TW202115000A - Hydroxyisoxazolines and derivatives thereof - Google Patents
Hydroxyisoxazolines and derivatives thereof Download PDFInfo
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- TW202115000A TW202115000A TW109120766A TW109120766A TW202115000A TW 202115000 A TW202115000 A TW 202115000A TW 109120766 A TW109120766 A TW 109120766A TW 109120766 A TW109120766 A TW 109120766A TW 202115000 A TW202115000 A TW 202115000A
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- 0 **C(CC(C(F)(F)F)=O)=O Chemical compound **C(CC(C(F)(F)F)=O)=O 0.000 description 2
- AEYBHNCQBVSJGJ-UHFFFAOYSA-N CC(OC(C1)(C(F)(F)F)ON=C1c(ccc(Br)c1)c1F)=O Chemical compound CC(OC(C1)(C(F)(F)F)ON=C1c(ccc(Br)c1)c1F)=O AEYBHNCQBVSJGJ-UHFFFAOYSA-N 0.000 description 1
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/04—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
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- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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Abstract
Description
本發明係關於羥基異
已知3-苯基異
到目前為止已開發出許多的殺真菌劑。然而，對於開發新穎化合物用以應付加諸於當今作物保護劑和組成物之日益增加的環境和經濟要求仍有需求。此項包括，例如提升作用譜效、安全性樣貌、選擇性、施用率、殘留物形成和有利的製備能力。亦希望具有防止殺真菌劑抗藥性出現之新穎化合物。 Many fungicides have been developed so far. However, there is still a need to develop novel compounds to meet the increasing environmental and economic requirements imposed on today's crop protection agents and compositions. This includes, for example, enhancement of the spectrum of action, safety profile, selectivity, application rate, residue formation and favorable manufacturing capabilities. It is also desirable to have novel compounds that prevent the appearance of fungicide resistance.
本發明亦提供至少在某些該等方面上具有優於已知化合物和組成物之優點的新穎殺真菌化合物。 The present invention also provides novel fungicidal compounds that have advantages over known compounds and compositions in at least some of these aspects.
本發明係關於式(I)之化合物，以及其鹽類、N-氧化物和溶劑化物： The present invention relates to compounds of formula (I), as well as their salts, N-oxides and solvates:
本發明係關於一組成物，該組成物係包括至少一種如文中所定義之式(I)化合物和至少一種農業上適合的載劑。 The present invention relates to a composition comprising at least one compound of formula (I) as defined herein and at least one agriculturally suitable carrier.
本發明係關於一防治植物病原性真菌之方法，該方法係包括將至少一種如文中所定義之式(I)化合物或一如文中所定義之組成物施用於植物、植物部位、種子、果實或植物所生長的土壤之步驟。 The present invention relates to a method for controlling phytopathogenic fungi. The method comprises applying at least one compound of formula (I) as defined in the text or a composition as defined in the text to plants, plant parts, seeds, fruits or Steps of the soil in which the plant grows.
定義 definition
術語「烷基」如文中所用例如，在烷基或烷基磺醯基、烷基亞磺醯基、烷硫基、烷胺基的情況下，應理解為較佳地係指支鏈和非支鏈烷基，其係指，例如甲基、乙基、正丙基、異丙基、正丁基、異丁基、第三丁基、第二丁基、戊基、異戊基、己基、庚基、辛基、壬基和癸基和其異構物。 The term "alkyl" as used herein, for example, in the case of alkyl or alkylsulfinyl, alkylsulfinyl, alkylthio, alkylamino, it should be understood to preferably refer to branched and non-branched chains. Branched alkyl, which refers to, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tertiary butyl, second butyl, pentyl, isopentyl, hexyl , Heptyl, octyl, nonyl and decyl and its isomers.
術語「鹵烷基」如文中所用應理解為較佳地係指如上文所定義之支鏈和非支鏈烷基，其中一或多個氫取代基係以相同的方式或不同地經鹵素置換。特佳地，該鹵烷基為，例如氯甲基、氟丙基、氟甲基、二氟甲基、三氯甲基、2,2,2-三氟乙基、五氟乙基、溴丁基、三氟甲基、碘乙基及其異構物。 The term "haloalkyl" as used herein should be understood to preferably refer to branched and unbranched alkyl groups as defined above, in which one or more hydrogen substituents are replaced by halogen in the same manner or differently . Particularly preferably, the haloalkyl group is, for example, chloromethyl, fluoropropyl, fluoromethyl, difluoromethyl, trichloromethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, bromine Butyl, trifluoromethyl, iodoethyl and their isomers.
術語「烷氧基」如文中所用應理解為較佳地係指支鏈和非支鏈烷氧基，其係指，例如甲氧基、乙氧基、丙氧基、異丙氧基、丁氧基、異丁氧基，第三丁氧基、第二丁氧基、戊氧基、異戊氧基、己氧基、庚氧基、辛氧基、壬氧基、癸氧基、十一氧基和十二氧基及其異構物。 The term "alkoxy" as used herein should be understood to preferably refer to branched and unbranched alkoxy groups, which refer to, for example, methoxy, ethoxy, propoxy, isopropoxy, butoxy Oxy, isobutoxy, tertiary butoxy, second butoxy, pentyloxy, isopentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, ten Monooxy and dodecyloxy and its isomers.
術語「鹵基烷氧基」如文中所用應理解為較佳地係指如上文所定義之支鏈和非支鏈烷基烷氧基，其中一或多個氫取代基係以相同的方式或不同地經鹵素置換，例如氯甲氧基、氟甲氧基、五氟乙氧基、氟丙氧基、二氟甲氧基、三氯甲氧基、2,2,2-三氟乙氧基、溴丁氧基、三氟甲氧基、碘乙氧基。 The term "haloalkoxy" as used herein should be understood to preferably refer to branched and unbranched alkylalkoxy groups as defined above, in which one or more hydrogen substituents are in the same manner or Differently replaced by halogen, such as chloromethoxy, fluoromethoxy, pentafluoroethoxy, fluoropropoxy, difluoromethoxy, trichloromethoxy, 2,2,2-trifluoroethoxy Group, bromobutoxy, trifluoromethoxy, iodoethoxy.
術語「碳環基」如文中所用係指具有3至10個環碳原子或3至7個碳原子、含有非芳香單-或多環(稠合、螺環或橋接)碳之環，該碳環基可為飽和或部分不飽和。碳環基之實例包括環烷基和環烯基基團。飽和碳環基，文中亦稱為「環烷基」之實例包括，但不限於環丙基、環丁基、環戊基、環己基、環庚基、環辛基、環壬基和環癸基基團。部分不飽和碳環基之實例包括，但不限於環丙烯基、環丁烯基、環戊烯基、環己烯基、環庚烯基、環辛烯基、環壬烯基或環癸烯基基團，其中該環烷基基團與該分子的其餘部分之鍵連可以雙鍵或單鍵來提供。 The term "carbocyclyl" as used herein refers to a ring having 3 to 10 ring carbon atoms or 3 to 7 carbon atoms, containing non-aromatic mono- or polycyclic (fused, spiro or bridged) carbons, the carbon The cyclic group may be saturated or partially unsaturated. Examples of carbocyclic groups include cycloalkyl and cycloalkenyl groups. Examples of saturated carbocyclic groups, also referred to herein as "cycloalkyl" include, but are not limited to cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl and cyclodecyl Group. Examples of partially unsaturated carbocyclic groups include, but are not limited to, cyclopropenyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, cyclooctenyl, cyclononenyl, or cyclodecene A radical group, wherein the linkage of the cycloalkyl group to the rest of the molecule can be provided by a double bond or a single bond.
術語「雜環基」如文中所用係指含有一至四個獨立地選自氧、氮和硫之群的雜原子之3-至10-員，較佳地3-至9-員飽和或部分不飽和雜環(包括單-、雙-或三環雜環)。若該環含有一個以上的氧原子，則該等氧原子並不直接相鄰。一多環雜環基可含有稠合、螺環或橋接的環連結。雜環基基團之實例包括，但不限於環氧乙烷基、氮環丙烷基、2-四氫呋喃基、3-四氫呋喃基、2-四氫噻吩基、3-四氫噻吩基、2-吡咯啶基、3-吡咯啶基、3-異
術語「鹵素」或「鹵基」如文中所用應理解為係指氟、氯、溴或碘。 The term "halogen" or "halo" as used herein should be understood to mean fluorine, chlorine, bromine or iodine.
術語「烯基」如文中所用應理解為較佳地係指支鏈和非支鏈烯基，例如乙烯基、丙烯-1-基、丙烯-2-基、丁-1-烯-1-基、丁-1-烯-2-基、丁-2-烯-1-基、丁-2-烯-2-基、丁-1-烯-3-基、2-甲基-丙-2-烯-1-基或2-甲基-丙-1-烯-1-基基團。 The term "alkenyl" as used herein should be understood to preferably refer to branched and unbranched alkenyl groups, such as vinyl, propen-1-yl, propen-2-yl, but-1-en-1-yl , But-1-en-2-yl, but-2-en-1-yl, but-2-en-2-yl, but-1-en-3-yl, 2-methyl-prop-2-yl En-1-yl or 2-methyl-prop-1-en-1-yl group.
術語「炔基」如文中所用應理解為較佳地係指支鏈和非支鏈炔基，例如乙炔基、丙-1-炔-1-基、丁-1-炔-1-基、丁-2-炔-1-基或丁-3-炔-1-基基團。 The term "alkynyl" as used herein should be understood to preferably refer to branched and unbranched alkynyl groups, such as ethynyl, prop-1-yn-1-yl, but-1-yn-1-yl, but -2-yn-1-yl or but-3-yn-1-yl group.
術語「芳基」如文中所用係指包括6至15個碳原子，或6至12個碳原子，較佳地6至10個碳原子之芳香烴基環系。此環系可為單環或稠合多環(例如雙環或三環)芳香環系。芳基之實例包括(但不限於)苯基、薁基、萘基和茀基。進一步請了解，當該芳基基團經一或多個取代基取代時，該(等)取代基可位於該芳基環上的任何位置。特言之，就芳基為苯基基團的情況而言，該(等)取代基可佔據一或二個鄰位、一或二個間位或對位，或這些位置的任何組合。此定義亦適用於作為部分組成物取代基之芳基(例如芳氧基)。 The term "aryl" as used herein refers to an aromatic hydrocarbon ring system comprising 6 to 15 carbon atoms, or 6 to 12 carbon atoms, preferably 6 to 10 carbon atoms. This ring system can be a monocyclic or fused polycyclic (for example, bicyclic or tricyclic) aromatic ring system. Examples of aryl groups include, but are not limited to, phenyl, azulenyl, naphthyl, and stilbyl. Please further understand that when the aryl group is substituted with one or more substituents, the (etc.) substituents can be located at any position on the aryl ring. In particular, as far as the aryl group is a phenyl group, the (etc.) substituent may occupy one or two ortho positions, one or two meta or para positions, or any combination of these positions. This definition also applies to aryl groups (for example, aryloxy) as a substituent of a part of the composition.
術語「雜芳基」如文中所用係指含有5至15個成員原子，或5至12個成員原子的芳香環系，該芳香環系的碳和一或多個雜原子可相同或不同選自O、N和S。若此環含有一個以上的氧原子，則該等氧原子並不直接相鄰。雜芳基可為單環或多環(例如雙環或三環)。單環雜芳香基在環中可具有1至4個雜原子，而多環雜芳基環可具有1至10個雜原子。雙環雜芳基環可含有8至15個，或8至12個成員原子(碳和雜原子)。單環雜芳基可含有5至8個成員原子。雜芳基之實例包括(但不限於)噻吩基、呋喃基、吡咯基、
如文中所用，術語「C1-C6」，例如在「C1-C6-烷基」或「C1-C6-烷氧基」之定義的情況下應理解為係指具有1至6個之有限碳原子數目，亦即1、2、3、4、5或6個碳原子的基團。 As used herein, the term "C 1 -C 6 ", for example, in the context of the definition of "C 1 -C 6 -alkyl" or "C 1 -C 6 -alkoxy" should be understood to mean having 1 to A limited number of carbon atoms of 6, that is, groups of 1, 2, 3, 4, 5, or 6 carbon atoms.
術語「非環狀基」如文中所用在詞語「其中非環狀基可經取代」中係指在該詞語之前在段落中所敘述的任何非環狀基團，或一組成基團之任何非環狀部分(例如，芳基-C1-C8-烷基之C1-C8-烷基部分)。 The term "acyclic group" as used herein in the phrase "where the acyclic group may be substituted" refers to any non-cyclic group described in the paragraph before the word, or any non-cyclic group constituting a group cyclic portions (e.g., aryl -C 1 -C 8 - alkyl group of C 1 -C 8 - alkyl moiety).
術語「環狀基」如文中所用在詞語「其中環狀基可經取代」中係指在該詞語之前在段落中所敘述的任何環狀基團，其可能為脂環族或芳香族，或一組成基團之任何環狀部分(例如，芳基-C1-C6-烷基之芳基部分)。 The term "cyclic group" as used herein in the phrase "where the cyclic group may be substituted" refers to any cyclic group described in the paragraph before the word, which may be alicyclic or aromatic, or Any cyclic part of a group (for example, the aryl part of an aryl-C 1 -C 6 -alkyl group).
在一含有非環狀基和環狀基的基團中(例如芳基-C1-C6-烷基)，這些基團各自可彼此獨立地經取代。 In a group containing an acyclic group and a cyclic group (for example, aryl-C 1 -C 6 -alkyl), each of these groups may be substituted independently of each other.
術語「離去基」如文中所用應理解為係指在一取代或消除反應中從一化合物離去的基團，例如鹵素原子、三氟甲磺酸基(「三氟甲磺酸酯」)基團、烷氧基、甲磺酸基、對-甲苯磺酸基等。 The term "leaving group" as used herein should be understood to mean a group that is removed from a compound in a substitution or elimination reaction, such as a halogen atom, a trifluoromethanesulfonate group ("trifluoromethanesulfonate") Group, alkoxy group, methanesulfonic acid group, p-toluenesulfonic acid group, etc.
活性成份 Active ingredient
本發明係關於式(I)之化合物： The present invention relates to compounds of formula (I):
其中A-1、A-2、A-3和A-4視需要係經一或二個氟取代；Y 獨立地係由下列組成之群中選出：氯、溴、碘、CN、甲醯基、COCH3、CO2H、CONH2、C(=NOH)H、C(=NOH)CH3、C(=NOCH3)H、C(=NOCH3)CH3、CH2Cl、CH2Br、CH2I、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2NH2、CH2SH、CH2SCH3、CH2SCF3、OH、OCF3、OCHF2、OCH3、OC(=O)CH3、OS(O)2CH3、SH、SCF3、SCH3、S(O)CH3、S(O)2CH3、SF5、CH3、CF3、CHF2、NH2、CF2Br、CF2I、CF2Cl、CCH、異氰基和NO2；其中當R1為氫且Y為氯、溴、COMe、CO2H、CONH2、C(=NOH)CH3、C(=NOCH3)CH3、CH2Cl、CH2OH、CH2NH2、OH、OCH3、OCF3、SMe、S(O)2Me、SCF3、SF5、CH3或NH2時，A-1係經一或二個氟取代；其中當R1為氫且Y為氯，、溴或CH3時，A-4係經一或二個氟取代；且其中R1a和R1c 獨立地係由下列組成之群中選出：鹵素原子、硝基、羥基、氰基、羧基、胺基、氫硫基、五氟-λ6-氫硫基、甲醯基、胺甲醯基、胺甲酸酯、C1-C6-烷基、C3-C7-環烷基、C1-C6-鹵烷基、C3-C8-鹵基環烷基、C2-C6-(鹵基)烯基、C2-C6-(鹵基)炔基、C1-C6-烷基胺基、二-C1-C6-烷基胺基、-Si(C1-C6-烷基)3、C1-C6-(鹵基)烷氧基C1-C6-(鹵基)烷基
氫硫基、C1-C6-(鹵基)烷基羰基、C1-C6-烷基胺甲醯基、二-C1-C6-烷基胺甲醯基、C1-C6-(鹵基)烷氧基羰基、芳氧基、C1-C6-(鹵基)烷基羰基氧基、C1-C6-(鹵基)烷基羰基胺基、C1-C8-(鹵基)烷基氫硫基、C1-C8-(鹵基)烷基亞磺醯基、C1-C8-(鹵基)烷基磺醯基、C1-C8-烷基磺醯基胺基、C1-C8-鹵烷基磺醯基胺基、胺磺醯基、C1-C8-烷基胺磺醯基和二-C1-C8-烷基胺磺醯基；其限制條件為式(I)化合物不為：3-氟-4-[5-羥基-5-(三氟甲基)-4,5-二氫-1,2-
不包括在內的化合物係揭示於WO2019/122393中。 Compounds not included are disclosed in WO2019/122393.
本發明係包括純的式(I)化合物之立體異構物及這些異構物之任何混合物。 The present invention includes pure stereoisomers of the compound of formula (I) and any mixtures of these isomers.
不包括在文中的為由違反自然法則之組合所產生的化合物以及熟習本項技術者以其專業知識為基準因而應予以排除的化合物。例如，排除具有三個或更多個相鄰氧原子之環結構。 The ones not included in the text are the compounds produced by combinations that violate the laws of nature, and those who are familiar with this technology based on their professional knowledge and should be excluded. For example, ring structures with three or more adjacent oxygen atoms are excluded.
依照取代基的性質，式(I)化合物可以不同的立體異構物之形式存在。這些立體異構物有，例如鏡像異構物、非對映異構物、構型異構物(atropisomer)或幾何異構物。因此，本發明係包括純的立體異構物及這些異構物之任何混合物二者。當一化合物可以平衡的二或多種互變異構物形式存在時，藉由互變異構描述所提及的化合物係視為包括所有互變異構物形式。 According to the nature of the substituents, the compounds of formula (I) may exist in the form of different stereoisomers. These stereoisomers include, for example, enantiomers, diastereomers, atropisomers, or geometric isomers. Therefore, the present invention includes both pure stereoisomers and any mixtures of these isomers. When a compound can exist in two or more tautomeric forms in equilibrium, the compound mentioned by the description of tautomers is deemed to include all tautomeric forms.
依照化合物中的雙鍵數目，任何本發明之化合物亦可以一或多種幾何異構物的形式存在。幾何異構物，依照有關雙鍵或環的取代基性質，可以順式(=Z-)或反式(=E-)形式存在。本發明因此等同地係關於所有幾何異構物和所有比例之所有可能的混合物。 According to the number of double bonds in the compound, any compound of the present invention may also exist in the form of one or more geometric isomers. Geometric isomers can exist in cis (=Z-) or trans (=E-) form according to the nature of the substituents of the double bond or ring. The present invention therefore relates equally to all possible mixtures of all geometric isomers and all ratios.
式(I)化合物適當地可為其游離形式、鹽形式、N-氧化物形式或溶劑化物形式(例如水合物)。 The compound of formula (I) may suitably be in its free form, salt form, N-oxide form or solvate form (e.g., hydrate).
依照取代基的性質，式(I)化合物可以游離化合物及/或其鹽之形式存在，例如農化活性鹽。 According to the nature of the substituent, the compound of formula (I) may exist in the form of a free compound and/or its salt, such as an agrochemical active salt.
農化活性鹽類包括無機和有機酸之酸加成鹽類以及習知的鹼之鹽類。無機酸的實例有氫鹵酸，例如氟化氫、氯化氫、溴化氫和碘化氫、硫酸、磷酸和硝酸，以及酸性鹽類，例如硫酸氫鈉和硫酸氫鉀。有用的有機酸包括，例如，甲酸、碳酸和烷酸，例如乙酸、三氟乙酸、三氯乙酸和丙酸，以及甘醇酸、硫氰酸、乳酸、琥珀酸、檸檬酸、苯甲酸、肉桂酸、草酸、具有6至20個碳原子之飽和或單元或二元不飽和脂肪酸、烷基硫酸單酯、烷基磺酸(具有1至20個碳原子之直鏈或支鏈烷基的磺酸)、芳基磺酸或芳基二磺酸(帶有一或二個磺酸基團之芳香基，例如苯基和萘基)、烷基膦酸(具有1至20個碳原子之直鏈或支鏈烷基的膦酸)、芳基膦酸或芳基二膦酸(帶有一或二個膦酸基團之芳香基，例如苯基和萘基)，其中烷基和芳基可進一步帶有取代基，例如對甲苯磺酸、水楊酸、對胺基水楊酸、2-苯氧基苯甲酸、2-乙醯氧基苯甲酸等。 Agrochemical active salts include acid addition salts of inorganic and organic acids and conventional alkali salts. Examples of inorganic acids are halogen acids such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide, sulfuric acid, phosphoric acid and nitric acid, and acid salts such as sodium hydrogen sulfate and potassium hydrogen sulfate. Useful organic acids include, for example, formic acid, carbonic acid, and alkanoic acid, such as acetic acid, trifluoroacetic acid, trichloroacetic acid, and propionic acid, as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamon Acid, oxalic acid, saturated or unitary or dibasic unsaturated fatty acids with 6 to 20 carbon atoms, alkylsulfuric acid monoesters, alkyl sulfonic acids (sulfonic acids with straight or branched chain alkyl groups of 1 to 20 carbon atoms Acid), aryl sulfonic acid or aryl disulfonic acid (aromatic group with one or two sulfonic acid groups, such as phenyl and naphthyl), alkyl phosphonic acid (straight chain with 1 to 20 carbon atoms Or branched alkyl phosphonic acid), aryl phosphonic acid or aryl diphosphonic acid (aromatic group with one or two phosphonic acid groups, such as phenyl and naphthyl), where the alkyl and aryl groups can be further With substituents, such as p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid and the like.
式(I)化合物或其鹽類之溶劑化物為帶有溶劑之化合物的化學計量組成物。 The solvate of the compound of formula (I) or its salt is a stoichiometric composition of the compound with a solvent.
式(I)化合物可以多晶體及/或非晶形式存在。晶型包括未溶劑化晶體形式、溶劑化物和水合物。 The compounds of formula (I) may exist in polycrystalline and/or amorphous forms. Crystal forms include unsolvated crystal forms, solvates and hydrates.
式(I)化合物在文中係稱為「活性成份」。 The compound of formula (I) is referred to as the "active ingredient" in the text.
在某些具體實例中，在上述式(I)中，R1係由下列組成之群中選出：氫、C1-C6-烷基、C3-C8-環烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2、-C(=O)Ra、-C(=O)N(Ra)2、-C1-C6-烷基-OC(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-鹵烷基、C2-C6-烯基、C2-C6-炔基、C1-C6-烷氧基、-C1-C6-烷基-C1-C6-烷氧基、C3-C10-碳環基、3-至10-員雜環基、芳基和雜芳基。非環狀和環狀R1或Ra基可如文中所述經取代。 In some specific examples, in the above formula (I), R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, -C 1 -C 6 -alkyl-aryl, -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si( C 1 -C 6 -alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 , -C(=O)R a , -C(=O)N(R a ) 2 ,- C 1 -C 6 - alkyl -OC (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected from the group consisting of lines of the: C 1 - C 10 -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy, -C 1 -C 6 -Alkyl-C 1 -C 6 -alkoxy, C 3 -C 10 -carbocyclyl, 3- to 10-membered heterocyclyl, aryl and heteroaryl. Cyclic and acyclic R1 or R a group may be substituted as described herein.
在某些具體實例中，在上述式(I)中，R1係由下列組成之群中選出：氫、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2、 -C(=O)Ra和-C1-C6-烷基-OC(=O)Ra，其中Ra係由C1-C10-烷基和C3-C10-碳環基(例如環丙基)組成之群中選出。非環狀和環狀R1或Ra基可如文中所述經取代。 In some specific examples, in the above formula (I), R1 is selected from the group consisting of hydrogen, -C 1 -C 6 -alkyl -C 1 -C 6 -alkoxy, -Si( C 1 -C 6 - alkyl) 3, -Si aryl (C 1 -C 6 - alkyl) 2, -C (= O) R a and -C 1 -C 6 - alkyl -OC (= O ) R a, wherein R a line of C 1 -C 10 - alkyl and C 3 -C 10 - carbocyclic group consisting of groups (e.g. cyclopropyl) selected. Cyclic and acyclic R1 or R a group may be substituted as described herein.
在某些具體實例中，在上述式(I)中，R1為一氫原子。 In some specific examples, in the above formula (I), R1 is a hydrogen atom.
在某些具體實例中，在上述式(I)中，R1係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=S)Ra、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, in the above formula (I), R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -Alkynyl, -C 1 -C 6 -alkyl-aryl (such as benzyl), -C 1 -C 6 -alkyl -C 1 -C 6 -alkoxy, -Si (C 1 -C 6 -alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl -C 3 -C 8 - cycloalkyl, -C (= S) R a , -C (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a It is selected from the group consisting of: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclyl (for example, cyclopropyl).
在某些具體實例中，在上述式(I)中，R1係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, in the above formula (I), R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -Alkynyl, -C 1 -C 6 -alkyl-aryl (such as benzyl), -C 1 -C 6 -alkyl -C 1 -C 6 -alkoxy, -Si (C 1 -C 6 -alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl -C 3 -C 8 - cycloalkyl, -C (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected by the system consisting of the group: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclyl (for example cyclopropyl).
在某些具體實例中，在上述式(I)中，R1係由下列組成之群中選出：C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=S)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧和C3-C10-碳環基(例如環丙基)。 In some specific examples, in the above formula (I), R1 is selected from the group consisting of: C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynes Group, -C 1 -C 6 -alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6- Alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl-C 3 -C 8 - cycloalkyl, -C (= S) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected by the system consisting of the group: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclyl (e.g. cyclopropyl).
在某些具體實例中，在上述式(I)中，R1係由下列組成之群中選出：C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra為C3-C10-碳環基(例如環丙基)。 In some specific examples, in the above formula (I), R1 is selected from the group consisting of: C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynes Group, -C 1 -C 6 -alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6- Alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl-C 3 -C 8 - cycloalkyl, -C (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is C 3 -C 10 - carbocyclic group ( For example cyclopropyl).
在某些具體實例中，在上述式(I)中，Y獨立地係由下列組成之群中選出：溴、甲醯基、C(=NOH)H、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、OC(=O)CH3、CCH、OS(O)2CH3和S(O)CH3。 In some specific examples, in the above formula (I), Y is independently selected from the group consisting of: bromine, formyl, C(=NOH)H, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , OC(=O)CH 3 , CCH, OS(O) 2 CH 3 and S(O)CH 3 .
適合的Y之實例包括揭示於下表1中的任何Y。 Examples of suitable Y include any Y disclosed in Table 1 below.
在某些具體實例中，在上述式(I)中，Y係由下列組成之群中選出：氯、溴、碘、OH、OCF3、OCHF2、OCH3、OC(=O)CH3、OS(O)2CH3、SH、SCF3、SCH3、S(O)CH3、S(O)2CH3、SF5、NH2、異氰基和NO2。 In some specific examples, in the above formula (I), Y is selected from the group consisting of chlorine, bromine, iodine, OH, OCF 3 , OCHF 2 , OCH 3 , OC(=O)CH 3 , OS(O) 2 CH 3 , SH, SCF 3 , SCH 3 , S(O)CH 3 , S(O) 2 CH 3 , SF 5 , NH 2 , isocyano group, and NO 2 .
在某些具體實例中，在上述式(I)中，Y係由下列組成之群中選出：氯、溴、碘、OCH3、OC(=O)CH3、OS(O)2CH3、S(O)CH3和NH2。 In some specific examples, in the above formula (I), Y is selected from the group consisting of chlorine, bromine, iodine, OCH 3 , OC(=O)CH 3 , OS(O) 2 CH 3 , S(O)CH 3 and NH 2 .
在某些具體實例中，在上述式(I)中，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、C(=NOH)CH3、C(=NOCH3)H、C(=NOCH3)CH3、CH2Cl、CH2Br、CH2I、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SH、CH2SCH3、CH2SCF3、CF3、CHF2、CF2Cl和CCH。 In some specific examples, in the above formula (I), Y is selected from the group consisting of: CN, formyl, COCH 3 , C(=NOH)H, C(=NOH)CH 3 , C (=NOCH 3 )H, C(=NOCH 3 )CH 3 , CH 2 Cl, CH 2 Br, CH 2 I, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SH , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 , CHF 2 , CF 2 Cl and CCH.
在某些具體實例中，在上述式(I)中，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、C(=NOCH3)H、CH2Br、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、CF3和CCH。 In some specific examples, in the above formula (I), Y is selected from the group consisting of CN, formyl, COCH 3 , C(=NOH)H, C(=NOCH 3 )H, CH 2 Br, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 and CCH.
在某些具體實例中，在上述式(I)中，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、CH2Br、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、CF3和CCH。 In some specific examples, in the above formula (I), Y is selected from the group consisting of: CN, formyl, COCH 3 , C(=NOH)H, CH 2 Br, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 and CCH.
在某些具體實例中，在上述式(I)中，A係由A-1、A-2和A-3選出，其視需要經一或二個氟取代；且其中當R1為氫及Y為氯、溴、COMe、CO2H、CONH2、C(=NOH)CH3、C(=NOCH3)CH3、CH2Cl、CH2OH、CH2NH2、OH、OCH3、OCF3、SMe、S(O)2Me、SCF3、SF5、CH3或NH2時，A-1視需要係經一或二個氟取代。 In some specific examples, in the above formula (I), A is selected from A-1, A-2 and A-3, which are substituted by one or two fluorines as necessary; and wherein when R1 is hydrogen and Y It is chlorine, bromine, COMe, CO 2 H, CONH 2 , C(=NOH)CH 3 , C(=NOCH 3 )CH 3 , CH 2 Cl, CH 2 OH, CH 2 NH 2 , OH, OCH 3 , OCF 3. In the case of SMe, S(O) 2 Me, SCF 3 , SF 5 , CH 3 or NH 2 , A-1 may be substituted with one or two fluorines as necessary.
在某些具體實例中，在上述式(I)中，A為A-1。 In some specific examples, in the above formula (I), A is A-1.
在某些具體實例中，在上述式(I)中，A為A-2或A-3。 In some specific examples, in the above formula (I), A is A-2 or A-3.
在某些具體實例中，在上述式(I)中，A為A-2。 In some specific examples, in the above formula (I), A is A-2.
在某些具體實例中，在上述式(I)中，A為A-3。 In some specific examples, in the above formula (I), A is A-3.
在某些具體實例中，在上述式(I)中，A為A-4。 In some specific examples, in the above formula (I), A is A-4.
在某些具體實例中，在上述式(I)中，R1和Ra基為未經取代。 In certain instances, in formula (I), R1 and R a group is unsubstituted.
在某些具體實例中，在上述式(I)中， R1 係由下列組成之群中選出：氫、C1-C8-烷基、C3-C8-環烷基、C2-C8-烯基、C2-C8-炔基、-C1-C8-烷基-芳基、-C1-C8-烷基-C1-C8-烷氧基、-Si(C1-C8-烷基)3、-Si芳基(C1-C8-烷基)2、-C1-C8-烷基-C3-C8-環烷基、芳基、雜芳基、-C1-C8-烷基-雜芳基、二-C1-C8-烷基磷酸酯、-C(=O)Ra、-C(=O)N(Ra)2、-C1-C6-烷基-OC(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：氫、胺基、C1-C10-烷基、C1-C6-鹵烷基、C2-C8-烯基、C2-C8-鹵烯基、C2-C8-炔基、C2-C8-鹵炔基、C1-C8-烷氧基、C1-C8-鹵烷氧基、C1-C8-烷基氫硫基、C1-C8-烷基胺基、二-C1-C8-烷基胺基、-C1-C6-烷基-C1-C6-烷氧基、C3-C10-碳環基、C3-C10-鹵基碳環基、3-至10-員雜環基、芳基、雜芳基、雜環基氧基、芳氧基和雜芳氧基，及Y 獨立地係由下列組成之群中選出：氯、溴、碘、CN、甲醯基、COCH3、CO2H、CONH2、C(=NOH)H、C(=NOH)CH3、C(=NOCH3)CH3、CH2Cl、CH2Br、CH2I、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2NH2、CH2SH、CH2SCH3、CH2SCF3、OH、OCF3、OCHF2、OCH3、OC(=O)CH3、OS(O)2CH3、SH、SCF3、SCH3、S(O)CH3、S(O)2CH3、SF5、CH3、CF3、CHF2、NH2、CF2Br、CF2I、CF2Cl、CCH、異氟基和NO2。 In some specific examples, in the above formula (I), R1 is selected from the group consisting of hydrogen, C 1 -C 8 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, -C 1 -C 8 -alkyl-aryl, -C 1 -C 8 -alkyl -C 1 -C 8 -alkoxy, -Si( C 1 -C 8 -alkyl) 3 , -Si aryl (C 1 -C 8 -alkyl) 2 , -C 1 -C 8 -alkyl -C 3 -C 8 -cycloalkyl, aryl, Heteroaryl, -C 1 -C 8 -alkyl-heteroaryl, di-C 1 -C 8 -alkyl phosphate, -C(=O)R a , -C(=O)N(R a ) 2, -C 1 -C 6 - alkyl -OC (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected by the system consisting of the group ：Hydrogen, amino, C 1 -C 10 -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -haloalkenyl, C 2 -C 8- Alkynyl, C 2 -C 8 -haloalkynyl, C 1 -C 8 -alkoxy, C 1 -C 8 -haloalkoxy, C 1 -C 8 -alkylsulfanyl, C 1 -C 8 -Alkylamino, di-C 1 -C 8 -alkylamino, -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, C 3 -C 10 -carbocyclic group, C 3 -C 10 -halocarbocyclyl, 3- to 10-membered heterocyclyl, aryl, heteroaryl, heterocyclyloxy, aryloxy and heteroaryloxy, and Y is independently derived from Selected from the following group: chlorine, bromine, iodine, CN, formyl, COCH 3 , CO 2 H, CONH 2 , C(=NOH)H, C(=NOH)CH 3 , C(=NOCH 3 ) CH 3 , CH 2 Cl, CH 2 Br, CH 2 I, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 NH 2 , CH 2 SH, CH 2 SCH 3 , CH 2 SCF 3 , OH, OCF 3 , OCHF 2 , OCH 3 , OC(=O)CH 3 , OS(O) 2 CH 3 , SH, SCF 3 , SCH 3 , S(O)CH 3 , S(O) 2 CH 3 , SF 5 , CH 3 , CF 3 , CHF 2 , NH 2 , CF 2 Br, CF 2 I, CF 2 Cl, CCH, isofluoro and NO 2 .
上文所述之R1、Y和A的定義可以各種方式組合以提供根據本發明之化合物的亞類。 The above-mentioned definitions of R1, Y and A can be combined in various ways to provide subclasses of compounds according to the present invention.
化合物之亞類的非限定實例包括下文所述的亞類。 Non-limiting examples of subclasses of compounds include the subclasses described below.
在某些具體實例中(文中係指具體實例I-a)，本發明係關於式(I)化合物 In some specific examples (the text refers to specific examples I-a), the present invention relates to compounds of formula (I)
在某些具體實例中依照具體實例1-a，R1 係由下列組成之群中選出：氫、C1-C8-烷基、C3-C8-環烷基、C2-C8-烯基、C2-C8-炔基、-C1-C8-烷基-芳基、-C1-C8-烷基-C1-C8-烷氧基、-Si(C1-C8-烷基)3、-Si芳基(C1-C8-烷基)2、-C1-C8-烷基-C3-C8-環烷基、芳基、雜芳基、-C1-C8-烷基-雜芳基、二-C1-C8-烷基磷酸酯、-C(=O)Ra、-C(=O)N(Ra)2、-C1-C6-烷基-OC(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：氫、胺基、C1-C10-烷基、C1-C6-鹵烷基、C2-C8-烯基、C2-C8-鹵烯基、C2-C8-炔基、C2-C8-鹵炔基、C1-C8-烷氧基、C1-C8-鹵烷氧基、C1-C8-烷基氫硫基、C1-C8-烷基胺基、二-C1-C8-烷基胺基、-C1-C6-烷基-C1-C6-烷氧基、C3-C10-碳環基、C3-C10-鹵基碳環基、3-至10-員雜環基、芳基、雜芳基、雜環氧基、芳氧基和雜芳氧基，及 Y 獨立地係由下列組成之群中選出：氯、溴、碘、CN、甲醯基、COCH3、CO2H、CONH2、C(=NOH)H、C(=NOH)CH3、C(=NOCH3)CH3、CH2Cl、CH2Br、CH2I、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2NH2、CH2SH、CH2SCH3、CH2SCF3、OH、OCF3、OCHF2、OCH3、OC(=O)CH3、OS(O)2CH3、SH、SCF3、SCH3、S(O)CH3、S(O)2CH3、SF5、CH3、CF3、CHF2、NH2、CF2Br、CF2I、CF2Cl、CCH、異氰基和NO2。 In some specific examples, according to specific example 1-a, R1 is selected from the group consisting of hydrogen, C 1 -C 8 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 8- Alkenyl, C 2 -C 8 -alkynyl, -C 1 -C 8 -alkyl-aryl, -C 1 -C 8 -alkyl -C 1 -C 8 -alkoxy, -Si(C 1 -C 8 -alkyl) 3 , -Si aryl (C 1 -C 8 -alkyl) 2 , -C 1 -C 8 -alkyl -C 3 -C 8 -cycloalkyl, aryl, heteroaryl Group, -C 1 -C 8 -alkyl-heteroaryl, di-C 1 -C 8 -alkyl phosphate, -C(=O)R a , -C(=O)N(R a ) 2 , -C 1 -C 6 - alkyl -OC (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected based the group consisting of: hydrogen , Amino, C 1 -C 10 -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -haloalkenyl, C 2 -C 8 -alkynyl , C 2 -C 8 -haloalkynyl, C 1 -C 8 -alkoxy, C 1 -C 8 -haloalkoxy, C 1 -C 8 -alkyl hydrogensulfanyl, C 1 -C 8- Alkylamino group, di-C 1 -C 8 -alkylamino group, -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, C 3 -C 10 -carbocyclic group, C 3 -C 10 -halocarbocyclyl, 3- to 10-membered heterocyclic group, aryl, heteroaryl, heterocyclic oxy, aryloxy and heteroaryloxy, and Y is independently composed of Selected from the group: chlorine, bromine, iodine, CN, formyl, COCH 3 , CO 2 H, CONH 2 , C(=NOH)H, C(=NOH)CH 3 , C(=NOCH 3 )CH 3 , CH 2 Cl, CH 2 Br, CH 2 I, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 NH 2 , CH 2 SH, CH 2 SCH 3 , CH 2 SCF 3 , OH, OCF 3 , OCHF 2 , OCH 3 , OC(=O)CH 3 , OS(O) 2 CH 3 , SH, SCF 3 , SCH 3 , S(O)CH 3 , S(O) 2 CH 3 , SF 5 , CH 3 , CF 3 , CHF 2 , NH 2 , CF 2 Br, CF 2 I, CF 2 Cl, CCH, isocyano and NO 2 .
在某些具體實例中(文中係指具體實例I-b)，本發明係關於式(I)化合物： In some specific examples (in this context, specific examples I-b), the present invention relates to compounds of formula (I):
在某些具體實例中(文中係指具體實例I-c)，本發明係關於式(I)化合物： In some specific examples (in this context, specific examples I-c), the present invention relates to compounds of formula (I):
在某些具體實例中(文中係指具體實例I-d)，本發明係關於式(I)化合物： In some specific examples (in this context, specific examples I-d), the present invention relates to compounds of formula (I):
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，R1係由下列組成之群中選出：氫、C1-C6-烷基、C3-C8-環烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2、-C(=O)Ra、-C(=O)N(Ra)2、-C1-C6-烷基-OC(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-鹵烷基、C2-C6-烯基、C2-C6-炔基、C1-C6-烷氧基、-C1-C6-烷基-C1-C6-烷氧基、C3-C10-碳環基、3-至10-員雜環基、芳基和雜芳基。非環狀和環狀R1或Ra基可如文中所述經取代。 In some specific examples, according to specific examples Ia, Ib, Ic, or Id, R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, -C 1 -C 6 -alkyl-aryl, -C 1 -C 6 -alkyl -C 1 -C 6 -alkoxy,- Si(C 1 -C 6 -alkyl) 3 , -Si aryl(C 1 -C 6 -alkyl) 2 , -C(=O)R a , -C(=O)N(R a ) 2 , -C 1 -C 6 - alkyl -OC (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected from the group consisting of lines in the: C 1 -C 10 -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy, -C 1- C 6 -Alkyl-C 1 -C 6 -alkoxy, C 3 -C 10 -carbocyclyl, 3- to 10-membered heterocyclyl, aryl and heteroaryl. Cyclic and acyclic R1 or R a group may be substituted as described herein.
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，R1係由下列組成之群中選出：氫、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2、-C(=O)Ra和-C1-C6-烷基-OC(=O)Ra，其中Ra係由C1-C10-烷基和C3-C10-碳環基(例如環丙基)組成之群中選出。非環狀R1或Ra基可如文中所述經一或多個R1a取代基取代，而環狀R1或Ra基可如文中所述經一或多個R1c取代基取代。 In some specific examples, according to specific examples Ia, Ib, Ic or Id, R1 is selected from the group consisting of hydrogen, -C 1 -C 6 -alkyl -C 1 -C 6 -alkoxy,- si (C 1 -C 6 - alkyl) 3, -Si aryl (C 1 -C 6 - alkyl) 2, -C (= O) R a and -C 1 -C 6 - alkyl -OC ( = O) R a, wherein R a line of C 1 -C 10 - carbocyclic group selected group (e.g., cyclopropyl) of the composition - alkyl and C 3 -C 10. Acyclic R1 or R a group as described herein may be substituted with one or more R1 substituents A, and R1 or R a cyclic group as described herein may be substituted with one or more substituents R1 C.
在某些具體實例中依照具體實例I-a，R1係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如 -Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra、-C(=S)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, according to specific example Ia, R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, -C 1 -C 6 -Alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6 -alkyl ) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl-C 3- C 8 - cycloalkyl, -C (= O) R a , -C (= S) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a train consist Selected from the group: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclic group (for example, cyclopropyl).
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，R1係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, according to specific examples Ia, Ib, Ic or Id, R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2- C 6 -alkynyl, -C 1 -C 6 -alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6 -alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8- alkyl -C 3 -C 8 - cycloalkyl, -C (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a group consisting of a system of Selected: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclic group (for example cyclopropyl).
在某些具體實例中依照具體實例I-a，R1係由下列組成之群中選出：C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=S)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, according to specific example Ia, R1 is selected from the group consisting of: C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, -C 1 -C 6 -Alkyl-aryl (for example, benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6 -alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl -C 3 -C 8 - cycloalkyl, -C (= S) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected from the group consisting of lines of the: C 1 -C 10 - Alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclyl (e.g. cyclopropyl).
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，R1係由下列組成之群中選出：C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra為C3-C10-碳環基(例如環丙基)。 In some specific examples, according to specific examples Ia, Ib, Ic or Id, R1 is selected from the group consisting of: C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -Alkynyl, -C 1 -C 6 -alkyl-aryl (such as benzyl), -C 1 -C 6 -alkyl -C 1 -C 6 -alkoxy, -Si (C 1 -C 6 -alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl -C 3 -C 8 - cycloalkyl, -C (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is C 3 -C 10 - carbocyclic Group (e.g. cyclopropyl).
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，Y獨立地係由下列組成之群中選出：溴、甲醯基、C(=NOH)H、CH2OH、CH2OCH3、CCH、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、OC(=O)CH3、OS(O)2CH3和S(O)CH3。 In some specific examples, according to specific examples Ia, Ib, Ic, or Id, Y is independently selected from the group consisting of: bromine, formyl, C(=NOH)H, CH 2 OH, CH 2 OCH 3 , CCH, CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , OC(=O)CH 3 , OS(O) 2 CH 3 and S(O)CH 3 .
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，Y係由下列組成之群中選出：氯、溴、碘、OH、OCF3、OCHF2、OCH3、OC(=O)CH3、OS(O)2CH3、SH、SCF3、SCH3、S(O)CH3、S(O)2CH3、SF5、NH2、異氰基和NO2。 In some specific examples, according to specific examples Ia, Ib, Ic or Id, Y is selected from the group consisting of chlorine, bromine, iodine, OH, OCF 3 , OCHF 2 , OCH 3 , OC(=O)CH 3. OS(O) 2 CH 3 , SH, SCF 3 , SCH 3 , S(O)CH 3 , S(O) 2 CH 3 , SF 5 , NH 2 , isocyano group and NO 2 .
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，Y係由下列組成之群中選出：氯、溴、碘、OCH3、OC(=O)CH3、OS(O)2CH3、S(O)CH3和NH2。 In some specific examples, according to specific examples Ia, Ib, Ic or Id, Y is selected from the group consisting of chlorine, bromine, iodine, OCH 3 , OC(=O)CH 3 , OS(O) 2 CH 3. S(O)CH 3 and NH 2 .
在某些具體實例中I-a，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、C(=NOH)CH3、C(=NOCH3)H、C(=NOCH3)CH3、CH2Cl、CH2Br、CH2I、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SH、CH2SCH3、CH2SCF3、CF3、CHF2、CF2Cl和CCH。 In some specific examples, Ia and Y are selected from the group consisting of CN, formyl, COCH 3 , C(=NOH)H, C(=NOH)CH 3 , C(=NOCH 3 )H, C(=NOCH 3 )CH 3 , CH 2 Cl, CH 2 Br, CH 2 I, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SH, CH 2 SCH 3 , CH 2 SCF 3 , CF 3 , CHF 2 , CF 2 Cl and CCH.
在某些具體實例中依照具體實例I-a，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、C(=NOCH3)H、CH2Br、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、CF3和CCH。 In some specific examples, according to specific example Ia, Y is selected from the group consisting of: CN, formyl, COCH 3 , C(=NOH)H, C(=NOCH 3 )H, CH 2 Br, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 and CCH.
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、CH2Br、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、CF3和CCH。 In some specific examples, according to specific examples Ia, Ib, Ic, or Id, Y is selected from the group consisting of: CN, formyl, COCH 3 , C(=NOH)H, CH 2 Br, CH 2 OH , CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 and CCH.
在某些具體實例中依照具體實例I-a、I-b、I-c或I-d，R1和Ra基為未經取代。 In some instances in accordance with the specific examples of Ia, Ib, Ic or Id, R1 and R a group is unsubstituted.
在某些具體實例中(文中係指具體實例I-e)，本發明係關於式(I)化合物： In some specific examples (in this context, specific examples I-e), the present invention relates to compounds of formula (I):
其中A-1、A-2、A-3和A-4視需要經一或二個氟取代；Y 獨立地係由下列組成之群中選出：氯、溴、碘、OH、OCF3、OCHF2、OCH3、OC(=O)CH3、OS(O)2CH3、SH、SCF3、SCH3、S(O)CH3、S(O)2CH3、SF5、NH2、異氰基和NO2；其中當R1為氫且Y為氯、溴、OH、OCH3、OCF3、SMe、S(O)2Me、SCF3、SF5或NH2時，A-1係經一或二個氟取代；其中當R1為氫且Y為氯或溴時，A-4係經一或二個氟取代；R1a和R1c 獨立地係由下列組成之群中選出：鹵素原子、硝基、羥基、氰基、羧基、胺基、氫硫基、五氟-λ6-氫硫基、甲醯基、胺甲醯基、胺甲酸酯、C1-C6-烷基、C3-C7-環烷基、C1-C6-鹵烷基、C3-C8-鹵基環烷基、C2-C6-(鹵基)烯基、C2-C6-(鹵基)炔基、C1-C6-烷基胺基、二-C1-C6-烷基胺基、-Si(C1-C6-烷基)3、C1-C6-(鹵基)烷氧基C1-C6-(鹵基)烷基氫硫基、C1-C6-(鹵基)烷基羰基、C1-C6-烷基胺甲醯基、二-C1-C6-烷基胺甲醯基、C1-C6-(鹵基)烷氧基羰基、芳氧基、C1-C6-(鹵基)烷基羰基氧基、C1-C6-(鹵基)烷基羰基胺基、C1-C8-(鹵基)烷基氫硫基、C1-C8-(鹵基)烷基亞磺醯基、C1-C8-(鹵基)烷基磺醯基、C1-C8-烷基磺
醯基胺基、C1-C8-鹵烷基磺醯基胺基、胺磺醯基、C1-C8-烷基胺磺醯基和二-C1-C8-烷基胺磺醯基；其限制條件為式(I)化合物不為：3-(4-溴苯基)-5-(三氟甲基)-4,5-二氫-1,2-
在某些具體實例中依照具體實例(Ie)，Y係由下列組成之群中選出：氯、溴、碘、OCH3、OC(=O)CH3、OS(O)2CH3、S(O)CH3和NH2。 In some specific examples, according to specific example (Ie), Y is selected from the group consisting of chlorine, bromine, iodine, OCH 3 , OC(=O)CH 3 , OS(O) 2 CH 3 , S( O) CH 3 and NH 2 .
在某些具體實例中依照具體實例(Ie)，R1係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra、-C(=S)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, according to specific example (Ie), R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynes Group, -C 1 -C 6 -alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6- Alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl-C 3 -C 8 - cycloalkyl, -C (= O) R a , -C (= S) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a system of Selected from the group consisting of: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy, and C 3 -C 10 -carbocyclic group (e.g. cyclopropyl).
在某些具體實例中依照具體實例(Ie)，R1係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, according to specific example (Ie), R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynes Group, -C 1 -C 6 -alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6- Alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl-C 3 -C 8 - cycloalkyl, -C (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected from the group consisting of lines of the: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclic groups (for example cyclopropyl).
在某些具體實例中依照具體實例(Ie)，R1係由下列組成之群中選出：C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=S)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, according to specific example (Ie), R1 is selected from the group consisting of: C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, -C 1 -C 6 -Alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6 -alkyl ) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl-C 3- C 8 - cycloalkyl, -C (= S) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected from the group consisting of lines of the: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclic groups (e.g. cyclopropyl).
在某些具體實例中依照具體實例(Ie)，R1係由下列組成之群中選出：C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra為C3-C10-碳環基(例如環丙基)。 In some specific examples, according to specific example (Ie), R1 is selected from the group consisting of: C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, -C 1 -C 6 -Alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6 -alkyl ) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl-C 3- C 8 - cycloalkyl, -C (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is C 3 -C 10 - carbocyclic group (e.g. a ring Propyl).
在某些具體實例中依照具體實例(Ie)，R1為一氫原子。 In some specific examples, according to specific example (Ie), R1 is a hydrogen atom.
在某些具體實例中依照具體實例(Ie)，A係由A-1、A-2和A-3中選出，其視需要係經一或二個氟取代；且其中當R1為氫且Y為氯、溴、OH、OCH3、OCF3、SMe、S(O)2Me、SCF3、SF5或NH2時，A-1係經一或二個氟取代。 In some specific examples, according to the specific example (Ie), A is selected from A-1, A-2 and A-3, which is substituted with one or two fluorines as necessary; and wherein when R1 is hydrogen and Y When it is chlorine, bromine, OH, OCH 3 , OCF 3 , SMe, S(O) 2 Me, SCF 3 , SF 5 or NH 2 , A-1 is substituted by one or two fluorines.
在某些具體實例中依照具體實例(Ie)，A係由A-1、A-2和A-3中選出，其視需要係經一或二個氟取代。 In some specific examples, according to specific example (Ie), A is selected from A-1, A-2 and A-3, and it is substituted with one or two fluorines as necessary.
在某些具體實例中依照具體實例(Ie)，A係由A-2和A-3中選出。 In some specific examples, according to specific example (Ie), A is selected from A-2 and A-3.
在某些具體實例中依照具體實例(Ie)，A為A-1，其視需要係經一或二個氟取代；且當R1為氫且Y為氯、溴、OH、OCH3、OCF3、SMe、S(O)2Me、SCF3、SF5或NH2時，A-1係經一或二個氟取代。在某些此等具體實例中，A-1係經一或二個氟取代。 In some specific examples, according to specific example (Ie), A is A-1, which is substituted with one or two fluorines as necessary; and when R1 is hydrogen and Y is chlorine, bromine, OH, OCH 3 , OCF 3 , SMe, S(O) 2 Me, SCF 3 , SF 5 or NH 2 , A-1 is substituted by one or two fluorine. In some of these specific examples, A-1 is substituted with one or two fluorines.
在某些具體實例中依照具體實例(Ie)，R1和Ra基為未經取代。 In some instances in accordance with the specific examples (Ie), R1 and R a group is unsubstituted.
在某些具體實例中依照具體實例(Ie)，係排除其中A為A-1，Y為Cl或Br，R1為-C(=O)Ra及Ra為甲基或第三丁氧基之化合物。 In some instances in accordance with the specific examples (Ie), wherein A is excluded based A-1, Y is Cl or Br, R1 is -C (= O) R a and R a is methyl or tert-butoxy The compound.
在某些具體實例中依照具體實例(Ie)，係排除其中A為A-1，Y為Cl或Br及R1為-C(=O)Ra且Ra為C1-C10-烷基或C1-C6-烷氧基之化合物。 In some instances in accordance with the specific examples (Ie), wherein A is excluded based A-1, Y is Cl or Br and R1 is -C (= O) R a and R a is C 1 -C 10 - alkyl Or C 1 -C 6 -alkoxy compound.
在某些較佳的具體實例中依照具體實例(Ie)，R1 係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基(例如環丙基甲基)、-C(=O)Ra、-C(=S)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)； Y 係由下列組成之群中選出：氯、溴、碘、OCH3、OC(=O)CH3、OS(O)2CH3、S(O)CH3和NH2；及A 係由A-1、A-2和A-3選出，其視需要係經一或二個氟取代；且其中當R1為氫且Y為氯、溴、OCH3、S(O)2Me或NH2時，A-1係經一或二個氟取代。 In some preferred specific examples, according to specific example (Ie), R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, -C 1 -C 6 -alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1- C 6 -alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkane group -C 3 -C 8 - cycloalkyl (e.g., cyclopropylmethyl), - C (= O) R a, -C (= S) R a and -C 1 -C 6 - alkyl -C ( = O) R a, wherein R a is selected by the system consisting of the group: C 1 -C 10 - alkyl, C 1 -C 6 - alkoxy and C 3 -C 10 - carbocyclic group (e.g. cyclopropyloxy Y is selected from the group consisting of: chlorine, bromine, iodine, OCH 3 , OC(=O)CH 3 , OS(O) 2 CH 3 , S(O)CH 3 and NH 2 ; and A It is selected from A-1, A-2 and A-3, which may be substituted by one or two fluorines as necessary; and where R1 is hydrogen and Y is chlorine, bromine, OCH 3 , S(O) 2 Me or In the case of NH 2 , A-1 is substituted by one or two fluorines.
在某些此等較佳的具體實例中依照具體實例(Ie)，係排除其中Y為Cl或Br及R1為-C(=O)Ra，其中Ra係由甲基和第三丁氧基選出之化合物。在某些其他的此等較佳具體實例中依照具體實例(Ie)，係排除其中A為A-1，Y為Cl或Br，R1為-C(=O)Ra及Ra為C1-C10-烷基或C1-C6-烷氧基之化合物。 In some of these preferred specific examples, according to specific example (Ie), it is excluded where Y is Cl or Br and R1 is -C(=O)R a , where R a is composed of methyl and tertiary butoxy The compound selected by the base. In some other such preferred embodiments, according to specific example (Ie), it is excluded that A is A-1, Y is Cl or Br, R1 is -C(=O)R a and R a is C 1 -C 10 -alkyl or C 1 -C 6 -alkoxy compound.
在某些此等較佳的具體實例中依照具體實例(Ie)，R1係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基(例如環丙基甲基)、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some of these preferred specific examples, according to specific example (Ie), R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, -C 1 -C 6 -alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6 -alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -Alkyl-C 3 -C 8 -cycloalkyl (e.g. cyclopropylmethyl), -C(=O)R a and -C 1 -C 6 -alkyl-C(=O)R a , wherein R a is selected from the group consisting of lines of the: C 1 -C 10 - alkyl, C 1 -C 6 - alkoxy and C 3 -C 10 - carbocyclic group (e.g., cyclopropyl).
在某些具體實例中(文中係指具體實例I-f)，本發明係關於式(I)化合物： In some specific examples (in this context, specific examples I-f), the present invention relates to compounds of formula (I):
其中A-1、A-2、A-3和A-4視需要係經一或二個氟取代；Y 係由下列組成之群中選出：CN、甲醯基、COCH3、CO2H、CONH2、C(=NOH)H、C(=NOH)CH3、C(=NOCH3)H、C(=NOCH3)CH3、CH2Cl、CH2Br、CH2I、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2NH2、CH2SH、CH2SCH3、CH2SCF3、CH3、CF3、CHF2、CF2Br、CF2I、CF2Cl和CCH；其中當R1為氫且Y為COMe、CO2H、CONH2、C(=NOH)CH3、C(=NOCH3)CH3、CH2Cl、CH2OH、CH2NH2或CH3時，A-1係經一或二個氟取代；其中當R1為氫且Y為CH3時，A-4係經一或二個氟取代；R1a和R1c 獨立地係由下列組成之群中選出：鹵素原子、硝基、羥基、氰基、羧基、胺基、氫硫基、五氟-λ6-氫硫基、甲醯基、胺甲醯基、胺甲酸酯、C1-C6-烷基、C3-C7-環烷基、C1-C6-鹵烷基、C3-C8-鹵基環烷基、C2-C6-(鹵基)烯基、C2-C6-(鹵基)炔基、C1-C6-烷基胺基、二-C1-C6-烷基胺基、-Si(C1-C6-烷基)3、C1-C6-(鹵基)烷氧基C1-C6-(鹵基)烷基氫硫基、C1-C6-(鹵基)烷基羰基、C1-C6-烷基胺甲醯基、二-C1-C6-烷基胺甲醯基、C1-C6-(鹵基)烷氧基羰基、芳氧基、C1-C6-(鹵基)烷
基羰基氧基、C1-C6-(鹵基)烷基羰基胺基、C1-C8-(鹵基)烷基氫硫基、C1-C8-(鹵基)烷基亞磺醯基、C1-C8-(鹵基)烷基磺醯基、C1-C8-烷基磺醯基胺基、C1-C8-鹵烷基磺醯基胺基、胺磺醯基、C1-C8-烷基胺磺醯基和二-C1-C8-烷基胺磺醯基；其限制條件為式(I)化合物不為：3-氟-4-[5-羥基-5-(三氟甲基)-4,5-二氫-1,2-
在某些具體實例中依照具體實例(If)，R1係由下列組成之群中選出：氫、C1-C6-烷基、C2-C6-烯基、C2-C6-炔基、-C1-C6-烷基-芳基(例如苯甲基)、-C1-C6-烷基-C1-C6-烷氧基、-Si(C1-C6-烷基)3、-Si芳基(C1-C6-烷基)2(例如-Si苯基(C1-C6-烷基)2)、-C1-C8-烷基-C3-C8-環烷基、-C(=O)Ra和-C1-C6-烷基-C(=O)Ra，其中Ra係由下列組成之群中選出：C1-C10-烷基、C1-C6-烷氧基和C3-C10-碳環基(例如環丙基)。 In some specific examples, according to the specific example (If), R1 is selected from the group consisting of hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynes Group, -C 1 -C 6 -alkyl-aryl (e.g. benzyl), -C 1 -C 6 -alkyl-C 1 -C 6 -alkoxy, -Si(C 1 -C 6- Alkyl) 3 , -Si aryl (C 1 -C 6 -alkyl) 2 (e.g. -Si phenyl (C 1 -C 6 -alkyl) 2 ), -C 1 -C 8 -alkyl-C 3 -C 8 - cycloalkyl, -C (= O) R a and -C 1 -C 6 - alkyl -C (= O) R a, wherein R a is selected from the group consisting of lines of the: C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy and C 3 -C 10 -carbocyclic groups (for example cyclopropyl).
在某些具體實例中依照具體實例(If)，R1係由下列組成之群中選出：氫、-Si(C1-C6-烷基)3和-C(=O)Ra，其中Ra為C1-C6-烷基。 In some specific examples, according to the specific example (If), R1 is selected from the group consisting of hydrogen, -Si(C 1 -C 6 -alkyl) 3 and -C(=O)R a , where R a is C 1 -C 6 -alkyl.
在某些具體實例中依照具體實例(If)、R1為-Si(C1-C6-烷基)3或-C(=O)Ra，其中Ra為C1-C6-烷基。 In some instances in accordance with a specific example (If), R1 is -Si (C 1 -C 6 - alkyl) 3 or -C (= O) R a, wherein R a is C 1 -C 6 - alkyl .
在某些具體實例中依照具體實例(If)，A為A-1，其視需要係經一或二個氟取代；且當R1為氫及Y為COMe、CO2H、CONH2、C(=NOH)CH3、C(=NOCH3)CH3、CH2Cl、CH2OH、CH2NH2或CH3時，A-1係經一或二個氟取代。在某些此等具體實例中，A-1係經一或二個氟取代。 In some specific examples according to the specific example (If), A is A-1, which is substituted with one or two fluorines as necessary; and when R1 is hydrogen and Y is COMe, CO 2 H, CONH 2 , C( =NOH)CH 3 , C(=NOCH 3 )CH 3 , CH 2 Cl, CH 2 OH, CH 2 NH 2 or CH 3 , A-1 is substituted by one or two fluorines. In some of these specific examples, A-1 is substituted with one or two fluorines.
在某些具體實例中依照具體實例(If)，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、C(=NOH)CH3、C(=NOCH3)H、C(=NOCH3)CH3、CH2Cl、CH2Br、CH2I、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SH、CH2SCH3、CH2SCF3、CF3、CHF2、CF2Cl和CCH。 In some specific examples, according to the specific example (If), Y is selected from the group consisting of CN, formyl, COCH 3 , C(=NOH)H, C(=NOH)CH 3 , C(= NOCH 3 )H, C(=NOCH 3 )CH 3 , CH 2 Cl, CH 2 Br, CH 2 I, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O) CH 3 , CH 2 SH, CH 2 SCH 3 , CH 2 SCF 3 , CF 3 , CHF 2 , CF 2 Cl and CCH.
在某些具體實例中依照具體實例(If)、Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、C(=NOCH3)H、CH2Br、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、CF3和CCH。 In some specific examples, according to the specific example (If), Y is selected from the group consisting of: CN, formyl, COCH 3 , C(=NOH)H, C(=NOCH 3 )H, CH 2 Br , CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 and CCH.
在某些具體實例中依照具體實例(If)，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、CH2Br、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、CF3和CCH。 In some specific examples, according to the specific example (If), Y is selected from the group consisting of: CN, formyl, COCH 3 , C(=NOH)H, CH 2 Br, CH 2 OH, CH 2 OCH 3. CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 and CCH.
在某些具體實例中依照具體實例(If)，R1和Ra基為未經取代。 In some instances in accordance with a specific example (If), R1 and R a group is unsubstituted.
在某些較佳的具體實例中依照具體實例(If)，R1 係由下列組成之群中選出：氫、-Si(C1-C6-烷基)3和-C(=O)Ra，其中Ra為C1-C6-烷基；Y 係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、C(=NOCH3)H、CH2Br、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、CF3和CCH；及A 為A-1，其視需要係經一或二個氟取代；且當R1為氫及Y為COCH3或CH2OH時，A-1係經一或二個氟取代。 In some preferred specific examples, according to specific example (If), R1 is selected from the group consisting of hydrogen, -Si(C 1 -C 6 -alkyl) 3 and -C(=O)R a wherein R a is C 1 -C 6 - alkyl; elected by the Y lines of the group consisting of: CN, methyl acyl, COCH 3, C (= NOH ) H, C (= NOCH 3) H, CH 2 Br, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 and CCH; and A is A-1, which may be controlled by one or Two fluorines are substituted; and when R1 is hydrogen and Y is COCH 3 or CH 2 O H , A-1 is substituted with one or two fluorines.
在某些此等較佳的具體實例(If)中，Y係由下列組成之群中選出：CN、甲醯基、COCH3、C(=NOH)H、CH2Br、CH2OH、CH2OCH3、CH2OC(=O)CH3、CH2SCH3、CH2SCF3、CF3和CCH。 In some of these preferred embodiments (If), Y is selected from the group consisting of CN, formyl, COCH 3 , C(=NOH)H, CH 2 Br, CH 2 OH, CH 2 OCH 3 , CH 2 OC(=O)CH 3 , CH 2 SCH 3 , CH 2 SCF 3 , CF 3 and CCH.
在某些此等較佳的具體實例(If)中，R1和Ra基為未經取代。 In some of these preferred specific examples (If), R1 and R a group is unsubstituted.
本發明亦關於表1中所揭示的任何式(I)化合物。 The present invention also relates to any compound of formula (I) disclosed in Table 1.
本發明係關於由下列組成之群中選出的式(I)化合物：3-(3-氟-4-甲氧基苯基)-5-(三氟甲基)-4H-1,2-
根據本發明式(I)化合物可用作殺真菌劑(亦即用於防治植物病原性真菌，尤其是造成銹病之真菌或植物保護中的卵菌綱(Oomycte))。 According to the present invention, the compounds of formula (I) can be used as fungicides (that is, for controlling phytopathogenic fungi, especially fungi that cause rust or Oomycte in plant protection).
用於製備式I化合物之方法 Method for preparing compound of formula I
式(I)化合物可依照WO2008/006561中和WO2019/122393中所描述的方法來製備。 The compound of formula (I) can be prepared according to the methods described in WO2008/006561 and WO2019/122393.
下表係列出在正文內未加以說明而用於本段落和實例章節中的縮寫。 The following table lists the abbreviations used in this paragraph and the example chapters that are not explained in the main text.
請了解，當在水性媒劑中時，其中R1為氫及A和Y係如上文所定義之式(I’)化合物可與對應開環形式(亦即式(I’-I)化合物)以可逆平衡存在。 Please understand that when in an aqueous vehicle, where R1 is hydrogen and A and Y are as defined above, the compound of formula (I') can be combined with the corresponding ring-opened form (ie, compound of formula (I'-I)) Reversible balance exists.
通式I化合物之通用合成路徑 General synthetic route for compounds of general formula I
本發明亦關於用於製備式(I)化合物之方法。除非另有指出，否則R1、A和Y基係具有上文式(I)化合物所給予之意義。這些定義不僅適用於式(I)之最終產物同樣亦適用於所有的中間物。 The present invention also relates to methods for preparing compounds of formula (I). Unless otherwise indicated, the R1, A and Y groups have the meanings given by the compound of formula (I) above. These definitions apply not only to the final product of formula (I) but also to all intermediates.
其中R1=H之式(I’)化合物，可根據方法P1，藉由式(II)之二酮與羥基胺(或其鹽酸鹽)在鹼，例如氫氧化鈉或乙酸鈉的存在下，在水中及/或溶劑，例如乙醇中反應(如先前J.Org.Chem.,1995,60,3907-3909中所述)或在酸，例如乙酸之存在下，視需要在溶劑如乙醇中反應(如，例如在Journal of Heterocyclic Chemistry,2010,47(6),1310-1316中所述)加以製備。 The compound of formula (I') where R1=H can be obtained according to method P1 by using the diketone of formula (II) and hydroxylamine (or its hydrochloride) in the presence of a base, such as sodium hydroxide or sodium acetate, React in water and/or a solvent, such as ethanol (as described in J. Org. Chem., 1995, 60, 3907-3909) or in the presence of an acid, such as acetic acid, optionally in a solvent such as ethanol (As described, for example, in Journal of Heterocyclic Chemistry, 2010, 47(6), 1310-1316).
方法P1 Method P1
式(II)之二酮可根據已知的製程(參見，例如WO2008006561)，如方法P2所示，藉由將式(III)之酮與適合的鹼，較佳地在溶劑中處理(例如乙醇鈉在乙醇中或氫化鈉在THF中)，接著加入三氟乙醯基親電子劑，例如三氟乙酸乙酯，加以製備。 The diketone of formula (II) can be processed according to known processes (see, for example, WO2008006561), as shown in method P2, by treating the ketone of formula (III) with a suitable base, preferably in a solvent (for example, ethanol Sodium in ethanol or sodium hydride in THF), followed by the addition of a trifluoroacetyl electrophile, such as ethyl trifluoroacetate, to prepare.
方法P2 Method P2
請了解，其中A和Y係如上文所定義之根據本發明式(II)中間物可以二酮(如方法P1和P2所示)或以酮烯醇形式或二種形式之混合物存在。二種形式或二種形式之混合物係適合進行方法P2。 Please understand that the intermediates of formula (II) according to the present invention as defined in A and Y can exist as diketones (as shown in methods P1 and P2) or in the form of ketoenol or a mixture of the two forms. Two forms or a mixture of two forms are suitable for method P2.
式(III)之化合物可從市面上購得或可從容易取得的化合物開始根據已知的製程來製備。 The compound of formula (III) is commercially available or can be prepared from readily available compounds according to known processes.
式(I)化合物可根據方法P3，藉由將其中R1=H之式(I’)化合物與其中LG1為離去基團，例如氯之式(IV)親電子劑，視需要在適合的鹼，如，例如三乙胺的存在下，在適合的溶劑，如，例如DCM或THF中反應來製備(參見例如Journal of Heterocyclic Chemistry,2005,42(7),1253-1255)。 The compound of formula (I) can be prepared according to method P3 by combining the compound of formula (I') where R1=H and the electrophile of formula (IV) where LG1 is a leaving group, such as chlorine, in a suitable base. For example, in the presence of triethylamine, it is prepared by reacting in a suitable solvent, such as, for example, DCM or THF (see, for example, Journal of Heterocyclic Chemistry, 2005, 42(7), 1253-1255).
方法P3 Method P3
式(IV)之化合物可從市面上購得或可從容易取得的化合物開始根據已知的製程來製備。 The compound of formula (IV) is commercially available or can be prepared from readily available compounds according to known processes.
根據本發明，方法P1至P3若適當可在溶劑的存在下及若適當在鹼的存在下進行。 According to the present invention, the methods P1 to P3 can be carried out in the presence of a solvent, if appropriate, and in the presence of a base, if appropriate.
用於進行根據本發明方法P1至P3之適合的溶劑為習用惰性有機溶劑。較佳的係使用視需要經鹵化的脂肪族、脂環族或芳香族烴類，例如石油醚、己烷、庚烷、環己烷、甲基環己烷、苯、甲苯、二甲苯或十氫萘；氯苯、二氯苯、二氯甲烷、氯仿、四氯化碳、二氯乙烷或三氯乙烷；醚類，例如***、異丙醚、甲基第三丁基醚、甲基第三戊基醚、二
用於進行根據本發明方法P1至P3之適合的鹼為習用於此等反應之無機和有機鹼。較佳的係使用鹼土金屬、鹼金屬氫化物、鹼金屬氫氧化物或鹼金屬醇化物，例如氫氧化鈉、氫化鈉、氫氧化鈣、氫氧化鉀、第三丁醇鉀或其他氫氧化銨，鹼金屬碳酸鹽，例如碳酸鈉、碳酸鉀、碳酸氫鉀、碳酸氫鈉、碳酸銫，鹼金屬或鹼土金屬乙酸鹽，例如乙酸鈉、乙酸鉀、乙酸鈣以及三級胺類，例如三甲胺、三乙胺、二異丙基乙基胺、三丁胺、N,N-二甲基苯胺、吡啶、N-甲基哌啶、N,N-二甲基胺基吡啶、1,4-二氮雜雙環[2.2.2]辛烷 (DABCO)、1,5-二氮雜雙環[4.3.0]壬-5-烯(DBN)或1,8-二氮雜雙環[5.4.0]十一-7-烯(DBU)。 Suitable bases for carrying out the methods P1 to P3 according to the invention are the inorganic and organic bases customarily used for these reactions. Preferably, alkaline earth metals, alkali metal hydrides, alkali metal hydroxides or alkali metal alcoholates are used, such as sodium hydroxide, sodium hydride, calcium hydroxide, potassium hydroxide, potassium tert-butoxide or other ammonium hydroxides , Alkali metal carbonates, such as sodium carbonate, potassium carbonate, potassium bicarbonate, sodium bicarbonate, cesium carbonate, alkali metal or alkaline earth metal acetates, such as sodium acetate, potassium acetate, calcium acetate and tertiary amines, such as trimethylamine , Triethylamine, diisopropylethylamine, tributylamine, N,N-dimethylaniline, pyridine, N-methylpiperidine, N,N-dimethylaminopyridine, 1,4- Diazabicyclo[2.2.2]octane (DABCO), 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).
當在進行方法P1至P3時，根據本發明，反應溫度可獨立地在相當廣泛的範圍內變化。一般而言，根據本發明方法係在介於-20℃至160℃之間的溫度下進行。 When performing methods P1 to P3, according to the present invention, the reaction temperature can independently be varied within a fairly wide range. Generally speaking, the method according to the invention is carried out at a temperature between -20°C and 160°C.
根據本發明方法P1至P3一般獨立地係在大氣壓下進行。然而，亦可能在升高或降低的壓力下操作。 The methods P1 to P3 according to the present invention are generally carried out independently at atmospheric pressure. However, it is also possible to operate under elevated or reduced pressure.
後續處理係藉由習用的方法來進行。一般而言，反應混合物係以水處理並將有機相分離出及，乾燥後，於減壓下濃縮。若適當，剩餘的殘餘物可藉由習用的方法，例如層析或再結晶從可能仍存在的雜質中釋出。 The subsequent processing is carried out by conventional methods. Generally, the reaction mixture is treated with water to separate the organic phase and, after drying, it is concentrated under reduced pressure. If appropriate, the remaining residue can be released from impurities that may still be present by conventional methods, such as chromatography or recrystallization.
根據本發明化合物可根據上述方法加以製備。然而應了解，熟習技藝者以其通用知識或可取得的出版刊物為基礎，應能根據所欲合成的本發明各個化合物之細節，調整這些方法。 The compounds according to the present invention can be prepared according to the methods described above. However, it should be understood that those skilled in the art, based on their general knowledge or available publications, should be able to adjust these methods according to the details of each compound of the present invention to be synthesized.
組成物和調配物 Composition and formulation
本發明進一步係關於包括一或多種式(I)化合物之組成物，尤其是用於防治不欲微生物之組成物。該組成物較佳地為殺真菌組成物。 The present invention further relates to a composition comprising one or more compounds of formula (I), especially a composition for controlling unwanted microorganisms. The composition is preferably a fungicidal composition.
此組成物典型地係包括一或多種式(I)化合物及一或多種可接受載劑，尤其是一或多種農業上可接受載劑。 The composition typically includes one or more compounds of formula (I) and one or more acceptable carriers, especially one or more agriculturally acceptable carriers.
載劑為固體或液體，天然或合成，有機或無機物質，其一般為惰性的。載劑一般係提升化合物施用於，例如植物、植物部位或種子。適合的固體載劑之實例包括，但不限於，銨鹽、天然礦石粉末，例如高嶺土、黏土、滑石、白堊土、石英、綠坡縷石、蒙脫土和矽藻土，以及合成的礦石粉例如細粉狀氧化矽、氧化鋁和矽酸鹽。典型用於製備顆粒之有用的固體載劑之實例包括，但不限於，粉碎並分級的天然礦石如方解石、大理石、浮石、海泡石和白雲石、合成的無機和有機粉末之顆粒和有機物質，例如紙、鋸屑、椰子殼、玉米穗軸和煙草桿之顆粒。適合的液體載劑之實例包括，但不限於，水、有機溶劑及其組合物。適合的溶劑之實例包括極性和非極性有機化學液體，例如來自芳香和非芳香烴類(例如環己烷、石蠟、烷基苯、二甲苯、甲苯、烷基萘、氯化芳香族類和氯化脂肪族烴類，例如氯苯、氯乙烯或二氯甲烷)、 醇類和多元醇類(其視需要亦可經取代、醚化和/或酯化，例如丁醇或甘醇)、酮類(例如丙酮、甲基乙基酮、甲基異丁基酮或環己酮)、酯類(包括脂類和油類)和(聚)醚類、未經取代和經取代胺類、醯胺類(例如二甲基甲醯胺)、內醯胺類(如N-烷基吡咯酮)和內酯類、碸類和亞碸類(如二甲基亞碸)。此載劑亦可為液化氣態增量劑，亦即在標準溫度和標準壓力下為氣態的液體，例如，氣霧推進劑，例如鹵化烴類、丁烷、丙烷、氮氣和二氧化碳。載劑的量，以組成物的重量計，典型地範圍係從1至99.99%，較佳地從5至99.9%，更佳地從10至99.5%，及最佳地從20至99%。 The carrier is a solid or liquid, natural or synthetic, organic or inorganic substance, which is generally inert. The carrier generally promotes the application of the compound, such as plants, plant parts, or seeds. Examples of suitable solid carriers include, but are not limited to, ammonium salts, natural mineral powders such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite and diatomaceous earth, and synthetic mineral powders For example, fine powdered silica, alumina, and silicate. Examples of useful solid carriers typically used to prepare particles include, but are not limited to, crushed and classified natural ores such as calcite, marble, pumice, sepiolite and dolomite, synthetic inorganic and organic powder particles, and organic substances, For example, particles of paper, sawdust, coconut husks, corn cobs and tobacco stems. Examples of suitable liquid carriers include, but are not limited to, water, organic solvents and combinations thereof. Examples of suitable solvents include polar and non-polar organic chemical liquids, such as from aromatic and non-aromatic hydrocarbons (such as cyclohexane, paraffin, alkylbenzene, xylene, toluene, alkylnaphthalene, chlorinated aromatics and chlorine Aliphatic hydrocarbons, such as chlorobenzene, vinyl chloride or methylene chloride), Alcohols and polyols (which can also be substituted, etherified and/or esterified as necessary, such as butanol or glycol), ketones (such as acetone, methyl ethyl ketone, methyl isobutyl ketone or Cyclohexanone), esters (including lipids and oils) and (poly)ethers, unsubstituted and substituted amines, amides (e.g. dimethylformamide), lactams (e.g. N-Alkylpyrrolidone) and lactones, sulphurous and sulphurous (such as dimethyl sulphurous). The carrier may also be a liquefied gaseous extender, that is, a gaseous liquid at standard temperature and standard pressure, for example, aerosol propellants such as halogenated hydrocarbons, butane, propane, nitrogen, and carbon dioxide. The amount of the carrier, based on the weight of the composition, typically ranges from 1 to 99.99%, preferably from 5 to 99.9%, more preferably from 10 to 99.5%, and most preferably from 20 to 99%.
組成物可進一步包括一或多種習用於調配組成物(例如農化組成物)之可接受的助劑，例如一或多種界面活性劑。 The composition may further include one or more acceptable adjuvants conventionally used to formulate a composition (such as an agrochemical composition), such as one or more surfactants.
界面活性劑可為離子(陽離子或陰離子)或非離子界面活性劑，例如離子或非離子乳化劑、成泡劑、分散劑、濕潤劑及其任何混合物。適合的界面活性劑之實例包括，但不限於，聚丙烯酸的鹽類、木質素磺酸的鹽類、酚磺酸或萘磺酸的鹽類、氧化乙烯及/或氧化丙烯與脂肪醇、脂肪酸或脂肪胺的聚縮合物(聚氧化乙烯脂肪酸酯、聚氧化乙烯脂肪醇醚，例如烷基芳基聚乙二醇醚)、經取代酚類(較佳地烷基酚或芳基酚)、磺基琥珀酸酯的鹽類、牛磺酸衍生物(較佳地烷基牛磺酸酯)、聚乙氧化醇類或酚類的磷酸酯、多元醇的脂肪酸酯和含有硫酸酯、磺酸酯和磷酸酯之化合物的衍生物(例如烷基磺酸酯、烷基硫酸酯、芳基磺酸酯)及蛋白質水解物、木質素亞硫酸鹽廢液和甲基纖維素。當式(I)化合物及/或該載劑不溶於水且係以水進行施用時，典型地係使用界面活性劑。然而，界面活性劑的量，以組成物的重量計，典型地範圍係從5至40%。 Surfactants can be ionic (cationic or anionic) or nonionic surfactants, such as ionic or nonionic emulsifiers, foam formers, dispersants, wetting agents, and any mixtures thereof. Examples of suitable surfactants include, but are not limited to, polyacrylic acid salts, lignosulfonic acid salts, phenolsulfonic acid or naphthalenesulfonic acid salts, ethylene oxide and/or propylene oxide and fatty alcohols, fatty acids Or polycondensates of fatty amines (polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, such as alkyl aryl polyglycol ethers), substituted phenols (preferably alkyl phenols or aryl phenols) , Salts of sulfosuccinates, taurine derivatives (preferably alkyl taurates), polyethoxylated alcohols or phenolic phosphate esters, fatty acid esters of polyhydric alcohols and sulfuric acid esters Derivatives of sulfonate and phosphate compounds (such as alkyl sulfonate, alkyl sulfate, aryl sulfonate) and protein hydrolysate, lignin sulfite waste liquid and methyl cellulose. When the compound of formula (I) and/or the carrier is insoluble in water and is applied in water, a surfactant is typically used. However, the amount of surfactant, based on the weight of the composition, typically ranges from 5 to 40%.
習用於調配農化組成物之助劑的進一步實例包括防水劑、乾燥劑、結著劑(黏附劑、增黏劑、固著劑，例如羧甲基纖維素，粉末、顆粒或乳膠形式之天然和合成的聚合物，例如***膠、聚乙烯醇和聚乙酸乙烯酯、天然的磷脂質，例如腦磷脂和卵磷脂以及合成的磷脂質、聚乙烯吡咯酮、聚乙酸乙烯酯、聚乙烯醇和泰勒膠(tylose))、增稠劑、安定劑(例如冷安定劑、防腐劑、抗氧化劑、光安定劑或其他增進化學及/或物理安定性的試劑)、染劑或色素(例如無機色素，例如氧化鐵、氧化鈦和普魯士藍；有機染劑，例如茜素、 偶氮和金屬酞青素染劑)、消泡劑(例如，聚矽氧消泡劑和硬脂酸鎂)、防腐劑(例如雙氯酚和苯甲醇半縮甲醛)、二次增稠劑(纖維素衍生物、丙烯酸衍生物、黃原膠、修飾黏土和細粉狀氧化矽)、黏著劑、吉貝素和加工助劑、礦物油和植物油、芳香劑、蠟、營養素(包括微量營養素，例如鐵、錳、硼、銅、鈷、鉬和鋅的鹽類)、保護膠體、觸變物質、滲透劑、螯合劑和配位劑。 Further examples of auxiliaries customarily used in formulating agrochemical compositions include waterproofing agents, desiccants, binding agents (adhesives, tackifiers, fixing agents, such as carboxymethyl cellulose, natural in the form of powder, granules or latex). And synthetic polymers, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, natural phospholipids, such as cephalin and lecithin, and synthetic phospholipids, polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, and Taylor gum (tylose)), thickeners, stabilizers (such as cold stabilizers, preservatives, antioxidants, light stabilizers or other agents that enhance chemical and/or physical stability), dyes or pigments (such as inorganic pigments, such as Iron oxide, titanium oxide and Prussian blue; organic dyes such as alizarin, Azo and metal phthalocyanine dyes), defoamers (for example, silicone defoamers and magnesium stearate), preservatives (for example, dichlorophenol and benzyl alcohol hemiformal), secondary thickeners (Cellulose derivatives, acrylic acid derivatives, xanthan gum, modified clay and finely powdered silica), adhesives, gibesine and processing aids, mineral and vegetable oils, fragrances, waxes, nutrients (including micronutrients) , Such as iron, manganese, boron, copper, cobalt, molybdenum and zinc salts), protective colloids, thixotropic substances, penetrants, chelating agents and complexing agents.
助劑之選擇係與式(I)化合物之所欲的施用模式及/或物理性質相關。再者，助劑可經選擇用以賦予組成物或從其所製備的使用形式特定的性質(技術、物理及/或生物性質)。助劑之選擇可針對組成物特定需求量身訂製。 The choice of adjuvant is related to the desired mode of administration and/or physical properties of the compound of formula (I). Furthermore, the adjuvant may be selected to impart specific properties (technical, physical and/or biological properties) to the composition or the use form prepared therefrom. The choice of additives can be tailored to the specific needs of the composition.
組成物可為任何習用的形式，例如溶液(例如水溶液)、乳劑、可濕性粉劑、水基和油基懸浮劑、粉劑、粉塵劑、糊劑、可溶性粉劑、可溶性粒劑、佈施用之粒劑、濃縮懸浮乳劑、注入本發明化合物之天然或合成產品、肥料以及微膠囊化於聚合物中。式(I)化合物可以懸浮、乳化或溶解的形式存在。 The composition can be in any conventional form, such as solutions (e.g., aqueous solutions), emulsions, wettable powders, water-based and oil-based suspensions, powders, dusts, pastes, soluble powders, soluble granules, granules for cloth application Agents, concentrated suspension emulsions, natural or synthetic products injected with the compounds of the present invention, fertilizers and microencapsulation in polymers. The compound of formula (I) may exist in suspended, emulsified or dissolved form.
此組成物可以立即可用的調配物提供給終端使用者，亦即組成物可藉由適當的裝置，例如噴灑或撒粉裝置直接施用於植物或種子。另一種選擇，組成物可以濃縮物之形式提供給終端使用者，該濃縮物在使用前必須經稀釋，較佳地以水稀釋。 The composition can be provided to the end user as a ready-to-use formulation, that is, the composition can be directly applied to plants or seeds by a suitable device, such as a spraying or dusting device. Alternatively, the composition may be provided to the end user in the form of a concentrate, which must be diluted before use, preferably with water.
組成物可以習用的方法，例如藉由將式(I)化合物與一或多種例如上文中所揭示的適合助劑混合，加以製備。 The composition can be prepared by conventional methods, for example, by mixing the compound of formula (I) with one or more suitable auxiliary agents such as those disclosed above.
組成物一般係含有0.01至99%重量比，0.05至98%重量比，較佳地0.1至95%重量比，更佳地0.5至90%重量比，最佳地1至80%重量比的式(I)化合物。 The composition generally contains 0.01 to 99% by weight, 0.05 to 98% by weight, preferably 0.1 to 95% by weight, more preferably 0.5 to 90% by weight, and most preferably 1 to 80% by weight. (I) Compound.
化合物和包括彼等之組成物可與其他的活性成份，如殺真菌劑、殺細菌劑、殺蟎劑、殺線蟲劑、殺蟲劑、除草劑、肥料、生長調節劑、安全劑或訊息化合物混合。此舉可擴大活性譜效或防止抗藥性發生。已知的殺真菌劑、殺蟲劑、殺蟎劑、殺線蟲劑和殺細菌劑之實例係揭示於第17版的Pesticide Manual中。 Compounds and compositions including them can be combined with other active ingredients, such as fungicides, bactericides, acaricides, nematicides, insecticides, herbicides, fertilizers, growth regulators, safeners or information compounds mixing. This can expand the spectrum of activity or prevent the occurrence of drug resistance. Examples of known fungicides, insecticides, acaricides, nematicides, and bactericides are disclosed in the 17th edition of the Pesticide Manual.
可與式(I)化合物和本發明組成物混合的殺真菌劑之實例有： Examples of fungicides that can be mixed with the compound of formula (I) and the composition of the present invention are:
1)麥角固醇生物合成抑制劑，例如(1.001)環克座(cyproconazole)、(1.002)待克利(difenoconazole)、(1.003)依普克敏(epoxiconazole)、(1.004)環醯菌胺(fenhexamid)、(1.005)苯鏽啶(fenpropidin)、(1.006)芬普福(fenpropimorph)、(1.007)胺苯吡菌酮(fenpyrazamine)、(1.008)氟喹唑(fluquinconazole)、(1.009)護汰芬(flutriafol)、(1.010)依滅列(imazalil)、(1.011)依滅列硫酸鹽(imazalil sulfate)、(1.012)種菌唑(ipconazole)、(1.013)滅特座(metconazole)、(1.014)邁克尼(myclobutanil)、(1.015)巴克素(paclobutrazol)、(1.016)撲克拉(prochloraz)、(1.017)普克利(propiconazole)、(1.018)丙硫菌唑(prothioconazole)、(1.019)氯啶菌酯(pyrisoxazole)、(1.020)螺環菌胺(spiroxamine)、(1.021)得克利(tebuconazole)、(1.022)四克利(tetraconazole)、(1.023)三泰隆(triadimenol)、(1.024)十三嗎啉(tridemorph)、(1.025)滅菌唑(triticonazole)、(1.026)(1R,2S,5S)-5-(4-氯苯甲基)-2-(氯甲基)-2-甲基-1-(1H-1,2,4-***-1-基甲基)環戊醇、(1.027)(1S,2R,5R)-5-(4-氯苯甲基)-2-(氯甲基)-2-甲基-1-(1H-1,2,4-***-1-基甲基)環戊醇、(1.028)(2R)-2-(1-氯環丙基)-4-[(1R)-2,2-di氯環丙基]-1-(1H-1,2,4-***-1-基)丁-2-醇、(1.029)(2R)-2-(1-氯環丙基)-4-[(1S)-2,2-二氯環丙基]-1-(1H-1,2,4-***-1-基)丁-2-醇、(1.030)(2R)-2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1H-1,2,4-***-1-基)丙-2-醇、(1.031)(2S)-2-(1-氯環丙基)-4-[(1R)-2,2-二氯環丙基]-1-(1H-1,2,4-***-1-基)丁-2-醇、(1.032)(2S)-2-(1-氯環丙基)-4-[(1S)-2,2-二氯環丙基]-1-(1H-1,2,4-***-1-基)丁-2-醇、(1.033)(2S)-2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1H-1,2,4-***-1-基)丙-2-醇、(1.034)(R)-[3-(4-氯-2-氟苯基)-5-(2,4-二氟苯基)-1,2-
2)呼吸鏈複合物I或II之抑制劑，例如(2.001)苯并烯氟菌唑(benzovindiflupyr)、(2.002)聯苯吡菌胺(bixafen)、(2.003)白克列(boscalid)、(2.004)萎銹靈(carboxin)、(2.005)氟派瑞(fluopyram)、(2.006)福多寧(flutolanil)、(2.007)氟克殺(fluxapyroxad)、(2.008)福拉比(furametpyr)、(2.009)異丙噻菌胺(isofetamid)、(2.010)亞派占(isopyrazam)(逆-表異構鏡像異構物1R,4S,9S)、(2.011)亞派占(逆-表異構鏡像異構物1S,4R,9R)、(2.012)亞派占(逆-表異構外消旋物1RS,4SR,9SR)、(2.013)亞派占(同-表異構外消旋物1RS,4SR,9RS與逆-表異構外消旋物1RS,4SR,9SR之混合物)、(2.014)亞派占(同-表異構鏡像異構物1R,4S,9R)、(2.015)亞派占(同-表異構鏡像異構物1S,4R,9S)、(2.016)亞派占(同-表異構外消旋物1RS,4SR,9RS)、(2.017)戊苯吡菌胺(penflufen)、(2.018)吡噻菌胺(penthiopyrad)、(2.019)氟唑菌醯羥胺(pydiflumetofen)、(2.020)派拉氟胺(pyraziflumid)、(2.021)氟唑環菌胺(sedaxane)、(2.022)1,3-二甲基-N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)-1H-吡唑-4-甲醯胺、(2.023)1,3-二甲基-N-[(3R)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.024)1,3-二甲基-N-[(3S)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.025)1-甲基-3-(三氟甲基)-N-[2'-(三氟甲基)聯苯-2-基]-1H-吡唑-4-甲醯胺、(2.026)2-氟-6-(三氟甲基)-N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)苯甲醯胺、(2.027)3-(二氟甲基)-1-甲基-N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)-1H-吡唑-4-甲醯胺、(2.028)inpyrfluxam、(2.029)3-(二氟甲基)-1-甲基-N-[(3S)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.030)氟茚唑菌胺(fluindapyr)、(2.031)3-(二氟甲基)-N-[(3R)-7-氟-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1-甲基-1H-吡唑-4-甲醯胺、(2.032)3-(二氟甲基)-N-[(3S)-7-氟-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1-甲基-1H-吡唑-4-甲醯胺、(2.033)5,8-二氟-N-[2-(2-氟-4-{[4-(三氟甲基)吡啶-2-基]氧基}苯基)乙基]喹唑啉-4-胺、(2.034)N-(2-環戊基-5-氟苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.035)N-(2-第三丁基-5-甲基苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.036)N-(2-第三丁基苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑 -4-甲醯胺、(2.037)N-(5-氯-2-乙基苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.038)isoflucypram、(2.039)N-[(1R,4S)-9-(二氯亞甲基)-1,2,3,4-四氫-1,4-亞甲基萘-5-基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.040)N-[(1S,4R)-9-(二氯甲基ene)-1,2,3,4-四氫-1,4-亞甲基萘-5-基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.041)N-[1-(2,4-二氯苯基)-1-甲氧基丙-2-基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.042)N-[2-氯-6-(三氟甲基)苯甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.043)N-[3-氯-2-氟-6-(三氟甲基)苯甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.044)N-[5-氯-2-(三氟甲基)苯甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.045)N-環丙基-3-(二氟甲基)-5-氟-1-甲基-N-[5-甲基-2-(三氟甲基)苯甲基]-1H-吡唑-4-甲醯胺、(2.046)N-環丙基-3-(二氟甲基)-5-氟-N-(2-氟-6-異丙基苯甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.047)N-環丙基-3-(二氟甲基)-5-氟-N-(2-異丙基-5-甲基苯甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.048)N-環丙基-3-(二氟甲基)-5-氟-N-(2-異丙基苯甲基)-1-甲基-1H-吡唑-4-硫代醯胺、(2.049)N-環丙基-3-(二氟甲基)-5-氟-N-(2-異丙基苯甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.050)N-環丙基-3-(二氟甲基)-5-氟-N-(5-氟-2-異丙基苯甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.051)N-環丙基-3-(二氟甲基)-N-(2-乙基-4,5-二甲基苯甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.052)N-環丙基-3-(二氟甲基)-N-(2-乙基-5-氟苯甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.053)N-環丙基-3-(二氟甲基)-N-(2-乙基-5-甲基苯甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.054)N-環丙基-N-(2-環丙基-5-氟苯甲基)-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.055)N-環丙基-N-(2-環丙基-5-甲基苯甲基)-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.056)N-環丙基-N-(2-環丙基苯甲基)-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(2.057)pyrapropoyne、(2.058)N-[rac-(1S,2S)-2-(2,4-二氯苯基)環丁基]-2-(三氟甲基)菸鹼醯胺、(2.059)N-[(1S,2S)-2-(2,4-二氯苯基)環丁基]-2-(三氟甲基)菸鹼醯胺。 2) Inhibitors of respiratory chain complex I or II, such as (2.001) benzovindiflupyr, (2.002) bixafen, (2.003) boscalid, ( 2.004) carboxin, (2.005) fluopyram, (2.006) flutolanil, (2.007) fluxapyroxad, (2.008) furametpyr, ( 2.009) Isopyrazam (isofetamid), (2.010) isopyrazam (reverse-epimeric mirror isomers 1R, 4S, 9S), (2.011) isopyrazam (retro-epimeric mirror image Isomers 1S, 4R, 9R), (2.012) Yapazhan (reverse-epimeric racemate 1RS, 4SR, 9SR), (2.013) Yapazhan (homo-episomeric racemate 1RS) , 4SR, 9RS and retro-epimeric racemates 1RS, 4SR, 9SR mixture), (2.014) Yapaizhan (homo-epimeric enantiomers 1R, 4S, 9R), (2.015) Paizhan (homo-epimeric enantiomers 1S, 4R, 9S), (2.016) Yapaizhan (homo-epimeric racemates 1RS, 4SR, 9RS), (2.017) penflufen (penflufen), (2.018) penthiopyrad, (2.019) pydiflumetofen, (2.020) pyraziflumid, (2.021) sedaxane, (2.022) 1,3-Dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide , (2.023) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole- 4-formamide, (2.024) 1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]- 1H-pyrazole-4-carboxamide, (2.025)1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H- Pyrazole-4-carboxamide, (2.026)2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4 -Yl)benzamide, (2.027)3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4 -Radical) -1H-pyrazole-4-carboxamide, (2.028) inpyrfluxam, (2.029) 3 -(Difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole -4-methylamide, (2.030) fluindapyr, (2.031) 3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl Base-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032)3-(difluoromethyl)-N-[( 3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide, ( 2.033)5,8-Difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazoline- 4-amine, (2.034)N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H- Pyrazole-4-carboxamide, (2.035) N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 1-Methyl-1H-pyrazole-4-carboxamide, (2.036)N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5- Fluoro-1-methyl-1H-pyrazole -4-methylamide, (2.037) N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl- 1H-pyrazole-4-carboxamide, (2.038)isoflucypram, (2.039)N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1 ,4-Methylenenaphthalene-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.040)N-[(1S,4R)- 9-(Dichloromethylene)-1,2,3,4-tetrahydro-1,4-methylenenaphthalene-5-yl)-3-(difluoromethyl)-1-methyl-1H -Pyrazole-4-carboxamide, (2.041)N-[1-(2,4-dichlorophenyl)-1-methoxyprop-2-yl]-3-(difluoromethyl)- 1-Methyl-1H-pyrazole-4-carboxamide, (2.042)N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoro Methyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.043)N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl] -N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.044)N-[5-chloro-2-(tri Fluoromethyl)benzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045)N-ring Propyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-methyl Amide, (2.046) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyridine Azole-4-carboxamide, (2.047)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1- Methyl-1H-pyrazole-4-carboxamide, (2.048)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1 -Methyl-1H-pyrazole-4-thioamide, (2.049)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl) -1-Methyl-1H-pyrazole-4-carboxamide, (2.050)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropyl) Benzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.051)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4, 5-Dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.052)N-cyclopropyl-3-(difluoromethyl)-N- (2-Ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.053)N-cyclopropyl-3-(difluoromethyl )-N-(2-Ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.054)N-cyclopropyl-N- (2-Cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.055)N-ring Propyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.056) N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide , (2.057)pyrapropoyne, (2.058)N-[rac-(1S,2S)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide, (2.059) N-[(1S,2S)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide.
3)呼吸鏈複合物III之抑制劑，例如(3.001)滅脫定(ametoctradin)、(3.002)安美速(amisulbrom)、(3.003)亞托敏(azoxystrobin)、(3.004)甲香菌酯(coumethoxystrobin)、(3.005)丁香菌酯(coumoxystrobin)、(3.006)賽座滅 (cyazofamid)、(3.007)醚菌胺(dimoxystrobin)、(3.008)烯肟菌酯(enoxastrobin)、(3.009)凡殺同(famoxadone)、(3.010)咪唑菌酮(fenamidone)、(3.011)氟菌蟎酯(flufenoxystrobin)、(3.012)氟嘧菌酯(fluoxastrobin)、(3.013)克收欣(kresoxim-methyl)、(3.014)苯氧菌胺(metominostrobin)、(3.015)肟醚菌胺(orysastrobin)、(3.016)啶氧菌酯(picoxystrobin)、(3.017)百克敏(pyraclostrobin)、(3.018)唑胺菌酯(pyrametostrobin)、(3.019)唑菌酯(pyraoxystrobin)、(3.020)三氟敏(trifloxystrobin)、(3.021)(2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-氟-2-苯基乙烯基]氧基}苯基)亞乙基]胺基}氧基)甲基]苯基}-2-(甲氧基亞胺基)-N-甲基乙醯胺、(3.022)(2E,3Z)-5-{[1-(4-氯苯基)-1H-吡唑-3-基]氧基}-2-(甲氧基亞胺基)-N,3-二甲基戊-3-烯醯胺、(3.023)(2R)-2-{2-[(2,5-二甲基苯氧基)甲基]苯基}-2-甲氧基-N-甲基乙醯胺、(3.024)(2S)-2-{2-[(2,5-二甲基苯氧基)甲基]苯基}-2-甲氧基-N-甲基乙醯胺、(3.025)fenpicoxamid、(3.026)mandestrobin、(3.027)N-(3-乙基-3,5,5-三甲基環己基)-3-甲醯胺基-2-羥基苯甲醯胺、(3.028)(2E,3Z)-5-{[1-(4-氯-2-氟苯基)-1H-吡唑-3-基]氧基}-2-(甲氧基亞胺基)-N,3-二甲基戊-3-烯醯胺、(3.029){5-[3-(2,4-二甲基苯基)-1H-吡唑-1-基]-2-甲基苯甲基}胺甲酸酯、(3.030)metyltetraprole、(3.031)florylpicoxamid。 3) Inhibitors of respiratory chain complex III, such as (3.001) ametoctradin, (3.002) amisulbrom, (3.003) azoxystrobin, (3.004) coumethoxystrobin ), (3.005) coumoxystrobin, (3.006) (cyazofamid), (3.007) dimoxystrobin, (3.008) enoxastrobin, (3.009) famoxadone, (3.010) fenamidone, (3.011) fluobacillus Flufenoxystrobin, (3.012) fluoxastrobin, (3.013) kresoxim-methyl, (3.014) metominostrobin, (3.015) orysastrobin , (3.016) picoxystrobin, (3.017) pyraclostrobin, (3.018) pyrametostrobin, (3.019) pyraoxystrobin, (3.020) trifloxystrobin ), (3.021)(2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl) Ethylene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (3.022)(2E,3Z)-5-{[1 -(4-Chlorophenyl)-1H-pyrazol-3-yl)oxy)-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.023 )(2R)-2-{2-[(2,5-Dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.024)(2S) -2-{2-[(2,5-Dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.025)fenpicoxamid, (3.026)mandestrobin, (3.027) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-carboxamido-2-hydroxybenzamide, (3.028)(2E,3Z)-5- {[1-(4-Chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpentan-3 -Enamide, (3.029) {5-[3-(2,4-Dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl}carbamate, ( 3.030) metyltetraprole, (3.031) florylpicoxamid.
4)有絲***和細胞***之抑制劑，例如(4.001)貝芬替(carbendazim)、(4.002)乙黴威(diethofencarb)、(4.003)噻唑菌胺(ethaboxam)、(4.004)氟比來(fluopicolid)、(4.005)賓得克利(pencycuron)、(4.006)腐絕(thiabendazole)、(4.007)甲基多保淨(thiophanate-methyl)、(4.008)座賽胺(zoxamide)、(4.009)pyridachlometyl、(4.010)3-氯-5-(4-氯苯基)-4-(2,6-二氟苯基)-6-甲基嗒
5)具有多位點作用能力的化合物，例如(5.001)波爾多液(Bordeaux mixture)、(5.002)四氯丹(captafol)、(5.003)蓋普丹(captan)、(5.004)百菌清(chlorthalonil)、(5.005)氫氧化銅、(5.006)環烷酸銅、(5.007)氧化銅、(5.008)氯氧化銅、(5.009)硫酸銅(2+)、(5.010)二腈硫醌(dithianon)、(5.011)多果定(dodin)、(5.012)福爾培(folpet)、(5.013)鋅錳乃浦(mancozeb)、(5.014)代森錳(maneb)、(5.015)免得爛(metiram)、(5.016)免得爛鋅(metiram-zinc)、(5.017)快得寧(oxine copper)、(5.018)甲基鋅乃浦(propineb)、(5.019)包括石灰硫黃(calcium polysulfide)的硫和硫製備物、(5.020)得恩地(thiram)、(5.021)鋅乃浦(zineb)、(5.022)益穗(ziram)、(5.023)6-乙基-5,7-二側氧-6,7-二氫-5H-吡咯并[3',4'：5,6][1,4]二硫雜環己烯并[2,3-c][1,2]噻唑-3-甲腈。 5) Compounds with multi-site action ability, such as (5.001) Bordeaux mixture, (5.002) captafol, (5.003) captan, (5.004) chlorthalonil ), (5.005) copper hydroxide, (5.006) copper naphthenate, (5.007) copper oxide, (5.008) copper oxychloride, (5.009) copper sulfate (2+), (5.010) dithianon , (5.011) Dodin, (5.012) Folpet, (5.013) Mancozeb, (5.014) Maneb, (5.015) Metiram , (5.016) to avoid rotten zinc (metiram-zinc), (5.017) oxine copper, (5.018) methyl zinc propineb, (5.019) including sulfur and lime sulfur (calcium polysulfide) Sulfur preparations, (5.020) thiram, (5.021) zineb, (5.022) ziram, (5.023) 6-ethyl-5,7-dioxo-6, 7-Dihydro-5H-pyrrolo[3',4': 5,6][1,4]dithieno[2,3-c][1,2]thiazole-3-carbonitrile .
6)能引發宿主防禦的化合物，例如(6.001)acibenzolar-S-methyl、(6.002)異噻菌胺(isotianil)、(6.003)撲殺熱(probenazole)、(6.004)噻醯菌胺(tiadinil)。 6) Compounds that can trigger host defenses, such as (6.001) acibenzolar-S-methyl, (6.002) isotianil, (6.003) probenazole, (6.004) tiadinil.
7)胺基酸及/或蛋白質生物合成之抑制劑，例如(7.001)賽普洛(cyprodinil)、(7.002)嘉賜黴素(kasugamycin)、(7.003)嘉賜黴素水合鹽酸鹽(kasugamycin hydrochloride hydrate)、(7.004)土黴素(oxytetracycline)、(7.005)派美尼(pyrimethanil)、(7.006)3-(5-氟-3,3,4,4-四甲基-3,4-二氫異喹啉-1-基)喹啉。 7) Inhibitors of amino acid and/or protein biosynthesis, such as (7.001) cyprodinil, (7.002) kasugamycin, (7.003) kasugamycin hydrochloride (kasugamycin) hydrochloride hydrate), (7.004) oxytetracycline, (7.005) pyrimethanil, (7.006) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4- Dihydroisoquinolin-1-yl)quinoline.
8)ATP製造之抑制劑，例如(8.001)矽噻菌胺(silthiofam)。 8) Inhibitors of ATP production, such as (8.001) silthiofam.
9)細胞壁合成之抑制劑，例如(9.001)苯噻菌胺(benthiavalicarb)、(9.002)達滅芬(dimethomorph)、(9.003)氟嗎啉(flumorph)、(9.004)異丙菌胺(iprovalicarb)、(9.005)曼普胺(mandipropamid)、(9.006)吡嗎啉(pyrimorph)、(9.007)纈菌胺(valifenalate)、(9.008)(2E)-3-(4-第三丁基苯基)-3-(2-氯吡啶-4- 基)-1-(嗎福啉-4-基)丙-2-烯-1-酮、(9.009)(2Z)-3-(4-第三丁基苯基)-3-(2-氯吡啶-4-基)-1-(嗎福啉-4-基)丙-2-烯-1-酮。 9) Inhibitors of cell wall synthesis, such as (9.001) benthiavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb , (9.005) mandipropamid, (9.006) pyrimorph, (9.007) valifenalate, (9.008) (2E)-3-(4-tertiary butylphenyl) -3-(2-Chloropyridine-4- Base)-1-(morpholin-4-yl)prop-2-en-1-one, (9.009)(2Z)-3-(4-tert-butylphenyl)-3-(2-chloro Pyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one.
10)脂質和膜合成之抑制劑，例如(10.001)普拔克(propamocarb)、(10.002)普拔克鹽酸鹽(propamocarb hydrochloride)、(10.003)脫克松(tolclofos-methyl)。 10) Inhibitors of lipid and membrane synthesis, such as (10.001) propamocarb, (10.002) propamocarb hydrochloride, (10.003) tolclofos-methyl.
11)黑色素生物合成之抑制劑，例如(11.001)三賽唑(tricyclazole)、(11.002)tolprocarb。 11) Inhibitors of melanin biosynthesis, such as (11.001) tricyclazole, (11.002) tolprocarb.
12)核酸合成抑制劑，例如(12.001)本達樂(benalaxyl)、(12.002)右本達樂(benalaxyl-M)(kiralaxyl)、(12.003)滅達樂(metalaxyl)、(12.004)右滅達樂(metalaxyl-M)(mefenoxam)。 12) Nucleic acid synthesis inhibitors, such as (12.001) Benalaxyl, (12.002) Benalaxyl-M (kiralaxyl), (12.003) Metalaxyl, (12.004) dexmeda Le (metalaxyl-M) (mefenoxam).
13)訊號轉導之抑制劑，例如(13.001)護汰寧(fludioxonil)、(13.002)依普同(iprodione)、(13.003)撲滅寧(procymidone)、(13.004)普快淨(proquinazid)、(13.005)快諾芬(quinoxyfen)、(13.006)免克寧(vinclozolin)。 13) Inhibitors of signal transduction, such as (13.001) fludioxonil, (13.002) iprodione, (13.003) procymidone, (13.004) proquinazid, ( 13.005) Quinoxyfen, (13.006) Vinclozolin.
14)能作為去偶合劑之化合物，例如(14.001)扶吉胺(fluazinam)、(14.002)敵蟎普(meptyldinocap)。 14) Compounds that can act as decoupling agents, such as (14.001) fluazinam, (14.002) meptyldinocap.
15)由下列組成之群中選出的其他殺真菌劑：(15.001)脫落酸(abscisic acid)、(15.002)佈生(benthiazole)、(15.003)bethoxazin、(15.004)卡巴西黴素(capsimycin)、(15.005)香芹酮(carvone)、(15.006)蟎離丹(chinomethionat)、(15.007)硫雜靈(cufraneb)、(15.008)賽芬胺(cyflufenamid)、(15.009)克絕(cymoxanil)、(15.010)環丙磺醯胺(cyprosulfamide)、(15.011)flutianil、(15.012)福賽得-鋁(fosetyl-aluminium)、(15.013)福賽得-鈣(fosetyl-calcium)、(15.014)福賽得-鈉(fosetyl-sodium)、(15.015)異硫氰酸甲酯(methyl isothiocyanate)、(15.016)滅芬農(metrafenon)、(15.017)米多黴素(mildiomycin)、(15.018)納他黴素(natamycin)、(15.019)二甲基二硫代胺甲酸鎳(nickel dimethyldithiocarbamate)、(15.020)酞菌酯(nitrothal-isopropyl)、(15.021)oxamocarb、(15.022)氟噻唑吡乙酮(oxathiapiprolin)、(15.023)oxyfenthiin、(15.024)五氯酚及其鹽類、(15.025)亞磷酸及其鹽類、(15.026)霜黴威乙膦酸鹽(propamocarb-fosetylate)、(15.027)pyriofenone(氯芬同(chlazafenone))、(15.028)異丁乙氧喹啉(tebufloquin)、(15.029)克枯爛(tecloftalam)、(15.030)甲磺菌胺(tolnifanide)、(15.031)
1-(4-{4-[(5R)-5-(2,6-二氟苯基)-4,5-二氫-1,2-
所有如上文所述之(1)至(15)類的名稱混合項目可以游離的化合物及/或，若其功能基團可行的話，以其農業上可接受鹽存在。 All of the compounds mentioned above (1) to (15) can be free compounds and/or, if their functional groups are feasible, exist in their agriculturally acceptable salts.
式(I)化合物及包含彼等的組成物可與一或多種生物防治劑組合。 The compound of formula (I) and the composition comprising them can be combined with one or more biological control agents.
可與式(I)化合物及包含彼等的組成物組合之生物防治劑的實例有： Examples of biological control agents that can be combined with compounds of formula (I) and compositions containing them are:
(A)選自下列之群的抗細菌劑： (A) An antibacterial agent selected from the following group:
(A1)細菌，例如(A1.1)枯草芽孢桿菌(Bacillus subtilis)，尤其是QST713/AQ713菌株(可取得的為SERENADE OPTI或SERENADE ASO，來自美國Bayer CropScience LP公司，具有NRRL登錄號B21661及如美國專利第6,060,051號中所述)；(A1.2)液化澱粉芽孢桿菌(Bacillus amyloliquefaciens)，尤其是D747菌株(可取得的為Double NickelTM，來自美國Certis公司，具有登錄號FERM BP-8234並揭示於美國專利第7,094,592號中)；(A1.3)短小芽孢桿菌(Bacillus pumilus)，尤其是BU F-33菌株(具有NRRL登錄號50185)；(A1.4)液化澱粉枯草芽孢桿菌變種(Bacillus subtilis var.amyloliquefaciens)FZB24菌株(可取得的為Taegro®，來自美國Novozymes公司)；(A1.5)類芽孢桿菌屬(Paenibacillus sp.)具有登錄號NRRL B-50972或登錄號NRRL B-67129菌株及描述於國際專利公開案第WO 2016/154297號；及 (A1) Bacteria, such as (A1.1) Bacillus subtilis ( Bacillus subtilis ), especially QST713/AQ713 strain (available as SERENADE OPTI or SERENADE ASO, from Bayer CropScience LP, USA, with NRRL accession number B21661 and such as US Patent No. 6,060,051); (A1.2) Liquefied Bacillus amyloliquefaciens (Bacillus amyloliquefaciens), especially the D747 strain (available as Double Nickel TM , from Certis, USA, with accession number FERM BP-8234 and (Disclosed in U.S. Patent No. 7,094,592); (A1.3) Bacillus pumilus , especially BU F-33 strain (with NRRL accession number 50185); (A1.4) Liquefied starch Bacillus subtilis variant ( Bacillus subtilis var.amyloliquefaciens ) FZB24 strain (available as Taegro®, from Novozymes, USA); (A1.5) Paenibacillus sp. has accession number NRRL B-50972 or accession number NRRL B-67129 Strains and are described in International Patent Publication No. WO 2016/154297; and
(A2)真菌，例如(A2.1)出芽短梗黴菌(Aureobasidium pullulans)，尤其是DSM14940菌株的芽生孢子；(A2.2)出芽短梗黴菌，DSM 14941菌株的 芽生孢子；(A2.3)出芽短梗黴菌，尤其是DSM14940和DSM14941菌株之芽生孢子混合物； (A2) Fungi, such as (A2.1) Aureobasidium pullulans , especially spores of strain DSM 14940; (A2.2) Aureobasidium pullulans, spores of strain DSM 14941; (A2.3) Aureobasidium pullulans, especially the spore mixture of DSM14940 and DSM14941 strains;
(B)選自下列之群的殺真菌劑： (B) Fungicides selected from the following group:
(B1)細菌，例如(B1.1)枯草芽孢桿菌(Bacillus subtilis)，尤其是QST713/AQ713菌株(可取得的為SERENADE OPTI或SERENADE ASO，來自美國Bayer CropScience LP公司，具有NRRL登錄號B21661及如美國專利第6,060,051號中所述；(B1.2)短小芽孢桿菌，尤其是QST2808菌株(可取得的為SONATA®，來自美國Bayer CropScience LP公司，具有登錄號NRRL B-30087及如美國專利第6,245,551號中所述)；(B1.3)短小芽孢桿菌，尤其是GB34菌株(可取得的為Yield Shield®，來自德國Bayer AG公司)；(B1.4)短小芽孢桿菌，尤其是BU F-33菌株(具有NRRL登錄號50185)；(B1.5)液化澱粉芽孢桿菌，尤其是D747菌株(可取得的為Double NickelTM，來自美國Certis公司，具有登錄號FERM BP-8234及揭示於美國專利第7,094,592號中)；(B1.6)枯草芽孢桿菌Y1336(可取得的為BIOBAC® WP，來自台灣Bion-Tech公司，在台灣註冊為生物殺真菌劑，註冊號4764、5454、5096和5277)；(B1.7)液化澱粉芽孢桿菌MBI 600菌株(可取得的為SUBTILEX，來自BASF SE公司)；(B1.8)枯草芽孢桿菌GB03菌株(可取得的為Kodiak®，來自德國Bayer AG公司)；(B1.9)液化澱粉枯草芽孢桿菌變種FZB24菌株(可得自維吉尼亞州賽勒姆市Novozymes Biologicals Inc公司或北加州格林斯伯樂市Syngenta Crop Protection,LLC公司，為殺真菌劑TAEGRO®或TAEGRO® ECO(EPA註冊號70127-5)；(B1.10)蕈狀芽孢桿菌(Bacillus mycoides)分離株J(可取得的為BmJ TGAI或WG，來自美國Certis公司)；(B1.11)地衣芽孢桿菌(Bacillus licheniformis)，尤其是SB3086菌株(可取得的為EcoGuard TM Biofungicide和Green Releaf，來自Novozymes)；(B1.12)具有登錄號NRRL B-50972或登錄號NRRL B-67129之類芽孢桿菌屬菌株並描述於國際專利公開案第WO 2016/154297號中。 (B1) Bacteria, such as (B1.1) Bacillus subtilis ( Bacillus subtilis ), especially the QST713/AQ713 strain (available as SERENADE OPTI or SERENADE ASO, from Bayer CropScience LP, USA, with NRRL accession number B21661 and such as As described in U.S. Patent No. 6,060,051; (B1.2) Bacillus pumilus, especially the QST2808 strain (available as SONATA®, from Bayer CropScience LP, USA, with accession number NRRL B-30087 and as in U.S. Patent No. 6,245,551 (B1.3) Bacillus pumilus, especially the GB34 strain (Yield Shield® available from Bayer AG, Germany); (B1.4) Bacillus pumilus, especially BU F-33 Strain (with NRRL accession number 50185); (B1.5) Liquefied Bacillus amylolique, especially the D747 strain (available as Double Nickel TM , from Certis, USA, with accession number FERM BP-8234 and disclosed in U.S. Patent No. 7,094,592); (B1.6) Bacillus subtilis Y1336 (available as BIOBAC ® WP, from Taiwan Bion-Tech Company, registered as a biofungicide in Taiwan, registration numbers 4764, 5454, 5096 and 5277); (B1.7) Liquefied Bacillus amylovora MBI 600 strain (Subtilex available from BASF SE); (B1.8) Bacillus subtilis GB03 strain (available from Kodiak®, from Bayer AG, Germany); (B1.9) Liquefied starch Bacillus subtilis strain FZB24 (available from Novozymes Biologicals Inc., Salem, Virginia, or Syngenta Crop Protection, LLC, Greensboro, Northern California, as a fungicide TAEGRO ® Or TAEGRO ® ECO (EPA registration number 70127-5); (B1.10) Bacillus mycoides isolate J (available as BmJ TGAI or WG, from Certis, USA); (B1.11) Bacillus licheniformis ( Bacillus licheniformis ), especially the SB3086 strain (available as EcoGuard TM Biofungicide and Green Releaf, from Novozymes); (B1.12) has the accession number NRRL B-50972 or registered Bacillus strains such as NRRL B-67129 are described in International Patent Publication No. WO 2016/154297.
在某些具體實例中，此生物防治劑為產生豐原素(fengycin)或巴斯他汀型(plipastatin-type)化合物、伊枯草菌素型(iturin-type)化合物及/或表面素型(surfactin-type)化合物之枯草芽孢桿菌或液化澱粉芽孢桿菌菌株。就背景， 請參見下列評論文章：Ongena,M.,et al.,“Bacillus Lipopeptides：Versatile Weapons for Plant Disease Biocontrol,”Trends in Microbiology,Vol 16,No.3,March 2008,pp.115-125。能產生脂肽的芽孢桿菌菌株包括枯草芽孢桿菌QST713(可取得的為SERENADE OPTI或SERENADE ASO，來自美國Bayer CropScience LP公司，具有NRRL登錄號B21661及描述於美國專利第6,060,051號中)、液化澱粉芽孢桿菌D747菌株(可取得的為Double NickelTM，來自美國Certis公司，具有登錄號FERM BP-8234及描述於美國專利第7,094,592號中)；枯草芽孢桿菌MBI600(可取得的為SUBTILEX®，來自美國Becker Underwood公司，EPA註冊號71840-8)；枯草芽孢桿菌Y1336(可取得的為BIOBAC® WP，來自台灣Bion-Tech公司，在台灣註冊為生物殺真菌劑，註冊號4764、5454、5096和5277)；液化澱粉芽孢桿菌，尤其是FZB42菌株(可取得的為RHIZOVITAL®，來自德國ABiTEP公司)；以及液化澱粉枯草芽孢桿菌變種FZB24(可得自維吉尼亞州賽勒姆市Novozymes Biologicals Inc公司或北加州格林斯伯樂市Syngenta Crop Protection,LLC公司，為殺真菌劑TAEGRO®或TAEGRO® ECO(EPA註冊號70127-5)；及 In some specific examples, the biological control agent is for producing fengycin or plipastatin-type compound, iturin-type compound and/or surfactin-type compound. type) Bacillus subtilis or liquefied Bacillus amylolus strain of the compound. For background, please refer to the following review article: Ongena, M., et al., "Bacillus Lipopeptides: Versatile Weapons for Plant Disease Biocontrol," Trends in Microbiology, Vol 16, No. 3, March 2008, pp. 115-125. Bacillus strains capable of producing lipopeptides include Bacillus subtilis QST713 (available as SERENADE OPTI or SERENADE ASO, from Bayer CropScience LP, USA, with NRRL accession number B21661 and described in U.S. Patent No. 6,060,051), liquefied starch spores Bacillus strain D747 (available as Double Nickel TM , from American Certis, with accession number FERM BP-8234 and described in U.S. Patent No. 7,094,592); Bacillus subtilis MBI600 (available as SUBTILEX ® from American Becker Underwood Company, EPA registration number 71840-8); Bacillus subtilis Y1336 (available as BIOBAC ® WP, from Taiwan Bion-Tech Company, registered as a biofungicide in Taiwan, registration number 4764, 5454, 5096 and 5277) Bacillus liquefaction, especially strain FZB42 (available as RHIZOVITAL ® from ABiTEP, Germany); and liquefied starch Bacillus subtilis variant FZB24 (available from Novozymes Biologicals Inc, Salem, Virginia or Syngenta Crop Protection, LLC in Greensboro, Northern California, is a fungicide TAEGRO ® or TAEGRO ® ECO (EPA registration number 70127-5); and
(B2)真菌，例如：(B2.1)微坦盾殼黴(Coniothyrium minitans)，尤其是CON/M/91-8菌株(登錄號DSM-9660；例如來自Bayer的Contans®)；(B2.2)梅奇酵母菌(Metschnikowia fructicola)，尤其是NRRL Y-30752菌株(例如Shemer®)；(B2.3)黃褐小球殼孢菌(Microsphaeropsis ochracea)(例如來自Prophyta的Microx®)；(B2.5)木黴菌屬(Trichoderma spp.)，包括深綠木黴菌(Trichoderma atroviride)，描述於國際專利申請案號PCT/IT2008/000196的SC1菌株)；(B2.6)哈氏木黴菌(Trichoderma harzianum rifai)KRL-AG2菌株(亦稱為T-22菌株，/ATCC 208479，例如PLANTSHIELD T-22G,Rootshield®和TurfShield，來自美國BioWorks公司)；(B2.14)粉紅黏帚黴(Gliocladium roseum)，321U菌株，來自W.F.Stoneman Company LLC；(B2.35)黃色籃狀菌(Talaromyces flavus)，V117b菌株；(B2.36)棘孢木黴菌(Trichoderma asperellum)，ICC 012菌株，來自Isagro；(B2.37)棘孢木黴菌SKT-1菌株(例如ECO-HOPE®，來自Kumiai Chemical Industry)；(B2.38)深綠木黴菌CNCM I-1237菌株(例如Esquive® WP，來自Agrauxine,FR)；(B2.39)深綠木黴菌菌 株編號V08/002387；(B2.40)深綠木黴菌菌株NMI編號V08/002388；(B2.41)深綠木黴菌菌株NMI編號V08/002389；(B2.42)深綠木黴菌菌株NMI編號V08/002390；(B2.43)深綠木黴菌菌株LC52(例如Agrimm Technologies Limited公司之Tenet)；(B2.44)深綠木黴菌ATCC 20476菌株(IMI 206040)；(B2.45)深綠木黴菌T11菌株(IMI352941/CECT20498)；(B2.46)鉤狀木黴菌(Trichoderma harmatum)；(B2.47)哈氏木黴菌；(B2.48)哈氏木黴菌T39(例如來自美國Makhteshim之Trichodex®)；(B2.49)哈氏木黴菌，尤其是KD菌株(例如Trichoplus，來自Biological Control Products,SA(被Becker Underwood併購))；(B2.50)哈氏木黴菌ITEM 908菌株(例如來自Koppert之Trianum-P)；(B2.51)哈氏木黴菌TH35菌株(例如Mycontrol之Root-Pro)；(B2.52)綠木黴菌(Trichoderma virens)(亦稱為青綠黏帚黴(Gliocladium virens))，尤其是GL-21菌株(例如美國Certis公司之SoilGard 12G)；(B2.53)綠木黴菌(Trichoderma viride)，TV1菌株(例如Koppert之Trianum-P)；(B2.54)白粉寄生菌(Ampelomyces quisqualis)，尤其是AQ 10菌株(例如IntrachemBio Italia之AQ 10®)；(B2.56)出芽短梗黴菌，尤其是DSM14940菌株的芽生胞子；(B2.57)出芽短梗黴菌，尤其是DSM 14941菌株的芽生孢子；(B2.58)出芽短梗黴菌，尤其是DSM14940和DSM 14941菌株的芽生孢子之混合物(例如bio-ferm,CH之Botector®)；(B2.64)芽枝狀枝孢菌(Cladosporium cladosporioides)，H39菌株(來自Stichting Dienst Landbouwkundig Onderzoek)；(B2.69)鏈孢黏帚黴(Gliocladium catenulatum)(同物異名：粉紅黏帚黴(Clonostachys rosea f.catenulate)J1446菌株(例如AgBio Inc.公司之Prestop ®以及例如Kemira Agro Oy公司之Primastop®)；(B2.70)蠟蚧輪枝菌(Lecanicillium lecanii)(以前稱為Verticillium lecanii conidia)之KV01菌株(例如Koppert/Arysta之Vertalec®)；(B2.71)蠕形青黴菌(Penicillium vermiculatum)；(B2.72)異常畢赤酵母(Pichia anomala)WRL-076菌株(NRRL Y-30842)；(B2.75)深綠木黴菌SKT-1菌株(FERM P-16510)；(B2.76)深綠木黴菌SKT-2菌株(FERM P-16511)；(B2.77)深綠木黴菌SKT-3菌株(FERM P-17021)；(B2.78)蓋姆斯木黴菌(Trichoderma gamsii)(以前T.viride)ICC080菌株(IMI CC 392151 CABI，例如AGROBIOSOL DE MEXICO,S.A.DE C.V.之BioDerma)；(B2.79)哈氏木黴菌DB 103菌株(例 如Dagutat Biolab之T-Gro 7456)；(B2.80)多孢木黴菌(Trichoderma polysporum)IMI 206039菌株(例如BINAB Bio-Innovation AB,Sweden之Binab TF WP)；(B2.81)子座木黴菌(Trichoderma stromaticum)(例如巴西Ceplac之Tricovab)；(B2.83)奧德曼細基格孢菌(Ulocladium oudemansii)，尤其是HRU3菌株(例如紐西蘭Botry-Zen Ltd之Botry-Zen®)；(B2.84)黑白輪孢菌(Verticillium albo-atrum)(之前V.dahliae)WCS850菌株(CBS 276.92；例如Tree Care Innovations之Dutch Trig)；(B2.86)厚垣輪孢菌(Verticillium chlamydosporium)；(B2.87)棘孢木黴菌ICC 012菌株和蓋姆斯木黴菌ICC 080菌株之混合物(產品已知為，例如美國Bayer CropScience LP公司之BIO-TAMTM)。 (B2) Fungi, such as: (B2.1) Coniothyrium minitans , especially the CON/M/91-8 strain (accession number DSM-9660; for example, Contans® from Bayer); (B2. 2) Metschnikowia fructicola , especially NRRL Y-30752 strain (such as Shemer®); (B2.3) Microsphaeropsis ochracea (such as Microx® from Prophyta); ( B2.5) Trichoderma ( Trichoderma spp. ), including Trichoderma atroviride (Trichoderma atroviride), described in the SC1 strain of International Patent Application No. PCT/IT2008/000196); (B2.6) Trichoderma spp. ( Trichoderma harzianum rifai ) KRL-AG2 strain (also known as T-22 strain, /ATCC 208479, such as PLANTSHIELD T-22G, Rootshield® and TurfShield, from BioWorks, USA); (B2.14) Gliocladium roseum ), 321U strain, from WFStoneman Company LLC; (B2.35) Talaromyces flavus , V117b strain; (B2.36) Trichoderma asperellum , ICC 012 strain, from Isagro; (B2 .37) Trichoderma aculeatus SKT-1 strain (e.g. ECO-HOPE®, from Kumiai Chemical Industry); (B2.38) Trichoderma dark green CNCM I-1237 strain (e.g. Esquive® WP, from Agrauxine, FR); (B2.39) Trichoderma dark green strain number V08/002387; (B2.40) Trichoderma dark green strain NMI number V08/002388; (B2.41) Trichoderma dark green strain NMI number V08/002389; (B2. 42) Trichoderma dark green strain NMI number V08/002390; (B2.43) Trichoderma dark green strain LC52 (for example, Tenet from Agrimm Technologies Limited); (B2.44) Trichoderma dark green strain ATCC 20476 (IMI 206040) ; (B2.45) Trichoderma dark green strain T11 (IMI352941/CECT20498); ( B2.46) Trichoderma harmatum ; (B2.47) Trichoderma harmatum; (B2.48) Trichoderma harmatum T39 (for example, Trichodex® from Makhteshim, USA); (B2.49) Hastelloy Trichoderma, especially KD strains (such as Trichoplus, from Biological Control Products, SA (acquired by Becker Underwood)); (B2.50) Trichoderma harveyi ITEM 908 strain (such as Trianum-P from Koppert); (B2. 51) Trichoderma harveyi TH35 strain (such as Root-Pro of Mycontrol); (B2.52) Trichoderma virens (also known as Gliocladium virens ), especially strain GL-21 ( For example, SoilGard 12G of Certis, USA); (B2.53) Trichoderma viride , TV1 strain (for example, Trianum-P of Koppert); (B2.54) Ampelomyces quisqualis , especially AQ 10 Strains (such as AQ 10® of IntrachemBio Italia); (B2.56) Aureobasidium pullulans, especially spores of strain DSM14940; (B2.57) Aureobasidium pullulans, especially spores of strain DSM 14941; (B2 .58) Aureobasidium pullulans, especially a mixture of spores of strains DSM14940 and DSM 14941 (for example, bio-ferm, Botector® of CH); (B2.64) Cladosporium cladosporioides , H39 strain (From Stichting Dienst Landbouwkundig Onderzoek); (B2.69) Gliocladium catenulatum (synonym: Clonostachys rosea f.catenulate ) J1446 strain (for example, Prestop ® and For example, Kemira Agro Oy's Primastop®); (B2.70) Lecanicillium lecanii (formerly known as Verticillium lecanii conidia) KV01 strain (e.g. Koppert/Arysta Ve rtalec®); (B2.71) Penicillium vermiculatum ; (B2.72) Pichia anomala WRL-076 strain (NRRL Y-30842); (B2.75) dark green wood Mold SKT-1 strain (FERM P-16510); (B2.76) Trichoderma dark green SKT-2 strain (FERM P-16511); (B2.77) Trichoderma dark green SKT-3 strain (FERM P-17021) ); (B2.78) Trichoderma gamsii (formerly T.viride ) ICC080 strain (IMI CC 392151 CABI, such as AGROBIOSOL DE MEXICO, BioDerma of SADE CV); (B2.79) Trichoderma harveyi DB 103 strain (for example, T-Gro 7456 of Dagutat Biolab); (B2.80) Trichoderma polysporum IMI 206039 strain (for example, BINAB Bio-Innovation AB, Binab TF WP of Sweden); (B2.81) Trichoderma stromaticum (e.g. Tricovab of Ceplac, Brazil); (B2.83) Ulocladium oudemansii , especially HRU3 strain (e.g. Botry-Zen Ltd of Botry-Zen Ltd, New Zealand) Zen®); (B2.84) Verticillium albo-atrum (formerly V.dahliae ) WCS850 strain (CBS 276.92; such as Dutch Trig of Tree Care Innovations); (B2.86) Verticillium albo-atrum ( Verticillium chlamydosporium ); (B2.87) A mixture of Trichoderma aculeatus ICC 012 strain and Trichoderma gaims ICC 080 strain (the product is known as, for example, the BIO-TAM ™ of Bayer CropScience LP, USA).
可與式(I)化合物及包含彼等之組成物組合的生物防治劑之其他的實例有： Other examples of biological control agents that can be combined with the compound of formula (I) and the composition comprising them are:
由下列組成之群中選出的細菌：枯草芽孢桿菌，尤其是枯草芽孢桿菌CNCM I-1562菌株和堅强芽孢桿菌(Bacillus firmus)I-1582菌株(登錄號CNCM I-1582)，枯草芽孢桿菌OST 30002(登錄號NRRL B-50421)，蘇雲金芽孢桿菌(Bacillus thuringiensis)，尤其是蘇雲金芽孢桿菌以色列亞種(israelensis)(血清型H-14)，AM65-52菌株(登錄號ATCC 1276)，蘇雲金芽孢桿菌鮎澤亞種(B.thuringiensis subsp.aizawai)，尤其是ABTS-1857菌株(SD-1372)，蘇雲金芽孢桿菌庫斯塔基亞種(B.thuringiensis subsp.kurstaki)HD-1菌株，蘇雲金芽孢桿菌擬步行蟲亞種(B.thuringiensis subsp.tenebrionis)NB 176菌株(SD-5428)，穿刺巴斯德芽菌(Pasteuria penetrans)，巴斯德芽菌(Pasteuria spp.)(腎形線蟲(Rotylenchulus reniformis))-PR3(登錄號ATCC SD-5834)，細黃鏈黴菌(Streptomyces microflavus)AQ6121菌株(=QRD 31.013,NRRL B-50550)及鮮黃鏈黴菌(Streptomyces galbus)AQ 6047菌株(登錄號NRRL 30232)； Bacteria selected from the group consisting of: Bacillus subtilis, especially Bacillus subtilis CNCM I-1562 strain and Bacillus firmus I-1582 strain (accession number CNCM I-1582), Bacillus subtilis OST 30002 (accession number NRRL B-50421), Bacillus thuringiensis ( Bacillus thuringiensis ), especially Bacillus thuringiensis subsp. israelensis (serotype H-14), strain AM65-52 (accession number ATCC 1276), Bacillus thuringiensis B. thuringiensis subsp. aizawai , especially ABTS-1857 strain (SD-1372), B. thuringiensis subsp. kurstaki HD-1 strain, Bacillus thuringiensis subsp. kurstaki B.thuringiensis subsp.tenebrionis NB 176 strain (SD-5428), Pasteuria penetrans , Pasteuria spp. (Rotylenchulus reniformis ))-PR3 (accession number ATCC SD-5834), Streptomyces microflavus AQ6121 strain (=QRD 31.013, NRRL B-50550) and Streptomyces galbus AQ 6047 strain (accession number NRRL 30232) );
由下列組成之群中選出的真菌和酵母菌：球孢白僵菌(Beauveria bassiana)，尤其是ATCC 74040菌株，蠟蚧輪枝菌(Lecanicillium spp.)，尤其是HRO LEC 12菌株，黑殭菌(Metarhizium anisopliae)，尤其是F52菌株(DSM3884或ATCC 90448)，玫煙色擬青黴菌(Paecilomyces fumosoroseus)(目前：玫煙色棒束孢菌(Isaria fumosorosea)，尤其是IFPC 200613菌株或Apopka 97菌株(登錄號ATCC 20874)和淡紫擬青黴菌(Paecilomyces lilacinus)，尤其是淡紫擬青黴菌(P.lilacinus)251菌株(AGAL 89/030550)； Fungi and yeasts selected from the following group consisting of: Beauveria bassiana , especially ATCC 74040 strain, Lecanicillium spp. , especially HRO LEC 12 strain, Black bassiana ( Metarhizium anisopliae ), especially F52 strain (DSM3884 or ATCC 90448), Paecilomyces fumosoroseus (currently: Isaria fumosorosea ), especially IFPC 200613 strain or Apopka 97 strain (Accession number ATCC 20874) and Paecilomyces lilacinus , especially P.lilacinus 251 strain (AGAL 89/030550);
由下列組成之群中選出的病毒：茶姬捲葉蛾(Adoxophyes orana)(夏果捲葉蟲)顆粒病病毒(GV)、蘋果蠹蛾(Cydia pomonella)(內蠹蛾)顆粒病病毒(GV)、棉鈴實夜蛾(Helicoverpa armigera)(棉蛉蟲)核多角體病毒(NPV)、甜菜夜蛾(Spodoptera exigua)mNPV、草地夜蛾(Spodoptera frugiperda)(秋行軍蟲)mNPV和斜紋夜蛾(Spodoptera littoralis)(非洲棉葉蟲)NPV。 A virus selected from the group consisting of: Adoxophyes orana (Summer leaf roller) particle disease virus (GV), codling moth ( Cydia pomonella ) (codling moth) particle disease virus (GV), Helicoverpa armigera (Helicoverpa armigera) (Helicoverpa armigera) Nuclear Polyhedrosis Virus (NPV), Spodoptera exigua mNPV, Spodoptera frugiperda (Autumn Marching insect) mNPV and Spodoptera littoralis ) (African cotton leafworm) NPV.
細菌和真菌可加到植物或植物部位或植物器官中作為接種劑，利用其特定的性質，提升植物生長和植物健康。實例有：土壤桿菌屬(Agrobacterium spp.)、莖瘤固氮根瘤菌(Azorhizobium caulinodans)、固氮螺菌屬(Azospirillum spp.)、固氮菌屬(Azotobacter spp.)、慢生根瘤菌屬(Bradyrhizobium spp.)、伯克霍爾德氏菌屬(Burkholderia spp.)，尤其是洋蔥伯克霍爾德菌(Burkholderia cepacia)(以前稱為洋蔥假單胞菌(Pseudomonas cepacia))、巨孢囊黴屬(Gigaspora spp.)或單孢巨孢囊黴(Gigaspora monosporum)、球囊黴屬(Glomus spp.)、蠟蘑屬(Laccaria spp.)、布氏乳桿菌(Lactobacillus buchneri)、類球囊黴屬(Paraglomus spp.)、豆包菌(Pisolithus tinctorus)、假單胞菌屬(Pseudomonas spp.)、根瘤菌屬(Rhizobium spp.)，尤其是三葉草根瘤菌(Rhizobium trifolii)、須腹菌屬(Rhizopogon spp.)、硬皮鏽菌屬(Scleroderma spp.)、乳牛肝菌屬(Suillus spp.)和鏈黴菌屬(Streptomyces spp.)。 Bacteria and fungi can be added to plants or plant parts or plant organs as inoculants, using their specific properties to improve plant growth and plant health. Examples are: Agrobacterium spp. , Azorhizobium caulinodans , Azospirillum spp. , Azotobacter spp. , Bradyrhizobium spp. ), Burkholderia spp. , especially Burkholderia cepacia (previously known as Pseudomonas cepacia ), Megacystis (Burkholderia spp.) Gigaspora spp. ) or Gigaspora monosporum , Glomus spp. , Laccaria spp. , Lactobacillus buchneri , Glomus spp. Paraglomus spp. ), Pisolithus tinctorus , Pseudomonas spp. , Rhizobium spp. , especially Rhizobium trifolii , Rhizopogon spp. ), Scleroderma spp. , Suillus spp. and Streptomyces spp .
可用作為生物防治劑之植物萃取物和由微生物形成的產品(包括蛋白和二級代謝物)，例如：大蒜(Allium sativum)、苦艾(Artemisia absinthium)、印楝素(azadirachtin)、Biokeeper WP、Cassia nigricans、苦皮藤(Celastrus angulatus)、土荊芥(Chenopodium anthelminticum)、甲殼素(chitin)、Armour-Zen、鱗毛蕨(Dryopteris filix-mas)、問荊(Equisetum arvense)、Fortune Aza、Fungastop、Heads Up(奎奴亞藜(Chenopodium quinoa)皂苷萃取物)、除蟲菊(Pyrethrum)/除蟲菊酯類(Pyrethrins)、蘇里南苦木(Quassia amara)、櫟樹屬(Quercus)、皂樹屬(Quillaja)、Regalia、「RequiemTM Insecticide」、魚藤酮(rotenone)、魚尼丁(ryania)/蘭尼鹼(ryanodine)、聚合草(Symphytum officinale)、艾菊(Tanacetum vulgare)、麝香草酚(thymol)、Triact 70、TriCon、旱金蓮(Tropaeulum majus)、大蕁麻(Urtica dioica)、Veratrin、槲寄生(Viscum album)、十字花科(Brassicaceae)萃取物，尤其是油菜粉或芥末粉。 Plant extracts and products formed by microorganisms (including proteins and secondary metabolites) that can be used as biological control agents, such as garlic ( Allium sativum ), wormwood ( Artemisia absinthium ), azadirachtin, Biokeeper WP, Cassia nigricans , Celastrus angulatus , Chenopodium anthelminticum , Chitin, Armour-Zen, Dryopteris filix-mas , Equisetum arvense , Fortune Aza, Fungastop, Heads Up (quinoa (Chenopodium quinoa) saponin extract), pyrethrum (pyrethrum) / pyrethrins (pyrethrins), Surinam quassia (quassia amara), the genus oak (Quercus), genera Quillaja ( Quillaja ), Regalia, "Requiem TM Insecticide", rotenone, ryania /ryanodine, Symphytum officinale , Tanacetum vulgare , thymol ), Triact 70, TriCon, Nasturtium ( Tropaeulum majus ), Urtica dioica , Veratrin, Mistletoe ( Viscum album ), Brassicaceae ( Brassicaceae ) extracts, especially canola powder or mustard powder.
可與式(I)化合物及包含彼等之組成物混合的殺昆蟲劑、殺蟎劑和殺線蟲劑之實例分別有： Examples of insecticides, acaricides and nematicides that can be mixed with the compound of formula (I) and the composition containing them are:
(1)乙醯膽鹼酯酶(AChE)抑制劑，例如，舉例而言胺甲酸酯類，例如阿納寧(alanycarb)、得滅克(aldicarb)、免敵克(bendiocarb)、免扶克(benfuracarb)、佈嘉信(butocarboxim)、佈斯嘉信(butoxycarboxim)、加保利(carbaryl)、加保扶(carbofuran)、丁基加保扶(carbosulfan)、愛殺芬卡(ethiofencarb)、丁基滅必蝨(fenobucarb)、覆滅蟎(formetanate)、呋線威(furathiocarb)、滅必蝨(isoprocarb)、滅賜克(methiocarb)、納乃得(methomyl)、治滅蝨(metolcarb)、歐殺滅(oxamyl)、抗蚜威(pirimicarb)、殘殺威(propoxur)、硫雙威(thiodicarb)、久效威(thiofanox)、唑蚜威(triazamate)、混滅威(trimethacarb)、XMC及滅殺威(xylylcarb)；或有機磷酸酯類，例如歐殺松(acephate)、甲基吡啶磷(azamethiphos)、益棉磷(azinphos-ethyl)、穀速松(azinphos-methyl)、硫線磷(cadusafos)、氯氧磷(chlorethoxyfos)、毒蟲畏(chlorfenvinphos)、氯甲硫磷(chlormephos)、甲基陶斯松(chlorpyrifos-methyl)、蠅毒磷(coumaphos)、殺螟腈(cyanophos)、滅賜松(demeton-S-methyl)、大利松(diazinon)、敵敵畏(dichlorvos)/DDVP、百治磷(dicrotophos)、大滅松(dimethoate)、二甲基毒蟲畏(dimethylvinphos)、乙拌磷(disulfoton)、EPN、乙硫磷(ethion)、滅線磷(ethoprophos)、伐滅磷(famphur)、芬滅松(fenamiphos)、撲滅松(fenitrothion)、芬殺松(fenthion)、福賽絕(fosthiazate)、飛達松(heptenophos)、依米塞扶(imicyafos)、亞芬松(isofenphos)、異丙基O-(甲氧基胺基硫基磷醯基)水楊酸酯、加福松(isoxathion)、馬拉松(malathion)、滅加松(mecarbam)、達馬松(methamidophos)、滅大松(methidathion)、美文松(mevinphos)、亞素靈(monocrotophos)、乃力松(naled)、歐滅松(omethoate)、滅多松(oxydemeton-methyl)、甲基巴拉松(parathion-methyl)、賽達松(phenthoate)、福瑞松(phorate)、裕必松(phosalone)、益滅松(phosmet)、福賜米松(phosphamidon)、巴塞松(phoxim)、亞特松(pirimiphos-methyl)、佈飛松(profenofos)、撲達松 (propetamphos)、普硫松(prothiofos)、白克松(pyraclofos)、必芬松(pyridaphenthion)、拜裕松(quinalphos)、治螟磷(sulfotep)、丁基嘧啶磷(tebupirimfos)、亞培松(temephos)、托福松(terbufos)、樂本松(tetrachlorvinphos)、硫滅松(thiometon)、三落松(triazophos)、三氯松(trichlorfon)及繁米松(vamidothion)。 (1) Acetylcholinesterase (AChE) inhibitors, such as, for example, carbamates, such as alanycarb, aldicarb, bendiocarb, and benfuracarb, butoxycarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, butoxycarboxim Fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, metolcarb oxamyl), pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC and methacarb xylylcarb); or organic phosphates, such as acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, Chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton -S-methyl), diazinon, dichlorvos/DDVP, diclotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, Heptenophos, imicyafos, isofenphos, isopropyl O-(methoxyaminothiophosphoryl) salicylate, isoxathion, Marathon ), mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, method Oxydemeton-methyl, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon ), phoxim, pirimiphos-methyl, profenofos, pidazon (propetamphos), prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos ), terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon and vamidothion.
(2)GABA-閘控氯離子通道阻斷劑，例如，舉例而言，環雙烯-有機氯類，例如可氯丹(chlordane)和安殺番(endosulfan)，或苯基吡唑(菲普魯來斯(fiproles)，例如益斯普(ethiprole)和芬普尼(fipronil)。 (2) GABA-gated chloride channel blockers, such as, for example, cyclodiene-organochlorines, such as chlordane and endosulfan, or phenylpyrazole (phenanthrene Fiproles, such as ethiprole and fipronil.
(3)鈉通道調節劑，例如，舉例而言，擬除蟲菊酯(pyrethroid)，例如阿納寧(acrinathrin)、亞列寧(allethrin)、異-順-反亞列寧，異-反亞列寧、畢芬寧(bifenthrin)、百亞列寧(bioallethrin)、百亞列寧-S-環戊烯基異構物、百列滅寧(bioresmethrin)、賽保寧(cycloprothrin)、賽扶寧(cyfluthrin)、β-賽扶寧、賽洛寧(cyhalothrin)、λ-賽洛寧、γ-賽洛寧、賽滅寧(cypermethrin)、α-賽滅寧、β-賽滅寧、θ-賽滅寧、ζ-賽滅寧、賽酚寧(cyphenothrin)[(1R)-反式異構物]、第滅寧(deltamethrin)、益避寧(empenthrin)[(EZ)-(1R)異構物]、益化利(esfenvalerate)、依芬寧(etofenprox)、芬普寧(fenpropathrin)、芬化利(fenvalerate)、護賽寧(flucythrinate)、福滅寧(flumethrin)、福化利(tau-fluvalinate)、合芬寧(halfenprox)、依普寧(imiprothrin)、克特寧(kadethrin)、momfluorothrin、百滅寧(permethrin)、酚丁滅寧(phenothrin)[(1R)-反式異構物]、普亞列寧(prallethrin)、必列寧(pyrethrins)(除蟲菊(pyrethrum))、列滅寧(resmethrin)、矽護芬(silafluofen)、汰福寧(tefluthrin)、治滅寧(tetramethrin)、治滅寧[(1R)-異構物]、特多寧(tralomethrin)和拜富寧(transfluthrin)或DDT或甲氧基氯(methoxychlor)。 (3) Sodium channel modulators, such as, for example, pyrethroids, such as acrinathrin, allethrin, iso-cis-trans-arenin, iso-trans-arenin, Bifenthrin, bioallethrin, bioallethrin-S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, β- Cyhalothrin, λ-cyhalothrin, γ-cyhalothrin, cypermethrin, α-cyhalothrin, β-cyhalothrin, θ-cyhalothrin, ζ- Cyphenothrin, cyphenothrin [(1R)-trans isomer], deltamethrin, empenthrin [(EZ)-(1R) isomer], Yihua Esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, hefen Ning (halfenprox), ipunin (imiprothrin), kadethrin, momfluorothrin, permethrin, phenothrin ((1R)-trans isomer), pyalenin ( prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin ( 1R)-isomer], tralomethrin and transfluthrin or DDT or methoxychlor.
(4)尼古丁乙醯膽鹼受體(nAChR)競爭性調節劑，例如，舉例而言，新菸鹼類，例如亞滅培(acetamiprid)、可尼丁(clothianidin)、達特南(dinotefuran)、益達胺(imidacloprid)、烯啶蟲胺(nitenpyram)、賽果培(thiacloprid)和賽速安(thiamethoxam)或菸鹼或速殺氟(sulfoxaflor)或氟吡呋喃酮(flupyradifurone)。 (4) Nicotine acetylcholine receptor (nAChR) competitive modulators, for example, for example, neonicotinoids, such as acetamiprid, clothianidin, dinotefuran , Imidacloprid, nitenpyram, thiacloprid and thiamethoxam or nicotine or sulfoxaflor or flupyradifurone.
(5)尼古丁乙醯膽鹼受體(nAChR)之變構調節劑，例如，舉例而言，多殺菌素(spinosyn)，例如賜拓侖(spinetoram)和賜諾殺(spinosad)。 (5) Allosteric modulators of nicotine acetylcholine receptor (nAChR), such as, for example, spinosyn, such as spinetoram and spinosad.
(6)麩胺酸-閘控氯離子通道(GluCl)變構調節劑，例如，舉例而言，阿維菌素(avermectin)/米貝菌素(milbemycin)，例如阿巴汀(abamectin)、因滅汀苯甲酸鹽(emamectin benzoate)、雷匹美汀(lepimectin)和密滅汀(milbemectin)。 (6) Glutamate-gated chloride channel (GluCl) allosteric modulators, such as, for example, avermectin/milbemycin, such as abamectin, Emmectin benzoate, lepimectin and milbemectin.
(7)保幼激素模擬物，例如，舉例而言，保幼激素類似物，例如，赫普靈(hydroprene)、克普靈(kinoprene)和美賜平(methoprene)或芬諾克(fenoxycarb)或百利普芬(pyriproxyfen)。 (7) Juvenile hormone mimics, for example, for example, juvenile hormone analogs, such as hydroprene, kinoprene and methoprene or fenoxycarb or Pyriproxyfen.
(8)混雜非特異性(多位點)抑制劑，例如，舉例而言，烷基鹵化物，例如甲基溴和其他烷基鹵化物；或氯化苦(Chloropicrin)或硫醯氟(sulfuryl fluoride)或硼砂(borax)或吐酒石(tartar emetic)或異氰酸甲酯生成劑，例如邁隆(dazomet)和斯美地(metam)。 (8) Hybrid non-specific (multi-site) inhibitors, such as, for example, alkyl halides such as methyl bromide and other alkyl halides; or chloropicrin (Chloropicrin) or sulfuryl fluoride (sulfuryl fluoride) fluoride or borax or tartar emetic or methyl isocyanate generators, such as dazomet and meta.
(9)弦音感覺器官調節劑，例如，舉例而言，派滅淨(pymetrozine)或氟尼胺(flonicamid)。 (9) String tone sensory organ modulators, such as, for example, pymetrozine or flonicamid.
(10)蟎生長抑制劑，例如，舉例而言，克芬蟎(clofentezine)、合賽多(hexythiazox)和敵氟淨(diflovidazin)或依殺蟎(etoxazole)。 (10) Mite growth inhibitors, for example, clofentezine, hexythiazox, diflovidazin or etoxazole.
(11)昆蟲腸道膜之微生物干擾劑，例如，舉例而言，蘇雲金芽孢桿菌以色列亞種、球形芽孢桿菌紡錘變種(Bacillus sphaericus)、蘇雲金芽孢桿菌鮎澤亞種、蘇雲金芽孢桿菌庫斯塔基亞種、蘇雲金芽孢桿菌擬步行蟲亞種，及蘇雲金芽孢桿菌植物蛋白：Cry1Ab、Cry1Ac、Cry1Fa、Cry1A.105、Cry2Ab、Vip3A、mCry3A、Cry3Ab、Cry3Bb、Cry34Ab1/35Ab1。 (11) Microbial interference agents for insect intestinal membranes, such as, for example, Bacillus thuringiensis subsp. Israel, Bacillus sphaericus , Bacillus thuringiensis subsp. Catalpa, Bacillus thuringiensis subsp. Custaquia Species, Bacillus thuringiensis subsp. Pedalis, and Bacillus thuringiensis plant proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1/35Ab1.
(12)粒線體ATP合成酶之抑制劑，例如ATP干擾劑，例如，舉例而言，汰芬隆(diafenthiuron)或有機錫化合物，例如亞環錫(azocyclotin)、錫蟎丹(cyhexatin)及芬布賜(fenbutatin oxide)或毆蟎多(Propargite)或得脫蟎(Tetradifon)。 (12) Inhibitors of mitochondrial ATP synthase, such as ATP disruptors, such as, for example, diafenthiuron or organotin compounds, such as azocyclotin, cyhexatin and Fenbutatin oxide or Propargite or Tetradifon.
(13)經由擾亂質子梯度作用之氧化磷酸化去偶合劑，例如，舉例而言，克凡派(chlorfenapyr)、DNOC和沙氟米得(sulfluramid)。 (13) Oxidative phosphorylation decoupling agents that disrupt the effect of the proton gradient, such as, for example, chlorfenapyr, DNOC, and sulfluramid.
(14)尼古丁乙醯膽鹼受體通道阻斷劑，例如，舉例而言，免速達(bensultap)、培丹鹽酸鹽(cartap hydrochloride)、硫賜安(thiocyclam)和殺蟲單(thiosultap-sodium)。 (14) Nicotine acetylcholine receptor channel blockers, such as, for example, bensultap, cartap hydrochloride, thiocyclam and thiosultap- sodium).
(15)甲殼素生物合成抑制劑，第0型，例如，舉例而言，雙三氟蟲脲(bistrifluron)、克福隆(chlofluazuron)、二福隆(diflubenzuron)、氟環脲(flucycloxuron)、氟芬隆(flufenoxuron)、六伏隆(hexaflumuron)、祿芬隆(lufenuron)、諾瓦隆(novaluron)、紐伏隆(noviflumuron)、得福隆(teflubenzuron)及殺蟲隆(triflumuron)。 (15) Chitin biosynthesis inhibitor, type 0, for example, for example, bitrifluron, chlofluazuron, diflubenzuron, flucycloxuron, Flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.
(16)甲殼素生物合成抑制劑，第1型，例如布芬淨(buprofezin)。 (16) Chitin biosynthesis inhibitor, type 1, such as buprofezin.
(17)蛻皮干擾劑(尤其是雙翅目)，例如，舉例而言，賽滅淨(cyromazine)。 (17) Moulting disruptors (especially Diptera), such as, for example, cyromazine.
(18)蛻皮素受體促效劑，例如，舉例而言，可芬諾(chromafenozide)、合芬隆(halofenozide)、滅芬諾(methoxyfenozide)及得芬諾(tebufenozide)。 (18) ecdysone receptor agonists, such as, for example, chromafenozide, halofenozide, methoxyfenozide and tebufenozide.
(19)奧克巴胺(octopamine)受體促效劑，例如，舉例而言，三亞蟎(amitraz)。 (19) Octopamine receptor agonists, such as, for example, amitraz.
(20)粒線體複合物III電子傳遞抑制劑，例如，舉例而言，伏蟻腙(hydramethylnon)或亞醌蟎(acequinocyl)或嘧蟎酯(fluacrypyrim)。 (20) Mitochondrial complex III electron transport inhibitors, such as, for example, hydramethylnon or acequinocyl or fluacrypyrim.
(21)粒線體複合物I電子傳遞抑制劑，例如，舉例而言，來自METI殺蟎劑之群，例如芬殺蟎(fenazaquin)、芬普蟎(fenpyroximate)、畢汰芬(pyrimidifen)、畢達本(pyridaben)、得芬瑞(tebufenpyrad)和脫芬瑞(tolfenpyrad)或魚藤精(rotenone)(Derris)。 (21) Mitochondrial complex I electron transport inhibitors, for example, from the group of METI acaricides, such as fenazaquin, fenpyroximate, pyrimidifen, Pyidaben, tebufenpyrad and tolfenpyrad or rotenone (Derris).
(22)電壓-依賴的鈉通道阻斷劑，例如，舉例而言，因得克(indoxacarb)或美氟腙(metaflumizon)。 (22) Voltage-dependent sodium channel blockers, such as, for example, indoxacarb or metaflumizon.
(23)乙醯基-CoA羧基酶之抑制劑，例如，舉例而言，特窗酸(tetronic acid)和特拉姆酸(tetramic acid)衍生物，例如賜派芬(spirodiclofen)、賜滅芬(spiromesifen)及賜派滅(spirotetramate)。 (23) Inhibitors of acetyl-CoA carboxylase, such as, for example, tetronic acid and tetramic acid derivatives, such as spirodiclofen and spirodiclofen (spiromesifen) and spirotetramate (spirotetramate).
(24)粒線體複合物IV電子傳遞抑制劑，例如，舉例而言，膦類，例如磷化鋁、磷化鈣，膦和磷化鋅，或氰化物，例如氰化鈣、氰化鉀和氰化鈉。 (24) Mitochondrial complex IV electron transport inhibitors, such as, for example, phosphines, such as aluminum phosphide, calcium phosphide, phosphine and zinc phosphide, or cyanides, such as calcium cyanide, potassium cyanide And sodium cyanide.
(25)粒線體複合物II電子傳遞抑制劑，例如，舉例而言，β-酮腈衍生物，例如賽諾吩(cyenopyrafen)和賽芬蟎(cyflumetofen)，和甲醯苯胺類，例如，舉例而言，pyflubumide。 (25) Mitochondrial complex II electron transport inhibitors, such as, for example, β-ketonitrile derivatives, such as cyenopyrafen and cyflumetofen, and formanilines, for example, For example, pyflubumide.
(28)雷若丁(Ryanodine)受體調節劑，例如，舉例而言，二醯胺類，例如剋安勃(chlorantraniliprole)、氰蟲醯胺(cyantraniliprole)和氟大滅(flubendiamide)， (28) Ryanodine receptor modulators, such as, for example, diamides such as chlorantraniliprole, cyantraniliprole and flubendiamide,
另外的活性化合物，例如，舉例而言，雙丙環蟲酯(Afidopyropen)、阿弗索拉納(Afoxolaner)、印楝素(Azadirachtin)、苯克噻(Benclothiaz)、苯蟎特(Benzoximate)、聯苯肼酯(Bifenazate)、溴蟲氟苯雙醯胺(Broflanilide)、溴蟎酯(Bromopropylate)、蟎離丹(Chinomethionat)、右旋反式氯丹(Chloroprallethrin)、冰晶石(Cryolite)、環溴蟲醯胺(Cyclaniliprole)、環氧蟲啶(Cycloxaprid)、氯氟氰蟲醯胺(Cyhalodiamide)、Dicloromezotiaz、大克蟎(Dicofol)、ε-甲氧苄氟菊酯(Epsilon Metofluthrin)、ε-甲氧苄氟菊酯單體、Flometoquin、三氟咪啶醯胺(Fluazaindolizine)、氟噻蟲碸(Fluensulfone)、嘧蟲胺(Flufenerim)、氟菌蟎酯(Flufenoxystrobin)、丁蟲腈(Flufiprole)、Fluhexafon、氟批菌醯胺(Fluopyram)、氟雷拉納(Fluralaner)、Fluxametamide、呋喃蟲醯肼(Fufenozide)、戊吡蟲胍(Guadipyr)、氯氟醚菊酯(Heptafluthrin)、氯噻啉(Imidaclothiz)、依普同(Iprodione)、K-畢芬寧(Kappa-Bifenthrin)、K-七氟菊酯(Kappa-Tefluthrin)、Lotilaner、氟醚菊酯(Meperfluthrin)、呱蟲啶(Paichongding)、三氟甲吡醚(Pyridalyl)、Pyrifluquinazon、嘧螨胺(Pyriminostrobin)、賜派芬(Spirobudiclofen)、四氟醚菊酯(Tetramethylfluthrin)、Tetraniliprole、剋安勃(Tetrachlorantraniliprole)、Tigolaner、Tioxazafen、硫氟肟醚(Thiofluoximate)、三氟苯嘧啶(Triflumezopyrim)和碘甲烷(Methyliodide)；再者以堅強芽胞桿菌為基底的製備物(I-1582,BioNeem,Votivo)及下列化合物：1-{2-氟-4-甲基-5-[(2,2,2-三氟乙基)亞磺醯基]苯基}-3-(三氟甲基)-1H-1,2,4-***-5-胺(得自WO2006/043635)(CAS 885026-50-6)、{1'-[(2E)-3-(4-氯苯基)丙-2-烯-1-基]-5-氟螺環[吲哚-3,4'-哌啶]-1(2H)-基}(2-氯吡啶-4-基)甲酮(得自WO2003/106457)(CAS 637360-23-7)、2-氯-N-[2-{1-[(2E)-3-(4-氯苯基)丙-2-烯-1-基]哌啶-4-基}-4-(三氟甲基)苯基]異菸鹼醯胺(得自WO2006/003494)(CAS 872999-66-1)、3-(4-氯-2,6-二甲基苯基)-4-羥基-8-甲氧基-1,8-二氮雜螺環[4.5]癸-3-烯-2-酮(得自WO 2010052161)(CAS 1225292-17-0)、3-(4-氯-2,6-二甲基苯基)-8-甲氧基-2-側氧-1,8-二氮雜螺環[4.5]癸-3-烯-4-基碳酸乙酯(得自EP2647626)(CAS
1440516-42-6)、4-(丁-2-炔-1-基氧基)-6-(3,5-二甲基哌啶-1-基)-5-氟嘧啶(得自WO2004/099160)(CAS 792914-58-0)、PF1364(得自JP2010/018586)(CAS 1204776-60-2)、N-[(2E)-1-[(6-氯吡啶-3-基)甲基]吡啶-2(1H)-亞基]-2,2,2-三氟乙醯胺(得自WO2012/029672)(CAS 1363400-41-2)、(3E)-3-[1-[(6-氯-3-吡啶基)甲基]-2-亞吡啶基]-1,1,1-三氟-丙-2-酮(得自WO2013/144213)(CAS 1461743-15-6)、N-[3-(苯甲基胺甲醯基)-4-氯苯基]-1-甲基-3-(五氟乙基)-4-(三氟甲基)-1H-吡唑-5-甲醯胺(得自WO2010/051926)(CAS 1226889-14-0)、5-溴-4-氯-N-[4-氯-2-甲基-6-(甲基胺甲醯基)苯基]-2-(3-氯-2-吡啶基)吡唑-3-甲醯胺(得自CN103232431)(CAS 1449220-44-3)、4-[5-(3,5-二氯苯基)-4,5-二氫-5-(三氟甲基)-3-異
可與式(I)化合物及包含彼等之組成物混合的安全劑之實例有，例如解草酮(benoxacor)、解毒喹(cloquintocet(-mexyl))、解草胺腈(cyometrinil)、cyprosulfamide、二氯丙烯胺(dichlormid)、解草唑(-乙基)(fenchlorazole-ethyl)、解草啶(fenclorim)、解草胺(flurazole)、氟草脂(fluxofenim)、解草惡唑(furilazole)、雙苯惡唑酸(-乙酯)(isoxadifen-ethyl)、吡咯二酸(-二乙酯)(mefenpyr-diethyl)、萘二甲酸酐(naphthalic anhydride)、解草腈(oxabetrinil)、2-甲氧基-N-({4-[(甲基胺甲醯基)胺基]苯基}磺醯基)苯甲醯胺(CAS 129531-12-0)、4-(二氯乙醯基)-1-氧雜-4-氮雜螺環[4.5]癸烷(CAS 71526-07-3)、2,2,5-三甲基-3-(二氯乙醯基)-1,3-
可與式(I)化合物及包含彼等之組成物混合的除草劑之實例有：乙草胺(acetochlor)、亞喜芬(acifluorfen)、亞喜芬-鈉(acifluorfen-sodium)、苯草醚(aclonifen)、拉草(alachlor)、草毒死(allidochlor)、亞汰草(alloxydim)、亞汰草(alloxydim-sodium)、草殺淨(ametryn)、胺唑草酮(amicarbazone)、先甲草胺(amidochlor)、醯喃橫隆(amidosulfuron)、4-胺基-3-氯-6-(4-氯-2-氟-3-甲基苯基)-5-氟吡啶-2-羧酸、胺基環丙氯(aminocyclopyrachlor)、胺基環丙氯-鉀、胺基環丙氯-甲基、氯氨吡啶酸(aminopyralid)、殺草強(amitrole)、胺基磺酸銨(ammonium sulfamate)、莎稗磷(anilofos)、橫草靈(asulam)、草脫淨(atrazine)、唑啶草酮(azafenidin)、四唑嘧磺隆(azimsulfuron)、氟丁醯草胺(beflubutamid)、草除靈(benazolin)、草除靈(benazolin-ethyl)、氟草胺(benfluralin)、呋草黃(benfuresate)、苄嘧磺隆(bensulfuron)、甲基苄嘧磺隆(bensulfuron-methyl)、地散磷(bensulide)、滅草松(bentazone)、雙環磺草酮(benzobicyclon)、批草酮(benzofenap)、雙環吡喃酮(bicyclopyron)、甲羧除草醚(bifenox)、雙丙胺膦(bilanafos)、雙丙胺膦-鈉(bilanafos-sodium)、雙草醚(bispyribac)、雙草醚(bispyribac-sodium)、除草定(bromacil)、溴丁醯草胺(bromobutide)、溴酚肟(bromofenoxim)、溴苯腈(bromoxynil)、溴苯腈-丁酸鹽、-鉀、-庚酸鹽和-辛酸鹽)、羥草酮(busoxinone)、丁草胺(butachlor)、氟丙嘧草酯(butafenacil)、抑草磷(butamifos)、丁烯草胺(butenachlor)、比達寧(butralin)、
丁苯草酮(butroxydim)、丁草敵(butylate)、唑草胺(cafenstrole)、雙醯草胺(carbetamide)、氟唑草酮(carfentrazone)、(乙基)氟唑草酮(carfentrazone-ethyl)、草滅平(chloramben)、氯溴隆(chlorbromuron)、伐草克(chlorfenac)、伐草克(chlorfenac-sodium)、燕麥酯(chlorfenprop)、氯甲丹(chlorflurenol)、(甲基)氯甲丹(chlorflurenol-methy)、殺草敏(chloridazon)、氯嘧磺隆(chlorimuron)、(乙基)氯嘧磺隆(chlorimuron-ethyl)、氯酞醯亞胺(chlorophthalim)、氯麥隆(chlorotoluron)、氯酞酸二甲酯(chlorthal-dimethyl)、氯磺隆(chlorsulfuron)、吲哚酮草酯(cinidon)、(乙基)吲哚酮草酯(cinidon-ethyl)、環庚草醚(cinmethylin)、醚磺隆(cinosulfuron)、氯醯草膦(clacyfos)、烯草酮(clethodim)、炔草酸(clodinafop)、炔草酯(clodinafop-propargyl)、可滅蹤(clomazone)、氯甲醯草胺(clomeprop)、二氯吡啶酸(clopyralid)、氯酯磺草酸(cloransulam)、氯酯磺草酸-甲酯(cloransulam-methyl)、節草隆(cumyluron)、胺基氰(cyanamide)、氰乃淨(cyanazine)、環草敵(cycloate)、cyclopyrimorate、環磺隆(cyclosulfamuron)、噻草酮(cycloxydim)、賽伏草(cyhalofop)、丁基賽伏草(cyhalofop-butyl)、環草津(cyprazine)、2,4-D、2,4-D-丁氧基乙酯、-丁基、-二甲基銨、-二醇胺、-乙基、-2-乙基己基、-異丁基、-異辛基、-異丙基銨、-鉀、-三異丙醇銨及-三乙醇胺、2,4-DB、2,4-DB-丁基、-二甲基銨、異辛基、-鉀和-鈉、汰草龍(daimuron/dymron)、得拉本(dalapon)、棉隆(dazomet)、正癸醇、甜菜安(desmedipham)、detosyl-pyrazolate(DTP)、麥草畏(dicamba)、敵草腈(dichlobenil)、2-(2,4-二氯苯甲基)-4,4-二甲基-1,2-
植物生長調節劑之實例有：苯丙噻重氮(Acibenzolar)、苯丙噻重氮-S-甲基、5-胺基酮戊酸(5-aminolevulinic acid)、嘧啶醇(ancymidol)、6-苯甲基胺基嘌呤、油菜素內酯(Brassinolide)、兒茶素(catechine)、克美素(chlormequat chloride)、果美生長素(cloprop)、環丙醯草胺(cyclanilide)、3-(環丙-1-烯基)丙酸、亞拉生長素(daminozide)、邁隆 (dazomet)、抑芽醇(n-decanol)、敵草克(dikegulac)、敵草克-鈉(dikegulac-sodium)、草多索(endothal)、草多索-二鉀、-二鈉、及-單(N,N-二甲基烷基銨)、乙烯利(ethephon)、氟節胺(flumetralin)、芴丁酸(flurenol)、芴丁酸-丁基、調嘧醇(flurprimidol)、氯苯吡脲(forchlorfenuron)、吉貝素(gibberellic acid)、依納素(inabenfide)、吲哚-3-乙酸(IAA)、4-吲哚-3-基丁酸、亞賜圃(isoprothiolane)、撲殺熱(probenazole)、茉莉酸(jasmonic acid)、順丁烯二醯肼(maleic hydrazide)、縮節胺(mepiquat chloride)、1-甲基環丙烯、茉莉酸甲酯、2-(1-萘基)乙醯胺、1-萘乙酸、2-萘氧基乙酸、硝基酚鹽-混合物、巴克素(paclobutrazol)、N-(2-苯基乙基)-β-丙胺酸、N-苯基酞醯胺酸、調環酸(prohexadione)、調環酸鈣(prohexadione-calcium)、茉莉酸丙酯(prohydrojasmone)、水楊酸、獨腳金內酯(strigolactone)、四氯硝基苯(tecnazene)、噻苯隆(thidiazuron)、三十醇、抗倒酯(trinexapac)、抗倒酯-乙基、tsitodef、烯效唑(uniconazole)、烯效唑-P。 Examples of plant growth regulators are: Acibenzolar, Acibenzolar, S-methyl, 5-aminolevulinic acid, ancymidol, 6- Benzylaminopurine, brassinolide, catechine, chlormequat chloride, cloprop, cyclanilide, 3-(cycloprop) Prop-1-enyl) propionic acid, daminozide, Myron (dazomet), n-decanol (n-decanol), dikegulac, dikegulac-sodium, endothal, n-decanol, -disodium, and -Mono (N,N-dimethyl alkyl ammonium), ethephon (ethephon), flumetralin (flumetralin), fluorenbutyric acid (flurenol), fluorenbutyric acid-butyl, flurprimidol, chlorine Forchlorfenuron, gibberellic acid, inabenfide, indole-3-acetic acid (IAA), 4-indol-3-ylbutyric acid, isoprothiolane, Probenazole, jasmonic acid, maleic hydrazide, mepiquat chloride, 1-methylcyclopropene, methyl jasmonate, 2-(1-naphthalene) Base) acetamide, 1-naphthylacetic acid, 2-naphthoxyacetic acid, nitrophenolate-mixture, paclobutrazol, N-(2-phenylethyl)-β-alanine, N-benzene Prohexadione, prohexadione, prohexadione-calcium, prohydrojasmone, salicylic acid, strigolactone, tetrachloronitrobenzene tecnazene, thidiazuron, triacontanol, trinexapac, trinexapac, trinexapac-ethyl, tsitodef, uniconazole, uniconazole-P.
方法和用途 Method and use
式(I)化合物及包含彼等之組成物具有強力的殺微生物活性。其可用於防治不欲的微生物，例如不欲的真菌和細菌。其尤其可用於如更詳述於下文的作物保護(防治造成植物罹病的微生物)或保護物料(例如工業物料、木料、儲物)。更特言之，式(I)化合物及包含彼等之組成物可用於保護種子、發芽中的種子、出苗、植株、植物部位、果實、採收物及/或植物生長的土壤避免不欲的微生物。 The compound of formula (I) and the composition containing them have potent microbicidal activity. It can be used to control unwanted microorganisms, such as unwanted fungi and bacteria. It is particularly useful for crop protection (controlling microorganisms that cause plant diseases) or protecting materials (for example, industrial materials, wood, storage) as described in more detail below. More specifically, the compound of formula (I) and the composition containing them can be used to protect seeds, germinating seeds, seedlings, plants, plant parts, fruits, harvests and/or soils where plants grow from undesirable microorganism.
防治如文中所用係包含保護、治療和根除性處理不欲的微生物。不欲的微生物可為病原性細菌、病原性病毒、病原性卵菌或病原性真菌，更特言之植物病原性細菌、植物病原性病毒、植物病原性卵菌或植物病原性真菌。如下文中所詳述，這些植物病原性微生物為造成廣泛植物疾病之致病原。 Control as used in the text includes the protection, treatment and eradication of unwanted microorganisms. Undesirable microorganisms can be pathogenic bacteria, pathogenic viruses, pathogenic oomycetes or pathogenic fungi, more specifically phytopathogenic bacteria, phytopathogenic viruses, phytopathogenic oomycetes or phytopathogenic fungi. As detailed below, these phytopathogenic microorganisms are pathogens that cause a wide range of plant diseases.
更特言之，式(I)化合物及包含彼等之組成物可用作殺真菌劑。就本說明書之目的，術語「殺真菌劑」係指可用於作物保護供防治不欲真菌，例如根腫菌綱(Plasmodiophoromycetes)、壺菌綱(Chytridiomycetes)、接合菌綱(Zygomycetes)、子囊菌綱(Ascomycetes)、擔子菌綱(Basidiomycetes)和半知菌(Deuteromycetes)及/或用於防治卵菌綱(Oomycetes)之化合物或組成物，更佳地用於防治擔子菌綱(造成銹病)。 More specifically, the compounds of formula (I) and compositions containing them can be used as fungicides. For the purpose of this specification, the term "fungicide" refers to crop protection for the control of unwanted fungi, such as Plasmodiophoromycetes, Chytridiomycetes, Zygomycetes, and Ascomycetes. (Ascomycetes), Basidiomycetes and Deuteromycetes and/or compounds or compositions used to control Oomycetes, more preferably used to control Basidiomycetes (causing rust).
本發明亦關於用於防治不欲微生物，例如植物病原性真菌、卵菌和細菌之方法，該方法係包括將至少一種式(I)化合物或至少一種包括彼等的組成物施用於微生物及/或其棲地(施用於植株、植物部位、種子、果實或植物生長的土壤)的步驟。 The present invention also relates to a method for controlling unwanted microorganisms, such as phytopathogenic fungi, oomycetes and bacteria, which method comprises applying at least one compound of formula (I) or at least one composition comprising them to the microorganisms and/ Or its habitat (applied to plants, plant parts, seeds, fruits or the soil where the plants grow).
典型地，當本發明之化合物和組成物係用於治療或保護方法中供防治植物病原性真菌及/或植物病原性卵菌時，係將一其有效和植物可相容量施用於植物、植物部位、果實、種子或植物生長的土壤或基質。可用於培育植物的適合基質包括無機基底的基質，例如礦棉，尤其是岩棉、真珠石、沙或礫石；有機基質，例如泥炭、松樹皮或鋸屑；及石油基底基質，例如聚合物發泡物或塑料小珠。有效及植物可相容量為足以防治或破壞存在或可能出現在田地的真菌之量且該量對該作物不會引起任何可察覺的植物毒性癥狀。依照所欲防治的真菌、作物類別、作物生長階段、氣候狀況和所使用的個別本發明化合物或組成物，此量可在廣泛的範圍內變化。此量可在熟習本項技術者的能力內，藉由系統性田野試驗來決定。 Typically, when the compounds and compositions of the present invention are used in treatment or protection methods for the control of phytopathogenic fungi and/or phytopathogenic oomycetes, they are effective and plant-compatible applied to plants, plants The soil or substrate where the parts, fruits, seeds, or plants grow. Suitable substrates that can be used to grow plants include inorganic substrates, such as mineral wool, especially rock wool, nacre, sand or gravel; organic substrates, such as peat, pine bark, or sawdust; and petroleum-based substrates, such as polymer foam Or plastic beads. The effective and plant-compatible capacity is an amount sufficient to control or destroy fungi that exist or may appear in the field and the amount does not cause any perceptible symptoms of phytotoxicity to the crop. Depending on the fungi to be controlled, the type of crop, the growth stage of the crop, the climatic conditions and the individual compound or composition of the present invention used, this amount can vary within a wide range. This amount can be determined by systematic field experiments within the ability of those who are familiar with this technique.
植物和植物部位 Plants and plant parts
式(I)化合物及包含彼等之組成物可施用於任何植物或植物部位。 The compound of formula (I) and the composition containing them can be applied to any plant or plant part.
植物係指所有的植物和植物群族，例如所欲的及不欲的野生植物或作物植物(包括天然生成的作物植物)。作物植物可為可藉由習用育種和優化方法或藉由生物技術和基因工程方法或這些方法的組合所獲得之植物，包括基因改造植物(GMO或基因轉殖植物)和有或無受植物育種家權利保護之植物栽培品種。 Plants refer to all plants and plant groups, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants that can be obtained by conventional breeding and optimization methods or by biotechnology and genetic engineering methods or a combination of these methods, including genetically modified plants (GMO or genetically modified plants) and plant breeding with or without recipients Plant cultivars protected by family rights.
植物部位請了解係指植物之所有的地上和地下的植物部位及器官，例如芽、葉、花和根，其實例包括葉、刺、幹、莖、花、果實體、果實和種子，以及根、塊莖和地下莖。植物部位亦包括採收的物質及無性和生殖性繁殖物質，例如插枝、塊莖、地下莖、接條和種子。 Please understand that plant parts refer to all the above-ground and underground plant parts and organs of plants, such as buds, leaves, flowers and roots. Examples include leaves, thorns, stems, stems, flowers, fruit bodies, fruits and seeds, and roots. , Tubers and underground stems. Plant parts also include harvested materials and asexual and reproductive propagation materials, such as cuttings, tubers, underground stems, stalks, and seeds.
可依照本發明方法處理的植物係包括下列植物：棉花、亞麻、葡萄、水果、蔬菜，例如薔薇科(Rosaceae sp.)(例如仁果類，如蘋果和梨，以及核果類如杏桃、櫻桃、杏仁及桃子，和漿果類例如草莓)，茶藨子亞科(Ribesioidae sp.)、胡桃科(Juglandaceae sp.)、樺木科(Betulaceae sp.)、漆樹科 (Anacardiaceae sp.)、殼斗科(Fagaceae sp.)、桑科(Moraceae sp.)、木犀科(Oleaceae sp.)、獼猴桃科(Actinidaceae sp.)、樟科(Lauraceae sp.)、芭蕉科(Musaceae sp.)(例如香蕉樹和香蕉園)、茜草科(Rubiaceae sp.)(例如咖啡)、山茶科(Theaceae sp.)、梧桐科(Sterculiceae sp.)、芸香科(Rutaceae sp.)(例如檸檬、柳橙和葡萄柚)；茄科(Solanaceae sp.)(例如番茄)、百合科(Liliaceae sp.)、菊科(Asteraceae sp.)(例如萵苣)、繖形花科(Umbelliferae sp.)、十字花科(Cruciferae sp.)、藜科(Chenopodiaceae sp.)、葫蘆科(Cucurbitaceae sp.)(例如小黄瓜)、蔥科(Alliaceae sp.)(例如韭蔥、洋蔥)、蝶形花科(Papilionaceae sp.)(例如豌豆)；主要的作物植物，例如禾本科(Gramineae sp.)(例如玉米、草皮，穀類例如小麥、黑麥、稻米、大麥、燕麥、小米和黑小麥)，菊科(Asteraceae sp.)(例如向日葵)，十字花科(Brassicaceae sp.)(例如結球白菜、紅球甘藍、青花椰菜、白花椰菜、孢子甘藍、小白菜、球莖甘藍(kohlrabi)、蘿蔔和油菜、芥末、辣根和水芹)、豆科(Fabacae sp.)(例如菜豆、花生)、蝶形花科(例如大豆)、茄科(例如馬鈴薯)、藜科(例如糖用甜菜、飼料甜菜、瑞士甜菜、甜菜根)；花園和林地的有用植物和觀賞植物；以及這些植物的各自基因改造品類。 Plant lines that can be treated according to the method of the present invention include the following plants: cotton, flax, grapes, fruits, vegetables, such as Rosaceae sp. (for example, pome fruits such as apples and pears, and stone fruits such as apricots, cherries) , Almonds and peaches, and berries such as strawberries), Ribesioidae sp. , Juglandaceae sp. , Betulaceae sp. , Anacardiaceae sp. , Fagaceae ( Fagaceae sp. ), Moraceae ( Moraceae sp. ), Oleaceae (Oleaceae sp. ), Actinidaceae sp. , Lauraceae sp. , Musaceae sp. (such as banana trees and Banana Garden), Rubiaceae sp. (such as coffee), Camellia ( Theaceae sp. ), Sterculiceae sp. , Rutaceae sp. (such as lemon, orange and grapefruit); Solanaceae ( Solanaceae s p.) (e.g. tomato), Liliaceae ( Liliaceae sp. ), Asteraceae sp. (e.g. lettuce), Umbelliferae sp. , Cruciferae sp. ), Chenopodiaceae sp. , Cucurbitaceae sp. (e.g. cucumber), Alliaceae sp. (e.g. leek, onion), Papilionaceae sp. ) (e.g. pea ); major crop plants, such as Gramineae sp. (such as corn, turf, cereals such as wheat, rye, rice, barley, oats, millet and triticale), Asteraceae sp. (such as sunflower ), Brassicaceae sp. (such as head cabbage, red cabbage, broccoli, white cauliflower, broccoli, cabbage, kohlrabi, radish and rape, mustard, horseradish and cress), Leguminous ( Fabacae sp. ) (such as kidney beans, peanuts), butterfly flowers (such as soybeans), Solanaceae (such as potatoes), Chenopodiaceae (such as sugar beet, fodder beet, Swiss chard, beetroot); garden and Useful plants and ornamental plants in woodland; and their respective genetically modified species.
在某些較佳的具體實例中，係依照本發明方法處理野生植物品種和植物栽培種或該等藉由習用生物選育法，例如交叉或原生質融合所得來的植物，以及其部位。 In some preferred embodiments, wild plant varieties and plant cultivars or these plants obtained by conventional biological breeding methods, such as crossover or protoplasmic fusion, and their parts are processed according to the method of the present invention.
在某些其他較佳的具體實例中，係依照本發明方法處理藉由基因工程法若適當，與習用的方法組合(基因改造生物)所得來的基因轉殖植物和植物栽培品種，及其部位。更佳地，係依照本發明法處理可從市面上購得或正在使用的植物栽培品種之植株。植物栽培品種請了解係指具有新穎特徵(「特質」)及以習用的育種、基因突變或重組DNA技術所得到的植物。該植物可為栽培品種、變種、生物型及基因型。 In some other preferred embodiments, the genetically modified plants and plant cultivars obtained by combining genetic engineering methods with conventional methods (genetically modified organisms), and their parts, are processed according to the method of the present invention if appropriate. . More preferably, plants of plant cultivars that are commercially available or in use are processed according to the method of the present invention. Please understand that plant cultivars refer to plants that have novel characteristics ("traits") and are obtained by conventional breeding, gene mutation or recombinant DNA technology. The plant can be cultivars, varieties, biotypes and genotypes.
根據本發明方法可用於處理基因改造生物(GMO)，例如植物或種子。一般而言基因改造植物(或基因轉殖植物)為其中異源基因已穩定地整合至基因體中之植物。詞語「異源基因」基本上係指在植物的外部所提供或組裝的基因且當導入細胞核、葉綠體或粒線體基因體中時，藉由表現有利的蛋白或多肽，或藉由下調、靜默其他存在植物中的基因(使用例如反義技術、共同 抑制技術、RNA干擾-RNAi-技術或微RNA-miRNA-技術)賦予該轉化的植物新的或改良的農藝學或其他特性。位於基因體中的異源基因亦稱為轉殖基因。由其位於植物基因體之特定位置所定義的一轉殖基因係稱為一轉化或轉殖基因品系。 The method according to the invention can be used to treat genetically modified organisms (GMO), such as plants or seeds. Generally speaking, a genetically modified plant (or genetically transgenic plant) is a plant in which a heterologous gene has been stably integrated into the genome. The term "heterologous gene" basically refers to a gene provided or assembled outside the plant, and when introduced into the nucleus, chloroplast or mitochondrial gene body, by expressing favorable proteins or polypeptides, or by down-regulation, silence Other genes present in plants (using for example antisense technology, common Inhibition technology, RNA interference-RNAi-technology or microRNA-miRNA-technology) impart new or improved agronomic or other characteristics to the transformed plant. Heterologous genes located in the genome are also called transgenic genes. A transgenic line defined by its location in the plant genome is called a transformed or transgenic line.
可藉由上文所揭示之方法處理的植物和植物栽培品種包括所有具有賦予這些植物特別有利、有用特質之基因物質的植物(無論是否係藉由選育及/或物生物技術方法所獲得)。 The plants and plant cultivars that can be processed by the methods disclosed above include all plants (whether or not they are obtained by breeding and/or biotechnology methods) that have genetic material that gives these plants particularly advantageous and useful characteristics. .
可藉由上文所揭示之方法處理的植物和植物栽培品種包括阻抗一或多種生物脅迫之植物和植物栽培品種，亦即該植物顯現較佳的抗動物和微生物害蟲，例如抗線蟲、昆蟲、蟎、植物病原性真菌、細菌、病毒及/或類病毒之防禦力。 Plants and plant cultivars that can be treated by the methods disclosed above include plants and plant cultivars that resist one or more biological stresses, that is, the plants exhibit better resistance to animal and microbial pests, such as resistance to nematodes, insects, Defense against mites, phytopathogenic fungi, bacteria, viruses and/or viroids.
可藉由上文所揭示之方法處理的植物和植物栽培品種包括該等阻抗一或多種非生物脅迫之植物。非生物脅迫狀況可包括，例如乾旱、低溫暴露、熱暴露、滲透壓、水災、增加的土壤鹽份、增加的礦物暴露、臭氧暴露、強光暴露、有限的可取得氮營養素、有限的可取得磷營養素、陰影遮蔽。 Plants and plant cultivars that can be treated by the methods disclosed above include those resistant to one or more abiotic stresses. Abiotic stress conditions can include, for example, drought, low temperature exposure, heat exposure, osmotic pressure, floods, increased soil salinity, increased mineral exposure, ozone exposure, strong light exposure, limited availability of nitrogen nutrients, limited availability Phosphorus nutrients, shadow masking.
可藉由上文所揭示之方法處理的植物和植物栽培品種包括該等特徵為產量特性提升之植物。該植物中產量提升可能為例如提高植物生理、生長和發育之結果，例如水利用效率、水保留效率、提升氮利用、提高碳同化、提高光合作用、增加發芽效率和加速成熟。產率可能進一步受到提升的植物建構之影響(在脅迫和非脅迫狀況下)，包括，但不限於提早開花、產生雜交種子之開花控制、幼苗活力、植株大小、節的數目和距離、根生長、種子大小、果實大小、莢大小、莢或穗數目、每莢或每穗的種子數目、種子重量、提升種子飽滿度、降低種子散落、降低莢裂開和抗倒伏性。進一步的產量性狀包括種子組成，例如碳水化合物含量和組成，例如棉花或澱粉、蛋白質含量、油含量和組成、營養價值、抗營養化合物減少、提高可加工性和較佳的儲存穩定性。 Plants and plant cultivars that can be processed by the methods disclosed above include plants that are characterized by improved yield characteristics. The increase in yield in the plant may be, for example, the result of improving plant physiology, growth and development, such as water use efficiency, water retention efficiency, nitrogen utilization, carbon assimilation, photosynthesis, germination efficiency, and accelerated maturation. Yield may be further affected by increased plant construction (under stress and non-stress conditions), including, but not limited to, early flowering, flowering control to produce hybrid seeds, seedling vigor, plant size, number and distance of nodes, and root growth , Seed size, fruit size, pod size, number of pods or ears, number of seeds per pod or per ear, seed weight, increase seed fullness, reduce seed scattering, reduce pod splitting and lodging resistance. Further yield traits include seed composition, such as carbohydrate content and composition, such as cotton or starch, protein content, oil content and composition, nutritional value, reduction of anti-nutritional compounds, improved processability, and better storage stability.
可藉由上文所揭示之方法處理的植物和植物栽培品種包括已表現雜交優勢(heterosis)或雜交活力之特性的雜交植物，其通常造成較高產量、活力、健康和抗生物和非生物脅迫之植物和植物栽培品種。 Plants and plant cultivars that can be treated by the methods disclosed above include hybrid plants that have exhibited the characteristics of heterosis or hybrid vigor, which generally result in higher yields, vigor, health, and resistance to biotic and abiotic stress The plants and plant cultivars.
可藉由上文所揭示之方法處理的植物和植物栽培品種(由植物生物技術方法，例如基因工程所獲得)包括除草劑耐受植物，亦即使其耐受一或多種特定的除草劑之植物和植物栽培品種。此等植物可藉由基因轉化或藉由選擇含有賦予此除草劑耐受性之突變的植物來獲得。 Plants and plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) that can be treated by the methods disclosed above include herbicide-tolerant plants, even plants that are tolerant to one or more specific herbicides And plant cultivars. These plants can be obtained by genetic transformation or by selecting plants containing mutations that confer tolerance to the herbicide.
可藉由上文所揭示之方法處理的植物和植物栽培品種(由植物生物技術方法，例如基因工程所獲得)包括抗昆蟲的基因轉殖植物，亦即使植物抵抗特定目標昆蟲攻擊之值物和植物栽培品種。此等植物可藉由基因轉化或藉由選擇含有賦予此昆蟲抗性之突變的植物來獲得。 Plants and plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) that can be processed by the methods disclosed above include genetically engineered plants that are resistant to insects, even if the plants are resistant to specific target insect attacks. Plant cultivars. These plants can be obtained by genetic transformation or by selection of plants containing mutations that confer resistance to this insect.
可藉由上文所揭示之方法處理的植物和植物栽培品種(由植物生物技術方法，例如基因工程所獲得)包括耐受非生物脅迫之植物和植物栽培品種。此等植物可藉由基因轉化或藉由選擇含有賦予此脅迫阻抗性之突變的植物來獲得。 Plants and plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) that can be treated by the methods disclosed above include plants and plant cultivars that tolerate abiotic stress. These plants can be obtained by genetic transformation or by selecting plants containing mutations that confer this stress resistance.
可藉由上文所揭示之方法處理的植物和植物栽培品種(由植物生物技術方法，例如基因工程所獲得)包括顯現收穫產物數量、品質及/或儲存安定性改變，及/或收穫產物的特定成份性質改變之植物和植物栽培品種。 Plants and plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) that can be processed by the methods disclosed above include changes in the quantity, quality, and/or storage stability of harvested products, and/or changes in harvested products Plants and plant cultivars with altered properties of specific ingredients.
可藉由上文所揭示之方法處理的植物和植物栽培品種(由植物生物技術方法，例如基因工程所獲得)包括，例如具有纖維特性改變的棉花之植物和植物栽培品種。此等植物可藉由基因轉化或藉由選擇含有賦予此改變纖維特性之突變的植物來獲得。 Plants and plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) that can be processed by the methods disclosed above include, for example, plants and plant cultivars of cotton with altered fiber properties. These plants can be obtained by genetic transformation or by selection of plants containing mutations that confer this altered fiber properties.
可藉由上文所揭示之方法處理的植物和植物栽培品種(由植物生物技術方法，例如基因工程所獲得)包括，例如具有油特性改變的油菜(oilseed rape)或相關的芥藍(Brassica)植株之植物和植物品種。此等植物可藉由基因轉化或藉由選擇含有賦予此油特性改變之突變的植物來獲得。 Plants and plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) that can be processed by the methods disclosed above include, for example, oilseed rape with altered oil properties or related Chinese kale (Brassica) Plants and plant varieties of plants. These plants can be obtained by genetic transformation or by selection of plants containing mutations that confer changes in the oil properties.
可藉由上文所揭示之方法處理的植物和植物栽培品種(由植物生物技術方法，例如基因工程所獲得)包括，例如具有種子落粒特性改變的油菜或相關的芥藍植株之植物和植物栽培品種。此等植物可藉由基因轉化或藉由選擇含有賦予此種子落粒特性改變之突變的植物來獲得並包括例如具有延遲或降低種子落粒之油菜植株的植物。 Plants and plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) that can be treated by the methods disclosed above include, for example, rapeseed with altered seed shattering characteristics or related Chinese kale plants and plants Cultivars. Such plants can be obtained by genetic transformation or by selection of plants containing mutations that confer changes in the seed shattering characteristics and include, for example, plants with rape plants that delay or reduce seed shattering.
可藉由上文所揭示之方法處理的植物和植物栽培品種(由植物生物技術方法，例如基因工程所獲得)包括，例如具有改變的後轉譯蛋白修飾模式之菸草植株的植物和植物栽培品種。 Plants and plant cultivars (obtained by plant biotechnology methods, such as genetic engineering) that can be processed by the methods disclosed above include, for example, plants and plant cultivars of tobacco plants with altered post-translational protein modification patterns.
病原和疾病 Pathogens and diseases
上文所揭示的方法可用於防治微生物，尤其是植物病原性微生物，例如造成疾病之植物病原性真菌，例如： The method disclosed above can be used to control microorganisms, especially phytopathogenic microorganisms, such as phytopathogenic fungi that cause diseases, such as:
由白粉病原所造成的疾病，例如布氏白粉菌屬(Blumeria)[例如小麥白粉菌(Blumeria graminis)]，叉絲單囊殼菌屬(Podosphaera)[例如蘋果白澀病菌(Podosphaera leucotricha)]，單囊殼菌屬(Sphaerotheca)[例如瓜類白粉病菌(Sphaerotheca fuliginea)]，鉤絲殼菌屬(Uncinula)[例如葡萄白粉病菌(Uncinula necator)]； Diseases caused by powdery mildew pathogens, such as Blumeria [e.g. Blumeria graminis], Podosphaera [e.g. Podosphaera leucotricha], Sphaerotheca [e.g. Sphaerotheca fuliginea], Uncinula [e.g. Uncinula necator];
由銹病病原所造成的疾病，例如梨銹病菌屬(Gymnosporangium)[例如蘋果花腐病菌(Gymnosporangium sabinae)]，銹病菌屬(Hemileia)[例如咖啡銹病菌(Hemileia vastatrix)]，層銹菌屬(Phakopsora)[例如大豆層銹菌(Phakopsora pachyrhizi)或山馬蝗層銹菌(Phakopsora meibomiae)]，柄銹菌屬(Puccinia)[例如小麥葉銹菌(Puccinia recondite)、小麥柄銹菌(Puccinia graminis)或條形柄銹菌(Puccinia striiformis)]，單孢銹菌屬(Uromyces)[例如疣頂單胞銹菌(Uromyces appendiculatus)]； Diseases caused by rust pathogens, such as Gymnosporangium [e.g. Gymnosporangium sabinae], Hemileia [e.g. Hemileia vastatrix], Hemileia vastatrix ( Phakopsora) [e.g. Phakopsora pachyrhizi or Phakopsora meibomiae], Puccinia [e.g. Puccinia recondite, Puccinia graminis ) Or Puccinia striiformis], Uromyces [such as Uromyces appendiculatus];
由來自卵菌群類之病原所造成的疾病，例如白銹菌屬(Albugo)[例如十字花科白銹菌(Algubo candida)]，盤梗黴屬(Bremia)[例如萵苣露菌病菌(Bremia lactucae)]，斜尖孢子菌屬(Peronospora)[例如豌豆露菌病菌(Peronospora pisi)或甘藍露菌病菌(P.brassicae)]，疫黴菌屬(Phytophthora)[例如致病疫黴菌(Phytophthora infestans)]，單軸霜黴菌屬(Plasmopara)[例如葡萄霜黴菌(Plasmopara viticola)]，假霜黴菌屬(Pseudoperonospora)[例如葎草假霜黴菌(Pseudoperonospora humuli)或黃瓜霜黴菌(Pseudoperonospora cubensis)]，腐黴菌屬(Pythium)[例如終極腐黴菌(Pythium ultimum)]； Diseases caused by pathogens from the oomycete group, such as Albugo [e.g. Algubo candida], Bremia [e.g. Bremia lactucae )], Peronospora [such as Peronospora pisi or P. brassicae], Phytophthora [such as Phytophthora infestans] , Plasmopara [such as Plasmopara viticola], Pseudoperonospora [such as Pseudoperonospora humuli or Pseudoperonospora cubensis], Pythium Genus (Pythium) [e.g. Pythium ultimum];
由下列所造成的葉斑病和葉枯病，例如鏈格菌屬(Alternaria)[例如索藍尼氏鏈格菌(Alternaria solani)]，尾孢菌屬(Cercospora)[例如甜菜尾孢菌(Cercospora beticola)]，枝孢菌屬(Cladiosporum)[例如黃瓜黑星病菌 (Cladiosporium cucumerinum)]，旋孢腔菌屬(Cochliobolus)[例如禾旋孢腔菌(Cochliobolus sativus)](分生孢子形式：德氏黴(Drechslera)，異名：長蠕孢菌(Helminthosporium)或水稻旋孢腔菌(Cochliobolus miyabeanus)]，炭疽刺盤孢菌屬(Colletotrichum)[例如菜豆炭疽刺盤孢菌(Colletotrichum lindemuthanium)]，葉斑菌屬(Cycloconium)[例如油橄欖孔雀斑病菌(Cycloconium oleaginum)]，間座殼屬(Diaporthe)[例如柑橘黑點病菌(Diaporthe citri)]，痂囊腔菌(Elsinoe)[例如柑桔痂囊菌(Elsinoe fawcettii)]，盤長孢菌屬(Gloeosporium)[例如桃炭疽盤長孢菌(Gloeosporium laeticolor)]，小叢殼菌屬(Glomerella)[例如圍小叢殼菌(Glomerella cingulata)]，球座菌屬(Guignardia)[例如葡萄球座菌(Guignardia bidwelli)]，小球腔菌屬(Leptosphaeria)[例如根朽小球腔菌(Leptosphaeria maculans)]，稻瘟病菌屬(Magnaporthe)[例如水稻稻瘟菌(Magnaporthe grisea)]，微結節菌屬(Microdochium)[例如雪黴葉枯病菌(Microdochium nivale)]，球腔菌屬(Mycosphaerella)[例如禾生球腔菌(Mycosphaerella graminicola)、落花生球腔菌(Mycosphaerella arachidicola)及斐濟球腔菌(Mycosphaerella fijiensis)]，暗球腔菌屬(Phaeosphaeria)[例如小麥穎枯病菌(Phaeosphaeria nodorum)]，核腔菌屬(Pyrenophora)[例如圓核腔菌(Pyrenophora teres)或小麥黃斑葉枯病菌(Pyrenophora tritici repentis)]，柱隔孢屬(Ramularia)[例如(Ramularia collo-cygni)或白斑柱隔孢(Ramularia areola)]，喙孢屬(Rhynchosporium)[例如黑麥喙孢(Rhynchosporium secalis)]，殼針孢屬(Septoria)[例如芹菜小殼針孢(Septoria apii)或番茄殼針孢(Septoria lycopersi)]，殼多孢菌屬(Stagonospora)[例如小麥穎枯病菌(Stagonospora nodorum)]，核瑚菌屬(Typhula)[例如肉孢核瑚菌(Typhula incarnate)]，黑星菌屬(Venturia)[例如蘋果黑星菌(Venturia inaequalis)]， Leaf spot and leaf blight caused by the following, such as Alternaria (for example, Alternaria solani), Cercospora (for example, Cercospora beets ( Cercospora beticola)], Cladosporum [e.g. Cucumber Venturia (Cladiosporium cucumerinum)], Cochliobolus [e.g. Cochliobolus sativus] (conidial form: Drechslera, synonym: Helminthosporium or rice Cochliobolus miyabeanus], Colletotrichum [e.g. Colletotrichum lindemuthanium], Cycloconium [e.g. Cycloconium oleaginum] ], Diaporthe [such as Diaporthe citri], Elsinoe [such as Elsinoe fawcettii], Gloeosporium [ For example, Gloeosporium laeticolor], Glomerella [e.g. Glomerella cingulata], Guignardia [e.g. Guignardia bidwelli )], Leptosphaeria [e.g. Leptosphaeria maculans], Magnaporthe [e.g. Magnaporthe grisea], Microdochium ) [E.g. Microdochium nivale], Mycosphaerella [e.g. Mycosphaerella graminicola, Mycosphaerella arachidicola and Mycosphaerella fijiensis] , Phaeosphaeria [e.g. Phaeosphaeria nodorum], Pyrenophora [e.g. Pyrenophora teres or Pyrenophora tritici repentis] , Ramularia (Ramularia) [e.g. (Ramularia collo-cygni) or Ramularia areol a)], Rhynchosporium [e.g. Rhynchosporium secalis], Septoria [e.g. Septoria apii or Septoria lycopersi] , Stagonospora [e.g. Stagonospora nodorum], Typhula [e.g. Typhula incarnate], Venturia [e.g. Venturia inaequalis],
由下列所造成之根和莖疾病，例如伏革菌屬(Corticium)[例如禾榖伏格菌(Corticium graminearum)]，鐮孢菌屬(Fusarium)[例如尖孢鐮刀菌(Fusarium oxysporum)]，頂囊殼屬(Gaeumannomyces)[例如禾頂囊殼菌(Gaeumannomyces graminis)]，根瘤菌屬(Plasmodiophora)[例如十字花科根腫菌(Plasmodiophora brassicae)]，絲核菌屬(Rhizoctonia)[例如立枯絲核菌(Rhizoctonia solani)，帚枝黴屬(Sarocladium)[例如水稻葉鞘腐敗病菌(Sarocladium oryzae)]，小核菌屬(Sclerotium)[例如稻腐小核菌(Sclerotium oryzae)]，眼斑病菌屬(Tapesia)[例如針形眼斑病菌(Tapesia acuformis)]，根串株黴屬(Thielaviopsis)[例如煙草根黑腐病菌(Thielaviopsis basicola)]； Root and stem diseases caused by, for example, Corticium [e.g. Corticium graminearum], Fusarium [e.g. Fusarium oxysporum], Gaeumannomyces [e.g. Gaeumannomyces graminis], Plasmodiophora [e.g. Plasmodiophora brassicae], Rhizoctonia [e.g. stand Rhizoctonia solani, Sarocladium [e.g. Sarocladium oryzae], Sclerotium [e.g. Sclerotium oryzae)], Tapesia [such as Tapesia acuformis], Thielaviopsis [such as Thielaviopsis basicola];
由下列所造成之穗和花序(包括玉米穗軸)]疾病，例如鏈格菌(Alternaria)[例如鏈格菌屬(Alternaria spp.)、麴菌屬(Aspergillus)[例如黃麴菌(Aspergillus flavus)]，枝孢菌屬(Cladosporium)[例如芽枝枝孢菌(Cladosporium cladosporioides)]，麥角菌屬(Claviceps)[例如紫麥角菌(Claviceps purpurea)]，鐮刀菌屬(Fusarium)[例如黃色鐮刀菌(Fusarium culmorum)]，赤黴菌屬(Gibberella)[例如玉米赤黴(Gibberella zeae)]，格氏黴屬(Monographella)[例如雪腐格氏黴(Monographella nivalis)]，殼多孢菌屬(Stagonospora)[例如小麥穎枯病菌(Stagonospora nodorum)]； Diseases of ears and inflorescences (including corn cobs) caused by the following, such as Alternaria (for example, Alternaria spp.), Aspergillus (for example, Aspergillus flavus) )], Cladosporium [e.g. Cladosporium cladosporioides], Claviceps [e.g. Claviceps purpurea], Fusarium [e.g. Fusarium culmorum], Gibberella [e.g. Gibberella zeae], Monographella [e.g. Monographella nivalis], Ascopolyspora Genus (Stagonospora) [for example, Stagonospora nodorum];
由黑穗病真菌所造成之疾病，例如軸黑粉菌屬(Sphacelotheca)[例如高粱絲軸黑粉菌(Sphacelotheca reiliana)]，腥黑粉菌類(Tilletia)[例如網腥黑穗病菌(Tilletia caries)或矮腥黑穗病菌(Tilletia.controversa)]，條黑粉菌屬(Urocystis)[例如隱條黑粉菌(Urocystis occulta)]，黑粉菌屬(Ustilago)[例如裸黑粉菌(Ustilago nuda)]； Diseases caused by smut fungi, such as Sphacelotheca [e.g. Sphacelotheca reiliana], Tilletia [e.g. Tilletia caries ) Or Tilletia.controversa], Urocystis [e.g. Urocystis occulta], Ustilago [e.g. Ustilago nuda)];
由下列所造成之果實腐爛，例如麴菌屬(Aspergillus)[例如黃麴菌(Aspergillus flavus)]，灰黴屬(Botrytis)[例如貴腐菌(Botrytis cinerea)]，青黴菌屬(Penicillium)[例如擴展青黴菌(Penicillium expansum)或紫青黴菌(Penicillium purpurogenum)]，根黴屬(Rhizopus)[例如匍枝根黴(Rhizopus stolonifer)]，核盤菌屬(Sclerotinia)[例如核盤菌核菌(Sclerotinia sclerotiorum)]，輪刺孢菌屬(Verticilium)[例如黑白輪枝菌(Verticilium alboatrum)]； Fruit rot caused by the following, such as Aspergillus [such as Aspergillus flavus], Botrytis [such as Botrytis cinerea], Penicillium [ For example Penicillium expansum or Penicillium purpurogenum], Rhizopus [e.g. Rhizopus stolonifer], Sclerotinia (e.g. Sclerotinia sclerotiorum) (Sclerotinia sclerotiorum)], Verticilium [such as Verticilium alboatrum];
由下列所造成之種子及土媒腐病和枯病，以及幼苗之疾病，例如鏈隔孢菌屬(Alternaria)[例如嗜甘藍鏈隔孢菌(Alternaria brassicicola)]，絲囊黴屬(Aphanomyces)[例如根腐絲囊黴(Aphanomyces euteiches)]，殼二胞菌屬(Ascochyta)[例如扁豆二胞菌(Ascochyta lentis)]，麴菌屬(Aspergillus)[例如黃麴菌(Aspergillus flavus)]，枝孢菌屬(Cladosporium)[例如多主枝孢菌(Cladosporium herbarum)]，旋孢腔菌屬(Cochliobolus)[例如禾旋孢腔菌(Cochliobolus sativus)](分生孢子形式：德氏黴(Drechslera)、雙孔孢菌(Bipolaris)，異名：長蠕孢菌(Helminthosporium)])]，炭疽刺盤孢菌屬(Colletotrichum)[例如 馬鈴薯炭疽刺盤孢菌(Colletotrichum coccodes)]，鐮刀菌屬(Fusarium)[例如黃色鐮刀菌(Fusarium culmorum)]，赤黴菌屬(Gibberella)[例如玉米赤黴(Gibberella zeae)]，殼球孢菌屬(Macrophomina)[例如菜豆殼球孢菌(Macrophomina phaseolina)]，微座孢菌屬(Microdochium)[例如雪腐微座孢(Microdochium nivale)]，格氏黴屬(Monographella)[例如雪腐格氏黴(Monographella nivalis)]，青黴菌屬(Penicillium)[例如擴展青黴菌(Penicillium expansum)]，莖點黴菌屬(Phoma)[例如黑脛莖點黴(Phoma lingam)]，擬莖點黴屬(Phomopsis)[例如大豆擬莖點黴(Phomopsis sojae)]，疫黴屬(Phytophthora)[例如惡疫黴(Phytophthora cactorum)]，核腔菌屬(Pyrenophora)[例如大麥核腔菌(Pyrenophora graminea)]，梨孢黴菌屬(Pyricularia)[例如稻瘟病菌(Pyricularia oryzae)]，腐黴菌屬(Pythium)[例如終極腐黴(Pythium ultimum)]，絲核菌屬(Rhizoctonia)[例如立枯絲核菌(Rhizoctonia solani)]，根黴菌屬(Rhizopus)[例如稻根黴菌(Rhizopus oryzae)]，菌核屬(Sclerotium)[例如白絹病菌(Sclerotium rolfsii)]，殼針孢屬(Septoria)[例如穎枯殼針孢(Septoria nodorum)]，核瑚菌屬(Typhula)[例如肉孢核瑚菌(Typhula incarnata)]，輪枝黴屬(Verticilium)[例如大麗輪枝菌(Verticillium dahliae)]； Seed and soil-borne rot and blight caused by the following, as well as diseases of seedlings, such as Alternaria [such as Alternaria brassicicola], Aphanomyces [E.g. Aphanomyces euteiches], Ascochyta [e.g. Ascochyta lentis], Aspergillus [e.g. Aspergillus flavus], Cladosporium [e.g. Cladosporium herbarum], Cochliobolus [e.g. Cochliobolus sativus] (conidial form: Drechsleria ( Drechslera), Bipolaris (Synonym: Helminthosporium)])], Colletotrichum (Colletotrichum) [for example Colletotrichum coccodes], Fusarium [e.g. Fusarium culmorum], Gibberella [e.g. Gibberella zeae], Conchococcus Genera (Macrophomina) [e.g. Macrophomina phaseolina], Microdochium [e.g. Microdochium nivale], Monographella [e.g. Monographella nivalis], Penicillium [e.g. Penicillium expansum], Phoma [e.g. Phoma lingam], Phoma lingam (Phomopsis) [e.g. Phomopsis sojae], Phytophthora [e.g. Phytophthora cactorum], Pyrenophora [e.g. Pyrenophora graminea) ], Pyricularia [e.g. Pyricularia oryzae], Pythium [e.g. Pythium ultimum], Rhizoctonia [e.g. Rhizoctonia Rhizoctonia solani], Rhizopus [e.g. Rhizopus oryzae], Sclerotium [e.g. Sclerotium rolfsii], Septoria [e.g. Septoria nodorum], Typhula [e.g. Typhula incarnata], Verticilium [e.g. Verticillium dahliae] ；
由下列所造成之癌、癭和簇葉病，例如叢赤殼菌屬(Nectria)[例如仁果癌叢赤殼菌(Nectria galligena)]； Cancer, galls and leaf cluster diseases caused by the following, such as Nectria [such as Nectria galligena];
由例如鏈核盤菌屬(Monilinia)[例如鬆散鏈核盤菌(Monilinia laxa)]所造成之枯萎病； Fusarium wilt caused by, for example, Monilinia [such as Monilinia laxa];
由下列所造成之葉子、花和果實之變形，例如外擔菌屬(Exobasidium)[例如壞損外擔菌(Exobasidium vexans)，外囊菌屬(Taphrina)[例如畸形外囊菌(Taphrina deformans)]； Deformation of leaves, flowers, and fruits caused by the following, such as Exobasidium (Exobasidium) [e.g. Exobasidium vexans, Taphrina (e.g. Taphrina deformans) ];
由下列所造成之木本植物之退化性疾病：例如伊斯卡菌屬(Esca)[例如厚垣孢普可尼亞菌(Phaemoniella clamydospora)、(Phaeoacremonium aleophilum)或地中海藍孢孔菌(Fomitiporia mediterranea)]，靈芝屬(Ganoderma)[例如狹長孢靈芝(Ganoderma boninense)]； Degenerative diseases of woody plants caused by: for example, Esca (e.g. Phaemoniella clamydospora, Phaeoacremonium aleophilum) or Fomitiporia mediterranea )], Ganoderma [such as Ganoderma boninense];
由例如葡萄孢菌屬(Botrytis)[例如灰葡萄孢菌(Botrytis cinerea)]所造成的花和種子疾病； Flower and seed diseases caused by eg Botrytis [eg Botrytis cinerea];
由下列所造成之植物塊莖之疾病，例如絲核菌屬(Rhizoctonia)[例如立枯絲核菌(Rhizoctonia solani)]，長蠕孢黴屬(Helminthosporium)[例如暗綠椎枝孢菌(Helminthosporium solani)]； Diseases of plant tubers caused by the following, such as Rhizoctonia [e.g. Rhizoctonia solani], Helminthosporium [e.g. Helminthosporium solani )];
由細菌病原所造成的疾病，例如黃單胞菌屬(Xanthomonas)[例如葉枯病白葉枯病菌(Xanthomonas campestris pv.Oryzae)]，假單胞菌屬(Pseudomonas)[例如丁香假單胞菌黃瓜致病變種(Pseudomonas syringae pv.Lachrymans)]，伊文氏桿菌屬(Erwinia)[例如梨火疫病菌(Erwinia amylovora)]。 Diseases caused by bacterial pathogens, such as Xanthomonas [such as Xanthomonas campestris pv. Oryzae], Pseudomonas [such as Pseudomonas syringae cucumber Pathogenic species (Pseudomonas syringae pv. Lachrymans)], Erwinia (Erwinia) [for example, Erwinia amylovora].
特言之，式(I)化合物及包含彼等之組成物可有效防治造成銹病之植物病原性真菌。 In particular, the compound of formula (I) and the composition containing them can effectively control phytopathogenic fungi that cause rust.
種子處理 Seed treatment
用於防治不欲微生物之方法可用於保護種子避免植物病原性微生物，例如真菌。 Methods for controlling unwanted microorganisms can be used to protect seeds from phytopathogenic microorganisms, such as fungi.
術語「種子」如文中所用係包括休眠種子、滲調種子、預發芽種子和帶有長出根和葉之種子。 The term "seed" as used herein includes dormant seeds, osmotic seeds, pre-germinated seeds and seeds with growing roots and leaves.
因此，本發明亦關於用於供保護種子及/或作物避免不欲的微生物，例如細菌或真菌之方法，該方法係包括以一或多種式(I)化合物或包含彼等之組成物處理種子之步驟。以式(I)化合物或包含彼等之組成物處理種子不僅保護種子避免植物病原性微生物，亦保護出芽的植株，出芽苗株和出苗後的植株。 Therefore, the present invention also relates to a method for protecting seeds and/or crops from unwanted microorganisms, such as bacteria or fungi, which method includes treating seeds with one or more compounds of formula (I) or a composition comprising them的步。 The steps. Treating seeds with a compound of formula (I) or a composition containing them not only protects the seeds from phytopathogenic microorganisms, but also protects germinating plants, sprouting plants and post-emergence plants.
種子處理可在播種前、播種時或在播種後立即進行。 Seed treatment can be carried out before sowing, during sowing or immediately after sowing.
當種子處理係在播種前進行時(例如所謂的種子上施用)，種子處理可如下進行：可將種子與所欲之量的式(I)化合物或包含彼等之組成物置入混拌器中，混拌種子與式(I)化合物或包含彼等之組成物(直接或稀釋後)直到達到均勻分布在種子上。若適當，然後可將種子乾燥。 When the seed treatment is carried out before sowing (for example, the so-called application on the seed), the seed treatment can be carried out as follows: the seed and the desired amount of the compound of formula (I) or a composition containing them can be placed in a mixer , Mix the seed with the compound of formula (I) or the composition containing them (directly or after dilution) until a uniform distribution on the seed is achieved. If appropriate, the seeds can then be dried.
本發明亦關於經一或多種式(I)化合物或包含彼等之組成物處理過的種子。如前面所述，使用處理過的種子不僅得以在播種之前和之後保護種子避免不欲的微生物，例如植物病原性真菌，亦得以保護發芽中的植株和從該處理過的種子長出的幼苗。大部分由有害生物所造成的傷害係由於種子在 播種之前或在植物發芽之後的感染所引發。此階段特別重要，因為生長中植物的根和芽特別敏感，且即使是小損傷亦可能造成植物死亡。 The present invention also relates to seeds treated with one or more compounds of formula (I) or compositions containing them. As mentioned above, the use of treated seeds not only protects the seeds from undesirable microorganisms, such as phytopathogenic fungi, before and after sowing, but also protects germinating plants and seedlings that grow from the treated seeds. Most of the damage caused by pests is due to seeds in Caused by infection before sowing or after the plant has sprouted. This stage is particularly important because the roots and shoots of growing plants are particularly sensitive, and even small damage may cause plant death.
因此，本發明亦關於用於保護種子、發芽中植物和出芽苗株之方法，更一般而言係關於用於保護作物避免物病原性微生物之方法，該方法係包括使用經一或多種式(I)化合物或包含彼等之組成物處理過的種子之步驟。 Therefore, the present invention also relates to methods for protecting seeds, germinating plants and sprouting plants, and more generally, to methods for protecting crops from pathogenic microorganisms, which include the use of one or more formulas ( I) The step of treating seeds with compounds or compositions containing them.
較佳地，係以其中夠穩定使得在處理期間無損傷發生之狀態來處理種子。一般而言，可在介於採收至播種後之間的任何時間處理種子。通常係使用已從植株分離並去除果實之穗軸、殼、梗、外皮、毛鬚或果肉之種子。例如，可使用已採收、清潔及乾燥至溼度低於15%重量比之種子。另一種選擇，亦可使用乾燥後，例如經水處理及然後再乾燥之種子或滲調後的種子或儲存於滲調狀況的種子或預發芽種子或播種在育苗盤、育苗帶或育苗紙上的種子。 Preferably, the seed is treated in a state in which it is stable enough so that no damage occurs during the treatment. In general, the seed can be treated at any time between harvest and after sowing. Usually, seeds are used that have been separated from the plant and removed the cobs, shells, stems, skins, hairs or pulp of the fruit. For example, seeds that have been harvested, cleaned, and dried to a humidity below 15% by weight can be used. Another option is to use dried seeds, such as water-treated and then dried seeds or osmotic seeds, or seeds stored in osmotic conditions or pre-germinated seeds or sown on nursery trays, nursery belts or nursery papers seed.
施用於種子上之式(I)化合物或包含彼等之組成物的量典型地係對種子之發芽不會有損傷，或對生成的植物無害。此項在活性成份於特定的施用率時可能具有植物毒性效應之情況下須特別謹記在心。當在決定施用於種子的式(I)化合物或包含彼等之組成物之量時，基因轉殖植物固有的表型亦應列入考量，以便於以最小的式(I)化合物或包含彼等之組成物的使用量達到最佳種子和出芽植物保護。 The amount of the compound of formula (I) or the composition containing them applied to the seed is typically not harmful to the germination of the seed, or harmless to the resulting plant. This item must be kept in mind when the active ingredient may have a phytotoxic effect at a specific application rate. When deciding the amount of the compound of formula (I) or the composition containing them to be applied to the seed, the inherent phenotype of the transgenic plant should also be taken into consideration, so that the smallest compound of formula (I) or the amount of the composition containing them should be taken into consideration. The use of other components to achieve the best seed and budding plant protection.
如上所示，式(I)化合物可直接施用於種子，亦即無使用任何其他的組份且未經稀釋，或可施用包含式(I)化合物之組成物。較佳地，組成物係以任何適合的形式來施用。適合的調配物之實例包括溶液、乳液、懸浮液、粉末、泡沫、漿液或與其他用於種子之膜衣組成物組合，例如成膜物質、成粒物質、細粉狀鐵或其他金屬粉末、顆粒、用於失活種子之塗佈物質、以及ULV調配物。調配物可為即用型調配物或可為在使用前需要稀釋的濃縮物。 As shown above, the compound of formula (I) can be applied directly to the seed, that is, without any other components and undiluted, or a composition containing the compound of formula (I) can be applied. Preferably, the composition is applied in any suitable form. Examples of suitable formulations include solutions, emulsions, suspensions, powders, foams, slurries, or combinations with other film coating compositions for seeds, such as film-forming materials, granulated materials, fine powdered iron or other metal powders, Granules, coating materials for inactivated seeds, and ULV formulations. The formulation may be a ready-to-use formulation or may be a concentrate that needs to be diluted before use.
這些調配物係以已知的方式來製備，例如藉由將活性成份或其混合物與習用的添加劑，例如習用的增量劑和溶劑或稀釋劑、染劑、濕潤劑、分散劑、乳化劑、消泡劑、防腐劑、第二增稠劑、黏著劑、吉貝素以及水混合。 These formulations are prepared in a known manner, for example, by combining the active ingredients or their mixtures with customary additives, such as customary extenders and solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, Antifoaming agent, preservative, second thickening agent, adhesive, gembesin and water are mixed.
這些調配物係以已知的方式，藉由將活性成份或活性成份混合物與習用的添加劑，例如習用的增量劑和溶劑或稀釋劑、染劑、濕潤劑、分散劑、乳化劑、消泡劑、防腐劑、第二增稠劑、黏著劑、吉貝素以及水混合來製備。 These formulations are in a known manner by combining active ingredients or active ingredient mixtures with customary additives, such as customary extenders and solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, defoamers Preparation, preservative, second thickener, adhesive, gembein and water.
可存在拌種調配物中的有用染劑為所有習用於此等目的之染劑。難溶於水的色素或可溶於水之染劑皆可使用。實例包括該等名稱為羅丹明B(Rhodamin B)、顏料紅112(C.I.Pigment Red 112)及溶劑紅1(C.I.Solvent Red 1)之已知的染劑。可存在拌種調配物中的有用濕潤劑為所有增進濕潤度及習用於活性農用化學成份之調配物的物質。較佳地係使用烷基萘磺酸酯，例如萘磺酸二異丙基酯或二異丁基酯。可存在拌種調配物中的有用分散劑及/或乳化劑為所有習用於活性農用化學成份之調配物的非離子、陰離子和陽離子分散劑。較佳可使用的為非離子或陰離子分散劑，或非離子或陰離子分散劑之混合物。有用的非離子分散劑包括，特別是氧化乙烯/氧化丙烯嵌段聚合物、烷基酚聚乙二醇醚和三苯乙烯酚聚乙二醇醚及其磷酸化或硫酸化衍生物。適合的陰離子分散劑有，特別是木質磺酸鹽、聚丙烯酸鹽和芳基磺酸酯/甲醛縮合物。可存在拌種調配物中的消泡劑為所有習用於農用化學活性成份之調配物的泡沫抑制物質。較佳地可使用聚矽氧消泡劑及硬脂酸鎂。可存在拌種調配物中的防腐劑為所有就此目的可用於農用化學組成物之物質。實例包括雙氯酚及苯甲基醇半縮甲醛。可存在拌種調配物中的第二增稠劑為所有就此目的可用於農用化學組成物之物質。較佳的實例包括纖維素衍生物、丙烯酸衍生物、三仙膠、修飾黏土及細粉狀氧化矽。可存在拌種調配物中的黏著劑為所有可用於拌種產品之習用結著劑。較佳的實例包括聚乙烯吡咯酮、聚乙烯乙酸酯、聚乙烯醇及甲基纖維素(tylose)。 Useful dyes that can be present in seed dressing formulations are all dyes that are customary for this purpose. Pigments that are hardly soluble in water or dyes that are soluble in water can be used. Examples include the known dyes named Rhodamin B, C.I. Pigment Red 112, and C.I. Solvent Red 1. Useful wetting agents that can be present in seed dressing formulations are all substances that increase the degree of wetness and are used in formulations of active agrochemical ingredients. It is preferable to use alkyl naphthalene sulfonate, such as diisopropyl naphthalene sulfonate or diisobutyl naphthalene sulfonate. The useful dispersants and/or emulsifiers that may be present in the seed dressing formulations are all nonionic, anionic and cationic dispersants customarily used in formulations of active agrochemical ingredients. Preferably used are nonionic or anionic dispersants, or mixtures of nonionic or anionic dispersants. Useful nonionic dispersants include, in particular, ethylene oxide/propylene oxide block polymers, alkylphenol polyethylene glycol ethers and tristyrylphenol polyethylene glycol ethers and their phosphorylated or sulfated derivatives. Suitable anionic dispersants are, in particular, lignosulfonates, polyacrylates and arylsulfonate/formaldehyde condensates. The defoamers that can be present in the seed dressing formulations are all foam inhibitors commonly used in formulations of agrochemical active ingredients. Preferably, a silicone defoamer and magnesium stearate can be used. Preservatives that may be present in seed dressing formulations are all substances that can be used in agricultural chemical compositions for this purpose. Examples include dichlorophenol and benzyl alcohol hemiformal. The second thickener that may be present in the seed dressing formulation is all substances that can be used in agrochemical compositions for this purpose. Preferred examples include cellulose derivatives, acrylic acid derivatives, sanxian gum, modified clay, and fine powdered silica. The adhesives that can be present in seed dressing formulations are all conventional adhesives that can be used in seed dressing products. Preferred examples include polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose.
式(I)化合物及包含彼等之組成物係適合用於保護任何農業、溫室、森林或園藝中所用的各類植物之種子。更特言之，該種子為榖類(例如小麥、大麥、黑麥、小米、黑小麥及燕麥)、油菜、玉米、棉花、大豆、稻米、馬鈴薯、向日葵、菜豆、咖啡、碗豆、甜菜(例如糖用甜菜和飼料甜菜)、花生、蔬菜(例如蕃茄、小黄瓜、洋蔥和萵苣)、草皮和觀賞植物之種子。其中特別重要的為小麥、大豆、油菜、玉米和稻米之種子的處理。 The compound of formula (I) and the composition containing them are suitable for protecting the seeds of various plants used in any agriculture, greenhouse, forest or horticulture. More specifically, the seeds are grains (such as wheat, barley, rye, millet, triticale, and oats), rape, corn, cotton, soybeans, rice, potatoes, sunflowers, kidney beans, coffee, bowl beans, beets ( For example, sugar beet and fodder beet), peanuts, vegetables (such as tomatoes, cucumbers, onions and lettuce), turf and seeds of ornamental plants. Of particular importance is the treatment of seeds of wheat, soybeans, rapeseed, corn and rice.
式(I)化合物或包含彼等之組成物可用於處理基因轉殖之種子，特言之，能表現用於對抗害蟲、除草劑傷害或非生物脅迫之蛋白，藉此增加保護效應的植物種子。在與藉由表現所形成的物質之相互作用下，亦可能發生協同效應。 The compound of formula (I) or the composition containing them can be used to treat genetically-transformed seeds, in particular, plant seeds that can express proteins used to combat pests, herbicide damage or abiotic stress, thereby increasing the protective effect . Synergistic effects may also occur in the interaction with substances formed by performance.
施用 Apply
式(I)化合物可直接施用或例如以即用溶液、乳劑、水基和油基懸浮劑、粉劑、可濕性粉劑、糊劑、可溶性粉劑、粉塵劑、可溶性粒劑、佈施用之粒劑、濃縮懸浮乳劑、注入式(I)化合物之天然產品、注入式(I)化合物之合成物質、肥料或微膠囊化於聚合物中之形式來施用。 The compound of formula (I) can be applied directly or, for example, as ready-to-use solutions, emulsions, water-based and oil-based suspensions, powders, wettable powders, pastes, soluble powders, dusts, soluble granules, granules for cloth application , Concentrated suspension emulsions, natural products injected with the compound of formula (I), synthetic materials injected with the compound of formula (I), fertilizer or microencapsulated in polymers to be applied.
施用係以習用的方式，例如以澆灑、噴灑、噴霧、撒播、撒粉、泡沫、散佈其上等等來進行。亦可藉由超低容量法，經由滴灌系統或淋灌施用佈署式(I)化合物，將其施用於犁溝或注射至土壤、莖或枝幹。另外亦可藉由傷口密封、塗料或其他傷口敷料來施用式(I)化合物。 The application is carried out in a customary way, such as by pouring, spraying, spraying, broadcasting, dusting, foaming, spreading on it, etc. The compound of formula (I) can also be deployed by the ultra-low volume method via drip irrigation system or sprinkler irrigation, applied to furrows or injected into the soil, stems or branches. In addition, the compound of formula (I) can also be applied by wound sealing, coating or other wound dressings.
施用於植物、植物部位、果實、種子或土壤之式(I)化合物的有效及植物相容之量將依照各種因子而定，例如所用的化合物/組成物、處理的標的物(植物、植物部位、果實、種子或土壤)、處理類型(灑粉、噴霧、拌種)、處理目的(治療性和保護性)、微生物類型、微生物的發育階段、微生物的敏感性、作物生長階段和環境狀況。 The effective and plant-compatible amount of the compound of formula (I) applied to plants, plant parts, fruits, seeds or soil will depend on various factors, such as the compound/composition used, and the treatment target (plant, plant part) , Fruit, seed or soil), treatment type (sprinkling powder, spraying, seed dressing), treatment purpose (therapeutic and protective), microorganism type, microorganism development stage, microorganism sensitivity, crop growth stage and environmental conditions.
當式(I)化合物係用作為殺真菌劑時，依照施用的種類，施用率可在相當廣泛的範圍內變化。就處理植物部位，例如葉片，施用率範圍可從0.1至10000g/ha，較佳地10至1000g/ha，更佳地50至300g/ha(在以澆灑或淋滴來施用的情況下，甚至可能降低施用率，尤其是使用例如岩棉或真珠石之惰性物質時)。就種子處理，施用率範圍可為每100kg的種子從0.1至200g，較佳地每100kg的種子1至150g，更佳地每100kg的種子2.5至25g，甚佳地每100kg的種子2.5至12.5g。就處理土壤，施用率範圍可從0.1至10000g/ha，較佳地1至5000g/ha。 When the compound of formula (I) is used as a fungicide, the application rate can vary within a fairly wide range according to the kind of application. For the treatment of plant parts, such as leaves, the application rate can range from 0.1 to 10000 g/ha, preferably 10 to 1000 g/ha, more preferably 50 to 300 g/ha (in the case of application by sprinkling or dripping, It is even possible to reduce the application rate, especially when using inert materials such as rock wool or nacre). For seed treatment, the application rate can range from 0.1 to 200 g per 100 kg of seeds, preferably 1 to 150 g per 100 kg of seeds, more preferably 2.5 to 25 g per 100 kg of seeds, and even more preferably 2.5 to 12.5 per 100 kg of seeds g. For the treatment of soil, the application rate can range from 0.1 to 10000 g/ha, preferably 1 to 5000 g/ha.
這些施用率僅為實例且不希望限制本發明之範圍。 These application rates are only examples and are not intended to limit the scope of the invention.
物料保護 Material protection
本發明之化合物和組成物亦可用於物料保護，尤其是用於保護工業物料對抗不欲的微生物之攻擊和破壞。 The compounds and compositions of the present invention can also be used for material protection, especially for protecting industrial materials against the attack and destruction of unwanted microorganisms.
此外，本發明之化合物和組成物可單獨或與其他的活性成份組合，用作為抗污組成物。 In addition, the compounds and compositions of the present invention can be used alone or in combination with other active ingredients as antifouling compositions.
在本發明內文中，工業物料應了解係指經製備用於工業上之無生命物質。例如，可受保護免於微生物改變或破壞之工業物料可為黏著劑、膠料、紙、壁紙和板子/紙板、紡織品、地毯、皮革、木材、纖維和紙巾、塗料和塑膠物品、冷卻潤滑劑和其他可被微生物感染或破壞之物質。在可受保護的物料範圍內亦可提及生產工廠和建築物的部分，例如可受微生物增生作用危害之冷卻水迴路、冷卻及加熱系統及通風和空調元件。本發明範圍內之工業物料較佳地係包括黏著劑、膠料、紙及板片、皮革、木材、塗料、冷卻潤滑劑及熱傳導液，更佳地木材。 In the context of the present invention, industrial materials should be understood to refer to inanimate substances prepared for industrial use. For example, industrial materials that can be protected from microbial alteration or destruction can be adhesives, glues, paper, wallpaper and board/cardboard, textiles, carpets, leather, wood, fibers and paper towels, paint and plastic items, cooling lubricants And other substances that can be infected or destroyed by microorganisms. Within the scope of materials that can be protected can also be mentioned parts of production plants and buildings, such as cooling water circuits, cooling and heating systems, and ventilation and air-conditioning components that can be harmed by microbial proliferation. The industrial materials within the scope of the present invention preferably include adhesives, glues, paper and plates, leather, wood, paint, cooling lubricants and heat transfer fluids, and more preferably wood.
本發明之化合物和組成物可防阻不利的效應例如腐壞、衰敗、變色、褪色或發黴。 The compounds and compositions of the present invention can prevent adverse effects such as spoilage, decay, discoloration, fading, or mold.
就木材處理之情況，本發明之化合物和組成物亦可用於對抗易於生長在木料上或內部的真菌疾病。 In the case of wood treatment, the compounds and compositions of the present invention can also be used to combat fungal diseases that tend to grow on or inside wood.
木料(timber)係指所有類型之木材物類，及所有類型之意欲用於建築的木材加工，例如實木、高密度木材、層壓木材和合板。此外，本發明之化合物和組成物可用於保護與海水或鹹水接觸之標的物，尤其是船身、篩子、網子、建築物、防波堤和訊號傳遞系統，避免積垢。 Timber refers to all types of wood materials, and all types of wood processing intended for construction, such as solid wood, high-density wood, laminated wood, and plywood. In addition, the compounds and compositions of the present invention can be used to protect objects in contact with seawater or salt water, especially ship hulls, screens, nets, buildings, breakwaters and signal transmission systems, to avoid fouling.
本發明之化合物和組成物亦可用於保護儲存物品。儲存物品應了解係指天然來源之植物或動物來源的天然物質或其加工製品，且該物品係希望長期保護的。植物來源之儲存物品，例如植株或植株部位例如莖、葉、塊莖、種子、果實、榖粒可在剛收穫時或經(預)乾燥、濕化、分割、磨粉、打壓或烘烤處理後施予保護。儲存物品亦包括未加工的木料例如建築木料、電線桿和柵欄，或成品形式之木料例如傢俱。動物來源之儲存物品有，例如生皮、皮革、羽毛和毛髮。本發明之化合物和組成物可防阻不利的效應例如腐壞、衰敗、變色、褪色或發黴。 The compounds and compositions of the present invention can also be used to protect stored items. Stored items should be understood to refer to natural materials or processed products of plant or animal origin of natural origin, and the items are intended to be protected for a long time. Storage items of plant origin, such as plants or plant parts such as stems, leaves, tubers, seeds, fruits, and grains can be just harvested or after (pre-)drying, humidification, division, milling, pressing or baking treatments Give protection. Storage items also include unprocessed wood such as construction wood, telephone poles and fences, or finished wood such as furniture. Storage items of animal origin include raw hides, leather, feathers and hair. The compounds and compositions of the present invention can prevent adverse effects such as spoilage, decay, discoloration, fading, or mold.
能降解或改變工業物料之微生物包括，例如細菌、真菌、酵母菌、藻類和黏液生物。本發明之化合物和組成物較佳地係用於對抗真菌，尤其是黴菌，木材-變色和木材-破壞真菌(子囊菌(Ascomycetes)、擔子菌(Basidiomycetes)、不完全菌(Deuteromycetes)和接合菌(Zygomycetes))，及對抗黏液生物和藻類。實例包括下列各屬之微生物：鏈格菌(Alternaria)，例如細鏈格菌(Alternaria tenuis)；麴菌(Aspergillus)，例如黑麴菌(Aspergillus niger)；毛殼菌(Chaetomium)，例如球毛殼菌(Chaetomium globosum)；粉孢革菌(Coniophora)，例如凹痕粉孢革菌(Coniophora puetana)；香菇(Lentinus)，例如虎皮香菇(Lentinus tigrinus)；青黴菌(Penicillium)，例如灰綠青黴菌(Penicillium glaucum)；多孔菌(Polyporus)，例如彩絨革蓋菌(Polyporus versicolor)；短梗黴(Aureobasidium)，例如出芽短梗黴(Aureobasidium pullulans)；核莖點菌(Sclerophoma)，例如Sclerophoma pityophila；木黴菌(Trichoderma)，例如綠色木黴(Trichoderma viride)；線嘴殼屬(Ophiostoma spp.)、長味殼菌屬(Ceratocystis spp.)、腐質黴屬(Humicola spp.)、彼得殼屬(Petriella spp.)、毛束黴屬(Trichurus spp.)；革蓋菌屬(Coriolus spp.)、黏褶菌屬(Gloeophyllum spp.)、側耳屬(Pleurotus spp.)、臥孔菌屬(Poria spp.)、幹朽菌屬(Serpula spp.)和乾酪菌屬(Tyromyces spp.)、枝抱屬(Cladosporium spp.)、擬青黴菌屬(Paecilomyces spp.)、毛黴屬(Mucor spp.)，桿菌屬(Escherichia)，例如大腸桿菌(Escherichia coli)；假單胞菌(Pseudomonas)，例如銅綠假單胞菌(Pseudomonas aeruginosa)；葡萄球菌(Staphylococcus)，例如金黃色葡萄球菌(Staphylococcus aureus)，念珠菌屬(Candida spp)及酵母屬(Saccharomyces spp)，例如釀酒酵母(Saccharomyces cerevisae)。 Microorganisms that can degrade or change industrial materials include, for example, bacteria, fungi, yeasts, algae, and slime organisms. Compounds and compositions of the present invention are preferably used against fungal-based, in particular molds, wood - and wood discoloration --destroying fungi (ascomycetes (Ascomycetes), Basidiomycetes (Basidiomycetes), incomplete fungi (, Deuteromycetes) and zygomycete ( Zygomycetes )), and against slime organisms and algae. Examples include microorganisms of the following genera: Alternaria , such as Alternaria tenuis ; Aspergillus , such as Aspergillus niger ; Chaetomium , such as globularia Chaetomium globosum ; Coniophora , such as Coniophora puetana ; Lentinus , such as Lentinus tigrinus ; Penicillium , such as gray-green Penicillium glaucum ; Polyporus , such as Polyporus versicolor ; Aureobasidium , such as Aureobasidium pullulans ; Sclerophoma , such as Sclerophoma pityophila; Trichoderma (Trichoderma), for example, Trichoderma viride (Trichoderma virid e); (. Ophiostoma spp) (. Ceratocystis spp) (. Humicola spp) belongs to the nozzle housing, long flavor shell genus Humicola, Petriella spp., Trichurus spp.; Coriolus spp., Gloeophyllum spp., Pleurotus spp., Pleurotus spp. Genus ( Poria spp.), Serpula spp. and Tyromyces spp., Cladosporium spp., Paecilomyces spp., Mucor spp), Bacillus (Escherichia), such as E. coli (Escherichia coli);. Pseudomonas (Pseudomonas), for example, Pseudomonas aeruginosa (Pseudomonas aeruginosa); Staphylococcus (Staphylococcus), such as Staphylococcus aureus (Staphylococcus aureus ), Candida spp and Saccharomyces spp), such as Saccharomyces cerevisae .
參照下列實例可進一步了解本教導文之態樣，其不應理解為係以任何方式限制本教導文之範圍。 Refer to the following examples to further understand the state of this teaching, which should not be construed as limiting the scope of this teaching in any way.
實例 Instance
下列實例係以非限定的方式說明根據本發明之式(I)化合物的製備和效用。 The following examples illustrate the preparation and utility of the compounds of formula (I) according to the present invention in a non-limiting manner.
合成式(II)中間物 Synthetic formula (II) intermediate
1-(4-溴-2-氟苯基)-4,4,4-三氟丁-1,3-二酮 1-(4-Bromo-2-fluorophenyl)-4,4,4-trifluorobutane-1,3-dione
將4-溴-2-氟苯乙酮(25g,1eq)和氫化鈉(5.99g,1.3eq,60%)溶於脫氣THF(200mL)之溶液於0℃攪拌30min。於0℃於5min內分次加入2,2,2-三氟乙酸乙酯(21.3g,1.3eq)。然後將反應混合物於r.t攪拌3h。然後加入水和冰(400ml)。以乙酸乙酯萃取水層三次。將組合的有機層乾燥(Na2SO4)，過濾並於減壓下濃縮，得到標題化合物(25g)，將其用於下個步驟無進一步純化。 A solution of 4-bromo-2-fluoroacetophenone (25g, 1eq) and sodium hydride (5.99g, 1.3eq, 60%) in degassed THF (200mL) was stirred at 0°C for 30min. Add 2,2,2-trifluoroethyl acetate (21.3g, 1.3eq) in 5 min at 0°C. The reaction mixture was then stirred at rt for 3 h. Then water and ice (400ml) were added. The aqueous layer was extracted three times with ethyl acetate. The combined organic layer was dried (Na 2 SO 4 ), filtered and concentrated under reduced pressure to obtain the title compound (25 g), which was used in the next step without further purification.
合成式(I)化合物 Synthesis of compound of formula (I)
3-(4-溴-2-氟苯基)-5-(三氟甲基)-4,5-二氫-1,2-
將羥胺鹽酸鹽(3.68g,1.2eq)加到1-(4-溴-2-氟苯基)-4,4,4-三氟丁-1,3-二酮(20g,1eq)溶於乙酸(100mL)之溶液中。將反應混合物於120℃攪拌3h。於r.t加入冰水混合物(300mL)。以乙酸乙酯萃取水層三次。將組合的有機層乾燥(Na2SO4)，過濾並於減壓下濃縮。將殘餘物以逆相層析純化，得到標題化合物(10.4g,50%產率)為灰白色固體。 Add hydroxylamine hydrochloride (3.68g, 1.2eq) to 1-(4-bromo-2-fluorophenyl)-4,4,4-trifluorobutane-1,3-dione (20g, 1eq) to dissolve In a solution of acetic acid (100 mL). The reaction mixture was stirred at 120°C for 3 h. A mixture of ice and water (300 mL) was added at rt. The aqueous layer was extracted three times with ethyl acetate. The combined organic layers were dried (Na 2 SO 4 ), filtered and concentrated under reduced pressure. The residue was purified by reverse phase chromatography to obtain the title compound (10.4 g, 50% yield) as an off-white solid.
MS(ESI)：328([M+H]+) MS(ESI): 328([M+H] + )
3-(4-溴-2-氟苯基)-5-(三氟甲基)-4,5-二氫-1,2-
於3-(4-溴-2-氟苯基)-5-(三氟甲基)-4,5-二氫-1,2-
類似上文所提供之實例，製備表1之化合物。 Similar to the examples provided above, the compounds of Table 1 were prepared.
表1：根據式(I)之化合物
LogP值之測量係根據EEC指令79/831 Annex V.A8藉由HPLC(高效液相層析)於逆相管柱上以下列方法來進行： The LogP value is measured by HPLC (High Performance Liquid Chromatography) on a reverse phase column in accordance with EEC Directive 79/831 Annex V.A8 by the following method:
[a]LogP值係藉由測量LC-UV，於酸性範圍，以0.1%甲酸溶於水和乙腈之溶液作為溶析劑所測(線性梯度從10%乙腈至95%乙腈)。 [a] The LogP value is measured by LC-UV, in the acid range, with 0.1% formic acid dissolved in water and acetonitrile as the eluent (linear gradient from 10% acetonitrile to 95% acetonitrile).
[b]LogP值係藉由測量LC-UV，於中性範圍，以0.001莫耳濃度的乙酸銨溶於水和乙腈中之溶液作為溶析劑所測(線性梯度從10%乙腈至95%乙腈)。 [b] The LogP value is measured by measuring LC-UV in the neutral range with a solution of ammonium acetate dissolved in water and acetonitrile at a concentration of 0.001 mol as the eluent (linear gradient from 10% acetonitrile to 95% Acetonitrile).
[c]LogP值係藉由測量LC-UV，於酸性範圍，以0.1%磷酸和乙腈作為溶析劑所測(線性梯度從10%乙腈至95%乙腈)。 [c] The LogP value is measured by measuring LC-UV in the acid range with 0.1% phosphoric acid and acetonitrile as eluents (linear gradient from 10% acetonitrile to 95% acetonitrile).
若在相同的方法內取得一個以上的的LogP值，則提供所有的值並以「+」隔開。 If more than one LogP value is obtained in the same method, all values are provided and separated by "+".
以具有已知LogP值(使用滯留時間以連續烷酮間的線性內插測量LogP值)的直鏈烷2-酮(帶有3至16個碳原子)進行校正。使用200nm至400nm之UV-光譜及層析訊號的波峰值測定λ-最大-值。 Calibration is performed with linear alkane 2-ketones (with 3 to 16 carbon atoms) having a known LogP value (using residence time to measure the LogP value by linear interpolation between successive alkanones). Use 200nm to 400nm UV-spectrum and the peak value of the tomographic signal to determine the λ-max-value.
NMR-波峰列表 NMR-peak list
所選實例之1H-NMR數據係以1H-NMR-波峰表的形式書寫。就各訊號峰係列出以ppm及以圓括號內的訊號強度表示的δ-值。成對的δ-值-訊號強度之間以分號作為分隔符號。 The 1 H-NMR data of the selected examples are written in the form of 1 H-NMR-peak table. For each signal peak series, give the δ-value expressed in ppm and the signal intensity in parentheses. A semicolon is used as a separator between the paired delta-value-signal intensity.
實例的波峰表因此係具有下列形式： The crest table of the example therefore has the following form:
δ1(強度1)；δ2(強度2)；........；δi(強度i)；......；δn(強度n) δ 1 (intensity 1 ); δ 2 (intensity 2 ); ........; δ i (intensity i ); ...; δ n (intensity n )
在一列印出的NMR光譜(以cm表示)之實例中尖銳的訊號強度係與訊號之高度有關且係顯示訊號強度的真正關係。由寬訊號，可顯示與光譜中最強訊號相較之數個訊號的波峰或中間值及其相對強度。 In the example of a printed NMR spectrum (in cm), the sharp signal intensity is related to the height of the signal and shows the true relationship of the signal intensity. From the wide signal, it can display the peak or intermediate value and relative intensity of several signals compared with the strongest signal in the spectrum.
就校正1H光譜的化學位移，吾等係使用四甲基矽烷及/或所用溶劑之化學位移，尤其是在以DMSO所測量的光譜之情況下。因此在NMR波峰表中，可能發生四甲基矽烷的波峰，但並非必然。 To calibrate the chemical shift of the 1 H spectrum, we use tetramethylsilane and/or the chemical shift of the solvent used, especially in the case of the spectrum measured with DMSO. Therefore, in the NMR peak table, the peak of tetramethylsilane may occur, but it is not inevitable.
1H-NMR波峰表係與正統的1H-NMR圖相類似且因此通常含有在正統的NMR-解析圖列出的所有波峰。 The 1 H-NMR peak table system is similar to the orthodox 1 H-NMR chart and therefore usually contains all the peaks listed in the orthodox NMR-analysis chart.
另外，其可顯示如溶劑之正統的1H-NMR圖譜訊號、亦為本發明目標之目標化合物的立體異構物，及/或雜質之波峰。 In addition, it can display orthodox 1H-NMR spectrum signals such as solvents, stereoisomers of the target compound that is also the target of the present invention, and/or peaks of impurities.
就顯示在溶劑及/或水之δ-範圍之化合物訊號，通常的溶劑之波峰，例如DMSO-D6中之DMSO波峰及水的波峰係顯示在1H-NMR波峰列表上且通常平均係具有高強度。 As for the compound signal in the δ-range of the solvent and/or water, the usual solvent peaks, such as the DMSO peak in DMSO-D 6 and the water peak are shown on the 1H-NMR peak list and usually have high averages. strength.
目標化合物的立體異構物之波峰及/或雜質的波峰通常平均具有低於目標化合物(例如具有純度>90%)之波峰強度。 The peaks of the stereoisomers of the target compound and/or the peaks of impurities generally have an average lower peak intensity than the target compound (for example, with a purity of >90%).
此等立體異構物及/或雜質可為特定製備程序之典型。因此，其波峰可經由「副產物指紋」幫助辨識製備程序的再製。 These stereoisomers and/or impurities may be typical of specific preparation procedures. Therefore, its peaks can be identified through the "by-product fingerprint" to help identify the remanufacturing of the preparation process.
專業人士，以已知的方法計算目標化合物之波峰(MestreC,ACD-模擬，但亦以經驗評估的期望值)，當需要時視需要使用另外的強度濾波器，可分離出目標化合物之波峰。此分離應類似於正統1H-NMR圖譜中的相關波峰擷取。 Professionals use known methods to calculate the peaks of the target compound (MestreC, ACD-simulation, but also the expected value estimated by experience), and use additional intensity filters as needed to separate the peaks of the target compound. This separation should be similar to the extraction of the relevant peaks in the orthodox 1 H-NMR spectrum.
帶有波峰表之NMR-數據說明的進一步詳情，可參見出版刊物Research Disclosure Database Number 564025之“Citation of NMR Peaklist Data within Patent Applications”。 For further details of the NMR-data description with the peak table, please refer to the publication "Citation of NMR Peaklist Data within Patent Applications" of Research Disclosure Database Number 564025.
生物數據 Biological data
實例：活體內隱匿柄銹菌(Puccinia recondita)(小麥褐銹病)之預防試驗Example: Prevention test of Puccinia recondita (wheat brown rust) in vivo
溶劑：5% 體積比的二甲基亞碸 Solvent: 5% by volume of dimethyl sulfoxide
10% 體積比的丙酮 10% acetone by volume
乳化劑：1μl 的Tween® 80/每毫克(mg)活性成份 Emulsifier: 1μl of Tween ® 80 per milligram (mg) of active ingredient
將活性成份溶於二甲基亞碸/丙酮/Tween® 80之混合物中並均質化，及然後以水稀釋成所欲的濃度。 The active ingredient is dissolved in a mixture of dimethyl sulfoxide/acetone/Tween ® 80 and homogenized, and then diluted with water to the desired concentration.
將小麥幼株藉由噴灑如上述所製備的活性成份進行處理。對照組植株僅以丙酮/二甲基亞碸/Tween® 80的水溶液處理。 The young wheat plants are treated by spraying the active ingredients prepared as described above. The control plants were only treated with an aqueous solution of acetone/dimethyl sulfoxide/Tween ® 80.
24小時後，以隱匿柄銹菌孢子的水懸液噴灑葉片感染植株。將感染的小麥植株於20℃和100%相對濕度培養24小時及然後於20℃和70-80%相對濕度培養9天。 After 24 hours, the leaves were sprayed with an aqueous suspension of Puccinia cryptica spores to infect the plants. The infected wheat plants were incubated at 20°C and 100% relative humidity for 24 hours and then at 20°C and 70-80% relative humidity for 9 days.
於接種後10天評估此試驗。0%係指相當於對照組植株之效用，而100%之效用係指未觀察到罹病。 The test is evaluated 10 days after vaccination. 0% means that the utility is equivalent to the control plant, and 100% means that no disease is observed.
在此試驗中，下列根據本發明之化合物在250ppm之活性成份濃度時，顯現介於70%至79%的效用：I.004；I.012。 In this test, the following compounds according to the present invention showed an efficacy ranging from 70% to 79% at an active ingredient concentration of 250 ppm: I.004; I.012.
在此試驗中，下列根據本發明之化合物在250ppm之活性成份濃度時，顯現介於80%至89%的效用：I.003；I.019。 In this test, the following compounds according to the present invention showed an efficacy ranging from 80% to 89% at an active ingredient concentration of 250 ppm: I.003; I.019.
在此試驗中，下列根據本發明之化合物在250ppm之活性成份濃度時，顯現介於90%至100%的效用：I.016；I.020；I.029；I.039；I.049。 In this test, the following compounds according to the present invention exhibited effects ranging from 90% to 100% at an active ingredient concentration of 250 ppm: I.016; I.020; I.029; I.039; I.049.
實例：活體內大豆層銹菌(Phakopsora pachyrhizi)(大豆銹病)之預防試驗Example: Prevention test of Phakopsora pachyrhizi (soybean rust) in vivo
溶劑：5% 體積比的二甲基亞碸 Solvent: 5% by volume of dimethyl sulfoxide
10% 體積比的丙酮 10% acetone by volume
乳化劑：1μl 的Tween® 80/每毫克(mg)活性成份 Emulsifier: 1μl of Tween ® 80 per milligram (mg) of active ingredient
將活性成份溶於二甲基亞碸/丙酮/Tween® 80之混合物中並均質化，及然後以水稀釋成所欲的濃度。 The active ingredient is dissolved in a mixture of dimethyl sulfoxide/acetone/Tween ® 80 and homogenized, and then diluted with water to the desired concentration.
將大豆幼株藉由噴灑如上述所製備的活性成份進行處理。對照組植株僅以丙酮/二甲基亞碸/Tween® 80的水溶液處理。 The young soybean plants are treated by spraying the active ingredients prepared as described above. The control plants were only treated with an aqueous solution of acetone/dimethyl sulfoxide/Tween ® 80.
24小時後，以大豆層銹菌孢子的水懸液噴灑葉片感染植株。將感染的大豆植株於20℃和100%相對濕度培養24小時及然後於20℃和70-80%相對濕度培養10天。 After 24 hours, the leaves were sprayed with an aqueous suspension of Puccinia sojae spores to infect the plants. The infected soybean plants were incubated at 20°C and 100% relative humidity for 24 hours and then at 20°C and 70-80% relative humidity for 10 days.
於接種後11天評估此試驗。0%係指相當於對照組植株之效用，而100%之效用係指未觀察到罹病。 The test was evaluated 11 days after inoculation. 0% means that the utility is equivalent to the control plant, and 100% means that no disease is observed.
在此試驗中，下列根據本發明之化合物在250ppm之活性成份濃度時，顯現介於90%至100%的效用：I.006；I.019；I.020；I.022；I.023；I.025；I.026；I.028；I.029；I.034；I.037；I.039；I.048；I.049 In this test, the following compounds according to the present invention showed an efficacy ranging from 90% to 100% at an active ingredient concentration of 250 ppm: I.006; I.019; I.020; I.022; I.023; I.025; I.026; I.028; I.029; I.034; I.037; I.039; I.048; I.049
在此試驗中，下列根據本發明之化合物在100ppm之活性成份濃度時，顯現介於70%至79%的效用：I.007。 In this test, the following compounds according to the present invention showed an efficacy ranging from 70% to 79% at an active ingredient concentration of 100 ppm: I.007.
實例：稻瘟病菌(Pyricularia oryzae)活體外細胞試驗 Example: In vitro cell test of Pyricularia oryzae
溶劑：DMSO Solvent: DMSO
培養基：14.6g無水D-葡萄糖(VWR)、7.1g真菌蛋白腖(Oxoid)、1.4g顆粒狀酵母菌萃取物(Merck)、QSP 1公升 Medium: 14.6g anhydrous D-glucose (VWR), 7.1g fungal protein (Oxoid), 1.4g granular yeast extract (Merck), QSP 1 liter
接種物：孢子懸浮液 Inoculum: Spore suspension
將殺真菌劑溶於DMSO並將此溶液用於製備所需要的濃度範圍。用於分析的最終DMSO濃度為
製備稻瘟病菌的孢子懸浮液並稀釋成所欲的孢子濃度。 A spore suspension of Magnaporthe grisea was prepared and diluted to the desired spore concentration.
以液體培養分析評估殺真菌劑抑制孢子發芽及菌絲體生長的能力。將化合物以所欲的濃度加到帶有孢子的培養基中。培養5天後，藉由菌絲體生長的光譜測量來測定化合物的真菌毒性。藉由比較含有殺真菌劑之孔槽的吸收值與無殺真菌劑之對照孔槽的吸收值來測定抑制真菌生長之作用。 Liquid culture analysis was used to evaluate the fungicide's ability to inhibit spore germination and mycelial growth. The compound is added to the spore-containing medium at the desired concentration. After 5 days of cultivation, the fungal toxicity of the compound was determined by spectroscopic measurement of mycelial growth. The effect of inhibiting the growth of fungi is determined by comparing the absorption value of the wells containing fungicides with the absorption value of the control wells without fungicides.
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於70%至79%的效用：I.005；I.031。 In this test, the following compounds according to the present invention showed an efficacy ranging from 70% to 79% at an active ingredient concentration of 20 ppm: I.005; I.031.
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於80%至89%的效用：I.008；I.036；I.037；I.039；I.049。 In this test, the following compounds according to the present invention showed an efficacy ranging from 80% to 89% at an active ingredient concentration of 20 ppm: I.008; I.036; I.037; I.039; I.049.
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於90%至100%的效用：I.013；I.019；I.051。 In this test, the following compounds according to the present invention exhibited effects ranging from 90% to 100% at an active ingredient concentration of 20 ppm: I.013; I.019; I.051.
實例：立枯絲核菌(Rhizoctonia solani)活體外細胞試驗 Example: Rhizoctonia solani in vitro cell test
溶劑：DMSO Solvent: DMSO
培養基：14.6g無水D-葡萄糖(VWR)、7.1g真菌蛋白腖(Oxoid)、1.4g顆粒狀酵母菌萃取物(Merck)、QSP 1公升 Medium: 14.6g anhydrous D-glucose (VWR), 7.1g fungal protein (Oxoid), 1.4g granular yeast extract (Merck), QSP 1 liter
接種物：菌絲體懸浮液 Inoculum: Mycelium suspension
將殺真菌劑溶於DMSO並將此溶液用於製備所需要的濃度範圍。用於分析的最終DMSO濃度為
從生長在液體培養基之預培養的立枯絲核菌，藉由使用攪拌機均質化製備接種物。估算接種物中攪碎的菌絲體濃度並調整至所欲的光密度(OD)。 From the pre-cultured Rhizoctonia solani grown in a liquid medium, an inoculum was prepared by homogenization using a mixer. Estimate the concentration of crushed mycelium in the inoculum and adjust to the desired optical density (OD).
以液體培養分析評估殺真菌劑抑制菌絲體生長的能力。將化合物以所欲的濃度加到含有菌絲體懸浮液的培養基中。培養5天後，藉由菌絲體生長的光譜測量來測定化合物的殺真菌效用。藉由比較含有殺真菌劑之孔槽的吸收值與無殺真菌劑之對照孔槽的吸收值來測定抑制真菌生長之作用。 Liquid culture analysis was used to evaluate the fungicide's ability to inhibit mycelial growth. The compound is added to the medium containing the mycelium suspension at the desired concentration. After 5 days of cultivation, the fungicidal effect of the compound was determined by spectroscopic measurement of mycelial growth. The effect of inhibiting the growth of fungi is determined by comparing the absorption value of the wells containing fungicides with the absorption value of the control wells without fungicides.
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於70%至79%的效用：I.033；I.049。 In this test, the following compounds according to the present invention showed an efficacy ranging from 70% to 79% at an active ingredient concentration of 20 ppm: I.033; I.049.
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於80%至89%的效用：I.037。 In this test, the following compounds according to the present invention showed an efficacy ranging from 80% to 89% at an active ingredient concentration of 20 ppm: 1.037
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於90%至100%的效用：I.007；I.019；I.039；I.051。 In this test, the following compounds according to the present invention exhibited effects ranging from 90% to 100% at an active ingredient concentration of 20 ppm: I.007; I.019; I.039; I.051.
實例：菜豆炭疽刺盤孢菌(Colletotrichum lindemuthanium)活體外細胞試驗 Example: In vitro cell test of Colletotrichum lindemuthanium
溶劑：DMSO Solvent: DMSO
培養基：14.6g無水D-葡萄糖(VWR)、7.1g真菌蛋白腖(Oxoid)、1.4g顆粒狀酵母菌萃取物(Merck)、QSP 1公升 Medium: 14.6g anhydrous D-glucose (VWR), 7.1g fungal protein (Oxoid), 1.4g granular yeast extract (Merck), QSP 1 liter
接種物：孢子懸浮液 Inoculum: Spore suspension
將殺真菌劑溶於DMSO並將此溶液用於製備所需要的濃度範圍。用於分析的最終DMSO濃度為
製備菜豆炭疽刺盤孢菌的孢子懸浮液並稀釋成所欲的孢子濃度。 Prepare a spore suspension of Colletotrichum spinosum from Phaseolus vulgaris and dilute to the desired spore concentration.
以液體培養分析評估殺真菌劑抑制孢子發芽及菌絲體生長的能力。將化合物以所欲的濃度加到帶有孢子的培養基中。培養6天後，藉由菌絲體生長的光譜測量來測定化合物的真菌毒性。藉由比較含有殺真菌劑之孔槽的吸收值與無殺真菌劑之對照孔槽的吸收值來測定抑制真菌生長之作用。 Liquid culture analysis was used to evaluate the fungicide's ability to inhibit spore germination and mycelial growth. The compound is added to the spore-containing medium at the desired concentration. After 6 days of cultivation, the fungal toxicity of the compound was determined by spectroscopic measurement of mycelial growth. The effect of inhibiting the growth of fungi is determined by comparing the absorption value of the wells containing fungicides with the absorption value of the control wells without fungicides.
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於70%至79%的效用：I.009；I.018；I.026；I.030；I.031；I.033；I.035；I.036。 In this test, the following compounds according to the present invention exhibited an efficacy ranging from 70% to 79% at an active ingredient concentration of 20 ppm: I.009; I.018; I.026; I.030; I.031; I.033; I.035; I.036.
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於80%至89%的效用：I.001；I.004；I.011；I.015；I.017；I.020；I.021；I.023；I.029。 In this test, the following compounds according to the present invention showed an efficacy ranging from 80% to 89% at an active ingredient concentration of 20 ppm: I.001; I.004; I.011; I.015; I.017; I.020; I.021; I.023; I.029.
在此試驗中，下列根據本發明之化合物在20ppm之活性成份濃度時，顯現介於90%至100%的效用：I.003；I.005；I.006；I.007；I.010；I.012；I.013；I.016；I.019；I.037；I.039；I.048；I.049；I.051。 In this test, the following compounds according to the present invention exhibited effects ranging from 90% to 100% at an active ingredient concentration of 20 ppm: I.003; I.005; I.006; I.007; I.010; I.012; I.013; I.016; I.019; I.037; I.039; I.048; I.049; I.051.
實例：層銹菌(Phakopsora)(大豆)試驗之活體內預防試驗Example: In vivo prevention test of Phakopsora (soybean) test
溶劑：24.5 重量份的丙酮 Solvent: 24.5 parts by weight of acetone
24.5 重量份的二甲基亞碸 24.5 parts by weight of dimethyl sulfoxide
乳化劑：1 重量份的聚乙氧乙烯山梨醇酐單油酸酯 Emulsifier: 1 part by weight of polyethoxyethylene sorbitan monooleate
藉由將1重量份的活性化合物與所述量之溶劑和乳化劑混合，產生活性化合物之適合的製備物，並將此濃縮液以水稀釋成所欲的濃度。 By mixing 1 part by weight of the active compound with the stated amount of solvent and emulsifier, a suitable preparation of the active compound is produced, and the concentrate is diluted with water to the desired concentration.
將活性化合物之製備物以所述的施用率噴灑幼株，檢測預防效用。待噴灑層乾燥後，以大豆銹病致病原(大豆層銹菌(Phakopsora pachyrhizi))的孢子水懸液接種植株，及然後在大約24℃和95%相對大氣溼度之無光培育箱中留置24h。 Spray the young plants with the preparation of the active compound at the stated application rate to test the preventive effect. After the sprayed layer is dried, the plants are inoculated with an aqueous spore suspension of the pathogen of soybean rust ( Phakopsora pachyrhizi ) , and then left in a non-light incubator at approximately 24°C and 95% relative atmospheric humidity for 24 hours .
將植株放置在大約24℃和大約80%相對大氣溼度及12h的日/夜間隔之培養箱中。 The plants are placed in an incubator at approximately 24°C and approximately 80% relative atmospheric humidity with a day/night interval of 12 hours.
於接種後7天評估此試驗。0%係指相當於無處理對照組植株之效用，而100%之效用係指未觀察到罹病。 The test is evaluated 7 days after inoculation. 0% means that the effect is equivalent to that of the untreated control plant, and 100% means that no disease is observed.
實例：層銹菌(Phakopsora)(大豆)試驗之活體內治療試驗Example: In vivo treatment test of Phakopsora (soybean) test
溶劑：24.5 重量份的丙酮 Solvent: 24.5 parts by weight of acetone
24.5 重量份的二甲基亞碸 24.5 parts by weight of dimethyl sulfoxide
乳化劑：1 重量份的聚乙氧乙烯山梨醇酐單油酸酯 Emulsifier: 1 part by weight of polyethoxyethylene sorbitan monooleate
藉由將1重量份的活性化合物與所述量之溶劑和乳化劑混合，產生活性化合物之適合的製備物，並將此濃縮液以水稀釋成所欲的濃度。 By mixing 1 part by weight of the active compound with the stated amount of solvent and emulsifier, a suitable preparation of the active compound is produced, and the concentrate is diluted with water to the desired concentration.
以大豆銹病致病原(大豆層銹菌(Phakopsora pachyrhizi))的孢子水懸液接種幼株，及然後在大約24℃和95%相對大氣溼度之無光培育箱中留置24h，用以檢測治療性效用。 The young plants were inoculated with an aqueous spore suspension of the pathogen of soybean rust ( Phakopsora pachyrhizi ) , and then left in a non-light incubator at approximately 24°C and 95% relative atmospheric humidity for 24 hours to test the therapeutic properties utility.
將植株放置在大約24℃和大約80%相對大氣溼度及12h的日/夜間隔之培養箱中。 The plants are placed in an incubator at approximately 24°C and approximately 80% relative atmospheric humidity with a day/night interval of 12 hours.
於接種後2天，將活性化合物的製備物以所述的施用率噴灑植株並再留置於培育箱中。 Two days after the inoculation, the plants were sprayed with the preparation of active compound at the stated application rate and then left in the incubator.
於接種後7天評估此試驗。0%係指相當於無處理對照組植株之效用，而100%之效用係指未觀察到罹病。 The test is evaluated 7 days after inoculation. 0% means that the effect is equivalent to that of the untreated control plant, and 100% means that no disease is observed.
實例：層銹菌(Phakopsora)(大豆)試驗之活體內持久性試驗Example: In vivo persistence test of Phakopsora (soybean) test
溶劑：24.5 重量份的丙酮 Solvent: 24.5 parts by weight of acetone
24.5 重量份的二甲基乙醯胺 24.5 parts by weight of dimethylacetamide
乳化劑：1 重量份的烷基芳基聚乙二醇醚 Emulsifier: 1 part by weight of alkyl aryl polyglycol ether
藉由將1重量份的活性化合物與所述量之溶劑和乳化劑混合，產生活性化合物之適合的製備物，並將此濃縮液以水稀釋成所欲的濃度。 By mixing 1 part by weight of the active compound with the stated amount of solvent and emulsifier, a suitable preparation of the active compound is produced, and the concentrate is diluted with water to the desired concentration.
將活性化合物之製備物以所述的施用率噴灑幼株，用以檢測持久性效用。待噴灑層乾燥後，將植株放置在大約24℃和大約80%相對大氣溼度及12h的日/夜間隔之培養箱中。 The preparation of active compound is sprayed with young plants at the stated application rate to test the persistence effect. After the spray layer has dried, the plants are placed in an incubator at approximately 24°C, approximately 80% relative atmospheric humidity, and a day/night interval of 12 hours.
施用後8天，以大豆銹病致病原(大豆層銹菌(Phakopsora pachyrhizi))的孢子水懸液接種植株，及然後在大約24℃和95%相對大氣溼度之無光培育箱中留置24h。 Eight days after application, the plants were inoculated with an aqueous spore suspension of the pathogen of soybean rust ( Phakopsora pachyrhizi ) , and then left in a non-light incubator at approximately 24°C and 95% relative atmospheric humidity for 24 hours.
將植株放置在大約24℃和大約80%相對大氣溼度及12h的日/夜間隔之培養箱中。 The plants are placed in an incubator at approximately 24°C and approximately 80% relative atmospheric humidity with a day/night interval of 12 hours.
於接種後7天評估此試驗。0%係指相當於無處理對照組植株之效用，而100%之效用係指未觀察到罹病。 The test is evaluated 7 days after inoculation. 0% means that the effect is equivalent to that of the untreated control plant, and 100% means that no disease is observed.
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2020
- 2020-06-18 WO PCT/EP2020/066943 patent/WO2020254492A1/en active Application Filing
- 2020-06-18 BR BR112021025865A patent/BR112021025865A2/en unknown
- 2020-06-18 EP EP20734338.5A patent/EP3986876A1/en not_active Withdrawn
- 2020-06-19 TW TW109120766A patent/TW202115000A/en unknown
- 2020-06-19 AR ARP200101741A patent/AR119203A1/en unknown
- 2020-06-22 UY UY0001038764A patent/UY38764A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AR119203A1 (en) | 2021-12-01 |
| BR112021025865A2 (en) | 2022-03-03 |
| EP3986876A1 (en) | 2022-04-27 |
| WO2020254492A1 (en) | 2020-12-24 |
| UY38764A (en) | 2021-01-29 |
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