΥ~11) N-[1-(4-propynyl)-4-chloromethane-H- NI®(CDC13)5(ppm) :0.18 〇H/S) , 7.11(2^1,0,^=8.7^12), 7-35(2H,d,J=S.7Hz),7.72UHid, Ji, 3.2Hz), 8.27(2H,d,J«8.2H2} (IV-12) N-[1-(4-Trifluorodecylphenyl)_3_trimethylglycine- 2-propyne -4-methylaniline K-IyMR(CDCls) δ (ppm) ;〇.lg ( 〇Κ/s) , 2.3 9 (3H, s) (7.i7(4H&lt;dd ^-8.4Hs) ^ 7.70 (2Hfd, ,1=,8.3H2), 8.27 (2H, d, J=8 . OHs) (IV-13) N-[l -(4-three Fluoromethylphenyl)_3_trimethyldecyl- 2~propynyl]-4-bromoaniline H t^R{CDCl3 ) 〇(ppm) . 〇_lg (9Κ&gt;s;, ^ 7.05 {2H ,d,Jg , SHz) ^ 7.50(2H(d,a=8.eHz)i7.72(2Hid(J^_3Hs)/3.27(2H,djJ=e.〇H2) 丙块基]-3-甲Alkyl aniline (IV 14) Ν [1-(4-tri-1methylphenyl)_3_trimethyl sylvestre sylvestre 320644 212 200922468 -ϋ.ΙοβΗ,ε) ,2.3 8 {3H,s) ,6.36 ~ 7.02 7.27 (lH,d,1J=Sl:-:2) „. , an ' i ^71 (2H, d, J = 8.2 Hz), 8.28 (2H, d, J = 8. OHz) (IV-15) N-[l~(4~Trifluoromethylidyl)_3 —trimethyl hydrazinoalkyl-2-propynylene]-3-chloromoutamine* : 〇, 18{9H, s), 7. 〇l (iH, d, J=7. Hz), 7.17~ / · 19 (2H, tu), 7.32 (, --/J-7.8ria), 7.72 {2H, d, J=6.3Hs), 8.27 {2F d J=8.0Hz) ” ' (IV-16) N -[l~(4~Trifluoromethylphenyl)_3_tridecylfluorenyl-2-ylpropynyl]-4-phenylideneamine NMR (CDCl3) £.:pt)rn} -;1 〇.17(9H/S) , 7,28 (2H, 0^=3.71-12}, 7.35, 1Uf u , ·4H; 2) 7 /7'τ 4- ^ ^ · 46 {2,1, „ J.7.6Η2) f 7.63 (4Ηί df J=8 _ 5Ηζ) ^ 73 (2Κ, d, J=8.2Η2) , 8 ^Πίηττ J ^ ^ f 0 · 30 {2H/d,w = 3.2Hz) ( IV-17) Ν-[1-(4-Trifluorodecylphenyl)_3-tridecylfluorenyl- 2-propynylene]-4-isopropylaniline}, 1-26 (3H, s ), 1.28 (3H, s) T2.SC~, 7,24(2H,d,J=8, 〇h2} , 7.71(2H,d, (IV-18) N-[l-(4-trifluoro 3H-NMR (CDC13} δ(ρρχη) : 〇.12(9Η, ε) , 曱 phenyl)-3-tridecyl 夕 _2 _ _ _ ] ] ] 3 12 12 12 7.14 (2Η, d, j=5,2Η2) 7.64 (2Η/ d/ ϋ = 8 1 iliz(2H, d, u^ .8 1 2Kz) / 8.28 (23⁄4 ^ g Qp·?} (IV-19) N-[l-(4-Trifluoromethylphenyl)-3-trimethyldecyl-2-phenylpropanylene ]-4-Fluoroamine: Ξί-ΝΜΚ(.03^)δ(Ρρπ〇:0.19(9H,s〉,7,GS(2H,d,J=8.SK;i) 7 17~ 7.21 (^ Η,τη; , 7 , j2 (^H/ d, J=8 . r?^z) , 8.2S (2K, d, J=:3 ^ 5J^^\ 213 320644 1 H-mR (CDC13 } 6 (ρρτη) : 〇. i€ (; 〇H; s 2.9/1. IK.ta) ./,14 (2Η, &lt;1, J=g , 3Hs) J=8'3Hz), 8.2 8 (2H ,3,^8-03⁄4) 200922468 (IV-20) N-[ 1-(4-Trifluoromethylphenyl)-3-tridecylfluorenyl-2-propynylene]-3-indolent Amine k-WMlUCDCl:*)5(PPm) :[}.:L6(9H,S) ,6.B7~6.Sl(3H,m),7.3〇~ 7.36 (ΙΚ,τη) ,7.72 (2Η, d, J=8.2Ηε} , 8.27 (2H, d, J=B . OKs} (IV-21) N-[l-(4-Trifluoromethylphenyl)-3-tridecylfluorenyl-2 -propargynyl]-3,4-dimercaptoaniline^-I-NMRCCDCl^ ) 〇(p?mJ :0.19 (9Η7ξ) , 2.29 (6Η,ε), 7.03 (ΙΗ,α, J=8. ΟΗε), 7.08 (ΐΗ, ε), 7.14 (2Η, d, J=7, 7Ηζ), 7.70 (2Η, d, J=8.2Εζ), S.27&lt;2H, drJ=8.2Hz) (IV-22 Ν-[1-(4-Trifluoromethylphenyl)-3-tridecylfluorenyl-2-propynylene] -4-methoxyaniline ^I-NMRiCDCl., ) c (ppm): 0.22 〇Η, ε) , 3.85 (3R, s), 6.93 (2H, d, J = 3.7 Hz), 7.34 (2E, d , J=8. SHz) , 7.70(2H,d,J=8.5Hz}, 8.27(2H/d,·2H2) (IV-23) N-[l-(4-Trifluorodecylphenyl)- 3-trimercaptoalkyl-2-propynylene]-2-mercaptoaniline^-M^lCDCls) o(ppm) :〇,ii (qK,s) , 2.2ϋ(3Η,ε), S .S9(lH,d, ,7'D5~7·24 {3H,tn) , 7.*72(2ϋ J=S.9Hz}, S.30(2Hxd, J=B.SHz) (IV-24 Ν-[1-(4-Trifluoromethylphenyl)-3-tridecylfluorenyl-2-propynylene]-3,4-triindenyl aniline ^-NMRiCDCI.JSippm) : C. 1S{9H,b) , 2 . 〇3~2.15 (2K,m), 2.74(4H,t, J=7.3Hs) , 7.03 (1H, d, J-8.0:-l2) , 7.17(1Η,ε&gt ;, 7.23(1H,d,J= 8.OHs} , 7.7D(2H,d,J= 8.〇H2) , 8.2 8(2H,d,J=S.3Hz) (IV-25) N- [1-(2-mercaptophenyl)-3-tridecylfluorenyl-2-ylidene 214 320644 200922468 yl]-4-mercaptoaniline diH-MMR (CDC13 } δ (ppm): 0.1C (9H, s; , 2.36 (SH.s), 2.60 (3H, s), 7.1C{2H, d, J=8.3H2), 7.17 (2K, d, J=S.GEs), 7.22~ 7.31 ( ΒΗ,ιτ,) ; 7.74 (1H, ά, J=7.3Hz) (IV-26) Ν·~ [1-(2-Chlorophenyl)-3-trimethyl sulphide-2- propylene ]-4 -mercaptoaniline: H-KMR (CDC13) δ (ppm): 0.11 (9H, S), 2.37 (3H, s), 7.18 {4H, s), 7, 33~7, 3S, 7, 42~7.45 (ΙΗ,π'ι) , 7,66-7*68 (IV-27) N-[:l-(2, 4-dichlorophenyl)-3_tridecylfluorenyl-2- Propargynyl]-4-mercaptoaniline 1H-NMR (CDCl3) 6 (ppiu): 0.12 (9H, s), 2.37': 3H, s}, 7.1S (4H, s), 7.31~ 7.4β ( 2H,m),7.53(1H,d,J-8.2Hs) (IV-28) N-[1-(3-Chlorophenyl)-3-trimethylhydanyl-2-intracellular group] -4-mercaptoaniline 1H-NMR (CDClj) δ(ρριη;1 : C.17(9K,S) , 2.37 (3H, s), 7.11{2H,d, J=8.3Hs), 7.17 (2H, d, J=8 . OHs) , 7.37 {1H, t, , 7=7.8Es), 7.43(lH,d,J=B,OHz} ,8.G4 (XH,d,J=7.6H2) B. 16(1H,s)(IV-29) N-[ 1-(2,4-Dimercaptophenyl)-3-tridecylfluorenyl-2-propynylene]-4-mercaptoaniline^ -i-HviRfCDCls ) δ (ppm) : 0.09 (3H, s) , 2.35 (3H, s) , 2.3 5(3^1,5}, 2.S7 &lt;3H, s) , 7.05~7-06 ( 4E,m) ,7.16 (2il,d, J=8 . 0Hz), 7.6? (1H,d,J=7.7Hz} (IV-30) N-[:l-(2-fluorophenyl)-3 -tridecylalkyl-2-propynylene]-4-mercaptoaniline: H-NKS (CDC13) c (ppm): 0.12 (5H, s), 2.3? {3H, s), 7.10-7.3 S ~ 7.7.:, J = 7.8Hs) 215 320644 2 00922468 (IV-31) N-[l-(4-Phenyl)-3-trimethylglycolyl-2-propionic acid]-4-mercaptoaniline h-NMRiCDClis ) δ {ppm} : C .16 ΠΠ S) , 2.37 (3H, s&gt; , 7,. 7~7 . IS (6ϊ3,ιη) , 8 -15~8 . IS (2H, m) (IV-32) N-[1-(2, 4-Difluorophenyl)-3-trimethyl Shi Xiyuan Benzyl-2-propynylene]-4-mercaptoaniline-H-NMR (CDC13) δ {ppm} : 0.12 (93⁄4^) , 2.36{3H, e) , 6.84^ 6.97 (2H, m) , 7.10 (2K, d, J=8] 2) r 7.17 (2H,d, J=8 ·5Ηζ) , 7.92~ (IV-33) N-[l-(4-isopropylphenyl)-3-III曱-based alkyl-2-propynylene]-4-mercaptoaniline ^-NMRtCDCls ) δ ;ppm) :0.15(9Hrs) ,Ι.ΖΤΟΗ,ε) ,1.29(3Η,ε}, 2.36(3^ 5), 2.94-3.01 (11^10), 7.02 (2^1, ^=8.222), 7.16{2Η,d,J=B.2Hz), 7·31(2Η,d,J=3,2Hs) , S · OS (2Η, d, J=8.) (IV-34) N-[1-(3, 4-Dichlorophenyl)-3-tridecylfluorenyl-2-arylene fast group] _4_decyl aniline {CDC13 ) δ ippm) : 0.18 (5H, s) , 2.37 (3H.S), 7.12 (2H, dr J=8.3Hz) , 7.18 (2H, d, &lt;7=8,3ΡΙς ;) , 7.51 (1H, d, J=:8,5Hs), 7,97~5.26{2Η;τιι) (IV-35) N-[:l-(3, 4-difluorophenyl)-3 -trimethyl decyl-2-ethylidene fast group]-4-mercaptoaniline 1H-in'iR(CDCl3 ) δ (ppm) :0.17 (SH,s) , 2.37 (3H, ε), 7.10&lt;2H,d,J=8.2Hs&gt;, 7.17{2H,d,J=8.2Hz}, 7.22(1H,dfJ=8'OH2) , 7 · 90~8 , d4 (IV-36) N-[l -(2, 3 -dichlorophenyl)-3 -trimethyl sulphide propylene 2]6 320644 200922468 alkynyl]-4- Methyl phenylamine ^I-WIRiCDCl,) 6{ppm): 0.12{9HrS) 7. 7.i9(4H,m), 7.2S(lH,t,J=7.SKs}, 7.Sl~7. S5UH,mi (IV-37) N-[Bu(3,5-dichlorophenyl)_3_trimethyl benzyl-2-disynyl]-4-mercaptoaniline 7.13 (2H, d, 〇 K2), k-NMRiCDClJSippm): C..13(SHrS), 2,37 (3Ws, JS8.3H3), 7.18 (2H.,d, J=8.5Hz), 7.44 (ih , d, J=S2 8.04 (5H,d, J=2 .OHs) (IV-38) N-[Bu(3,5-difluorophenyl)_3—trisyl base 2—propynylene]-4—fluorenyl Aniline h-NMRiCmWpprrO: C,le(9K,sh 2'37(3h,s), m~β.93(1Η,τη) , JB.5HS) , 7. i8 {2H, d, J=S . 5Hz ), 7.70 (2Hid, J=8.5Hz) (IV-39) N-[l-(3' 5-dimercapto)_3_trimethylidene-2-apropynylene]-4- Nonylaniline-4-mR(CDCl3)5 (ppm): 〇· 15 (9Hj s) , 2.35 (3H, s) (2.3 9 (6H, s}, 7.06[2K,d,J=8,2Hz) , 7.11(ih,s\ ,7.15{2H,d,J=3.5Hz), 7.78{2H,s) (IV-40) N-[l-(3, 4-didecylphenyl)-3- Trimethyl sulfonyl-2-phenylpropanyl]_4-mercaptoaniline 1K-NMR (CDC13) δ (ppm ) : 〇. 14 (9H, s) ,, 2.31 (3H, ε) , 2.32 (3K, s), 2.35 (3Η, S ] , 7,06 (2Kf d, J=S . 5Hz) , 7.15 (2H d, J=S . 5Hs) , 7.20 (iH, d, * OHs) , 7,87{1H,d;J=7,8H2} ,7·94 &lt;1H,s) (IV-41) N -[1-(4-mercaptophenyl)-3-tridecylfluorenyl-2-propynylene]-4-mercaptoaniline 320644 217 200922468 ^-NKRiCDCls}5{ppm) :0.14(9H, s) , 2.35 [3H, s} , 2.40 (3H, s), 7. G7 (2H, d, CT-S. 3Hz), 7.1S (2K, d, J = 8.5Hz), 7'24 (2H ,d, J=s '5Hz:',s 05 [2¥.,d, J-8 . C-Hz} (IV-42) N-[ 1-(4-Phenylphenyl)-3-trimethyl stone Erythryl-2-propynylene]-4-mercaptoaniline (CDC13) δ (pptr.) : 0.16 (9K, ε) , 2.36 (3H, s), 7.10 (2H,d, J=8.3Hz ), 7.17{2:^:,0,J=8-0Hz) , 7.41 (2H, d( J=s . 5Hz) £.10(2H,d, J-8.5H2} (IV-43) N- [l-(3-Trifluoromethylphenyl)-3-tridecylfluorenyl-2-n-propanyl]-4-mercaptoaniline 1H-NMR (CDClj) 5{ppm): 0.15{shjS), 2.38{3Η,ε), 7.15(iH,d, J=: S . ^Hz) , 7.19 (2K, d, J»=8.5Hz), 7.57( IE, t, J^7.8Kz) 7.72(lH, d, J = 8.5 Hz}, δ .3 Ξ {1H, d, J = 8. OHS} , 8.4 5{lK, s) (IV-44) N_[l-(2, 6-difluorophenyl)- 3- Mercaptoalkyl-2-propynylene]-4-mercaptoaniline 1H-IWUUCDCl3 ) δ (ppm) : 0.12 (9H, s) , 2.38 ι; 3Κ, e), 6.S7 (2H, t/ u=7.8Hz) / 7,20 (4H, s) , 7.31 - 7.3 8 (XH.m) (IV-45) N-[ 1-(4-Trifluoromethylphenyl)-3-tridecyl矽alkyl- 2_propylene cyanide]_2_gas aniline 1H-NNR(CDC13) 6{?pra) :0.22 (3H, s) , 7.04-7.15 (2H, nn) , 7.24-7.40(^1^) , 7.44-7.47 (lH(m), 7.74 (2Hr a, J=B . 2Hz}, S.33(2H,d,J*B.2Ha), (IV-46) N-[ 1-(4- Trifluoromethyl phenyl)-3-trimethyl sulfonyl propylene fluorene]-2_ aniline ^-NMRiCDCU: δ; ΡΡ^) : C-13 fSH/s5 , 7.07-7.1^(^^ ), /, 72 (&lt;3, j - 8 * 1Hz} , ® ^ 1 l 2Hy d^ iJ=S . IHz) t 238 320644 200922468 (IV-47) N-[i-(2 trifluoroanthracene) Phenyl))_3_trimethyldecyl-2-phenylidene]-4-methyl phenylamine (COCl.) 5{ppm): 〇.11{5H&lt;s)^ 7.15_7.21( 4H/m)i 7,9. 7.77(4H,m) (IV-48) N~[i-(4-trifluoromethoxyphenyl)_3_tridecylfluorenyl-2-phenylpropynyl] -4-methyl phenylamine^Nl^iCDCL·.) 5(ppra) :0.17(2H,s)(2.37(3H,S)f7.08-7.32{〇H,m)( 8 · 21 (2K, d, J=:8 · 4Es) (IV-49) N-[l-(4-cyano) Base)_3_tridecylsulfanyl-2-phenylpropynyl]-4-mercaptoaniline^NHR(CDC1,) Mpp,): 0.19〇K, s), 2.30(3H, s), 7.13-7 ,22(4H,m)i 7.73(2H,d,J=S.2Ez), 8.27(2H,d,J=8.2Hz) (IV-50) N-[l-(4-bromophenyl)_3 Tris-mercaptoalkyl 2_proparginyl]-4-mercaptoaniline ^.-ravP^'CDCl,} δ (ppm): 0.17 3) , 2,37 {3H, 3) , 7,08 -7.2 0 (4H,m;·, 758(2E,Ί 8·7ϋ2)7 8·. 4(2H, J=S·7Ηξ) (IV-51) N-[l-(3-&gt;odorophenyl)-3_tridecylfluorenyl- 2-propynylene]-4-anthracepin Aniline &quot;H-NKRiCDCla) δ (ppm): 018{3H,s), 2.37&lt;3H,S), 7. .χ〇-?.30{SH,m), 7.56-7.62(lH,m) , 5-〇6-8.15aHim), B . 31-8.35(IK, ra) ^ (IV-52) N-[l-(2-bromo-phenyl)_3-trimethylidene-2-a-propylene Alkynyl]-4-mercaptoaniline 3H-N1^(CDC12) O(ppm): 0.12〇H,S), 2.37{3H,si, 7.24-7.23 1.5?.^), 7.3 = -/ .41 ( ΐΗ/ΐΤι) f 7.64 {2Η( ά, J=7.5Hz} (IV-53) Ν-[1-(2-曱基笨基)_3_trimethyldecyl- 2-propynylene]- 3-mercaptoaniline 320644 219 200922468 xE-imRiCDCl2) 6(pptn): 〇^08{9Kfs}r2.37(3Rf^}fe^BB-7 . 〇〇{3H#m) , 7.2Q-7.35 (411 ^0 , 7.72-7.78 (ΙΗ,αι) (IV~*54) N_[l-(2_methylphenyl)-3_triterpene-based alkyl-2_propylene cyanide;1-2-曱Benzoamine ^H-NliPv ^CDCl^) δ {ppm) :C*02 (9H, s) ^2.21 (3H, ε) / 2.S5(3H,s) , 6.89- 〇,53(1ίΐ,πΐ) ' 7.00-7.05 (IK, in) , 7.13-7 ' 35 ( 5H , 7 · 54-7· 64 (IV-55) N-[ 1-(2-fluorophenyl)-3-tridecylfluorenyl -2-propargynyl]-3-mercaptoaniline^-Ni iRfCDCls) δ (ppm): 0.10 (9K, s), 2.37 {3H, s), 6.92-7. DO (2K, m), 7.IC-7.28{4K,m)f 7.38-7,46 (ΙΗ , τπ), 7.89-7.95( 1H, τη) (1丫-56) 1^-[1-(2-Fluoro 1 phenyl)-3-tridecyl sulphate-2-ylidene]] 2-methylaniline^Hl-iNRiCDCla) δ (ppm): 0.05 (9ΗΓε) , 2.2: L(3E, s), 6.92-6.97 (1:^^), 7.02-7.26 (5Hrm), 7.3S-7 ,47 {1Κ, τη) , 7.94-Β. DO (ΐΗ,τη) (IV-57) Ν-[1-(2-fluorophenyl)-3-tridecylfluorenyl-2-propynylene ]-4-fluoroaniline 1H-NNR(CX)C1:J δίρρτη}: 0.12 (9E.S), 7.02-7.25 (6^1,^), 7.3S-7.47{1Η,π), 7.6S-8.00 ilH,rn) (IV-58) N-[l-(2-fluorophenyl)-3-tridecylfluorenyl-2-propynylene]-aniline&quot;H-ML'iRCTDCls) δ (ppm ) : 0 . OS {SH, ε} , 7.10 - 7.17 (5Η, Π)} , 7.32-7.47i2H,m), 7.90-7.97(1Η,m) (IV-59) Ν-[ 1-(3- Fluorophenyl)-3-tridecylsulfonyl-2-propynylene]-4-mercaptoamine 320644 220 200922468 Job i: CDC13) δ (P?m>: Ο - IB ( 9H, S&gt; , 7.10·7 . Playing (4), m), 7.24 7.30 (1H, m) , 7.3B-7.4β [ΙΚ,τη) r ^ ^ 85-7.38 (2Hrmi (IV-60) N-[1-(2, 3-dimercaptophenyl)-3-three曱基石石基- 2-propynyl]-4-mercaptoaniline {vDClj) δ (ppm; : Ο * 10 {9η# s) , 2.33 (3Η, s) f 2.38( 3Hf s), 2 · 4S (3H, s}, 7 · 11-7 - 24 , 7 · 4£-7 · 5. Τη) (IV-61) N-[ 1-(2-Fluorophenyl)-3-tridecylsulfanyl-2-propynylene] Chloroaniline^H-NNR {CDClj) δ ίρριη) : Ο * 12 {3HY s) , 5^95-7.01(1^^,111), 7 21-7.33(5H,m), 7.41-7.49,7.90-7.37{lK,m} (IV_62) N-[ 1-( 2-fluorophenyl)-3-trimethylglycine-2-propynylene]-4-chloroaniline^I-NNRiCQCls) δ (ppm) : 0.12 (5H, s) , 7.04 - 7.27 (5H, m) , 7 30_ 7.36{1Η,Π)}, 7.40-7.47(lH,m), 7.89-7·36(1Κ,ιη) (IV-63) N-[l-(2-fluorophenyl)- 3-trimethyldecyl-2-monopropynyl] _ 3 - &gt; odor aniline ^-mRiCDCl^} 5i.pptn) : 0,12(9H,s} , 7.10-7.31(SH,m) , 7 4〇7.48(lH,m), 7.90-7.97 (IV-64) N-[l-(2-fluorophenyl)-3-tridecyl fluorene base 2- propylene block] -2 _ Gas aniline ^-NNRfCDCl,) δ (ppm): 0.12 (3H, s), 6.9S-7.05 (2Hy d. J = 8.5Hz), 7.10-7.35{2H, m), 7.40-7.52 (ΒΗ,πι} ,7 . -a, (IV-65) N-[l-(2-fluorophenyl)-3-trimethyl sulphideyl sulphide] fluoroaniline ^-KNRiCDClJ δ(Ρ?π 〇:0-11 , ,u 7.37(5K,m)r 7.42-7.50(13,n), 7.Sl-7.98{1H,») 320644 221 200922468 (IV-66) N-[l-(2- Fluoryl) _3-trimethyl sulfonyl-2- _proparginyl]-3,4-dimercaptoaniline-H-IiN?.(CDCl3) ώ(?Ρπ) :0.12 (5Η&gt;ε) ; 2.27(SHrs), 5.S4-7.23(5H, m), 7.37-7.43 {1Ε, m) ^ 7.86-7.92 (1Η(3ΪΙ) (IV-67) N-[l-(4-decyloxyphenyl)-3_tridecylfluorenyl_2_ Propynylene]-4-methylaniline 'H-KNRiCDClj} δ(ρρπι) :〇.14{q^ , , ddS), 2.3S(3fe,s},3.86(3H,s〉, 6.95{2H ,d,J=3.7H2)i7.〇6(2H,diJ=8.0H2},7.15{2E,d,J=8.7H2),8.11 (2H,d, &lt;J=8-0HZ) ( IV-68) N-[l-(2, Diphenyl)-3-trimethylsulfonyl-2-phenylpropanyl]-4-mercaptoaniline

^-NHRiCDC^) o(ppm): 0.i2fQH 2,36(3E,s) ,7.15- 7.2C(4K,W), 7.28-7.3B(3H m) 7 7.65-,1^,01,^2.632:) (IV-69) N-[l-(2-氣-6-氟笨基)_3_三甲基矽烷基一2_亞丙 炔基]-4-甲基苯胺 C-23(2H,s) ,2.20(〇.6H,s), ^-ϊίΝΗ (CDC13) δ (ppm) : 〇 . 11 {7H / s} 2.3B(2.4H, s),7.05-7.33(7H,m) (IV-7G) N-U-α 6-二甲基笨基)_3_三 f 基_1 基_2_亞 丙炔基]-4-甲基苯胺 廳(CDC1J δ (ppm} :。· 〇ε (吼 6.S8-7.15(7K,m) (IV-71) 氟-4-三氟曱基苯基)_3_三甲基咬烧基 -2-亞丙炔基]-4-甲基苯胺 XH-NNR (CDC13) δ {ppm) :。. 14 ㈣ 〇, ·&quot; (3h,s. ,7.14-?.22(4H,tn) 7.3 6 -7.51(2H,, S.01-8.16(IK,m) (IV-72) N-[l-(1-萘基)—3_三曱基矽烷基_2—亞丙炔基] 320644 222 200922468 -4-曱基苯胺 ^-KlviR (CDC13) δ (ppm) :0.12 (SH, Ξ) , 2.40 (3H, s) ,1.17-7.24 (3H,m), 7.45-7.59 {3H,tn) , 7.34-7,96 {2H, m) , 8.07 {IE, d, J«7.4Hz) / 6.92{lH,d, J=8.4Hz) (IV-73) N-[l-(2 -桌基)-3 -三曱基碎烧基-2-亞丙块基] -4-曱基苯胺 5(ppm) :〇.2(9Η,3) ,2.36(33,5) ,7.12-7.21 (4H,m), 7.47-7.58(2K,m) ,7. S3-7.9$(3H,m),8.28(1H,S) ,8.16(ΙΗ,ε) (IV-74) N-[l-(2, 5-二氟苯基)-3-三曱基矽烷基-2-亞丙 炔基]-4-曱基苯胺 ^-KHRiCDCla) δ (ppm) :0.12 (9H, s) ,2.35 (3E,s) ,7.04-7.20 (5H,m), 7.59-7,66 ilH,m) (IV-75) N-[1-(4_:sl本基)-3-三曱基石夕炫基-2-亞丙炔基] -苯胺 ^Z-NNR (CDC13) δ (ppm) :0.12 ($h, s) , 7.08-7.20 {2H, tn) , 7.23-7,4 6 , . C8-.B · 14 (lH,tr〇 (IV-76) N-[ 1-(4-氣苯基)-3-三曱基矽坑基-2-亞丙炔基] -3-甲基笨胺 δ (Ppm) :0.14〇Η,ξ) ,2.3£{3Η,ε} ,6.85-7.00(33,¾)( 7.21-7.27(11-^), 7.42 (2H,d, J=S.3Hz) , 8 . ID (2Η, d, J=S . 3Hz) (IV-77) N-[l-(4-氣苯基)-3-三曱基矽烷基-2-亞丙炔基] -2-氯苯胺 K-NNRiCDC13) 5(ppm) :0.10 〇Hf e) , 7.00 - 7.12 {2K, m) , 7.22-7,4B (3H, to) , 8.15 (2H,d, J=g .4H.2) (IV-78) N-[l-(4-氣笨基)-3-三曱基矽烷基-2-亞丙炔基] -3-氯苯胺 320644 223 200922468 ^-NNKtCDCl^i 7.15(2H,s)f7.22-7.32 (2ii/m)i7&lt;42(2H(^J=s_2H2)i 8.10(2H,ά,J=8,2Hs) (IV-79) N-[ 1-(4-氯笨基)_3_三曱基矽烷基—2_亞丙炔基] -2-曱基苯胺 -H-IiNR{CDCl3) δ {ppm) :〇 5n . , 5.95 {lH,df J=7.5Hz), 7.D7(lH,d,h7.5E2},7.l3 7.25(2K,m),7.44(2H,d,J=e.6Hz}, S .13 (2H,d, J=8.6Hz) (IV-80) N-[卜(4-氯苯基)_3_三曱基糾基_2_亞丙快基] -4-氟苯胺^-NHRiCDC^) o(ppm): 0.i2fQH 2,36(3E,s) ,7.15- 7.2C(4K,W), 7.28-7.3B(3H m) 7 7.65-,1^,01,^ 2.632:) (IV-69) N-[l-(2-Ga-6-fluorophenyl)_3_trimethyldecyl-2-phenylpropanyl]-4-methylaniline C-23 (2H , s) , 2.20 (〇.6H, s), ^-ϊίΝΗ (CDC13) δ (ppm) : 〇. 11 {7H / s} 2.3B(2.4H, s), 7.05-7.33(7H,m) ( IV-7G) NU-α 6-dimethylphenyl)_3_trifyl-1-yl-2-propynylene]-4-methylaniline (CDC1J δ (ppm} :.· 〇ε (吼6.S8-7.15(7K,m) (IV-71) Fluoro-4-trifluorodecylphenyl)_3_trimethylcarbidyl-2-propynylene]-4-methylaniline XH -NNR (CDC13) δ {ppm) :.. 14 (4) 〇, ·&quot; (3h,s. ,7.14-?.22(4H,tn) 7.3 6 -7.51(2H,, S.01-8.16(IK ,m) (IV-72) N-[l-(1-Naphthyl)-3_tridecylfluorenyl-2-propynylene] 320644 222 200922468 -4-mercaptoaniline^-KlviR (CDC13) δ (ppm): 0.12 (SH, Ξ), 2.40 (3H, s), 1.17-7.24 (3H, m), 7.45-7.59 {3H, tn), 7.34-7, 96 {2H, m) , 8.07 { IE, d, J«7.4Hz) / 6.92{lH,d, J=8.4Hz) (IV-73) N-[l-(2 -Tablen)-3 -trimethylsulfonyl-2-a Propyl group] 4-mercaptoaniline 5 (ppm): 〇.2 (9Η, 3) , 2.36(33,5) , 7.12-7.21 (4H,m), 7.47-7.58(2K,m) , 7. S3-7.9$(3H,m),8.28(1H,S) ,8.16(ΙΗ,ε (IV-74) N-[l-(2,5-Difluorophenyl)-3-tridecylfluorenyl-2-ylidene]-4-mercaptoaniline^-KHRiCDCla) δ (ppm) ) :0.12 (9H, s) , 2.35 (3E, s) , 7.04-7.20 (5H, m), 7.59-7,66 ilH,m) (IV-75) N-[1-(4_:sl) )-3-三曱基石石基基-2-propynyl]-aniline^Z-NNR (CDC13) δ (ppm) :0.12 ($h, s) , 7.08-7.20 {2H, tn) , 7.23 -7,4 6 , . C8-.B · 14 (lH,tr〇(IV-76) N-[ 1-(4-Phenylphenyl)-3-trimethylsulfonyl-2-propyne ]]-3-methyl amiamine δ (Ppm): 0.14 〇Η, ξ), 2.3 £{3Η, ε}, 6.85-7.00 (33, 3⁄4) ( 7.21-7.27(11-^), 7.42 (2H ,d, J=S.3Hz) , 8 . ID (2Η, d, J=S . 3Hz) (IV-77) N-[l-(4-Phenylphenyl)-3-tridecylfluorenyl- 2-propynylene]-2-chloroaniline K-NNRiCDC13) 5 (ppm): 0.10 〇Hf e) , 7.00 - 7.12 {2K, m) , 7.22-7,4B (3H, to) , 8.15 (2H ,d, J=g .4H.2) (IV-78) N-[l-(4-oxaphenyl)-3-tridecylfluorenyl-2-propynylene]-3-chloroaniline 320644 223 200922468 ^-NNKtCDCl^i 7.15(2H,s)f7.22-7.32 (2ii/m)i7&lt;42(2H(^J=s_2H2)i 8. 10(2H,ά,J=8,2Hs) (IV-79) N-[ 1-(4-chlorophenyl)_3_tridecylsulfanyl-2-phenylpropanyl]-2-mercaptoaniline -H-IiNR{CDCl3) δ {ppm) :〇5n . , 5.95 {lH,df J=7.5Hz), 7.D7(lH,d,h7.5E2}, 7.l3 7.25(2K,m), 7.44(2H,d,J=e.6Hz}, S .13 (2H,d, J=8.6Hz) (IV-80) N-[Bu(4-chlorophenyl)_3_tridecyl-based 2_propylene cyanide]-4-fluoroaniline

^I-KNRiCDCl^) 6 (ppm) : 〇 7.43(2H,d,J=8.2Hs), B •I7(sh,s),7.02-7.17{4H,m)f • 10 (2H, d,-J=〇 . 2Hz) (IV-81) N-[l_(4-氯笨基)_3_三曱基矽烷基_2_亞丙炔基] _ 3 -氟苯胺 s-B1-6.92(3H,m), 7.29-8·11(2H,d,u=8.4Hz) l¥.-mR (CDCI3 j δ ippm) : 〇 . 16 {9H, s) 7.38(lH,m) , 7.44i2H,d, J==S‘4K2) (IV-82) N-[l-(4-氣苯基)_3_三曱基矽烷基_2_亞丙炔 基]_2 -氣苯胺 &quot;H-NNRiCDC^) 5{ppm) :〇.12(9H e) 7 n_, 7.44{2H,d,C=6.2Hz), 8.14(2H,d,J^9.4H2} 丙 (IV-83) N-[l-(2-氣-4-氟笨基)_3_三曱基矽烷基_2_亞 炔基]-4_曱基苯胺 ’-K-2獅(CDC12) 5(ppm&gt;:〇.12(93i ’ w / .3 8 (3H,s) ,7.03-7.10{lH,m), 7.14-7.22 {5H,πι} ; 7.67-7,32(^4 iti (IV-84) N-[ 1-(4-氯苯基)-3_三曱基矽烷基_2_亞丙炔基] -4-氯笨胺 320644 224 200922468 1H-NNR{CDC13) δ (ppm) :0.17 〇H, B) , 7.08 ;:2H, d, J=6.7Hz) r 7,34 (2H, d, J= S . 7Hs) , 7.4 3 (2K, d, J= β . 7Hs) , 8.10 (2H, d, 8.7Hs :. (IV-85) N-[l-(2-敦-4-氯苯基)-3-三曱基石夕院基-2-亞丙 炔基]-4-曱基苯胺 ^E-mmiCDCW δ (ppm} : o. 12 OH, s) ,2-36 (3H,s) ,7.09-7.22 (6Η,τη}, 7.87(IK,t,J=8.2Hz) (IV-86) N-[l-環己基-3-三曱基矽烷基-2-亞丙炔基]-4一 曱基苯胺 ^-NNRiCDCL·} δ (ppm) :C. OS (SH, s) y 1.20-2.03 (10Ky m) ,2.40-2.51(lH,m)r 6.90(2H1d,J=8.2Hs), 7.10(2H,d,u=B.2Hz} (IV-87) N-[l-第三丁基-3-三曱基矽烷基-2-亞丙炔基] -4-甲基苯胺 ^-NNRfCDC^) δ (ppm) : 0.06(93,^), 1.28(9Η,ε), 6.S6{2E,d, J=S.ΟΗε), 7.09(2H,a,J=8.0Hz) (IV-88) N-[ 1-(2-呋喃基)-3-三曱基矽烷基-2-亞丙炔基] -4-曱基苯胺 '-H-Nl'JRiCDCl,) δ (ppm) :0.18(9Κ;β) , 2.3S(3H,s), 6.52- S.SS(1H,τη), 7-06(1Η,ά,&lt;Τ=:Κ·7Η2), 7.13-7.21 (4H,ra}, 7.58- 7.60 {1Η,τη) (IV-89) N-[ 1-(3-吡啶基)-3-三曱基矽烷基-2-亞丙炔基] -4-甲基苯胺 二K-NNR(CDCi3) ‘5(ppm〉;0.19(3Ξ,ε} ,2‘38(3:-:,s) _,·7.23-7·32(4Η,ιπ), 7.35-7.42 (IK,τη) , 7.44 (1H, c, J=8 . OHs) , 7.70 (IH, d, J=4 . SHs), 9.33(1H,s) (IV-90) N-[ 1-(2-噻吩基)-3-三曱基矽烷基-2-亞丙炔基] -4-甲基苯胺 225 320644 200922468 ^-NKRiCDCl^) δ(ρρτη:ι :0.18 (9H,s) ,2.34 (3Hys} ,7.06-7.16 {5H,m), 7.4 0-7.46{1Η,ΐη) , 7.66-7.71 (ΙΗ,τη) (IV-91) N-[l-(2 -氣- 3_πι^π定基)-3 -三曱基石夕烧基-2-亞丙 炔基]-4-曱基苯胺 ^-WNRiCDCla) δ (ppm) :0.15 (9K, s) , 2.39 (3H, s) , 7.17-7.40 , 8.00-S.05 ilE,m) , 8.45-8.50 (IK,m) (IV-92) N-[ 1-(5-氣-2-噻吩基)-3-三曱基矽烷基-2-亞丙 炔基]-4-曱基苯胺 (CDC13) δ (ppm) : 0.19 〇H, s) ( 2.38(314,5), 7.14- 7,21i4H,m), 7.31(lH,d,J=&amp;.2HE), 8.38-B.44(lH,m) 參考製造例93 (II-l) N-(l-苯基-2-亞丙快基)苯胺之製造 於室溫,對(1-苯基-3-三甲基矽烷基-2-亞丙炔基)笨 胺(1.5g)之曱醇溶液(15mL),添加碳酸釺(l〇mg),且於相 同溫度擾拌混合物2小時。過滤所產生之晶體,且以冷甲 醇清洗,獲得呈晶體之N-(l-苯基-2-亞丙炔基)苯月安 (0. 5g)。 ^-NKIR (CDC13) ·δ(ρρτη):3 .32 {1Η, s) , 7.07 to 7ίδ8 (〇H m) , B.2 6 (1H, d.) 參考製造例94至97 下述化合物根據參考製造例93之方法製造。 (II-2) N-(l-(3-曱氧基苯基)-2-亞丙炔基)笨胺 工11-1^识(00(:13}6(??1〇):3‘30(111,3),3.88(311,3),7,(31〜 7.42 (7H,m) , 7.74-7.B0 (2H,m) (II-3) N-(l-(2-氣苯基)-2-亞丙炔基)苯胺 j:-:-NMR(CDC13 ) 5 (ppm) :3.33 (1H,s) ,7.0S〜7.73 (sh,to) 320644 226 200922468 (II-4) Ν-(1-(2-石肖基苯基)-2-亞丙快基)苯胺 it臉(CDCl3)5(ppm) :3.4S{lH;,s) ,7.13〜7-28&lt;3H,m),7’37〜 7.47(2E,m&gt; ,7·28〜S.4 0 {4Η,π〇 (11-5)]^1-(1-(4-笨基苯基)-2-亞丙快基)苯胺 ^-NMRfCDClsJSippm) : 3.34 (1H, E) , 7.09-7.22 (3H, m) , 7.35 -7 · 51 , 7.61 〜7· 73 (4H,ri), 8.23 〜8.30 (2H, m) 參考製造例98 l-(4-氣苯基)-2-曱基-2 -丙烤-1-酮之製造 對4-氣乙苯酮(20g)與乙酸酐(21. 7g)之混合液體添加 六亞曱基四胺(23. 6g),且於室溫攪拌混合物30分鐘後, 於80 C授掉3小時。對反應混合物添加水(15〇ml),以 氫氧化鈉調整pH至10後,以第三丁基曱基醚萃取(三次), 以水清洗、乾燥後’於減壓條件下濃縮’且所得殘質進行 矽膠管柱層析(己烷:乙酸乙酯=1〇 : 1),獲得卜以〜氯I 基)-2-曱基-2-丙稀-1-酮(10.6g)。 -H-KNR (CDClj) 6{ppm): 2.07 (3E, ε), 5.60 (1Η, ε) , 5.S2 (lit, s), 7.42 (2K, d, J = B.2 Hz), 7.6S {2H, d, J = &amp;.2 JJz) 參考製造例99至102 下述化合物根據參考製造例98之方法製造。 1~(2 -氟苯基)-2 -甲基-2 -丙稀-1-酮 H-NliR (CDC13) δ (ppm) :2.06 (3H, s} , 5.6B (1H, s) ,6.00 (1H, s) , 7 . 〇7^. 7-22 i2H,m) ,7.37-7.4 8 {2H,m) 1~(2 -甲基苯基)-2 -曱基-2-丙稀-1-酉同 ^-i-NKRiCDCls) 5(ppm) :2.04{3H,s) , 2-44{3H,s), 5.e5(lHjS}, s-S5(1HjS}, 7.02-7.65 (4H,τη) 1~(2,5-二氟苯基)-2-曱基-2 -丙稀-1-酮 j^〇644 227 200922468 :Η-ΚΝΗ (CDC13) δίρρπ:) :2.05{2H,s) , 5.72 (ΐΗ,ε) , 6.04 (ΙΗ,ε} , 7.04-7.17(3H,m) 1-(2, 4-二氟苯基)-2-曱基-2-丙烯-1-酮 ^I-Nl^iCDClv) δ (ppiri) :2.05 (3H, s} ,5.07(13,3),5.59(1:^,8),6.82-6.97{2H,m),7.41-7.48{1H,m) 其次,說明調配例。份為重量份。 調配例1 將10份本發明化合物1至323之任一者溶於35份二 曱苯及35份Ν,Ν-二曱基曱醯胺之混合物中。於其内加入 14份聚氧伸乙基苯乙稀基苯基醚(polyoxyethylene styryl phenyl ether)及6份十二烧基苯續酸妈,經攪拌 以徹底混合後,獲得10%乳化濃縮物。 調配例2 將20份本發明化合物1至323之任一者添加至4份硫 酸月桂酯鈉鹽、2份木質素硫酸鈣、20份合成水合氧化矽 細粉末與54份矽藻土之混合物中,經攪拌以徹底混合後, 獲得20%可濕化粉末。 調配例3 將1份合成水合氧化$夕細粉末、2份木質素硫酸妈、 30份膨潤土與65份高嶺土黏土添加至2份本發明化合物1 至323之任一者,攪拌以徹底混合。對該混合物添加合適 量的水。進一步攪拌混合物,以造粒機造粒後,風乾而獲 得2%顆粒劑。 調配例4 228 320644 200922468 將1份本發明化合物1至323之任一者溶於合適量之 丙酮。於其内添加5份之合成水合氧化石夕細粉末、0. 3份 PAP(酸式磷酸異丙酯)與93. 7份葉蠟石黏土,經攪拌以徹 底混合。經揮發丙酮後獲得1%粉劑。 調配例5 將10份本發明化合物1至323之任一者、30份環己 酮與二曱基亞砜之混合物(重量比90/10)、35份之白碳與 聚氧伸乙基烷基醚硫酸銨鹽之混合物(重量比50/50)與25 份水混合後,藉由濕式研磨方法精細分割後,獲得10%可 流動配方物。 調配例6 將0. 1份本發明化合物1至323之任一者溶於5份二 甲苯及5份三氯乙烷之混合物中。此溶液與89. 9份除臭煤 油混合,獲得0. 1%油性溶液。 調配例7 將1 Omg本發明化合物1至323之任一者溶於0. 5mL丙 酮。此溶液與5g粉末固體動物飼料(餵食用粉末固體飼料 CE-2,由Clea Japan公司製造)均質地混合。經揮發丙酮 後,獲得毒餌。 調配例8 將10份本發明化合物1至323之任一者、35份之白 碳與聚氧伸乙基烧基轉硫酸銨鹽之混合物(重量比5 0 / 5 ◦) 與55份水混合後,藉由濕式研磨精細分割後,獲得10%可 流動配方物。 229 320644 200922468 調配例9 將10份本發明化合物133與10份列於下文I群之殺 昆蟲劑、殺瞒劑、殺線蟲劑、殺真菌劑、除草劑、植物激 素劑、植物生長調整劑、相乘劑與作物損傷降低劑之任一 者,添加至4份硫酸月桂醋納鹽、2份木質素績酸躬鹽、 20份合成水合氧化矽細粉末與54份矽藻土之混合物中, 經攪拌以徹底混合後,獲得經混合之可濕化粉末。 調配例10 將10份本發明化合物209與10份列於下文I群之殺 昆蟲劑、殺蜗劑、殺線蟲劑、殺真菌劑、除草劑、植物激 素劑、植物生長調整劑、相乘劑與作物損傷降低劑之任一 者,添加至4份硫酸月桂S旨納鹽、2份木質素續酸舞鹽、 20份合成水合氧化矽細粉末與54份矽藻土之混合物中, 經攪拌以徹底混合後,獲得經混合之可濕化粉末。 調配例11 將10份本發明化合物233與10份列於下文I群之殺 昆蟲劑、殺蜗劑、殺線蟲劑、殺真菌劑、除草劑、植物激 素劑、植物生長調整劑、相乘劑與作物損傷降低劑之任一 者,添加至4份硫酸月桂酯納鹽、2份木質素績酸妈鹽、 20份合成水合氧化矽細粉末與54份矽藻土之混合物中, 經攪拌以徹底混合後,獲得經混合之可濕化粉末。 調配例12 將10份本發明化合物243與10份列於下文I群之殺 昆蟲劑、殺螺劑、殺線蟲劑、殺真菌劑、除草劑、植物激 230 320644 200922468 素劑、植物生長調整劑、相乘劑與作物損傷降低劑之任一 者,添加至4份硫酸月桂酯鈉鹽、2份木質素磺酸鈣鹽、 20份合成水合氧化矽細粉末與54份矽藻土之混合物中, 經攪拌以徹底混合後,獲得經混合之可濕化粉末。 調配例13 將10份本發明化合物261與10份列於下文I群之殺 昆蟲劑、殺蜗劑、殺線蟲劑、殺真菌劑、除草劑、植物激 素劑、植物生長調整劑、相乘劑與作物損傷降低劑之任一 者,添加至4份硫酸月桂醋納鹽、2份木質素績酸辦鹽、 20份合成水合氧化矽細粉末與54份矽藻土之混合物中, 經攪拌以徹底混合後,獲得經混合之可濕化粉末。 調配例14 將10份本發明化合物288與10份列於下文I群之殺 昆蟲劑*殺蜗劑、殺線蟲劑、殺真菌劑、除草劑、植物激 素劑、植物生長調整劑、相乘劑與作物損傷降低劑之任一 者,添加至4份硫酸月桂酯鈉鹽、2份木質素磺酸鈣鹽、 20份合成水合氧化矽細粉末與54份矽藻土之混合物中, 經攪拌以徹底混合後,獲得經混合之可濕化粉末。 調配例15 將10份本發明化合物293與10份列於下文I群之殺 昆蟲劑、殺瞒劑、殺線蟲劑、殺真菌劑、除草劑、植物激 素劑、植物生長調整劑、相乘劑與作物損傷降低劑之任一 者,添加至4份硫酸月桂酯鈉鹽、2份木質素磺酸鈣鹽、 20份合成水合氧化矽細粉末與54份矽藻土之混合物中, 320644 200922468 經攪拌以徹底混合後,獲得經混合之可濕化粉末。 I群由下述所組成: 下述任何殺昆蟲劑: (1)有機填化合物類: 歐殺松(acephate)、填化銘、丁硫松(butathiofos)、 硫線磷(cadusafos)、氯氧填(chlorethoxyfos)、克芬松 (chlorfenvinphos)、陶斯松(chlorpyrifos)、甲基陶斯松 (chlorpyrifos-methyl)、氰乃松(cyanophos)(CYAP)、大 利松(diazinon)、二氯異丙&amp;|(DC1P) (dichlorodiisopropyl ether)、紛線填(dichlofenthion) (ECP)、敵敵畏(dichlorvos)(DDVP)、大滅松 (dimethoate)、曱基毒蟲畏(dimethylvinphos)、二硫松 (disulfoton)、EPN、愛殺松(ethion)、普伏松 (ethoprophos)、益多松(etrimfos)、芬殺松(ienthion) (MPP)、撲滅松(fenitrothion)(MEP)、福賽絕 (fosthiazate)、福木松(formothion)、墻化氫(hydrogen phosphide)、亞芬松(isofenphos)、力口福松(isoxathion)、 馬拉松(malathion)、馬硫松(mesulfenfos)、滅大松 (methidathion)(DMTP)、亞素靈(monocrotophos)、二溴鱗 (naled)(BRP)、異亞石風鱗(〇xydeprofos)(ESP)、巴拉松 (parathion)、裕必松(phosalone)、亞胺硫鱗(phosmet) (?皿?)、曱基。密咬石粦(卩1]:111^?11〇3-11^1:1^1)、。答硫破 (pyridafenthion)、喹硫填(quinalphos)、賽達松 (phenthoate)(PAP)、佈飛松(profenofos)、丙蟲鱗 232 320644 200922468 (propaphos)、普硫松(prothiofos)、白克松 (pyraclofos)、蔬果鱗(sal ithion)、硫丙鱗(sulprofos)、 丁基°密°定鱗(tebupirimfos)、雙硫構(temephos)、殺蟲畏 (tetrachlorvinphos)、托福松(terbufos)、硫滅松 (thiometon)、三氣松(trichlorphon)(DEP)、繁米松 (vamidothion)、福瑞松(phorate)與硫線碟(cadusafos); (2) 胺基甲酸酯化合物類: 棉鈴成(alanycarb) '免敵克(bendiocarb)、免扶克 (benfuracarb)、BPMC、加保利(carbaryl)、克百威 (carbofuran)、丁基加保扶(carbosulfan)、地蟲威 (cloethocarb)、乙硫苯威(ethiofencarb)、仲丁威 (fenobucarb)、芬硫克(fenothiocarb)、芬諾克 (fenoxycarb)、呋線威(furathiocarb)、異丙威 (isoprocarb)(MIPC)、速滅威(metolcarb)、納乃得 (methomy 1)、滅賜克(methiocarb)、NAC、歐殺滅(oxamy 1)、 抗芽威(pirimicarb)、安丹(propoxur)(PHC)、XMC、硫雙 威(thiodicarb)、滅殺威(xylylcarb)與得滅克 (aldicarb); (3) 合成性除蟲菊精(pyrethroid)化合物類: 阿納寧(acrinathrin)、亞列寧(allethrin)、拜富寧 (benfluthrin)、賽扶寧(beta-cyfluthrin)、畢芬寧 (bifenthrin)、乙氰菊酯(cycloprothrin)、賽扶寧 (cyfluthrin)、賽洛寧(cyhalothrin)、赛滅寧 (cypermethrin)、益避寧(empenthrin)、第滅寧 233 320644 200922468 (deltamethrin)、益化利(esfenvalerate)、&amp;| 菊酉旨 (ethofenprox)、芬普寧(fenpr〇pathrin)、芬化利 (fenvalerate)、護賽寧(flucythrinate)、伏芬普斯 (flufenoprox)、氟氯苯菊酯(flumethrin)、福化利 (fluvalinate)、合芬寧(halfe 叩 rox) ' 益普靈 (imiprothrin)、百滅寧(permethrin)、普亞列寧 (prallethrin)、除蟲菊醋(pyrethrins)、異列滅寧 (resmethrin)、σ -賽滅寧(sigma-cypermethrin)、石夕 t蔓芬 (silafluofen)、七氟菊酉旨(tefluthrin)、泰滅寧 (tralomethrin)、四氟苯菊酯(transfluthrin)、治滅宝 (tetramethrin)、苯醚菊酯(phenothrin)、賽酚寧 (。丫?1^11〇1:111^11)、0:-賽滅寧(&amp;1?1^-〇7卩63~11161:]11-111)、^__ 賽滅寧(zeta-cypermethrin)、λ-賽洛寧(lambda-cyhalothrin)、r-賽洛寧(gamma-cyhalothrin)、伏滅靈 (furamethrin) ' τ -牙昌4匕禾J (tau-f luvalinate)、美特寧 (metofluthrin)、2,2-二曱基-3-(1-丙烯基)環丙烧缓酸 2, 3, 5, 6-四氟-曱基苯曱醋、2, 2-二曱基-3-(2-曱基-i-丙烯基)環丙烷羧酸2, 3, 5, 6-四氟-4-(甲氧基曱基)笨甲 酉旨、2,2-二曱基-3-(2-氰基-1-丙稀基)環丙烧缓酸 2, 3, 5, 6-四氟-4-(曱氧基曱基)苯曱酯與2, 2, 3, 3-四曱基 環丙烷羧酸2,3,5, 6-四氟-4-(曱氧基曱基)苯曱酯; (4)沙蠶毒素(nereistoxin)化合物類: 培丹(cartap)、免速達(bensultap)、殺蟲環 (thiocyclam)、殺蟲單(monosultap)與殺蟲雙(bisultap); 234 320644 200922468 (5) 新類尼古丁(neonicotinoid)化合物類: 益達胺(丨111丨(130:1〇?1'丨(1)、稀咬蟲胺(1146叩7『&amp;111)、亞 滅培(acetamiprid)、°塞蟲。秦(thiamethoxam)、°塞蟲淋 (thiacloprid)與可尼丁(clothianidin); (6) 苯甲醯基脲化合物類: 克福隆(chlorfluazuron)、雙三氟蟲腺 (bistrifluron)、汰芬隆(diafenthiuron)、除蟲脲 (diflubenzuron)、氟π定蜱脲(fluazuron)、氟環脲 (flucycloxuron)、氟芬隆(flufenoxuron)、六伏隆 (hexaflumuron)、祿芬隆(lufermron)、諾伐隆 (novaluron)、多說蟲酿腺(noviflumuron)、得福隆 (teflubenzuron)、殺鈴脲(triflumuron)與***隆 (triazuron); (7) 苯基σ比吐化合物類: 乙醯蟲腈(acetoprole)、乙蟲清(ethiprole)、芬普尼 (fipronil)、吡咯胺(vaniliprole)、氟蟲腈(pyriprole) 與丁稀氟蟲腈(pyrafluprole); (8) Bt毒素殺蟲劑: 來自蘇力菌(Bacil lus thuringiensis)之活孢子及由 蘇力菌所產生之結晶毒素,以及其混合物; (9) 肼化合物類: 可芬諾(chr⑽afenozide)、氯蟲醯肼 (halofenozide)、滅芬諾(methoxyfenozide)與抑蟲肼 (tebufenozide); 235 320644 200922468 (1 ο)有機氯化合物類: 阿特靈(aldrin)、地特靈(dieldrin)、除蜗靈 (dienochlor)、硫丹(endosulfan)與甲氧基氣 (methoxychlor); (11) 天然殺蟲劑: 機油與菸鹼硫酸鹽; (12) 其他殺蟲劑:^I-KNRiCDCl^) 6 (ppm) : 〇7.43(2H,d,J=8.2Hs), B •I7(sh,s),7.02-7.17{4H,m)f • 10 (2H, d,- J=〇. 2Hz) (IV-81) N-[l_(4-chlorophenyl)_3_trimethylsulfonyl-2-phenylpropynylene] _3-fluoroaniline s-B1-6.92 (3H, m), 7.29-8·11(2H,d,u=8.4Hz) l¥.-mR (CDCI3 j δ ippm) : 〇. 16 {9H, s) 7.38(lH,m) , 7.44i2H,d, J==S'4K2) (IV-82) N-[l-(4-Phenylphenyl)_3_tridecylfluorenyl-2-phenylpropanyl]_2-aniline [H-NNRiCDC^) 5{ppm) : 〇.12(9H e) 7 n_, 7.44{2H,d,C=6.2Hz), 8.14(2H,d,J^9.4H2} C (IV-83) N-[l-( 2-ox-4-fluorophenyl)_3_trimethylsulfonyl-2-aalkynyl]-4-mercaptophenylamine '-K-2 lion (CDC12) 5 (ppm>: 〇.12(93i ' w / .3 8 (3H,s) , 7.03-7.10{lH,m), 7.14-7.22 {5H,πι} ; 7.67-7,32(^4 iti (IV-84) N-[ 1-(4 -Chlorophenyl)-3_tridecylsulfanyl-2-phenylpropanyl]-4-chloromethane 320644 224 200922468 1H-NNR{CDC13) δ (ppm): 0.17 〇H, B), 7.08; :2H, d, J=6.7Hz) r 7,34 (2H, d, J= S . 7Hs) , 7.4 3 (2K, d, J= β . 7Hs) , 8.10 (2H, d, 8.7Hs :. (IV-85) N-[l-(2-Den-4-chlorophenyl)-3-trimethyl fluorene base -2-propynylene]-4-mercaptoaniline^E-mmiCDCW δ (ppm} : o. 12 OH, s) , 2-36 (3H, s) , 7.09-7.22 (6Η, τη}, 7.87 (IK, t, J = 8.2 Hz) (IV-86) N-[l-cyclohexyl-3-tridecylsulfanyl-2-propynylene]-4-mercaptoaniline^-NNRiCDCL·} δ (ppm) : C. OS (SH, s) y 1.20-2.03 (10Ky m) , 2.40-2.51(lH,m)r 6.90(2H1d, J=8.2Hs), 7.10(2H,d,u=B. 2 Hz} (IV-87) N-[l-tert-butyl-3-tridecylfluorenyl-2-propynylene]-4-methylaniline^-NNRfCDC^) δ (ppm): 0.06 ( 93,^), 1.28(9Η,ε), 6.S6{2E,d, J=S.ΟΗε), 7.09(2H,a,J=8.0Hz) (IV-88) N-[ 1-(2 -furyl)-3-tridecylsulfanyl-2-propynylene]-4-mercaptoaniline '-H-Nl'JRiCDCl,) δ (ppm): 0.18 (9 Κ; β), 2.3 S ( 3H, s), 6.52- S.SS(1H,τη), 7-06(1Η,ά,&lt;Τ=:Κ·7Η2), 7.13-7.21 (4H,ra}, 7.58- 7.60 {1Η,τη (IV-89) N-[ 1-(3-Pyridinyl)-3-tridecylfluorenyl-2-propynylene]-4-methylaniline di-K-NNR (CDCi3) '5 (ppm 〉;0.19(3Ξ,ε} ,2'38(3:-:,s) _,·7.23-7·32(4Η,ιπ), 7.35-7.42 (IK,τη) , 7.44 (1H, c, J =8 . OHs) , 7.70 (IH, d, J=4 . SHs), 9.33(1H,s) (IV-90) N-[ 1-(2-thiazide) ))-3-tridecylfluorenyl-2-propynylene]-4-methylaniline 225 320644 200922468 ^-NKRiCDCl^) δ(ρρτη:ι :0.18 (9H,s) , 2.34 (3Hys} , 7.06-7.16 {5H,m), 7.4 0-7.46{1Η,ΐη) , 7.66-7.71 (ΙΗ,τη) (IV-91) N-[l-(2 - gas - 3_πι^π定基)-3 - Trimethyl sulphate-2-propynyl]-4-mercaptoaniline ^-WNRiCDCla) δ (ppm): 0.15 (9K, s), 2.39 (3H, s), 7.17-7.40, 8.00-S .05 ilE,m) , 8.45-8.50 (IK,m) (IV-92) N-[ 1-(5-Gas-2-thienyl)-3-tridecylsulfanyl-2-propynylene ]-4-mercaptoaniline (CDC13) δ (ppm): 0.19 〇H, s) ( 2.38(314,5), 7.14- 7,21i4H,m), 7.31(lH,d,J=&amp;.2HE ), 8.38-B.44 (lH, m) Reference Production Example 93 (II-1) Preparation of N-(l-phenyl-2-propylenepropanyl) aniline at room temperature, p-(1-phenyl- A solution of 3-trimethyldecyl-2-propynyl) stilbene (1.5 g) in decyl alcohol (15 mL) was added with cesium carbonate (1 mg) and the mixture was stirred at the same temperature for 2 hours. The resulting crystals were filtered, and washed with cold methanol to give crystals of N-(l-phenyl-2-propynyl)benzamine (0.5 g). ^-NKIR (CDC13) · δ(ρρτη): 3.32 {1Η, s) , 7.07 to 7ίδ8 (〇H m) , B.2 6 (1H, d.) Refer to Production Examples 94 to 97 The following compounds are based on Manufactured in accordance with the method of Production Example 93. (II-2) N-(l-(3-decyloxyphenyl)-2-propynylene) phenylamine 11-1^(00(:13}6(??1〇):3 '30(111,3),3.88(311,3),7,(31~ 7.42 (7H,m) , 7.74-7.B0 (2H,m) (II-3) N-(l-(2- Gas phenyl)-2-propynylene) aniline j:-:-NMR (CDC13) 5 (ppm): 3.33 (1H, s), 7.0S~7.73 (sh, to) 320644 226 200922468 (II-4 ) Ν-(1-(2-Shischyl phenyl)-2- propylene) aniline face (CDCl3) 5 (ppm): 3.4S{lH;, s), 7.13~7-28&lt;3H,m ), 7'37~ 7.47(2E,m&gt;,7·28~S.4 0 {4Η,π〇(11-5)]^1-(1-(4-stupylphenyl)-2-ya Benzene aniline ^-NMRfCDClsJSippm) : 3.34 (1H, E) , 7.09-7.22 (3H, m) , 7.35 -7 · 51 , 7.61 〜7· 73 (4H, ri), 8.23 〜8.30 (2H, m Reference Production Example 98 Preparation of 1-(4-phenylphenyl)-2-mercapto-2-propan-1-one for the mixing of 4-ephedone (20 g) with acetic anhydride (21. 7 g) The liquid was added with hexamethylenetetramine (23.6 g), and the mixture was stirred at room temperature for 30 minutes, and then allowed to stand at 80 C for 3 hours. Water (15 〇ml) was added to the reaction mixture, and the pH was adjusted to sodium hydroxide. After 10, extract with tributyl decyl ether (three times), rinse with water After drying, it was 'concentrated under reduced pressure' and the residue obtained was subjected to silica gel column chromatography (hexane: ethyl acetate = 1 : 1) to afford Propylene-1-one (10.6 g). -H-KNR (CDClj) 6{ppm): 2.07 (3E, ε), 5.60 (1Η, ε) , 5.S2 (lit, s), 7.42 (2K, d, J = B.2 Hz), 7.6 S {2H, d, J = &amp;.2 JJz) Reference Production Examples 99 to 102 The following compounds were produced according to the method of Reference Production Example 98. 1~(2-Fluorophenyl)-2-methyl-2-propan-1-one H-NliR (CDC13) δ (ppm): 2.06 (3H, s} , 5.6B (1H, s) , 6.00 (1H, s) , 7 . 〇7^. 7-22 i2H,m) ,7.37-7.4 8 {2H,m) 1~(2-methylphenyl)-2-indenyl-2-propene- 1-酉同^-i-NKRiCDCls) 5(ppm): 2.04{3H,s), 2-44{3H,s), 5.e5(lHjS}, s-S5(1HjS}, 7.02-7.65 (4H ,τη) 1~(2,5-difluorophenyl)-2-mercapto-2-propan-1-one j^〇644 227 200922468 :Η-ΚΝΗ (CDC13) δίρρπ:) :2.05{2H, s) , 5.72 (ΐΗ,ε) , 6.04 (ΙΗ,ε} , 7.04-7.17(3H,m) 1-(2,4-difluorophenyl)-2-mercapto-2-propen-1-one ^I-Nl^iCDClv) δ (ppiri) : 2.05 (3H, s} , 5.07 (13,3), 5.59 (1:^,8), 6.82-6.97{2H,m), 7.41-7.48{1H, m) Next, explain the example of the deployment. Parts are parts by weight. Formulation Example 1 10 parts of any of the present compounds 1 to 323 were dissolved in 35 parts of quinone and 35 parts of a mixture of hydrazine and decyl decyl decylamine. 14 parts of polyoxyethylene styryl phenyl ether and 6 parts of dodecylbenzene benzoate were added thereto, and after thorough mixing by stirring, a 10% emulsified concentrate was obtained. Formulation Example 2 20 parts of any one of the present compounds 1 to 323 is added to 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfate, 20 parts of a synthetic hydrated cerium oxide fine powder and 54 parts of diatomaceous earth. After thorough mixing by stirring, a 20% wettable powder was obtained. Formulation Example 3 One part of the synthetic hydrated oxidized fine powder, two parts of lignin sulfate, 30 parts of bentonite and 65 parts of kaolin clay were added to 2 parts of any of the present compounds 1 to 323, and stirred to thoroughly mix. A suitable amount of water is added to the mixture. The mixture was further stirred, granulated by a granulator, and air-dried to obtain 2% granules. Formulation Example 4 228 320644 200922468 1 part of any of the present compounds 1 to 323 is dissolved in an appropriate amount of acetone. 5 parts of synthetic hydrated oxidized fine powder, 0.3 parts of PAP (isopropyl acid phosphate) and 93.7 parts of pyrophyllite clay were mixed thereinto, and thoroughly mixed with stirring. A 1% powder was obtained after evaporation of acetone. Formulation Example 5 10 parts of any one of the present compounds 1 to 323, 30 parts of a mixture of cyclohexanone and dimercaptosulfoxide (weight ratio of 90/10), 35 parts of white carbon and polyoxyalkylene oxide A mixture of ammonium ether sulfate ammonium salt (weight ratio 50/50) was mixed with 25 parts of water and finely divided by a wet grinding method to obtain a 10% flowable formulation. Formulation Example 6 0.1 part of any of the present compounds 1 to 323 was dissolved in a mixture of 5 parts of xylene and 5 parts of trichloroethane. 1%油性溶液。 The solution was mixed with 89. 9 parts of deodorized kerosene to obtain 0.1% oily solution. 5毫升丙酮。 1 Omg of any of the compounds of the present invention 1 to 323 was dissolved in 0.5 mL of ketone. This solution was homogeneously mixed with 5 g of powder solid animal feed (feeding powder solid feed CE-2, manufactured by Clea Japan Co., Ltd.). After the volatile acetone is obtained, the poison bait is obtained. Formulation Example 8 Mixing 10 parts of any of the present compounds 1 to 323, a mixture of 35 parts of white carbon and polyoxyethylidenesulfate ammonium sulfate (weight ratio of 5 / 5 ◦) and 55 parts of water Thereafter, after fine division by wet grinding, a 10% flowable formulation was obtained. 229 320644 200922468 Formulation Example 9 10 parts of the present compound 133 and 10 parts of the insecticide, acaricide, nematicide, fungicide, herbicide, phytohormone, plant growth regulator, Any one of a multiplying agent and a crop damage reducing agent, added to a mixture of 4 parts of sodium laurate sulfate, 2 parts of lignin salt, 20 parts of synthetic cerium oxide fine powder and 54 parts of diatomaceous earth, After thorough mixing by stirring, a mixed wettable powder is obtained. Formulation Example 10 10 parts of the present compound 209 and 10 parts of the insecticide, scum, nematicide, fungicide, herbicide, plant hormone agent, plant growth regulator, multiplication agent listed in Group I below And any one of the crop damage reducing agents, added to a mixture of 4 parts of sulfuric acid laurel S salt, 2 parts of lignin soda salt, 20 parts of synthetic hydrated cerium oxide fine powder and 54 parts of diatomaceous earth, stirred After thorough mixing, a mixed wettable powder is obtained. Formulation Example 11 10 parts of the present compound 233 and 10 parts of the insecticide, snail, nematicide, fungicide, herbicide, plant hormone agent, plant growth regulator, multiplication agent listed in Group I below And any one of the crop damage reducing agent is added to a mixture of 4 parts of lauryl sulfate sodium salt, 2 parts of lignin-producing sour salt, 20 parts of synthetic hydrated cerium oxide fine powder and 54 parts of diatomaceous earth, and stirred After thorough mixing, a mixed wettable powder is obtained. Formulation Example 12 10 parts of the present compound 243 and 10 parts of the insecticide, snail-killing agent, nematicide, fungicide, herbicide, plant stimulant 230 320644 200922468, plant growth regulator Any one of a multiplying agent and a crop damage reducing agent, added to a mixture of 4 parts of lauryl sulfate sodium salt, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrated cerium oxide fine powder and 54 parts of diatomaceous earth After thorough mixing by stirring, a mixed wettable powder is obtained. Formulation Example 13 10 parts of the present compound 261 and 10 parts of the insecticide, snail, nematicide, fungicide, herbicide, plant hormone agent, plant growth regulator, multiplication agent listed in Group I below And any one of the crop damage reducing agent is added to a mixture of 4 parts of sodium laurate sulfate, 2 parts of lignin acid salt, 20 parts of synthetic hydrated cerium oxide fine powder and 54 parts of diatomaceous earth, and stirred After thorough mixing, a mixed wettable powder is obtained. Formulation Example 14 10 parts of the present compound 288 and 10 parts of the insecticides * worms, nematicides, fungicides, herbicides, plant hormones, plant growth regulators, multiplying agents listed in Group I below And any one of the crop damage reducing agent is added to a mixture of 4 parts of lauryl sulfate sodium salt, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrated cerium oxide fine powder and 54 parts of diatomaceous earth, and stirred After thorough mixing, a mixed wettable powder is obtained. Formulation Example 15 10 parts of the present compound 293 and 10 parts of the insecticide, acaricide, nematicide, fungicide, herbicide, plant hormone agent, plant growth regulator, multiplication agent listed in Group I below And any one of the crop damage reducing agents, added to 4 parts of sodium lauryl sulfate, 2 parts of calcium lignin sulfonate, 20 parts of synthetic hydrated cerium oxide fine powder and 54 parts of diatomaceous earth mixture, 320644 200922468 After stirring to thoroughly mix, a mixed wettable powder was obtained. Group I consists of the following: Any of the following insecticides: (1) Organic compounds: acephate, hydrating, butathiofos, cadusafos, oxychloride (chlorethoxyfos), chlorfenvinphos, chlorpyrifos, chlorpyrifos-methyl, cyanophos (CYAP), diazinon, dichloroisopropyl &amp;|( DC1P) (dichlorodiisopropyl ether), dichlofenthion (ECP), dichlorvos (DDVP), dimethoate, dimethylvinphos, disulfoton, EPN, Ethion, ethoprophos, etrimfos, ienthion (MPP), fenitrothion (MEP), fosthiazate, and plums (formothion), hydrogen phosphide, isofenphos, isoxathion, malathion, mesulfenfos, methidathion (DMTP), azolyl (monocrotophos), naled (BRP), iso-lithite (〇xydeprofos) (ESP), parathion (parathion), Yubi Song (phosalone), imipenem scales (phosmet) (? Pan?), Yue base.密石石粦(卩1]: 111^?11〇3-11^1:1^1),. Answer pyridafenthion, quinalphos, phenthoate (PAP), profenofos, chlorpyrifos 232 320644 200922468 (propaphos), prothiofos, pyraclofos ), vegetable sage (sal ithion), sulprofos, butyl sulphate (tebupirimfos), dimephos (temephos), tetrachlorvinphos, terfufos, thiophene (thiometon), trichlorphon (DEP), vamidothion, phorate and cadusafos; (2) urethane compounds: cotton ring (alanycarb) Benzocarb, benfuracarb, BPMC, carbaryl, carbofuran, carbosulfan, cloethocarb, ethion Ethiofencarb), fenobucarb, fenothiocarb, fenoxycarb, furathiocarb, isoprocarb (MIPC), metolcarb, nanet (methomy 1), meticcarb, NAC, oxamy 1 , pirimicarb, propoxur (PHC), XMC, thiodicarb, xylylcarb and aldicarb; (3) synthetic pyrethrin ( Pyrethroid) Compounds: acrinathrin, allethrin, benfluthrin, beta-cyfluthrin, bifenthrin, cycloprothrin, cyprodin ( Cyfluthrin), cyhalothrin, cypermethrin, empenthrin, dinning 233 320644 200922468 (deltamethrin), esfenvalerate, &amp;| ethofenprox , fenpr〇pathrin, fenvalerate, flucythrinate, flufenoprox, flumethrin, fluvalinate, fenfenin (halfe 叩rox) 'imiprothrin, permethrin, prallethrin, pyrethhrins, resmethrin, σ-sainin (sigma) -cypermethrin), Shi Xi t fen (silafluofen), sulphate Efluthrin), tramomethrin, transfluthrin, tetramethrin, phenothrin, cyprodinil Hey? 1^11〇1:111^11), 0:-赛灭宁(&amp;1?1^-〇7卩63~11161:]11-111), ^__ 赛塔宁(zeta-cypermethrin), λ - lambda-cyhalothrin, gamma-cyhalothrin, furamethrin ' τ - tau-f luvalinate, metofluthrin, 2,2-Dimercapto-3-(1-propenyl)cyclopropanone acid 2, 3, 5, 6-tetrafluoro-mercaptophenyl vinegar, 2, 2-dimercapto-3-(2) - mercapto-i-propenyl)cyclopropanecarboxylic acid 2,3,5,6-tetrafluoro-4-(methoxyindenyl) azuryl, 2,2-dimercapto-3-(2 -Cyano-1-propenyl)cyclopropanone 2,3,5,6-tetrafluoro-4-(decyloxydecyl)benzoate and 2, 2, 3, 3-tetradecyl Cyclopropanecarboxylic acid 2,3,5,6-tetrafluoro-4-(decyloxyindenyl) benzoate; (4) Neretoxin (nereistoxin) compounds: cartap, free speed (bensultap ), thiocyclam, monosultap, and bisultap; 234 320644 200922468 (5) New nicotine (neonicotinoid) compounds: etalide (丨111丨 (130:1〇) ?1'丨(1), imipenem (1146叩7『&amp;111), sub-killing (ac Etamiprid), ° worm, thiamethoxam, thiacloprid and clothianidin; (6) benzamidine urea compounds: chlorfluazuron, bifidoin (bistrifluron), diafenthiuron, diflubenzuron, fluzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufen Lufermron, novaluron, noviflumuron, teflubenzuron, triflumuron and triazuron; (7) phenyl σ ratio spit Compounds: acetoprole, ethiprole, fipronil, vaniliprole, pyriprole and pyrafluprole; (8) Bt toxin insecticide: live spores from Bacil lus thuringiensis and crystalline toxins produced by S. cerevisiae, and mixtures thereof; (9) bismuth compounds: chon (chr(10) afenozide), chlorfenapyr Hal (halofenozide), methoxyfenozide and worm (teb) Ufenozide); 235 320644 200922468 (1 ο) organochlorine compounds: aldrin, dieldrin, dienochlor, endosulfan and methoxychlor; (11) Natural insecticides: motor oil and nicotine sulfate; (12) other pesticides:

阿維菌素-B (avermectin-B)、溴蟎酯 (bromopropylate)、布芬淨(buprofezin)、漠蟲清 (chlorphenapyr)、滅蠅胺(cyromazine)、D-D(l,3-二氯丙 烯)、因滅丁(emamectin-benzoate)、芬殺蟎 (fenazaquin)、。比氟硫填(flupyrazofos)、埽蟲乙 g旨 (hydroprene)、美賜年(methoprene)、因得克 (indoxacarb)、滅塔松(methoxadiazone)、倍脈心-A (111116611^(^11-人)、派滅淨(口711161:1'021116)、°定蟲丙&amp;| (pyridalyl)、百利普芬(pyriproxyfen) ' 賜諾殺 (spinosad)、氟蟲胺(sulfluramid)、唑蟲醯胺 (tolfe叩yrad)、唑蚜威(triazamate)、氟蟲醯胺 (flubendiamide)、彌拜菌素(lepimectin)、石申酸(arsenic acid)、苯克賽(benclothiaz)、氰胺化J弓(calcium cyanamide) ' 多石荒4匕莶丐(calcium polysulf ide)、可氯丹 (chlordane)、DDT、DSP、伏芬靈(flufenerim)、說尼胺 (flonicamid)、氟蟲芬(fluriinfen)、覆滅蜗 (formetanate)、安百故(metam-ammonium)、咸百故 320644 236 200922468 (metam-sodium)、漠化曱烧、油酸_、普奇芬 (protri fenbute)、螺曱蜗酯(spiromesi f en)、硫、氰氟蟲 腙(metaflumizone)、螺蟲乙酯(spirotetramat)、必克松 (pyrifluquinazone)、多殺菌素(spinetoram)、氯蟲酿胺 (chlorantraniliprole)、滅釘螺(tralopyril)、下式(A) 表示之化合物:Avermectin-B, bromopropylate, buprofezin, chlorphenapyr, cyromazine, DD (l,3-dichloropropene) , emamectin-benzoate, fenazaquin,. Flupyrazofos, hydroprene, metheprene, indoxacarb, methoxadiazone, doubling heart-A (111116611^(^11- Person), 派灭净(口711161:1'021116), °定虫丙&amp;| (pyridalyl), pyriproxyfen 'spinosad, sulfluramid, azole Lfamine (tolfe叩yrad), triazamate, flubendiamide, lepimectin, arsenic acid, benclothiaz, cyanamide J "calcium cyanamide" 'calcium polysulfide, chlordane, DDT, DSP, flufenerim, flonicamid, fluriinfen , metatar-ammonium, metam-ammonium, salty hundred 320644 236 200922468 (metam-sodium), desertification simmering, oleic acid _, protri fenbute, snail snail ester Spiromesi f en), sulfur, metaflumizone, spirotetramat, pyrifluquinazone, spinosyn (spinetoram), chlorantraniliprole, tralopyril, compound represented by the following formula (A):

式中,Xal表示曱基、氯原子、溴原子或氟原子,Xa2表示氟 原子、氯原子、溴原子、C1-C4鹵烷基或C1-C4鹵烷氧基, Xa3表示氟原子、氯原子或溴原子,Xa4表示視需要經取代之 C1-C4烷基、視需要經取代之C3-C4烯基、視需要經取代 之C3-C4炔基、視需要經取代之C3-C5環烷基烷基或氫原 子,Xa5表示氫原子或甲基,Xa6表示氫原子、氟原子或氯原 子,及Γ7表示氫原子、氟原子或氯原子; 下式(B)表示之化合物:In the formula, Xal represents a fluorenyl group, a chlorine atom, a bromine atom or a fluorine atom, and Xa2 represents a fluorine atom, a chlorine atom, a bromine atom, a C1-C4 haloalkyl group or a C1-C4 haloalkoxy group, and Xa3 represents a fluorine atom or a chlorine atom. Or a bromine atom, Xa4 represents optionally substituted C1-C4 alkyl, optionally substituted C3-C4 alkenyl, optionally substituted C3-C4 alkynyl, optionally substituted C3-C5 cycloalkyl An alkyl group or a hydrogen atom, Xa5 represents a hydrogen atom or a methyl group, Xa6 represents a hydrogen atom, a fluorine atom or a chlorine atom, and Γ7 represents a hydrogen atom, a fluorine atom or a chlorine atom; a compound represented by the following formula (B):

式中,Xbl 表示 Xb2-丽-C(=0)基、Xb2-C(=0)-丽-CH2 基、Xb3-S(0) 237 320644 200922468 基、視需要經取代之吡咯-1-基、視需要經取代之咪唑―卜 基、視需要經取代之η比坐-1 -基、或視需要經取代之1,2, 4_ 三嗤-1-基,xb2表示視需要經取代之C1-C4鹵烷基,例如 2, 2, 2-二氟乙基或視需要經取代之C3-C6環烧基,例如環 丙基’ Xb3表示視需要經取代之C卜C4烷基,例如甲基,及 Xb4表示氫原子、氰基或曱基; 下式(C)表示之化合物:Wherein Xb represents Xb2-丽-C(=0) group, Xb2-C(=0)-Li-CH2 group, Xb3-S(0) 237 320644 200922468, optionally substituted pyrrol-1-yl If desired, the imidazole-diyl group, optionally substituted η is substituted with -1 -yl or, if necessary, substituted 1,2,4_triazin-1-yl, and xb2 represents optionally substituted C1 -C4 haloalkyl, for example 2, 2, 2-difluoroethyl or optionally substituted C3-C6 cycloalkyl, for example cyclopropyl 'Xb3", optionally substituted C, C4 alkyl, for example a group, and Xb4 represents a hydrogen atom, a cyano group or a fluorenyl group; a compound represented by the following formula (C):

式中’ xel表示視需要經取代之C1-C4烷基,例如3, 3, 3-三 氟丙基、視需要經取代之C1-C4烷氧基,例如2, 2, 2-三氯 乙氧基、視需要經取代之苯基,例如4-氰基苯基或視需要 經取代之η比η定基,例如2 -氣-3 - °比α定基,X。2表示曱基或三 氟曱基硫基》及Xc3表示曱基或鹵原子; 下述任何殺蜗劑(acaricide):亞酿蜗 (acequinocyl)、三亞蜗(amitraz)、苯蜗特 (benzoximate)、聯苯肼酯(bifenazate)、演瞒酯 (bromopropylate)、蟎離丹(chinomethionate)、克氣苯 (chlorobenzilate)、殺蜗酯 CPCBS (chlorfenson)、四蜗 嗪(clofentezine)、丁 氟蜗酯(cyflumetofen)、大克蜗 (kelthane) (dicofol)、依殺蜗(etoxazole)、芬佈賜 (fenbutatin oxide)、芬硫克(fenothiocarb)、芬普虫il 238 320644 200922468 (fenpyroximate)、°密蜗酉旨(fluacrypyrim)、节蜗醚 (fluproxyfen)、合賽多(hexythiazox)、跋虫茜多 (propargite)(BPPS)、劇陽彳數素(polynactins)、畢達本 (pyridaben)、畢汰芬(pyrimidifen)、吡蟎胺 (tebufenpyrad)、三氯殺蜗石風(tetradifon)、季酮瞒酉旨 (spirodiclofen)、表螺甲蜗酉旨(spiromesi fen)、螺蟲乙酯 (spirotetramat)、安伏滅(amidoflumet)與氰普凡 (cyenopyrafen); 下述任何殺線蟲劑:DCIP、福賽絕(fosthiazate)、左 美索(levamisol)鹽酸鹽、曱基異硫氰酸酯、摩朗得酒石酸 鹽(morantel tartarate)與依米塞扶(imicyafos); 下述任何殺真菌劑:唑殺真菌化合物例如普克利 (propiconazole)、丙硫菌 t»坐(pr〇thi〇conazole)、三泰隆 (triadimenol)、撲克拉(prochi〇raz)、平克座 (penconazole)、得克利(tebuconazole)、護秒得 (flusilazole)、達克利(diniconaz〇ie)、溪克座 (^1_011】11(:011&amp;2〇16)、依普康0坐(叩〇}^(:〇11&amp;2〇16)、待克利 (difenoconazole)、環克座(Cyproc〇naz〇ie)、滅特座 (metconazole)、赛福座(trifiumiz〇ie)、四克利 (tetraconazole) ' 邁尼克(myCi〇butanil)、芬克座 (fenbuconazole)、菲克利(hexaconaz〇ie)、氟啥0坐 (f luquinconazole)、環菌 0坐(triticonazole)、比多蓆 (bitertanol)、依馬雜力(jmazaHi)與護汰芬 (flutriafol); 320644 239 200922468 環狀胺殺真菌化合物例如芬普福(f enprop i morph)、三得芬 (tridemorph)與芬普定(fenpropidin); 苯并味σ坐殺真菌化合物例如貝芬替(carbendez im)、免賴得 (benomyl)、腐絕(thiabendazole)與曱基多保淨 (thiophanate-methy1) i 撲滅寧(procymidone)、赛普洛(cyprodinil)、嘧徽胺 (pyrimethanil)、乙黴威(diethofencarb)、秋蘭姆 (thiuram)、扶吉胺(fluazinam)、鋅錳乃浦(mancozeb)、 依普雙嗣(iprodione)、免克寧(vinclozolin)、四氯異苯 腈(chlorothalonil)、蓋普丹(captan)、滅派林 (mepanipyrim)、拌種咯(fe叩ici〇nii)、護汰寧 (fludioxonil)、益發靈(dichlofluanid)、滅菌丹 (folpet)、克欣收(kresoxim-methyl)、亞托敏 (azoxystrobin)、二氟敏(trifi〇XyStrobin)、氣°密菌酯 (fluoxastrobin)、η定氧菌嗤(pic〇xystr〇bin)、唾菌胺酯 (pyraclostrobin)、峻菌胺(dimoXyStr〇bin)、葚孢菌素 (spiroxamine)、快諾芬(qUin〇Xyfen)、環醯菌胺 (fenhexamid)、凡殺同(fam〇xad〇ne)、芬米同 (fenamidone)、草酿胺(z〇xamide)、嗟π坐菌胺 (ethaboxam)、胺蘇伯敏(amisuibrom)、丙森鋅 (ipiovalicaib)、本嘆菌胺(benthiavalicarb)、賽滅座 (cyazofamid)、雙炔酸菌胺(mandipr〇pamid)、白克列 (boscalid)、衣苯菌、氟„比丹 (f luopii an)、百才欠分(bixafen)' 環氟菌胺(Cyf iufenamid) 240 320644 200922468 與丙氧^^(proquinazid); 下述任何除草劑與任何植物激素劑: (1) 苯氧基脂肪酸除草劑化合物如2, 4-PA、MCP、MCPB、 酚硫殺(phenothiol)、四氯丙酸(mecopr〇p)、氟氯比 (fluroxypyr)、三氣比(triclopyr)、克普草 (clomeprop)與萘普草(naproanilide); (2) 笨曱酸除草劑化合物如2, 3,6-TBA、麥草畏 (dicamba)、克草立特(clopyralid)、毒秀定 (picloram)、氨草。定(aminopyralid)、快克草 (quinclorac)與氣甲啥啭酸(quinmerac); (3) 尿素除草劑化合物如達有龍(diuron)、利谷隆 (linuron)、綠麥隆(chlortoluron)、異丙隆 (isoproturon)、伏草隆(fluometuron)、愛速隆 (isouron)、特丁嗟石黃隆(i:ebuthiuron)、曱基苯11 塞隆 (methabenzthiazuron)、克百威(cumyluron)、殺草 隆(daimuron)與曱基殺草隆(methyl-daimuron); (4) 三°秦除草劑化合物如亞三嗓(3&quot;^32丨116)、草殺淨 (ametryn)、氰草津(Cyanazine)、西馬津 (simazine)、撲滅津(propazine)、西草淨 (simetryn)、排草淨(dimethametryn)、撲草淨 (prometryn)、滅布津(metribuzin)與三嗪氟草胺 (triaziflam); (5) 聯吼σ定鎬除草劑化合物如巴拉別()與戴開 特(diquat); 241 320644 200922468 (6 )經基苯甲腈除草劑化合物如漠苯腈(bromoxyn i 1)與 蛾苯腈(ioxynil); (7) 二硝基苯胺除草劑化合物如施得圃 (pendimethalin)、胺基丙 靈(prodiaraine)與三福 林(trifluralin); (8) 有機石粦除草劑化合物如曱基胺草填(amiprofos-methyl)、抑草碟(butamifos)、地散礙(bensulide)、 派草磷(piperophos)、莎稗磷(anilofos)、嘉磷塞 (glyphosate)、固殺草(glufosinate)與雙丙胺磷 (bialaphos); (9) 胺基曱酸酯除草劑化合物如二醛酯(di-ailate)、三 醛酯(tri-allate)、EPTC、拔敵草(butylate)、殺草 丹(benthiocarb)、戊草丹(esprocarb)、稻得壯 (111〇11118七6)、°底草丹((^1116口1口6『&amp;七6)、81£?、克普芬 (chlorpropham)、甜安寧(phenmedipham)、棉胺寧 (phenisopham)、稗草丹(pyributicarb)與亞速爛 (asulam); (1 〇) 胺除草劑化合物如敵稗(pr〇pan i 1)、戊快草胺 (piopyzamide)、/臭务諾(br〇m〇butide)與乙氧苯草胺 (etobenzanid); (11)虱乙本胺除草劑化合物如乙草胺(acetochloj·)、拉 草(alachloi)、丁 基技草(butachl〇r)、二曱醢草胺 (dimethenamid)、毋草胺(pr〇pachi〇r)、滅草胺 (metazachloi)、莫多草(met〇iachi〇r)、普拉草 242 320644 200922468 (pretilachlor)、欣克草(thenylchlor)與烯草胺 (pethoxamid); (12) 二笨基醚除草劑化合物如三氟叛草_納 (acifluorfen-sodium)、比芬諾(bifenox)、復祿芬 (oxyfluorien)、拉可芬(lactofen)、氟黃胺草醚 (fomesafen)、甲氧基護谷(chlomethoxynil)與苯草 喊(aclonifen); (13) 環狀醒亞胺除草劑化合物如樂滅草(〇xad i azon)、酮 草酉旨(cinidon-ethyl)、。坐草酮(〇&amp;^6111^32〇116-61:1^1)、石黃臨°坐草酮(3111£6111^320116)、氟烯草酸 (flumiclorac-pentyl)、敦嗟草胺(flumioxazin)、 霸草靈(?乂『&amp;以1^611-61:1^1)、快噁草酮 (oxadiargyl)、環戊晤草酮(pentoxazone)、氟0塞乙 草酯(fluthiacet-methyl)、氟丙。密草酯 (butafenaci 1)與雙苯。密草酮(benzfendizone); (14) °比°坐除草劑化合物如f比草酮(benzof enap)、啦σ坐特 (pyrazolate)、节草0坐(pyrazoxyfen)、特口比〇坐西同 (士0?『&amp;111620116)與吡磺脫(^7]^3111(〇1:〇16); (15) 三酮除草劑化合物如異。惡草酮(i soxaf 1 uto 1 e)、環石黃 草酉同(benzobicyclon)、石黃草酮(sulcotrione)、曱基 石黃草酮(mesotrione)、帖布隆(tembotrione)與特夫 石黃草酮(tefuryltrione); (16) 芳基氧基苯氧基丙酸除草劑化合物如炔草酉旨 (clodinaiop-propargyl)、氰氟草酯(cyhalofop- 243 320644 200922468 butyl)、禾草靈(die 1 of〇p-methyl)、精°惡。坐禾草靈 (fenoxaprop-ethyl)、吡氟丁禾靈(fluazifop-butyl)、氟。比曱禾靈(haloxyfop-methyl)與乙基啥禾 靈(quizalofop-ethyl); (17) 三酮肟除草劑化合物如禾草滅 (alioxydim-sodium)、殺草(sethoxydim)、丁 笨草酮 (butroxydiin)、剋草酮(clethodim)、氯普定 (cloproxydim)、環殺草(cycloxydim)、得殺草 (tepraloxydim)、肟草酮(tralkoxydim)與環苯草酉同 (profoxydim); (18) 續酸腺除草劑化合物如氯續隆(chlorsulfuron)、曱 口密石黃隆(3111;?011161:111'011-11161±丫1)、曱石黃隆 (metsulfuron-methyl)、氯嘧磺隆(chlorimuron- 61±丫1)、苯石黃隆(1:1^€11111'011-11]61:1171)、&amp;|苯石黃隆 (triasulfuron)、H:(bensulfuron-methy 1) ' ^ 吩石黃隆(1:111{6113111:^1*011-11161±71)、百速隆 (pyrazosulfuron-ethyl) ' 氟0密石黃隆 (primisulfuron-methyl)、於°密石黃隆 (nicosulfuron)、酸°密磺隆(amidosulfuron)、_石黃 隆(cinosulfuron)、°米°坐石黃隆(imazosulfuron)、玉 °密石黃隆(]^1«51111111-〇11)、曱鹵石黃隆 (halosulfuron-methy 1)、氟石黃隆(prosulfuron)、胺 苯石黃隆(61±31116七3111化1,011-11161:1^1)、氟胺磺隆 (triflusulfuron-methyl)、伏速隆 244 320644 200922468 (flazasulfuron)、環石黃隆(cyclosulfamuron) ' 氯0定 °密磺隆(flupyrsulfuron)、續Si石黃隆 (sulfosulfuron)、四 σ坐。密石黃隆(azimsulfuron)、亞 速隆(ethoxysulfuron)、環氧°密石黃隆 (oxasulfuron)、破石黃隆(iodosulfuron-methyl-sodium) 、 曱醒胺石黃隆 (foramsulfuron) 、 曱 石黃胺石黃隆 (mesosulfuron-methyl)、三就°定石黃隆 (trifloxysulfuron)、三氟甲石黃隆 (tritosulfuron)、正石黃隆(orthosulfamuron)、氟0比 石黃隆(f lucetosulfuron)與1-(2-氯-6-丙基17米峻并 [1,2-a]噠嗪-3-基磺醯基)-3-(4, 6-二甲氧基嘧啶 _ 2 _基)脈; (19) 味σ坐琳酮除草劑化合物如13米草酸(imazamethabenz-niethyl)、σ米草滅(imazamethapyr)、甲氧σ米草煙 (imazamox)、依滅草(imazapyr)、滅草口奎(imazaquin) 與口米草煙(imazethapyr); (20) 磺酿胺除草劑化合物如闊草清(flumetsulam)、石黃草 口圭胺(metosulam)、雙氯磺草胺(diclosulam)、雙氟 石黃草胺(florasulam)、氯酯石黃草胺(cloransulam-methyl)、平速爛(口611〇乂5111&amp;111)與°比速爛 (pyroxsulam); (21) 嘧啶基氧基苯曱酸除草劑化合物如嘧硫草醚 (pyrithiobac-sodium)、雙草 fe|(bispyribac-sodium)、口密草 _(pyriminobac-methyl)、。密口定月亏草 245 320644 200922468 醚(pyribenzoxim)與環脂草醚(pyriftaiid);以及 (22)其他除草劑化合物如本達隆(bentazon)、除草咬 (bromacil)、特草啶(terbacil)、氯硫胺 (chlorthiamid)、異噁草胺(isoxaben)、達諾殺 (dinoseb)、殺草強(aniitr〇ie)、環庚草醚 (cinmethyl in)、滅草環((;];·idiphane)、達拉蓬 (dalapon)、氟°比草腙(diflufenzopyr-sodium)、汰 流草((1丨1:11丨〇卩丫1')、'3塞唾於酸(让丨&amp;2〇071')、氟酮石黃隆 (flucarbazone-sodium)、丙苯項隆 (propoxycarbazone-sodium)、滅芬草(mefenacet)、 敗草胺(flufenacet)、四嗤酿草胺(fentrazamide)、 口坐草胺(cafenstrole)、茚草酮(indanofan)、。惡嗪草 酮(oxaziclomefone)、草磺(benfuresate)、ACN、達 草特(pyridate)、氣。達嗪i同(chloridazon)、敷草敏 (norflurazon)、π夫草嗣(flurtamone)、°比氟草胺 (diflufenican)、氟吡草胺(picolinafen)、氟丁草 胺(beflubutamid)、可滅蹤(clomazone)、Sf 胺石黃 (amicarbazone)、。坐咐草 S旨(pinoxaden)與曱基°塞。卡 巴月宗(thiencarbazone-methyl); 下述任何植物生長調節劑:殺紋寧(hymexazo 1)、多效 〇坐(paclobutrazol)、稀效唾(uniconazole-P)、抗倒胺 (inabenfide)、調環酸妈鹽(prohexadione-calcium)、艾 維激素(aviglycine)、1-萘基乙酿胺、離酸(abscisic acid)、°引°朵丁酸、乙酸°引°朵酯、益收生長素(ethephon)、 246 320644 200922468 坐果酸(cloxyfonac)、矮壯素(chlormequat)、2, 4-滴丙酸 (dichlorprop)、植生調素(gibberellin)、茉莉酸丙酯 (prohydrojasmon)、笨曱基胺基嘌吟、調。比脲 (!〇]&quot;(:111〇『『611111'011)、馬來酿肼(1118161〇11丫(1『321(16)、過氧 化齊、氣化縮節素(mepiquat chloride)與4-CPA(4-氯苯 氧基乙酸); 下述任何相乘劑:胡椒基丁醚(piperonyl butoxide)、增效散(sesamex)、亞砜(sulfoxide)、N-(2-乙基己基)-8, 9, 10-三冰片-5-烯-2, 3-二羧醯亞胺(MGK 264)、N-癸基咪唑、抗-WARF 抗性株、TBPT、TPP、IBP、 PSCP、曱基碘(CHsI)、苯基第三丁烯酮、二乙基馬來酸酯、 DMC、FDMC、ETP 與 ETN ;以及 下述任何作物損傷降低劑:解草酮(benoxac〇r)、解毒 口奎(cioquintocei:-mexy 1)、草胺腈(Cy〇metrini 1)、殺草隆 (daimuron)、二氣丙稀胺(dichlormid)、乙基解草0坐 ' (fenchl〇razole-ethy 1)、解草 σ定(fenciorim)、解草胺 (flurazole)、月亏草安(fiuxofenim)、解草。惡口坐 (furilazole)、乙基°比唾解草醋(mefenpyr_diethyl)、 MG191、解草腈(oxabetrinil)、二丙烯草胺 (al 1 idochlor)、雙苯σ惡唾酸(isoxadifen-ethyl )、賽普石黃 胺(cyprosulfamide)、肟草安(f iUX0fenim)與 i,8_萘酸酐。 其次’下述試驗例將說明本發明化合物有效於防治害 蟲。 用於試驗例1至8之稀釋物A係如下述製備:藉由混 247 320644 200922468 合下述成分後,藉由濕式研磨方法精細研磨該混合物,獲 得用於試驗之10%配方物,進一步以離子交換水稀釋該配 方物,以使稀釋物濃度為500ppm。 用於試驗之稀釋物A之組成 本發明化合物1至323之任一者 10份 二曱亞砜與環己酮之混合物 (二曱亞颯含量:10重量%) 30份 聚氧伸乙基烷基醚硫酸銨鹽與白碳之混合物 (混合重量比例1 : 1) 35份 水 25份 用於試驗例9至10之稀釋物B(500ppm)係如下述製 備:將本發明化合物1至323之任一者30mg溶解於二甲苯 與N,N-二甲基曱醯胺之混合物(混合容積比例;二曱苯: N, N-二曱基甲醯胺=1 : 1),進一步地,添加〇.04mL之二甲 苯與 Solpole 3005X(註冊商標:TOHO Chemical Industry Co. , Ltd.製造)之混合物(混合容積比例;二甲苯:Solpole 3005X=1 : 9),且以離子交換水稀釋此混合物得濃度為 500ppm之稀釋物。 試驗例1(斜紋夜蛾(Spodoptera litura)) 於直徑5.5cm的聚乙稀杯底部,放置相同尺寸之淚、Wherein 'xel denotes optionally substituted C1-C4 alkyl, for example 3, 3, 3-trifluoropropyl, optionally substituted C1-C4 alkoxy, for example 2, 2, 2-trichloro An oxy group, optionally substituted phenyl group, such as 4-cyanophenyl or optionally substituted η than η, for example, 2-air-3 - ° ratio α, X. 2 represents a fluorenyl or trifluoromethylthio group and Xc3 represents a fluorenyl group or a halogen atom; any of the following acaricides: acequinocyl, amitraz, benzoximate , bifenazate, bromopropylate, chinomethionate, chlorobenzilate, chlorophene, chlorfenson, clofentezine, butyroflurane Cyflumetofen), kelthane (dicofol), etoxazole, fenbutatin oxide, fenothiocarb, fenbufen il 238 320644 200922468 (fenpyroximate), ° 密酉Fluacrypyrim, fluproxyfen, hexythiazox, propargite (BPPS), polynactins, pyridaben, piracetin Pyrimidifen), tebufenpyrad, tetradifon, spirodiclofen, spiromesi fen, spirotetramat, an volt (amidoflumet) and cyanoprafen; any of the following Nematode: DCIP, fosthiazate, levamisol hydrochloride, decyl isothiocyanate, morantel tartarate and imicyafos; Any fungicide: azole fungicidal compounds such as propiconazole, thiopurine t» sitting (pr〇thi〇conazole), triadimenol, prochi〇raz, penconazole , tebuconazole, flusilazole, diniconaz〇ie, brook seat (^1_011) 11 (: 011 &amp; 2〇16), Ipcom 0 sitting (叩〇}^ ( :〇11&amp;2〇16), difenoconazole, Cyproc〇naz〇ie, metconazole, trifiumiz〇ie, tetraconazole, menik (myCi〇butanil), fenbuconazole, hexaconaz〇ie, f luquinconazole, triticonazole, bitertanol, Yima ( jmazaHi) and flutriafol; 320644 239 200922468 cyclic amine fungicidal compounds such as fenfluz (f Enprop i morph), tridemorph and fenpropidin; benzo-flavored fungicidal compounds such as carbendez im, benomyl, thiabendazole and quinone Thiophanate-methy1 i procymidone, cyprodinil, pyrimethanil, diethofencarb, thiuram, fluazinam , zinc-manganese (mancozeb), iprodione, vinclozolin, chlorothalonil, captan, mepanipyrim, seed dressing (fe叩ici〇nii), fludioxonil, dichlofluanid, folpet, kresoxim-methyl, azoxystrobin, difluoro-sensitive (trifi〇XyStrobin) ), fluoxastrobin, 〇oxybacteria (pic〇xystr〇bin), pyracostrobin, dimoXyStr〇bin, spiroxamine, sinuo Fen (qUin〇Xyfen), fenhexamid, fensex (fam〇xad〇ne), fenami (fenamidone), grassy amine (z〇xamide), 嗟π octopine (ethaboxam), amine suimin (amisuibrom), propyl ivaline (ipiovalicaib), benthiavalicarb (cythiavalicarb), cyazofamid, Mandipr〇pamid, boscalid, lentil, fluopii an, bixafen' Cyf iufenamid 240 320644 200922468 with proacetazid; any herbicide and any phytohormone: (1) phenoxy fatty acid herbicide compounds such as 2, 4-PA, MCP, MCPB, phenothiol, IV Chloropropionate (mecopr〇p), fluroxypyr, triclopyr, clomeprop and naproanilide; (2) clonic acid herbicide compounds such as 2, 3 , 6-TBA, dicamba, clopyralid, picloram, ammonia grass. (aminopyralid), quinclorac and quinmerac; (3) urea herbicide compounds such as diuron, linuron, chlortoluron, Isoproturon, fluometuron, isouron, i: ebuthiuron, methabenzthiazuron, cumyluron, Daimuron and methyl-daimuron; (4) San-Qin herbicide compounds such as yam (3 &quot;^32丨116), ametryn, cyanazine ( Cyanazine), simazine, propazine, simetryn, dimethametryn, prometryn, metribuzin and triazine flamre (5) 吼 吼 镐 镐 镐 herbicide compounds such as 巴拉 别 () and diquat (diquat); 241 320644 200922468 (6) by abenzonitrile herbicide compounds such as indibenzonitrile (bromoxyn i 1) With ioxynil; (7) dinitroaniline herbicide compounds such as pendimethalin, prodiaraine ) and trifluralin; (8) organic herbicide herbicide compounds such as amiprofos-methyl, butamifos, bensulide, piperophos , anilofos, glyphosate, glufosinate and bialaphos; (9) aminophthalate herbicide compounds such as di-ailate, Tri-allate, EPTC, butarate, benthiocarb, esprocarb, 稻得壮 (111〇11118七六), °底草丹((^ 1116 mouth 1 mouth 6 "&amp; seven 6), 81 £?, chlorpropham, phenmedipham, phenisopham, pyributicarb and asulam; (1 〇) Amine herbicide compounds such as pr〇pan i 1 , piopyzamide, br〇m〇butide and etobenzanid; (11虱Benamine herbicide compounds such as acetochloj·, alatloi, butachl〇r, dimethenamid, valeramine r), metazachloi, met〇iachi〇r, praache 242 320644 200922468 (pretilachlor), thenylchlor and pethoxamid; (12) Aliether herbicide compounds such as acifluorfen-sodium, bifenox, oxyfluorien, lactofen, fomesafen, methoxy Chlomethoxynil and aclonifen; (13) Cyclic ammine herbicide compounds such as 〇xad i azon, cinidon-ethyl. Sedum ketone (〇 &amp;^6111^32〇116-61:1^1), scutellaria sylvestre (3111£6111^320116), flumiclorac-pentyl, chlorfenapyr ( Flumioxazin), 霸草灵(?乂『&amp;1^611-61:1^1), oxadiargyl, pentoxazone, fluthiacet- Methyl), fluoropropene. Miso ester (butafenaci 1) and diphenyl. Benzfendizone; (14) ° ° ° sitting herbicide compounds such as f benzof enap (benzof enap), pyrazolate (pyrazolate), pyrazoxyfen, special mouth 〇 西 西(士0?『&amp;111620116) and pyridoxine (^7]^3111 (〇1:〇16); (15) triketone herbicide compound such as oxazinone (i soxaf 1 uto 1 e), Benzobicyclon, sulcotrione, mesotrione, tembotrione and tefuryltrione; (16) aryloxybenzene Oxypropionic acid herbicide compounds such as clodinaiop-propargyl, cyhalofop- 243 320644 200922468 butyl, die 1 of 〇p-methyl, fine eclipse. Fenoxaprop-ethyl, fluazifop-butyl, fluorine, haloxyfop-methyl and quizalofop-ethyl; (17) triketooxime herbicide Compounds such as alioxydim-sodium, sethoxydim, butroxydiin, clethodim, cloproxydim, cycline Oxydim), tepraloxydim, tralkoxydim and profoxydim; (18) sucrose herbicide compounds such as chlorsulfuron, gargle sulphate 3111;?011161:111'011-11161±丫1), metsulfuron-methyl, chlorimuron- 61±丫1, benzophenazine (1:1^€11111' 011-11]61:1171), &amp;|triasulfuron, H:(bensulfuron-methy 1) ' ^ phenotype huanglong (1:111{6113111:^1*011-11161±71) , pyrazolsulfuron-ethyl 'primisulfuron-methyl, ° 密 黄 黄 nic nic nic nic nic nic nic nic nic nic nic nic nic nic nic nic ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami ami nic nic nic nic nic nic nic nic nic nic nic nic nic nic nic nic nic nic nic nic米°坐石黄隆(imazosulfuron),玉°密石黄隆(]^1«51111111-〇11), halosulfuron-methy 1 , prosulfuron, methotrex Huang Long (61±311167 3111, 1,011-11161:1^1), triflusulfuron-methyl, voltazone 244 320644 200922468 (flazasulfuron), cyclosulfamuron 'chloro 0 Milosulfuron flupyrsulfuron), continued Danhuang Long Si (sulfosulfuron), four σ sat. Azilsulfuron, ethoxysulfuron, oxasulfuron, iodosulfuron-methyl-sodium, foramsulfuron, vermiculite Mesosulfuron-methyl, trifloxysulfuron, tritosulfuron, orthosulfamuron, fluccetosulfuron 1-(2-Chloro-6-propyl 17 m benzo[1,2-a]pyridazin-3-ylsulfonyl)-3-(4,6-dimethoxypyrimidine-2-yl) (19) Taste sinone ketone herbicide compounds such as 13 m oxalic acid (imazamethabenz-niethyl), imazamethapyr, imazamox, imazapyr, herbicide Imazaquin and imazethapyr; (20) sulfonamide herbicide compounds such as flumetsulam, metosulam, diclosulam, Difluostazone, cloransulam-methyl, flat-rate rotten (mouth 611〇乂5111 &amp; 111) and pyro-supply (pyroxsulam); (21) Piperidinyloxy compounds such as benzene Yue acid herbicides pyrithiobac grass ether (pyrithiobac-sodium), bispyribac fe | (bispyribac-sodium), densely populated grass _ (pyriminobac-methyl) ,.密口定月草草 245 320644 200922468 Ether (pyribenzoxim) and cyclohexaiid; and (22) other herbicide compounds such as bentazon, bromacil, terbacil , chlorthiamid, isoxaben, dinoseb, aniitr〇ie, cinmethyl in, chlorpyrifos ((;]; Idiphane), dalapon, diflufenzopyr-sodium, turfgrass ((1丨1:11丨〇卩丫1'), '3 plugin acid (let 丨&amp; 2〇071'), flucarbazone-sodium, propoxycarbazone-sodium, mefenacet, flufenacet, fentrazamide, Caffestrole, indanofan, oxaziclomefone, benfuresate, ACN, pyridate, gas, chloridazon, sulphate Norflurazon, flurtamone, diflufenican, picolinafen, flubutachlor (beflubutami) d), clomazone, Sf amicarbazone, pinoxaden and thiophene-zone; thiencarbazone-methyl; any plant growth regulator described below: Hymexazo 1 , paclobutrazol, uniconazole-P, inabenfide, prohexadione-calcium, aviglicine, 1-naphthylamine, abscisic acid, °-butyric acid, acetic acid, ester, ethephon, 246 320644 200922468 cloxyfonac, chlormequat ( Chlormequat), 2, 4-dipropion, gibberellin, prohydrojasmon, alum-based guanidine, modulate. Compared with urea (!〇]&quot;(:111〇『『611111'011), Malay brewing (1118161〇11丫(1『321(16), peroxidation, mepiquat chloride and 4-CPA (4-chlorophenoxyacetic acid); any of the following multipliers: piperonyl butoxide, sesamex, sulfoxide, N-(2-ethylhexyl) )-8, 9, 10-triple borneol-5-ene-2, 3-dicarboxylimine imine (MGK 264), N-mercaptoimidazole, anti-WARF resistant strain, TBPT, TPP, IBP, PSCP, Mercapto iodide (CHsI), phenyl third butenone, diethyl maleate, DMC, FDMC, ETP and ETN; and any of the following crop damage reducers: benoxac〇r, detoxification Cio 奎 奎 (cioquintocei: -mexy 1), cedar nitrile (Cy〇metrini 1), daimuron, dichlormid, ethyl oxalate 0 sitting' (fenchl〇razole-ethy 1 ), fenciorim, flurazole, fiuxofenim, turfgrass, furilazole, ethyl° ratio, mefenpyr_diethyl, MG191, solution Oxabetrinil, di 1 idochlor ), isoxadifen-ethyl, cyprosulfamide, fenproxil (f iUX0fenim) and i,8-naphthalic anhydride. Next 'the following test examples will demonstrate that the compounds of the invention are effective For the control of pests, the dilutions A used in Test Examples 1 to 8 were prepared as follows: After mixing the following ingredients by mixing 247 320644 200922468, the mixture was finely ground by a wet grinding method to obtain 10% for the test. The formulation was further diluted with ion-exchanged water to a dilution concentration of 500 ppm. Composition of the dilution A for the test 10 of the present compounds 1 to 323 of disulfoxide and cyclohexanone Mixture (diterpene content: 10% by weight) 30 parts of polyoxyethylene ethyl ether sulfate ammonium salt and white carbon mixture (mixing weight ratio of 1:1) 35 parts of water 25 parts for test example 9 to The dilution B (500 ppm) of 10 was prepared as follows: 30 mg of any one of the present compounds 1 to 323 was dissolved in a mixture of xylene and N,N-dimethyldecylamine (mixed volume ratio; diphenylbenzene) : N, N-dimercaptocaramine = 1 : 1), further, add 〇 a mixture of .04 mL of xylene and Solpole 3005X (registered trademark: manufactured by TOHO Chemical Industry Co., Ltd.) (mixed volume ratio; xylene: Solpole 3005X = 1:9), and the mixture was diluted with ion-exchanged water to obtain a concentration. It is a 500 ppm dilution. Test Example 1 (Spodoptera litura) was placed at the bottom of a polyethylene cup having a diameter of 5.5 cm, and tears of the same size were placed.

紙。人工飼料(artificial feed)(Insecta LF,N0SANpaper. Artificial feed (Insecta LF, N0SAN)

Corporat i on)切片為6mm厚且進一步切半而置於該淚、紙 上。然後將2mL稀釋物A倒入該聚乙烯杯中。風摩乞杯中稀 釋物,於杯中釋放入5隻於四齡期之斜紋夜峨幼蟲,且將 320644 248 200922468 該杯密閉。6日後計算死亡幼蟲數目。 死亡率藉由下式計算, ^ inn〇/ . q . 且精由下述指數評估:4 :死亡 呈°死亡率8〇至99% ; 2 :死亡率60至79% ; 1 : 死亡率3〇至59%;或〇:死亡率u29%。 率U)(死亡幼蟲數目/試驗幼蟲數目)xi〇〇 於各稀釋物之指數為3或更大者係由下述本發明化合 物獲得:2,3,4,5,6,7,8,9,1Μι,12,13,ι4,ι5,ι6,ι7,2〇, 22, 23, 25, 27, 31, 34, 35, 37, 38, 40, 41, 42, 44, 46, 53, 54, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 72, 73, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 100, 1〇2, 103, 104, 105, 106, 107, 108, 109’ 110, 111,112, 117, 122, 132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 150, 151, 152, 153, 157, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 192, 193, 194, 196, 200, 201, 205, 207, 208, 209, 210, 21 1, 212, 213, 214, 215, 216, 221, 223, 224, 225, 226, 227, 228, 229, 230, 231, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 253, 254, 255, 256, 257, 262, 263, 264, 265, 267, 269, 270, 272, 274, 275, 276, 278, 279, 280, 281, 283, 284, 285, 286, 287, 288, 289, 290, 291, 292, 293, 294, 295, 296, 300, 301, 302, 303, 304, 305, 306, 307, 310, 311, 312, 313, 314, 315, 320, 322 或 323。 試驗例2 (小捲葉蛾(Adoxophyes orana)) 249 320644 200922468 =5.5cm的聚乙埽杯底部 紙人工铜料(Sllkmate s J尺寸之履 2_厚而置於其上。。rpQratl〇n)切片為 中。、字imL稀釋物A倒入該聚乙烯杯 上,且釋^轉物。直&amp; 5. 5&lt;3m的濾紙置於該人工飼料 fi。h β入3〇隻於一齡期之小捲葉蛾幼蟲,且將該杯密 閉7曰後計算死亡幼蟲數目。 广亡率藉由下式計算’且藉由下述指數評估:4:死亡 率_;3:死亡率80至99%;2:死亡率即至繼: 死亡率30至59%,或〇 :死亡率〇至29%。 死亡率(%)=(死亡幼蟲數目/試驗幼蟲數目)χ1〇() 於各稀釋物之指數為3或更大者係由下述本發明化合 物獲仔.1,2, 3, 4, 5, 6, 7, 8, 9, 1〇, 11,12,13, 14, 15, 16, 17, 19, 20, 21, 22, 23, 24, 25, 27, 34, 35, 36, 37, 38, 39, 40, 41,42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 53, 54, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101,1〇2, 103, 104, 105, 106, 107, 108, 109, 110, 111,112, 113, 117, 118, 119, 120, 121,122, 123, 129, 130, 131,132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 149, 150, 151,154, 155, 157, 158, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171,172, 173, 174, 175, 176, 177, 180, 181,182, 184, 186, 187, 192, 193, 194, 195, 196, 197, 198, 200, 201,202, 203, 204, 205, 206, 207, 208, 209, 210, 21 1,212, 213, 214, 215, 216, 219, 220, 250 320644 200922468 221,222, 223, 224, 225, 226, 227, 228, 229, 230, 231,233, 234, 235, 236, 237, 238, 239, 240, 241,242, 243, 244, 245, 246, 247, 248, 249, 250, 251,252, 253, 254, 255, 256, 257, 262, 263, 264, 265, 267, 269, 270, 271,272, 274, 275, 276, 277, 278, 279, 280, 281,283, 284, 285, 287, 288, 289, 290, 291,292, 293, 294, 295, 296, 297, 298, 299, 300, 301,302, 303, 304, 305, 306, 307, 310, 311,312, 313, 314, 315, 317, 322 或 323。 試驗例 3 (棉財(Aphis gossypii)) 培養於一盎斯(ounce)杯中之一葉期黃瓜的葉上,釋放 30隻一齡期的棉蚜幼蟲。次曰喷灑20mL稀釋物A於該葉。 於6曰後計算存活幼蟲數目。 相對於未經處理葉之存活率係藉由下式計算,且藉由 下述指數評估:4 :存活率0% ; 3 :存活率1至10% ; 2 :存 活率11至40% ; 1 :存活率41至70% ;或0 :存活率&gt;70%。 相對於未經處理葉之存活率(% Μ於測試葉之存活幼 蟲數目/於未經處理葉之存活幼蟲數目)xl00 於各稀釋物之指數為3或更大者係由下述本發明化合 物獲得:10, 1 1, 12, 13, 15, 28, 31, 66, 67, 68, 69, 84, 124, 126, 127, 128, 129, 131,132, 171,213, 214, 215, 216, 227, 228, 229, 233, 234, 235, 236, 237, 238, 239, 241,242, 243, 244, 245, 246, 247, 248, 250, 252, 255, 256, 257, 265, 268, 270, 272, 274, 276, 278, 279, 285, 288, 290, 293, 294, 296, 297, 300, 301,302, 307, 31 1 或 322。 251 320644 200922468 試驗例 4 (褐飛蝨(Nilaparvata lugens)) 於塑膠杯令培養二葉或三葉期的稻米, 地面界線處5cm或更多的部分。以每盆量 肖 喷灑至剪切㈣。噴社稀釋物風乾。然後釋放3ΓΓ1 期至二齡期的褐飛_至杯中,將該 二“ 曰’計算存活幼蟲數目。 6 相對於未經處理葉之存活率係藉由下式計算,且 下述指數評估:4:存活率〇%;3:存活率ui〇%;2;存 活率11至40%; 1 ··存活率41至7〇%;或〇:存活率观。 相對於未經處理葉之存活率⑻於 幼蟲數目/於未經處理葉之存活幼蟲數目)测— “於各稀釋物之指數為3或更大者係由下述本發明化合 物獲仔.1’ 21,58, 76, 77, 79, 86, 108, 132, 133, 134, 135, 136, 137, 139, 140, 142, 143, 148, 153, 162, 163, 172, 176, 229, 235, 236, 237, 242, 243, 244, 245, 246, 247, 252, 265, 269, 270, 272, 274, 275, 276, 278, 280, 283, 284, 285, 290, 293, 294,斯,311,或 322。 試驗=5 (普通家蠅(Musca d⑽estica)) 方;直彳! 5. 5cm的聚乙烯杯底部,放置相同尺寸之濾 紙。滴加稀釋物A(〇. 7raL)至該濾紙 ,且進一步,於其上放 置 mg嚴糖作為養耳。於聚乙稀杯中,釋放1 〇隻普通家繩 雄成蚊,將該杯密閉。24小時後計算死亡成蟲數目。 、 死亡率藉由下式計算,且藉由下述指數評估:4 :死亡 千1〇〇% ’ 3 :死亡率70至99% ; 2 :死亡率40至69% ; 1 : 252 320644 200922468 死亡率10至39% ;或0 :死亡率0至9°/〇。 死亡率(%) = (死亡成蟲數目/試驗成蟲數目)xlOO 於各稀釋物之指數為3或更大者係由下述本發明化合 物獲得:1, 2, 3, 4, 5, 6, 7, 8, 10, 11,12, 13, 15, 17, 19, 20, 22, 23, 25, 26, 27, 28, 29, 30, 31,57, 58, 60, 61,63, 64, 65, 66, 67, 69, 71,72, 75, 76, 77, 79, 80, 81,83, 85, 86, 89, 90, 127, 128, 132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 148, 150, 151,157, 162, 163, 165, 166, 167, 168, 170, 171,172, 173, 175, 176, 207, 208, 209, 21 1,213, 214, 215, 216, 223, 224, 225, 226, 227, 228, 229, 230, 234, 235, 236, 237, 238, 243, 244, 245, 247, 248, 249, 250, 251, 253, 254, 255, 256, 257, 265, 266, 267, 268, 269, 270, 272, 273, 274, 275, 276, 277, 278, 279, 280, 281, 284, 285, 286, 287, 288, 289, 290, 291, 292, 293, 294, 295, 296, 297, 298, 299, 300, 301, 302, 303, 304, 305, 306, 307, 313,或 315。 試驗例 6 (德國姬蠊(Blattella germanica)) 於直徑5. 5cm的聚乙稀杯底部,放置相同尺寸之濾 紙,滴加0. 7mL稀釋物A至該濾紙,且於其上放置30mg蔗 糖作為餌。於該聚乙烯杯中釋放2隻雄性德國姬蠊成蟲, 將該杯密閉。6日後計算死亡成蟲數目。 以下述指數進行評估:4 :全部死亡;2 :半數死亡; 或0 :全部存活。 於各稀釋物之指數為4者係由下述本發明化合物獲 得:132, 133, 134, 135, 136, 137, 139, 140, 141, 142, 143, 144, 253 320644 200922468 148, 154, 155, 158, 162, 163, 165, 166, 167, 170, 171,172, 173, 174, 175, 176, 205, 207, 208, 233, 234, 235, 236, 237, 238, 241, 243, 244, 247, 253, 255, 269, 270, 272, 273, 274, 278, 279, 280, 281, 285, 287, 288, 289, 290, 293, 300, 301, 302, 306, 307, 313 或 315。 試驗例 7 (淡色庫蚊(Culex pipiens pallens)) 稀釋物A(0.7mL)添加至l〇〇mL離子交換水中(有效成 分的濃度·· 3. 5ppm)。於所獲得稀釋物中,釋放2〇隻於後 齡期的淡色庫蚊幼蟲,且於1日後計算死亡幼蟲數目。 死亡率藉由下式計算,且藉由下述指數評估:4 :死亡 率91至100%;2:死亡率11至90%;或0:死亡率〇至1〇%。 死亡率(%) = (死亡幼蟲數目/試驗幼蟲數目)χ1〇〇 於各稀釋物之指數為4者係由下述本發明化合物獲 得:1,2,3,4,5,6,7,8,10,11,12,13,14,15,17,18,19,20, 21,22, 23, 24, 25, 26, 27, 28, 29, 30, 31,32, 33, 34, 35, 37, 38, 39’ 40, 41,42, 44, 46, 47, 48, 49, 51,53, 55, 56, 57, 58, 59, 60, 61,62, 63, 64, 65’ 66, 67, 68, 69, 71,72, 75, 76, 77, 79, 80, 83, 85, 86, 88, 89, 90, 95, 96, 98, 114, 115, 117, 118, 120, 122, 123, 124, 125, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 147, 148, 149, 150, 151, 152, 153, 154, 155, 156, 157, 158, 207, 213, 215, 223, 227, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 251, 252, 253, 254, 255, 256, 257, 262, 264, 265, 266, 267, 269, 270, 271, 272, 273, 274, 275, 276, 278, 254 320644 200922468 279, 280, 281,282, 283, 284, 285, 286, 287, 288, 289, 291, 292, 293, 294, 295, 296, 297, 298, 299, 300, 301,302, 303, 304, 305, 306, 307, 312, 313 或 314。 試驗例 8 (二斑葉蜗(Tetranychus urticae)) 剪切寄生有大量二斑葉蜗之敏豆(kidney bean)葉(I) 且置放於播種一週後於3盎斯杯中培養之敏豆葉(Π),且 置放1曰以使二斑葉蜗寄生該葉(11)。次日,以小甜子由 葉(II)移除葉(I)後,喷灑20mL稀釋物A至葉(II)。8曰 後,計算各杯中存活於葉(II)之二斑葉蟎雌成蟲。 以下述指數進行評估:4 :存活數目〇至3 ; 3 :存活 數目4至10 ; 2 :存活數目11至20 ; 1 :存活數目21至 30 ;或指數0 :存活數目31或更大。 於各稀釋物之指數為3或更大者係由下述本發明化合 物獲得:4, 8, 11,13, 15, 76, 77, 79, 81, 63, 84, 85, 86, 87, 88, 89, 90, 221,223, 224, 239, 241,243, 244, 247, 255, 256’ 270, 276, 278, 279, 280, 285, 288, 290 或 293。 試驗例 9 (小菜蛾(piutella xylostella)) 20mL稀釋物b喷灑於四葉期之芬藍(Brassica oleracea)後風乾。然後,剪切芬藍地上部分且與5隻於二 齡期之小莱蛾幼蟲一起放置於聚乙烯杯(含量容積: 100mL),且將杯保存於25。(:。5日後計算死亡幼蟲數目。 死亡率藉由下式計算,且藉由下述指數評估:4 :死亡 半100/0,3.死亡率go至99%; 2:死亡率60至79%; 1 : 死亡率30至59% ;或〇 :死亡率〇至29%。 320644 255 200922468 死亡率(%)=(死亡幼蟲數目/試驗幼蟲數目)χΐ〇〇 於各稀釋物之指數為3或更大者係由下述本發明化合 物獲得:2, 3, 4, 6, 8, 10, 11,12, 13, 14, 15, 17, 38, 39, 40, 41, 42, 44, 45, 46, 47, 48, 51, 53, 54, 58, 59, 60, 61,62, 63, 65, 66, 67, 70, 71’ 72, 73, 75, 76, 77, 78, 79, 80, 81,82, 83, 84, 85, 86, 87, 88, 89, 90, 91,92, 93, 94, 95, 96, 97, 98, 99, 101,103, 104, 105, 106, 107, 108, 109, 110, 111,132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 148, 154, 156, 157, 158, 159, 161,163, 165, 166, 170, 177, 181,183, 184, 186, 192, 193, 194, 195, 196, 197, 199, 200, 201,202, 205, 206, 207, 208, 209, 210, 211,212, 213, 214, 215, 216, 221, 223, 224, 225, 226, 227, 228, 229, 230, 231, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 253, 254, 255, 256, 257, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 274, 275, 276, 277, 278, 279, 281, 283, 284, 285, 287, 288, 289, 290, 291, 292, 293, 294, 295, 296, 297, 298, 300, 301, 302, 303, 304, 305, 306, 307, 311,312, 313, 316 或 322。 試驗例10 (菸草粉蝨(Bemisia tabaci)) 橄欖科(burseraceous)植物於3盎斯杯中培養約3 週,除了第一真葉外移除所有葉子。於此撖欖科植物,釋 放於草粉蝨成蟲且置放3日使其產卵。由該橄欖科植物移 除成蟲,且該杯保存於溫室8日以培養卵。以稀釋物B與 經3000倍稀釋Dyne(Dyne,註冊商標,Takeda 320644 256 200922468The Corporat i on) slice was 6 mm thick and was further cut in half and placed on the tears and paper. Then 2 mL of dilution A was poured into the polyethylene cup. In the cup, the thinner in the cup was released into five cups of the four-instar larvae of the larvae, and the cup was sealed at 320644 248 200922468. The number of dead larvae was counted after 6 days. Mortality is calculated by the following formula, ^ inn〇 / . q . and is evaluated by the following indices: 4: death is 80% to 99% mortality; 2: mortality is 60 to 79%; 1 : mortality rate 3 〇 to 59%; or 〇: mortality rate u29%. Rate U) (number of dead larvae / number of test larvae) xi〇〇 with an index of 3 or greater for each dilution is obtained from the following compounds of the invention: 2,3,4,5,6,7,8, 9,1Μι,12,13,ι4,ι5,ι6,ι7,2〇, 22, 23, 25, 27, 31, 34, 35, 37, 38, 40, 41, 42, 44, 46, 53, 54 , 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 72, 73, 75, 76, 77, 78, 79, 80, 81, 82 , 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 100, 1〇2, 103, 104, 105, 106, 107, 108 , 109' 110, 111, 112, 117, 122, 132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 150, 151, 152, 153, 157 , 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 192, 193, 194, 196, 200, 201, 205, 207, 208 , 209, 210, 21 1, 212, 213, 214, 215, 216, 221, 223, 224, 225, 226, 227, 228, 229, 230, 231, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 253, 254, 255, 256, 257, 262, 263, 264, 265, 267, 269, 270, 272, 274, 275, 276, 278 , 279, 280, 281, 283, 284, 285, 286, 287, 288, 289, 290, 291, 292, 293, 294, 295, 296, 300, 301, 302, 303, 304, 305, 306, 307 , 310, 311, 312, 313, 314, 315, 320, 322 or 323. Test Example 2 (Adoxophyes orana) 249 320644 200922468 = 5.5 cm Polyethylene cup bottom paper artificial copper material (Sllkmate s J size 2_ thick and placed thereon. rpQratl〇n) sliced in. The word imL dilution A is poured onto the polyethylene cup and the product is released. Straight & 5. 5 &lt; 3 m filter paper placed in the artificial feed fi. h β was inserted into the larvae of the leaf larvae of the first instar, and the number of dead larvae was calculated after the cup was closed for 7 。. The rate of death is calculated by the following formula and is evaluated by the following index: 4: mortality _; 3: mortality rate 80 to 99%; 2: mortality is the success: mortality rate 30 to 59%, or 〇: The mortality rate is as low as 29%. Mortality (%) = (number of dead larvae / number of test larvae) χ 1 〇 () The index of each dilution of 3 or greater is obtained from the following compounds of the present invention. 1, 2, 3, 4, 5 , 6, 7, 8, 9, 1〇, 11,12,13, 14, 15, 16, 17, 19, 20, 21, 22, 23, 24, 25, 27, 34, 35, 36, 37, 38, 39, 40, 41,42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 53, 54, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101,1〇2, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 117, 118, 119, 120, 121, 122, 123, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 149, 150, 151,154, 155, 157, 158, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 180, 181, 182, 184, 186, 187, 192, 193, 194, 195, 196, 197, 198, 200, 201, 202, 203, 204, 205, 206, 207, 208, 209, 210, 21 1,212, 213, 214 , 215, 216, 219, 220, 250 320644 200922468 221 , 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247 , 248, 249, 250, 251, 252, 253, 254, 255, 256, 257, 262, 263, 264, 265, 267, 269, 270, 271, 272, 274, 275, 276, 277, 278, 279 , 280, 281, 283, 284, 285, 287, 288, 289, 290, 291, 292, 293, 294, 295, 296, 297, 298, 299, 300, 301, 302, 303, 304, 305, 306 , 307, 310, 311, 312, 313, 314, 315, 317, 322 or 323. Test Example 3 (Aphis gossypii) was cultivated on the leaves of one of the leaf cucumbers in an ounce cup, releasing 30 one-year-old cotton aphid larvae. Next time, 20 mL of dilution A was sprayed onto the leaves. The number of surviving larvae was calculated after 6曰. The survival rate relative to the untreated leaves was calculated by the following formula and evaluated by the following indices: 4: survival rate 0%; 3: survival rate 1 to 10%; 2: survival rate 11 to 40%; : Survival rate 41 to 70%; or 0: survival rate &gt; 70%. The survival rate of the untreated leaves (% 存活 the number of surviving larvae of the test leaves / the number of surviving larvae of the untreated leaves) xl00 The index of each dilution is 3 or more by the following compounds of the present invention Obtained: 10, 1 1, 12, 13, 15, 28, 31, 66, 67, 68, 69, 84, 124, 126, 127, 128, 129, 131, 132, 171, 213, 214, 215, 216 , 227, 228, 229, 233, 234, 235, 236, 237, 238, 239, 241, 242, 243, 244, 245, 246, 247, 248, 250, 252, 255, 256, 257, 265, 268 , 270, 272, 274, 276, 278, 279, 285, 288, 290, 293, 294, 296, 297, 300, 301, 302, 307, 31 1 or 322. 251 320644 200922468 Test Example 4 (Nilaparvata lugens) In a plastic cup, the rice in the two- or three-leaf stage is cultivated, and the ground boundary is 5 cm or more. Spray to the shear (four) in each pot. The spray dilution was air dried. Then release the brown fly _ to the cup from the 3ΓΓ1 to the second instar, and calculate the number of surviving larvae by the two “曰”. 6 The survival rate relative to the untreated leaves is calculated by the following formula, and the following index is evaluated: 4: survival rate 〇%; 3: survival rate ui 〇 %; 2; survival rate 11 to 40%; 1 · survival rate 41 to 7 〇%; or 〇: survival rate view. survival relative to untreated leaves Rate (8) number of larvae/number of surviving larvae in untreated leaves) - "The index of each dilution of 3 or greater is obtained from the following compounds of the invention. 1' 21, 58, 76, 77 , 79, 86, 108, 132, 133, 134, 135, 136, 137, 139, 140, 142, 143, 148, 153, 162, 163, 172, 176, 229, 235, 236, 237, 242, 243 , 244, 245, 246, 247, 252, 265, 269, 270, 272, 274, 275, 276, 278, 280, 283, 284, 285, 290, 293, 294, s, 311, or 322. Test = 5 (Ordinary housefly (Musca d (10) estica)) square; straight! 5. Place the same size filter paper on the bottom of the 5cm polyethylene cup. Diluted A (〇. 7raL) was added dropwise to the filter paper, and further, mg strict sugar was placed thereon as an auricle. In the polyethylene cup, release 1 〇 of the common family rope male mosquito, and seal the cup. The number of dead adults was counted after 24 hours. The mortality rate is calculated by the following formula and is evaluated by the following index: 4: death of 10,000% ' 3 : mortality rate of 70 to 99%; 2 : mortality rate of 40 to 69%; 1 : 252 320644 200922468 death The rate is 10 to 39%; or 0: the mortality rate is 0 to 9 ° / 〇. Mortality (%) = (number of dead adults / number of tested adults) xlOO The index of each dilution of 3 or greater is obtained from the following compounds of the present invention: 1, 2, 3, 4, 5, 6, 7 , 8, 10, 11,12, 13, 15, 17, 19, 20, 22, 23, 25, 26, 27, 28, 29, 30, 31,57, 58, 60, 61,63, 64, 65 , 66, 67, 69, 71,72, 75, 76, 77, 79, 80, 81,83, 85, 86, 89, 90, 127, 128, 132, 133, 134, 135, 136, 137, 138 , 139, 140, 142, 143, 144, 145, 146, 148, 150, 151, 157, 162, 163, 165, 166, 167, 168, 170, 171, 172, 173, 175, 176, 207, 208 , 209, 21 1,213, 214, 215, 216, 223, 224, 225, 226, 227, 228, 229, 230, 234, 235, 236, 237, 238, 243, 244, 245, 247, 248, 249, 250, 251, 253, 254, 255, 256, 257, 265, 266, 267, 268, 269, 270, 272, 273, 274, 275, 276, 277, 278, 279, 280, 281, 284, 285, 286, 287, 288, 289, 290, 291, 292, 293, 294, 295, 296, 297, 298, 299, 300, 301, 302, 303, 304, 305, 306, 307, 313, or 315 . Test Example 6 (Blattella germanica) At the bottom of a polyethylene cup having a diameter of 5. 5 cm, a filter paper of the same size was placed, and 0.7 mL of the dilution A was added to the filter paper, and 30 mg of sucrose was placed thereon. bait. Two male German cockroaches were released from the polyethylene cup and the cup was sealed. The number of dead adults was counted after 6 days. Evaluate with the following indices: 4: all deaths; 2: half deaths; or 0: all survival. The index of 4 for each dilution is obtained from the following compounds of the invention: 132, 133, 134, 135, 136, 137, 139, 140, 141, 142, 143, 144, 253 320644 200922468 148, 154, 155 , 158, 162, 163, 165, 166, 167, 170, 171, 172, 173, 174, 175, 176, 205, 207, 208, 233, 234, 235, 236, 237, 238, 241, 243, 244 , 247, 253, 255, 269, 270, 272, 273, 274, 278, 279, 280, 281, 285, 287, 288, 289, 290, 293, 300, 301, 302, 306, 307, 313 or 315 . Test Example 7 (Culex pipiens pallens) The dilution A (0.7 mL) was added to 10 mL of ion-exchanged water (concentration of the effective component········· In the obtained dilution, 2 larvae of Culex pipiens pallens were released only in the later age, and the number of dead larvae was counted after 1 day. Mortality is calculated by the following formula and is evaluated by the following indices: 4: death rate 91 to 100%; 2: mortality rate 11 to 90%; or 0: mortality rate 〇 to 1%. Mortality (%) = (number of dead larvae / number of test larvae) 指数1〇〇 The index of each dilution of 4 is obtained from the following compounds of the invention: 1, 2, 3, 4, 5, 6, 7, 8,10,11,12,13,14,15,17,18,19,20, 21,22, 23, 24, 25, 26, 27, 28, 29, 30, 31,32, 33, 34, 35, 37, 38, 39' 40, 41,42, 44, 46, 47, 48, 49, 51,53, 55, 56, 57, 58, 59, 60, 61,62, 63, 64, 65' 66, 67, 68, 69, 71,72, 75, 76, 77, 79, 80, 83, 85, 86, 88, 89, 90, 95, 96, 98, 114, 115, 117, 118, 120, 122, 123, 124, 125, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 147, 148, 149, 150, 151, 152, 153, 154, 155, 156, 157, 158, 207, 213, 215, 223, 227, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 251, 252, 253, 254, 255, 256, 257, 262, 264, 265, 266, 267, 269, 270, 271, 272, 273, 274, 275, 276, 278, 254 320644 200922468 279 , 280, 281, 282, 283, 284, 285, 286, 287, 288, 289, 291, 292, 293, 294, 295, 296, 297, 298, 299, 300, 301, 302, 303, 304, 305 , 306, 307, 312, 313 or 314. Test Example 8 (Tetranychus urticae) A large number of kidney bean leaves (I) with a large number of two-spotted snails were placed and placed in a 3 oz cup of sensitive beans after one week of sowing. Leaves (Π), and placed 1曰 to parasitize the leaves (11). The next day, after removing the leaves (I) from the leaves (II) with the small sweetener, 20 mL of the dilution A was sprayed to the leaves (II). After 8 ,, the adult females of the two leaf mites that survived in leaves (II) in each cup were counted. The evaluation was performed with the following indices: 4: number of survivals to 3; 3: number of survivals 4 to 10; 2: number of survivals 11 to 20; 1: number of survivals 21 to 30; or index 0: number of survivals 31 or more. An index of 3 or greater for each dilution is obtained from the following compounds of the invention: 4, 8, 11, 13, 15, 76, 77, 79, 81, 63, 84, 85, 86, 87, 88 , 89, 90, 221, 223, 224, 239, 241, 243, 244, 247, 255, 256' 270, 276, 278, 279, 280, 285, 288, 290 or 293. Test Example 9 (piutella xylostella) 20 mL of the dilution b was sprayed on the four-leaf stage of fragrant blue (Brassica oleracea) and air-dried. Then, the aerial part of fentan was cut and placed in a polyethylene cup (content volume: 100 mL) together with 5 larvae of the second-instar larvae, and the cup was kept at 25. (:. Calculate the number of dead larvae after 5 days. Mortality is calculated by the following formula and is evaluated by the following index: 4: half of death 100/0, 3. mortality rate to 99%; 2: mortality rate 60 to 79 %; 1 : Mortality rate 30 to 59%; or 〇: mortality 〇 to 29%. 320644 255 200922468 Mortality (%) = (number of dead larvae / number of test larvae) index of each dilution is 3 Or larger is obtained from the following compounds of the invention: 2, 3, 4, 6, 8, 10, 11, 12, 13, 14, 15, 17, 38, 39, 40, 41, 42, 44, 45 , 46, 47, 48, 51, 53, 54, 58, 59, 60, 61,62, 63, 65, 66, 67, 70, 71' 72, 73, 75, 76, 77, 78, 79, 80 , 81,82, 83, 84, 85, 86, 87, 88, 89, 90, 91,92, 93, 94, 95, 96, 97, 98, 99, 101,103, 104, 105, 106, 107 , 108, 109, 110, 111, 132, 133, 134, 135, 136, 137, 138, 139, 140, 142, 143, 144, 145, 146, 148, 154, 156, 157, 158, 159, 161 , 163, 165, 166, 170, 177, 181, 183, 184, 186, 192, 193, 194, 195, 196, 197, 199, 200, 201, 202, 205, 206, 207, 208, 209, 210 , 211,212, 213, 214, 215, 216, 221, 223, 224, 225, 226, 227, 2 28, 229, 230, 231, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 253, 254, 255, 256, 257, 262, 263, 264, 265, 266, 267, 268, 269, 270, 271, 272, 274, 275, 276, 277, 278, 279, 281, 283, 284, 285, 287, 288, 289, 290, 291, 292, 293, 294, 295, 296, 297, 298, 300, 301, 302, 303, 304, 305, 306, 307, 311, 312, 313, 316 or 322. Test Example 10 (Bemisia tabaci) Burseraceous plants were cultured in a 3 oz cup for about 3 weeks, and all leaves were removed except for the first true leaves. The plant of the genus Eucalyptus is released into the adult grasshopper and placed on the ground for 3 days to lay eggs. The olive plants were removed from the adult plants, and the cups were kept in the greenhouse for 8 days to culture the eggs. Diluted with D and diluted by Dyne (Dyne, registered trademark, Takeda 320644 256 200922468

Pharmaceutical C⑽pany Limited製造)之混合物噴灌至 該撖欖科植物。7日後調查各杯之死七率。 以下述指數進行評估:4 :死亡率1〇0% ; 3 :死亡率9〇 至99%(幼蟲附著區域為未處理區域之1至10%) ; 2 :死亡 率60至89%(幼蟲附著區域為未處理區域之11至4〇°/〇; 1 : 死亡率30至59%(幼蟲附著區域為未處理區域之41至 70%);或0 :死亡率〇至29%(幼蟲附著區域為未處理區域 之71%或更大)。 於各稀釋液體之指數為3或更大者係由下述本發明化 合物獲得:11,132,171,209,210,211,212,213,214,215, 216, 227, 228, 229, 231,233, 234, 236, 237, 238, 239, 241, 243, 244, 245, 246, 247, 248, 250, 252, 253, 256, 257, 265, 272, 274, 276, 277, 279, 288, 290, 293, 296, 297, 31 1 或 322。 產業可利用性 本發明化合物對於害蟲顯示優異防治效果,因而有用 於作為農藥組合物之活性成分。 【圖式簡單說明】 無。 【主要元件符號說明】 無。 320644A mixture of Pharmaceutical C (10) pany Limited) is sprinkled onto the plant. After 7 days, the seven death rates of the cups were investigated. Evaluated by the following indices: 4: mortality rate 1〇0%; 3: mortality rate 9〇 to 99% (larvae attachment area is 1 to 10% of untreated area); 2: mortality rate 60 to 89% (larvae attachment) The area is 11 to 4 〇 ° / 未 for the untreated area; 1 : the mortality rate is 30 to 59% (the larval attachment area is 41 to 70% of the untreated area); or 0: the mortality rate is 29 to 29% (the larval attachment area) It is 71% or more of the untreated area. The index of each dilution liquid of 3 or more is obtained by the following compounds of the present invention: 11,132,171,209,210,211,212,213,214,215, 216, 227, 228, 229, 231,233, 234 , 236, 237, 238, 239, 241, 243, 244, 245, 246, 247, 248, 250, 252, 253, 256, 257, 265, 272, 274, 276, 277, 279, 288, 290, 293 , 296, 297, 31 1 or 322. INDUSTRIAL APPLICABILITY The compound of the present invention exhibits an excellent control effect against pests, and thus is useful as an active ingredient of a pesticidal composition. [Simplified description of the drawing] None [Explanation of main component symbols] None 320644

Claims (1)

200922468 七、申請專利範圍: 1. 一種α,召-不飽和亞胺化合物,係如下式所示:200922468 VII. Scope of application for patents: 1. An alpha, pyro-unsaturated imine compound, as shown in the following formula: 其中, Α表不視需要經(x2)q取代之笨基、視需要經C1至 C5烷基或鹵原子取代之芳族雜環、視需要經鹵原子取 代之C1至C5烷基或視需要經C1至⑺烷基或鹵原子取 代之C3至C10環烷基,該芳族雜環與化合物主鏈形成 碳-碳鍵; R表不氫原子或視需要經鹵原子取代之C1至以烷 基; p、q及r之各者表示〇至$之整數; 方' P q及r分別表示2或更大者時,χΐ、X2及π 可分別彼此不同, 〇)R3' -C(=0)〇r] - -c^n^wrRWherein, the Α 不 不 不 不 需要 x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x x a C3 to C10 cycloalkyl group substituted by a C1 to (7) alkyl group or a halogen atom, the aromatic heterocyclic ring forming a carbon-carbon bond with the main chain of the compound; R represents a hydrogen atom or a C1 to an alkane substituted by a halogen atom as needed Each of p, q, and r represents an integer of 〇 to $; when 'P q and r respectively represent 2 or greater, χΐ, X2, and π may be different from each other, 〇) R3' -C(= 0)〇r] - -c^n^wrR )R]、視需要經A群之至 、-C(=〇)n(r2)r]、視需 夕一者取代之ci至C6鏈烴基、視需要經B 者取代之苯基、硝基、氰基或鹵原子; 鍵烴基、視需要經B群之至少一 氰基或鹵原子;或R], as needed, via group A, -C(=〇)n(r2)r], ci to C6 chain hydrocarbon group substituted as needed, phenyl, nitro substituted by B as needed a cyano group or a halogen atom; a bond hydrocarbon group, optionally a cyano group or a halogen atom of Group B; 或更大者時,兩個X1、兩個X2 需要經Β群之至少一者取代之 要經Β群之至少—者取代之丙 C5多亞甲基、視需要經β群之至少— 320644 258 200922468 稀-1,3-二基、視需要經b群之至少一者取代之1,3-丁 二烯-1,4-二基或亞甲基二氧基; Rl表示視需要經A群之至少一者取代之C1至C5鏈 烴基; R2表示C1至C5鏈烴基或氫原子; R3表示視需要經A群之至少一者取代之C1至C6鏈 烴基或氫原子; 該A群由C1至C5烷基氧基、ci至C5烷基硫基與 鹵原子所組成;以及 該B群由C1至C6烷基、C1至C5烷基氧基、C1 至C 5燒基硫基與鹵原子所組成。 2.如申請專利範圍第1項之《,不飽和亞胺化合物, 其係式(I):Or larger, two X1, two X2 need to be replaced by at least one of the quinones, at least one of which is replaced by a C5 polymethylene group, at least as needed by the β group - 320644 258 200922468 Rare-1,3-diyl, 1,3-butadiene-1,4-diyl or methylenedioxy substituted by at least one of b groups as needed; Rl represents A group as needed At least one of which replaces a C1 to C5 chain hydrocarbon group; R2 represents a C1 to C5 chain hydrocarbon group or a hydrogen atom; and R3 represents a C1 to C6 chain hydrocarbon group or a hydrogen atom which is optionally substituted by at least one of Group A; To a C5 alkyloxy group, a ci to C5 alkylthio group and a halogen atom; and the B group consists of a C1 to C6 alkyl group, a C1 to C5 alkyloxy group, a C1 to C5 alkylthio group and a halogen atom Composed of. 2. As claimed in the first paragraph of the patent scope, "Unsaturated imine compounds, which are of formula (I): 化合物,其中Compound, of which 於p、q或r表示2或更大者時, 氰基或鹵原子;或 (更大者時,兩個X1、兩個X2 320644 259 200922468 或兩個x3可一起形成視需要經β群之至少一者取代之 C2至C5多亞甲基、視需要經β群之至少—者取代之丙 烯-1,3-二基、視需要經β群之至少一者取代之〗,3_丁 一稀-1,4-二基或亞甲基二氧基。 4.如申請專利範圍第!至3項令任一項之α,心不餘和 亞胺化合物,其中, χ\χ2及X3分別表示視需要經Α群之至少一者取代 之C1至C6烷基、-0R】、視需要經B群之至少一者取代 之苯基、硝基、氰基或齒原子;或 於P、q或r表示2或更大者時,兩個χι、兩個π 或兩個r可-起形成C2至C5多亞7基、丙烯—n 基或 1,3-丁二烯-;[,4-二基; R1表示視需要經A群之至少一者取代之€1至以烷 基。 5. 如申請專利範圍第!至4項中任一項之不飽和 亞胺化合物,其中, X表不視需要經鹵原子取代之C1至C6烷基、視需 要經函原子取代之C1至C5絲氧基、硝基或齒原子。 6. 如申請專利範圍第1至5項中任-項之α,β-不飽和 亞胺化合物,其中, 表示硝基、_原子、視需要經鹵原子取代之U 至C6烷基、視需要經_原子取代之C1至C5烷基氧基、 或視而要經C1至C6燒基、C1至C5烧基氧基與齒原子 所成組群之至少—者取代之笨基。 320644 260 200922468 7. 如申請專利範圍第1至6項中任一項之α,/3 -不飽和 亞胺化合物,其中, X3表示視需要經鹵原子取代之C1至C6烷基、視需 要經鹵原子取代之C1至C5烧基氧基、原子、或視需 要經C1至C6烷基、C1至C5烷基氧基與函原子所成組 群之至少一者取代之苯基,或者兩個X3 —起形成C2至 C5多亞曱基。 8. 如申請專利範圍第1至7項中任一項之α, 不飽和 亞胺化合物,其中, X1表示視需要經鹵原子取代之C1至C6烷基、視需 要經鹵原子取代之C1至C5烷基氧基、硝基或鹵原子; X2表示硝基、鹵原子、視需要經鹵原子取代之C1 至C6烷基、視需要經鹵原子取代之C1至C5烷基氧基、 或視需要經C1至C5烷基、C1至C5烷基氧基與鹵原子 所成組群之至少一者取代之苯基;以及 X3表示鹵原子、視需要經_原子取代之C1至C6烧 基、視需要經鹵原子取代之C1至C5烧基氧基、或視需 要經C1至C5烷基、C1至C5烷基氧基與鹵原子所成組 群之至少一者取代之苯基,或者兩個X3 —起形成C2至 C5多亞曱基。 9. 如申請專利範圍第1至8項中任一項之α,冷-不飽和 亞胺化合物,其中, p、q及r之各者表示0至2之整數。 10. —種申請專利範圍第1至9項中任一項之α,/3-不飽 26] 320644 200922468 π. 12. 和亞胺化合物之用途,其係用於防治害蟲。 二種農藥組合物’包括’請專利範圍第了至9項中任一 J *万不飽和亞胺化合物作為活性成分。 &amp;直二触防/〇方法,其包括對害蟲或害蟲棲息地施用申 凊專利範圍第1 π ^ 作人 至9項中任一項之(2,冷-不飽和亞胺 化合物。 262 320644 200922468 四、指定代表圖:本案無圖式。 (一) 本案指定代表圖為:第( )圖。 (二) 本代表圖之元件符號簡單說明: 五、本案若有化學式時,請揭示最能顯示發明特徵的化學式:When p, q or r represents 2 or more, a cyano group or a halogen atom; or (more, two X1, two X2 320644 259 200922468 or two x3 may together form a β group as needed At least one of the C2 to C5 polymethylene groups, optionally substituted by at least one of the β groups, the propylene-1,3-diyl group, if necessary, replaced by at least one of the β groups, 3_丁一Dilute-1,4-diyl or methylenedioxy. 4. As in any of the claims of the scope of claims 3 to 3, the heart and the imine compound, wherein χ\χ2 and X3 respectively a phenyl, nitro, cyano or tooth atom substituted with at least one of the B groups, if desired, substituted by at least one of the hydrazine groups; or P, q Or when r represents 2 or more, two χ, two π or two r may form a C2 to C5 poly 7 group, a propylene-n group or a 1,3-butadiene-; [, 4 And a non-saturated imine compound according to any one of claims 4 to 4, wherein the X-form Do not take the halogen atom as needed a C1 to C6 alkyl group, a C1 to C5 alkoxy group, a nitro group or a tooth atom, optionally substituted by a functional atom. 6. The α,β-unsaturated sub-phase of any of items 1 to 5 of the patent application scope An amine compound, wherein, a nitro group, a _ atom, a U to C6 alkyl group optionally substituted by a halogen atom, a C1 to C5 alkyloxy group optionally substituted by an atom, or a C1 to C6 alkyl group , a C1 to C5 alkyloxy group and at least one of the groups of the tooth atoms are substituted. 320644 260 200922468 7. α, /3 - unsaturated as claimed in any one of claims 1 to 6. An imine compound, wherein X3 represents a C1 to C6 alkyl group optionally substituted by a halogen atom, a C1 to C5 alkyloxy group substituted by a halogen atom, an atom, or, if necessary, a C1 to C6 alkyl group, C1 to a C5 alkyloxy group substituted with at least one of a group of functional atoms substituted with a phenyl group, or two X3 groups forming a C2 to C5 polyindenylene group. 8. As claimed in any of claims 1 to 7. A, an unsaturated imine compound, wherein X1 represents a C1 to C6 alkyl group optionally substituted by a halogen atom, and optionally substituted by a halogen atom. 1 to C5 alkyloxy, nitro or halogen atom; X2 represents a nitro group, a halogen atom, a C1 to C6 alkyl group optionally substituted by a halogen atom, a C1 to C5 alkyloxy group optionally substituted by a halogen atom, Or, if necessary, a phenyl group substituted with at least one of a C1 to C5 alkyl group, a C1 to C5 alkyloxy group and a halogen atom; and X3 represents a halogen atom, optionally substituted by a C atom to a C1 to C6 a phenyl group substituted with a C1 to C5 alkyloxy group substituted by a halogen atom, or optionally substituted with at least one of a C1 to C5 alkyl group, a C1 to C5 alkyloxy group and a halogen atom, as the case requires, Or two X3 together form a C2 to C5 polyindenylene group. 9. The α-, cold-unsaturated imine compound according to any one of claims 1 to 8, wherein each of p, q and r represents an integer of 0 to 2. 10. The use of alpha, /3-unsaturated 26] 320644 200922468 π. 12. and the use of an imine compound for controlling pests. The two pesticide compositions 'including' one of the patents ranging from item 9 to item 9 of the J* million unsaturated imine compound as an active ingredient. &amp; Straight two-touch/〇 method, which includes applying to the pest or pest habitat, claiming patents ranging from 1 π ^ to 9 (2, cold-unsaturated imine compounds. 262 320644 200922468 IV. Designated representative map: There is no schema in this case. (1) The representative representative figure of this case is: ( ). (2) The symbol of the symbol of the representative figure is simple: 5. If there is a chemical formula in this case, please reveal the best Chemical formula showing the characteristics of the invention: 320644320644
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