TW202214107A - 1,3,4-oxadiazole pyrimidines as fungicides - Google Patents
1,3,4-oxadiazole pyrimidines as fungicides Download PDFInfo
- Publication number
- TW202214107A TW202214107A TW110122071A TW110122071A TW202214107A TW 202214107 A TW202214107 A TW 202214107A TW 110122071 A TW110122071 A TW 110122071A TW 110122071 A TW110122071 A TW 110122071A TW 202214107 A TW202214107 A TW 202214107A
- Authority
- TW
- Taiwan
- Prior art keywords
- halogen atoms
- group
- alkyl
- formula
- methyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Description
本發明關於1,3,4-二唑-2-基嘧啶化合物、用於彼等製備之方法和中間物、以及其在作物保護中用於控制有害微生物(特別用於植物病原性真菌)之用途。 The present invention relates to 1,3,4- Diazol-2-ylpyrimidine compounds, processes and intermediates for their preparation, and their use in crop protection for the control of harmful microorganisms, in particular for phytopathogenic fungi.
已熟知1,2,4-二唑衍生物可用作為對抗或預防微生物感染之作物保護劑。例如,WO-2019/122323、WO-2018/118781和WO-2018/080859揭示1,2,4-二唑-3-基嘧啶及1,2,4-二唑-3-基吡啶衍生物,彼等可用於控制植物上的微生物害蟲,特別為真菌害蟲。殺真菌活性的1,2,4-二唑係自US 2018/317490和WO-2018/015447進一步得知。WO2020127974和WO-00/15637中揭示一些具有殺真菌活性的1,3,4-二唑。 Already familiar with 1,2,4- The oxadiazole derivatives are useful as crop protection agents against or preventing microbial infections. For example, WO-2019/122323, WO-2018/118781 and WO-2018/080859 disclose 1,2,4- oxadiazol-3-ylpyrimidine and 1,2,4- Diazol-3-ylpyridine derivatives, which are useful for controlling microbial pests, especially fungal pests, on plants. Fungicidal activity of 1,2,4- The oxadiazoles are further known from US 2018/317490 and WO-2018/015447. WO2020127974 and WO-00/15637 disclose some 1,3,4- oxadiazole.
1,3,4-二唑衍生物很少見且不常用於控制微生物害蟲。WO-2018/165520、WO-2017/065473和WO-2017/023133揭示1,3,4-二唑-2-基嘧啶及1,3,4-二唑-2-基吡啶衍生物,彼等可用作為治療人類疾病之金屬酶(組蛋白去乙醯酶)抑制劑。 1,3,4- Diazole derivatives are rare and infrequently used to control microbial pests. WO-2018/165520, WO-2017/065473 and WO-2017/023133 disclose 1,3,4- oxadiazol-2-ylpyrimidine and 1,3,4- Diazol-2-ylpyridine derivatives, which are useful as metalloenzyme (histone deacetylase) inhibitors for the treatment of human diseases.
迄今已開發許多殺真菌劑。然而,仍然需要開發新穎殺真菌化合物本身,以便提供有效對抗廣譜性真菌、具有較低的毒性、較高的選擇性、以 減少或避免不利的環境或毒物學效應而同時仍容許有效的害蟲控制之較低劑量率使用的化合物。可能亦希望具有防止殺真菌劑抗性出現之新穎化合物。此外,可能希望提供具有改良的儲存穩定性及/或更高的氣候穩定性,例如改良的光穩定性之其他殺真菌化合物。 Many fungicides have been developed to date. However, there is still a need to develop novel fungicidal compounds themselves that provide efficacy against a broad spectrum of fungi, have lower toxicity, higher selectivity, and Compounds that are used at lower dosage rates to reduce or avoid adverse environmental or toxicological effects while still allowing effective pest control. It may also be desirable to have novel compounds that prevent the emergence of fungicide resistance. In addition, it may be desirable to provide other fungicidal compounds with improved storage stability and/or higher weathering stability, eg, improved photostability.
本發明提供新穎殺真菌化合物,其在至少一些此等態樣中優於已知的化合物及組成物。 The present invention provides novel fungicidal compounds that, in at least some of these aspects, outperform known compounds and compositions.
本發明關於如本文所定義之式(I)化合物: The present invention relates to compounds of formula (I) as defined herein:
其中R1、R2、R3和X係如本文所敘述,以及其鹽、N-氧化物和溶劑合物。 wherein R1, R2 , R3 and X are as described herein, as well as salts, N - oxides and solvates thereof.
本發明亦關於一種包含至少一種如本文所定義之式(I)化合物和至少一種農業上合適的助劑之組成物。 The present invention also relates to a composition comprising at least one compound of formula (I) as defined herein and at least one agriculturally suitable adjuvant.
本發明亦關於如本文所定義之式(I)化合物或如本文所定義之組成物在作物保護中用於控制有害微生物(特別用於植物病原性真菌)之用途。 The present invention also relates to the use of a compound of formula (I) as defined herein or a composition as defined herein for the control of harmful microorganisms, in particular for phytopathogenic fungi, in crop protection.
本發明亦關於一種在作物保護中用於控制有害微生物(特別用於植物病原性真菌)之方法,其包含將至少一種如本文所定義之式(I)化合物或如本文所定義之組成物施用至有害微生物及/或其棲所的步驟。 The present invention also relates to a method for controlling harmful microorganisms, in particular phytopathogenic fungi, in crop protection, which comprises applying at least one compound of formula (I) as defined herein or a composition as defined herein steps to harmful microorganisms and/or their habitats.
本發明亦關於製備式(I)化合物之方法及中間物。 The present invention also relates to processes and intermediates for the preparation of compounds of formula (I).
定義 definition
除非另有其他陳述,否則下列定義適用於整個本說明書及申請專利範圍所使用之取代基和殘基: Unless otherwise stated, the following definitions apply to substituents and residues used throughout this specification and claimed scope:
術語「鹵素」如本文所用係指氟、氯、溴或碘原子。 The term "halogen" as used herein refers to a fluorine, chlorine, bromine or iodine atom.
術語「側氧基」如本文所用係指經由雙鍵鍵結至碳原子或硫原子之氧原子。 The term "pendant oxy" as used herein refers to an oxygen atom bonded to a carbon or sulfur atom via a double bond.
術語「C1-C8-烷基」如本文所用係指具有1、2、3、4、5、6、7或8個碳原子之飽和支鏈或直鏈烴鏈。C1-C8-烷基的實例包括但不限於甲基、乙基、丙基(正丙基)、1-甲基乙基(異丙基)、丁基(正丁基)、1-甲基丙基(二級丁基)、2-甲基丙基(異丁基)、1,1-二甲基乙基(三級丁基)、戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、2,2-二甲基丙基、1-乙基丙基、1,1-二甲基丙基、1,2-二甲基丙基、己基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1,1-二甲基丁基、1,2-二甲基丁基、1,3-二甲基丁基、2,2-二甲基丁基、2,3-二甲基丁基、3,3-二甲基丁基、1-乙基丁基、2-乙基丁基、1,1,2-三甲基丙基、1,2,2-三甲基丙基、1-乙基-1-甲基丙基和1-乙基-2-甲基丙基。特別地,該烴鏈具有1、2、3或4個碳原子(「C1-C4-烷基」),例如甲基、乙基、丙基、異丙基、丁基、二級丁基、異丁基或三級丁基。 The term "C1-C8-alkyl" as used herein refers to a saturated branched or straight hydrocarbon chain having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms. Examples of C1-C8-alkyl include, but are not limited to, methyl, ethyl, propyl (n-propyl), 1-methylethyl (isopropyl), butyl (n-butyl), 1-methyl Propyl (secondary butyl), 2-methylpropyl (isobutyl), 1,1-dimethylethyl (tertiary butyl), pentyl, 1-methylbutyl, 2-methyl butyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1, 3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl. In particular, the hydrocarbon chain has 1, 2, 3 or 4 carbon atoms ("C1-C4-alkyl"), such as methyl, ethyl, propyl, isopropyl, butyl, tertiary butyl, isobutyl or tertiary butyl.
術語「C2-C8-烯基」如本文所用係指具有2、3、4、5、6、7或8個碳原子且包含至少一個雙鍵之不飽和支鏈或直鏈烴鏈。C2-C8-烯基的實例包括但不限於乙烯基(ethenyl)(或「乙烯基(vinyl)」)、丙-2-烯-1-基(或「烯丙基」)、丙-1-烯-1-基、丁-3-烯基、丁-2-烯基、丁-1-烯基、戊-4-烯基、戊-3-烯基、戊-2-烯基、戊-1-烯基、己-5-烯基、己-4-烯基、己-3-烯基、己 -2-烯基、己-1-烯基、丙-1-烯-2-基(或「異烯基」),2-甲基丙-2-烯基、1-甲基丙-2-烯基、2-甲基丙-1-烯基、1-甲基丙-1-烯基、3-甲基丁-3-烯基、2-甲基丁-3-烯基、1-甲基丁-3-烯基、3-甲基丁-2-烯基、2-甲基丁-2-烯基、1-甲基丁-2-烯基、3-甲基丁-1-烯基、2-甲基丁-1-烯基、1-甲基丁-1-烯基、1,1-二甲基丙-2-烯基、1-乙基丙-1-烯基、1-丙基乙烯基、1-異丙基乙烯基、4-甲基戊-4-烯基、3-甲基戊-4-烯基、2-甲基戊-4-烯基、1-甲基戊-4-烯基、4-甲基戊-3-烯基、3-甲基戊-3-烯基、2-甲基戊-3-烯基、1-甲基戊-3-烯基、4-甲基戊-2-烯基、3-甲基戊-2-烯基、2-甲基戊-2-烯基、1-甲基戊-2-烯基、4-甲基戊-1-烯基、3-甲基戊-1-烯基、2-甲基戊-1-烯基、1-甲基戊-1-烯基、3-乙基丁-3-烯基、2-乙基丁-3-烯基、1-乙基丁-3-烯基、3-乙基丁-2-烯基、2-乙基丁-2-烯基、1-乙基丁-2-烯基、3-乙基丁-1-烯基、2-乙基丁-1-烯基、1-乙基丁-1-烯基、2-丙基丙-2-烯基、1-丙基丙-2-烯基、2-異丙基丙-2-烯基、1-異丙基丙-2-烯基、2-丙基丙-1-烯基、1-丙基丙-1-烯基、2-異丙基丙-1-烯基、1-異丙基丙-1-烯基、3,3-二甲基丙-1-烯基、1-(1,1-二甲基乙基)乙烯基、丁-1,3-二烯基、戊-1,4-二烯基、己-1,5-二烯基或甲基己二烯基。 The term "C2 - C8-alkenyl" as used herein refers to an unsaturated branched or straight hydrocarbon chain having 2, 3, 4, 5, 6, 7 or 8 carbon atoms and containing at least one double bond. Examples of C2 - C8-alkenyl groups include, but are not limited to, ethenyl (or "vinyl"), prop- 2 -en-1-yl (or "allyl"), prop-2-en-l-yl (or "allyl"), prop- 1-en-1-yl, but-3-enyl, but-2-enyl, but-1-enyl, pent-4-enyl, pent-3-enyl, pent-2-enyl, Pent-1-enyl, hex-5-enyl, hex-4-enyl, hex-3-enyl, hex-2-enyl, hex-1-enyl, prop-1-en-2- (or "isoenyl"), 2-methylprop-2-enyl, 1-methylprop-2-enyl, 2-methylprop-1-enyl, 1-methylprop-1 -Alkenyl, 3-methylbut-3-enyl, 2-methylbut-3-enyl, 1-methylbut-3-enyl, 3-methylbut-2-enyl, 2- Methylbut-2-enyl, 1-methylbut-2-enyl, 3-methylbut-1-enyl, 2-methylbut-1-enyl, 1-methylbut-1- Alkenyl, 1,1-dimethylprop-2-enyl, 1-ethylprop-1-enyl, 1-propylvinyl, 1-isopropylvinyl, 4-methylpentan-4 -Alkenyl, 3-methylpent-4-enyl, 2-methylpent-4-enyl, 1-methylpent-4-enyl, 4-methylpent-3-enyl, 3- Methylpent-3-enyl, 2-methylpent-3-enyl, 1-methylpent-3-enyl, 4-methylpent-2-enyl, 3-methylpent-2- Alkenyl, 2-methylpent-2-enyl, 1-methylpent-2-enyl, 4-methylpent-1-enyl, 3-methylpent-1-enyl, 2-methyl ylpent-1-enyl, 1-methylpent-1-enyl, 3-ethylbut-3-enyl, 2-ethylbut-3-enyl, 1-ethylbut-3-ene base, 3-ethylbut-2-enyl, 2-ethylbut-2-enyl, 1-ethylbut-2-enyl, 3-ethylbut-1-enyl, 2-ethyl But-1-enyl, 1-ethylbut-1-enyl, 2-propylprop-2-enyl, 1-propylprop-2-enyl, 2-isopropylprop-2-ene base, 1-isopropylprop-2-enyl, 2-propylprop-1-enyl, 1-propylprop-1-enyl, 2-isopropylprop-1-enyl, 1- Isopropylprop-1-enyl, 3,3-dimethylprop-1-enyl, 1-(1,1-dimethylethyl)vinyl, but-1,3-dienyl, Pent-1,4-dienyl, hex-1,5-dienyl or methylhexadienyl.
術語「C2-C8-炔基」如本文所用係指具有2、3、4、5、6、7或8個碳原子且包含至少一個參鍵之支鏈或直鏈烴。C2-C8-炔基的實例包括但不限於乙炔基、丙-1-炔基、丙-2-炔基(或「炔丙基」)、丁-1-炔基、丁-2-炔基、丁-3-炔基、戊-1-炔基、戊-2-炔基、戊-3-炔基、戊-4-炔基、己-1-炔基、己-2-炔基、己-3-炔基、己-4-炔基、己-5-炔基、1-甲基丙-2-炔基、2-甲基丁-3-炔基、1-甲基丁-3-炔基、1-甲基丁-2-炔基、3-甲基丁-1-炔基、1-乙基丙-2-炔基、3-甲基戊-4-炔基、2-甲基戊-4-炔基、1-甲基-戊-4-炔基、 2-甲基戊-3-炔基、1-甲基戊-3-炔基、4-甲基戊-2-炔基、1-甲基-戊-2-炔基、4-甲基戊-1-炔基、3-甲基戊-1-炔基、2-乙基丁-3-炔基、1-乙基丁-3-炔基、1-乙基丁-2-炔基、1-丙基丙-2-炔基、1-異丙基丙-2-炔基、2,2-二甲基丁-3-炔基、1,1-二甲基丁-3-炔基、1,1-二甲基丁-2-炔基或3,3-二甲基丁-1-炔基。 The term "C2 - C8-alkynyl" as used herein refers to a branched or straight chain hydrocarbon having 2, 3, 4, 5, 6, 7 or 8 carbon atoms and containing at least one double bond. Examples of C2 - C8-alkynyl groups include, but are not limited to, ethynyl, prop- 1 -ynyl, prop-2-ynyl (or "propargyl"), but-1-ynyl, but-2- Alkynyl, but-3-ynyl, pent-1-ynyl, pent-2-ynyl, pent-3-ynyl, pent-4-ynyl, hex-1-ynyl, hex-2-ynyl base, hex-3-ynyl, hex-4-ynyl, hex-5-ynyl, 1-methylprop-2-ynyl, 2-methylbut-3-ynyl, 1-methylbutanyl -3-ynyl, 1-methylbut-2-ynyl, 3-methylbut-1-ynyl, 1-ethylprop-2-ynyl, 3-methylpent-4-ynyl, 2-methylpent-4-ynyl, 1-methyl-pent-4-ynyl, 2-methylpent-3-ynyl, 1-methylpent-3-ynyl, 4-methylpentanyl -2-ynyl, 1-methyl-pent-2-ynyl, 4-methylpent-1-ynyl, 3-methylpent-1-ynyl, 2-ethylbut-3-ynyl , 1-ethylbut-3-ynyl, 1-ethylbut-2-ynyl, 1-propylprop-2-ynyl, 1-isopropylprop-2-ynyl, 2,2- Dimethylbut-3-ynyl, 1,1-dimethylbut-3-ynyl, 1,1-dimethylbut-2-ynyl or 3,3-dimethylbut-1-ynyl base.
術語「C1-C8-鹵烷基」如本文所用係指其中一或多個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷基。通常,C1-C8-鹵烷基包含至多9個可為相同或不同的鹵素原子。「具有1至5個鹵素原子之C1-C8-鹵烷基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷基。 The term "C 1 -C 8 -haloalkyl" as used herein refers to a C 1 -C 8 -alkyl group as defined above wherein one or more hydrogen atoms are replaced by halogen atoms which may be the same or different. Typically, a C1 -C8-haloalkyl group contains up to 9 halogen atoms, which may be the same or different. "C 1 -C 8 -haloalkyl having 1 to 5 halogen atoms" as used herein refers to a C 1 -C 8 -haloalkyl group as defined above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different C8 -alkyl.
術語「C2-C8-鹵烯基」如本文所用係指其中一或多個氫原子係經一或多個可為相同或不同的鹵素原子置換的如上述所定義之C2-C8-烯基。通常,C2-C8-鹵烯基包含至多9個可為相同或不同的鹵素原子。 The term "C2 - C8-haloalkenyl" as used herein refers to a C2 - C8 as defined above wherein one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different -Alkenyl. Typically, a C2 - C8-haloalkenyl group contains up to 9 halogen atoms which may be the same or different.
術語「C2-C8-鹵炔基」如本文所用係指其中一或多個氫原子係經一或多個可為相同或不同的鹵素原子置換的如上述所定義之C2-C8-炔基。通常,包含至多9個可為相同或不同的鹵素原子。 The term "C2 - C8-haloalkynyl" as used herein refers to a C2 - C8 as defined above wherein one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different -Alkynyl. Typically, up to 9 halogen atoms, which may be the same or different, are included.
術語「C1-C4-羥烷基」如本文所用係指其中至少一個氫原子係經羥基置換的如上述所定義之C1-C4-烷基。C1-C4-羥烷基的實例包括但不限於羥甲基、1-羥乙基、2-羥乙基、1,2-二羥乙基、3-羥丙基、2-羥丙基、1-羥丙基、1-羥丙-2-基、2-羥丙-2-基、2,3-二羥丙基和1,3-二羥丙-2-基。 The term "C 1 -C 4 -hydroxyalkyl" as used herein refers to a C 1 -C 4 -alkyl group as defined above wherein at least one hydrogen atom is replaced by a hydroxy group. Examples of C1 - C4 -hydroxyalkyl include, but are not limited to, hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1,2-dihydroxyethyl, 3-hydroxypropyl, 2-hydroxypropyl , 1-hydroxypropyl, 1-hydroxypropan-2-yl, 2-hydroxypropan-2-yl, 2,3-dihydroxypropyl and 1,3-dihydroxypropan-2-yl.
術語「C1-C8-氰烷基」如本文所用係指其中至少一個氫原子係經氰基置換的如上述所定義之C1-C8-烷基。 The term "C 1 -C 8 -cyanoalkyl" as used herein refers to a C 1 -C 8 -alkyl group as defined above wherein at least one hydrogen atom is replaced by a cyano group.
術語「C1-C8-烷氧基」如本文所用係指式(C1-C8-烷基)-O-之基團,其中術語「C1-C8-烷基」係如本文所定義。C1-C8-烷氧基的實例包括但不限於甲氧基、乙氧基、正丙氧基、1-甲基乙氧基、正丁氧基、1-甲基丙氧基、2-甲基丙氧基、1,1-二甲基乙氧基、正戊氧基、1-甲基丁氧基、2-甲基丁氧基、3-甲基丁氧基、2,2-二甲基丙氧基、1-乙基丙氧基、1,1-二甲基丙氧基、1,2-二甲基丙氧基、正己氧基、1-甲基戊氧基、2-甲基戊氧基、3-甲基戊氧基、4-甲基戊氧基、1,1-二甲基丁氧基、1,2-二甲基丁氧基、1,3-二甲基丁氧基、2,2-二甲基丁氧基、2,3-二甲基丁氧基、3,3-二甲基丁氧基、1-乙基丁氧基、2-乙基丁氧基、1,1,2-三甲基丙氧基、1,2,2-三甲基丙氧基、1-乙基-1-甲基丙氧基和1-乙基-2-甲基丙氧基。 The term "C 1 -C 8 -alkoxy" as used herein refers to a group of formula (C 1 -C 8 -alkyl)-O-, wherein the term "C 1 -C 8 -alkyl" is as used herein defined. Examples of C1 -C8-alkoxy include, but are not limited to, methoxy, ethoxy, n-propoxy, 1 -methylethoxy, n-butoxy, 1-methylpropoxy, 2 -Methylpropoxy, 1,1-dimethylethoxy, n-pentyloxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2 -Dimethylpropoxy, 1-ethylpropoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, n-hexyloxy, 1-methylpentyloxy, 2-methylpentyloxy, 3-methylpentyloxy, 4-methylpentyloxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3- Dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2- Ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy and 1-ethyl- 2-methylpropoxy.
術語「C1-C8-鹵烷氧基」如本文所用係指其中一或多個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷氧基。術語「具有1至5個鹵素原子之C1-C8-鹵烷氧基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷氧基。C1-C8-鹵烷氧基的實例包括但不限於氯甲氧基、溴甲氧基、二氯甲氧基、三氯甲氧基、氟甲氧基、二氟甲氧基、三氟甲氧基、氯氟甲氧基、二氯氟甲氧基、氯二氟甲氧基、1-氯乙氧基、1-溴乙氧基、1-氟乙氧基、2-氟乙氧基、2,2-二氟乙氧基、2,2,2-三氟乙氧基、2-氯-2-氟乙氧基、2-氯-2,2-二氟乙氧基、2,2-二氯-2-氟乙氧基、2,2,2-三氯乙氧基、五氟乙氧基和1,1,1-三氟丙-2-氧基。 The term "C 1 -C 8 -haloalkoxy" as used herein refers to a C 1 -C 8 -alkoxy as defined above wherein one or more hydrogen atoms are replaced by halogen atoms which may be the same or different base. The term "C 1 -C 8 -haloalkoxy having 1 to 5 halogen atoms" as used herein refers to C as defined above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different 1 - C8 -alkoxy. Examples of C1 - C8 -haloalkoxy include, but are not limited to, chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy Fluoromethoxy, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy oxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-Dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy and 1,1,1-trifluoroprop-2-oxy.
術語「C1-C8-烷硫基」如本文所用係指式(C1-C8-烷基)-S-之飽和直鏈或支鏈基團,其中術語「C1-C8-烷基」係如本文所定義。C1-C8-烷硫 基的實例包括但不限於甲硫基、乙硫基、丙硫基、異丙硫基、丁硫基、二級丁硫基、異丁硫基、三級丁硫基、戊硫基、異戊硫基、己硫基。 The term "C 1 -C 8 -alkylthio" as used herein refers to a saturated straight or branched chain group of formula (C 1 -C 8 -alkyl)-S-, wherein the term "C 1 -C 8 - "Alkyl" is as defined herein. Examples of C1 - C8 -alkylthio groups include, but are not limited to, methylthio, ethylthio, propylthio, isopropylthio, butylthio, secondary-butylthio, isobutylthio, tertiary-butyl Thio, pentylthio, isopentylthio, hexylthio.
術語「具有1至5個鹵素原子之C1-C8-鹵烷硫基」如本文所用係指其中1至5個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷硫基。 The term " C1 -C8-haloalkylthio having 1 to 5 halogen atoms" as used herein means as defined above wherein 1 to 5 hydrogen atoms are replaced by halogen atoms which may be the same or different C 1 -C 8 -Alkylthio.
術語「C1-C8-烷基亞磺醯基」如本文所用係指式(C1-C8-烷基)-S(=O)-之飽和直鏈或支鏈基團,其中術語"C1-C8-烷基"係如本文所定義。C1-C8-烷基亞磺醯基的實例包括但不限於具有1至8個,較佳為1至6個,且更佳為1至4個碳原子之飽和直鏈或支鏈烷基亞磺醯基,例如(但不限於)甲基亞磺醯基、乙基亞磺醯基、丙基亞磺醯基、1-甲基乙基亞磺醯基、丁基亞磺醯基、1-甲基丙基亞磺醯基、2-甲基丙基亞磺醯基、1,1-二甲基乙基亞磺醯基、戊基亞磺醯基、1-甲基丁基亞磺醯基、2-甲基丁基亞磺醯基、3-甲基丁基亞磺醯基、2,2-二甲基丙基亞磺醯基、1-乙基丙基亞磺醯基、1,1-二甲基丙基亞磺醯基、1,2-二甲基丙基亞磺醯基、己基亞磺醯基、1-甲基戊基亞磺醯基、2-甲基戊基亞磺醯基、3-甲基戊基亞磺醯基、4-甲基戊基亞磺醯基、1,1-二甲基丁基亞磺醯基、1,2-二甲基丁基亞磺醯基、1,3-二甲基丁基亞磺醯基、2,2-二甲基丁基亞磺醯基、2,3-二甲基丁基亞磺醯基、3,3-二甲基丁基亞磺醯基、1-乙基丁基亞磺醯基、2-乙基丁基亞磺醯基、1,1,2-三甲基丙基亞磺醯基、1,2,2-三甲基丙基亞磺醯基、1-乙基-1-甲基丙基亞磺醯基和1-乙基-2-甲基丙基亞磺醯基。 The term "C 1 -C 8 -alkylsulfinyl" as used herein refers to a saturated straight or branched chain group of formula (C 1 -C 8 -alkyl)-S(=O)-, wherein the term "C 1 -C 8 -Alkyl" is as defined herein. Examples of C1 -C8-alkylsulfinyl groups include, but are not limited to, saturated straight or branched chain alkanes having 1 to 8 , preferably 1 to 6, and more preferably 1 to 4 carbon atoms Ethylsulfinyl, such as (but not limited to) methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl, butylsulfinyl , 1-methylpropylsulfinyl, 2-methylpropylsulfinyl, 1,1-dimethylethylsulfinyl, pentylsulfinyl, 1-methylbutyl Sulfinyl, 2-methylbutylsulfinyl, 3-methylbutylsulfinyl, 2,2-dimethylpropylsulfinyl, 1-ethylpropylsulfinyl base, 1,1-dimethylpropylsulfinyl, 1,2-dimethylpropylsulfinyl, hexylsulfinyl, 1-methylpentylsulfinyl, 2-methyl Pentylsulfinyl, 3-methylpentylsulfinyl, 4-methylpentylsulfinyl, 1,1-dimethylbutylsulfinyl, 1,2-dimethyl butylsulfinyl, 1,3-dimethylbutylsulfinyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3-Dimethylbutylsulfinyl, 1-ethylbutylsulfinyl, 2-ethylbutylsulfinyl, 1,1,2-trimethylpropylsulfinyl sulfinyl, 1,2,2-trimethylpropylsulfinyl, 1-ethyl-1-methylpropylsulfinyl and 1-ethyl-2-methylpropylsulfinyl.
術語「具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷基亞磺醯基。 The term " C1 -C8-haloalkylsulfinyl having 1 to 5 halogen atoms" as used herein refers to as described above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different C1 -C8- Alkylsulfinyl as defined.
術語「C1-C8-烷基磺醯基」如本文所用係指式(C1-C8-烷基)-S(=O)2-之飽和直鏈或支鏈基團,其中術語"C1-C8-烷基"係如本文所定義。C1-C8-烷基磺醯基的實例包括但不限於甲基磺醯基、乙基磺醯基、丙基磺醯基、1-甲基乙基磺醯基、丁基磺醯基、1-甲基丙基磺醯基、2-甲基丙基磺醯基、1,1-二甲基乙基磺醯基、戊基磺醯基、1-甲基丁基磺醯基、2-甲基丁基磺醯基、3-甲基丁基磺醯基、2,2-二甲基丙基磺醯基、1-乙基丙基磺醯基、1,1-二甲基丙基磺醯基、1,2-二甲基丙基磺醯基、己基磺醯基、1-甲基戊基磺醯基、2-甲基戊基磺醯基、3-甲基戊基磺醯基、4-甲基戊基磺醯基、1,1-二甲基丁基磺醯基、1,2-二甲基丁基磺醯基、1,3-二甲基丁基磺醯基、2,2-二甲基丁基磺醯基、2,3-二甲基丁基磺醯基、3,3-二甲基丁基磺醯基、1-乙基丁基磺醯基、2-乙基丁基磺醯基、1,1,2-三甲基丙基磺醯基、1,2,2-三甲基丙基磺醯基、1-乙基-1-甲基丙基磺醯基和1-乙基-2-甲基丙基磺醯基。 The term "C 1 -C 8 -alkylsulfonyl" as used herein refers to a saturated straight or branched chain group of formula (C 1 -C 8 -alkyl)-S(=O) 2 - wherein the term "C 1 -C 8 -Alkyl" is as defined herein. Examples of C 1 -C 8 -alkylsulfonyl include, but are not limited to, methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl , 1-methylpropylsulfonyl, 2-methylpropylsulfonyl, 1,1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl, 2-Methylbutylsulfonyl, 3-methylbutylsulfonyl, 2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, 1,1-dimethyl Propylsulfonyl, 1,2-dimethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, 2-methylpentylsulfonyl, 3-methylpentylsulfonyl Sulfonyl, 4-methylpentylsulfonyl, 1,1-dimethylbutylsulfonyl, 1,2-dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl Sulfonyl, 2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl sulfonyl, 2-ethylbutylsulfonyl, 1,1,2-trimethylpropylsulfonyl, 1,2,2-trimethylpropylsulfonyl, 1-ethyl-1-methyl propylpropylsulfonyl and 1-ethyl-2-methylpropylsulfonyl.
術語「具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷基磺醯基。 The term " C1 -C8-haloalkylsulfonyl having 1 to 5 halogen atoms" as used herein means as defined above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different The C 1 -C 8 -alkylsulfonyl group.
術語「C1-C8-烷基磺醯胺基」如本文所用係指式(C1-C8-烷基)-S(=O)2-NH-之飽和直鏈或支鏈基團,其中術語「C1-C8-烷基」係如本文所定義。 The term "C 1 -C 8 -alkylsulfonamido" as used herein refers to a saturated straight or branched chain group of formula (C 1 -C 8 -alkyl)-S(=O) 2 -NH- , wherein the term "C 1 -C 8 -alkyl" is as defined herein.
術語「具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷基磺醯胺基。 The term " C1 -C8-haloalkylsulfonamido having 1 to 5 halogen atoms" as used herein refers to as described above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different C1 - C8 -alkylsulfonamido as defined.
術語「芳基磺醯胺基」如本文所用係指式芳基-S(=O)2-NH-之基團,其中術語「芳基」係如本文所定義。 The term "arylsulfonamido" as used herein refers to a group of formula aryl-S(=O) 2 -NH-, wherein the term "aryl" is as defined herein.
術語「C1-C8-烷基胺磺醯基」如本文所用係指具有一個如本文所定義之C1-C8-烷基的胺磺醯基。 The term "C 1 -C 8 -alkylaminosulfonyl" as used herein refers to a sulfamoyl group having one C 1 -C 8 -alkyl group as defined herein.
術語「二-(C1-C8-烷基)胺磺醯基」如本文所用係指具有兩個獨立地選自如本文所定義之C1-C8-烷基的胺磺醯基。 The term "di-(C 1 -C 8 -alkyl)sulfamoyl" as used herein refers to a sulfamoyl group having two independently selected from C 1 -C 8 -alkyl groups as defined herein.
術語「C1-C8-烷基胺甲醯基」如本文所用係指具有一個如本文所定義之C1-C8-烷基的胺甲醯基。 The term "C 1 -C 8 -alkylaminocarbamoyl" as used herein refers to an carbamoyl group having one C 1 -C 8 -alkyl group as defined herein.
術語「二-(C1-C8-烷基)胺甲醯基」如本文所用係指具有兩個獨立地選自如本文所定義之C1-C8-烷基的胺磺醯基。 The term "di-(C 1 -C 8 -alkyl)aminocarbamoyl" as used herein refers to a sulfamoyl group having two independently selected from C 1 -C 8 -alkyl groups as defined herein.
術語「C1-C8-烷羰基」如本文所用係指式(C1-C8-烷基)-C(=O)-之飽和直鏈或支鏈基團,其中術語"C1-C8-烷基"係如本文所定義。 The term "C 1 -C 8 -alkylcarbonyl" as used herein refers to a saturated straight or branched group of formula (C 1 -C 8 -alkyl)-C(=O)-, wherein the term "C 1 - C8 -Alkyl" is as defined herein.
術語「具有1至5個鹵素原子之C1-C8-鹵烷羰基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷羰基。 The term "C 1 -C 8 -haloalkanecarbonyl having 1 to 5 halogen atoms" as used herein refers to C 1 as defined above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different -C8 -Alkylcarbonyl.
術語「C1-C8-烷羰氧基」如本文所用係指式(C1-C8-烷基)-C(=O)-O-之飽和直鏈或支鏈基團,其中術語"C1-C8-烷基"係如本文所定義。 The term "C 1 -C 8 -alkcarbonyloxy" as used herein refers to a saturated straight or branched chain group of formula (C 1 -C 8 -alkyl)-C(=O)-O-, wherein the term "C 1 -C 8 -Alkyl" is as defined herein.
術語「具有1至5個鹵素原子之C1-C8-鹵烷羰氧基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷羰氧基。 The term "C 1 -C 8 -haloalkcarbonyloxy having 1 to 5 halogen atoms" as used herein means as defined above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different C 1 -C 8 -alkanecarbonyloxy.
術語「C1-C8-烷羰胺基」如本文所用係指式(C1-C8-烷基)-C(=O)-NH-之飽和直鏈或支鏈基團,其中術語「C1-C8-烷基」係如本文所定義。 The term "C 1 -C 8 -alkanecarbonylamino" as used herein refers to a saturated straight or branched chain group of formula (C 1 -C 8 -alkyl)-C(=O)-NH-, wherein the term "C 1 -C 8 -alkyl" is as defined herein.
術語「具有1至5個鹵素原子之C1-C8-鹵烷羰胺基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷羰胺基。 The term "C 1 -C 8 -haloalkanecarbonylamino having 1 to 5 halogen atoms" as used herein means as defined above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different C 1 -C 8 -alkanecarbonylamino.
術語「C1-C8-烷氧羰胺基」如本文所用係指式(C1-C8-烷氧基)-C(=O)-NH-之飽和直鏈或支鏈基團,其中術語"C1-C8-烷氧基"係如本文所定義。 The term "C 1 -C 8 -alkoxycarbonylamino" as used herein refers to a saturated straight or branched group of formula (C 1 -C 8 -alkoxy)-C(=O)-NH-, wherein the term "C 1 -C 8 -alkoxy" is as defined herein.
術語「具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷氧羰胺基。 The term "C 1 -C 8 -haloalkoxycarbonylamino having 1 to 5 halogen atoms" as used herein means as defined above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different The C 1 -C 8 -alkoxycarbonylamino group.
術語「C1-C8-烷氧羰基」如本文所用係指式(C1-C8-烷氧基)-C(=O)-之飽和直鏈或支鏈基團,其中術語「C1-C8-烷氧基」係如本文所定義。 The term "C 1 -C 8 -alkoxycarbonyl" as used herein refers to a saturated straight or branched chain group of formula (C 1 -C 8 -alkoxy)-C(=O)-, wherein the term "C 1 - C8 -Alkoxy" is as defined herein.
術語「具有1至5個鹵素原子之C1-C8-鹵烷氧羰基」如本文所用係指其中一至五個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C1-C8-烷氧羰基。 The term "C 1 -C 8 -haloalkoxycarbonyl having 1 to 5 halogen atoms" as used herein refers to C as defined above wherein one to five hydrogen atoms are replaced by halogen atoms which may be the same or different 1 - C8 -alkoxycarbonyl.
術語「C1-C8-烷胺基」如本文所用係指具有一個如本文所定義之C1-C8-烷基的胺基。C1-C8-烷胺基之實例包括但不限於N-甲胺基、N-乙胺基、N-異丙胺基、N-正丙胺基、N-異丙胺基和N-三級丁胺基。 The term "C 1 -C 8 -alkylamino" as used herein refers to an amine group having one C 1 -C 8 -alkyl group as defined herein. Examples of C1 - C8 -alkylamino groups include, but are not limited to, N-methylamino, N-ethylamino, N-isopropylamino, N-n-propylamino, N-isopropylamino, and N-tertiary butylamino amine group.
術語「二-(C1-C8-烷基)胺基」如本文所用係指具有兩個獨立地選自如本文所定義之C1-C8-烷基的胺基。二-(C1-C8-烷基)胺基之實例包括但不限於N,N-二甲胺基、N,N-二乙胺基、N,N-二異丙胺基、N-乙基-N-甲胺基、N-甲基-N-正丙胺基、N-異丙基-N-正丙胺基和N-三級丁基-N-甲胺基。 The term "di-(C 1 -C 8 -alkyl)amine group" as used herein refers to an amine group having two independently selected from C 1 -C 8 -alkyl groups as defined herein. Examples of di-(C 1 -C 8 -alkyl)amino groups include, but are not limited to, N,N-dimethylamino, N,N-diethylamino, N,N-diisopropylamino, N-ethylamino N-methylamino, N-methyl-N-n-propylamino, N-isopropyl-N-n-propylamino and N-tert-butyl-N-methylamino.
術語「N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺基」如本文所用係指具有一個如本文所定義之C1-C8-烷基和一個如本文所定義之C3-C7-環烷基的N,N-二取代之胺基。 The term "N-(C 1 -C 8 -alkyl)-N-(C 3 -C 7 -cycloalkyl)amino" as used herein means having a C 1 -C 8 -alkane as defined herein group and an N,N-disubstituted amino group of a C3 - C7 - cycloalkyl group as defined herein.
術語「非芳族C3-C12-碳環」或「C3-C12-碳環」如本文所用係指非芳族飽和或部分不飽和烴環系統,其中所有的環員(其為3至12個不等)皆為碳原子。環系統可為單環或多環(稠合、螺或橋聯)。「非芳族C3-C12-碳環」包括但不限於C3-C12-環烷基(單或雙環)、C3-C12-環烯基(單或雙環)、包含與單環C3-C7-環烷基稠合的芳基(例如苯基)之雙環系統(例如四氫萘基、茚滿基)、包含與單環C3-C8-環烯基稠合的芳基(例如苯基)之雙環系統(例如茚基、二氫萘基)及包含透過一個碳原子連接至雙環系統的環丙基之三環系統,該雙環系統包含與單環C3-C7-環烷基或單環C3-C8-環烯基稠合的芳基(例如苯基)。該非芳族C3-C12-碳環可透過任何碳原子連接至母分子部分。 The term "non-aromatic C3 - C12-carbocycle" or "C3 - C12 -carbocycle" as used herein refers to a non-aromatic saturated or partially unsaturated hydrocarbon ring system in which all ring members (which are 3 to 12) are all carbon atoms. The ring system can be monocyclic or polycyclic (fused, spiro or bridged). "Non-aromatic C 3 -C 12 -carbocycle" includes, but is not limited to, C 3 -C 12 -cycloalkyl (mono or bicyclic), C 3 -C 12 -cycloalkenyl (mono or bicyclic), including and monocyclic Bicyclic systems (eg tetrahydronaphthyl, indanyl ) of cyclic C3-C7-cycloalkyl-fused aryl (eg phenyl), including fused to monocyclic C3 - C8 - cycloalkenyl aryl (e.g. phenyl) bicyclic ring systems (e.g. indenyl, dihydronaphthyl) and tricyclic systems comprising cyclopropyl linked through a carbon atom to a bicyclic ring system comprising a monocyclic C3- C7 - cycloalkyl or monocyclic C3 - C8 -cycloalkenyl fused aryl (eg phenyl). The non-aromatic C3 - C12-carbocycle can be attached to the parent molecular moiety through any carbon atom.
術語「C3-C12-環烷基」如本文所用係指含有3、4、5、6、7、8、9、10、11或12個碳原子的飽和單價單-或雙環烴環。「C3-C7-環烷基」如本文所用指定單環C3-C7-環烷基,其包括環丙基、環丁基、環戊基、環己基和環庚基。「C3-C5-環烷基」如本文所用指定單環C3-C5-環烷基,其包括環丙基、環丁基和環戊基。雙環C6-C12-環烷基之實例包括但不限於雙環[3.1.1] 庚烷、雙環[2.2.1]庚烷、雙環[2.2.2]辛烷、雙環[3.2.2]壬烷、雙環[3.3.1]壬烷、雙環[4.2.0]辛基、八氫并環戊二烯基和雙環[4.2.1]壬烷。 The term "C3 - C12-cycloalkyl" as used herein refers to a saturated monovalent mono- or bicyclic hydrocarbon ring containing 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12 carbon atoms. "C3 - C7 - cycloalkyl" as used herein designates monocyclic C3 - C7 - cycloalkyl, which includes cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl. "C3 - C5 -cycloalkyl" as used herein designates monocyclic C3 - C5 -cycloalkyl, which includes cyclopropyl, cyclobutyl, and cyclopentyl. Examples of bicyclo C6 - Ci2 -cycloalkyl include, but are not limited to, bicyclo[3.1.1]heptane, bicyclo[2.2.1]heptane, bicyclo[2.2.2]octane, bicyclo[3.2.2]nonane Alkane, bicyclo[3.3.1]nonane, bicyclo[4.2.0]octyl, octahydrocyclopentadienyl and bicyclo[4.2.1]nonane.
術語「具有1至5個鹵素原子之C3-C7-鹵環烷基」如本文所用係指其中1至5個氫原子係經可為相同或不同的鹵素原子置換的如上述所定義之C3-C7-環烷基。 The term "C3 - C7-halocycloalkyl having 1 to 5 halogen atoms" as used herein means as defined above wherein 1 to 5 hydrogen atoms are replaced by halogen atoms which may be the same or different C3 - C7 - cycloalkyl.
術語「C3-C7-環烷硫基」如本文所用係指式(C3-C7-環烷基)-S-之基團,其中術語"C3-C7-環烷基"係如本文所定義。 The term "C3 - C7 - cycloalkylthio" as used herein refers to a group of formula (C3 - C7 - cycloalkyl)-S-, wherein the term "C3 - C7 - cycloalkyl" is as defined herein.
術語「C3-C7-環烷基亞磺醯基」如本文所用係指式(C3-C7-環烷基)-S(=O)-之基團,其中術語"C3-C7-環烷基"係如本文所定義。 The term "C3 - C7 - cycloalkylsulfinyl" as used herein refers to a group of formula (C3 - C7 - cycloalkyl)-S(=O) - , wherein the term "C3- C7 - cycloalkyl" is as defined herein.
術語「C3-C7-環烷基磺醯基」如本文所用係指式(C3-C7-環烷基)-S(=O)2-之基團,其中術語"C3-C7-環烷基"係如本文所定義。 The term "C3 - C7 - cycloalkylsulfonyl" as used herein refers to a group of formula (C3 - C7 - cycloalkyl)-S( = O) 2- , wherein the term "C3- C7 - cycloalkyl" is as defined herein.
術語「C3-C7-環烷基胺甲醯基」如本文所用係指具有一個如本文所定義之C3-C7-環烷基的胺甲醯基。 The term "C3 - C7 - cycloalkylaminocarbamoyl" as used herein refers to an aminocarbamoyl group having one C3 - C7 - cycloalkyl as defined herein.
術語「N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺甲醯基」如本文所用係指具有一個如本文所定義之C1-C8-烷基和一個如本文所定義之C3-C7-環烷基的N,N-二取代之胺甲醯基。 The term "N-(C 1 -C 8 -alkyl)-N-(C 3 -C 7 -cycloalkyl)carbamoyl" as used herein means having a C 1 -C 8 as defined herein - alkyl and an N,N-disubstituted amine carboxyl group of C3 - C7 - cycloalkyl as defined herein.
術語「C3-C7-環烷胺基」如本文所用係指(C3-C7-環烷基)-NH-基團,其中術語"C3-C7-環烷基"係如本文所定義。 The term "C3 - C7 - cycloalkylamino" as used herein refers to a (C3 - C7 - cycloalkyl)-NH- group, wherein the term "C3 - C7 - cycloalkyl" is as as defined herein.
術語「C3-C7-環烷羰基」如本文所用係指式(C3-C7-環烷基)-C(=O)-之基團,其中術語"C3-C7-環烷基"係如本文所定義。 The term "C3 - C7 - cycloalkanecarbonyl" as used herein refers to a group of formula (C3 - C7 - cycloalkyl)-C(=O)-, wherein the term "C3 - C7 - cycloalkyl""Alkyl" is as defined herein.
術語「C3-C7-環烷羰氧基」如本文所用係指式(C3-C7-環烷基)-C(=O)-O-之基團,其中術語"C3-C7-環烷基"係如本文所定義。 The term "C3 - C7 - cycloalkanecarbonyloxy" as used herein refers to a group of formula (C3 - C7 - cycloalkyl)-C( = O)-O-, wherein the term "C3- C7 - cycloalkyl" is as defined herein.
術語「C3-C7-環烷羰胺基」如本文所用係指式(C3-C7-環烷基)-C(=O)-NH-之基團,其中術語"C3-C7-環烷基"係如本文所定義。 The term "C3 - C7 - cycloalkanecarbonylamino" as used herein refers to a group of formula (C3 - C7 - cycloalkyl)-C( = O)-NH-, wherein the term "C3- C7 - cycloalkyl" is as defined herein.
術語「C3-C7-環烷氧羰胺基」如本文所用係指式(C3-C7-環烷氧基)-C(=O)-NH-之基團,其中術語"C3-C7-環烷氧基"係如本文所定義。 The term "C3 - C7 - cycloalkoxycarbonylamino" as used herein refers to a group of formula (C3 - C7 - cycloalkoxy)-C(=O)-NH-, wherein the term "C 3 -C7 - cycloalkoxy" is as defined herein.
術語「C3-C7-環烷基磺醯胺基」如本文所用係指式(C3-C7-環烷基)-S(=O)2-NH-之基團,其中術語"C3-C7-環烷基"係如本文所定義。 The term "C3 - C7 - cycloalkylsulfonamido" as used herein refers to a group of formula (C3 - C7 - cycloalkyl)-S(=O) 2 -NH-, wherein the term " C3 - C7 - cycloalkyl" is as defined herein.
術語「C3-C7-環烷基胺磺醯基」如本文所用係指具有一個如本文所定義之C3-C7-環烷基的胺磺醯基。 The term "C3 - C7 - cycloalkylsulfamoyl" as used herein refers to a sulfamoyl group having one C3 - C7 - cycloalkyl as defined herein.
術語「芳族C6-C14-碳環」或「芳基」如本文所用係指芳族烴環系統,其中所有的環員(其為6至14個不等,較佳為6至10個)皆為碳原子。環系統可為單環或稠合多環(例如雙環或三環)。芳基之實例包括但不限於苯基、薁基、萘基和茀基。芳基可透過任何碳原子連接至母分子部分。應進一步理解當該芳基係經一或多個取代基取代時,該(等)取代基可在該(等)芳基環的任何位置上。特別地,在芳基為苯基的情況下中,該(等)取代基可佔據一或兩個鄰位、一或兩個間位或對位或此等位置之任何組合。 The term "aromatic C6 - C14 -carbocycle" or "aryl" as used herein refers to an aromatic hydrocarbon ring system in which all ring members (which vary from 6 to 14, preferably 6 to 10) ) are all carbon atoms. The ring system can be monocyclic or fused polycyclic (eg, bicyclic or tricyclic). Examples of aryl groups include, but are not limited to, phenyl, azulenyl, naphthyl, and intenyl. An aryl group can be attached to the parent molecular moiety through any carbon atom. It is further understood that when the aryl group is substituted with one or more substituents, the substituent(s) may be at any position on the aryl ring(s). In particular, where the aryl group is phenyl, the substituent(s) may occupy one or two ortho positions, one or two meta positions, or para positions, or any combination of these positions.
術語「非芳族3-至10-員雜環」或「雜環基」如本文所用係指包含1至4個或1至3個獨立地選自由氧、氮和硫所組成之群組的雜原子之非芳族、飽和或部分不飽和非芳族環系統。若環系統含有超過一個氧原子,則彼等不直接相鄰。非芳族雜環包括但不限於3-至7-員單環非芳族雜環及6-至10-員多環(例如雙環或三環)非芳族雜環。非芳族3-至10-員雜環可透過雜環內所含有的任何碳原子或氮原子連接至母分子部分。 The term "non-aromatic 3- to 10-membered heterocycle" or "heterocyclyl" as used herein refers to a ring containing 1 to 4 or 1 to 3 independently selected from the group consisting of oxygen, nitrogen and sulfur. Non-aromatic, saturated or partially unsaturated non-aromatic ring systems of heteroatoms. If the ring system contains more than one oxygen atom, they are not directly adjacent. Non-aromatic heterocycles include, but are not limited to, 3- to 7-membered monocyclic non-aromatic heterocycles and 6- to 10-membered polycyclic (eg, bicyclic or tricyclic) non-aromatic heterocycles. The non-aromatic 3- to 10-membered heterocycle can be attached to the parent molecular moiety through any carbon or nitrogen atom contained within the heterocycle.
術語「非芳族3至7員單環雜環」如本文所用係指含有1、2或3個獨立地選自由氧、氮和硫所組成之群組的雜原子之3-、4-、5-、6-或7-員單環環系統,其中該環系統為飽和或不飽和,但不為芳族。例如,雜環可包含一至三個氮原子、或一或兩個氧原子、或一或兩個硫原子、或一至三個氮原子及一個氧原子、或一至三個氮原子及硫原子、或一個硫原子及一個氧 原子。飽和非芳族雜環之實例包括但不限於3-員環(諸如氧基、氮基)、4-員環(諸如氮呾基、氧呾基、硫呾基)、5-員環(諸如四氫呋喃基、1,3-二氧戊環基、四氫噻吩基、吡咯啶基、吡唑啶基、咪唑啶基、***啶基、異唑啶基、唑啶基、二唑啶基、噻唑啶基、異噻唑啶基、噻二唑啶基)、6-員環(諸如哌啶基、六氫嗒基、六氫嘧啶基、哌基、三烷基(triazinanyl)、六氫三基、四氫哌喃基、二烷基、四氫噻喃基、二噻烷基、嗎啉基、1,2-氧氮基(oxazinanyl)、氧硫基(oxathianyl)、硫代嗎啉基)或7-員環(諸如氧基(oxepanyl)、氮基(azepanyl)、1,4-二氮基和1,4-氧氮基(oxazepanyl))。不飽和非芳族雜環之實例包括但不限於5-員環(諸如二氫呋喃基、1,3-二氧雜環戊烯基(dioxolyl)、二氫噻吩基、吡咯啉基、二氫咪唑基、二氫吡唑基、異唑啉基、二氫唑基、二氫噻唑基)或6員環(諸如哌喃基、噻喃基、噻基和噻二基)。 The term "non-aromatic 3- to 7-membered monocyclic heterocycle" as used herein refers to a 3-, 4-, 4-, 3-, 4-, 3-, 4-, 3-, 4-, 3-, 4-, A 5-, 6- or 7-membered monocyclic ring system, wherein the ring system is saturated or unsaturated, but not aromatic. For example, the heterocycle may contain one to three nitrogen atoms, or one or two oxygen atoms, or one or two sulfur atoms, or one to three nitrogen atoms and one oxygen atom, or one to three nitrogen atoms and sulfur atoms, or A sulfur atom and an oxygen atom. Examples of saturated non-aromatic heterocycles include, but are not limited to, 3-membered rings (such as oxygen base, nitrogen base), 4-membered rings (such as nitrogen, oxo, thio), 5-membered rings (such as tetrahydrofuranyl, 1,3-dioxolanyl, tetrahydrothienyl, pyrrolidinyl, Pyrazolidinyl, imidazolidinyl, triazolidinyl, iso oxazolidinyl, oxazolidinyl, oxadiazolidinyl, thiazolidinyl, isothiazolidinyl, thiadiazolidinyl), 6-membered rings (such as piperidinyl, hexahydropyridine) base, hexahydropyrimidinyl, piperidine base, three Alkyl (triazinanyl), hexahydrotris base, tetrahydropyranyl, two Alkyl, tetrahydrothiopyranyl, dithianyl, morpholinyl, 1,2-oxonitrogen base (oxazinanyl), oxygen sulfur oxathianyl, thiomorpholinyl) or a 7-membered ring (such as oxygen base (oxepanyl), nitrogen azepanyl, 1,4-diazo base and 1,4-oxonitrogen base (oxazepanyl). Examples of unsaturated non-aromatic heterocycles include, but are not limited to, 5-membered rings such as dihydrofuranyl, 1,3-dioxolyl, dihydrothienyl, pyrroline, dihydro Imidazolyl, dihydropyrazolyl, iso oxazolinyl, dihydro oxazolyl, dihydrothiazolyl) or 6-membered ring (such as piperanyl, thiopyranyl, thi base and thiadiene base).
術語「非芳族6-至10-員多環雜環」如本文所用係指含有1、2或3個獨立地選自由氧、氮和硫所組成之群組的雜原子之6-、7-、8-、9-、10-員多環(例如雙環或三環)環系統,其中該環系統為飽和或不飽和,但不為芳族。非芳族雙環雜環可由與單環C3-C7-環烷基、單環C3-C8-環烯基或單環非芳族雜環稠合的如本文所定義之單環雜芳基所組成,或可由與芳基(例如苯基)、單環C3-C7-環烷基、單環C3-C8-環烯基或單環非芳族雜環稠合的單環非芳族雜環所組成。當包含氮原子的兩個單環雜環(芳族或非芳族)稠合時,氮原子可位於橋聯頭(例如4,5,6,7-四氫吡唑并[1,5-a]吡啶基、5,6,7,8-四氫-[1,2,4]***并[1,5-a]吡啶基、5,6,7,8-四氫咪唑并[1,2-a]吡啶基)。非芳族三環雜環可由透過一個共同原子連接至非芳族雙環雜環之單環環烷基所組成。 The term "non-aromatic 6- to 10-membered polycyclic heterocycle" as used herein refers to a 6-, 7-, and 7-membered heteroatom containing 1, 2, or 3 heteroatoms independently selected from the group consisting of oxygen, nitrogen, and sulfur. -, 8-, 9-, 10-membered polycyclic (eg bicyclic or tricyclic) ring systems, wherein the ring system is saturated or unsaturated, but not aromatic. The non-aromatic bicyclic heterocycle may be composed of a monocyclic heterocycle as defined herein fused to a monocyclic C3 - C7-cycloalkyl, monocyclic C3 - C8 - cycloalkenyl or monocyclic non-aromatic heterocycle Consisting of aryl, or may be fused with aryl (eg phenyl), monocyclic C3 - C7-cycloalkyl, monocyclic C3 - C8 - cycloalkenyl, or monocyclic non-aromatic heterocycle Monocyclic non-aromatic heterocycles. When two monocyclic heterocycles (aromatic or non-aromatic) containing a nitrogen atom are fused, the nitrogen atom may be located at a bridging head (eg 4,5,6,7-tetrahydropyrazolo[1,5- a]pyridyl, 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridyl, 5,6,7,8-tetrahydroimidazo[1 ,2-a]pyridyl). The non-aromatic tricyclic heterocycle can be composed of a monocyclic cycloalkyl group attached to the non-aromatic bicyclic heterocycle through a common atom.
術語「芳族5-至14-員雜環」或「雜芳基」如本文所用係指包含1至4個獨立地選自由氧、氮和硫所組成之群組的雜原子之芳族環系統。若環系統含有超過一個氧原子,則彼等不直接相鄰。芳族雜環包括芳族5-或6-員單環雜環及6-至14-員多環(例如雙環或三環)芳族雜環。5-至14-員芳族雜環可透過雜環內所含有的任何碳原子或氮原子連接至母分子部分。 The term "aromatic 5- to 14-membered heterocycle" or "heteroaryl" as used herein refers to an aromatic ring containing 1 to 4 heteroatoms independently selected from the group consisting of oxygen, nitrogen and sulfur system. If the ring system contains more than one oxygen atom, they are not directly adjacent. Aromatic heterocycles include aromatic 5- or 6-membered monocyclic heterocycles and 6- to 14-membered polycyclic (eg, bicyclic or tricyclic) aromatic heterocycles. The 5- to 14-membered aromatic heterocycle can be attached to the parent molecular moiety through any carbon or nitrogen atom contained within the heterocycle.
術語「芳族5-或6-員單環雜環」或「單環雜芳基」如本文所用係指含有1、2、3或4個獨立地選自由氧、氮和硫所組成之群組的雜原子之5-或6-員單環環系統。5-員單環雜芳基之實例包括但不限於呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、四唑基、異唑基、唑基、二唑基、***基、異噻唑基、噻唑基、噻二唑基和噻***基。6-員單環雜芳基之實例包括但不限於吡啶基、嗒基、嘧啶基、吡基、三基、四基。 The term "aromatic 5- or 6-membered monocyclic heterocycle" or "monocyclic heteroaryl" as used herein refers to a group containing 1, 2, 3 or 4 atoms independently selected from the group consisting of oxygen, nitrogen and sulfur A 5- or 6-membered monocyclic ring system of heteroatoms of the group. Examples of 5-membered monocyclic heteroaryl groups include, but are not limited to, furyl (furanyl), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, iso azolyl, azolyl, oxadiazolyl, Triazolyl, isothiazolyl, thiazolyl, thiadiazolyl and thitriazolyl. Examples of 6-membered monocyclic heteroaryl groups include, but are not limited to, pyridyl, pyridyl base, pyrimidinyl, pyridine base, three base, four base.
術語「6-至14-員多環芳族雜環」或「多環雜芳基」如本文所用係指含有1、2或3個獨立地選自由氧、氮和硫所組成之群組的雜原子之6-、7-、8-、9-、10-、11-、12-、13-或14-員多環(例如雙環或三環)環系統。芳族雙環雜環可由與芳基(例如苯基)或單環雜芳基稠合的如本文所定義之單環雜芳基所組成。雙環芳族雜環之實例包括但不限於9-員環(諸如吲哚基、吲巾基、異吲哚基、苯并咪唑基(benzimadozolyl)、咪唑并吡啶基、吲唑基、苯并***基、嘌呤基、苯并呋喃基、苯并噻吩基、苯并噻唑基、苯并唑基和苯并異唑基)或10-員環(諸如喹啉基、異喹啉基、啉基、喹唑啉基、喹啉基、酞基、啶基、喋啶基和苯并二氧雜環己烯基)。在包含兩個稠合的5-或6-員單環芳族雜環的9-或10-員芳族雙環雜環中,氮原子可位於橋聯頭(例如咪唑并[1,2-a]吡啶基、[1,2,4]***并[4,3-a]吡啶基、咪唑并 [1,2-a]吡啶基、咪唑并[2,1-b]唑基、呋喃并[2,3-d]異唑基)。三環芳族雜環之實例包括但不限於咔唑基、吖啶基和啡基。 The term "6- to 14-membered polycyclic aromatic heterocycle" or "polycyclic heteroaryl" as used herein refers to a compound containing 1, 2 or 3 atoms independently selected from the group consisting of oxygen, nitrogen and sulfur. 6-, 7-, 8-, 9-, 10-, 11-, 12-, 13- or 14-membered polycyclic (eg bicyclic or tricyclic) ring systems of heteroatoms. Aromatic bicyclic heterocycles may consist of a monocyclic heteroaryl group, as defined herein, fused to an aryl group (eg, phenyl) or a monocyclic heteroaryl group. Examples of bicyclic aromatic heterocycles include, but are not limited to, 9-membered rings such as indolyl, indazolyl, isoindolyl, benzimadozolyl, imidazopyridyl, indazolyl, benzotriyl oxazolyl, purinyl, benzofuranyl, benzothienyl, benzothiazolyl, benzoyl azolyl and benziso azolyl) or a 10-membered ring (such as quinolyl, isoquinolyl, Linyl, quinazolinyl, quinoline Lino, phthalo base, pyridyl, pteridyl, and benzodioxenyl). In a 9- or 10-membered aromatic bicyclic heterocycle comprising two fused 5- or 6-membered monocyclic aromatic heterocycles, the nitrogen atom may be located at a bridge head (eg imidazo[1,2-a ]pyridyl, [1,2,4]triazolo[4,3-a]pyridyl, imidazo[1,2-a]pyridyl, imidazo[2,1-b] azolyl, furo[2,3-d]iso azolyl). Examples of tricyclic aromatic heterocycles include, but are not limited to, carbazolyl, acridine, and phenanthrene base.
術語「C3-C7-環烷氧基」如本文所用指定式-O-R之基團,其中R為如本文所定義之C3-C7-環烷基。 The term "C3 - C7 - cycloalkoxy" as used herein designates a group of formula -OR wherein R is C3 - C7 - cycloalkyl as defined herein.
術語「-C1-C8-烷基-芳基」、「-C1-C8-烷基-雜環基」、「-C1-C8-烷基-雜芳基」及「-C1-C8-烷基-C3-C7-環烷基」如本文所用指定式「-C1-C8-烷基-R」之基團,其中R分別為如本文所定義之芳基、雜環基、雜芳基或C3-C7-環烷基,「C1-C8-烷基」為具有1、2、3、4、5、6、7或8個碳原子的飽和支鏈或直鏈烴且其中該基團「-C1-C8-烷基-R」係經由「C1-C8-烷基」連接至母部分。 Terms " -C1 - C8 -alkyl-aryl", " -C1 - C8 -alkyl-heterocyclyl", " -C1 - C8 -alkyl-heteroaryl" and "-C1-C8-alkyl-heteroaryl" C 1 -C 8 -alkyl-C 3 -C 7 -cycloalkyl" as used herein designates a group of formula "-C 1 -C 8 -alkyl-R", wherein R is each as defined herein Aryl, heterocyclyl, heteroaryl or C3 - C7-cycloalkyl, " C1 -C8 - alkyl" is one having 1, 2, 3, 4, 5, 6, 7 or 8 carbons A saturated branched or straight chain hydrocarbon of atoms and wherein the group " -C1 - C8 -alkyl-R" is attached to the parent moiety via " C1 - C8 -alkyl".
如本文所用,當基團被稱為「經取代」時,基團可經一或多個取代基取代。詞句「一或多個取代基」係指取代基的數目,其根據可用鍵結位置的數目範圍在一個至可能之取代基的最大數目,其先決條件為滿足穩定性及化學可行性的條件。 As used herein, when a group is referred to as being "substituted," the group can be substituted with one or more substituents. The phrase "one or more substituents" refers to the number of substituents ranging from one to the maximum number of possible substituents depending on the number of available bonding positions, subject to conditions of stability and chemical feasibility.
術語「脫離基」如本文所用應理解為意指在取代或消除反應中自化合物置換之基團,例如鹵素原子、三氟甲烷磺酸根(「三氟甲磺酸根」)基團、烷氧基、甲烷磺酸根、對甲苯磺酸根、等等。 The term "leaving group" as used herein should be understood to mean a group displaced from a compound in a substitution or elimination reaction, such as a halogen atom, a trifluoromethanesulfonate ("trifluoromethanesulfonate") group, an alkoxy group , methanesulfonate, p-toluenesulfonate, etc.
當提及變數xxxx時,術語「如本文所述」以引用之方式併入變數之廣義定義以及較佳、更佳及甚至更佳定義,如果有的話。 When referring to a variable xxxx, the term "as described herein" incorporates by reference a broad definition of the variable as well as preferred, better and even better definitions, if any.
本發明關於式(I)化合物: The present invention relates to compounds of formula (I):
其中 in
X為氫或氟; X is hydrogen or fluorine;
R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基,其中該C3-C5-環烷基係經一或多個R1b取代基取代; R 1 and R 2 together with the carbon atom to which they are attached form C 3 -C 5 -cycloalkyl, wherein the C 3 -C 5 -cycloalkyl is substituted with one or more R 1b substituents;
R3為芳基或雜芳基,其中該芳基和雜芳基可經一或多個R3b取代基取代; R is aryl or heteroaryl, wherein the aryl and heteroaryl may be substituted with one or more R substituents ;
R1b係選自由下列所組成之群組:鹵素、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-C8-烷基、C3-C7-環烷基、具有1至5個鹵素原子之C1-C8-鹵烷基、具有1至5個鹵素原子之C3-C7-鹵環烷基、C2-C8-烯基、C2-C8-炔基、C1-C8-烷胺基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基、C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7- 環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、芳基磺醯胺基、胺磺醯基、C1-C8-烷基胺磺醯基、C3-C7-環烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基;及/或 R 1b is selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amine, sulfhydryl, pentafluoro-λ 6 -sulfhydryl, carboxyl, carbamoyl, Carbamates, C 1 -C 8 -alkyl, C 3 -C 7 -cycloalkyl, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms C 3 -C 7 -halocycloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -alkylamino, N-(C 1 -C 8 -alkyl )-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 - Alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with 1 to 5 halogen Atoms C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -haloalkylcarbonyl with 1 to 5 halogen atoms , C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylamine carboxyl, C 3 -C 7 -cycloalkylamine carboxyl, N-(C 1 -C 8 -alkyl) -N-(C 3 -C 7 -cycloalkyl)aminocarboxy, di-(C 1 -C 8 -alkyl)carbamoyl, C 1 -C 8 -alkoxycarbonyl, with 1 to 5 C 1 -C 8 -haloalkoxycarbonyl with halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 with 1 to 5 halogen atoms -Haloalkanecarbonyloxy, C3-C7-cycloalkanecarbonyloxy, C1 - C8 - alkanecarbonylamino, C1 -C8-haloalkanecarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonylamino, C 1 -C 8 -alkoxycarbonylamino, C 1 -C 8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -Cycloalkoxycarbonylamino, C1 -C8-alkylsulfinyl, C1 - C8 - haloalkylsulfinyl with 1 to 5 halogen atoms, C3-C7-ring Alkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms; C 3 -C 7 -cycloalkylsulfonyl Acyl, C 1 -C 8 -alkylsulfonamido, C 1 -C 8 -haloalkylsulfonamido with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkylsulfonamido sulfonamido, arylsulfonamido, sulfamoyl, C 1 -C 8 -alkyl sulfonamido, C 3 -C 7 -cycloalkyl sulfonamido and di-(C 1 -C 8 - alkyl group) sulfamoyl; and/or
二個孿R1b取代基可與彼等所連接之碳原子一起形成C3-C7-環烷基或3-至7-員雜環基,或 The two geminal R 1b substituents may together with the carbon atom to which they are attached form a C 3 -C 7 -cycloalkyl or 3- to 7-membered heterocyclyl, or
二個孿R1b取代基可與彼等所連接之碳原子一起形成C=O、C=CH2或C=N-O-(C1-C8-烷基)基團; The two twin R 1b substituents may together with the carbon atom to which they are attached form a C=O, C=CH 2 or C=NO-(C 1 -C 8 -alkyl) group;
R3b係選自由下列所組成之群組:鹵素、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-C8-烷基、C3-C7-環烷基、具有1至5個鹵素原子之C1-C8-鹵烷基、具有1至5個鹵素原子之C3-C7-鹵環烷基、C2-C8-烯基、C2-C8-炔基、C1-C8-烷胺基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基、C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7- 環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、芳基磺醯胺基、胺磺醯基;C1-C8-烷基胺磺醯基、C3-C7-環烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基;其中該C1-C8-烷基可經一或多個Rx取代基取代; R 3b is selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amine, sulfhydryl, pentafluoro-λ 6 -sulfhydryl, carboxyl, carbamoyl, Carbamates, C 1 -C 8 -alkyl, C 3 -C 7 -cycloalkyl, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms C 3 -C 7 -halocycloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -alkylamino, N-(C 1 -C 8 -alkyl )-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 - Alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with 1 to 5 halogen Atoms C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -haloalkylcarbonyl with 1 to 5 halogen atoms , C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylamine carboxyl, C 3 -C 7 -cycloalkylamine carboxyl, N-(C 1 -C 8 -alkyl) -N-(C 3 -C 7 -cycloalkyl)aminocarboxy, di-(C 1 -C 8 -alkyl)carbamoyl, C 1 -C 8 -alkoxycarbonyl, with 1 to 5 C 1 -C 8 -haloalkoxycarbonyl with halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 with 1 to 5 halogen atoms -Haloalkanecarbonyloxy, C3-C7-cycloalkanecarbonyloxy, C1 - C8 - alkanecarbonylamino, C1 -C8-haloalkanecarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonylamino, C 1 -C 8 -alkoxycarbonylamino, C 1 -C 8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -Cycloalkoxycarbonylamino, C1 -C8-alkylsulfinyl, C1 - C8 - haloalkylsulfinyl with 1 to 5 halogen atoms, C3-C7-ring Alkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms; C 3 -C 7 -cycloalkylsulfonyl Acyl, C 1 -C 8 -alkylsulfonamido, C 1 -C 8 -haloalkylsulfonamido with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkylsulfonamido sulfonamido, arylsulfonamido, sulfamoyl; C 1 -C 8 -alkyl sulfonamido, C 3 -C 7 -cycloalkyl sulfonamido and di-(C 1 -C 8 - alkyl wherein the C 1 -C 8 -alkyl group may be substituted with one or more R x substituents;
Rx係獨立地選自由下列所組成之群組: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、C3-C7-環烷基、具有1至5個鹵素原子之C3-C7-鹵環烷基、C1-C8-烷胺基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7-環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、胺磺醯基、C1-C8-烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基; R x is independently selected from the group consisting of nitro, hydroxyl, cyano, carboxyl, amine, thiol, pentafluoro-λ 6 -thiol, carboxyl, carbamoyl, Carbamates, C 3 -C 7 -cycloalkyl, C 3 -C 7 -halocycloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -alkylamino, N-(C 1 - C 8 -Alkyl)-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 -alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkylcarbonyl with 1 to 5 halogen atoms, C 1 -C with 1 to 5 halogen atoms 8 -Haloalkanecarbonyl, C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylaminecarboxyl, C 3 -C 7 -cycloalkylaminecarboxyl, N-(C 1 -C 8 -Alkyl)-N-(C 3 -C 7 -cycloalkyl) carbamoyl, di-(C 1 -C 8 -alkyl) carbamoyl, C 1 -C 8 -alkoxycarbonyl , C 1 -C 8 -haloalkoxycarbonyl with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, with 1 to 5 halogen atoms C 1 -C 8 -haloalkanecarbonyloxy, C 3 -C 7 -cycloalkanecarbonyloxy, C 1 -C 8 -alkanecarbonylamino, C 1 -C 8 -haloalkanes with 1 to 5 halogen atoms Carbonylamino, C3-C7-cycloalkanecarbonylamino, C1 - C8 - alkoxycarbonylamino, C1- C8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C 3 -C7-cycloalkoxycarbonylamino, C1 - C8-alkylsulfinyl, C1 - C8 -haloalkylsulfinyl with 1 to 5 halogen atoms, C3- C 7 -cycloalkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms ; C 3 -C 7 - Cycloalkylsulfonamido, C1 -C8-alkylsulfonamido, C1 - C8 - haloalkylsulfonamido with 1 to 5 halogen atoms, C3-C7-cycloalkane sulfonamido, sulfamoyl, C 1 -C 8 -alkyl sulfamoyl and di-(C 1 -C 8 -alkyl) sulfamoyl;
以及彼等的鹽、N-氧化物或溶劑合物。 and their salts, N-oxides or solvates.
本文中不包括違反自然法則之組合所產生且習知該項技術者將可因此根據其專業知識排除之化合物。例如:排除具有三個或更多個相鄰氧原子之環結構。本文不包括違反自然法則所產生且熟習此項技術領域者將可因此根據他/她的專業知識而排除之組合的化合物。例如,排除具有三或更多個相鄰的氧原子之環結構。 Compounds that result from combinations that violate the laws of nature and that those skilled in the art would therefore be able to exclude based on their expertise are not included herein. For example: ring structures with three or more adjacent oxygen atoms are excluded. Compounds of combinations that arise against the laws of nature and which a person skilled in the art would therefore be able to exclude based on his/her expertise are not included herein. For example, ring structures having three or more adjacent oxygen atoms are excluded.
根據本發明,式(I)化合物可在作物保護中用於控制有害微生物,特別是植物病原性真菌。較佳地,植物病原性真菌係選自由下列所組成之群組:柄銹菌屬(Puccinia species),例如隱匿柄銹菌(Puccinia recondita)、禾柄銹菌(Puccinia graminis)或條形柄銹菌(Puccinia striiformis);單孢銹菌屬(Uromyces species),例如菜豆黑銹病菌(Uromyces appendiculatus);及銹病病原體,特別地選自由下列所組成之群組:膠銹菌屬(Gymnosporangium species),例如梨銹菌(Gymnosporangium sabinae);駝孢銹菌屬(Hemileia species),例如咖啡駝孢銹菌(Hemileia vastatrix);及層銹菌屬(Phakopsora species),例如豆薯層銹菌(Phakopsora pachyrhizi)或山馬蝗層銹菌(Phakopsora meibomiae)。尤佳的是銹病病原體,特別是豆薯層銹菌和山馬蝗層銹菌。 According to the invention, the compounds of the formula (I) can be used in crop protection for the control of harmful microorganisms, in particular phytopathogenic fungi. Preferably, the phytopathogenic fungi are selected from the group consisting of: Puccinia species, such as Puccinia recondita, Puccinia graminis or Puccinia striatus Puccinia striiformis; Uromyces species, such as Uromyces appendiculatus; and rust pathogens, in particular selected from the group consisting of Gymnosporangium species, For example, Gymnosporangium sabinae; Hemileia species, such as Hemileia vastatrix; and Phakopsora species, such as Phakopsora pachyrhizi Or Phakopsora meibomiae. Particularly preferred are rust pathogens, in particular P. pachyrhizi and P. pachyrhizi.
式(I)化合物可合適地呈其游離形式、鹽形式、N-氧化物形式或溶劑合物形式(例如水合物)。 The compounds of formula (I) may suitably be in their free form, salt form, N-oxide form or solvate form (eg hydrate).
取決於取代基的性質,式(I)化合物可以不同立體異構物形式存在。此等立體異構物為例如鏡像異構物、非鏡像異構物、阻轉異構物或幾何異構物。因此,本發明包括純立體異構物及該等異構物之任何混合物二者。在化合物可以二或更多種互變異構物形式平衡存在的情況下,利用一種互變異構物的說明提及之化合物應被視為包括所有的互變異構物形式。 Depending on the nature of the substituents, the compounds of formula (I) may exist in different stereoisomeric forms. Such stereoisomers are, for example, enantiomers, diastereomers, atropisomers or geometric isomers. Accordingly, the present invention includes both pure stereoisomers and any mixtures of such isomers. Where a compound may exist in equilibrium in two or more tautomeric forms, reference to a compound using a specification of one tautomeric form should be considered to include all tautomeric forms.
例如,在其中R1和R2與彼等所連接之碳原子一起形成環丁基環,其係經一個R1b取代基取代或經二個不同R1b取代基(為了區分,在此標記為R1b和R1b')取代之實施態樣中,式(I)化合物可以鏡像異構物(I’)的形式及/或以鏡像異構物(I”)的形式存在: For example, in which R1 and R2 are taken together with the carbon atom to which they are attached to form a cyclobutyl ring, which is substituted with one R1b substituent or with two different R1b substituents (for distinction, labeled herein as In embodiments in which R 1b and R 1b' ) are substituted, compounds of formula (I) may exist in the form of enantiomers (I') and/or in the form of enantiomers (I"):
本發明化合物中任一者亦可取決於化合物中的雙鍵數目而以一或多種幾何異構物形式存在。幾何異構物根據有關雙鍵或環的取代基之性質可以順式(=Z-)或反式(=E-)形式存在。本發明因此同樣地關於所有的幾何異構物及所有比例之所有可能的混合物。 Any of the compounds of the present invention may also exist as one or more geometric isomers depending on the number of double bonds in the compound. Geometric isomers can exist in cis (= Z- ) or trans (= E- ) forms depending on the nature of the double bond or ring substituents. The present invention thus equally relates to all geometric isomers and all possible mixtures in all ratios.
取決於取代基之性質,式(I)化合物可以游離化合物及/或其鹽(諸如農業化學活性鹽)的形式存在。 Depending on the nature of the substituents, the compounds of formula (I) may exist in the form of free compounds and/or salts thereof, such as agrochemically active salts.
農業化學活性鹽包括無機及有機酸之酸加成鹽,以及慣用鹼之鹽。無機酸之實例為氫鹵酸(諸如氫氟酸、氫氯酸、氫溴酸和氫碘酸)、硫酸、磷酸和硝酸,及酸性鹽(諸如硫酸氫鈉和硫酸氫鉀)。可使用的有機酸包括例如甲酸、碳酸及烷酸(諸如乙酸、三氟乙酸、三氯乙酸和丙酸),以及乙醇酸、硫氰酸、乳酸、琥珀酸、檸檬酸、苯甲酸、肉桂酸、草酸、具有6至20個碳原子的飽和或單或二不飽和脂肪酸、烷基硫酸單酯、烷基磺酸(具有1至20個碳原子的直鏈或支鏈烷基之磺酸)、芳基磺酸或芳基二磺酸(具有一或兩個磺酸基團之芳族基團,諸如苯基和萘基)、烷基膦酸(具有1至20個碳原子的直鏈或支鏈烷基之膦酸)、芳基膦酸或芳基二膦酸(具有一或兩個膦酸基團之芳族基團,諸如苯基和萘基),其中烷基和芳基可具有其他取代基,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、等等。 Agrochemically active salts include acid addition salts of inorganic and organic acids, and salts of customary bases. Examples of inorganic acids are hydrohalic acids (such as hydrofluoric acid, hydrochloric acid, hydrobromic acid and hydroiodic acid), sulfuric acid, phosphoric acid and nitric acid, and acid salts (such as sodium bisulfate and potassium bisulfate). Organic acids that can be used include, for example, formic, carbonic, and alkanoic acids (such as acetic, trifluoroacetic, trichloroacetic, and propionic acids), as well as glycolic, thiocyanic, lactic, succinic, citric, benzoic, cinnamic acids , oxalic acid, saturated or mono- or di-unsaturated fatty acids having 6 to 20 carbon atoms, alkyl sulfate monoesters, alkyl sulfonic acids (sulfonic acids of straight or branched chain alkyl groups having 1 to 20 carbon atoms) , arylsulfonic acids or aryldisulfonic acids (aromatic groups with one or two sulfonic acid groups, such as phenyl and naphthyl), alkylphosphonic acids (straight chain with 1 to 20 carbon atoms or branched alkyl phosphonic acids), aryl phosphonic acids or aryl diphosphonic acids (aromatic groups with one or two phosphonic acid groups, such as phenyl and naphthyl), where alkyl and aryl may have other substituents, such as Such as p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, and the like.
本發明化合物可以多種晶形及/或非晶形存在。晶形包括非溶劑合晶形、溶劑合物及水合物。 The compounds of the present invention may exist in various crystalline and/or amorphous forms. Crystalline forms include unsolvated crystal forms, solvates and hydrates.
本發明化合物或彼等的鹽之溶劑合物為化合物與溶劑之化學計量組成物。 Solvates of compounds of the present invention or their salts are stoichiometric compositions of compound and solvent.
式(I)化合物在本文中稱為「活性成分」。 Compounds of formula (I) are referred to herein as "active ingredients".
在上述式(I)中,X較佳為氫。 In the above formula (I), X is preferably hydrogen.
在上述式(I)中,R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基(環丙基、環丁基或環戊基)環,其中該C3-C5-環烷基係經一或更多個(較佳為一至三個)R1b取代基取代。該R1b取代基較佳係選自由下列所組成之群組:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基,及/或二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團,或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 In the above formula (I), R 1 and R 2 together with the carbon atom to which they are attached form a C 3 -C 5 -cycloalkyl (cyclopropyl, cyclobutyl or cyclopentyl) ring, wherein the C 3 - C5 -cycloalkyl is substituted with one or more (preferably one to three) R 1b substituents. The R 1b substituent is preferably selected from the group consisting of halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkoxy and C 1 -C 4 -haloalkcarbonyloxy, and/or two twin R 1b substituents together form -O-( A CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group, or two twin R 1b substituents together with the carbon atom to which they are attached form a C=O group.
在上述式(I)中,較佳的是R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一至三個R1b取代基取代。 In the above formula (I), it is preferred that R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is substituted with one to three R 1b substituents.
在一些實施態樣中,在上述式(I)中,該C3-C5-環烷基(較佳為環丁基或環丙基)係經一至三個選自由下列所組成群組之R1b取代基取代:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基,更佳係選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基。 In some embodiments, in the above formula (I), the C 3 -C 5 -cycloalkyl (preferably cyclobutyl or cyclopropyl) is one to three selected from the group consisting of R 1b substituent substitution: halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkanecarbonyloxy and C 1 -C 4 -haloalkcarbonyloxy, more preferably substituted with R 1b substituents selected from the group consisting of fluorine, hydroxy, methyl, ethyl, Trifluoromethyl, methoxy and acetoxy.
在一些其他實施態樣中,在上述式(I)中,該C3-C5-環烷基(較佳為環丁基或環丙基)係經二個孿R1b取代基取代,其中該二個孿R1b取代基 一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或該二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 In some other embodiments, in the above formula (I), the C 3 -C 5 -cycloalkyl (preferably cyclobutyl or cyclopropyl) is substituted with two Gemini R 1b substituents, wherein The two twin R 1b substituents together form an -O-(CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group or the two twin R 1b substituents and the one to which they are attached The carbon atoms come together to form a C=O group.
在一些實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一或兩個選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基。 In some embodiments, R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is substituted with one or two R 1b substituents selected from the group consisting of Substitution: fluoro, hydroxy, methyl, ethyl, trifluoromethyl, methoxy and acetoxy.
在上述式(I)中,R3為芳基或雜芳基,其中R3可經一或更多個(較佳為一至三個)R3b取代基取代。該R3b取代基較佳係選自由下列所組成之群組:鹵素、硝基、氰基、C1-C4-烷基、C3-C6-環烷基、具有1至5個鹵素原子之C1-C4-鹵烷基、C1-C4-烷氧基、具有1至5個鹵素原子之C1-C4-鹵烷氧基和C1-C4-烷氧羰基。 In the above formula (I), R 3 is aryl or heteroaryl, wherein R 3 may be substituted with one or more (preferably one to three) R 3b substituents. The R 3b substituent is preferably selected from the group consisting of halogen, nitro, cyano, C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, with 1 to 5 halogens Atoms C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy and C 1 -C 4 -alkoxycarbonyl having 1 to 5 halogen atoms .
在一些實施態樣中,在上述式(I)中,R3為芳基,其中R3可經一或多個R3b取代基取代。 In some embodiments, in formula (I) above, R 3 is aryl, wherein R 3 may be substituted with one or more R 3b substituents.
在一些實施態樣中,在上述式(I)中,R3為雜芳基,其中R3可經一或多個R3b取代基取代。該雜芳基較佳係選自由下列所組成之群組:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基、吡基、吲哚基、異吲哚基、喹啉基和異喹啉基。 In some embodiments, in formula (I) above, R 3 is heteroaryl, wherein R 3 may be substituted with one or more R 3b substituents. The heteroaryl group is preferably selected from the group consisting of furyl (furanyl), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, iso azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl base, pyrimidinyl, pyridine base, indolyl, isoindolyl, quinolinyl and isoquinolinyl.
在上述式(I)中,R3更佳為選自苯基和萘基之芳基;或選自由下列所組成群組之雜芳基:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基、吡基、吲哚基、異吲哚基、喹啉基和異喹啉基;其中該芳基和雜芳基可經一至三個較佳獨立地選自由下列所組成群組之R3b取代基取代:氟、氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧 基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。 In the above formula (I), R 3 is more preferably an aryl group selected from phenyl and naphthyl; or a heteroaryl group selected from the group consisting of: furyl (furanyl), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, iso azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl base, pyrimidinyl, pyridine wherein the aryl and heteroaryl groups may be substituted with one to three R substituents preferably independently selected from the group consisting of : Fluorine, chlorine, bromine, nitro, cyano, methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, tertiary butyl, cyclopropyl, trifluoromethyl, di- Fluoromethyl, methoxy, ethoxy, trifluoromethoxy, difluoromethoxy, methoxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl.
在一些實施態樣中,R3為苯基,其中該苯基可經一至三個R3b取代基取代。較佳地,該R3b取代基係獨立地選自由下列所組成之群組:氟、氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。在此等實施態樣中,R3更佳為苯基,其係未經取代或經一或二個獨立地選自下列之取代基取代:氟、氯、溴、甲基和甲氧基。 In some embodiments, R 3 is phenyl, wherein the phenyl group may be substituted with one to three R 3b substituents. Preferably, the R 3b substituents are independently selected from the group consisting of fluorine, chlorine, bromine, nitro, cyano, methyl, ethyl, isopropyl, n-propyl, n-butyl , isobutyl, tertiary butyl, cyclopropyl, trifluoromethyl, difluoromethyl, methoxy, ethoxy, trifluoromethoxy, difluoromethoxy, methoxycarbonyl, ethoxy carbonyl and tertiary butoxycarbonyl. In these embodiments, R3 is more preferably phenyl, which is unsubstituted or substituted with one or two substituents independently selected from the group consisting of fluoro, chloro, bromo, methyl, and methoxy.
在一些實施態樣中,R3係選自苯基和吡啶,其中該苯基和該吡啶可經一至三個較佳係獨立地選自由下列所組成群組之R3b取代基取代:氟、氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。在此等實施態樣中,R3更佳為苯基,其係未經取代或經一至三個獨立地選自下列之R3b取代基取代:氟、氯、溴、硝基、氰基、硝基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基,較佳地係未經取代或經一或二個獨立地選自下列之取代取代基:氟、氯、溴、甲基和甲氧基。 In some embodiments, R is selected from phenyl and pyridine, wherein the phenyl and the pyridine may be substituted with one to three R substituents preferably independently selected from the group consisting of: fluorine, Chlorine, bromine, nitro, cyano, methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, trifluoromethyl, difluoromethyl , methoxy, ethoxy, trifluoromethoxy, difluoromethoxy, methoxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl. In these embodiments, R3 is more preferably phenyl, which is unsubstituted or substituted with one to three R3b substituents independently selected from fluoro, chloro, bromo, nitro, cyano, Nitro, methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, tertiary butyl, cyclopropyl, trifluoromethyl, difluoromethyl, methoxy, ethoxy group, trifluoromethoxy, difluoromethoxy, methoxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl, preferably unsubstituted or with one or two substituents independently selected from the following : Fluorine, chlorine, bromine, methyl and methoxy.
在一些實施態樣中,R3為苯基,其係經一或兩個氟原子取代。 In some embodiments, R 3 is phenyl substituted with one or two fluorine atoms.
在一些實施態樣(在本文中稱為實施態樣Ia)中,本發明化合物為式(I)化合物或其鹽、N-氧化物或溶劑合物: In some embodiments (referred to herein as embodiment Ia), the compounds of the invention are compounds of formula (I) or a salt, N-oxide or solvate thereof:
其中 in
X為氫或氟, X is hydrogen or fluorine,
R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基,其中該C3-C5-環烷基係經一至三個R1b取代基取代,其中該R1b取代基係各自獨立地選自由下列所組成之群組:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基、及/或二個孿R1b取代基可一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或二個孿R1b取代基可與彼等所連接之碳原子一起形成C=O基團; R 1 and R 2 together with the carbon atoms to which they are attached form C 3 -C 5 -cycloalkyl, wherein the C 3 -C 5 -cycloalkyl is substituted with one to three R 1b substituents, wherein the R The lb substituents are each independently selected from the group consisting of halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkoxy and C 1 -C 4 -haloalkcarbonyloxy, and/or two twin R 1b substituents can be taken together to form -O-( A CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group or two twin R 1b substituents may together with the carbon atom to which they are attached form a C=O group;
R3為苯基、萘基或選自由下列所組成群組之雜芳基:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基、吡基、吲哚基、異吲哚基、喹啉基和異喹啉基; R 3 is phenyl, naphthyl, or heteroaryl selected from the group consisting of furyl (furanyl), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl ,different azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl base, pyrimidinyl, pyridine base, indolyl, isoindolyl, quinolinyl and isoquinolinyl;
其中該苯基、萘基或雜芳基可經一至三個獨立地選自下列之R3b取代基取代:鹵素、硝基、氰基、C1-C4-烷基、C3-C6-環烷基、具有1至5個鹵素原子之C1-C4-鹵烷基、C1-C4-烷氧基、具有1至5個鹵素原子之C1-C4-鹵烷氧基和C1-C4-烷氧羰基。 wherein the phenyl, naphthyl or heteroaryl may be substituted with one to three R3b substituents independently selected from the group consisting of halogen, nitro, cyano, C1 - C4 -alkyl, C3 - C6 -Cycloalkyl, C1- C4 -haloalkyl with 1 to 5 halogen atoms, C1 - C4 -alkoxy, C1 - C4 -haloalkoxy with 1 to 5 halogen atoms and C 1 -C 4 -alkoxycarbonyl.
較佳地,根據實施態樣(Ia),X為氫。 Preferably, according to embodiment (Ia), X is hydrogen.
較佳地,根據實施態樣(Ia),R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一至三個R1b取代基取代。較佳地,該R1b取代基係選自由下列所組成之群組:氟、羥基、甲基、乙基、三氟甲基、 甲氧基和乙醯氧基,及/或二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 Preferably, according to embodiment (Ia), R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is substituted with one to three R 1b substituents. Preferably, the R 1b substituent is selected from the group consisting of fluorine, hydroxy, methyl, ethyl, trifluoromethyl, methoxy and acetyloxy, and/or two twin R 1b substituents together form -O-(CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group or two twin R 1b substituents together with the carbon atom to which they are attached form C= O group.
在根據實施態樣(Ia)之一些實施態樣中,該R1b取代基係選自由下列所組成之群組:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基,更佳係選自由下列所組成之群組:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基。 In some embodiments according to embodiment (Ia), the R 1b substituent is selected from the group consisting of halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -halo Alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkcarbonyloxy and C 1 -C 4 -haloalkcarbonyloxy, more preferably is selected from the group consisting of fluoro, hydroxy, methyl, ethyl, trifluoromethyl, methoxy and acetoxy.
在根據實施態樣(Ia)之一些其他實施態樣中,二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團,或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 In some other embodiments according to embodiment (Ia), the two twin R 1b substituents together form an -O-(CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group , or two twin R 1b substituents together with the carbon atom to which they are attached form a C=O group.
在根據實施態樣(Ia)之一些較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丙基環,其係經一或兩個選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基。 In some preferred embodiments according to embodiment (Ia), R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl ring, which is one or two selected from the group consisting of Group R 1b substituent substitution: fluorine, hydroxy, methyl, ethyl, trifluoromethyl, methoxy and acetyloxy.
在根據實施態樣(Ia)之一些其他較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丁基環,其係經一或兩個R1b取代基取代,其中該R1b取代基係選自由下列所組成之群組:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基、或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團或二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團。 In some other preferred embodiments according to embodiment (Ia), R 1 and R 2 together with the carbon atom to which they are attached form a cyclobutyl ring, which is substituted with one or two R 1b substituents , wherein the R 1b substituent is selected from the group consisting of fluorine, hydroxy, methyl, ethyl, trifluoromethyl, methoxy and acetyloxy, or two twin R 1b substituents and The carbon atoms to which they are attached together form a C=O group or two twin R 1b substituents together form an -O-( CH2 ) 2 -O- or -O-( CH2 ) 3 -O- group.
在根據實施態樣(Ia)之一些實施態樣中,R3為苯基或選自由下列所組成群組之5-或6-員雜芳基:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基、和吡基。 In some embodiments according to embodiment (Ia), R3 is phenyl or a 5- or 6-membered heteroaryl selected from the group consisting of: furyl (furanyl) ), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, iso azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl pyrimidinyl, pyrimidinyl, and pyridine base.
在根據實施態樣(Ia)之一些實施態樣中,該苯基、萘基或雜芳基可經一至三個獨立地選自由下列所組成群組之R3b取代基取代:氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。 In some embodiments according to embodiment (Ia), the phenyl, naphthyl, or heteroaryl may be substituted with one to three R substituents independently selected from the group consisting of chloro, bromo, Nitro, cyano, methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, trifluoromethyl, difluoromethyl, methoxy , ethoxy, trifluoromethoxy, difluoromethoxy, methoxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl.
在根據實施態樣(Ia)之一些實施態樣中,該苯基、萘基或雜芳基係經一或兩個氟原子取代。 In some embodiments according to embodiment (Ia), the phenyl, naphthyl or heteroaryl group is substituted with one or two fluorine atoms.
在根據實施態樣(Ia)之一些較佳實施態樣中, In some preferred implementations according to implementation (Ia),
X為氫, X is hydrogen,
R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一至三個選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基,及/或二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團,及 R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is substituted with one to three R 1b substituents selected from the group consisting of: fluoro, hydroxy, methyl , ethyl, trifluoromethyl, methoxy and acetyloxy, and/or two twin R 1b substituents together form -O-(CH 2 ) 2 -O- or -O-(CH 2 ) 3 The -O- group or the two twin R 1b substituents together with the carbon atom to which they are attached form a C=O group, and
R3為苯基、萘基或選自由下列所組成群組之雜芳基:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基、吡基、吲哚基、異吲哚基、喹啉基和異喹啉基;其中該苯基、萘基和雜芳基可經一至三個獨立地選自由下列所組成群組之R3b取代基取代:氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。 R 3 is phenyl, naphthyl, or heteroaryl selected from the group consisting of furyl (furanyl), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl ,different azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl base, pyrimidinyl, pyridine indolyl, indolyl, isoindolyl, quinolinyl, and isoquinolinyl; wherein the phenyl, naphthyl, and heteroaryl groups may be substituted with one to three R substituents independently selected from the group consisting of Substituted: chlorine, bromine, nitro, cyano, methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, tert-butyl, cyclopropyl, trifluoromethyl, difluoro Methyl, methoxy, ethoxy, trifluoromethoxy, difluoromethoxy, methoxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl.
在一些此等較佳實施態樣中,R3為苯基或選自由下列所組成群組之5-或6-員雜芳基:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、 吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基、和吡基。 In some such preferred embodiments, R3 is phenyl or a 5- or 6-membered heteroaryl selected from the group consisting of furyl (furanyl), thienyl , pyrrolyl, pyrazolyl, imidazolyl, triazolyl, iso azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl pyrimidinyl, pyrimidinyl, and pyridine base.
在一些此等較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一或兩個選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基。 In some such preferred embodiments, R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is one or two selected from the group consisting of R 1b substituent substitution: fluoro, hydroxy, methyl, ethyl, trifluoromethyl, methoxy and acetoxy.
在一些其他此等較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丁基環,其係經二個孿R1b取代基取代,其中該二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團,或該二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 In some other such preferred embodiments, R 1 and R 2 together with the carbon atom to which they are attached form a cyclobutyl ring substituted with two twin R 1b substituents, wherein the two twin R The 1b substituents are taken together to form -O-( CH2 ) 2 -O- or -O-( CH2 ) 3 -O- groups, or the two twin R 1b substituents are taken together with the carbon atom to which they are attached C=O group.
在一些實施態樣(在本文中稱為實施態樣Ib)中,本發明化合物為式(I)化合物或其鹽、N-氧化物或溶劑合物: In some embodiments (referred to herein as embodiment lb), the compounds of the present invention are compounds of formula (I) or a salt, N-oxide or solvate thereof:
其中 in
X為氫或氟, X is hydrogen or fluorine,
R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基,其中該C3-C5-環烷基係經一或多個R1b取代基取代; R 1 and R 2 together with the carbon atom to which they are attached form C 3 -C 5 -cycloalkyl, wherein the C 3 -C 5 -cycloalkyl is substituted with one or more R 1b substituents;
R3為芳基,較佳為萘基或苯基,更佳為苯基,其中該芳基可經一或多個R3b取代基取代; R3 is aryl, preferably naphthyl or phenyl, more preferably phenyl, wherein the aryl may be substituted with one or more R3b substituents;
R1b係選自由下列所組成之群組:鹵素、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-C8-烷基、C3-C7-環烷基、具有1至5個鹵素原子之C1-C8-鹵烷基、具有1至5個鹵素原子 之C3-C7-鹵環烷基、C2-C8-烯基、C2-C8-炔基、C1-C8-烷胺基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基、C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7-環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、芳基磺醯胺基、胺磺醯基、C1-C8-烷基胺磺醯基、C3-C7-環烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基;及/或 R 1b is selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amine, sulfhydryl, pentafluoro-λ 6 -sulfhydryl, carboxyl, carbamoyl, Carbamates, C 1 -C 8 -alkyl, C 3 -C 7 -cycloalkyl, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms C 3 -C 7 -halocycloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -alkylamino, N-(C 1 -C 8 -alkyl )-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 - Alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with 1 to 5 halogen Atoms C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -haloalkylcarbonyl with 1 to 5 halogen atoms , C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylamine carboxyl, C 3 -C 7 -cycloalkylamine carboxyl, N-(C 1 -C 8 -alkyl) -N-(C 3 -C 7 -cycloalkyl)aminocarboxy, di-(C 1 -C 8 -alkyl)carbamoyl, C 1 -C 8 -alkoxycarbonyl, with 1 to 5 C 1 -C 8 -haloalkoxycarbonyl with halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 with 1 to 5 halogen atoms -Haloalkanecarbonyloxy, C3-C7-cycloalkanecarbonyloxy, C1 - C8 - alkanecarbonylamino, C1 -C8-haloalkanecarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonylamino, C 1 -C 8 -alkoxycarbonylamino, C 1 -C 8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -Cycloalkoxycarbonylamino, C1 -C8-alkylsulfinyl, C1 - C8 - haloalkylsulfinyl with 1 to 5 halogen atoms, C3-C7-ring Alkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms; C 3 -C 7 -cycloalkylsulfonyl Acyl, C 1 -C 8 -alkylsulfonamido, C 1 -C 8 -haloalkylsulfonamido with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkylsulfonamido sulfonamido, arylsulfonamido, sulfamoyl, C 1 -C 8 -alkyl sulfonamido, C 3 -C 7 -cycloalkyl sulfonamido and di-(C 1 -C 8 - alkyl ) sulfamoyl; and/or
二個孿R1b取代基可與彼等所連接之碳原子一起形成C3-C7-環烷基或3-至7-員雜環基,或 The two geminal R 1b substituents may together with the carbon atom to which they are attached form a C 3 -C 7 -cycloalkyl or 3- to 7-membered heterocyclyl, or
二個孿R1b取代基可與彼等所連接之碳原子一起形成C=O、C=CH2或C=N-O-(C1-C8-烷基)基團; The two twin R 1b substituents may together with the carbon atom to which they are attached form a C=O, C=CH 2 or C=NO-(C 1 -C 8 -alkyl) group;
R3b係選自由下列所組成之群組:鹵素、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-C8-烷基、C3-C7-環烷基、具有1至5個鹵素原子之C1-C8-鹵烷基、具有1至5個鹵素原子 之C3-C7-鹵環烷基、C2-C8-烯基、C2-C8-炔基、C1-C8-烷胺基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基、C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7-環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、芳基磺醯胺基、胺磺醯基;C1-C8-烷基胺磺醯基、C3-C7-環烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基;其中該C1-C8-烷基可經一或多個Rx取代基取代; R 3b is selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amine, sulfhydryl, pentafluoro-λ 6 -sulfhydryl, carboxyl, carbamoyl, Carbamates, C 1 -C 8 -alkyl, C 3 -C 7 -cycloalkyl, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms C 3 -C 7 -halocycloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -alkylamino, N-(C 1 -C 8 -alkyl )-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 - Alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with 1 to 5 halogen Atoms C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -haloalkylcarbonyl with 1 to 5 halogen atoms , C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylamine carboxyl, C 3 -C 7 -cycloalkylamine carboxyl, N-(C 1 -C 8 -alkyl) -N-(C 3 -C 7 -cycloalkyl)aminocarboxy, di-(C 1 -C 8 -alkyl)carbamoyl, C 1 -C 8 -alkoxycarbonyl, with 1 to 5 C 1 -C 8 -haloalkoxycarbonyl with halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 with 1 to 5 halogen atoms -Haloalkanecarbonyloxy, C3-C7-cycloalkanecarbonyloxy, C1 - C8 - alkanecarbonylamino, C1 -C8-haloalkanecarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonylamino, C 1 -C 8 -alkoxycarbonylamino, C 1 -C 8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -Cycloalkoxycarbonylamino, C1 -C8-alkylsulfinyl, C1 - C8 - haloalkylsulfinyl with 1 to 5 halogen atoms, C3-C7-ring Alkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms; C 3 -C 7 -cycloalkylsulfonyl Acyl, C 1 -C 8 -alkylsulfonamido, C 1 -C 8 -haloalkylsulfonamido with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkylsulfonamido sulfonamido, arylsulfonamido, sulfamoyl; C 1 -C 8 -alkyl sulfonamido, C 3 -C 7 -cycloalkyl sulfonamido and di-(C 1 -C 8 - alkyl ) sulfamoyl; wherein the C 1 -C 8 -alkyl group may be substituted with one or more R x substituents;
Rx係獨立地選自由下列所組成之群組: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、C3-C7-環烷基、具有1至5個鹵素原子之C3-C7-鹵環烷基、C1-C8-烷胺基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7- 環烷基)胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7-環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、胺磺醯基、C1-C8-烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基。 R x is independently selected from the group consisting of nitro, hydroxyl, cyano, carboxyl, amine, thiol, pentafluoro-λ 6 -thiol, carboxyl, carbamoyl, Carbamates, C 3 -C 7 -cycloalkyl, C 3 -C 7 -halocycloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -alkylamino, N-(C 1 - C 8 -Alkyl)-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 -alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkylcarbonyl with 1 to 5 halogen atoms, C 1 -C with 1 to 5 halogen atoms 8 -Haloalkanecarbonyl, C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylaminecarboxyl, C 3 -C 7 -cycloalkylaminecarboxyl, N-(C 1 -C 8 -Alkyl)-N-(C 3 -C 7 -cycloalkyl)carbamoyl, di-(C 1 -C 8 -alkyl)carbamoyl, C 1 -C 8 -alkoxycarbonyl , C 1 -C 8 -haloalkoxycarbonyl with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, with 1 to 5 halogen atoms C 1 -C 8 -haloalkanecarbonyloxy, C 3 -C 7 -cycloalkanecarbonyloxy, C 1 -C 8 -alkanecarbonylamino, C 1 -C 8 -haloalkanes with 1 to 5 halogen atoms Carbonylamino, C3-C7-cycloalkanecarbonylamino, C1 - C8 - alkoxycarbonylamino, C1- C8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C 3 -C7-cycloalkoxycarbonylamino, C1 - C8-alkylsulfinyl, C1 - C8 -haloalkylsulfinyl with 1 to 5 halogen atoms, C3- C 7 -cycloalkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms ; C 3 -C 7 - Cycloalkylsulfonamido, C1 -C8-alkylsulfonamido, C1 - C8 - haloalkylsulfonamido with 1 to 5 halogen atoms, C3-C7-cycloalkane sulfonamido, sulfamoyl, C 1 -C 8 -alkyl sulfamoyl and di-(C 1 -C 8 -alkyl) sulfamoyl.
在根據實施態樣(Ib)之一些較佳實施態樣中,X為氫。 In some preferred embodiments according to embodiment (Ib), X is hydrogen.
在根據實施態樣(Ib)之一些較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基,其中該C3-C5-環烷基係經一至三個R1b取代基取代,其中該R1b取代基係選自由下列所組成之群組:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基及/或二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 In some preferred embodiments according to embodiment (Ib), R 1 and R 2 together with the carbon atom to which they are attached form C 3 -C 5 -cycloalkyl, wherein the C 3 -C 5 - Cycloalkyl is substituted with one to three R 1b substituents, wherein the R 1b substituent is selected from the group consisting of halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -halo Alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkoxy and C 1 -C 4 -haloalkcarbonyloxy and/or di- The twin R 1b substituents together form an -O-(CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group or two twin R 1b substituents together with the carbon atom to which they are attached A C=O group is formed.
在根據實施態樣(Ib)之一些該等較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一至三個選自由下列所組成群組之R1b取代基取代:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基,更佳選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基。 In some of these preferred embodiments according to embodiment (Ib), R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is selected from one to three Substituted with R 1b substituents from the group consisting of halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkoxy and C 1 -C 4 -haloalkcarbonyloxy, more preferably substituted with R 1b substituents selected from the group consisting of fluorine, hydroxy, Methyl, ethyl, trifluoromethyl, methoxy and acetyloxy.
在根據實施態樣(Ib)之一些其他該等較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經取代二個孿 R1b取代基,其中該二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或該二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 In some other such preferred embodiments according to embodiment (Ib), R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is substituted with two A twin R 1b substituent, wherein the two twin R 1b substituents together form an -O-(CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group or the two twin R 1b substituents The groups together with the carbon atoms to which they are attached form a C=O group.
在根據實施態樣(Ib)之一些較佳實施態樣中,R3為萘基或苯基,較佳為苯基;其中該萘基和苯基可經一至三個獨立地選自下列之R3b取代基取代:鹵素、硝基、氰基、C1-C4-烷基、C3-C6-環烷基、具有1至5個鹵素原子之C1-C4-鹵烷基、C1-C4-烷氧基、具有1至5個鹵素原子之C1-C4-鹵烷氧基和C1-C4-烷氧羰基。 In some preferred embodiments according to embodiment (Ib), R 3 is naphthyl or phenyl, preferably phenyl; wherein the naphthyl and phenyl may be independently selected from one to three of the following R 3b substituent substitution: halogen, nitro, cyano, C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 4 -haloalkyl with 1 to 5 halogen atoms , C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy with 1 to 5 halogen atoms and C 1 -C 4 -alkoxycarbonyl .
在根據實施態樣(Ib)之一些特佳實施態樣中,R3為苯基,其可經一至三個獨立地選自由下列所組成群組之R3b取代基取代:氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。 In some particularly preferred embodiments according to embodiment (Ib), R 3 is phenyl, which may be substituted with one to three R 3b substituents independently selected from the group consisting of: chloro, bromo, nitro , cyano, methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, tertiary butyl, cyclopropyl, trifluoromethyl, difluoromethyl, methoxy, Ethoxy, trifluoromethoxy, difluoromethoxy, methoxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl.
在根據實施態樣(Ib)之一些實施態樣中, In some implementations according to implementation (Ib),
X為氫, X is hydrogen,
R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基,其中該C3-C5-環烷基係經一至三個選自由下列所組成群組之取代基取代:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基及/或二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團;及 R 1 and R 2 together with the carbon atom to which they are attached form a C 3 -C 5 -cycloalkyl, wherein the C 3 -C 5 -cycloalkyl is substituted with one to three selected from the group consisting of Group substitution: halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 - C 4 -alkoxy and C 1 -C 4 -haloalkcarbonyloxy and/or two twin R 1b substituents together form -O-(CH 2 ) 2 -O- or -O-(CH 2 ) The 3 -O- group or the two twin R 1b substituents together with the carbon atom to which they are attached form a C=O group; and
R3為苯基,其可經一至三個獨立地選自由下列所組成群組之R3b取代基取代:鹵素、硝基、氰基、C1-C4-烷基、C3-C6-環烷基、具有1至5個鹵素原子之C1-C4-鹵烷基、C1-C4-烷氧基、具有1至5個鹵素原子之C1-C4-鹵烷氧基和C1-C4-烷氧羰基。 R3 is phenyl, which may be substituted with one to three R3b substituents independently selected from the group consisting of halogen, nitro, cyano, C1 - C4 -alkyl, C3 - C6 -Cycloalkyl, C1- C4 -haloalkyl with 1 to 5 halogen atoms, C1 - C4 -alkoxy, C1 - C4 -haloalkoxy with 1 to 5 halogen atoms and C 1 -C 4 -alkoxycarbonyl.
在根據實施態樣(Ib)之一些實施態樣中, In some implementations according to implementation (Ib),
X為氫, X is hydrogen,
R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一至三個選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基,及 R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is substituted with one to three R 1b substituents selected from the group consisting of: fluoro, hydroxy, methyl , ethyl, trifluoromethyl, methoxy and acetyloxy, and
R3為苯基,其可經一至三個獨立地選自由下列所組成群組之R3b取代基取代:氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。 R is phenyl, which may be substituted with one to three R substituents independently selected from the group consisting of chlorine, bromine, nitro, cyano, methyl, ethyl, isopropyl, n-propyl base, n-butyl, isobutyl, tertiary butyl, cyclopropyl, trifluoromethyl, difluoromethyl, methoxy, ethoxy, trifluoromethoxy, difluoromethoxy, methyl Oxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl.
在一些實施態樣(在本文中稱為實施態樣Ic)中,本發明化合物為式(I)化合物或其鹽、N-氧化物或溶劑合物: In some embodiments (referred to herein as embodiment Ic), the compounds of the present invention are compounds of formula (I) or a salt, N-oxide or solvate thereof:
其中 in
X為氫或氟, X is hydrogen or fluorine,
R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基,其中該C3-C5-環烷基係經一或多個R1b取代基取代; R 1 and R 2 together with the carbon atom to which they are attached form C 3 -C 5 -cycloalkyl, wherein the C 3 -C 5 -cycloalkyl is substituted with one or more R 1b substituents;
R3為雜芳基,較佳為5-或6-員雜芳基,其中該雜芳基可經一或多個R3b取代基取代; R 3 is a heteroaryl group, preferably a 5- or 6-membered heteroaryl group, wherein the heteroaryl group may be substituted with one or more R 3b substituents;
R1b係選自由下列所組成之群組:鹵素、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-C8-烷基、C3-C7-環烷基、具有1至5個鹵素原子之C1-C8-鹵烷基、具有1至5個鹵素原子之C3-C7-鹵環烷基、C2-C8-烯基、C2-C8-炔基、C1-C8-烷胺基、N-(C1-C8-烷 基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基、C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7-環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、芳基磺醯胺基、胺磺醯基、C1-C8-烷基胺磺醯基、C3-C7-環烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基;及/或 R 1b is selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amine, sulfhydryl, pentafluoro-λ 6 -sulfhydryl, carboxyl, carbamoyl, Carbamates, C 1 -C 8 -alkyl, C 3 -C 7 -cycloalkyl, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms C 3 -C 7 -halocycloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -alkylamino, N-(C 1 -C 8 -alkyl )-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 - Alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with 1 to 5 halogen Atoms C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -haloalkylcarbonyl with 1 to 5 halogen atoms , C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylamine carboxyl, C 3 -C 7 -cycloalkylamine carboxyl, N-(C 1 -C 8 -alkyl) -N-(C 3 -C 7 -cycloalkyl)aminocarboxy, di-(C 1 -C 8 -alkyl)carbamoyl, C 1 -C 8 -alkoxycarbonyl, with 1 to 5 C 1 -C 8 -haloalkoxycarbonyl with halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 with 1 to 5 halogen atoms -Haloalkanecarbonyloxy, C3-C7-cycloalkanecarbonyloxy, C1 - C8 - alkanecarbonylamino, C1 -C8-haloalkanecarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonylamino, C 1 -C 8 -alkoxycarbonylamino, C 1 -C 8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -Cycloalkoxycarbonylamino, C1 -C8-alkylsulfinyl, C1 - C8 - haloalkylsulfinyl with 1 to 5 halogen atoms, C3-C7-ring Alkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms; C 3 -C 7 -cycloalkylsulfonyl Acyl, C 1 -C 8 -alkylsulfonamido, C 1 -C 8 -haloalkylsulfonamido with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkylsulfonamido sulfonamido, arylsulfonamido, sulfamoyl, C 1 -C 8 -alkyl sulfonamido, C 3 -C 7 -cycloalkyl sulfonamido and di-(C 1 -C 8 - alkyl ) sulfamoyl; and/or
二個孿R1b取代基可與彼等所連接之碳原子一起形成C3-C7-環烷基或3-至7-員雜環基,或 The two geminal R 1b substituents may together with the carbon atom to which they are attached form a C 3 -C 7 -cycloalkyl or 3- to 7-membered heterocyclyl, or
二個孿R1b取代基可與彼等所連接之碳原子一起形成C=O、C=CH2或C=N-O-(C1-C8-烷基)基團; The two twin R 1b substituents may together with the carbon atom to which they are attached form a C=O, C=CH 2 or C=NO-(C 1 -C 8 -alkyl) group;
R3b係選自由下列所組成之群組:鹵素、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-C8-烷基、C3-C7-環烷基、具有1至5個鹵素原子之C1-C8-鹵烷基、具有1至5個鹵素原子之C3-C7-鹵環烷基、C2-C8-烯基、C2-C8-炔基、C1-C8-烷胺基、N-(C1-C8-烷 基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基、C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7-環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、芳基磺醯胺基、胺磺醯基;C1-C8-烷基胺磺醯基、C3-C7-環烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基;其中該C1-C8-烷基可經一或多個Rx取代基取代; R 3b is selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amine, sulfhydryl, pentafluoro-λ 6 -sulfhydryl, carboxyl, carbamoyl, Carbamates, C 1 -C 8 -alkyl, C 3 -C 7 -cycloalkyl, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -haloalkyl with 1 to 5 halogen atoms C 3 -C 7 -halocycloalkyl, C 2 -C 8 -alkenyl, C 2 -C 8 -alkynyl, C 1 -C 8 -alkylamino, N-(C 1 -C 8 -alkyl )-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 - Alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with 1 to 5 halogen Atoms C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -haloalkylcarbonyl with 1 to 5 halogen atoms , C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylamine carboxyl, C 3 -C 7 -cycloalkylamine carboxyl, N-(C 1 -C 8 -alkyl) -N-(C 3 -C 7 -cycloalkyl)aminocarboxy, di-(C 1 -C 8 -alkyl)carbamoyl, C 1 -C 8 -alkoxycarbonyl, with 1 to 5 C 1 -C 8 -haloalkoxycarbonyl with halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 with 1 to 5 halogen atoms -Haloalkanecarbonyloxy, C3-C7-cycloalkanecarbonyloxy, C1 - C8 - alkanecarbonylamino, C1 -C8-haloalkanecarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonylamino, C 1 -C 8 -alkoxycarbonylamino, C 1 -C 8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C 3 -C 7 -Cycloalkoxycarbonylamino, C1 -C8-alkylsulfinyl, C1 - C8 - haloalkylsulfinyl with 1 to 5 halogen atoms, C3-C7-ring Alkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms; C 3 -C 7 -cycloalkylsulfonyl Acyl, C 1 -C 8 -alkylsulfonamido, C 1 -C 8 -haloalkylsulfonamido with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkylsulfonamido sulfonamido, arylsulfonamido, sulfamoyl; C 1 -C 8 -alkyl sulfonamido, C 3 -C 7 -cycloalkyl sulfonamido and di-(C 1 -C 8 - alkyl ) sulfamoyl; wherein the C 1 -C 8 -alkyl group may be substituted with one or more R x substituents;
Rx係獨立地選自由下列所組成之群組: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、C3-C7-環烷基、具有1至5個鹵素原子之C3-C7-鹵環烷基、C1-C8-烷胺基、N-(C1-C8-烷基)-N-(C3-C7-環烷基)胺基、C3-C7-環烷胺基、二-(C1-C8-烷基)胺基、C1-C8-烷氧基、具有1至5個鹵素原子之C1-C8-鹵烷氧基、C3-C7-環烷氧基、C1-C8-烷硫基、具有1至5個鹵素原子之C1-C8-鹵烷硫基、C3-C7-環烷硫基、C1-C8-烷羰基、具有1至5個鹵素原子之C1-C8-鹵烷羰基、C3-C7-環烷羰基、C1-C8-烷基胺甲醯基、C3-C7-環烷基胺甲醯基、N-(C1-C8-烷基)-N-(C3-C7-環烷基) 胺甲醯基、二-(C1-C8-烷基)胺甲醯基、C1-C8-烷氧羰基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰基、C3-C7-環烷氧羰基、C1-C8-烷羰氧基、具有1至5個鹵素原子之C1-C8-鹵烷羰氧基、C3-C7-環烷羰氧基C1-C8-烷羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷羰胺基、C3-C7-環烷羰胺基、C1-C8-烷氧羰胺基、具有1至5個鹵素原子之C1-C8-鹵烷氧羰胺基、C3-C7-環烷氧羰胺基、C1-C8-烷基亞磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基亞磺醯基、C3-C7-環烷基亞磺醯基、C1-C8-烷基磺醯基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯基;C3-C7-環烷基磺醯基、C1-C8-烷基磺醯胺基、具有1至5個鹵素原子之C1-C8-鹵烷基磺醯胺基、C3-C7-環烷基磺醯胺基、胺磺醯基、C1-C8-烷基胺磺醯基和二-(C1-C8-烷基)胺磺醯基。 R x is independently selected from the group consisting of nitro, hydroxyl, cyano, carboxyl, amine, thiol, pentafluoro-λ 6 -thiol, carboxyl, carbamoyl, Carbamates, C 3 -C 7 -cycloalkyl, C 3 -C 7 -halocycloalkyl with 1 to 5 halogen atoms, C 1 -C 8 -alkylamino, N-(C 1 - C 8 -alkyl)-N-(C 3 -C 7 -cycloalkyl)amino, C 3 -C 7 -cycloalkylamino, di-(C1-C 8 -alkyl)amino, C 1 -C 8 -alkoxy, C 1 -C 8 -haloalkoxy with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxy, C 1 -C 8 -alkylthio, with 1 C 1 -C 8 -haloalkylthio, C 3 -C 7 -cycloalkylthio, C 1 -C 8 -alkanecarbonyl, C 1 -C 8 with 1 to 5 halogen atoms to 5 halogen atoms -Haloalkanecarbonyl, C 3 -C 7 -cycloalkanecarbonyl, C 1 -C 8 -alkylaminocarboxyl, C 3 -C 7 -cycloalkylaminocarboxyl, N-(C 1 -C 8 -Alkyl)-N-(C 3 -C 7 -cycloalkyl) carbamoyl, di-(C 1 -C 8 -alkyl) carbamoyl, C 1 -C 8 -alkoxycarbonyl, C 1 -C 8 -haloalkoxycarbonyl with 1 to 5 halogen atoms, C 3 -C 7 -cycloalkoxycarbonyl, C 1 -C 8 -alkoxycarbonyl, C with 1 to 5 halogen atoms 1 -C 8 -haloalkanecarbonyloxy, C 3 -C 7 -cycloalkanecarbonyloxy C 1 -C 8 -alkanecarbonylamino, C 1 -C 8 -haloalkanecarbonyl with 1 to 5 halogen atoms Amine, C3 - C7-cycloalkanecarbonylamino, C1 -C8 - alkoxycarbonylamino, C1 - C8 -haloalkoxycarbonylamino with 1 to 5 halogen atoms, C3 -C 7 -cycloalkoxycarbonylamino, C 1 -C 8 -alkylsulfinyl, C 1 -C 8 -haloalkylsulfinyl with 1 to 5 halogen atoms, C 3 -C 7 -Cycloalkylsulfinyl, C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -haloalkylsulfonyl with 1 to 5 halogen atoms; C 3 -C 7 -ring Alkylsulfonamido, C1 -C8-alkylsulfonamido, C1 - C8 - haloalkylsulfonamido with 1 to 5 halogen atoms, C3-C7-cycloalkyl Sulfamoyl, sulfamoyl, C 1 -C 8 -alkylamidosulfonyl and di-(C 1 -C 8 -alkyl)amidosulfonyl.
在根據實施態樣(Ic)之一些較佳實施態樣中,X為氫。 In some preferred embodiments according to embodiment (Ic), X is hydrogen.
在根據實施態樣(Ic)之一些較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基,其中該C3-C5-環烷基係經一至三個R1b取代基取代,其中該R1b取代基係選自由下列所組成之群組:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基及/或二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 In some preferred embodiments according to embodiment (Ic), R 1 and R 2 together with the carbon atom to which they are attached form C 3 -C 5 -cycloalkyl, wherein the C 3 -C 5 - Cycloalkyl is substituted with one to three R 1b substituents, wherein the R 1b substituent is selected from the group consisting of halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -halo Alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkoxy and C 1 -C 4 -haloalkcarbonyloxy and/or di- The twin R 1b substituents together form an -O-(CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group or two twin R 1b substituents together with the carbon atom to which they are attached A C=O group is formed.
在根據實施態樣(Ic)之一些該等較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一至三個選自由下列所組成群組之R1b取代基取代:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基,更佳經一或兩個選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基。 In some of these preferred embodiments according to embodiment (Ic), R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is selected from one to three Substituted with R 1b substituents from the group consisting of halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -Haloalkoxy, C 1 -C 4 -alkanecarbonyloxy and C 1 -C 4 -haloalkcarbonyloxy, more preferably substituted with one or two R 1b substituents selected from the group consisting of : Fluorine, hydroxyl, methyl, ethyl, trifluoromethyl, methoxy and acetyloxy.
在根據實施態樣(Ib)之一些該等較佳實施態樣中,R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經二個孿R1b取代基取代,其中該二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或該二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團。 In some of these preferred embodiments according to embodiment (Ib), R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is via two twin R 1b substituent substitution, wherein the two twin R 1b substituents together form an -O-(CH 2 ) 2 -O- or -O-(CH 2 ) 3 -O- group or the two twin R 1b substituents Together with the carbon atoms to which they are attached, a C=O group is formed.
在根據實施態樣(Ic)之一些較佳實施態樣中,R3為選自由下列所組成群組之雜芳基:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基、吡基、吲哚基、異吲哚基、喹啉基和異喹啉基,其中該雜芳基可經一至三個較佳獨立地選自由下列所組成群組之R3b取代基取代:鹵素、硝基、氰基、C1-C4-烷基、C3-C6-環烷基、具有1至5個鹵素原子之C1-C4-鹵烷基、C1-C4-烷氧基、具有1至5個鹵素原子之C1-C4-鹵烷氧基和C1-C4-烷氧羰基。 In some preferred embodiments according to embodiment (Ic), R 3 is a heteroaryl group selected from the group consisting of furyl (furanyl), thienyl, pyrrolyl , pyrazolyl, imidazolyl, triazolyl, iso azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl base, pyrimidinyl, pyridine , indolyl, isoindolyl, quinolinyl, and isoquinolinyl, wherein the heteroaryl group may be substituted with one to three R substituents preferably independently selected from the group consisting of halogen, Nitro, cyano, C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 4 -haloalkyl with 1 to 5 halogen atoms, C 1 -C 4 -alkane oxy, C 1 -C 4 -haloalkoxy and C 1 -C 4 -alkoxycarbonyl having 1 to 5 halogen atoms.
在根據實施態樣(Ic)之一些較佳實施態樣中,R3為較佳選自由下列所組成群組之5-或6-員雜芳基:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基和吡基,其中該雜芳基可經一至三個較佳獨立地選自由下列所組成群組之R3b取代基取代:鹵素、硝基、氰基、C1-C4-烷基、C3-C6-環烷基、具有1至5個鹵素原子之C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基具有1至5個鹵素原子之和C1-C4-烷氧羰基。 In some preferred embodiments according to embodiment (Ic), R 3 is a 5- or 6-membered heteroaryl group preferably selected from the group consisting of: furyl (furanyl )), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, iso azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl pyrimidinyl, pyrimidinyl and pyridine wherein the heteroaryl group may be substituted with one to three R 3b substituents preferably independently selected from the group consisting of halogen, nitro, cyano, C 1 -C 4 -alkyl, C 3 - C6 -cycloalkyl, C1- C4 -haloalkyl with 1 to 5 halogen atoms, C1 - C4 -alkoxy, C1 - C4 -haloalkoxy with 1 to 5 The sum of halogen atoms is C 1 -C 4 -alkoxycarbonyl.
在根據實施態樣(Ic)之一些特佳實施態樣中,R3為吡啶基,其可經一至三個獨立地選自由下列所組成群組之R3b取代基取代:氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。 In some particularly preferred embodiments according to embodiment (Ic), R 3 is pyridyl, which may be substituted with one to three R 3b substituents independently selected from the group consisting of: chloro, bromo, nitro group, cyano group, methyl group, ethyl group, isopropyl group, n-propyl group, n-butyl group, isobutyl group, tertiary butyl group, cyclopropyl group, trifluoromethyl group, difluoromethyl group, methoxy group, Ethoxy, trifluoromethoxy, difluoromethoxy, methoxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl.
在根據實施態樣(Ic)之一些實施態樣中, In some implementations according to implementation (Ic),
X為氫, X is hydrogen,
R1和R2與彼等所連接之碳原子一起形成C3-C5-環烷基,其中該C3-C5-環烷基係經一至三個選自由下列所組成群組之取代基取代:鹵素、羥基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷羰氧基和C1-C4-鹵烷羰氧基及/或二個孿R1b取代基一起形成-O-(CH2)2-O-或-O-(CH2)3-O-基團或二個孿R1b取代基與彼等所連接之碳原子一起形成C=O基團;及 R 1 and R 2 together with the carbon atom to which they are attached form a C 3 -C 5 -cycloalkyl, wherein the C 3 -C 5 -cycloalkyl is substituted with one to three selected from the group consisting of Group substitution: halogen, hydroxy, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 - C 4 -alkoxy and C 1 -C 4 -haloalkcarbonyloxy and/or two twin R 1b substituents together form -O-(CH 2 ) 2 -O- or -O-(CH 2 ) The 3 -O- group or the two twin R 1b substituents together with the carbon atom to which they are attached form a C=O group; and
R3為選自由下列所組成群組之5-或6-員雜芳基:呋喃基(furyl)(呋喃基(furanyl))、噻吩基、吡咯基、吡唑基、咪唑基、***基、異唑基、唑基、二唑基、異噻唑基、噻唑基、吡啶基、嗒基、嘧啶基和吡基,尤佳為吡啶基, R 3 is a 5- or 6-membered heteroaryl selected from the group consisting of furyl (furanyl), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl ,different azolyl, azolyl, oxadiazolyl, isothiazolyl, thiazolyl, pyridyl, pyridyl pyrimidinyl, pyrimidinyl and pyridine base, especially pyridyl,
其中該雜芳基可經一至三個獨立地選自由下列所組成群組之R3b取代基取代:鹵素、硝基、氰基、C1-C4-烷基、C3-C6-環烷基、具有1至5個鹵素原子之C1-C4-鹵烷基、C1-C4-烷氧基、具有1至5個鹵素原子之C1-C4-鹵烷氧基和C1-C4-烷氧羰基。 wherein the heteroaryl group may be substituted with one to three R 3b substituents independently selected from the group consisting of halogen, nitro, cyano, C 1 -C 4 -alkyl, C 3 -C 6 -cyclic Alkyl, C1- C4 -haloalkyl having 1 to 5 halogen atoms, C1 - C4 -alkoxy, C1 - C4 -haloalkoxy having 1 to 5 halogen atoms and C 1 -C 4 -alkoxycarbonyl.
在根據實施態樣(Ic)之一些實施態樣中, In some implementations according to implementation (Ic),
X為氫, X is hydrogen,
R1和R2與彼等所連接之碳原子一起形成環丙基或環丁基環,其係經一至三個選自由下列所組成群組之R1b取代基取代:氟、羥基、甲基、乙基、三氟甲基、甲氧基和乙醯氧基,及 R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl or cyclobutyl ring, which is substituted with one to three R 1b substituents selected from the group consisting of: fluoro, hydroxy, methyl , ethyl, trifluoromethyl, methoxy and acetyloxy, and
R3為吡啶基,其可經一至三個獨立地選自由下列所組成群組之R3b取代基取代:氯、溴、硝基、氰基、甲基、乙基、異丙基、正丙基、正丁基、異丁基、三級丁基、環丙基、三氟甲基、二氟甲基、甲氧基、乙氧基、三氟甲氧基、二氟甲氧基、甲氧羰基、乙氧羰基和三級丁氧羰基。 R3 is pyridyl, which may be substituted with one to three R3b substituents independently selected from the group consisting of chloro, bromo, nitro, cyano, methyl, ethyl, isopropyl, n-propyl base, n-butyl, isobutyl, tertiary butyl, cyclopropyl, trifluoromethyl, difluoromethyl, methoxy, ethoxy, trifluoromethoxy, difluoromethoxy, methyl Oxycarbonyl, ethoxycarbonyl and tertiary butoxycarbonyl.
關於根據本發明之化合物的取代基之上述優先選擇可以各種方式組合。此等較佳特徵的組合因此提供根據本發明之化合物的子類別。根據本發明之較佳化合物的該等子類別之實例為: The above preferences for the substituents of the compounds according to the invention can be combined in various ways. The combination of these preferred features thus provides a subclass of compounds according to the invention. Examples of such subclasses of preferred compounds according to the invention are:
- X之較佳特徵與R1、R2和R3之一或多個較佳特徵; - the preferred characteristics of X and one or more preferred characteristics of R 1 , R 2 and R 3 ;
- R1之較佳特徵與X、R2和R3之一或多個較佳特徵; - the preferred characteristics of R 1 and one or more preferred characteristics of X, R 2 and R 3 ;
- R2之較佳特徵與X、R1和R3之一或多個較佳特徵; - the preferred characteristics of R 2 and one or more preferred characteristics of X, R 1 and R 3 ;
- R3之較佳特徵與X、R1和R2之一或多個較佳特徵。 - the preferred characteristics of R 3 and one or more preferred characteristics of X, R 1 and R 2 .
最佳的是選自由下列所組成群組之式(I)化合物: Most preferred are compounds of formula (I) selected from the group consisting of:
N-[3,3-二氟-1-(2-氟苯基)環丁基]-5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-胺, N-[3,3-Difluoro-1-(2-fluorophenyl)cyclobutyl]-5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-amine,
5-[5-(二氟甲基)-1,3,4-二唑-2-基]-N-[3-氟-1-(2-氟苯基)環丁基]嘧啶-2-胺(順式立體異構物), 5-[5-(Difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-[3-fluoro-1-(2-fluorophenyl)cyclobutyl]pyrimidin-2-amine (cis stereoisomer),
5-[5-(二氟甲基)-1,3,4-二唑-2-基]-N-[1-(2-氟苯基)-3-甲基-環丁基]嘧啶-2-胺(順式立體異構物), 5-[5-(Difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-[1-(2-fluorophenyl)-3-methyl-cyclobutyl]pyrimidin-2-amine (cis stereoisomer),
3-[[5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基]胺基]-3-(2-氟苯基)-環丁醇(反式立體異構物), 3-[[5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-yl]amino]-3-(2-fluorophenyl)-cyclobutanol (trans stereoisomer),
乙酸[3-[[5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基]胺基]-3-(2-氟苯基)環丁基]酯(順式和反式立體異構物), [3-[[5-[5-(difluoromethyl)-1,3,4-acetic acid oxadiazol-2-yl]pyrimidin-2-yl]amino]-3-(2-fluorophenyl)cyclobutyl]ester (cis and trans stereoisomers),
5-[5-(二氟甲基)-1,3,4-二唑-2-基]-N-(3,3-二氟-1-苯基-環丁基)嘧啶-2-胺, 5-[5-(Difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-(3,3-difluoro-1-phenyl-cyclobutyl)pyrimidin-2-amine,
5-[5-(二氟甲基)-1,3,4-二唑-2-基]-N-[1-(2,6-二氟苯基)-3-氟-環丁基]嘧啶-2-胺(順式和反式立體異構物), 5-[5-(Difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)-3-fluoro-cyclobutyl]pyrimidin-2-amine (cis and trans stereoisomers),
N-[1-(4-溴苯基)-3-氟-環丁基]-5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-胺(順式和反式立體異構物), N-[1-(4-Bromophenyl)-3-fluoro-cyclobutyl]-5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-amine (cis and trans stereoisomers),
3-(2,6-二氟苯基)-3-[[5-[5-(三氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基]胺基]環丁醇(順式和反式立體異構物), 3-(2,6-Difluorophenyl)-3-[[5-[5-(trifluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-yl]amino]cyclobutanol (cis and trans stereoisomers),
3-[[5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基]胺基]-3-苯基-環丁醇(順式和反式立體異構物), 3-[[5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-yl]amino]-3-phenyl-cyclobutanol (cis and trans stereoisomers),
3-(4-氯苯基)-3-[[5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基]胺基]環丁醇胺(順式和反式立體異構物), 3-(4-Chlorophenyl)-3-[[5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-yl]amino]cyclobutanolamine (cis and trans stereoisomers),
5-[5-(二氟甲基)-1,3,4-二唑-2-基]-N-[1-(2,6-二氟苯基)-3,3-二氟-環丁基]嘧啶-2-胺, 5-[5-(Difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)-3,3-difluoro-cyclobutyl]pyrimidin-2-amine,
5-[5-(二氟甲基)-1,3,4-二唑-2-基]-N-[rac-(1S,2S)-1-苯基-2-(三氟甲基)環丙基]嘧啶-2-胺(立體異構物的混合物), 5-[5-(Difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-[rac-(1S,2S)-1-phenyl-2-(trifluoromethyl)cyclopropyl]pyrimidin-2-amine (mixture of stereoisomers),
5-[5-(二氟甲基)-1,3,4-二唑-2-基]-N-(3-氟-1-苯基-環丁基)嘧啶-2-胺(順式和反式立體異構物), 5-[5-(Difluoromethyl)-1,3,4- oxadiazol-2-yl]-N-(3-fluoro-1-phenyl-cyclobutyl)pyrimidin-2-amine (cis and trans stereoisomers),
N-[2-(4-溴苯基)-5,8-二氧雜螺[3.4]辛-2-基]-5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-胺, N-[2-(4-Bromophenyl)-5,8-dioxaspiro[3.4]oct-2-yl]-5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-amine,
3-[[5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基]胺基]-3-(4-氟苯基)環丁醇(順式和反式立體異構物), 3-[[5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-yl]amino]-3-(4-fluorophenyl)cyclobutanol (cis and trans stereoisomers),
5-[5-(二氟甲基)-1,3,4-二唑-2-基]-N-[1-(2,6-二氟苯基)-3-甲基-環丁基]嘧啶-2-胺(順式和反式立體異構物)及 5-[5-(Difluoromethyl)-1,3,4- Diazol-2-yl]-N-[1-(2,6-difluorophenyl)-3-methyl-cyclobutyl]pyrimidin-2-amine (cis and trans stereoisomers) and
3-[[5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基]胺基]-3-(2,6-二氟苯基)環丁醇(順式和反式立體異構物), 3-[[5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]pyrimidin-2-yl]amino]-3-(2,6-difluorophenyl)cyclobutanol (cis and trans stereoisomers),
以及彼等的鹽、N-氧化物和溶劑合物。 and their salts, N-oxides and solvates.
式(I)化合物在作物保護中係可用於控制有害微生物,特別是植物病原性真菌(用作為殺真菌劑)。因此,本發明關於式(I)化合物在作物保護中用於控制植物病原性真菌之用途。 The compounds of formula (I) are useful in crop protection for the control of harmful microorganisms, in particular phytopathogenic fungi (as fungicides). Accordingly, the present invention relates to the use of compounds of formula (I) in crop protection for the control of phytopathogenic fungi.
本發明亦關於表1中所揭示之任何式(I)化合物。 The present invention also relates to any of the compounds of formula (I) disclosed in Table 1 .
用於製備活性成分之中間物 Intermediates for the preparation of active ingredients
本發明亦關於用於製備式(I)化合物之中間物。 The present invention also relates to intermediates useful in the preparation of compounds of formula (I).
除非另有指示,否則基團及標號X、R1、R2和R3具有上述關於式(I)化合物所給出之意義。 Unless otherwise indicated, groups and designations X, R1, R2 and R3 have the meanings given above for compounds of formula ( I ).
因此,本發明關於式(II)化合物以及彼等可接受的鹽、N-氧化物和溶劑合物: Accordingly, the present invention relates to compounds of formula (II) and their acceptable salts, N-oxides and solvates:
其中X、R1、R2和R3具有上述關於式(I)化合物所給出之意義。 wherein X, R1, R2 and R3 have the meanings given above for the compounds of formula ( I ).
用於製備式(I)化合物及中間物之方法 Processes for the preparation of compounds of formula (I) and intermediates
本發明關於製備式(I)化合物及彼等的中間物之方法。除非另有指示,否則基團及標號X、R1、R2和R3具有上述關於式(I)化合物所給出之意義。此等定義不僅適用於式(I)之終產物,亦適用於所有中間物。 The present invention relates to processes for the preparation of compounds of formula (I) and their intermediates. Unless otherwise indicated, groups and designations X, R1, R2 and R3 have the meanings given above for compounds of formula ( I ). These definitions apply not only to the final products of formula (I), but also to all intermediates.
式(I)化合物可根據方法P1藉由使式(II)中間物與脫水劑(諸如N-(三乙基銨磺醯基)胺甲酸甲酯(柏傑士(Burgess)試劑))在適當溶劑(諸如四氫呋喃)中反應而製備,如先前於WO2017065473中所述。 Compounds of formula (I) can be prepared according to Method P1 by subjecting intermediates of formula (II) to a suitable dehydrating agent such as methyl N-(triethylammoniumsulfonyl)carbamate (Burgess reagent) prepared by reaction in a solvent such as tetrahydrofuran, as previously described in WO2017065473.
式(II)中間物可為市售或可根據方法P2藉由使式(III)之卡肼(carbohydrazide)與式(IVa)或(IVb)化合物(其係為市售或可根據已知的程序自可輕易取得的化合物開始製備)在適當溶劑(諸如四氫呋喃)中、視需要地在鹼(諸如三乙胺)的存在下、較佳地在室溫下反應而製備,如先前於WO2017065473中所述。 Intermediates of formula (II) are either commercially available or can be prepared according to Method P2 by combining a carbohydrazide of formula (III) with a compound of formula (IVa) or (IVb), either commercially available or available according to known Procedures are prepared starting from readily available compounds) in a suitable solvent such as tetrahydrofuran, optionally in the presence of a base such as triethylamine, preferably at room temperature, as previously described in WO2017065473 said.
式(III)之卡肼(carbohydrazide)可為市售或可根據方法P3藉由使式(V)化合物(其中LG1為脫離基,如例如乙氧基)與水合肼在適當溶劑(諸如乙醇)中反應而製備,如先前於WO2017065473中所述。 Carbohydrazide of formula (III) is commercially available or can be obtained according to method P3 by combining a compound of formula (V) (wherein LG1 is a leaving group such as for example ethoxy) with hydrazine hydrate in a suitable solvent such as ethanol prepared by reaction in WO2017065473 as previously described in WO2017065473.
式(V)化合物可為市售或可根據已知的程序自可輕易取得的化合物開始製備。 Compounds of formula (V) may be commercially available or may be prepared according to known procedures starting from readily available compounds.
或者,式(V)化合物可根據方法P4藉由使式(VI)化合物(其中LG1為烷氧基,如例如乙氧基,及其中LG2為脫離基,如例如氯)與式(VII)化合物(如例如European Journal of Medicinal Chemistry,135,531-543;2017或Bioorganic & Medicinal Chemistry,25(17),4553-4559;2017中所述)視需要地在鹼(如例如N,N-二異丙基乙胺)或酸(如例如對甲苯磺酸)的存在 下在溶劑(諸如二氯甲烷或1,4-二烷)中以親核性取代進行反應而製備。當LG2為SMe時,可能必需例如藉由3-氯過苯甲酸氧化,以活化脫離基。 Alternatively, compounds of formula (V) can be prepared according to Method P4 by combining compounds of formula (VI) (wherein LG1 is an alkoxy group such as, for example, ethoxy, and wherein LG2 is a leaving group, such as, for example, chlorine) with a compound of formula (VII) (as described for example in European Journal of Medicinal Chemistry, 135, 531-543; 2017 or Bioorganic & Medicinal Chemistry, 25(17), 4553-4559; 2017) optionally in a base (such as for example N,N-diisopropyl) ethylamine) or an acid (such as, for example, p-toluenesulfonic acid) in a solvent (such as dichloromethane or 1,4-dichloromethane) It is prepared by reacting with nucleophilic substitution in alkane). When LG2 is SMe, it may be necessary to activate the leaving group, eg, by oxidation by 3-chloroperbenzoic acid.
式(VI)化合物可為市售或可根據已知的程序自可輕易取得的化合物開始製備。 Compounds of formula (VI) may be commercially available or may be prepared according to known procedures starting from readily available compounds.
式(VII)化合物可為市售或可根據已知的程序自可輕易取得的化合物開始製備。 Compounds of formula (VII) may be commercially available or may be prepared according to known procedures starting from readily available compounds.
或者,式(III)卡肼可根據方法P5藉由使式(VIII)化合物與酸(諸如三氟乙酸)在適當溶劑(諸如二氯甲烷)中、較佳地在室溫下反應而製備,如先前於Bioorganic & Medicinal Chemistry,20(1),487-497;2012中所述。 Alternatively, carbazines of formula (III) can be prepared according to Method P5 by reacting a compound of formula (VIII) with an acid such as trifluoroacetic acid in a suitable solvent such as dichloromethane, preferably at room temperature, As previously described in Bioorganic & Medicinal Chemistry, 20(1), 487-497;2012.
式(VIII)化合物可為市售或可根據方法P6藉由使式(IX)之酸與肼基甲酸三級丁酯(tert-butyl carbazate)在偶合劑(如例如六氟磷酸1-[雙(二甲胺基)亞甲基]-1H-1,2,3-***并[4,5-b]吡啶鎓鹽3-氧化物(HATU)或1-(3-二甲胺基丙基)-3-乙基碳二醯亞胺鹽酸鹽(EDC.HCl))的存在下、在適 當溶劑(諸如二氯甲烷)中、視需要地在鹼(諸如N,N-二異丙基乙胺)的存在下反應而製備,如先前於Tetrahedron,58(27),5513-5523;2002中所述。 Compounds of formula (VIII) are either commercially available or can be prepared according to Method P6 by combining the acid of formula (IX) with tert-butyl carbazate in a coupling agent such as, for example, 1-[bis-hexafluorophosphate]. (dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium salt 3-oxide (HATU) or 1-(3-dimethylaminopropyl base)-3-ethylcarbodiimide hydrochloride (EDC.HCl)) in the presence of a suitable Prepared when reacted in a solvent such as dichloromethane, optionally in the presence of a base such as N,N-diisopropylethylamine, as previously described in Tetrahedron, 58(27), 5513-5523; 2002 described in.
式(IX)化合物可為市售或可根據已知的程序自可輕易取得的化合物開始製備。 Compounds of formula (IX) may be commercially available or may be prepared according to known procedures starting from readily available compounds.
或者,式(II)中間物可根據方法P7藉由使式(V)化合物(其中LG1為脫離基,如例如氯)與2,2-二氟乙醯肼或2,2,2-三氟乙醯肼在適當溶劑(諸如四氫呋喃、乙腈、二氯甲烷)中、視需要地在鹼(諸如三乙胺)的存在下、較佳地在-60℃、0℃或在室溫下反應而製備,如先前於Russian Journal of Organic Chemistry,43(11),1686-1695;2007或Yingyong Huaxue,13(5),5-9;1996中所述。 Alternatively, intermediates of formula (II) can be prepared according to Method P7 by combining compounds of formula (V) (wherein LG1 is a leaving group such as, for example, chlorine) with 2,2-difluoroacethydrazine or 2,2,2-trifluoro Acetylhydrazine is reacted in a suitable solvent such as tetrahydrofuran, acetonitrile, dichloromethane, optionally in the presence of a base such as triethylamine, preferably at -60°C, 0°C or at room temperature Prepared as previously described in Russian Journal of Organic Chemistry, 43(11), 1686-1695; 2007 or Yingyong Huaxue, 13(5), 5-9; 1996.
2,2-二氟乙醯肼及2,2,2-三氟乙醯肼可為市售或可根據已知的方法製備,如先前於Synlett,(12),1939-1941;2005,Journal of Organic Chemistry,78(16),8054-8064;2013,Chemistry of Heterocyclic Compounds(New York,NY,United States),52(2),133-139;2016或WO 2018233633中所述。 2,2-Difluoroacethydrazine and 2,2,2-trifluoroacethydrazine are commercially available or can be prepared according to known methods, as previously in Synlett, (12), 1939-1941; 2005, Journal of Organic Chemistry, 78(16), 8054-8064; 2013, Chemistry of Heterocyclic Compounds (New York, NY, United States), 52(2), 133-139; 2016 or WO 2018233633.
或者,式(I)化合物可根據方法P8藉從(X)式化合物(其中LG3為脫離基)與式(VII)化合物(如例如European Journal of Medicinal Chemistry,135,531-543;2017或WO2017065473中所述)視需要地在鹼(如例如三乙胺)或酸(如例如對甲苯磺酸)的存在下在溶劑(諸如二氯甲烷或1,4-二烷)中以親核性取代進行反應而製備。當LG2為SMe時,可能必需例如藉由3-氯過苯甲酸氧化,以活化脫離基。 Alternatively, compounds of formula (I) can be combined with compounds of formula (VII) according to method P8 from compounds of formula (X) wherein LG3 is a leaving group (eg as described in European Journal of Medicinal Chemistry, 135, 531-543; 2017 or WO2017065473 ) optionally in a solvent such as dichloromethane or 1,4-dichloromethane in the presence of a base such as eg triethylamine or an acid such as eg p-toluenesulfonic acid It is prepared by reacting with nucleophilic substitution in alkane). When LG2 is SMe, it may be necessary to activate the leaving group, eg, by oxidation by 3-chloroperbenzoic acid.
式(X)化合物可為市售或可類似於方法P1和P2或P3及P4或P7自可輕易取得的化合物開始製備。 Compounds of formula (X) may be commercially available or may be prepared starting from readily available compounds in analogy to Methods P1 and P2 or P3 and P4 or P7.
或者,式(I)化合物可根據方法P9藉由使式(XI)化合物與C1-C3-鹵烷基乙酸酐(其可為市售或可根據已知的程序自可輕易取得的化合物開始製備)在適當溶劑(諸如二氯甲烷)中、較佳在0℃下反應而製備,如先前於WO2018165520中所述。 Alternatively, the compound of formula (I) can be prepared according to Method P9 by combining the compound of formula (XI) with C1 - C3-haloalkylacetic anhydride (which may be commercially available or from readily available compounds according to known procedures) starting preparation) in a suitable solvent such as dichloromethane, preferably at 0°C, as previously described in WO2018165520.
式(XI)化合物可根據方法P10藉由使式(XII)化合物與疊氮化物來源(諸如疊氮化鈉)在適當溶劑(諸如N,N-二甲基甲醯胺)中、視需要地在 鹽(諸如氯化銨及/或氯化鋰)的存在下,較佳地在95℃下反應而製備,如先前於WO2018165520中所述。 Compounds of formula (XI) can be prepared according to Method P10 by combining compounds of formula (XII) with a source of azide such as sodium azide in a suitable solvent such as N,N-dimethylformamide, optionally exist Prepared by reaction preferably at 95°C in the presence of salts such as ammonium chloride and/or lithium chloride, as previously described in WO2018165520.
式(XII)化合物可根據方法P11藉由使式(XIII)化合物(其中LG4為脫離基,諸如氯)與式(VII)化合物(如先前於WO2018165520中所述)視需要地在鹼(如例如三乙胺)或酸(如例如對甲苯磺酸)的存在下在溶劑(諸如例如乙醇、二氯甲烷或1,4-二烷)中以親核取代進行反應而製備。 Compounds of formula (XII) can be prepared according to Method P11 by combining compounds of formula (XIII) (wherein LG4 is a leaving group such as chlorine) with compounds of formula (VII) (as previously described in WO2018165520), optionally in a base such as for example triethylamine) or an acid (such as, for example, p-toluenesulfonic acid) in a solvent (such as, for example, ethanol, dichloromethane, or 1,4-dichloromethane) It is prepared by reacting with nucleophilic substitution in alkane).
式(XIII)化合物可為市售或可根據已知的程序自可輕易取得的化合物開始製備。 Compounds of formula (XIII) are either commercially available or can be prepared according to known procedures starting from readily available compounds.
根據本發明,方法P1至P11若適當的話可在溶劑存在下且若適當的話在鹼存在下進行。 According to the invention, the processes P1 to P11 can be carried out, if appropriate, in the presence of a solvent and, if appropriate, a base.
用於進行根據本發明之方法P1至P11的適當溶劑為習用惰性有機溶劑。較佳者為使用視需要經鹵化的脂族、脂環族或芳族烴,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,諸如***、異丙醚、甲基三級丁基醚、甲基三級戊基醚、二烷、四氫呋喃、1,2-二甲 氧基乙烷、1,2-二乙氧基乙烷或苯甲醚;腈,諸如乙腈、丙腈、正丁腈或異丁腈或苯甲腈;醯胺,諸如N,N-二甲基甲醯胺、N,N-二甲基乙醯胺、N-甲基甲醯苯胺、N-甲基吡咯啶酮或六甲基磷醯三胺;酯,諸如乙酸甲酯或乙酸乙酯;亞碸,諸如二甲亞碸;或碸,諸如環丁碸。 Suitable solvents for carrying out the processes P1 to P11 according to the invention are the customary inert organic solvents. It is preferred to use optionally halogenated aliphatic, cycloaliphatic or aromatic hydrocarbons such as petroleum ether, hexane, heptane, cyclohexane, methylcyclohexane, benzene, toluene, xylene or decahydro Naphthalene; chlorobenzene, dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, dichloroethane or trichloroethane; ethers such as diethyl ether, isopropyl ether, methyl tertiary butyl ether, methyl tributyl ether grade amyl ether, two Alkane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane or anisole; nitriles such as acetonitrile, propionitrile, n-butyronitrile or isobutyronitrile or benzonitrile; amides, such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylcarbanilide, N-methylpyrrolidone or hexamethylphosphoric triamine; esters, such as methyl acetate or ethyl acetate; sulfites, such as dimethylsulfoxide; or sulfites, such as cyclobutanes.
用於進行根據本發明之方法P1至P11的適當鹼為習用於該等反應之無機及有機鹼。較佳者為使用鹼土金屬、鹼金屬氫化物、鹼金屬氫氧化物或鹼金屬烷氧化物,諸如氫氧化鈉、氫化鈉、氫氧化鈣、氫氧化鉀、三級丁醇鉀,或其他氫氧化銨;鹼金屬碳酸鹽,諸如碳酸鈉、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,諸如乙酸鈉、乙酸鉀、乙酸鈣;以及三級胺,諸如三甲胺、三乙胺、二異丙基乙胺、三丁胺、N,N-二甲基苯胺、吡啶、N-甲基哌啶、N,N-二甲胺基吡啶、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 processes P1 to P11 according to the invention are the inorganic and organic bases customary for these reactions. It is preferred to use alkaline earth metals, alkali metal hydrides, alkali metal hydroxides or alkali metal alkoxides such as sodium hydroxide, sodium hydride, calcium hydroxide, potassium hydroxide, potassium tertiary butoxide, or other hydrogen Ammonium oxide; 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] Undecyl-7-ene (DBU).
當進行方法P1至P11時,根據本發明,反應溫度可獨立地在相對寬的範圍內改變。通常,根據本發明之方法係在介於-20℃與160℃之間的溫度下進行。一種控制用於該等方法之溫度的方式為使用微波技術。 When carrying out the processes P1 to P11, the reaction temperature can be independently varied within a relatively wide range according to the invention. Generally, the method according to the invention is carried out at a temperature between -20°C and 160°C. One way to control the temperature used in these methods is to use microwave technology.
根據本發明之方法P1至P11通常獨立地在大氣壓下進行。然而,亦有可能在加壓或減壓下操作。 Processes P1 to P11 according to the invention are generally carried out independently at atmospheric pressure. However, it is also possible to operate under elevated or reduced pressure.
後處理係以習用的方法進行。通常,反應混合物係以水處理,且分離出有機相,及在乾燥後在減壓下濃縮。若適當的話,剩餘的殘餘物可以習用的方法(諸如層析術或再結晶)自仍可存在的任何雜質釋出。 Post-processing is carried out by conventional methods. Typically, the reaction mixture is treated with water, and the organic phase is separated off and, after drying, concentrated under reduced pressure. If appropriate, the remaining residue can be liberated from any impurities that may still be present by conventional methods, such as chromatography or recrystallization.
可根據上述方法來製備根據本發明之化合物。仍應理解,熟習此項技術者基於其常識及可獲得的出版物,將能夠根據所需合成的根據本發明之化合物中的各者之特殊性修改此等方法。 The compounds according to the invention can be prepared according to the methods described above. It will still be appreciated that those skilled in the art, based on their general knowledge and available publications, will be able to adapt these methods according to the particularity of each of the compounds according to the invention to be synthesized.
組成物及調配物 Compositions and Formulations
本發明進一步關於組成物,特別是用於控制非所需微生物之組成物。組成物可施用至微生物及/或在彼等的棲所中。 The present invention further relates to compositions, particularly compositions for the control of undesirable microorganisms. The composition can be applied to the microorganisms and/or in their habitat.
組成物包含至少一種本發明化合物和至少一種農業上適當的助劑,例如載劑及/或界面活性劑。 The composition comprises at least one compound of the present invention and at least one agriculturally suitable adjuvant, such as a carrier and/or a surfactant.
載劑為固體或液體、天然或合成、有機或無機物質,其通常為惰性。載劑通常改良化合物施用至(例如)植物、植物部分或種子。適當固體載劑之實例包括但不限於銨鹽(特別是硫酸銨、磷酸銨和硝酸銨)、天然岩粉(諸如高嶺土、黏土、滑石、白堊、石英、鎂鋁海泡石、蒙脫石和矽藻土)、矽膠和合成岩粉(諸如細碎矽石、氧化鋁及矽酸鹽)。用於製備顆粒的通常有用之固態載劑之實例包括但不限於壓碎和分級的天然岩石(諸如方解石、大理石、浮石、海泡石和白雲石)、無機和有機粉末的合成顆粒及有機材料的顆粒(諸如紙、鋸屑、椰子殼、玉米穗和菸草桿)。適當液體載劑之實例包括但不限於水、有機溶劑及其組合。適當溶劑之實例包括極性和非極性有機化學液體,例如來自下列類別:芳族和非芳族烴(諸如環己烷、石蠟、烷基苯、二甲苯、甲苯、四氫萘、烷基萘)、氯化芳族或氯化脂族烴(諸如氯苯、氯乙烯或二氯甲烷)、醇和多元醇(其亦可視需要地經取代、醚化及/或酯化,諸如乙醇、丙醇、丁醇、苯甲醇、環己醇或二醇)、酮(諸如丙酮、甲基乙酮、甲基異丁酮或環己酮)、酯(包括脂肪和油)和(聚)醚、未經取代和經取代之胺、醯胺(諸如二甲基甲醯胺或脂肪酸醯胺)及其酯、內醯胺(諸如N-烷基吡咯啶酮,特別是N-甲基吡咯啶酮)和內酯、碸和亞碸(諸如二甲亞碸)、植物或動物來源的油。載劑亦可為液化氣態增量劑,亦即在標準溫度及標準壓力下為氣態之液體,例如煙霧推進劑(諸如鹵烴、丁烷、丙烷、氮和二氧化碳)。 Carriers are solid or liquid, natural or synthetic, organic or inorganic substances, which are generally inert. The carrier usually improves the application of the compound to, for example, plants, plant parts or seeds. Examples of suitable solid carriers include, but are not limited to, ammonium salts (especially ammonium sulfate, ammonium phosphate, and ammonium nitrate), natural rock dusts such as kaolin, clay, talc, chalk, quartz, sepiolite, montmorillonite, and silica diatomaceous earth), silica gel and synthetic rock dusts (such as finely divided silica, alumina and silicates). Examples of generally useful solid carriers for preparing particles include, but are not limited to, crushed and classified natural rocks (such as calcite, marble, pumice, sepiolite, and dolomite), synthetic particles of inorganic and organic powders, and organic materials. Particles (such as paper, sawdust, coconut husks, ears of corn, 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, for example from the following classes: aromatic and non-aromatic hydrocarbons (such as cyclohexane, paraffins, alkylbenzenes, xylenes, toluene, tetralin, alkylnaphthalenes) , chlorinated aromatic or chlorinated aliphatic hydrocarbons (such as chlorobenzene, vinyl chloride or dichloromethane), alcohols and polyols (which may also be optionally substituted, etherified and/or esterified, such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol or glycol), ketones (such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone), esters (including fats and oils) and (poly)ethers, untreated Substituted and substituted amines, amides (such as dimethylformamide or fatty acid amides) and esters thereof, lactamides (such as N-alkylpyrrolidone, especially N-methylpyrrolidone) and Lactones, ash and sulfites (such as dimethyl sulfoxide), oils of vegetable or animal origin. The carrier may also be a liquefied gaseous extender, ie, a liquid that is gaseous at standard temperature and pressure, such as aerosol propellants such as halocarbons, butane, propane, nitrogen and carbon dioxide.
較佳固體載劑係選自黏土、滑石和矽石。 Preferred solid carriers are selected from clays, talcs and silicas.
較佳液體載劑係選自水、脂肪酸醯胺及其酯、芳族和非芳族烴、內醯胺及碳酸酯。 Preferred liquid carriers are selected from the group consisting of water, fatty acid amides and their esters, aromatic and non-aromatic hydrocarbons, lactamides and carbonates.
載劑的量通常根據組成物重量範圍從1至99.99%,較佳在從5至99.9%,更佳從10至99.5%,且最佳從20至99%。 The amount of carrier generally ranges from 1 to 99.99% by weight of the composition, preferably from 5 to 99.9%, more preferably from 10 to 99.5%, and most preferably from 20 to 99%.
液體載劑通常根據組成物重量以從20至90%,例如30至80%之範圍存在。 Liquid carriers are typically present in the range from 20 to 90%, eg, 30 to 80%, by weight of the composition.
固體載劑通常根據組成物重量以從0至50%,較佳5至45%,例如10至30%之範圍存在。 Solid carriers are generally present in the range from 0 to 50%, preferably 5 to 45%, eg 10 to 30% by weight of the composition.
若組成物包含二或更多種載劑,則概述之範圍係指載劑的總量。 If the composition contains two or more carriers, the summarised ranges refer to the total amount of carriers.
界面活性劑可為離子(陽離子或陰離子)、兩性離子或非離子界面活性劑,諸如離子或非離子乳化劑、泡沫形成劑、分散劑、潤濕劑、穿透增強劑及其任何混合物。適當界面活性劑之實例包括但不限於聚丙烯酸之鹽、木質磺酸之鹽(諸如木質磺酸鈉)、酚磺酸或萘磺酸之鹽、環氧乙烷及/或環氧丙烷與脂肪醇、脂肪酸或脂肪胺之聚縮物(例如聚氧乙烯脂肪酸酯(諸如蓖麻油乙氧化物)、聚氧乙烯脂肪醇醚(例如烷基芳基聚二醇醚))、經取代之酚(較佳為烷基酚或芳基酚)及其乙氧化物(諸如三苯乙烯基酚乙氧化物)、磺基琥珀酸酯之鹽、牛磺酸衍生物(較佳為牛磺酸烷酯)、聚乙氧基化醇或酚之磷酸酯、多元醇之脂肪酯(諸如甘油、山梨醇或蔗糖之脂肪酸酯)、硫酸鹽(諸如烷基硫酸烷鹽和烷基醚硫酸鹽)、磺酸鹽(例如烷基磺酸鹽、芳基磺酸鹽和烷基苯磺酸鹽)、磷酸酯、蛋白質水解物、木質素亞硫酸鹽廢液和甲基纖維素。任何在此段落中述及之鹽較佳地係指各自的鹼金屬、鹼土金屬和銨鹽。 Surfactants can be ionic (cationic or anionic), zwitterionic or nonionic surfactants, such as ionic or nonionic emulsifiers, foam formers, dispersants, wetting agents, penetration enhancers, and any mixtures thereof. Examples of suitable surfactants include, but are not limited to, salts of polyacrylic acid, salts of lignosulfonic acid (such as sodium lignosulfonate), salts of phenolsulfonic acid or naphthalenesulfonic acid, ethylene oxide and/or propylene oxide and fats Polycondensates of alcohols, fatty acids or fatty amines (eg polyoxyethylene fatty acid esters (such as castor oil ethoxylate), polyoxyethylene fatty alcohol ethers (eg alkylaryl polyglycol ethers)), substituted phenols (preferably alkylphenols or arylphenols) and their ethoxylates (such as tristyrylphenol ethoxylates), salts of sulfosuccinates, taurine derivatives (preferably taurine alkanes) esters), phosphate esters of polyethoxylated alcohols or phenols, fatty esters of polyols (such as fatty acid esters of glycerol, sorbitol or sucrose), sulfates (such as alkyl sulfate alkoxides and alkyl ether sulfates) , sulfonates (eg, alkyl sulfonates, aryl sulfonates, and alkylbenzene sulfonates), phosphate esters, protein hydrolyzates, lignin sulfite effluents, and methyl cellulose. Any reference to salts in this paragraph preferably refers to the respective alkali metal, alkaline earth metal and ammonium salts.
較佳界面活性劑係選自聚氧乙烯脂肪醇醚、聚氧乙烯脂肪酸酯、烷基苯磺酸鹽(諸如十二烷基苯磺酸鈣)、蓖麻油乙氧化物、木質磺酸鈉和芳基酚乙氧化物(諸如三苯乙烯基酚乙氧化物)。 Preferred surfactants are selected from the group consisting of polyoxyethylene fatty alcohol ethers, polyoxyethylene fatty acid esters, alkyl benzene sulfonates (such as calcium dodecyl benzene sulfonate), castor oil ethoxylates, sodium lignosulfonates and arylphenol ethoxylates (such as tristyrylphenol ethoxylates).
界面活性劑的量通常根據組成物重量範圍從5至40%,例如10至20%。 The amount of surfactant typically ranges from 5 to 40%, eg, 10 to 20%, by weight of the composition.
適當助劑的其他實例包括防水劑、乾燥劑、黏合劑(黏著劑、膠黏劑、固定劑(諸如羧甲基纖維素)、呈粉末、顆粒或乳膠形式的天然和合成聚合物(諸如***膠、聚乙烯醇和聚乙酸乙烯酯)、天然磷脂(諸如腦磷脂和卵磷脂)及合成磷脂、聚乙烯基吡咯啶酮和泰勒膠(tylose))、增稠劑和二次增稠劑(諸如纖維素醚、丙烯酸衍生物、三仙膠、改質黏土(例如以Bentone名稱取得的產品)和細碎的矽石)、穩定劑(例如冷穩定劑、防腐劑(例如二氯吩(dichlorophene)和苯甲醇半縮甲醛)、抗氧化劑、光穩定劑(特別是UV穩定劑)或改良化學及/或物理穩定性的其他劑)、染料或顏料(諸如無機顏料,例如氧化鐵、氧化鈦和普魯士藍;或有機染料,例如茜素、偶氮和金屬酞青素染料)、消泡劑(例如聚矽氧消泡劑和硬脂酸鎂)、防凍劑、黏附劑、赤霉素和加工助劑、礦油和植物油、香料、蠟、營養物(包括微量營養物,諸如鐵、錳、硼、銅、鈷、鉬和鋅之鹽)、保護性膠體、觸變物質、穿透劑、螯合劑及複合物形成劑。 Other examples of suitable adjuvants include water repellants, drying agents, binders (adhesives, adhesives, fixatives (such as carboxymethyl cellulose), natural and synthetic polymers (such as arabic) in the form of powders, granules or latex gums, polyvinyl alcohol and polyvinyl acetate), natural phospholipids such as cephalins and lecithins and synthetic phospholipids, polyvinyl pyrrolidone and tylose), thickeners and secondary thickeners such as Cellulose ethers, acrylic acid derivatives, Sanxian gum, modified clays (such as those available under the name Bentone) and finely divided silica), stabilizers (such as cold stabilizers, preservatives (such as dichlorophene) and benzyl alcohol hemiformal), antioxidants, light stabilizers (especially UV stabilizers or other agents that improve chemical and/or physical stability), dyes or pigments (such as inorganic pigments such as iron oxide, titanium oxide and Prussian blue; or organic dyes such as alizarin, azo and metallophthalocyanin dyes), antifoams (such as polysiloxane and magnesium stearate), antifreezes, adhesives, gibberellins and processing aids agents, mineral and vegetable oils, fragrances, waxes, nutrients (including micronutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc), protective colloids, thixotropic substances, penetrants, chelating agents Mixtures and complex formers.
助劑的選擇係取決於施用本發明化合物之所欲模式及/或化合物的物理性質。此外,助劑可經選擇以將特定性質(技術、物理及/或生物性質)賦予至組成物或自其製備之使用形式。助劑的選擇可容許訂製對特定需求之組成物。 The choice of adjuvant will depend upon the desired mode of application of the compound of the invention and/or the physical properties of the compound. Furthermore, adjuvants can be selected to impart specific properties (technical, physical and/or biological properties) to the composition or the use form prepared therefrom. The choice of adjuvants can allow the composition to be tailored to specific needs.
本發明之組成物可以「即用型」調配物提供給最後使用者,亦即組成物可以適當裝置(諸如噴灑或灑粉裝置)直接施用至植物或種子。或 者,組成物可以在使用前必須稀釋(較佳地以水)的濃縮物形式提供給最後使用者。 The compositions of the present invention may be provided to the end user in "ready-to-use" formulations, ie, the compositions may be applied directly to plants or seeds by a suitable device, such as a spray or dusting device. or Alternatively, the composition may be provided to the end user as a concentrate which must be diluted (preferably in water) prior to use.
本發明之組成物可以習知的方式製備,例如藉由將本發明化合物與一或多種適當助劑(諸如本文所揭示者)混合。 The compositions of the present invention can be prepared in a known manner, for example, by admixing a compound of the present invention with one or more suitable adjuvants, such as those disclosed herein.
組成物包含殺真菌有效量的本發明化合物。術語「有效量」表示足以控制栽培植物上或在材料保護中的有害真菌且對經處理之植物不導致實質損害的量。該等量可於寬廣的範圍內改變且取決於多種因素,諸如欲控制之真菌物種、經處理之栽培植物或材料、氣候條件及所使用之特定本發明化合物。通常,根據本發明之組成物含有從0.01至99重量%,較佳為從0.05至98重量%,更佳為從0.1至95重量%,甚至更佳為從0.5至90重量%,最佳為從1至80重量%之本發明化合物。組成物可能包含二或更多種本發明化合物。在該情況下,概述之範圍係指本發明化合物的總量。 The composition contains a fungicidally effective amount of a compound of the present invention. The term "effective amount" means an amount sufficient to control harmful fungi on cultivated plants or in material protection without causing substantial damage to the treated plants. Such amounts can vary widely and depend on factors such as the fungal species to be controlled, the cultivated plant or material being treated, the climatic conditions and the particular compound of the invention employed. Typically, the composition according to the present invention contains from 0.01 to 99% by weight, preferably from 0.05 to 98% by weight, more preferably from 0.1 to 95% by weight, even more preferably from 0.5 to 90% by weight, most preferably From 1 to 80% by weight of the compounds of the invention. The composition may contain two or more compounds of the present invention. In this case, the summarized ranges refer to the total amount of the compounds of the present invention.
本發明之組成物可呈任何習用的組成物類型,諸如溶液(例如水溶液)、乳液、水性和油性懸浮液、粉末(例如可濕性粉末、可溶性粉末)、粉劑、糊劑、粒劑(例如可溶性粒劑、用於施撒之粒劑)、懸乳劑濃縮物、以本發明化合物浸漬之天然或合成產品、肥料以及微膠囊化於聚合物中。本發明化合物可以懸浮、乳化或溶解形式存在。特別適當的組成物類型之實例為溶液、水溶性濃縮物(例如SL、LS)、分散性濃縮物(DC)、懸浮液和懸浮濃縮物(例如SC、OD、OF、FS)、可乳化濃縮物(例如EC)、乳液(例如EW、EO、ES、ME、SE)、膠囊(例如CS、ZC)、糊劑、丸粒、可濕性粉末或粉劑(例如WP、SP、WS、DP、DS)、壓製品(例如BR、TB、DT)、粒劑(例如WG、SG、GR、FG、GG、MG)、殺昆蟲物品(例如LN)以及用於處理植物繁殖材料(諸如種子)之凝膠調配物(例如GW、GF)。此等和其他組成物類型係由聯合國糧食及農業組織(the Food and Agriculture Organization of the United Nations)(FAO)定義。綜述係於國際作物永續發展協會(Croplife International)於2008年5月的"Catalogue of pesticide formulation types and international coding system",第二號技術專論(Technical Monograph),第6版中給出。 The compositions of the present invention may be in any conventional composition type, such as solutions (eg, aqueous solutions), emulsions, aqueous and oily suspensions, powders (eg, wettable powders, soluble powders), powders, pastes, granules (eg, Soluble granules, granules for spreading), suspoemulsion concentrates, natural or synthetic products impregnated with the compounds of the invention, fertilizers and microencapsulation in polymers. The compounds of the present invention may exist in suspended, emulsified or dissolved form. Examples of particularly suitable composition types are solutions, water-soluble concentrates (eg SL, LS), dispersible concentrates (DC), suspensions and suspension concentrates (eg SC, OD, OF, FS), emulsifiable concentrates substances (e.g. EC), emulsions (e.g. EW, EO, ES, ME, SE), capsules (e.g. CS, ZC), pastes, pellets, wettable powders or powders (e.g. WP, SP, WS, DP, DS), compacts (eg BR, TB, DT), granules (eg WG, SG, GR, FG, GG, MG), insecticidal articles (eg LN) and for the treatment of plant propagation material such as seeds Gel formulations (eg GW, GF). These and other types of compositions are approved by the Food and Agriculture Organization of the United Nations Nations) (FAO) definition. A review is given in "Catalogue of pesticide formulation types and international coding system", Technical Monograph No. 2, 6th edition, Croplife International, May 2008.
較佳地,本發明之組成物呈下列類型之一的形式:EC、SC、FS、SE、OD和WG,更佳為EC、SC、OD和WG。 Preferably, the composition of the present invention is in the form of one of the following types: EC, SC, FS, SE, OD and WG, more preferably EC, SC, OD and WG.
關於組成物類型及彼等製備之實例的更多細節於下文給出。若有二或更多種本發明化合物存在,則所概述之本發明化合物的量係指本發明化合物的總量。若有二或更多種該組分代表(例如潤濕劑、黏合劑)存在,則此比照適用於組成物的任何其他組分。 More details on the types of compositions and examples of their preparation are given below. If two or more compounds of the present invention are present, the summarised amounts of the compounds of the present invention refer to the total amount of the compounds of the present invention. If two or more representatives of that component (eg, wetting agent, binder) are present, this comparison applies to any other component of the composition.
i)水溶性濃縮物(SL、LS) i) Water-soluble concentrates (SL, LS)
將10-60重量%之至少一種本發明化合物及5-15重量%之界面活性劑(例如聚氧乙烯脂肪醇醚)溶解在導致100重量%的總量之該量的水及/或水溶性溶劑(例如醇(諸如丙二醇)或碳酸酯(諸如碳酸丙烯酯))中。在施用前,將濃縮物以水稀釋。 Dissolving 10-60% by weight of at least one compound of the invention and 5-15% by weight of a surfactant (eg polyoxyethylene fatty alcohol ether) in that amount of water and/or water solubility resulting in a total of 100% by weight in solvents such as alcohols such as propylene glycol or carbonates such as propylene carbonate. The concentrate is diluted with water prior to application.
ii)分散性濃縮物(DC) ii) Dispersible Concentrates (DC)
將5-25重量%之至少一種本發明化合物及1-10重量%之界面活性劑及/或黏合劑(例如聚乙烯基吡咯啶酮)溶解在導致100重量%的總量之該量的有機溶劑(例如環己酮)中。以水稀釋產生分散液。 5-25% by weight of at least one compound of the invention and 1-10% by weight of surfactants and/or binders (eg polyvinylpyrrolidone) are dissolved in the amount of organic compounds resulting in a total of 100% by weight. in a solvent such as cyclohexanone. Dilution with water yields a dispersion.
iii)可乳化濃縮物(EC) iii) Emulsifiable Concentrates (EC)
將15-70重量%之至少一種本發明化合物及5-10重量%之界面活性劑(例如十二烷基苯磺酸鈣與蓖麻油乙氧化物之混合物)溶解在導致100重量%的總量之該量的水不溶性有機溶劑(例如芳族烴或脂肪酸醯胺)及若需要時額外的水溶性溶劑中。以水稀釋產生乳液。 15-70% by weight of at least one compound of the invention and 5-10% by weight of a surfactant (eg a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in a total amount resulting in 100% by weight This amount of water-insoluble organic solvent (eg aromatic hydrocarbons or fatty acid amides) and additional water-soluble solvent if desired. Dilution with water produces an emulsion.
iv)乳液(EW、EO、ES) iv) Emulsion (EW, EO, ES)
將5-40重量%之至少一種本發明化合物及1-10重量%之界面活性劑(例如十二烷基苯磺酸鈣與蓖麻油乙氧化物之混合物)溶解在20-40重量%之水不溶性有機溶劑(例如芳族烴)中。將此混合物利用乳化機添加至導致100重量%的總量之該量的水中。所得組成物為均勻的乳液。在施用前,可將乳液以水進一步稀釋。 Dissolve 5-40% by weight of at least one compound of the invention and 1-10% by weight of a surfactant (eg a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate) in 20-40% by weight of water in insoluble organic solvents such as aromatic hydrocarbons. This mixture was added to the amount of water resulting in a total amount of 100% by weight using an emulsifying machine. The resulting composition was a homogeneous emulsion. The emulsion can be further diluted with water prior to application.
v)懸浮液和懸浮液濃縮物 v) Suspensions and Suspension Concentrates
v-1)水性(SC、FS) v-1) Water-based (SC, FS)
在適當研磨設備(例如攪動式球磨機)中,將20-60重量%之至少一種本發明化合物與添加的2-10重量%之界面活性劑(例如木質磺酸鈉和聚氧乙烯脂肪醇醚)、0.1-2重量%之增稠劑(例如三仙膠)及水一起粉碎,以產生細活性物質懸浮液。水係以導致100重量%的總量之該量添加。以水稀釋產生活性物質的穩定懸浮液。關於FS類型組成物,添加至多40重量%之黏合劑(例如聚乙烯醇)。 20-60% by weight of at least one compound of the invention with added 2-10% by weight of a surfactant (eg sodium lignosulfonate and polyoxyethylene fatty alcohol ether) in a suitable milling apparatus (eg, agitated ball mill) , 0.1-2% by weight of a thickener (eg Sanxianjiao) and water are ground together to produce a fine active substance suspension. The water system was added in an amount resulting in 100% by weight of the total amount. Dilution with water yields a stable suspension of the active substance. For FS type compositions, up to 40% by weight of binders (eg polyvinyl alcohol) are added.
v-2)油性(OD、OF) v-2) Oily (OD, OF)
在適當研磨設備(例如攪動式球磨機)中,將20-60重量%之至少一種本發明化合物與添加的2-10重量%之界面活性劑(例如木質磺酸鈉和聚氧乙烯脂肪醇醚)、0.1-2重量%之增稠劑(例如改質黏土(特別是Bentone或矽石)及有機載劑一起粉碎,以產生細活性物質油懸浮液。有機載劑係以導致100重量%的總量之該量添加。以水稀釋產生活性物質的穩定分散液。 20-60% by weight of at least one compound of the invention with added 2-10% by weight of a surfactant (eg sodium lignosulfonate and polyoxyethylene fatty alcohol ether) in a suitable milling apparatus (eg, agitated ball mill) , 0.1-2% by weight of a thickener such as modified clay (especially Bentone or silica) and an organic vehicle are ground together to produce a fine active substance oil suspension. The organic vehicle is comminuted so as to result in a total of 100% by weight This amount is added. Dilution with water yields a stable dispersion of the active substance.
vi)水分散性粒劑和水溶性粒劑(WG、SG) vi) Water-dispersible granules and water-soluble granules (WG, SG)
將50-80重量%之至少一種本發明化合物與添加的界面活性劑(例如木質磺酸鈉和聚氧乙烯脂肪醇醚)一起細研磨,且利用技術設備(例如擠壓、噴灑塔、流體化床)轉變成水分散性或水溶性粒劑。界面活性劑係 以導致100重量%的總量之該量使用。以水稀釋產生活性物質的穩定分散液或溶液。 50-80% by weight of at least one compound according to the invention is finely ground together with added surfactants (such as sodium lignosulfonate and polyoxyethylene fatty alcohol ethers), and using technical equipment (such as extrusion, spray tower, fluidization bed) into water-dispersible or water-soluble granules. Surfactant system This amount is used in such an amount that results in a total amount of 100% by weight. Dilution with water yields a stable dispersion or solution of the active substance.
vii)水分散性粉末和水溶性粉末(WP、SP、WS) vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)
將50-80重量%之至少一種本發明化合物與添加的1-8重量%之界面活性劑(例如木質磺酸鈉、聚氧乙烯脂肪醇醚)及導致100重量%的總量之該量的固體載劑(例如矽膠)在轉子-定子型輾磨機中一起研磨。以水稀釋產生活性物質的穩定分散液或溶液。 Combine 50-80% by weight of at least one compound of the invention with added 1-8% by weight of a surfactant (eg sodium lignosulfonate, polyoxyethylene fatty alcohol ether) and an amount resulting in a total of 100% by weight of A solid carrier, such as silica gel, is ground together in a rotor-stator type mill. Dilution with water yields a stable dispersion or solution of the active substance.
viii)凝膠(GW、GF) viii) Gel (GW, GF)
在攪動式球磨機中,將5-25重量%之至少一種本發明化合物與添加的3-10重量%之界面活性劑(例如木質磺酸鈉)、1-5重量%之黏合劑(例如羧甲基纖維素)及導致100重量%的總量之該量的水一起粉碎。此導致活性物質之細懸浮液。以水稀釋產生活性物質的穩定懸浮液。 In an agitated ball mill, 5-25% by weight of at least one compound of the present invention is added with 3-10% by weight of a surfactant (such as sodium lignosulfonate), 1-5% by weight of a binder (such as carboxymethyl) cellulose) and the amount of water resulting in a total amount of 100% by weight is pulverized together. This results in a fine suspension of the active substance. Dilution with water yields a stable suspension of the active substance.
ix)微乳液(ME) ix) Microemulsion (ME)
將5-20重量%之至少一種本發明化合物加至5-30重量%之有機溶劑摻合物(例如脂肪酸二甲基醯胺和環己酮)、10-25重量%之界面活性劑摻合物(例如聚氧乙烯脂肪醇醚和芳基酚乙氧化物)及導致100重量%的總量之該量的水中。將此混合物攪拌1h以自發性地產生熱力學穩定的微乳液。 Add 5-20 wt% of at least one compound of the invention to 5-30 wt% organic solvent blend (eg fatty acid dimethylamide and cyclohexanone), 10-25 wt% surfactant blend compounds such as polyoxyethylene fatty alcohol ethers and arylphenol ethoxylates and the amount of water resulting in a total of 100% by weight. This mixture was stirred for 1 h to spontaneously generate a thermodynamically stable microemulsion.
x)微膠囊(CS) x) Microcapsules (CS)
將包含5-50重量%之至少一種本發明化合物、0-40重量%之水不溶性有機溶劑(例如芳族烴)、2-15重量%之丙烯酸單體(例如甲基丙烯酸甲酯、甲基丙烯酸和二或三丙烯酸酯)的油相分散在保護性膠體(例如聚乙烯醇)之水溶液中。以自由基引發劑引發之自由基聚合反應導致聚(甲基)丙烯酸酯微膠囊的形成。或者,將包含5-50重量%之至少一種本發明化合物、0-40重量%之水不溶性有機溶劑(例如芳族烴)及異氰酸酯單體(例如二苯基亞甲 基-4,4'-二異氰酸酯)的油相分散在保護性膠體(例如聚乙烯醇)之水溶液中。聚胺(例如六亞甲二胺)的添加導致聚脲微膠囊的形成。單體佔總CS組成物的1至10重量%。 The compound will contain 5-50% by weight of at least one compound of the present invention, 0-40% by weight of a water-insoluble organic solvent (eg aromatic hydrocarbon), 2-15% by weight of acrylic monomers (eg methyl methacrylate, methyl methacrylate) The oily phase of acrylic acid and di- or triacrylate) is dispersed in an aqueous solution of a protective colloid such as polyvinyl alcohol. Free-radical polymerization initiated with a free-radical initiator leads to the formation of poly(meth)acrylate microcapsules. Alternatively, 5-50% by weight of at least one compound of the invention, 0-40% by weight of a water-insoluble organic solvent (eg, aromatic hydrocarbon), and an isocyanate monomer (eg, diphenylmethylene) will be included base-4,4'-diisocyanate) in an aqueous solution of a protective colloid, such as polyvinyl alcohol. Addition of polyamines such as hexamethylenediamine results in the formation of polyurea microcapsules. The monomers comprise 1 to 10 wt% of the total CS composition.
xi)粉劑(Dustable powders)(DP、DS) xi) Dustable powders (DP, DS)
將1-10重量%之至少一種本發明化合物細研磨且與導致100重量%的總量之該量的固體載劑(例如細碎的高嶺土)一起密切混合。 1-10% by weight of the at least one compound of the invention is finely ground and intimately mixed with a solid carrier (eg finely divided kaolin) in that amount resulting in a total amount of 100% by weight.
xii)粒劑(GR、FG) xii) Granules (GR, FG)
將0.5-30重量%之至少一種本發明化合物細研磨且與導致100重量%的總量之該量的固體載劑(例如矽酸鹽)一起結合。粒化係以擠壓、噴灑乾燥或流體化床達成。 0.5-30% by weight of the at least one compound of the invention is finely ground and combined with a solid carrier such as a silicate in that amount resulting in a total amount of 100% by weight. Granulation is achieved by extrusion, spray drying or fluidized bed.
xiii)超低容量液劑(UL) xiii) Ultra Low Volume Liquid (UL)
將1至50重量%之至少一種本發明化合物溶解在導致100重量%的總量之該量的有機溶劑(例如芳族烴)中。 1 to 50% by weight of the at least one compound of the invention is dissolved in the amount of organic solvent (eg aromatic hydrocarbon) resulting in a total amount of 100% by weight.
組成物類型i)至xiii)可視需要地包含其他助劑,諸如0.1-1重量%之防腐劑、0.1-1重量%之消泡劑、0.1-1重量%之染料及/或顏料及5至10重量%之防凍劑。 Composition types i) to xiii) may optionally contain other adjuvants, such as 0.1-1 wt % of preservatives, 0.1-1 wt % of antifoaming agents, 0.1-1 wt % of dyes and/or pigments and 5 to 10% by weight of antifreeze.
混合物/組合物 mixture/composition
本發明之化合物和組成物可與其他活性成分如殺真菌劑、殺細菌劑、殺蟎劑、殺線蟲劑、殺昆蟲劑、生物控制劑或除草劑混合。與肥料、生長調節劑、安全劑、硝化抑制劑、訊息化合物及/或其他農業上有利的藥劑之混合物也是可能的。此可得使擴大活性範圍或防止抗藥性的發展。已知的殺真菌劑、殺昆蟲劑、殺蟎劑、殺線蟲劑和殺細菌劑之實例係揭示於第17版殺蟲劑手冊(The Pesticide Manual)中。 The compounds and compositions of the present invention may be mixed with other active ingredients such as fungicides, bactericides, acaricides, nematicides, insecticides, biological control agents or herbicides. Mixtures with fertilizers, growth regulators, safeners, nitrification inhibitors, signal compounds and/or other agriculturally beneficial agents are also possible. This may allow to expand the range of activity or prevent the development of drug resistance. Examples of known fungicides, insecticides, acaricides, nematicides and bactericides are disclosed in The Pesticide Manual, 17th edition.
可與本發明之化合物和組成物混合的殺真菌劑之實例為: Examples of fungicides that may be mixed with the compounds and compositions of the present invention are:
1)麥角固醇生物合成的抑制劑,例如(1.001)環克座(cyproconazole)、(1.002)待克利(difenoconazole)、(1.003)依普座(epoxiconazole)、(1.004)環醯菌胺(fenhexamid)、(1.005)苯銹啶(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(flutriafole)、(1.010)依滅列(imazalil)、(1.011)依滅列硫酸鹽、(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)啶菌噁唑(pyrisoxazole)、(1.020)葚孢菌素(spiroxamine)、(1.021)得克利(tebuconazole)、(1.022)四克利(tetraconazole)、(1.023)三泰隆(triadimenol)、(1.024)三得芬(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)-2,2-二氯環丙基]-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-噁唑-4-基](吡啶-3-基)甲醇、(1.035)(S)-[3-(4-氯-2-氟苯基)-5-(2,4-二氟苯基)-1,2- 噁唑-4-基](吡啶-3-基)甲醇、(1.036)[3-(4-氯-2-氟苯基)-5-(2,4-二氟苯基)-1,2-噁唑-4-基](吡啶-3-基)甲醇、(1.037)1-({(2R,4S)-2-[2-氯-4-(4-氯苯氧基)苯基]-4-甲基-1,3-二氧五環烷-2-基}甲基)-1H-1,2,4-***、(1.038)1-({(2S,4S)-2-[2-氯-4-(4-氯苯氧基)苯基]-4-甲基-1,3-二氧五環烷-2-基}甲基)-1H-1,2,4-***、(1.039)硫氰酸1-{[3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-1H-1,2,4-***-5-基酯、(1.040)硫氰酸1-{[rel(2R,3R)-3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-1H-1,2,4-***-5-基酯、(1.041)硫氰酸1-{[rel(2R,3S)-3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-1H-1,2,4-***-5-基酯、(1.042)2-[(2R,4R,5R)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.043)2-[(2R,4R,5S)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.044)2-[(2R,4S,5R)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.045)2-[(2R,4S,5S)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.046)2-[(2S,4R,5R)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.047)2-[(2S,4R,5S)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.048)2-[(2S,4S,5R)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.049)2-[(2S,4S,5S)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.050)2-[1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.051)2-[2-氯-4-(2,4-二氯苯氧基)苯基]-1-(1H-1,2,4-***-1-基)丙-2-醇、(1.052)2-[2-氯-4-(4-氯苯氧基)苯基]-1-(1H-1,2,4-***-1-基)丁-2-醇、(1.053)2-[4-(4-氯苯氧基)-2-(三氟甲 基)苯基]-1-(1H-1,2,4-***-1-基)丁-2-醇、(1.054)2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1H-1,2,4-***-1-基)戊-2-醇、(1.055)美芬三康唑(mefentrifluconazole)、(1.056)2-{[3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.057)2-{[rel(2R,3R)-3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.058)2-{[rel(2R,3S)-3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-2,4-二氫-3H-1,2,4-***-3-硫酮、(1.059)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、(1.060)5-(烯丙基硫烷基)-1-{[3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-1H-1,2,4-***、(1.061)5-(烯丙基硫烷基)-1-{[rel(2R,3R)-3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-1H-1,2,4-***、(1.062)5-(烯丙基硫烷基)-1-{[rel(2R,3S)-3-(2-氯苯基)-2-(2,4-二氟苯基)氧元-2-基]甲基}-1H-1,2,4-***、(1.063)N'-(2,5-二甲基-4-{[3-(1,1,2,2-四氟乙氧基)苯基]硫烷基}苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.064)N'-(2,5-二甲基-4-{[3-(2,2,2-三氟乙氧基)苯基]硫烷基}苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.065)N'-(2,5-二甲基-4-{[3-(2,2,3,3-四氟丙氧基)苯基]硫烷基}苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.066)N'-(2,5-二甲基-4-{[3-(五氟乙氧基)苯基]硫烷基}苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.067)N'-(2,5-二甲基-4-{3-[(1,1,2,2-四氟乙基)硫烷基]苯氧基}苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.068)N'-(2,5-二甲基-4-{3-[(2,2,2-三氟乙基)硫烷基]苯氧基}苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.069)N'-(2,5-二甲基-4-{3-[(2,2,3,3-四氟丙基)硫烷基]苯氧基}苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.070)N'-(2,5-二甲基-4-{3-[(五氟乙基)硫烷基]苯氧基}苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.071)N'-(2,5-二甲基-4-苯氧基苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.072)N'-(4-{[3-(二氟甲氧基)苯基]硫 烷基}-2,5-二甲基苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.073)N'-(4-{3-[(二氟甲基)硫烷基]苯氧基}-2,5-二甲基苯基)-N-乙基-N-甲基亞胺基甲醯胺、(1.074)N'-[5-溴-6-(2,3-二氫-1H-茚-2-基氧基)-2-甲基吡啶-3-基]-N-乙基-N-甲基亞胺基甲醯胺、(1.075)N'-{4-[(4,5-二氯-1,3-噻唑-2-基)氧基]-2,5-二甲基苯基}-N-乙基-N-甲基亞胺基甲醯胺、(1.076)N'-{5-溴-6-[(1R)-1-(3,5-二氟苯基)乙氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基亞胺基甲醯胺、(1.077)N'-{5-溴-6-[(1S)-1-(3,5-二氟苯基)乙氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基亞胺基甲醯胺、(1.078)N'-{5-溴-6-[(順-4-異丙基環己基)氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基亞胺基甲醯胺、(1.079)N'-{5-溴-6-[反-4-異丙基環己基)氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基亞胺基甲醯胺、(1.080)N'-{5-溴-6-[1-(3,5-二氟苯基)乙氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基亞胺基甲醯胺、(1.081)伊芬三康唑(ipfentrifluconazole)、(1.082)(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、(1.083)2-[6-(4-溴苯氧基)-2-(三氟甲基)-3-吡啶基]-1-(1,2,4-***-1-基)丙-2-醇、(1.084)2-[6-(4-氯苯氧基)-2-(三氟甲基)-3-吡啶基]-1-(1,2,4-***-1-基)丙-2-醇、(1.085)3-[2-(1-氯環丙基)-3-(3-氯-2-氟-苯基)-2-羥基-丙基]咪唑-4-甲睛、(1.086)氟提克利(fluoxytioconazole)(4-[[6-[rac-(2R)-2-(2,4-二氟苯基)-1,1-二氟-2-羥基-3-(5-硫酮基-4H-1,2,4-***-1-基)丙基]-3-吡啶基]氧基]苯甲腈)、(1.087)N-異丙基-N'-[5-甲氧基-2-甲基-4-(2,2,2-三氟-1-羥基-1-苯基乙基)苯基]-N-甲基亞醯胺基甲醯胺、(1.088)N'-{5-溴-2-甲基-6-[(1-丙氧基丙-2-基)氧基]吡啶-3-基}-N-乙基-N-甲基亞醯胺基甲醯胺、(1.089)菲克利(hexaconazole)、(1.090)平克座(penconazole)、(1.091)芬克座(fenbuconazole)及(1.092)2-[2-氯-4-(4-氯苯氧基)苯基]-2-羥基-3-(1,2,4-***-1-基)丙酸甲酯。 1) Inhibitors of ergosterol biosynthesis, such as (1.001) cyproconazole, (1.002) difenoconazole, (1.003) epoxiconazole, (1.004) cyproconazole ( fenhexamid), (1.005) fenpropidin, (1.006) fenpropimorph, (1.007) fenpyrazamine, (1.008) fluquinconazole, (1.009) Flutriafole, (1.010) Imazalil, (1.011) Imazalite sulfate, (1.012) ipconazole, (1.013) metconazole, (1.014) myclobutanil ), (1.015) paclobutrazol, (1.016) prochloraz, (1.017) propiconazole, (1.018) prothioconazole, (1.019) pyrisoxazole , (1.020) spiroxamine, (1.021) tebuconazole, (1.022) tetraconazole, (1.023) triadimenol, (1.024) tridemorph, ( 1.025) Triticonazole, (1.026)(1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1, 2,4-Triazol-1-ylmethyl)cyclopentanol, (1.027)(1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl Base-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.028)(2R)-2-(1-chlorocyclopropyl)-4-[(1R) -2,2-Dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.029)(2R)-2-(1-chlorocyclo propyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.030)( 2R)-2-[4-(4-Chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2 - alcohol, (1.031)(2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2, 2-Dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.032)(2S)-2-(1-chlorocyclopropyl) -4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.033)(2S)- 2-[4-(4-Chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.034)(R)-[3-(4-Chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridine-3 -yl) methanol, (1.035)(S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2- Oxazol-4-yl](pyridin-3-yl)methanol, (1.036)[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2 -oxazol-4-yl](pyridin-3-yl)methanol, (1.037)1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl] -4-Methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole, (1.038)1-({(2S,4S)-2- [2-Chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4- Triazole, (1.039)thiocyanate 1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxon-2-yl]methyl}-1H-1, 2,4-Triazol-5-yl ester, (1.040)thiocyanate 1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl ) oxon-2-yl]methyl}-1H-1,2,4-triazol-5-yl ester, (1.041) thiocyanate 1-{[rel(2R,3S)-3-(2- Chlorophenyl)-2-(2,4-difluorophenyl)oxon-2-yl]methyl}-1H-1,2,4-triazol-5-yl ester, (1.042)2-[ (2R,4R,5R)-1-(2,4-Dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H- 1,2,4-Triazole-3-thione, (1.043)2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6 -Trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.044)2-[(2R,4S,5R)-1- (2,4-Dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3 - Thione, (1.045)2-[(2R,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl] -2,4-Dihydro-3H-1,2,4-triazole-3-thione, (1.046)2-[(2S,4R,5R)-1-(2,4-dichlorophenyl) -5-Hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.047)2-[ (2S,4R,5S)-1-(2,4-Dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H- 1,2,4-Triazole-3-thione, (1.048)2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6 -Trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.049)2 -[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro- 3H-1,2,4-triazole-3-thione, (1.050)2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptane- 4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.051) 2-[2-chloro-4-(2,4-dichlorophenoxy) )phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.052)2-[2-chloro-4-(4-chlorophenoxy)benzene base]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.053)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl) base)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.054)2-[4-(4-chlorophenoxy)-2-( Trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol, (1.055) mefentrifluconazole, (1.056) 2- {[3-(2-Chlorophenyl)-2-(2,4-difluorophenyl)oxon-2-yl]methyl}-2,4-dihydro-3H-1,2,4- Triazole-3-thione, (1.057)2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxon-2-yl ]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.058)2-{[rel(2R,3S)-3-(2-chlorophenyl )-2-(2,4-difluorophenyl)oxon-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.059 ) 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, ( 1.060) 5-(Allylsulfanyl)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxon-2-yl]methyl}- 1H-1,2,4-triazole, (1.061)5-(allylsulfanyl)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2 ,4-Difluorophenyl)oxon-2-yl]methyl}-1H-1,2,4-triazole, (1.062)5-(allylsulfanyl)-1-{[rel( 2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxon-2-yl]methyl}-1H-1,2,4-triazole, ( 1.063) N'-(2,5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl -N-methyliminoformamide, (1.064)N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]sulfur Alkyl}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.065)N'-(2,5-dimethyl-4-{[3-(2,2,3) ,3-Tetrafluoropropoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.066)N'-(2,5-dimethyl -4-{[3-(Pentafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.067)N'-(2, 5-Dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimino Formamide, (1.068)N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)sulfanyl]phenoxy}phenyl )-N-ethyl-N-methyliminocarboxamide, (1.069)N'-(2,5-dimethyl-4-{3-[(2,2,3,3-tetrafluoro) Propyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.070)N'-(2,5-dimethyl-4-{3 -[(Pentafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methyliminocarboxamide, (1.071)N'-(2,5-dimethyl -4-Phenoxyphenyl)-N-ethyl-N-methyliminocarboxamide, (1.072) N'-(4-{[3-(difluoromethoxy)phenyl]sulfur Alkyl}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, (1.073)N'-(4-{3-[(difluoromethyl) Sulfanyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methyliminocarboxamide, (1.074)N'-[5-bromo-6-( 2,3-Dihydro-1H-inden-2-yloxy)-2-methylpyridin-3-yl]-N-ethyl-N-methyliminocarboxamide, (1.075)N' -{4-[(4,5-Dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylimino Formamide, (1.076)N'-{5-bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}- N-ethyl-N-methyliminocarboxamide, (1.077)N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy] -2-Methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.078)N'-{5-bromo-6-[(cis-4-isopropyl Cyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.079)N'-{5-bromo-6-[trans- 4-Isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.080)N'-{5-bromo- 6-[1-(3,5-Difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methyliminocarboxamide, (1.081) Ipfentrifluconazole, (1.082)(2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2 ,4-Triazol-1-yl)propan-2-ol, (1.083)2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridinyl]-1- (1,2,4-Triazol-1-yl)propan-2-ol, (1.084)2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl ]-1-(1,2,4-Triazol-1-yl)propan-2-ol, (1.085)3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2- Fluoro-phenyl)-2-hydroxy-propyl]imidazole-4-carboxylate, (1.086) fluoxytioconazole (4-[[6-[rac-(2R)-2-(2,4- Difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thione-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl] oxy]benzonitrile), (1.087)N-isopropyl-N'-[5-methoxy-2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1- Phenylethyl)phenyl]-N-methylamidocarboxamide, (1.088)N' -{5-Bromo-2-methyl-6-[(1-propoxyprop-2-yl)oxy]pyridin-3-yl}-N-ethyl-N-methylamidomethyl Amide, (1.089) hexaconazole, (1.090) penconazole, (1.091) fenbuconazole and (1.092) 2-[2-chloro-4-(4-chlorophenoxy) yl)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate methyl ester.
2)於複合物I或II之呼吸鏈的抑制劑,例如(2.001)苯并烯氟菌唑(benzovindiflupyr)、(2.002)必殺芬(bixafen)、(2.003)白克列(boscalid)、(2.004)萎銹靈(carboxin)、(2.005)氟吡菌醯胺(fluopyram)、(2.006)福多寧(flutolanil)、(2.007)氟唑菌醯胺(fluxapyroxad)、(2.008)福拉比(furametpyr)、(2.009)異丙噻菌胺(Isofetamid)、(2.010)吡唑萘菌胺(isopyrazam)(反側-表異構物之鏡像異構物1R,4S,9S)、(2.011)吡唑萘菌胺(反側-表異構物之鏡像異構物1S,4R,9R)、(2.012)吡唑萘菌胺(反側-表異構物消旋物1RS,4SR,9SR)、(2.013)吡唑萘菌胺(同側-表異構物消旋物1RS,4SR,9RS和反側-表異構物消旋物1RS,4SR,9SR的混合物)、(2.014)吡唑萘菌胺(同側-表異構物之鏡像異構物1R,4S,9R)、(2.015)吡唑萘菌胺(同側-表異構物之鏡像異構物1S,4R,9S)、(2.016)吡唑萘菌胺(同側-表異構物消旋物1RS,4SR,9RS)、(2.017)氟唑菌苯胺(penflufen)、(2.018)吡噻菌胺(penthiopyrad)、(2.019)吡福密芬(pydiflumetofen)、(2.020)必拉氟密(Pyraziflumid)、(2.021)環丙吡菌胺(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)聯苯基-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)英派氟先(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)氟英達派(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-(2-三級-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-(2-三級-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)異氟普蘭(isoflucypram)、(2.039)N-[(1R,4S)-9-(二氯亞甲基)-1,2,3,4-四氫-1,4-亞甲基萘(methanonaphthalen)-5-基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.040)N-[(1S,4R)-9-(二氯亞甲基)-1,2,3,4-四氫-1,4-亞甲基萘(methanonaphthalen)-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-硫代甲醯胺(carbothioamide)、(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)吡波彭(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、(2.060)氟苯醚醯胺(flubeneteram)及(2.061)賽氟滅(thifluxamide)。 2) Inhibitors of the respiratory chain of 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) Isofetamid, (2.010) isopyrazam (santiomer 1R, 4S, 9S of the trans-epiisomer), (2.011) pyrazole Naphthoxymidine (spiegel 1S, 4R, 9R of trans-epiisomer), (2.012) pyraclostrobin (trans-epiisomer racemate 1RS, 4SR, 9SR), ( 2.013) pyraclostrobin (a mixture of the same side-epiisomer racemate 1RS, 4SR, 9RS and the trans side-epiisomer racemate 1RS, 4SR, 9SR), (2.014) pyrazinol Amine (Iso-Epiisomer Enantiomer 1R, 4S, 9R), (2.015) pyraclostrobin (Iso-Epiisomer Enantiomer 1S, 4R, 9S), ( 2.016) pyraclostrobin (same side-epimer racemate 1RS, 4SR, 9RS), (2.017) flufenazine (penflufen), (2.018) penthiopyrad (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-pyrazol-4-carboxamide, (2.023)1,3-dimethyl-N-[(3R)- 1,1,3-Trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (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-inden-4-yl)benzamide, (2.027)3-(difluoromethyl) )-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-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-carboxamide, (2.030) fluindapyr, (2.031) 3-(difluoromethyl) -N-[(3R)-7-Fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4- Formamide, (2.032) 3-(Difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl -1H-Pyrazol-4-carboxamide, (2.033)5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl] Oxy}phenyl)ethyl]quinazolin-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-tertiary-butyl-5-methylbenzyl)-N-cyclopropyl -3-(Difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.036)N-(2-tertiary-butylbenzyl)-N- Cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (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-methanonaphthalen-5-yl]-3-( Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.040)N-[(1S,4R)-9-(dichloromethylene)-1,2,3, 4-Tetrahydro-1,4-methylenenaphthalen (methanophthalen)-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbamide, (2.041) N-[1-(2,4-Dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-methyl Amide, (2.042)N-[2-Chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl- 1H-Pyrazole-4-carboxamide, (2.043)N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl) (2.044) N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropane yl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045)N-cyclopropyl-3-(difluoromethyl)-5 -Fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (2.046)N-cyclopropyl-3 -(Difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-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-carbothioamide, (2.049)N-cyclopropyl-3-(difluoromethyl)-5 -Fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.050)N-cyclopropyl-3-(difluoro Methyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-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-methyl Amide, (2.053)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyridine oxazol-4-carboxamide, (2.054) N-cyclopropyl-N-(2-cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl yl-1H-pyrazole-4-carboxamide, (2.055)N-cyclopropyl-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-pyrazol-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)cyclobutane base]-2-(trifluoromethyl)nicotinamide, (2.060) flubeneteram and (2.061) thifluxamide.
3)於複合物III之呼吸鏈的抑制劑,例如(3.001)辛唑嘧菌胺(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(fuoxastrobin)、(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)芬吡醯胺(fenpicoxamid)、(3.026)曼達斯洛賓(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}胺甲酸甲酯、(3.030)苯基吡唑菌酯(metyltetraprole)、(3.031)扶啶氧菌胺(florylpicoxamid)及(3.032)米塔吡醯胺(metarylpicoxamid)。 3) Inhibitors in the respiratory chain of complex III, such as (3.001) ametoctradin, (3.002) amisulbrom, (3.003) azoxystrobin, (3.004) acetaminophen Coumethoxystrobin, (3.005) coumoxystrobin, (3.006) cyazofamid, (3.007) dimoxystrobin, (3.008) enoxastrobin, (3.009) Where to kill the same (famoxadone), (3.010) fenamidone (fenamidone), (3.011) flufenoxystrobin (flufenoxystrobin), (3.012) fluoxastrobin (fuoxastrobin), (3.013) grams of Xin (kresoxim-methyl) , (3.014) metminostrobin, (3.015) orysastrobin, (3.016) picoxystrobin, (3.017) pyraclostrobin, (3.018) pyraclostrobin (pyrametostrobin), (3.019) pyraoxystrobin, (3.020) trifloxystrobin, (3.021) (2E)-2-{2-[({[(1E)-1-(3-{ [(E)-1-Fluoro-2-phenylethenyl]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) Mandas Robin (mandestrobin), (3.027) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-carbamoylamino-2-hydroxybenzamide, (3.028)(2E ,3Z)-5-{[1-(4-Chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3- Dimethylpent-3-enamide, (3.029){5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl} Methyl carbamate, (3.030) metyltetraprole, (3.031) florylpicoxamid and (3.032) metarylpicoxamid.
4)有絲***和細胞***的抑制劑,例如(4.001)多菌靈(carbendazim)、(4.002)乙黴威(diethofencarb)、(4.003)噻唑菌胺(ethaboxam)、(4.004)氟吡菌胺(fluopicolide)、(4.005)賓克隆(pencycuron)、(4.006)腐絕(thiabendazole)、(4.007)甲基多保淨(thiophanate-methyl)、(4.008)座賽胺(zoxamide)、(4.009)必噠克緹(pyridachlometyl)、(4.010)3-氯-5-(4-氯苯基)-4-(2,6-二氟苯基)-6-甲基嗒警、(4.011)3-氯-5-(6-氯吡啶-3-基)-6-甲基-4-(2,4,6-三氟苯基)嗒警、(4.012)4-(2-溴-4-氟苯基)-N-(2,6-二氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.013)4-(2-溴-4-氟苯基)-N-(2-溴-6-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.014)4-(2-溴-4-氟苯基)-N-(2-溴苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.015)4-(2-溴-4-氟苯基)-N-(2-氯-6-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.016)4-(2-溴-4-氟苯基)-N-(2-氯苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.017)4-(2-溴-4-氟苯基)-N-(2-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.018)4-(2-氯-4-氟苯 基)-N-(2,6-二氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.019)4-(2-氯-4-氟苯基)-N-(2-氯-6-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.020)4-(2-氯-4-氟苯基)-N-(2-氯苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.021)4-(2-氯-4-氟苯基)-N-(2-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.022)4-(4-氯苯基)-5-(2,6-二氟苯基)-3,6-二甲基嗒警、(4.023)N-(2-溴-6-氟苯基)-4-(2-氯-4-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.024)N-(2-溴苯基)-4-(2-氯-4-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.025)N-(4-氯-2,6-二氟苯基)-4-(2-氯-4-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(4.026)氟醚菌醯胺(fluopimomide)。 4) Inhibitors of mitosis and cell division, such as (4.001) carbendazim, (4.002) diethofencarb, (4.003) ethaboxam, (4.004) fluopicolide ), (4.005) pencycuron, (4.006) thiabendazole, (4.007) thiophanate-methyl, (4.008) zoxamide, (4.009) pyridoxine pyridachlometyl, (4.010) 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6-methyl pyridoxine, (4.011) 3-chloro-5 -(6-Chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)dazol, (4.012)4-(2-bromo-4-fluorophenyl) -N-(2,6-Difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.013)4-(2-bromo-4-fluorophenyl)-N- (2-Bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.014)4-(2-bromo-4-fluorophenyl)-N-(2 -Bromophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.015)4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl) Phenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.016)4-(2-bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1, 3-Dimethyl-1H-pyrazol-5-amine, (4.017)4-(2-bromo-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl- 1H-pyrazol-5-amine, (4.018)4-(2-chloro-4-fluorobenzene base)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.019)4-(2-chloro-4-fluorophenyl)- N-(2-Chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.020)4-(2-chloro-4-fluorophenyl)-N- (2-Chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.021) 4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl) )-1,3-dimethyl-1H-pyrazol-5-amine, (4.022)4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-di Methyl palladium, (4.023)N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5 -amine, (4.024) N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.025) N-(4-Chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.026 ) Fluopimide.
5)能夠具有多部位作用之化合物,例如(5.001)波爾多(bordeaux)混合物、(5.002)四氯丹(captafol)、(5.003)蓋普丹(captan)、(5.004)四氯異苯腈(chlorothalonil)、(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)腈硫醌(dithianon)、(5.011)多寧(dodine)、(5.012)福爾培(folpet)、(5.013)鋅錳乃浦(mancozeb)、(5.014)錳乃浦(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)硫和包括多硫化鈣之硫製劑、(5.020)得恩地(thiram)、(5.021)鋅乃浦(zineb)、(5.022)益穗(ziram)、(5.023)6-乙基-5,7-二側氧基-6,7-二氫-5H-吡咯并[3',4':5,6][1,4]二硫雜環己并(dithiino)[2,3-c][1,2]噻唑-3-甲腈。 5) Compounds capable of multi-site action, such as (5.001) Bordeaux mixture, (5.002) captafol, (5.003) captan, (5.004) chlorothalonil ), (5.005) copper hydroxide, (5.006) copper naphthenate, (5.007) copper oxide, (5.008) copper oxychloride, (5.009) copper sulfate (2+), (5.010) nitrile thioquinone (dithianon), (5.011) Dodine, (5.012) Folpet, (5.013) Mancozeb, (5.014) Maneb, (5.015) Metiram, ( 5.016) Metiram zinc, (5.017) oxine-copper, (5.018) methyl zinc propineb, (5.019) sulfur and sulfur preparations including calcium polysulfides, (5.020) thiram, (5.021) zineb, (5.022) ziram, (5.023) 6-ethyl-5,7-dioxy-6,7-dihydro-5H -pyrrolo[3',4':5,6][1,4]dithiino[2,3-c][1,2]thiazole-3-carbonitrile.
6)能夠誘發宿主防禦之化合物,例如(6.001)阿拉酸式苯-S-甲基(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 capable of inducing host defense, such as (6.001) acibenzolar-S-methyl, (6.002) isotianil, (6.003) probenazole, (6.004) Tiadinil.
7)胺基酸及/或蛋白質生物合成的抑制劑,例如(7.001)賽普洛(cyprodinil)、(7.002)嘉賜黴素(kasugamycin)、(7.003)嘉賜黴素鹽酸鹽 水合物、(7.004)氧四環素(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 Hydrate, (7.004) oxytetracycline, (7.005) pyrimethanil, (7.006) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydro) isoquinolin-1-yl)quinoline.
8)ATP產生的抑制劑,例如(8.001)矽噻菌胺(silthiofam)。 8) Inhibitors of ATP production, eg (8.001) silthiofam.
9)細胞壁合成的抑制劑,例如(9.001)苯噻菌胺(benthiavalicarb)、(9.002)達滅芬(dimethomorph)、(9.003)氟嗎啉(flumorph)、(9.004)丙森鋅(iprovalicarb)、(9.005)雙炔醯菌胺(mandipropamid)、(9.006)丁吡嗎啉(pyrimorph)、(9.007)纈菌胺(valifenalate)、(9.008)(2E)-3-(4-三級-丁基苯基)-3-(2-氯吡啶-4-基)-1-(嗎福林-4-基)丙-2-烯-1-酮、(9.009)(2Z)-3-(4-三級-丁基苯基)-3-(2-氯吡啶-4-基)-1-(嗎福林-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-butyl) Phenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (9.009)(2Z)-3-(4- Tertiary-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(mfolin-4-yl)prop-2-en-1-one.
10)脂質及膜合成的抑制劑,例如(10.001)普拔克(propamocarb)、(10.002)普拔克鹽酸鹽、(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)黑色素生物合成的抑制劑,例如(11.001)三環唑(tricyclazole)、(11.002)托普洛卡(tolprocarb)。 11) Inhibitors of melanin biosynthesis, eg (11.001) tricyclazole, (11.002) tolprocarb.
12)核酸合成的抑制劑,例如(12.001)本達樂(benalaxyl)、(12.002)本達樂-M(克拉昔(kiralaxyl))、(12.003)滅達樂(metalaxyl)、(12.004)滅達樂-M(滅芬散(mefenoxam))。 12) Inhibitors of nucleic acid synthesis, such as (12.001) benalaxyl, (12.002) benalaxyl-M (kiralaxyl), (12.003) metalaxyl, (12.004) benalaxyl Le-M (mefenoxam).
13)訊號轉導的抑制劑,例如(13.001)護汰寧(fludioxonil)、(13.002)依普同(iprodione)、(13.003)撲滅寧(procymidone)、(13.004)丙氧喹啉(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)能夠充當解聯劑之化合物,例如(14.001)扶吉胺(fluazinam)、(14.002)敵蟎普(meptyldinocap)。 14) Compounds capable of acting as unlinkers, eg (14.001) fluazinam, (14.002) meptyldinocap.
15)選自由下列所組成之群組的其他殺真菌劑:(15.001)脫落酸(abscisic acid)、(15.002)苯噻硫氰(benthiazole)、(15.003)苯噻嗪(bethoxazin)、(15.004)卡巴西黴素(capsimycin)、(15.005)香芹酮(carvone)、(15.006)滅蟎猛(chinomethionat)、(15.007)硫雜靈(cufraneb)、(15.008)環氟菌胺(cyflufenamid)、(15.009)克絕(cymoxanil)、(15.010)環丙磺醯胺(cyprosulfamide)、(15.011)氟噻菌淨(flutianil)、(15.012)福賽得(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、(15.016)滅芬農(metrafenone)、(15.017)米多黴素(mildiomycin)、(15.018)納他黴素(natamycin)、(15.019)二甲基二硫胺基甲酸鎳、(15.020)酞菌酯(nitrothal-isopropyl)、(15.021)歐莫克(oxamocarb)、(15.022)氟噻唑吡乙酮(oxathiapiprolin)、(15.023)歐芬英(oxyfenthiin)、(15.024)五氯酚(pentachlorophenol)及鹽、(15.025)亞磷酸(phosphorous acid)及其鹽、(15.026)普拔克-乙膦酸鹽(propamocarb-fosetylate)、(15.027)比芬酮(pyriofenone)(克芬酮(chlazafenone))、(15.028)特布洛昆(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-噁唑-3-基]-1,3-噻唑-2-基}哌啶-1-基)-2-[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙酮、(15.032)1-(4-{4-[(5S)-5-(2,6-二氟苯基)-4,5-二氫-1,2-噁唑-3-基]-1,3-噻唑-2-基}哌啶-1-基)-2-[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙酮、(15.033)2-(6-苯甲基吡啶-2-基)喹唑啉、(15.034)二吡甲噻酮(dipymetitrone)、(15.035)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{5-[2-(丙-2-炔-1-基氧基)苯基]-4,5-二氫-1,2-噁唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.036)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{5-[2-氯-6-(丙-2-炔-1-基氧基)苯基]-4,5-二氫 -1,2-噁唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.037)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{5-[2-氟-6-(丙-2-炔-1-基氧基)苯基]-4,5-二氫-1,2-噁唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.038)2-[6-(3-氟-4-甲氧基苯基)-5-甲基吡啶-2-基]喹唑啉、(15.039)2-{(5R)-3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-噁唑-5-基}-3-氯苯基甲烷磺酸酯、(15.040)2-{(5S)-3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-噁唑-5-基}-3-氯苯基甲烷磺酸酯、(15.041)依普氟芬喹(ipflufenoquin)、(15.042)2-{2-氟-6-[(8-氟-2-甲基喹啉-3-基)氧基]苯基}丙-2-醇、(15.043)氟派保林(fluoxapiprolin)、(15.044)2-{3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-噁唑-5-基}苯基甲烷磺酸酯、(15.045)2-苯基酚及鹽、(15.046)3-(4,4,5-三氟-3,3-二甲基-3,4-二氫異喹啉-1-基)喹啉、(15.047)喹富滅靈(quinofumelin)、(15.048)4-胺基-5-氟嘧啶-2-醇(互變異構形式:4-胺基-5-氟嘧啶-2(1H)-酮)、(15.049)4-側氧基-4-[(2-苯基乙基)胺基]丁酸、(15.050)5-胺基-1,3,4-噻二唑-2-硫醇、(15.051)5-氯-N'-苯基-N'-(丙-2-炔-1-基)噻吩-2-磺酸基(sulfono)醯肼、(15.052)5-氟-2-[(4-氟苯甲基)氧基]嘧啶-4-胺、(15.053)5-氟-2-[(4-甲基苯甲基)氧基]嘧啶-4-胺、(15.054)9-氟-2,2-二甲基-5-(喹啉-3-基)-2,3-二氫-1,4-苯并氧雜氮呯、(15.055){6-[({[(Z)-(1-甲基-1H-四唑-5-基)(苯基)亞甲基]胺基}氧基)甲基]吡啶-2-基}胺甲酸丁-3-炔-1-基酯、(15.056)(2Z)-3-胺基-2-氰基-3-苯基丙烯酸乙基酯、(15.057)啡警-1-甲酸、(15.058)3,4,5-三羥基苯甲酸丙基酯、(15.059)喹啉-8-醇、(15.060)喹啉-8-醇硫酸鹽(2:1)、(15.061){6-[({[(1-甲基-1H-四唑-5-基)(苯基)亞甲基]胺基}氧基)甲基]吡啶-2-基}胺甲酸三級-丁基酯、(15.062)5-氟-4-亞胺基-3-甲基-1-[(4-甲基苯基)磺醯基]-3,4-二氫 嘧啶-2(1H)-酮、(15.063)胺基吡芬(aminopyrifen)、(15.064)(N'-[2-氯-4-(2-氟苯氧基)-5-甲基苯基]-N-乙基-N-甲基亞醯胺基甲醯胺)、(15.065)(N'-(2-氯-5-甲基-4-苯氧基苯基)-N-乙基-N-甲基亞醯胺基甲醯胺)、(15.066)(2-{2-[(7,8-二氟-2-甲基喹啉-3-基)氧基]-6-氟苯基}丙-2-醇)、(15.067)(5-溴-1-(5,6-二甲基吡啶-3-基)-3,3-二甲基-3,4-二氫異喹啉)、(15.068)(3-(4,4-二氟-5,5-二甲基-4,5-二氫噻吩并[2,3-c]吡啶-7-基)喹啉)、(15.069)(1-(4,5-二甲基-1H-苯并咪唑-1-基)-4,4-二氟-3,3-二甲基-3,4-二氫異喹啉)、(15.070)8-氟-3-(5-氟-3,3-二甲基-3,4-二氫異喹啉-1-基)喹啉酮、(15.071)8-氟-3-(5-氟-3,3,4,4-四甲基-3,4-二氫異喹啉-1-基)喹啉酮、(15.072)3-(4,4-二氟-3,3-二甲基-3,4-二氫異喹啉-1-基)-8-氟喹啉、(15.073)(N-甲基-N-苯基-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺)、(15.074){4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基}胺甲酸甲酯、(15.075)(N-{4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲基}環丙烷甲醯胺)、(15.076)N-甲基-4-(5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺、(15.077)N-[(E)-甲氧基亞胺基甲基]-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺、(15.078)N-[(Z)-甲氧基亞胺基甲基]-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺、(15.079)N-[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]環丙烷甲醯胺、(15.080)氟菲諾代胺(flufenoxadiazam)(N-(2-氟苯基)-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺)、(15.081)2,2-二氟-N-甲基-2-[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]乙醯胺、(15.082)N-烯丙基-N-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基)苯基]甲基]乙醯胺、(15.083)N-[(E)-N-甲氧基-C-甲基-伸亞胺醯基]-4-(5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺、(15.084)N-[(Z)-N-甲氧基-C-甲基-伸亞胺醯基]-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺、(15.085)N-烯丙基-N-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]丙醯胺、(15.086) 4,4-二甲基-1-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]吡咯啶-2-酮、(15.087)N-甲基-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯硫代甲醯胺、(15.088)5-甲基-1-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]吡咯啶-2-酮、(15.089)N-((2,3-二氟-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]-3,3,3-三氟丙醯胺、(15.090)1-甲氧基-1-甲基-3-[[4-[5-(三氟甲基}-1,2,4-二唑-3-基]苯基]甲基]尿素、(15.091)1,1-二乙基-3-[[4-[5-(三氟甲基}-1,2,4-二唑-3-基]苯基]甲基]尿素、(15.092)N-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]丙醯胺、(15.093)N-甲氧基-N-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]環丙烷甲醯胺、(15.094)1-甲氧基-3-甲基-1-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]尿素、(15.095)N-甲氧基-N-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基)環丙烷甲醯胺、(15.096)N,2-二甲氧基-N-[[4-[5-(三氟甲基}-1,2,4-二唑-3-基]苯基]甲基]丙醯胺、(15.097)N-乙基-2-甲基-N-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基)苯基]甲基]丙醯胺、(15.098)1-甲氧基-3-甲基-1-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]尿素、(15.099)1,3-二甲氧基-1-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]尿素、(15.100)3-乙基-1-甲氧基-1-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]尿素、(15.101)1-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]哌啶-2-酮、(15.102)4,4-二甲基-2-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]異唑啶-3-酮、(15.103)5,5-二甲基-2-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]異唑啶-3-酮、(15.104)3,3-二甲基-1-[[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]哌啶-2-酮、(15.105)1-[[3-氟-4-(5-(三氟甲基)-1,2,4-二唑-3-基)苯基]甲基]氮-2-酮、(15.106)4,4-二甲基-2-[[4-(5-(三氟甲基)-1,2,4-二唑-3-基]苯基]甲基]異唑啶-3-酮、(15.107)5,5-二甲基-2-[[4-[5-(三氟 甲基)-1,2,4-二唑-3-基]苯基]甲基]異唑啶-3-酮、(15.108)乙基1-{4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲基}-1H-吡唑-4-甲酸乙酯、(15.109)N,N-二甲基-1-{4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲基}-1H-1,2,4-***-3-胺、(15.110)N-{2,3-二氟-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲基}丁醯胺、(15.111)N-(1-甲基環丙基)-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺、(15.112)N-(2,4-二氟苯基)-4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯甲醯胺、(15.113)1-(5,6-二甲基吡啶-3-基)-4,4-二氟-3,3-二甲基-3,4-二氫異喹啉、(15.114)1-(6-(二氟甲基)-5-甲基-吡啶-3-基)-4,4-二氟-3,3-二甲基-3,4-二氫異喹啉、(15.115)1-(5-(氟甲基)-6-甲基-吡啶-3-基)-4,4-二氟-3,3-二甲基-3,4-二氫異喹啉、(15.116)1-(6-(二氟甲基)-5-甲氧基-吡啶-3-基)-4,4-二氟-3,3-二甲基-3,4-二氫異喹啉、(15.117)二甲基胺甲酸4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基酯、(15.118)N-{4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基}丙醯胺、(15.119)3-[2-(1-{[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-1,5-二氫-2,4-苯并二氧雜-6-基甲烷磺酸酯、(15.120)9-氟-3-[2-(1-{[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-1,5-二氫-2,4-苯并二氧雜-6-基甲烷磺酸酯、(15.121)3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-1,5-二氫-2,4-苯并二氧雜-6-基甲烷磺酸酯、(15.122)3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-9-氟-1,5-二氫-2,4-苯并二氧雜-6-基甲烷磺酸酯、(15.123)1-(6,7-二甲基吡唑并[1,5-a]吡啶-3-基)-4,4-二氟-3,3-二甲基-3,4-二氫異喹啉、(15.124)8-氟-N-(4,4,4-三氟-2-甲基-1-苯基丁-2-基)喹啉-3-甲醯胺、(15.125)8-氟-N-[(2S)-4,4,4-三氟-2-甲基-1-苯基丁-2-基]喹啉-3-甲醯胺、(15.126)N-(2,4-二甲基-1-苯基戊-2-基)-8-氟喹啉-3-甲醯胺、(15.127) N-[(2S)-2,4-二甲基-1-苯基戊-2-基]-8-氟喹啉-3-甲醯胺、(15.128)哌碳唑(picarbutrazox)、(15.129)甲特普唑(metyltretrapole)、(15.130)環丁三氟喃(cyclobutrifluram)及(15.131)氯菌靈(chloroinconazide)。 15) Other fungicides selected from the group consisting of: (15.001) abscisic acid, (15.002) benthiazole, (15.003) bethoxazin, (15.004) Capsimycin, (15.005) Carvone, (15.006) Chinomethionat, (15.007) Cufraneb, (15.008) Cyflufenamid, ( 15.009) Cymoxanil, (15.010) Cyprosulfamide, (15.011) Flutianil, (15.012) Fosetyl-aluminium, (15.013) Forsyth- Calcium (fosetyl-calcium), (15.014) fosetyl-sodium (fosetyl-sodium), (15.015) methyl isothiocyanate, (15.016) metrafenone (metrafenone), (15.017) midiomycin ), (15.018) natamycin (natamycin), (15.019) nickel dimethyldithiocarbamate, (15.020) nitrothal-isopropyl, (15.021) oxamocarb, (15.022) ) oxathiapiprolin, (15.023) oxyfenthiin, (15.024) pentachlorophenol and its salts, (15.025) phosphorous acid and its salts, (15.026) pupak- propamocarb-fosetylate, (15.027) pyriofenone (chlazafenone), (15.028) tebufloquin, (15.029) gram wither (tecloftalam), ( 15.030) Tolnifanide, (15.031) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2- oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1- yl]ethanone, (15.032)1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazole-3- base]-1, 3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone, (15.033)2- (6-Benzylpyridin-2-yl)quinazoline, (15.034) dipymetirone, (15.035) 2-[3,5-bis(difluoromethyl)-1H-pyrazole -1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazole -3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.036)2-[3,5-bis(difluoromethyl)-1H-pyrazole-1 -yl]-1-[4-(4-{5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2- Oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.037)2-[3,5-bis(difluoromethyl)-1H-pyrazole -1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1, 2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.038) 2-[6-(3-fluoro-4-methoxyphenyl) )-5-methylpyridin-2-yl]quinazoline, (15.039)2-{(5R)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H- Pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3 -Chlorophenylmethanesulfonate, (15.040) 2-{(5S)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl] Acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonic acid Ester, (15.041) ipflufenoquin, (15.042) 2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}propane -2-ol, (15.043) fluoxapiprolin, (15.044) 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1 -yl]acetoxy}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenylmethanesulfonate , (15.045) 2-phenylphenol and its salts, (15.046) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline (15.047) quinofumelin, (15.048) 4-amino-5-fluoropyrimidine-2-ol (tautomeric form: 4-amino-5-fluoropyrimidine-2 ( 1H)-keto), (15.049) 4-oxy-4-[(2-phenylethyl)amino]butanoic acid, (15.050) 5-amino-1,3,4-thiadiazole- 2-thiol, (15.051) 5-chloro-N'-phenyl-N'-(prop-2-yn-1-yl)thiophene-2-sulfono (sulfono)hydrazine, (15.052)5- Fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, (15.053) 5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine, (15.054) 9-Fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxazepine, (15.055){6- [({[(Z)-(1-Methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamic acid butyl- 3-Alkyn-1-yl ester, (15.056)(2Z)-3-amino-2-cyano-3-phenylacrylate ethyl ester, (15.057) phenanthrene-1-carboxylic acid, (15.058)3, 4,5-Trihydroxybenzoic acid propyl ester, (15.059) quinolin-8-ol, (15.060) quinolin-8-ol sulfate (2:1), (15.061) {6-[({[( 1-Methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamic acid tertiary-butyl ester, (15.062)5 -Fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one, (15.063)amino Aminopyrifen, (15.064) (N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylimide carboxamide), (15.065) (N'-(2-chloro-5-methyl-4-phenoxyphenyl)-N-ethyl-N-methylamidocarboxamide), ( 15.066) (2-{2-[(7,8-Difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol), (15.067)(5 -Bromo-1-(5,6-lutidine-3-yl)-3,3-dimethyl-3,4-dihydroisoquinoline), (15.068)(3-(4,4- Difluoro-5,5-dimethyl-4,5-dihydrothieno[2,3-c]pyridin-7-yl)quinoline), (15.069)(1-(4,5-dimethyl -1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline), (15.070)8-fluoro-3-(5- Fluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinolinone, (15.071)8-fluoro-3-(5-fluoro-3,3,4,4- Tetramethyl-3,4-dihydroisoquinolin-1-yl)quinolinone, (15.072)3-(4,4-difluoro-3,3- Dimethyl-3,4-dihydroisoquinolin-1-yl)-8-fluoroquinoline, (15.073)(N-methyl-N-phenyl-4-[5-(trifluoromethyl) -1,2,4- oxadiazol-3-yl]benzamide), (15.074){4-[5-(trifluoromethyl)-1,2,4- Methyl oxadiazol-3-yl]phenyl}carbamate, (15.075)(N-{4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]benzyl}cyclopropanecarboxamide), (15.076)N-methyl-4-(5-(trifluoromethyl)-1,2,4- Diazol-3-yl]benzamide, (15.077)N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4- Diazol-3-yl]benzamide, (15.078)N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4- Diazol-3-yl]benzamide, (15.079)N-[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]cyclopropanecarboxamide, (15.080)flufenoxadiazam (N-(2-fluorophenyl)-4-[5-(trifluoromethyl)- 1,2,4- oxadiazol-3-yl]benzamide), (15.081)2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]acetamide, (15.082)N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4- Diazol-3-yl)phenyl]methyl]acetamide, (15.083)N-[(E)-N-methoxy-C-methyl-imidoimide]-4-(5- (Trifluoromethyl)-1,2,4- Diazol-3-yl]benzylamide, (15.084)N-[(Z)-N-methoxy-C-methyl-imidoimide]-4-[5-(trifluoromethyl )-1,2,4- Diazol-3-yl]benzamide, (15.085)N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]propionamide, (15.086) 4,4-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]pyrrolidin-2-one, (15.087)N-methyl-4-[5-(trifluoromethyl)-1,2,4- Diazol-3-yl]phenylthiocarbamide, (15.088)5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]pyrrolidin-2-one, (15.089)N-((2,3-difluoro-4-[5-(trifluoromethyl)-1,2, 4- Oxazol-3-yl]phenyl]methyl]-3,3,3-trifluoropropionamide, (15.090)1-methoxy-1-methyl-3-[[4-[5-( Trifluoromethyl}-1,2,4- Oxazol-3-yl]phenyl]methyl]urea, (15.091)1,1-diethyl-3-[[4-[5-(trifluoromethyl}-1,2,4- Oxazol-3-yl]phenyl]methyl]urea, (15.092)N-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]propionamide, (15.093)N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]cyclopropanecarboxamide, (15.094)1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1 ,2,4- Oxazol-3-yl]phenyl]methyl]urea, (15.095)N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4- Diazol-3-yl]phenyl]methyl)cyclopropanecarboxamide, (15.096)N,2-dimethoxy-N-[[4-[5-(trifluoromethyl}-1,2) ,4- Oxazol-3-yl]phenyl]methyl]propionamide, (15.097)N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2, 4- Oxazol-3-yl)phenyl]methyl]propionamide, (15.098)1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2 ,4- Oxazol-3-yl]phenyl]methyl]urea, (15.099)1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]urea, (15.100)3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4 - Oxazol-3-yl]phenyl]methyl]urea, (15.101)1-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]piperidin-2-one, (15.102)4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2 ,4- Oxazol-3-yl]phenyl]methyl]iso oxazolidin-3-one, (15.103)5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]iso oxazolidin-3-one, (15.104)3,3-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]piperidin-2-one, (15.105)1-[[3-fluoro-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl]methyl]nitrogen -2-keto, (15.106)4,4-dimethyl-2-[[4-(5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]iso oxazolidin-3-one, (15.107)5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl]methyl]iso oxazolidin-3-one, (15.108)ethyl 1-{4-[5-(trifluoromethyl)-1,2,4- Diazol-3-yl]benzyl}-1H-pyrazole-4-carboxylic acid ethyl ester, (15.109)N,N-dimethyl-1-{4-[5-(trifluoromethyl)-1 ,2,4- Diazol-3-yl]benzyl}-1H-1,2,4-triazol-3-amine, (15.110)N-{2,3-difluoro-4-[5-(trifluoromethyl) )-1,2,4- Diazol-3-yl]benzyl}butanamide, (15.111)N-(1-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4- Diazol-3-yl]benzamide, (15.112)N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4- Diazol-3-yl]benzamide, (15.113)1-(5,6-lutidine-3-yl)-4,4-difluoro-3,3-dimethyl-3,4 - Dihydroisoquinoline, (15.114) 1-(6-(difluoromethyl)-5-methyl-pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3 ,4-dihydroisoquinoline, (15.115)1-(5-(fluoromethyl)-6-methyl-pyridin-3-yl)-4,4-difluoro-3,3-dimethyl- 3,4-Dihydroisoquinoline, (15.116)1-(6-(difluoromethyl)-5-methoxy-pyridin-3-yl)-4,4-difluoro-3,3-di Methyl-3,4-dihydroisoquinoline, (15.117)dimethylcarbamic acid 4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl ester, (15.118)N-{4-[5-(trifluoromethyl)-1,2,4- Oxazol-3-yl]phenyl}propionamide, (15.119)3-[2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] Acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-1,5-dihydro-2,4-benzodioxa -6-ylmethanesulfonate, (15.120)9-fluoro-3-[2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethyl Acyl}piperidin-4-yl)-1,3-thiazol-4-yl]-1,5-dihydro-2,4-benzodioxa -6-ylmethanesulfonate, (15.121) 3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidine- 4-yl)-1,3-thiazol-4-yl]-1,5-dihydro-2,4-benzodioxa -6-ylmethanesulfonate, (15.122)3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidine- 4-yl)-1,3-thiazol-4-yl]-9-fluoro-1,5-dihydro-2,4-benzodioxa -6-ylmethanesulfonate, (15.123)1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3- Dimethyl-3,4-dihydroisoquinoline, (15.124)8-fluoro-N-(4,4,4-trifluoro-2-methyl-1-phenylbutan-2-yl)quinoline -3-Carboxamide, (15.125)8-Fluoro-N-[(2S)-4,4,4-trifluoro-2-methyl-1-phenylbutan-2-yl]quinoline-3- Carboxamide, (15.126) N-(2,4-Dimethyl-1-phenylpentan-2-yl)-8-fluoroquinoline-3-carboxamide, (15.127) N-[(2S) -2,4-Dimethyl-1-phenylpentan-2-yl]-8-fluoroquinoline-3-carboxamide, (15.128) picarbutrazox, (15.129) metprazole ( metyltretrapole), (15.130) cyclobutrifluram and (15.131) chloroinconazide.
如上文所述之類別(1)至(15)的所有命名之混合伴體可以游離化合物,及/或若其功能基團可行的話,則以其農業上可接受的鹽的形式存在。 All named mixed partners of classes (1) to (15) as described above may exist as free compounds and/or in the form of their agriculturally acceptable salts if their functional groups are feasible.
本發明之化合物和組成物亦可與一或多種生物控制劑組合。 The compounds and compositions of the present invention may also be combined with one or more biological control agents.
如本文所用,術語「生物控制」係經定義為藉由使用或利用生物控制劑來控制有害生物體,諸如植物病原性真菌及/或昆蟲及/或蟎及/或線蟲。 As used herein, the term "biological control" is defined as the control of harmful organisms, such as phytopathogenic fungi and/or insects and/or mites and/or nematodes, by the use or utilization of biological control agents.
如本文所用,術語「生物控制劑」為了生物控制之目的係定義為除了有害生物體以外的生物體及/或由該種生物體所產生的蛋白質或次級代謝物。第二生物體的突變體應包括在生物控制劑的定義內。術語「突變體」係指親代菌株的變種以及獲得突變體或變種之方法,其中殺蟲活性係大於親代菌株所表現的活性。「親代菌株」在本文係定義為致突變前的原始菌株。為了獲得該等突變體,可將親代菌株以化學品(諸如N-甲基-N'-硝基-N-亞硝基胍、乙基甲碸)或藉由使用伽瑪、x射線、或UV-輻射照射,或藉由彼等熟習此項技術者熟知的其他方式處理。生物控制劑的已知機制包含藉由與真菌競爭根表面上的空間而控制根腐病的腸內菌。細菌毒素(諸如抗生素)已用於控制病原體。可將毒素分離且直接施用至植物,或可投予細菌物種,使其於原位產生毒素。 As used herein, the term "biological control agent" is defined for the purpose of biological control as an organism other than a harmful organism and/or a protein or secondary metabolite produced by such an organism. Mutants of the second organism should be included in the definition of biological control agents. The term "mutant" refers to variants of a parental strain and methods of obtaining mutants or variants, wherein the pesticidal activity is greater than that exhibited by the parental strain. A "parental strain" is defined herein as the original strain prior to mutagenesis. To obtain these mutants, the parental strain can be treated with chemicals (such as N-methyl-N'-nitro-N-nitrosoguanidine, ethylmethane) or by using gamma, x-ray, or UV-radiation irradiation, or by other means known to those skilled in the art. Known mechanisms for biological control agents include enteric bacteria that control root rot by competing with fungi for space on the root surface. Bacterial toxins, such as antibiotics, have been used to control pathogens. The toxins can be isolated and applied directly to plants, or bacterial species can be administered to produce the toxins in situ.
「變種」為具有如本文所指示之NRRL或ATCC登錄號的所有鑑定特徵之菌株且可經鑑定為具有在高嚴格度條件下與NRRL或ATCC登錄號的基因組雜交之基因組。 A "variant" is a strain that has all the identifying characteristics of an NRRL or ATCC accession number as indicated herein and can be identified as having a genome that hybridizes under high stringency conditions to the genome of an NRRL or ATCC accession number.
「雜交」係指其中一或多個多核苷酸反應以形成經由核苷酸殘基的鹼基之間的氫鍵穩定之複合物的反應。氫鍵可以Watson-Crick鹼基配對、Hoogstein結合或以任何其他的序列特異性方式發生。複合物可包含形成雙股結構的兩股、形成多股複合物的三或更多股、單一自雜交股或此等的任何組合。雜交反應可在不同的「嚴格度」條件下執行。通常,低嚴格度雜交反應係在約40℃下以10 X SSC或等效離子強度之溶液/溫度進行。中等嚴格度雜交通常,在約50℃下以6 X SSC執行,及高嚴格度雜交反應通常係在約60℃下以1 X SSC執行。 "Hybridization" refers to a reaction in which one or more polynucleotides react to form a complex stabilized through hydrogen bonding between the bases of nucleotide residues. Hydrogen bonding can occur in Watson-Crick base pairing, Hoogstein binding or in any other sequence specific manner. The complex may comprise two strands forming a double-strand structure, three or more strands forming a multi-strand complex, a single self-hybridizing strand, or any combination of these. Hybridization reactions can be performed under conditions of varying "stringency". Typically, low stringency hybridization reactions are performed at about 40°C with a solution/temperature of 10X SSC or equivalent ionic strength. Moderate stringency hybridizations are typically performed at about 50°C with 6X SSC, and high stringency hybridization reactions are typically performed at about 60°C with 1X SSC.
所指示之NRRL或ATCC登錄號的變種亦可定義為與所指示之NRRL或ATCC登錄號的基因組具有大於85%、更佳為大於90%或更佳為大於95%之序列一致性的基因組序列之菌株。多核苷酸或多核苷酸區(或多肽或多肽區)具有與另一序列呈某百分比(例如80%、85%、90%或95%)的「序列一致性」,意指當比對時,在比較兩個序列時該百分比的鹼基(或胺基酸)為相同的。此比對及同源性百分比或序列一致性可使用該技術中已知的軟體程式測定,例如,彼等說明於Current Protocols in Molecular Biology(F.M.Ausubel et al.,eds.,1987)中者。 Variants of the indicated NRRL or ATCC accession numbers can also be defined as genomic sequences that have greater than 85%, more preferably greater than 90% or more preferably greater than 95% sequence identity to the genome of the indicated NRRL or ATCC accession numbers of strains. A polynucleotide or polynucleotide region (or polypeptide or polypeptide region) has a certain percentage (eg, 80%, 85%, 90% or 95%) of "sequence identity" to another sequence, meaning that when aligned , the percentage of bases (or amino acids) that are identical when comparing two sequences. This alignment and percent homology or sequence identity can be determined using software programs known in the art, eg, those described in Current Protocols in Molecular Biology (F.M. Ausubel et al., eds., 1987).
NRRL為美國農業研究菌種保存中心(Agricultural Research Service Culture Collection)的縮寫,其為根據國際承認用於專利程序的微生物寄存布達佩斯條約(Budapest treaty on the international recognition of the deposit of microorganisms for the purposes of patent procedure)之為了寄存微生物菌株的目的之國際保存機構,地址:National Center for Agricultural Utilization Research,Agricultural Research service,U.S.Department of Agriculture,1815 North university Street,Peroira,Illinois 61604 USA。 NRRL is an acronym for Agricultural Research Service Culture Collection, which is the Budapest treaty on the international recognition of the deposit of microorganisms for the purposes of patent procedure) for the purpose of depositing microbial strains at the International Conservation Agency, National Center for Agricultural Utilization Research, Agricultural Research service, U.S. Department of Agriculture, 1815 North university Street, Peroira, Illinois 61604 USA.
ATCC為美國典型菌種保存中心(American Type Culture Collection)的縮寫,其為根據國際承認用於專利程序的微生物寄存布達佩斯條約(Budapest treaty on the international recognition of the deposit of microorganisms for the purposes of patent procedure)之為了寄存微生物菌株的目的之國際保存機構,地址:ATCC Patent Depository,10801 University Blvd.,Manassas,VA 10110 USA. ATCC is an acronym for American Type Culture Collection, which is the Budapest treaty on the international recognition of the deposit of microorganisms for the purposes of patent procedure. International Depository for the Purpose of Depositing Microbial Strains, ATCC Patent Depository, 10801 University Blvd., Manassas, VA 10110 USA.
可與本發明之化合物和組成物組合的生物控制劑之實例為: Examples of biological control agents that may be combined with the compounds and compositions of the present invention are:
選自下列群組之抗細菌劑: Antibacterial agents selected from the group consisting of:
(A1)細菌,諸如(A1.1)枯草芽孢桿菌(Bacillus subtilis),特別是菌株QST713/AQ713(自美國Bayer CropScience LP以SERENADE OPTI或SERENADE ASO取得,具有NRRL登錄號B21661,美國專利案號6,060,051);(A1.2)芽孢桿菌屬(Bacillus sp.),特別是菌株D747(自Kumiai Chemical Industry Co.,Ltd.以DOUBLE NICKEL®取得),具有登錄號FERM BP-8234,美國專利案號7,094,592;(A1.3)短小芽孢桿菌(Bacillus pumilus),特別是菌株BU F-33,具有NRRL登錄號50185(自BASF以CARTISSA®產品的一部分取得,EPA註冊號71840-19);(A1.4)枯草芽孢桿菌變種型液化澱粉芽孢桿菌(Bacillus subtilis var.amyloliquefaciens)菌株FZB24,具有登錄號DSM 10271(自Novozymes以TAEGRO®或TAEGRO® ECO取得(EPA註冊號70127-5));(A1.5)類芽孢桿菌屬(Paenibacillus sp.)菌株,具有登錄號NRRL B-50972或登錄號NRRL B-67129,WO 2016/154297;(A1.6)枯草芽孢桿菌菌株BU1814(自BASF SE以VELONDIS® PLUS、VELONDIS® FLEX和VELONDIS® EXTRA取得);(A1.7)莫哈維芽胞桿菌(Bacillus mojavensis)菌株R3B(登錄號NCAIM(P)B001389)(WO 2013/034938),來自Mitsui & Co.的子公司Certis USA LLC;(A1.8)枯草芽孢桿菌CX-9060,來自Mitsui & Co.的子公司Certis USA LLC;(A1.9)多黏類芽孢桿菌(Paenibacillus polymyxa),特別是菌株AC-1(例如來自Green Biotech Company Ltd.之TOPSEED®);(A1.10)波若迪假單胞菌(Pseudomonas proradix)(例如來自Sourcon Padena之PRORADIX®);(A1.11)成團泛菌(Pantoea agglomerans),特別是菌株E325(登錄號NRRL B-21856)(自Northwest Agri Products以BLOOMTIME BIOLOGICALTM FD BIOPESTICIDE取得);及 (A1) Bacteria, such as (A1.1) Bacillus subtilis, in particular strain QST713/AQ713 (obtained as SERENADE OPTI or SERENADE ASO from Bayer CropScience LP, USA, with NRRL Accession No. B21661, US Pat. No. 6,060,051 ); (A1.2) Bacillus sp., in particular strain D747 (obtained as DOUBLE NICKEL® from Kumiai Chemical Industry Co., Ltd.), with accession number FERM BP-8234, US Pat. No. 7,094,592 (A1.3) Bacillus pumilus, in particular strain BU F-33, with NRRL accession number 50185 (obtained from BASF as part of the CARTISSA® product, EPA registration number 71840-19); (A1.4 ) Bacillus subtilis var. amyloliquefaciens strain FZB24 with accession number DSM 10271 (obtained as TAEGRO® or TAEGRO® ECO from Novozymes (EPA registration number 70127-5)); (A1.5 ) strain Paenibacillus sp. with accession number NRRL B-50972 or accession number NRRL B-67129, WO 2016/154297; (A1.6) Bacillus subtilis strain BU1814 (from BASF SE as VELONDIS® PLUS , VELONDIS® FLEX and VELONDIS® EXTRA); (A1.7) Bacillus mojavensis strain R3B (Accession No. NCAIM(P)B001389) (WO 2013/034938), daughter from Mitsui & Co. Company Certis USA LLC; (A1.8) Bacillus subtilis CX-9060 from Certis USA LLC, a subsidiary of Mitsui &Co.; (A1.9) Paenibacillus polymyxa, in particular strain AC-1 (eg TOPSEED® from Green Biotech Company Ltd.); (A1.10) Pseudomonas proradix (eg PRORADIX® from Sourcon Padena ); (A1.11) ) Pantoea agglomerans, in particular strain E325 (Accession No. NRRL B-21856) (obtained from Northwest Agri Products as BLOOMTIME BIOLOGICAL ™ FD BIOPESTICIDE); and
(A2)真菌,諸如(A2.1)出芽短梗黴菌(Aureobasidium pullulans),特別是菌株DSM14940之芽生孢子、菌株DSM 14941之芽生孢子或菌株DSM14940與DSM14941之芽生孢子的混合物(例如來自bio-ferm,CH之BOTECTOR®和BLOSSOM PROTECT®);(A2.2)蚜蟲擬酵母(Pseudozyma aphidis)(如耶路撒冷希伯來大學(Hebrew University of Jerusalem)的Yissum Research Development Company於WO2011/151819中所揭示);(A2.3)釀酒酵母菌(Saccharomyces cerevisiae),特別是來自Lesaffre et Compagnie,FR之菌株CNCM號I-3936、CNCM號I-3937、CNCM號I-3938或CNCM號I-3939(WO 2010/086790); (A2) fungi such as (A2.1) Aureobasidium pullulans, in particular blastospores of strain DSM14940, blastospores of strain DSM14941 or mixtures of blastospores of strains DSM14940 and DSM14941 (eg from bio-ferm , BOTECTOR® and BLOSSOM PROTECT® of CH); (A2.2) Pseudozyma aphidis (as disclosed in WO2011/151819 by Yissum Research Development Company of the Hebrew University of Jerusalem); (A2.3) Saccharomyces cerevisiae, especially strains CNCM No. 1-3936, CNCM No. 1-3937, CNCM No. 1-3938 or CNCM No. 1-3939 from Lesaffre et Compagnie, FR (WO 2010/ 086790);
(B)選自下列群組之生物殺真菌劑: (B) a biofungicide selected from the group consisting of:
(B1)細菌,例如(B1.1)枯草芽孢桿菌,特別是菌株QST713/AQ713(自Bayer CropScience LP,US以SERENADE OPTI或SERENADE ASO取得,具有NRRL登錄號B21661,且說明於美國專利案號6,060,051);(B1.2)短小芽孢桿菌,特別是菌株QST2808(自Bayer CropScience LP,US以SONATA®取得,具有登錄號NRRL B-30087,且說明於美國專利案號6,245,551);(B1.3)短小芽孢桿菌,特別是菌株GB34(自Bayer AG,DE以取得Yield Shield®);(B1.4)短小芽孢桿菌,特別是菌株BU F-33,具有NRRL登錄號50185(自BASF以CARTISSA產品的一部分取得,EPA註冊號71840-19);(B1.5)液化澱粉芽孢桿菌(Bacillus amyloliquefaciens),特別是菌株D747(自Kumiai Chemical Industry Co.,Ltd.以Double NickelTM取得,具有登錄號FERM BP-8234,美國專利案號7,094,592);(B1.6)枯草芽孢桿菌Y1336(自Bion-Tech,Taiwan以BIOBAC® WP取得,在台灣以註冊號4764、5454、5096和5277登錄為生物殺真菌劑);(B1.7)枯草芽孢桿菌菌株MBI 600(自BASF SE以SUBTILEX取得),具有登錄號NRRL B-50595,美國專利案號5,061,495;(B1.8)枯草芽孢桿菌菌株GB03(自Bayer AG,DE以Kodiak®取得);(B1.9)枯草芽孢桿菌變種型液化澱粉芽孢桿菌菌株FZB24,具有登錄號DSM 10271(自Novozymes以TAEGRO®或TAEGRO® ECO取得(EPA註冊號70127-5));(B1.10)蕈狀芽孢桿菌(Bacillus mycoides)分株J,具有登錄號B-30890(自Mitsui & Co.的子公司Certis USA LLC以BMJ TGAI®或WG和LifeGardTM取得);(B1.11)地衣芽孢桿菌(Bacillus licheniformis),特別是菌株SB3086,具有登錄號ATCC 55406,WO 2003/000051(自Novozymes以ECOGUARD® Biofungicide和GREEN RELEAFTM取得);(B1.12)類芽孢桿菌屬菌株,具有登錄號NRRL B-50972或登錄號NRRL B-67129,WO 2016/154297;(B1.13)枯草芽孢桿菌菌株BU1814(自BASF SE以VELONDIS® PLUS、VELONDIS® FLEX和VELONDIS® EXTRA取得);(B1.14)枯草芽孢桿菌CX-9060來自Mitsui & Co.的子公司Certis USA LLC;(B1.15)液化澱粉芽孢桿菌菌株F727(亦稱為菌株MBI110)(NRRL登錄號B-50768;WO 2014/028521)(來自Marrone Bio Innovations之STARGUS®);(B1.16)液化澱粉芽孢桿菌菌株FZB42,登錄號DSM 23117(自ABiTEP,DE以RHIZOVITAL®取得);(B1.17)地衣芽孢桿菌FMCH001和枯草芽孢桿菌FMCH002(來自FMC Corporation之 QUARTZO®(WG)和PRESENCE®(WP));(B1.18)莫哈維芽胞桿菌菌株R3B(登錄號NCAIM(P)B001389)(WO 2013/034938),來自Mitsui & Co.的子公司Certis USA LLC;(B1.19)植物多黏類芽孢桿菌(WO 2016/020371),來自BASF SE;(B1.20)Paenibacillus epiphyticus(WO 2016/020371),來自BASF SE;(B.1.21)綠葉假單胞菌(Pseudomonas chlororaphis)菌株AFS009,具有登錄號NRRL B-50897,WO 2017/019448(例如來自AgBiome Innovations,US之HOWLERTM和ZIO®);(B1.22)綠葉假單胞菌,特別是菌株MA342(例如Bioagri和Koppert之CEDOMON®、CERALL®和CEDRESS®);(B1.23)利迪鏈黴菌(Streptomyces lydicus)菌株WYEC108(亦稱為利迪鏈黴菌菌株WYCD108US)(來自Novozymes之ACTINO-IRON®和ACTINOVATE®);(B1.24)放射狀農桿菌(Agrobacterium radiobacter)菌株K84(例如來自AgBioChem,CA之GALLTROL-A®);(B1.25)放射狀農桿菌菌株K1026(例如來自BASF SE之NOGALLTM);(B1.26)枯草芽孢桿菌KTSB菌株(來自Donaghys之FOLIACTIVE®);(B1.27)枯草芽孢桿菌IAB/BS03(來自STK Bio-Ag Technologies之AVIVTM);(B1.28)枯草芽孢桿菌菌株Y1336(自Bion-Tech,Taiwan以BIOBAC® WP取得,在台灣以註冊號4764、5454、5096和5277登錄為生物殺真菌劑);(B1.29)液化澱粉芽孢桿菌分株B246(例如來自普瑞托利亞大學(University of Pretoria)之AVOGREENTM);(B1.30)甲基營養型芽孢桿菌(Bacillus methylotrophicus)菌株BAC-9912(來自中國科學院應用生態研究所(Chinese Academy of Sciences’ Institute of Applied Ecology));(B1.31)波若迪假單胞菌(例如來自Sourcon Padena之PRORADIX®);(B1.32)灰綠鏈黴菌(Streptomyces griseoviridis)菌株K61(亦稱為鮮黃鏈黴菌(Streptomyces galbus)菌株K61)(登錄號DSM 7206)(來自Verdera之MYCOSTOP®;來自BioWorks之PREFENCE®;參考Crop Protection 2006,25,468-475);(B1.33)螢光假單胞菌(Pseudomonas fluorescens)菌株A506(例如NuFarm之BLIGHTBAN® A506);及 (B1) bacteria, such as (B1.1) Bacillus subtilis, in particular strain QST713/AQ713 (obtained as SERENADE OPTI or SERENADE ASO from Bayer CropScience LP, US, with NRRL Accession No. B21661, and described in US Pat. No. 6,060,051 ); (B1.2) Bacillus pumilus, in particular strain QST2808 (obtained as SONATA® from Bayer CropScience LP, US, with Accession No. NRRL B-30087, and described in US Pat. No. 6,245,551); (B1.3) Bacillus pumilus, in particular strain GB34 (from Bayer AG, DE as Yield Shield®); (B1.4) Bacillus pumilus, in particular strain BU F-33, with NRRL accession number 50185 (from BASF as CARTISSA product Obtained in part, EPA Registration No. 71840-19); (B1.5) Bacillus amyloliquefaciens, in particular strain D747 (obtained as Double Nickel ™ from Kumiai Chemical Industry Co., Ltd. with accession No. FERM BP -8234, U.S. Patent No. 7,094,592); (B1.6) Bacillus subtilis Y1336 (obtained as BIOBAC® WP from Bion-Tech, Taiwan, registered in Taiwan as a biofungicide with registration numbers 4764, 5454, 5096 and 5277 ); (B1.7) Bacillus subtilis strain MBI 600 (obtained as SUBTILEX from BASF SE) with Accession No. NRRL B-50595, US Pat. No. 5,061,495; (B1.8) Bacillus subtilis strain GB03 (from Bayer AG) , DE obtained as Kodiak®); (B1.9) Bacillus subtilis var. Bacillus amyloliquefaciens strain FZB24 with accession number DSM 10271 (obtained as TAEGRO® or TAEGRO® ECO from Novozymes (EPA registration number 70127-5)) (B1.10) Bacillus mycoides ramet J with accession number B-30890 (obtained as BMJ TGAI® or WG and LifeGard™ from Certis USA LLC, a subsidiary of Mitsui &Co.); (B1 .11) Bacillus licheniformis, in particular strain SB3086, with accession number ATCC 55406, WO 2003/000051 (obtained as ECOGUARD® Biofungicide and GREEN RELEAF™ from Novozymes); (B1.12) Paenibacillus strain with accession number NRRL B-50972 or accession number NRRL B-67129, WO 2016/154297; (B1.13) Bacillus subtilis strain BU1814 (obtained from BASF SE as VELONDIS ® PLUS, VELONDIS ® FLEX and VELONDIS ® EXTRA); (B1.14) Bacillus subtilis CX-9060 from Certis USA LLC, a subsidiary of Mitsui &Co.; (B1. 15) Bacillus amyloliquefaciens strain F727 (also known as strain MBI110) (NRRL accession number B-50768; WO 2014/028521) (STARGUS® from Marrone Bio Innovations); ( B1.16 ) Bacillus amyloliquefaciens strain FZB42, Accession No. DSM 23117 (obtained as RHIZOVITAL® from ABiTEP , DE); (B1.17) Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 ( QUARTZO® (WG) and PRESENCE® (WP) from FMC Corporation); (B1. 18) Bacillus mojaveii strain R3B (Accession No. NCAIM(P)B001389) (WO 2013/034938) from Certis USA LLC, a subsidiary of Mitsui &Co.; (B1.19) Paenibacillus polymyxa (WO 2013/034938) 2016/020371) from BASF SE; (B1.20) Paenibacillus epiphyticus (WO 2016/020371) from BASF SE; (B.1.21) Pseudomonas chlororaphis strain AFS009 with accession number NRRL B- 50897, WO 2017/019448 (e.g. HOWLER ™ and ZIO® from AgBiome Innovations, US); (B1.22) Pseudomonas aeruginosa, especially strain MA342 (e.g. CEDOMON® , CERALL® and CEDRESS® from Bioagri and Koppert); ); (B1.23) Streptomyces lydicus strain WYEC108 (also known as Streptomyces lydicus strain WYCD108US) (ACTINO- IRON® and ACTINOVA from Novozymes TE® ); (B1.24) Agrobacterium radiobacter strain K84 (eg GALLTROL-A® from AgBioChem , CA); (B1.25) Agrobacterium radiobacter strain K1026 (eg NOGALL from BASF SE ( B1.26 ) Bacillus subtilis strain KTSB ( FOLIACTIVE® from Donaghys); (B1.27) Bacillus subtilis IAB/BS03 (AVIV ™ from STK Bio-Ag Technologies); (B1.28) Subtilis Bacillus strain Y1336 (obtained as BIOBAC® WP from Bion-Tech, Taiwan, registered as biofungicide in Taiwan with registration numbers 4764, 5454, 5096 and 5277); (B1.29) Bacillus amyloliquefaciens strain B246 ( For example, AVOGREEN ™ from the University of Pretoria; (B1.30) Bacillus methylotrophicus strain BAC-9912 (from the Chinese Academy of Sciences) 'Institute of Applied Ecology)); (B1.31) Pseudomonas porogenes (eg PRORADIX® from Sourcon Padena ); (B1.32) Streptomyces griseoviridis strain K61 (also known as fresh Streptomyces galbus strain K61) (Accession No. DSM 7206) ( MYCOSTOP® from Verdera; PREFENCE® from BioWorks; cf. Crop Protection 2006, 25, 468-475); (B1.33) Pseudomonas fluorescens (Pseudomonas fluorescens) strain A506 (eg BLIGHTBAN® A506 from NuFarm); and
(B2)真菌,例如:(B2.1)盾殼黴(Coniothyrium minitans),特別是菌株CON/M/91-8(登錄號DSM-9660;例如來自Bayer CropScience Biologics GmbH之Contans®);(B2.2)核果梅奇酵母(Metschnikowia fructicola),特別是菌株NRRL Y-30752;(B2.3)赫色小球殼孢菌(Microsphaeropsis ochracea);(B2.5)深綠木黴菌(Trichoderma atroviride),特別是菌株SC1(具有登錄號CBS 122089,WO 2009/116106和美國專利案號8,431,120(來自Bi-PA))、菌株77B(來自Andermatt Biocontrol之T77)或菌株LU132(例如來自Agrimm Technologies Limited之Sentinel);(B2.6)哈茨木黴菌(Trichoderma harzianum)菌株T-22(例如來自Andermatt Biocontrol或Koppert之Trianum-P from)或菌株Cepa Simb-T5(來自Simbiose Agro);(B2.14)粉紅黏帚菌(Gliocladium roseum)(亦稱為鏈狀粉紅黏帚黴(Clonostachys rosea f.rosea)),特別是來自Adjuvants Plus之菌株321U、在Xue中所揭示之菌株ACM941(Efficacy of Clonostachys rosea strain ACM941 and fungicide seed treatments for controlling the root tot complex of field pea,Can Jour Plant Sci 83(3):519-524)或菌株IK726(Jensen DF,et al.Development of a biocontrol agent for plant disease control with special emphasis on the near commercial fungal antagonist Clonostachys rosea strain ‘IK726’;Australas Plant Pathol.2007;36:95-101);(B2.35)黃色籃狀菌(Talaromyces flavus)菌株V117b;(B2.36)綠木黴菌(Trichoderma viride),特別是菌株B35(Pietr等人之1993,Zesz.Nauk.A R w Szczecinie 161:125-137);(B2.37)棘孢木黴菌(Trichoderma asperellum),特別是菌株SKT-1,具有登錄號FERM P-16510(例如來自 Kumiai Chemical Industry之ECO-HOPE®)、菌株T34(例如以Biocontrol Technologies S.L.,ES之T34 Biocontrol)或來自Isagro之菌株ICC 012;(B2.38)深綠木黴菌,菌株CNCM I-1237(例如來自Agrauxine,FR之Esquive® WP);(B2.39)深綠木黴菌,菌株第V08/002387號;(B2.40)深綠木黴菌,菌株NMI第V08/002388號;(B2.41)深綠木黴菌,菌株NMI第V08/002389號;(B2.42)深綠木黴菌,菌株NMI第V08/002390號;(B2.43)深綠木黴菌,菌株LC52(例如以Agrimm Technologies Limited之Tenet);(B2.44)深綠木黴菌,菌株ATCC 20476(IMI 206040);(B2.45)深綠木黴菌,菌株T11(IMI352941/CECT20498);(B2.46)哈馬通木黴菌(Trichoderma harmatum);(B2.47)哈茨木黴菌;(B2.48)哈茨木黴菌(Trichoderma harzianum rifai)T39(例如來自Makhteshim,US之Trichodex®);(B2.49)棘孢木黴菌,特別是菌株kd(例如來自Andermatt Biocontrol之T-Gro);(B2.50)哈茨木黴菌,菌株ITEM 908(例如來自Koppert之Trianum-P);(B2.51)哈茨木黴菌,菌株TH35(例如以Mycontrol之Root-Pro);(B2.52)青綠木黴菌(Trichoderma virens)(亦稱為青綠黏帚黴(Gliocladium virens)),特別是菌株GL-21(例如以Certis,US之SoilGard);(B2.53)綠木黴菌,菌株TV1(例如以Koppert之Trianum-P);(B2.54)白粉寄生孢(Ampelomyces quisqualis),特別是菌株AQ 10(例如以IntrachemBio Italia之AQ 10®);(B2.56)出芽短梗黴菌,特別是菌株DSM14940之芽生孢子;(B2.57)出芽短梗黴菌,特別是菌株DSM 14941之芽生孢子;(B2.58)出芽短梗黴菌,特別是菌株DSM14940與DSM 14941之芽生孢子的混合物(例如以bio-ferm,CH之Botector®);(B2.64)芽枝狀枝孢菌(Cladosporium cladosporioides),菌株H39,具有登錄號CBS122244,US 2010/0291039(由Stichting Dienst Landbouwkundig Onderzoek);(B2.69)鏈孢黏帚菌(Gliocladium catenulatum)(同義字:鏈狀 粉紅黏帚黴(Clonostachys rosea f.catenulate))菌株J1446(例如由Lallemand之Prestop®);(B2.70)蠟蚧輪枝菌(Lecanicillium lecanii)(以前稱為臘蚧輪刺孢菌(Verticillium lecanii)),菌株KV01之分生孢子(例如由Koppert/Arysta之Vertalec®);(B2.71)蠕形青黴(Penicillium vermiculatum);(B2.72)異常畢赤酵母(Pichia anomala),菌株WRL-076(NRRL Y-30842),美國專利案號7,579,183;(B2.75)深綠木黴菌,菌株SKT-1(FERM P-16510),日本專利公開案(Kokai)11-253151 A;(B2.76)深綠木黴菌,菌株SKT-2(FERM P-16511),日本專利公開案(Kokai)11-253151 A;(B2.77)深綠木黴菌,菌株SKT-3(FERM P-17021),日本專利公開案(Kokai)11-253151 A;(B2.78)蓋氏木黴菌(Trichoderma gamsii)(以前為綠木黴菌(T.viride)),菌株ICC080(IMI CC 392151 CABI,例如由AGROBIOSOL DE MEXICO,S.A.DE C.V.之BioDerma);(B2.79)哈茨木黴菌,菌株DB 103(由Dagutat Biolab以T-GRO® 7456取得);(B2.80)多孢木黴菌(Trichoderma polysporum),菌株IMI 206039(例如由瑞典BINAB Bio-Innovation AB之Binab TF WP);(B2.81)基座狀木黴菌(Trichoderma stromaticum),具有登錄號Ts3550(例如由巴西CEPLAC之Tricovab);(B2.83)奧德曼細基格孢(Ulocladium oudemansii)菌株U3,具有登錄號NM 99/06216(例如由紐西蘭Botry-Zen Ltd之Botry-Zen®和來自BioWorks,Inc.之BOTRYSTOP®);(B2.84)黃萎輪枝孢(Verticillium albo-atrum)(以前為大麗輪枝菌(V.dahliae)),菌株WCS850,具有登錄號WCS850,寄存在中央真菌培養局(Central Bureau for Fungi Cultures)(例如由Tree Care Innovations之DUTCH TRIG®);(B2.86)垣輪枝孢菌(Verticillium chlamydosporium);(B2.87)棘孢木黴菌菌株ICC 012(亦稱為哈茨木黴菌ICC012),具有登錄號CABI CC IMI 392716與蓋氏木黴菌(以前為綠木黴菌)菌株ICC 080,具有登錄號IMI 392151之混合物(例如來自 Isagro USA,Inc.之BIO-TAMTM及由Agrobiosol de Mexico,S.A.de C.V.之BIODERMA®);(B2.88)阿斯巴瑞迪斯木黴菌(Trichoderma asperelloides)JM41R(登錄號NRRL B-50759)(來自BASF SE之TRICHO PLUS®);(B2.89)黃麴菌(Aspergillus flavus)菌株NRRL 21882(稱為AFLA-GUARD®之產品,來自Syngenta/ChemChina);(B2.90)角毛殼菌(Chaetomium cupreum)(登錄號CABI 353812)(例如由AgriLife之BIOKUPRUMTM);(B2.91)釀酒酵母菌,特別是菌株LASO2(來自Agro-Levures et Dérivés)、菌株LAS117細胞壁(來自Lesaffre之CEREVISANE®;來自BASF SE之ROMEO®)、來自Lesaffre et Compagnie,FR之菌株CNCM號I-3936、CNCM號I-3937、CNCM號I-3938、CNCM號I-3939(WO 2010/086790);(B2.92)青綠木黴菌菌株G-41,以前稱為青綠黏帚黴(登錄號ATCC 20906)(例如來自BioWorks,US之ROOTSHIELD® PLUS WP和TURFSHIELD® PLUS WP);(B2.93)鉤狀木黴菌(Trichoderma hamatum),具有登錄號ATCC 28012;(B2.94)白粉寄生孢菌株AQ10,具有登錄號CNCM I-807(例如由IntrachemBio Italia之AQ 10®);(B2.95)大伏革菌(Phlebiopsis gigantea)菌株VRA 1992(來自Danstar Ferment之ROTSTOP® C);(B2.96)史特克青霉菌(Penicillium steckii)(DSM 27859;WO 2015/067800),來自BASF SE;(B2.97)球毛殼菌(Chaetomium globosum)(由Rivale以RIVADIOM®取得);(B2.98)淺黃隱球菌(Cryptococcus flavescens),菌株3C(NRRL Y-50378);(B2.99)肯氏似指狀孢菌(Dactylaria candida);(B2.100)看麥娘寄生菌(Dilophosphora alopecuri)(以TWIST FUNGUS®取得);(B2.101)尖鐮孢菌(Fusarium oxysporum),菌株Fo47(由Natural Plant Protection以FUSACLEAN®取得);(B2.102)絮絨擬酵母(Pseudozyma flocculosa),菌株PF-A22 UL(由Plant Products Co.,CA以SPORODEX® L取得);(B2.103)蓋氏木黴菌(以前為綠木 黴菌),菌株ICC 080(IMI CC 392151 CABI)(由AGROBIOSOL DE MEXICO,S.A.DE C.V.以BIODERMA®取得);(B2.104)頂孢木黴菌(Trichoderma fertile)(例如來自BASF之產品TrichoPlus);(B2.105)紅斑黏帚菌(Muscodor roseus),特別是菌株A3-5(登錄號NRRL 30548);(B2.106)桑白盾蚧病原性真菌(Simplicillium lanosoniveum); (B2) fungi, eg: (B2.1) Coniothyrium minitans, in particular strain CON/M/91-8 (accession number DSM-9660; eg Contans® from Bayer CropScience Biologics GmbH); (B2) .2) Metschnikowia fructicola, in particular strain NRRL Y-30752; (B2.3) Microsphaeropsis ochracea; (B2.5) Trichoderma atroviride , in particular strain SC1 (with accession number CBS 122089, WO 2009/116106 and US Pat. No. 8,431,120 (from Bi-PA)), strain 77B (T77 from Andermatt Biocontrol) or strain LU132 (eg Sentinel from Agrimm Technologies Limited ); (B2.6) Trichoderma harzianum strain T-22 (eg Trianum-P from Andermatt Biocontrol or Koppert) or strain Cepa Simb-T5 (from Simbiose Agro); (B2.14) pink sticky Gliocladium roseum (also known as Clonostachys rosea f. rosea), especially strain 321U from Adjuvants Plus, strain ACM941 disclosed in Xue (Efficacy of Clonostachys rosea strain ACM941 and fungicide seed treatments for controlling the root tot complex of field pea, Can Jour Plant Sci 83(3):519-524) or strain IK726 (Jensen DF, et al. Development of a biocontrol agent for plant disease control with special emphasis on the near commercial fungal antagonist Clonostachys rosea strain 'IK726'; Australas Plant Pa thol. 2007; 36: 95-101); (B2.35) Talaromyces flavus strain V117b; (B2.36) Trichoderma viride, especially strain B35 (Pietr et al. 1993 , Zesz.Nauk.AR w Szczecinie 161:125-137); (B2.37) Trichoderma asperellum, in particular strain SKT-1, with accession number FERM P-16510 (for example from Kumiai Chemical Industry ECO-HOPE®), strain T34 (e.g. T34 Biocontrol from Biocontrol Technologies SL, ES) or strain ICC 012 from Isagro; (B2.38) Trichoderma dark green, strain CNCM I-1237 (e.g. from Agrauxine, FR Esquive® WP); (B2.39) Trichoderma dark green, strain No. V08/002387; (B2.40) Trichoderma dark green, strain NMI No. V08/002388; (B2.41) Trichoderma dark green, Strain NMI No. V08/002389; (B2.42) Trichoderma dark green, strain NMI No. V08/002390; (B2.43) Trichoderma dark green, strain LC52 (for example as Tenet of 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 harzianum; (B2.48) Trichoderma harzianum rifai T39 (eg Trichodex® from Makhteshim, US); (B2.49) Trichoderma aculeatus, especially strain kd (eg from (B2.50) Trichoderma harzianum, strain ITEM 908 (eg Trianum-P from Koppert); (B2.51) Trichoderma harzianum, strain TH35 (eg Root-Pro from Mycontrol) (B2.52) Trichoderma virens (also known as Gliocladium virens), especially strain GL-21 (for example, with Certis, U S in SoilGard); (B2.53) Trichoderma viridans, strain TV1 (for example as Koppert's Trianum-P); (B2.54) Ampelomyces quisqualis, in particular strain AQ 10 (for example as IntrachemBio Italia AQ 10®); (B2.56) Aureobasidium pullulans, in particular blastospores of strain DSM14940; (B2.57) Aureobasidium pullulans, in particular blastospores of strain DSM 14941; (B2.58) Aureobasidium pullulans Molds, in particular mixtures of strains DSM 14940 and blastospores of DSM 14941 (eg Botector® in bio-ferm, CH); (B2.64) Cladosporium cladosporioides, strain H39, with accession number CBS122244 , US 2010/0291039 (by Stichting Dienst Landbouwkundig Onderzoek); (B2.69) Gliocladium catenulatum (synonym: Clonostachys rosea f.catenulate) strain J1446 (for example by Lallemand's Prestop®); (B2.70) Lecanicillium lecanii (formerly Verticillium lecanii), conidia of strain KV01 (eg by Vertalec of Koppert/Arysta ®); (B2.71) Penicillium vermiculatum; (B2.72) Pichia anomala, strain WRL-076 (NRRL Y-30842), U.S. Patent No. 7,579,183; (B2. 75) Trichoderma dark green, strain SKT-1 (FERM P-16510), Japanese Patent Publication (Kokai) 11-253151 A; (B2.76) Trichoderma dark green, strain SKT-2 (FERM P-16511) , Japanese Patent Publication (Kokai) 11-253151 A; (B2.77) Trichoderma dark green, strain SKT-3 (FERM P-17021), Japanese Patent Publication (Kokai) 11-253151 A; (B2.78 ) Trichoderma gamsii (formerly T. viride), strain ICC080 (IMI CC 392151 CABI, eg by AGROB IOSOL DE MEXICO, BioDerma of SADE CV); (B2.79) Trichoderma harzianum, strain DB 103 (obtained by Dagutat Biolab as T- GRO® 7456); (B2.80) Trichoderma polysporum, strain IMI 206039 (eg Binab TF WP from BINAB Bio-Innovation AB, Sweden); (B2.81) Trichoderma stromaticum with accession number Ts3550 (eg Tricovab from CEPLAC, Brazil); (B2.83) Ulocladium oudemansii strain U3 with accession number NM 99/06216 (eg Botry-Zen® from Botry-Zen Ltd, New Zealand and BOTRYSTOP® from BioWorks, Inc.); (B2. 84) Verticillium albo-atrum (formerly V. dahliae), strain WCS850, with accession number WCS850, deposited with the Central Bureau for Fungi Cultures ( For example, DUTCH TRIG® by Tree Care Innovations); (B2.86) Verticillium chlamydosporium; (B2.87) Trichoderma aculeatus strain ICC 012 (also known as Trichoderma harzianum ICC012), with registration A mixture of No. CABI CC IMI 392716 and Trichoderma gaisieri (formerly Trichoderma viridans) strain ICC 080, having accession No. IMI 392151 (such as BIO-TAM™ from Isagro USA, Inc. and BIO-TAM ™ from Agrobiosol de Mexico, SA de CV. BIODERMA ® ); (B2.88) Trichoderma asperelloides JM41R (Accession No. NRRL B-50759) (TRICHO PLUS ® from BASF SE); (B2.89) Aspergillus flavus) strain NRRL 21882 (product called AFLA-GUARD® from Syngenta/ChemChina); (B2.90) Chaetomium cupreum (Accession No. CABI 353812) (eg BIO by AgriLife KUPRUM ™ ); (B2.91) Saccharomyces cerevisiae, in particular strain LASO2 (from Agro-Levures et Dérivés), strain LAS117 cell wall ( CEREVISANE® from Lesaffre; ROMEO® from BASF SE), from Lesaffre et Compagnie, FR The strains CNCM No. I-3936, CNCM No. I-3937, CNCM No. I-3938, CNCM No. I-3939 (WO 2010/086790); (B2.92) Trichoderma cyanobacteria strain G-41, formerly known as cyanobacteria Broom mold (Accession No. ATCC 20906) (eg ROOTSHIELD® PLUS WP and TURFSHIELD® PLUS WP from BioWorks, US); (B2.93) Trichoderma hamatum with Accession No. ATCC 28012; (B2.94) ) Alternaria strain AQ10 with accession number CNCM 1-807 (eg AQ 10 ® from IntrachemBio Italia); (B2.95) Phlebiopsis gigantea strain VRA 1992 (ROTSTOP ® C from Danstar Ferment) ; (B2.96) Penicillium steckii (DSM 27859; WO 2015/067800) from BASF SE; (B2.97) Chaetomium globosum (obtained by Rivale as RIVADIOM® ) ; (B2.98) Cryptococcus flavescens (Cryptococcus flavescens), strain 3C (NRRL Y-50378); (B2.99) Dactylaria candida; (B2.100) Parasitism Dilophosphora alopecuri (obtained as TWIST FUNGUS® ); (B2.101) Fusarium oxysporum, strain Fo47 (obtained as FUSACLEAN® by Natural Plant Protection); (B2.102) Bacteroides flocculents ( Pseudozyma flocculosa), strain PF-A22 UL (obtained as SPORODEX® L from Plant Products Co., CA); (B2.103) Trichoderma galesii (formerly Trichoderma viridans), strain ICC 080 (IMI CC 39215 1 CABI) (obtained by AGROBIOSOL DE MEXICO, SADE CV as BIODERMA® ); (B2.104) Trichoderma fertile (eg TrichoPlus from BASF); (B2.105) Muscodor roseus), in particular strain A3-5 (Accession No. NRRL 30548); (B2.106) Simplicillium lanosoniveum;
具有改良植物生長及/或植物健康的效應之生物控制劑,其可與根據本發明之化合物組合,包括 Biological control agents having the effect of improving plant growth and/or plant health, which can be combined with the compounds according to the invention, including
(C1)選自由下列所組成之群組的細菌:短小芽孢桿菌,特別是菌株QST2808(具有登錄號NRRL號B-30087);枯草芽孢桿菌,特別是菌株QST713/AQ713(具有NRRL登錄號B-21661且說明於美國專利案號6,060,051中;自Bayer CropScience LP,US以SERENADE® OPTI或SERENADE® ASO取得);枯草芽孢桿菌,特別是菌株AQ30002(具有登錄號NRRL B-50421且說明於美國專利申請案號13/330,576中);枯草芽孢桿菌,特別是菌株AQ30004(及NRRL B-50455且說明於美國專利申請案號13/330,576中);草木樨中華根瘤菌(Sinorhizobium meliloti)菌株NRG-185-1(來自Bayer CropScience之NITRAGIN® GOLD);枯草芽孢桿菌菌株BU1814(自BASF SE以TEQUALIS®取得);枯草芽孢桿菌rm303(來自Biofilm Crop Protection之RHIZOMAX®);液化澱粉芽孢桿菌pm414(來自Biofilm Crop Protection之LOLI-PEPTA®);蕈狀芽孢桿菌BT155(NRRL號B-50921)、蕈狀芽孢桿菌EE118(NRRL號B-50918)、蕈狀芽孢桿菌EE141(NRRL號B-50916)、蕈狀芽孢桿菌BT46-3(NRRL號B-50922)、仙人掌桿菌(Bacillus cereus)家族成員EE128(NRRL號B-50917)、蘇力菌(Bacillus thuringiensis)BT013A(NRRL號B-50924),亦稱為蘇力菌4Q7、仙人掌桿菌家族成員EE349(NRRL號B-50928)、液化澱粉芽孢桿菌SB3281(ATCC # PTA-7542;WO 2017/205258)、液化澱粉芽孢桿菌TJ1000(自Novozymes以QUIKROOTS®取得);堅強桿菌(Bacillus firmus),特別是菌株CNMC I-1582(例如來自BASF SE之VOTIVO®);短小芽孢桿菌,特別是菌株GB34(例如來自Bayer Crop Science,DE之YIELD SHIELD®);液化澱粉芽孢桿菌,特別是菌株IN937a;液化澱粉芽孢桿菌,特別是菌株FZB42(例如來自ABiTEP,DE之RHIZOVITAL®);液化澱粉芽孢桿菌BS27(登錄號NRRL B-5015);地衣芽孢桿菌FMCH001與枯草芽孢桿菌FMCH002之混合物(自FMC Corporation以QUARTZO®(WG)、PRESENCE®(WP)取得);仙人掌桿菌,特別是菌株BP01(ATCC 55675;例如來自Arysta Lifescience,US之MEPICHLOR®);枯草芽孢桿菌,特別是菌株MBI 600(例如來自BASF SE之SUBTILEX®);大豆慢生根瘤菌(Bradyrhizobium japonicum)(例如來自Novozymes之OPTIMIZE®);鷹嘴豆慢生根瘤菌(Mesorhizobium cicer)(例如來自BASF SE之NODULATOR);豆科根瘤菌(Rhizobium leguminosarium biovar viciae)(例如來自BASF SE之NODULATOR);嗜酸戴爾福特菌(Delftia acidovorans),特別是菌株RAY209(例如來自Brett Young Seeds之BIOBOOST®);乳酸乳桿菌屬(Lactobacillus sp.)(例如來自LactoPAFI之LACTOPLANT®);多黏類芽孢桿菌,特別是菌株AC-1(例如來自Green Biotech Company Ltd.之TOPSEED®);波若迪假單胞菌(例如來自Sourcon Padena之PRORADIX®);巴西固氮螺旋菌(Azospirillum brasilense)(例如來自KALO,Inc.之VIGOR®);生脂固氮螺旋菌(Azospirillum lipoferum)(例如來自TerraMax,Inc.之VERTEX-IFTM);棕色固氮菌(Azotobacter vinelandii)與巴斯德梭菌(Clostridium pasteurianum)之混合物(自Agrinos以INVIGORATE®取得);綠膿桿菌(Pseudomonas aeruginosa),特別是菌株PN1;豆科根瘤菌(Rhizobium leguminosarum),特別是蠶豆生物變種菌株 Z25(登錄號CECT 4585);莖瘤固氮根瘤菌(Azorhizobium caulinodans),特別是菌株ZB-SK-5;圓褐固氮菌(Azotobacter chroococcum),特別是菌株H23;棕色固氮菌,特別是菌株ATCC 12837;西姆芽孢桿菌(Bacillus siamensis),特別是菌株KCTC 13613T;龍舌蘭芽孢桿菌(Bacillus tequilensis),特別是菌株NII-0943;黏質沙雷氏菌(Serratia marcescens),特別是菌株SRM(登錄號MTCC 8708);硫桿狀菌屬(Thiobacillus sp.)(例如來自Cropaid Ltd UK之CROPAID®);及 (C1) bacteria selected from the group consisting of: Bacillus pumilus, in particular strain QST2808 (with accession number NRRL B-30087); Bacillus subtilis, in particular strain QST713/AQ713 (with NRRL accession number B- 21661 and described in US Pat. No. 6,060,051; obtained from Bayer CropScience LP, US as SERENADE® OPTI or SERENADE® ASO); Bacillus subtilis, particularly strain AQ30002 (with Accession No. NRRL B-50421 and described in US Patent Application Case No. 13/330,576); Bacillus subtilis, particularly strain AQ30004 (and NRRL B-50455 and described in US Patent Application No. 13/330,576); Sinorhizobium meliloti strain NRG-185- 1 ( NITRAGIN® GOLD from Bayer CropScience); Bacillus subtilis strain BU1814 (obtained as TEQUALIS® from BASF SE); Bacillus subtilis rm303 ( RHIZOMAX® from Biofilm Crop Protection); Bacillus amyloliquefaciens pm414 (from Biofilm Crop Protection) LOLI-PEPTA ® ); Bacillus mycoides BT155 (NRRL No. B-50921), Bacillus mycoides EE118 (NRRL No. B-50918), Bacillus mycoides EE141 (NRRL No. B-50916), Bacillus mycoides BT46-3 (NRRL number B-50922), Bacillus cereus family member EE128 (NRRL number B-50917), Bacillus thuringiensis BT013A (NRRL number B-50924), also known as thuringiensis 4Q7, Bacillus cactus family member EE349 (NRRL number B-50928), Bacillus amyloliquefaciens SB3281 (ATCC # PTA-7542; WO 2017/205258), Bacillus amyloliquefaciens TJ1000 (obtained as QUIKROOTS® from Novozymes); Bacillus firmus), especially strain CNMC I-1582 (eg VOTIVO® from BASF SE); Bacillus pumilus, especially strain GB34 (eg YIELD SHIELD® from Bayer Crop Science, DE); Bacillus amyloliquefaciens, especially Strain IN937a; Bacillus amyloliquefaciens Bacillus amyloliquefaciens BS27 (Accession No. NRRL B-5015); a mixture of Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (from FMC Corporation as QUARTZO® ( WG), PRESENCE® (WP)); Bacillus cactus, in particular strain BP01 (ATCC 55675; e.g. MEPICHLOR® from Arysta Lifescience, US); Bacillus subtilis, in particular strain MBI 600 (e.g. SUBTILEX® from BASF SE ); Bradyrhizobium japonicum (eg OPTIMIZE ® from Novozymes); Mesorhizobium cicer (eg NODULATOR from BASF SE); Rhizobium leguminosarium biovar viciae ( eg NODULATOR from BASF SE); Delftia acidovorans, especially strain RAY209 (eg BIOBOOST® from Brett Young Seeds); Lactobacillus sp. (eg LACTOPLANT® from LactoPAFI ) Paenibacillus polymyxa, in particular strain AC-1 (eg TOPSEED ® from Green Biotech Company Ltd.); Pseudomonas porogenes (eg PRORADIX ® from Sourcon Padena); Azospirillum brasilense ) (eg VIGOR® from KALO, Inc.); Azospirillum lipoferum (eg VERTEX-IF ™ from TerraMax, Inc. ) ; Azotobacter vinelandii and Clostridium pastoris ( Clostridium pasteurianum) (obtained as INVIGORATE® from Agrinos ); Pseudomonas aeruginosa, in particular strain PN1; Rhizobium leguminosarum, in particular faba bean biovar strain Z25 (accession number CECT 4585); Stem nodule nitrogen-fixing rhizobia ( Azorhizobium caulinodans, especially strain ZB-SK-5; Azorhizobacter chroococcum, especially strain H23; Azorhizobium, especially strain ATCC 12837; Bacillus siamensis, especially strain KCTC 13613T; Bacillus tequilensis, especially strain NII-0943; Serratia marcescens, especially strain SRM (accession number MTCC 8708); Thiobacillus sp. ) (eg CROPAID ® from Cropaid Ltd UK); and
(C2)選自由下列所組成之群組的真菌:淡紫擬青黴菌(Purpureocillium lilacinum)(先前稱為淡紫擬青黴菌(Paecilomyces lilacinus))菌株251(AGAL 89/030550;例如來自Bayer CropScience Biologics GmbH之BioAct);拜萊青黴(Penicillium bilaii)菌株ATCC 22348(例如來自Acceleron BioAg之JumpStart®);黃色籃狀菌,菌株V117b;深綠木黴菌菌株CNCM I-1237(例如來自Agrauxine,FR之Esquive® WP);綠木黴菌,例如菌株B35(Pietr等人之1993,Zesz.Nauk.A R w Szczecinie 161:125-137);深綠木黴菌菌株LC52(亦稱為深綠木黴菌菌株LU132;例如來自Agrimm Technologies Limited之Sentinel);深綠木黴菌菌株SC1,說明於國際申請案號PCT/IT2008/000196中);棘孢木黴菌菌株kd(例如來自Andermatt Biocontrol之T-Gro);棘孢木黴菌菌株Eco-T(Plant Health Products,ZA);哈茨木黴菌菌株T-22(例如來自Andermatt Biocontrol或Koppert之Trianum-P);疣孢漆斑菌(Myrothecium verrucaria)菌株AARC-0255(例如來自Valent Biosciences之DiTeraTM);拜萊青黴菌株ATCC ATCC20851;寡雄腐黴(Pythium oligandrum)菌株M1(ATCC 38472;例如來自Bioprepraty,CZ之Polyversum);青綠木黴菌菌株GL-21(例如來自Certis,USA之SoilGard®);黃萎輪枝孢(以前為大麗輪枝菌(V.dahliae))菌 株WCS850(CBS 276.92;例如來自Tree Care Innovations之Dutch Trig);深綠木黴菌,特別是菌株編號V08/002387、菌株編號NMI第V08/002388號、菌株編號NMI第V08/002389號、菌株編號NMI第V08/002390號;哈茨木黴菌菌株ITEM 908;哈茨木黴菌菌株TSTh20;哈茨木黴菌菌株1295-22;寡雄腐黴菌株DV74;黑根鬚腹菌(Rhizopogon amylopogon)(例如包含來自Helena Chemical Company之Myco-Sol);富維根鬚腹菌(Rhizopogon fulvigleba)(例如包含來自Helena Chemical Company之Myco-Sol);及青綠木黴菌菌株GI-3; (C2) a fungus selected from the group consisting of: Purpureocillium lilacinum (previously known as Paecilomyces lilacinus) strain 251 (AGAL 89/030550; eg from Bayer CropScience Biologics) BioAct from GmbH); Penicillium bilaii strain ATCC 22348 (e.g. JumpStart® from Acceleron BioAg ); Talaromyces flavus, strain V117b; ® WP); Trichoderma viridans, eg strain B35 (Pietr et al. 1993, Zesz. Nauk. AR w Szczecinie 161: 125-137); Trichoderma viridis strain LC52 (also known as Trichoderma viridis strain LU132; eg Sentinel from Agrimm Technologies Limited); Trichoderma dark green strain SC1, described in International Application No. PCT/IT2008/000196); Trichoderma aculeatus strain kd (eg T-Gro from Andermatt Biocontrol); Trichoderma aculeatus Strain Eco-T (Plant Health Products, ZA); Trichoderma harzianum strain T-22 (eg Trianum-P from Andermatt Biocontrol or Koppert); Myrothecium verrucaria strain AARC-0255 (eg from Valent Biosciences) DiTera ™ ); Penicillium bailey strain ATCC ATCC20851; Pythium oligandrum strain M1 (ATCC 38472; e.g. Polyversum from Bioprepraty, CZ); Trichoderma cyanobacterium strain GL-21 (e.g. from Certis, USA SoilGard®); Verticillium verticillium (previously V. dahliae) strain WCS850 (CBS 276.92; e.g. Dutch Trig from Tree Care Innovations); Trichoderma dark green, in particular strain number V08/ 002387, Strain No. NMI No. V08/002388, Strain No. NMI No. V08/002389, Strain No. NMI No. V08/002390; Trichoderma harzianum strain ITEM 908; Trichoderma harzianum strain TS Th20; Trichoderma harzianum strain 1295-22; Pythium oligandrum strain DV74; Rhizopogon amylopogon (e.g. including Myco-Sol from Helena Chemical Company); Rhizopogon fulvigleba ( Examples include Myco-Sol from Helena Chemical Company); and Trichoderma viridans strain GI-3;
選自下列的殺昆蟲活性生物控制劑 Insecticidally active biological control agents selected from
(D1)選自由下列所組成之群組的細菌:蘇力菌鮎澤亞種(Bacillus thuringiensis subsp.aizawai),特別是菌株ABTS-1857(SD-1372;例如來自Valent BioSciences之XENTARI®);蕈狀芽孢桿菌分株J.(例如來自Mitsui & Co.的子公司Certis USA LLC之BmJ);球形芽孢桿菌(Bacillus sphaericus),特別是血清型H5a5b菌株2362(菌株ABTS-1743)(例如來自Valent BioSciences,US之VECTOLEX®);蘇力菌庫斯克亞種(Bacillus thuringiensis subsp.kurstaki)菌株BMP 123,來自Becker Microbial Products,IL;蘇力菌鮎澤亞種,特別是血清型H-7(例如來自Valent BioSciences,US之FLORBAC® WG);蘇力菌庫斯克亞種菌株HD-1(例如來自Valent BioSciences,US之DIPEL® ES);蘇力菌庫斯克亞種菌株BMP 123,來自Becker Microbial Products,IL;蘇力菌以色列(Bacillus thuringiensis israelensis)菌株BMP 144(例如由Becker Microbial Products IL之AQUABAC®);伯克氏菌屬(Burkholderia spp.),特別是瑞諾傑森伯克氏菌(Burkholderia rinojensis)菌株A396(亦稱為瑞諾傑森伯克氏菌菌株MBI 305)(登錄號NRRL B-50319;WO 2011/106491和WO 2013/032693; 例如來自Marrone Bio Innovations之MBI-206 TGAI和ZELTO®);沙加色桿菌(Chromobacterium subtsugae),特別是菌株PRAA4-1T(MBI-203;例如來自Marrone Bio Innovations之GRANDEVO®);甲蟲芽孢桿菌(Paenibacillus popilliae)(以前為甲蟲芽孢桿菌(Bacillus popilliae);例如來自St.Gabriel Laboratories之MILKY孢子POWDERTM和MILKY孢子GRANULARTM);蘇力菌以色列亞種(Bacillus thuringiensis subsp.israelensis)(血清型H-14)菌株AM65-52(登錄號ATCC 1276)(例如由Valent BioSciences,US之VECTOBAC®);蘇力菌庫斯克變種(Bacillus thuringiensis var.kurstaki)菌株EVB-113-19(例如來自AEF Global之BIOPROTEC®);蘇力菌擬步行蟲亞種(Bacillus thuringiensis subsp.tenebrionis)菌株NB 176(SD-5428;例如來自BioFa DE之NOVODOR® FC);蘇力菌日本變種(Bacillus thuringiensis var.japonensis)菌株Buibui;蘇力菌庫斯克亞種菌株ABTS 351;蘇力菌庫斯克亞種菌株PB 54;蘇力菌庫斯克亞種菌株SA 11;蘇力菌庫斯克亞種菌株SA 12;蘇力菌庫斯克亞種菌株EG 2348;蘇力菌科默爾亞種(Bacillus thuringiensis var.Colmeri)(例如由Changzhou Jianghai Chemical Factory之TIANBAOBTC);蘇力菌鮎澤亞種菌株GC-91;嗜蟲沙雷氏菌(Serratia entomophila)(例如由Wrightson Seeds 之INVADE®);黏質沙雷氏菌,特別是菌株SRM(登錄號MTCC 8708);及沃巴赫氏菌(Wolbachia pipientis)ZAP菌株(例如來自MosquitoMate之ZAP MALES®);及 (D1) Bacteria selected from the group consisting of: Bacillus thuringiensis subsp. aizawai, in particular strain ABTS-1857 (SD-1372; eg XENTARI® from Valent BioSciences); Bacillus strains J. (eg BmJ from Certis USA LLC, a subsidiary of Mitsui &Co.); Bacillus sphaericus, in particular serotype H5a5b strain 2362 (strain ABTS-1743) (eg from Valent BioSciences, VECTOLEX® from US); Bacillus thuringiensis subsp. kurstaki strain BMP 123 from Becker Microbial Products, IL; thuringiensis subsp. kurstaki, especially serotype H-7 (eg from Valent BioSciences , US's FLORBAC ® WG); thuringiensis kusk subsp. strain HD-1 (for example from Valent BioSciences, US's DIPEL ® ES); thuli kusk subsp. strain BMP 123, from Becker Microbial Products, IL; Bacillus thuringiensis israelensis strain BMP 144 (eg AQUABAC® from Becker Microbial Products IL); Burkholderia spp., especially Burkholderia rinojensis strain A396 (also known as Burkholderia japonica strain MBI 305) (Accession No. NRRL B-50319; WO 2011/106491 and WO 2013/032693; eg MBI-206 TGAI and ZELTO® from Marrone Bio Innovations); Chromobacterium subtsugae, in particular strain PRAA4-1T (MBI-203; e.g. GRANDEVO® from Marrone Bio Innovations); Paenibacillus popilliae (formerly Bacillus popilliae; e.g. from MILKY Spore POW from St.Gabriel Laboratories DER ™ and MILKY spore GRANULAR ™ ); Bacillus thuringiensis subsp. israelensis (serotype H-14) strain AM65-52 (Accession No. ATCC 1276) (eg VECTOBAC® by Valent BioSciences, US) Bacillus thuringiensis var. kurstaki strain EVB-113-19 (eg BIOPROTEC® from AEF Global); Bacillus thuringiensis subsp. tenebrionis strain NB 176 (SD -5428; e.g. NOVODOR® FC from BioFa DE); Bacillus thuringiensis var. japonensis strain Buibui; thuringiensis subsp. kuskoye strain ABTS 351; Subsp. thuringiensis strain SA 11; subsp. thuringiensis strain SA 12; subsp. thuringiensis strain EG 2348; Bacillus thuringiensis var. Colmeri (e.g. Serratia entomophila (eg INVADE® from Wrightson Seeds); Serratia marcescens, especially strains SRM (Accession No. MTCC 8708); and Wolbachia pipientis ZAP strains (eg ZAP MALES® from MosquitoMate); and
(D2)選自由下列所組成之群組的真菌:玫煙色棒束孢(Isaria fumosorosea)(先前稱為玫煙色擬青黴(Paecilomyces fumosoroseus))菌株apopka 97;巴氏蠶白僵菌(Beauveria bassiana)菌株ATCC 74040(例如來自Intrachem Bio Italia之NATURALIS®);巴氏蠶白僵菌菌株GHA(登錄號 ATCC74250;例如來自Laverlam International Corporation之BOTANIGUARD® ES和MYCONTROL-O®);圓孢蟲疫黴(Zoophtora radicans);羅伯茨黑僵菌(Metarhizium robertsii)15013-1(以NRRL登錄號67073寄存);羅伯茨黑僵菌23013-3(以NRRL登錄號67075寄存)和金龜子黑僵菌(Metarhizium anisopliae)3213-1(以NRRL登錄號67074寄存)(WO 2017/066094;Pioneer Hi-Bred International);巴氏蠶白僵菌菌株ATP02(登錄號DSM 24665)。在該等之中,以玫煙色棒束孢(先前稱為玫煙色擬青黴)菌株apopka 97為特佳; (D2) a fungus selected from the group consisting of: Isaria fumosorosea (formerly known as Paecilomyces fumosoroseus) strain apopka 97; Beauveria bassiana) strain ATCC 74040 (eg NATURALIS ® from Intrachem Bio Italia); Beauveria bassiana strain GHA (accession number ATCC 7 4250; eg BOTANIGUARD ® ES and MYCONTROL-O ® from Laverlam International Corporation); Cyclospora Zoophtora radicans; Metarhizium robertsii 15013-1 (deposited under NRRL Accession No. 67073); Metarhizium robertsii 23013-3 (deposited under NRRL Accession No. 67075) and Metarhizium anisopliae ) 3213-1 (deposited under NRRL Accession No. 67074) (WO 2017/066094; Pioneer Hi-Bred International); Beauveria bassiana strain ATP02 (Accession No. DSM 24665). Of these, the strain Apopka 97 is particularly preferred;
(E)選自由下列所組成之群組的病毒:茶姬捲葉蛾(Adoxophyes orana)(夏季水果捲葉蛾)顆粒增殖病毒(GV)、蘋果蠹蛾(Cydia pomonella)(蘋果捲葉蛾)顆粒增殖病毒(GV)、蕃茄夜蛾(Helicoverpa armigera)(棉鈴蟲)核多角體病毒(NPV)、甜菜葉蛾(Spodoptera exigua)(甜菜夜蛾)mNPV、草地夜蛾(Spodoptera frugiperda)(秋夜蛾)mNPV和海灰翅夜蛾(Spodoptera littoralis)(非洲棉葉蟲)NPV; (E) A virus selected from the group consisting of: Adoxophyes orana (summer fruit leaf roller) particle propagation virus (GV), Cydia pomonella (apple leaf roller) particle propagation virus (GV) , Helicoverpa armigera (Helicoverpa armigera) nuclear polyhedrosis virus (NPV), Spodoptera exigua (Spodoptera exigua) mNPV, Spodoptera frugiperda (Autumn Spodoptera) mNPV and sea ash Spodoptera littoralis (African cotton leafworm) NPV;
(F)可以「接種物」加入植物或植物部分或植物器官中且由於其特定的性質而促進植物生長和植物健康之細菌和真菌。實例為:農桿菌屬(Agrobacterium spp.)、莖瘤固氮根瘤菌(Azorhizobium caulinodans)、固氮螺旋菌屬(Azospirillum spp.)、固氮菌屬(Azotobacter spp.)、慢生根瘤菌屬(Bradyrhizobium spp.)、伯克氏菌屬(Burkholderia spp.),特別是洋蔥伯克氏菌(Burkholderia cepacia)(以前稱為蔥頭假單孢菌(Pseudomonas cepacia))、巨孢囊黴屬(Gigaspora spp.)或單孢巨孢囊霉(Gigaspora monosporum)、球囊黴屬(Glomus spp.)、蠟蘑屬(Laccaria spp.)、布氏乳酸桿菌(Lactobacillus buchneri)、類球囊黴屬(Paraglomus spp.)、彩色豆馬勃(Pisolithus tinctorus)、假單胞菌屬(Pseudomonas spp.)、根瘤菌屬 (Rhizobium spp.),特別是三葉草根瘤菌(Rhizobium trifolii)、根鬚腹菌屬(Rhizopogon spp.)、硬皮馬勃屬(Scleroderma spp.)、黏蓋菌屬(Suillus spp.)和鏈黴菌屬(Streptomyces spp.);及 (F) Bacteria and fungi that can be added "inoculum" to plants or plant parts or plant organs and which, due to their specific properties, promote 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), Gigaspora spp. or Gigaspora monosporum, Glomus spp., Laccaria spp., Lactobacillus buchneri, Paraglomus spp., Color bean puffball (Pisolithus tinctorus), Pseudomonas (Pseudomonas spp.), Rhizobium (Rhizobium spp.), especially Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp. and Streptomyces Streptomyces spp.; and
(G)可用作為生物控制劑之植物萃取物及由微生物所形成的產物(包括蛋白質和次級代謝物),諸如大蒜(Allium sativum)、苦艾(Artemisia absinthium)、印楝素(azadirachtin)、Biokeeper WP、黑肉桂(Cassia nigricans)、苦皮藤(Celastrus angulatus)、土荊芥(Chenopodium anthelminticum)、甲殼素(chitin)、Armour-Zen、歐洲鱗毛蕨(Dryopteris filix-mas)、問荊(Equisetum arvense)、褔通印楝素(Fortune Aza)、薄荷油(Fungastop)、Heads Up(藜麥皂素(Chenopodium quinoa saponin)萃取物)、除蟲菊/除蟲菊素、苦木(Quassia amara)、櫟(Quercus)、皂樹皮(Quillaja)、雷加利亞(Regalia)、「RequiemTM殺昆蟲劑」、魚藤酮、魚尼丁(ryania)/藍尼定(ryanodine)、康福利草(Symphytum officinale)、菊蒿(Tanacetum vulgare)、百里酚、Triact 70、TriCon、旱金蓮(Tropaeulum majus)、異株蕁麻(Urtica dioica)、藜蘆鹼(Veratrin)、槲寄生(Viscum album)、十字花科萃取物,特別是油菜粉或芥末粉,以及自橄欖油所獲得的生物殺昆蟲/殺蟎活性物質,特別是作為活性成分的具有碳鏈長度C16-C20之不飽和脂肪/羧酸,諸如內含在具有商品名FLiPPER®之產品中。 (G) Plant extracts and products formed by microorganisms (including proteins and secondary metabolites) useful as biological control agents, such as Allium sativum, Artemisia absinthium, azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, Chenopodium anthelminticum, chitin, Armour-Zen, Dryopteris filix-mas, Equisetum arvense), Fortune Aza, Peppermint Oil (Fungastop), Heads Up (Chenopodium quinoa saponin extract), Pyrethrum/Pyrethrin, Quassia amara , Quercus, Quillaja, Regalia, "Requiem TM Insecticide", Rotenone, ryania/ryanodine, Symphytum officinale ), Chrysanthemum (Tanacetum vulgare), Thymol, Triact 70, TriCon, Nasturtium (Tropaeulum majus), Urtica dioica, Veratrin (Veratrin), Mistletoe (Viscum album), Cruciferae Extracts, especially rape powder or mustard powder, and bioinsecticidal/acaricidal active substances obtained from olive oil, in particular unsaturated fats/carboxylic acids with carbon chain length C 16 -C 20 as active ingredients, Such as those contained in products with the trade name FLiPPER®.
本發明之化合物和組成物可與一或多種選自殺昆蟲劑、殺蟎劑及殺線蟲劑之活性成分組合。 The compounds and compositions of the present invention may be combined with one or more active ingredients selected from insecticides, acaricides and nematicides.
「殺昆蟲劑」以及術語「殺昆蟲的」如本文所用係指物質增加昆蟲死亡率或抑制昆蟲生長速率的能力。如本文所用,術語「昆蟲」包含「昆蟲綱」中的所有生物體。 "Insecticide" and the term "insecticidal" as used herein refers to the ability of a substance to increase insect mortality or inhibit insect growth rates. As used herein, the term "insect" includes all organisms in the "Class Insecta."
「殺線蟲劑」及「殺線蟲的」係指物質增加線蟲死亡率或抑制線蟲生長速率的能力。通常,「線蟲」包含該生物體的卵、幼蟲、幼體和成熟形式。 "Nematicidal" and "nematicidal" refer to the ability of a substance to increase nematode mortality or inhibit the rate of nematode growth. Generally, "nematodes" include eggs, larvae, larvae and mature forms of the organism.
「殺蟎劑」及「殺蟎的」係指物質增加屬於蛛形綱、蟎亞綱之體外寄生蟲的死亡率或抑制其生長速度的能力。 "Acaricide" and "acaricidal" refer to the ability of a substance to increase the mortality rate or inhibit the growth rate of ectoparasites belonging to the Arachnida and Acarid classes.
分別可與本發明之化合物及組成物混合的殺昆蟲劑、殺蟎劑及殺線蟲劑之實例為: Examples of insecticides, acaricides and nematicides that may be mixed with the compounds and compositions of the present invention, respectively, are:
(1)乙醯膽鹼酯酶(AChE)抑制劑,諸如,例如胺甲酸酯類,例如亞拉克(alanycarb)、得滅克(aldicarb)、免敵克(bendiocarb)、免扶克(benfuracarb)、佈嘉信(butocarboxim)、丁氧喜信(butoxycarboxim)、加保利(carbaryl)、加保扶(carbofuran)、丁基加保扶(carbosulfan)、愛殺克(ethiofencarb)、丁基滅必蝨(fenobucarb)、覆滅滿(formetanate)、護拉克(furathiocarb)、滅必蝨(isoprocarb)、滅賜克(methiocarb)、納乃得(methomyl)、治滅蝨(metolcarb)、歐殺滅(oxamyl)、比加普(pirimicarb)、安丹(propoxur)、硫敵克(thiodicarb)、硫化隆(thiofanox)、三雜滅(triazamate)、三美克(trimethacarb)、XMC和滅爾蝨(xylylcarb);或有機磷酸酯類,例如歐殺松(acephate)、雜美松(azamethiphos)、谷速松(azinphos)-乙酯、谷速松-甲酯、卡杜松(cadusafos)、氯乙氧松(chlorethoxyfos)、氯芬松(chlorfenvinphos)、克美松(chlormephos)、陶斯松(chlorpyrifos)-甲酯、可馬松(coumaphos)、氰基松(cyanophos)、滅賜松(demeton)-S-甲酯、大利松(diazinon)、二氯松(dichlorvos)/DDVP、雙特松(dicrotophos)、大滅松(dimethoate)、二甲基芬松(dimethylvinphos)、二硫松(disulfoton)、EPN、愛殺松(ethion)、普伏松(ethoprophos)、胺磺磷(famphur)、芬滅松(fenamiphos)、撲滅松(fenitrothion)、芬殺松(fenthion)、松賽殺 (fosthiazate)、飛達松(heptenophos)、依米氰松(imicyafos)、亞芬松(isofenphos)、O-(甲氧基胺基硫磷醯基)水楊酸異丙酯、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)、那列(naled)、歐滅松(omethoate)、滅多松(oxydemeton)-甲酯、巴拉松(parathion)-甲酯、賽達松(phenthoate)、福瑞松(phorate)、裕必松(phosalone)、益滅松(phosmet)、福賜米松(phosphamidon)、巴賽松(phoxim)、亞特松(pirimiphos)-甲酯、佈飛松(profenofos)、撲達松(propetamphos)、普硫松(prothiofos)、白克松(pyraclofos)、必芬松(pyridaphenthion)、拜裕松(quinalphos)、硫帖(sulfotep)、得寧松(tebupirimifos)、得美松(temephos)、托福松(terbufos)、樂本松(tetrachlorvinphos)、硫滅松(thiometon)、三落松(triazophos)、三氯松(trichlorfon)和繁米松(vamidothion)。 (1) Acetylcholinesterase (AChE) inhibitors such as, for example, carbamates such as alanycarb, aldicarb, bendiocarb, benfuracarb , Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb ), formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC and xylylcarb; or organic Phosphate esters such as acephate, azamethiphos, azinphos-ethyl ester, azinphos-methyl ester, cadusafos, chlorethoxyfos , chlorfenvinphos, chlormephos, chlorpyrifos-methyl ester, coumaphos, cyanophos, demeton-S-methyl ester, pine (diazinon), dichlorvos/DDVP, dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion ), ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fenthion (fosthiazate), heptenophos (heptenophos), imicyafos (imicyafos), isofenphos (isofenphos), O-(methoxyaminothiophosphamide) isopropyl salicylate, isoxathion ), malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, eumethidone ( omethoate), oxydemeton-methyl ester, parathion-methyl ester, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl ester, profenofos, propetamphos, prothiofos, pyraclofos, bifen pyridaphenthion, quinalphos, sulfotep, tebupirimifos, temephos, terbufos, tetrachlorvinphos, thiometon ), triazophos, trichlorfon and vamidothion.
(2)GABA-閘控之氯離子通道阻斷劑,諸如,例如環二烯有機氯類,例如克氯丹(chlordane)和安殺番(endosulfan);或苯基吡唑類(飛普洛(fiprole)),例如愛殺普洛(ethiprole)和芬普尼(fipronil)。 (2) GABA-gated chloride channel blockers such as, for example, cyclodiene organochlorines such as chlordane and endosulfan; or phenylpyrazoles (Fepro (fiprole)) such as ethiprole and fipronil.
(3)鈉通道調節劑,諸如,例如擬除蟲菊酯類,例如阿納寧(acrinathrin)、丙烯除蟲菊(allethrin)、d-順式-反式丙烯除蟲菊(allethrin)、d-反式丙烯除蟲菊(allethrin)、畢芬寧(bifenthrin)、生物丙烯除蟲菊(bioallethrin)、生物丙烯除蟲菊S-環戊烯基異構物、必賽靈(bioresmethrin)、乙氰菊酯(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、賽芬寧(cyphenothrin)[(1R)-反式異構物]、第滅寧(deltamethrin)、依普靈(empenthrin)[(EZ)-(1R)異構物]、益化利(esfenvalerate)、依芬寧(etofenprox)、芬普寧(fenpropathrin)、芬化利 (fenvalerate)、福本賽寧(flucythrinate)、伏滅寧(flumethrin)、τ-福化利(fluvalinate)、海本斯(halfenprox)、益普靈(imiprothrin)、剋特寧(kadethrin)、沫氟寧(momfluorothrin)、百滅寧(permethrin)、芬特寧(phenothrin)[(1R)-反式異構物]、普亞烈寧(prallethrin)、除蟲菊素(pyrethrin)(除蟲菊精(pyrethrum))、利滅靈(resmethrin)、希拉芬(silafluofen)、汰福寧(tefluthrin)、特滅靈(tetramethrin)、特滅靈(tetramethrin)[(1R)異構物)]、泰滅寧(tralomethrin)和參伏靈(transfluthrin);或DDT;或美克氯(methoxychlor)。 (3) Sodium channel modulators such as, for example, pyrethroids, such as acrinathrin, allethrin, d-cis-trans allethrin, d- Trans allethrin, bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl isomer, bioresmethrin, cypermethrin (cycloprothrin), cyfluthrin, β-cyhalothrin, cyhalothrin, λ-xylonine, γ-xylonine, cypermethrin, α-cyhalothrin, β - Cyphenothrin, θ-cyminine, ζ-cyphenothrin, cyphenothrin [(1R)-trans isomer], deltamethrin, empenthrin [( EZ)-(1R) Isomer], esfenvalerate, etofenprox, fenpropathrin, fenprox (fenvalerate), flucythrinate, flumethrin, τ-fuhuali (fluvalinate), halfenprox, imiprothrin, kadethrin, fluorine Momfluorothrin, permethrin, phenothrin [(1R)-trans isomer], prallethrin, pyrethrin (pyrethrin) (pyrethrum)), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R) isomer)], tetramethrin tralomethrin and transfluthrin; or DDT; or methoxychlor.
(4)菸鹼性乙醯膽鹼受體(nAChR)競爭調節劑,諸如,例如類尼古丁(neonicotinoid),例如亞滅培(acetamiprid)、可尼丁(clothianidin)、達特南(dinotefuran)、益達胺(imidacloprid)、烯啶蟲胺(nitenpyram)、噻蟲啉(thiacloprid)和賽速安(thiamethoxam);或尼古丁(nicotine);或氟啶蟲胺腈(sulfoxaflor)或氟吡呋喃酮(flupyradifurone)。 (4) Modulators of nicotinic acetylcholine receptor (nAChR) competition, such as, for example, neonicotinoids such as acetamiprid, clothianidin, dinotefuran, Imidacloprid, nitenpyram, thiacloprid, and thiamethoxam; or nicotine; or sulfoxaflor or flupyridone ( flupyradifurone).
(5)菸鹼性乙醯膽鹼受體(nAChR)別位調節劑,諸如,例如賜諾斯類(spinosyn),例如賜諾特(spinetoram)和賜諾殺(spinosad)。 (5) Allotopic modulators of the nicotinic acetylcholine receptor (nAChR) such as, for example, spinosyns such as spinetoram and spinosad.
(6)麩胺酸閘控之氯離子通道(GluCl)別位調節劑,諸如,例如例如阿維菌素(avermectin)/米貝黴素(milbemycin),例如阿巴汀(abamectin)、因滅汀(emamectin benzoate)、雷皮菌素(lepimeetin)和密滅汀(milbemectin)。 (6) Allotopic modulators of glutamate-gated chloride channels (GluCl), such as, for example, avermectin/milbemycin, such as abamectin, Emamectin benzoate, lepimeetin and milbemectin.
(7)保幼激素模擬物,諸如,例如保幼激素類似物,例如烯蟲乙酯(hydroprene)、烯蟲炔酯(kinoprene)和美賜平(methoprene);或芬諾克(fenoxycarb);或百利普芬(pyriproxyfen)。 (7) juvenile hormone mimetics such as, for example, juvenile hormone analogs such as hydroprene, kinoprene and methoprene; or fenoxycarb; or Pyriproxyfen.
(8)雜項非特異性(多位置)抑制劑,諸如,例如鹵烷類,例如溴甲烷和其他鹵烷類;或氯化苦(chloropicrin);或硫醯氟(sulphuryl fluoride);或硼砂(borax);或吐酒石;或異氰酸甲酯產生劑,例如邁隆(diazomet)和斯美地(metam)。 (8) Miscellaneous non-specific (multi-position) inhibitors such as, for example, haloalkanes such as methyl bromide and other haloalkanes; or chloropicrin; or sulphuryl fluoride; or borax; or tartar; or methyl isocyanate generators such as diazomet and metam.
(9)弦音器官之調節劑,諸如,例如派滅淨(pymetrozine)或氟啶蟲醯胺(flonicamid)。 (9) Regulators of the chord organ, such as, for example, pymetrozine or flonicamid.
(10)蟎生長抑制劑,諸如,例如克芬蟎(clofentezine)、合賽多(hexythiazox)和氟蟎嗪(diflovidazin)或依殺蟎(etoxazole)。 (10) Mite growth inhibitors such as, for example, clofentezine, hexythiazox and diflovidazin or etoxazole.
(11)昆蟲腸膜之微生物干擾劑,諸如,例如蘇力菌以色列亞種(Bacillus thuringiensis subspecies israelensis)、球形芽孢桿菌(Bacillus sphaericus)、蘇力菌鮎澤亞種(Bacillus thuringiensis subspecies aizawai)、蘇力菌庫斯克亞種(Bacillus thuringiensis subspecies kurstaki)、蘇力菌擬步行蟲亞種(Bacillus thuringiensis subspecies tenebrionis)及B.t.植物蛋白質:Cry1Ab、Cry1Ac、Cry1Fa、Cry1A.105、Cry2Ab、Vip3A、mCry3A、Cry3Ab、Cry3Bb、Cry34Ab1/35Ab1。 (11) Microbial interfering agents for insect intestinal membranes, such as, for example, Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, thuringiensis Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis and B.t. plant proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb , Cry34Ab1/35Ab1.
(12)粒腺體ATP合成酶抑制劑,諸如ATP干擾劑,諸如汰芬隆(diafenthiuron);或有機錫化合物類,例如亞環錫(azocyclotin)、錫蟎丹(cyhexatin)和芬佈賜(fenbutatin oxide);或毆蟎多(propargite);或得脫蟎(tetradifon)。 (12) Granular gland ATP synthase inhibitors, such as ATP disruptors, such as diafenthiuron; or organotin compounds, such as azocyclotin, cyhexatin, and fenbuxil ( fenbutatin oxide); or propargite; or tetradifon.
(13)經由質子梯度干擾之氧化性磷酸化去偶合劑,諸如,例如克凡派(chlorfenapyr)、DNOC和氟蟲胺(sulfluramid)。 (13) Oxidative phosphorylation decoupling agents via proton gradient interference such as, for example, chlorfenapyr, DNOC and sulfluramid.
(14)菸鹼性乙醯膽鹼受體通道阻斷劑,諸如,例如免速達(bensultap)、培丹(cartap)鹽酸鹽、硫賜安(thiocylam)和殺蟲雙(thiosultap-sodium)。 (14) Nicotinic acetylcholine receptor channel blockers such as, for example, bensultap, cartap hydrochloride, thiocylam and thiosultap-sodium .
(15)第0型甲殼素生物合成抑制劑,諸如,例如雙三氟蟲脲(bistrifluron)、克福隆(chlorfluazuron)、二福隆(diflubenzuron)、氟蟎脲 (flucycloxuron)、氟芬隆(flufenoxuron)、六伏隆(hexaflumuron)、祿芬隆(lufenuron)、諾伐隆(novaluron)、諾伏隆(noviflumuron)、得福隆(teflubenzuron)和三伏隆(triflumuron)。 (15) Type 0 chitin biosynthesis inhibitors such as, for example, bistrifluron, chlorfluazuron, diflubenzuron, fenflubenzuron (flucycloxuron), flufenoxuron (flufenoxuron), hexaflumuron (hexaflumuron), lufenuron (lufenuron), novalon (novaluron), novolon (noviflumuron), teflubenzuron (teflubenzuron) and triflumuron (triflumuron) ).
(16)第1型甲殼素生物合成抑制劑,例如布芬淨(buprofezin)。 (16) Type 1 chitin biosynthesis inhibitors such as buprofezin.
(17)脫皮干擾劑(特別用於雙翅目,亦即雙翅類昆蟲),諸如,例如賽滅淨(cyromazine)。 (17) Deskin disturbance agents (especially for Diptera, ie dipterans) such as, for example, cyromazine.
(18)蛻皮激素受體促效劑,諸如,例如可芬諾(chromafenozide)、氯蟲醯肼(halofenozide)、滅芬諾(methoxyfenozide)和得芬諾(tebufenozide)。 (18) Ecdysone receptor agonists such as, for example, chromafenozide, halofenozide, methoxyfenozide and tebufenozide.
(19)章魚胺受體促效劑,諸如,例如三亞蟎(amitraz)。 (19) Octopamine receptor agonists such as, for example, amitraz.
(20)粒腺體複合物III電子傳輸抑制劑,諸如,例如海滅隆(hydramethylnone)或亞醌蟎(acequinocyl)和嘧蟎酯(fluacrypyrim)。 (20) Glandular complex III electron transport inhibitors such as, for example, hydramethylnone or acequinocyl and fluacrypyrim.
(21)粒腺體複合物I電子傳輸抑制劑,諸如,例如來自METI殺蟎劑群組,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)或魚藤酮(rotenone)(Derris)。 (21) Glandular complex I electron transport inhibitors, such as, for example, from the group of METI acaricides, eg fenazaquin, fenpyroximate, pyrimidifen, pyrimidine (pyridaben), tebufenpyrad and tolfenpyrad or rotenone (Derris).
(22)電壓依賴性鈉通道阻斷劑,諸如,例如因得克(indoxacarb)或美氟綜(metaflumizone)。 (22) Voltage-dependent sodium channel blockers such as, for example, indoxacarb or metaflumizone.
(23)乙醯基CoA羧酶抑制劑,諸如,例如特窗酸和特密酸(tetramic acid)衍生物,例如賜派芬(spirodiclofen)、螺甲蟎酯(spiromesifen)和螺蟲乙酯(spirotetramat)。 (23) Acetyl-CoA carboxylase inhibitors such as, for example, tetronic acid and tetramic acid derivatives such as spirodiclofen, spiromesifen and spirotetramat ( spirotetramat).
(24)粒腺體複合物IV電子傳輸抑制劑,諸如,例如膦類,例如磷化鋁、磷化鈣、膦和磷化鋅;或氰化物類,例如氰化鈣、氰化鉀和氰化鈉。 (24) Glandular 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 cyanide Sodium.
(25)粒腺體複合物II電子傳輸抑制劑,諸如,例如β-酮腈衍生物,例如腈吡蟎酯(cyenopyrafen)和賽芬蟎(cyflumetofen);或羧醯替苯胺類,諸如派福佈麥(pytlubumide)。 (25) Granulo-Glandular Complex II electron transport inhibitors, such as, for example, beta-ketonitrile derivatives, such as cyenopyrafen and cyflumetofen; or carboxylanilines, such as Paphos pytlubumide.
(28)藍尼定(Ryanodine)受體調節劑,諸如,例如二醯胺類,例如氯蟲醯胺(chlorantraniliprole)、氰蟲醯胺(cyantraniliprole)和氟蟲醯胺(flubendiamide)。 (28) Ryanodine receptor modulators such as, for example, diamides such as chlorantraniliprole, cyantraniliprole and flubendiamide.
其他活性化合物,諸如雙丙環蟲酯(Afidopyropen)、阿福拉納(Afoxolaner)、印楝素(Azadirachtin)、苯氯噻(Benclothiaz)、苯蟎特(Benzoximate)、畢芬載(Bifenazate)、溴蟲氟苯雙醯胺(Broflanilide)、溴蟎酯(Bromopropylate)、蟎離丹(Chinomethionat)、右旋反式氯丙炔菊酯(Chloroprallethrin)、冰晶石(Cryolite)、右旋反式氯丙炔菊酯(Cyclaniliprole)、環氧蟲啶(Cycloxaprid)、氯氟氰蟲醯胺(Cyhalodiamide)、二氯加士(Dicloromezotiaz)、開樂散(Dicofol)、ε-甲氧苄氟菊酯(epsilon-Metofluthrin)、ε-單氟菊酯(ε-Momfluthrin)、孚蟎喹(Flometoquin)、三氟咪啶醯胺(Fluazaindolizine)、氟噻蟲碸(Fluensulfone)、氟芬內林(Flufenerim)、氟菌蟎酯(Flufenoxystrobin)、丁蟲腈(Flufiprole)、福薩豐(Fluhexafon)、氟吡菌醯胺(Fluopyram)、弗拉拉納(Fluralaner)、氣釀醯胺(Fluxametamide)、呋喃蟲醯肼(Fufenozide)、戊吡蟲胍(Guadipyr)、右旋七氟甲醚菊酯(Heptafluthrin)、氯噻啉(Imidaclothiz)、依普同(Iprodione)、κ-畢芬寧(kappa-Bifenthrin)、κ-汰福寧(kappa-Tefluthrin)、洛替拉納(Lotilaner)、氯氟醚菊酯(Meperfluthrin)、哌蟲啶(Paichongding)、啶蟲丙醚(Pyridalyl)、哌氟喹腙(Pyrifluquinazon)、嘧蟎胺(Pyriminostrobin)、螺蝴雙醋(Spirobudiclofen)、四氟醚菊酯(Tetramethylfluthrin)、氟氰蟲醯胺(Tetraniliprole)、四氯蟲醯胺(Tetrachlorantraniliprole)、泰格藍喏 (Tigolaner)、硫唑芬(Tioxazafen)、硫氟肟醚(Thiofluoximate)、三氟苯嘧啶(Triflumezopyrim)和碘甲烷;另外以堅強桿菌(Bacillus firmus)為主之製劑(I-1582,BioNeem、Votivo),以及下列化合物: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(自WO2006/043635已知)(CAS 885026-50-6)、{1'-[(2E)-3-(4-氯苯基)丙-2-烯-1-基]-5-氟螺[吲哚-3,4'-哌啶]-1(2H)-基}(2-氯吡啶-4-基)甲酮(自WO2003/106457已知)(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(自WO2006/003494已知)(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[4.5]癸-3-烯-2-酮(自WO 2010052161已知)(CAS 1225292-17-0)、碳酸3-(4-氯-2,6-二甲基苯基)-8-甲氧基-2-側氧基-1,8-二氮雜螺[4.5]癸-3-烯-4-基乙酯(自EP2647626已知)(CAS 1440516-42-6)、4-(丁-2-炔-1-氧基)-6-(3,5-二甲基哌啶-1-基)-5-氟嘧啶(自WO2004/099160已知)(CAS 792914-58-0)、PF1364(自JP2010/018586已知)(CAS 1204776-60-2)、N-[(2E)-1-[(6-氯吡啶-3-基)甲基]亞吡啶-2(1H)-基]-2,2,2-三氟乙醯胺(自WO2012/029672已知)(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(自WO2013/144213已知)(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(自WO2010/051926已知)(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(自CN103232431已知)(CAS 1449220-44-3)、4-[5-(3,5-二氯苯基)-4,5-二氫-5-(三氟甲基)-3-異唑基]-2-甲基-N-(順式-1-氧負離子基-3-硫呾基)-苯甲醯胺、4-[5-(3,5-二氯苯基)-4,5-二氫-5-(三氟甲基)-3-異唑基]-2-甲基-N-(反式-1-氧負離子基-3-硫呾基)-苯甲醯胺和 4-[(5S)-5-(3,5-二氯苯基)-4,5-二氫-5-(三氟甲基)-3-異唑基]-2-甲基-N-(順式-1-氧負離子基-3-硫呾基)苯甲醯胺(自WO 2013/050317 A1已知)(CAS 1332628-83-7)、N-[3-氯-1-(3-吡啶基)-1H-吡唑-4-基]-N-乙基-3-[(3,3,3-三氟丙基)亞磺醯基]-丙醯胺、(+)-N-[3-氯-1-(3-吡啶基)-1H-吡唑-4-基]-N-乙基-3-[(3,3,3-三氟丙基)亞磺醯基]-丙醯胺和(-)-N-[3-氯-1-(3-吡啶基)-1H-吡唑-4-基]-N-乙基-3-[(3,3,3-三氟丙基)亞磺醯基]-丙醯胺(自WO 2013/162715 A2、WO 2013/162716 A2、US 2014/0213448 A1已知)(CAS 1477923-37-7)、5-[[(2E)-3-氯-2-丙烯-1-基]胺基]-1-[2,6-二氯-4-(三氟甲基)苯基]-4-[(三氟甲基)亞磺醯基]-1H-吡唑-3-甲睛(自CN 101337937 A已知)(CAS 1105672-77-2)、3-溴-N-[4-氯-2-甲基-6-[(甲基胺基)硫酮基甲基]苯基]-1-(3-氯-2-吡啶基)-1H-吡唑-5-甲醯胺(Liudaibenjiaxuanan,自CN 103109816 A已知)(CAS 1232543-85-9)、N-[4-氯-2-[[(1,1-二甲基乙基)胺基]羰基]-6-甲基苯基]-1-(3-氯-2-吡啶基)-3-(氟甲氧基)-1H-吡唑-5-甲醯胺(自WO 2012/034403 A1已知)(CAS 1268277-22-0)、N-[2-(5-胺基-1,3,4-噻二唑-2-基)-4-氯-6-甲基苯基]-3-溴-1-(3-氯-2-吡啶基)-1H-吡唑-5-甲醯胺(自WO 2011/085575 A1已知)(CAS 1233882-22-8)、4-[3-[2,6-二氯-4-[(3,3-二氯-2-丙烯-1-基)氧基]苯氧基]丙氧基]-2-甲氧基-6-(三氟甲基)-嘧啶(自CN 101337940 A已知)(CAS 1108184-52-6)、(2E)-和2(Z)-2-[2-(4-氰基苯基)-1-[3-(三氟甲基)苯基]亞乙基]-N-[4-(二氟甲氧基)苯基]-肼甲醯胺(自CN 101715774 A已知)(CAS 1232543-85-9)、環丙烷甲酸3-(2,2-二氯乙烯基)-2,2-二甲基-4-(1H-苯并咪唑-2-基)苯酯(自CN 103524422 A已知)(CAS 1542271-46-4)、(4aS)-7-氯-2,5-二氫-2-[[(甲氧基羰基)[4-[(三氟甲基)硫基]苯基]胺基]羰基]-茚并[1,2-e][1,3,4]二-4a(3H)-甲酸甲酯(自CN 102391261 A已知)(CAS 1370358-69-2)、6-脫氧基-3-O-乙基-2,4-二-O-甲基-,1-[N-[4-[1-[4-(1,1,2,2,2-五氟乙氧基)苯基]-1H-1,2,4-***-3-基]苯基]胺甲酸酯]-α-L-哌喃甘露糖(自US 2014/0275503 A1已知)(CAS 1181213-14-8)、8-(2-環丙基甲氧基-4-三氟甲基-苯氧基)-3-(6-三氟甲基-嗒-3-基)-3-氮雜雙環[3.2.1]辛烷(CAS 1253850-56-4)、(8-反側)-8-(2-環丙基甲氧基-4-三氟甲基-苯氧基)-3-(6-三氟甲基-嗒-3-基)-3-氮雜雙環[3.2.1]辛烷(CAS 933798-27-7)、(8-同側)-8-(2-環丙基甲氧基-4-三氟甲基-苯氧基)-3-(6-三氟甲基-嗒-3-基)-3-氮雜雙環[3.2.1]辛烷(自WO 2007040280 A1、WO 2007040282 A1已知)(CAS 934001-66-8)、N-[3-氯-1-(3-吡啶基)-1H-吡唑-4-基]-N-乙基-3-[(3,3,3-三氟丙基)硫基]-丙醯胺(自WO 2015/058021 A1、WO 2015/058028 A1已知)(CAS 1477919-27-9)和N-[4-(胺基硫酮基甲基)-2-甲基-6-[(甲基胺基)羰基]苯基]-3-溴-1-(3-氯-2-吡啶基)-1H-吡唑-5-甲醯胺(自CN 103265527 A已知)(CAS 1452877-50-7)、5-(1,3-二烷-2-基)-4-[[4-(三氟甲基)苯基]甲氧基]-嘧啶(自WO 2013/115391 A1已知)(CAS 1449021-97-9)、3-(4-氯-2,6-二甲基苯基)-4-羥基-8-甲氧基-1-甲基-1,8-二氮雜螺[4.5]癸-3-烯-2-酮(自WO 2010/066780 A1、WO 2011/151146 A1已知)(CAS 1229023-34-0)、3-(4-氯-2,6-二甲基苯基)-8-甲氧基-1-甲基-1,8-二氮雜螺[4.5]癸烷-2,4-二酮(自WO 2014/187846 A1已知)(CAS 1638765-58-8)、3-(4-氯-2,6-二甲基苯基)-8-甲氧基-1-甲基-2-側氧基-1,8-二氮雜螺[4.5]癸-3-烯-4-基碳酸乙酯(自WO 2010/066780 A1、WO 2011151146 A1已知)(CAS 1229023-00-0)、N-[1-[(6-氯-3-吡啶基)甲基]-2(1H)-亞吡啶基]-2,2,2-三氟乙醯胺(自DE 3639877 A1、WO 2012029672 A1已知)(CAS 1363400-41-2)、[N(E)]-N-[1-[(6-氯-3-吡啶基)甲基]-2(1H)-亞吡啶基]-2,2,2-三氟乙醯胺(自WO 2016005276 A1已 知)(CAS 1689566-03-7)、[N(Z)]-N-[1-[(6-氯-3-吡啶基)甲基]-2(1H)-亞吡啶基]-2,2,2-三氟乙醯胺(CAS 1702305-40-5)、3-內-3-[2-丙氧基-4-(三氟甲基)苯氧基]-9-[[5-(三氟甲基)-2-吡啶基]氧基]-9-氮雜雙環[3.3.1]壬烷(自WO 2011/105506 A1、WO 2016/133011 A1已知)(CAS 1332838-17-1)。 Other active compounds such as Afidopyropen, Afoxolaner, Azadirachtin, Benclothiaz, Benzoximate, Bifenazate, Broflanilide, Bromopropylate, Chinomethionat, Chloroprallethrin, Cryolite, D-trans chloropropane Cyclaniliprole, Cycloxaprid, Cyhalodiamide, Dicloromezotiaz, Dicofol, epsilon -Metofluthrin), ε-Momfluthrin (ε-Momfluthrin), Flometoquin, Fluazaindolizine, Fluensulfone, Flufenerim, Fluorine Flufenoxystrobin, Flufiprole, Fluhexafon, Fluopyram, Fluralaner, Fluxametamide, Fluxametamide Fufenozide, Guadipyr, Heptafluthrin, Imidaclothiz, Iprodione, kappa-Bifenthrin, Kappa Kappa-Tefluthrin, Lotilaner, Meperfluthrin, Paichongding, Pyridalyl, Pyrifluquinazon, Pyrimidine Amine (Pyriminostrobin), Spirobudiclofen, Tetramethylfluthrin, Tetraniliprole, Tetrachlorantraniliprole, Tigolaner, Sulfur Tioxazafen, Thiofluoximate, Triflumezopyrim, and methyl iodide; in addition, Bacillus firmus-based preparations (I-1582, BioNeem, Votivo), and the following compounds : 1-{2-Fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1, 2,4-Triazol-5-amine (known from WO2006/043635) (CAS 885026-50-6), {1'-[(2E)-3-(4-chlorophenyl)prop-2-ene -1-yl]-5-fluorospiro[indol-3,4'-piperidine]-1(2H)-yl}(2-chloropyridin-4-yl)methanone (known from WO2003/106457) (CAS 637360-23-7), 2-Chloro-N-[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidin-4- yl}-4-(trifluoromethyl)phenyl]isonicotinamide (known from WO2006/003494) (CAS 872999-66-1), 3-(4-chloro-2,6-dimethyl Phenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010052161) (CAS 1225292-17-0), 3-(4-Chloro-2,6-dimethylphenyl)-8-methoxy-2-oxy-1,8-diazaspiro[4.5]dec-3-ene-4-carbonate Ethyl ethyl ester (known from EP2647626) (CAS 1440516-42-6), 4-(but-2-yn-1-oxy)-6-(3,5-dimethylpiperidin-1-yl) -5-Fluoropyrimidine (known from WO2004/099160) (CAS 792914-58-0), PF1364 (known from JP2010/018586) (CAS 1204776-60-2), N-[(2E)-1-[ (6-Chloropyridin-3-yl)methyl]pyridin-2(1H)-yl]-2,2,2-trifluoroacetamide (known from WO2012/029672) (CAS 1363400-41-2 ), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridinyl]-1,1,1-trifluoropropan-2-one (from WO2013/ 144213 known) (CAS 1461743-15-6), N-[3-(benzylaminocarboxy)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4 -(Trifluoromethyl)-1H-pyrazole-5-carboxamide (known from WO2010/051926) (CAS 1226889-14-0), 5-bromo-4-chloro-N-[4-chloro- 2-methyl-6- (Methylaminocarbamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazol-3-carbamoylamine (known from CN103232431) (CAS 1449220-44-3), 4-[ 5-(3,5-Dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-iso Azolyl]-2-methyl-N-(cis-1-oxanionyl-3-thiopyranyl)-benzamide, 4-[5-(3,5-dichlorophenyl)-4 ,5-Dihydro-5-(trifluoromethyl)-3-iso Azolyl]-2-methyl-N-(trans-1-oxoanionyl-3-thiopyranyl)-benzylamine and 4-[(5S)-5-(3,5-dichlorobenzene base)-4,5-dihydro-5-(trifluoromethyl)-3-iso azolyl]-2-methyl-N-(cis-1-oxoanionyl-3-thiazolyl)benzylamide (known from WO 2013/050317 A1) (CAS 1332628-83-7), N-[3-Chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl ]-Propionamide, (+)-N-[3-Chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3 -Trifluoropropyl)sulfinyl]-propionamide and (-)-N-[3-chloro-1-(3-pyridyl)-1H-pyrazol-4-yl]-N-ethyl -3-[(3,3,3-trifluoropropyl)sulfinyl]-propionamide (known from WO 2013/162715 A2, WO 2013/162716 A2, US 2014/0213448 A1) (CAS 1477923 -37-7), 5-[[(2E)-3-chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl [ 4-Chloro-2-methyl-6-[(methylamino)thionemethyl]phenyl]-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxylate Amine (Liudaibenjiaxuanan, known from CN 103109816 A) (CAS 1232543-85-9), N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6- Methylphenyl]-1-(3-chloro-2-pyridyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (known from WO 2012/034403 A1) (CAS 1268277-22-0), N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1 -(3-Chloro-2-pyridyl)-1H-pyrazol-5-carboxamide (known from WO 2011/085575 A1) (CAS 1233882-22-8), 4-[3-[2,6 -Dichloro-4-[(3,3-Dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl)- Pyrimidines (known from CN 101337940 A) (CAS 1108184-52-6), (2E)- and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trifluorophenyl) Methyl)phenyl]ethylene]-N-[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide (known from CN 101715774 A) (CAS 1232543-85-9), cyclopropane 3-(2,2-dichlorovinyl formate) )-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenyl ester (known from CN 103524422 A) (CAS 1542271-46-4), (4aS)-7-chloro- 2,5-Dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl)sulfanyl]phenyl]amino]carbonyl]-indeno[1,2-e][1 ,3,4] two -4a(3H)-methyl formate (known from CN 102391261 A) (CAS 1370358-69-2), 6-deoxy-3-O-ethyl-2,4-di-O-methyl-, 1-[N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1H-1,2,4-triazol-3-yl] Phenyl]carbamate]-α-L-mannanose (known from US 2014/0275503 A1) (CAS 1181213-14-8), 8-(2-cyclopropylmethoxy-4- Trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridine -3-yl)-3-azabicyclo[3.2.1]octane (CAS 1253850-56-4), (8-trans)-8-(2-cyclopropylmethoxy-4-trifluoro Methyl-phenoxy)-3-(6-trifluoromethyl-pyridoxine -3-yl)-3-azabicyclo[3.2.1]octane (CAS 933798-27-7), (8-isoside)-8-(2-cyclopropylmethoxy-4-trifluoro Methyl-phenoxy)-3-(6-trifluoromethyl-pyridoxine -3-yl)-3-azabicyclo[3.2.1]octane (known from WO 2007040280 A1, WO 2007040282 A1) (CAS 934001-66-8), N-[3-chloro-1-(3 -pyridyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfanyl]-propionamide (from WO 2015/058021 A1, WO 2015/058028 A1 known) (CAS 1477919-27-9) and N-[4-(aminothionemethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl ]-3-Bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxamide (known from CN 103265527 A) (CAS 1452877-50-7), 5-(1 ,3-two Alk-2-yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]-pyrimidine (known from WO 2013/115391 A1) (CAS 1449021-97-9), 3-( 4-Chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010/066780 A1, WO 2011/151146 A1) (CAS 1229023-34-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1 - Methyl-1,8-diazaspiro[4.5]decane-2,4-dione (known from WO 2014/187846 A1) (CAS 1638765-58-8), 3-(4-chloro- 2,6-Dimethylphenyl)-8-methoxy-1-methyl-2-oxy-1,8-diazaspiro[4.5]dec-3-en-4-ylethyl carbonate Esters (known from WO 2010/066780 A1, WO 2011151146 A1) (CAS 1229023-00-0), N-[1-[(6-chloro-3-pyridyl)methyl]-2(1H)-idene Pyridyl]-2,2,2-trifluoroacetamide (known from DE 3639877 A1, WO 2012029672 A1) (CAS 1363400-41-2), [N(E)]-N-[1-[( 6-Chloro-3-pyridyl)methyl]-2(1H)-pyridinyl]-2,2,2-trifluoroacetamide (known from WO 2016005276 A1) (CAS 1689566-03-7) , [N(Z)]-N-[1-[(6-Chloro-3-pyridyl)methyl]-2(1H)-pyridylene]-2,2,2-trifluoroacetamide ( CAS 1702305-40-5), 3-endo-3-[2-propoxy-4-(trifluoromethyl)phenoxy]-9-[[5-(trifluoromethyl)-2-pyridine yl]oxy]-9-azabicyclo[3.3.1]nonane (known from WO 2011/105506 A1, WO 2016/133011 A1) (CAS 1332838-17-1).
可與本發明之化合物及組成物混合的除草劑之實例為: Examples of herbicides that can be mixed with the compounds and compositions of the present invention are:
乙草胺(Acetochlor)、三氟羧草醚(acifluorfen)、三氟羧草醚鈉(acifluorfen-sodium)、苯草醚(aclonifen)、甲草胺(alachlor)、草毒死(allidochlor)、禾草滅(alloxydim)、鈉禾草滅(alloxydim-sodium)、莠滅淨(ametryn)、胺唑草酮(amicarbazone)、先甲草胺(amidochlor)、醯嘧磺隆(amidosulfuron)、4-胺基-3-氯-5-氟-6-(7-氟-1H-吲哚-6-基)吡啶-2-羧酸、氯丙嘧啶酸(aminocyclopyrachlor)、氯丙嘧啶酸鉀、氯丙嘧啶酸-甲酯、氯胺吡啶酸(aminopyralid)、殺草強(amitrole)、胺磺酸銨(ammoniumsulfamate)、莎稗磷(anilofos)、黃草靈(asulam)、莠去津(atrazine)、草芬定(azafenidin)、四唑嘧磺隆(azimsulfuron)、氟丁醯草胺(beflubutamid)、草除靈(benazolin)、草除靈-乙酯、氟草胺(benfluralin)、呋草磺(benfuresate)、苄嘧磺隆(bensulfuron)、苄嘧磺隆-甲酯、地散磷(bensulide)、滅草松(bentazone)、苯并雙環酮(benzobicyclon)、吡草酮(benzofenap)、雙環比隆(bicyclopyron)、必芬諾(bifenox)、畢拉草(bilanafos)、畢拉草-鈉、雙草醚(bispyribac)、雙草醚-鈉、必賜洛宗(bixlozone)、除草定(bromacil)、溴丁醯草胺(bromobutide)、溴酚肟(bromofenoxim)、溴苯腈(bromoxynil)、溴苯腈-丁酸酯、溴苯腈-鉀、溴苯腈-庚酸酯和溴苯腈-辛酸酯、比芬農(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)、長殺草 (carbetamide)、克繁草(carfentrazone)、克繁草-乙酯、克爛本(chloramben)、氯溴隆(chlorbromuron)、1-{2-氯-3-[(3-環丙基-5-羥基-1-甲基-1H-吡唑-4-基)羰基]-6-(三氟甲基)苯基}哌啶-2-酮、4-{2-氯-3-[(3,5-二甲基-1H-吡唑-1-基)甲基]-4-(甲基磺醯基)苯甲醯基}-1,3-二甲基-1H-吡唑-5-基-1,3-二甲基-1H-吡唑-4-甲酸酯、伐草克(chlorfenac)、伐草克-鈉、燕麥酯(chlorfenprop)、氯甲丹(chlorflurenol)、氯甲丹-甲酯、氯草敏(chloridazon)、氯嘧磺隆(chlorimuron)、氯嘧磺隆-乙酯、2-[2-氯-4-(甲基磺醯基)-3-(嗎啉-4-基甲基)苯甲醯基]-3-羥基環己-2-烯-1-酮、4-{2-氯-4-(甲基磺醯基)-3-[(2,2,2-三氟乙氧基)甲基]苯甲醯基}-1-乙基-1H-吡唑-5-基-1,3-二甲基-1H-吡唑-4-甲酸酯、氯酞(chlorophthalim)、綠麥隆(chlorotoluron)、敵草索(chlorthal)-二甲酯、3-[5-氯-4-(三氟甲基)吡啶-2-基]-4-羥基-1-甲基咪唑啶-2-酮、氯磺隆(chlorsulfuron)、吲哚酮草酯(cinidon)、吲哚酮草酯-乙酯、環庚草醚(cinmethylin)、醚磺隆(cinosulfuron)、氯醯草膦(clacyfos)、克草同(clethodim)、炔草酸(clodinafop)、炔草酸-炔丙酯、可滅蹤(clomazone)、稗草胺(clomeprop)、畢克草(clopyralid)、氯酯磺草胺(cloransulam)、氯酯磺草胺-甲酯、苄草隆(cumyluron)、氰胺、氰草津(cyanazine)、環草敵(cycloate)、環吡藍尼(cyclopyranil)、環磷礦(cyclopyrimorate)、環磺隆(cyclosulfamuron)、環殺草(cycloxydim)、氰氟草酯(cyhalofop)、氰氟草酯-丁酯、環草津(cyprazine)、2,4-D、2,4-D-丁氧酯乙酯(butotyl)、2,4-D-丁酯、2,4-D-二甲基銨、2,4-D-二乙醇胺、2,4-D-乙酯、2,4-D-2-乙基己酯、2,4-D-異丁酯、2,4-D-異辛酯、2,4-D-異丙基銨、2,4-D-鉀、2,4-D-三異丙醇銨和2,4-D-三乙醇胺、2,4-DB、2,4-DB-丁酯、2,4-DB-二甲基銨、2,4-DB-異辛酯、2,4-DB-鉀和2,4-DB-鈉、殺草隆(daimuron)(殺草隆(dymron))、茅草枯(dalapon)、邁隆(dazomet)、正癸醇、 甜菜安(desmedipham)、脫甲苯磺醯-吡唑特(detosyl-pyrazolate)(DTP)、麥草畏(dicamba)、敵草腈(dichlobenil)、滴丙酸(dichlorprop)、滴丙酸-P、禾草靈(diclofop)、禾草靈-甲酯、禾草靈-P-甲酯、雙氯磺草胺(diclosulam)、苯敵快(difenzoquat)、吡氟草胺(diflufenican)、二氟吡隆(diflufenzopyr)、二氟吡隆-鈉、唑隆(dimefuron)、哌草丹(dimepiperate)、二甲草胺(dimethachlor)、異戊乙淨(dimethametryn)、二甲噻草胺(dimethenamid)、二甲噻草胺-P、3-(2,6-二甲基苯基)-6-[(2-羥基-6-側氧基環-1-烯-1-基)羰基]-1-甲基喹唑啉-2,4(1H,3H)-二酮、1,3-二甲基-4-[2-(甲基磺醯基)-4-(三氟甲基)苯甲醯基]-1H-吡唑-5-基-1,3-二甲基-1H-吡唑-4-甲酸酯、二甲磺隆(dimetrasulfuron)、敵樂胺(dinitramine)、特樂酚(dinoterb)、草乃敵(diphenamid)、敵草快(diquat)、敵草快-二溴(diquat-dibromid)、氟硫草定(dithiopyr)、達有龍(diuron)、DMPA、DNOC、草多索(endothal)、EPTC、戊草丹(esprocarb)、乙丁烯氟靈(ethalfluralin)、胺苯磺隆(ethametsulfuron)、胺苯磺隆-甲酯、乙嗪草酮(ethiozin)、乙呋草黃(ethofumesate)、氯氟草醚(ethoxyfen)、氯氟草醚-乙酯、乙氧嘧磺隆(ethoxysulfuron)、乙氧苯草胺(etobenzanid)、[(3-{2-氯-4-氟-5-[3-甲基-2,6-二側氧基-4-(三氟甲基)-3,6-二氫嘧啶-1(2H)-基]苯氧基}吡啶-2-基)氧基]乙酸乙酯、F-9960、F-5231(亦即N-{2-氯-4-氟-5-[4-(3-氟丙基)-5-側氧基-4,5-二氫-1H-四唑-1-基]苯基}乙磺醯胺)、F-7967(亦即3-[7-氯-5-氟-2-(三氟甲基)-1H-苯并咪唑-4-基]-1-甲基-6-(三氟甲基)嘧啶-2,4(1H,3H)-二酮、唑禾草靈(fenoxaprop)、唑禾草靈-P、唑禾草靈-乙酯、唑禾草靈-P-乙酯、異苯碸(fenoxasulfone)、酚喹三酮(fenquinotrione)、四唑醯草胺(fentrazamide)、氟燕靈(flamprop)、氟燕靈-M-異丙酯、氟燕靈-M-甲酯、嘧啶磺隆(flazasulfuron)、雙氟磺草胺(florasulam)、吡氟禾草靈(fluazifop)、 吡氟禾草靈-P、吡氟禾草靈-丁酯、吡氟禾草靈-P-丁酯、氟酮磺隆(flucarbazone)、氟酮磺隆-鈉、氟吡磺隆(flucetosulfuron)、氟消草(fluchloralin)、氟噻草胺(flufenacet)、氟噠嗪草酯(flufenpyr)、氟噠嗪草-乙酯、唑嘧磺草胺(flumetsulam)、氟胺草酯(flumiclorac)、氟胺草酯-戊酯、丙炔氟草胺(flumioxazin)、伏草隆(fluometuron)、抑草丁(flurenol)、抑草丁-丁酯、抑草丁-二甲銨(flurenol-dimethylammonium)和抑草丁-甲酯、乙羧氟草醚(fluoroglycofen)、乙羧氟草醚-乙酯、四氟丙酸(flupropanate)、氟啶嘧磺隆(flupyrsulfuron)、氟啶嘧磺隆-甲酯鈉(flupyrsulfuron-methyl-sodium)、氟啶草酮(fluridone)、氟咯草酮(flurochloridone)、氟草煙(fluroxypyr)、氟草煙-甲酯、呋草酮(flurtamone)、嗪草酸(fluthiacet)、嗪草酸-甲酯、氟磺胺草醚(fomesafen)、氟磺胺草醚-鈉、甲醯嘧磺隆(foramsulfuron)、殺木膦(fosamine)、固殺草(glufosinate)、固殺草-銨、固殺草-P-鈉、固殺草-P-銨、固殺草-P-鈉、草甘膦(glyphosate)、草甘膦-銨、草甘膦-異丙銨、草甘膦-二銨、草甘膦-二甲銨、草甘膦-鉀、草甘膦-鈉和草甘膦-三甲基硫(glyphosate-trimesium)、H-9201(亦即硫代磷醯亞胺酸O-(2,4-二甲基-6-硝基苯基)O-乙酯異丙酯)、氟氯吡啶(halauxifen)、氟氯吡啶-甲酯、氟硝磺醯胺(halosafen)、氯吡嘧磺隆(halosulfuron)、氯吡嘧磺隆-甲酯、吡氟氯禾靈(haloxyfop)、吡氟氯禾靈-P、吡氟氯禾靈-乙氧基乙酯、吡氟氯禾靈-P-乙氧基乙酯、吡氟氯禾靈-甲酯、吡氟氯禾靈-P-甲酯、六嗪同(hexazinone)、HW-02(亦即1-(二甲氧基磷醯基)乙基-(2,4-二氯苯氧基)乙酸酯)、4-羥基-1-甲氧基-5-甲基-3-[4-(三氟甲基)吡啶-2-基]咪唑啶-2-酮、4-羥基-1-甲基-3-[4-(三氟甲基)吡啶-2-基]咪唑啶-2-酮、(5-羥基-1-甲基-1H-吡唑-4-基)(3,3,4-三甲基-1,1-二氧負離子基-2,3-二氫-1-苯并噻吩-5-基)甲酮、6-[(2-羥基-6-側氧基環己-1-烯-1-基)羰基]-1,5-二甲基-3-(2-甲基苯 基)喹唑啉-2,4(1H,3H)-二酮、咪草酸(imazamethabenz)、咪草酸-甲酯、甲氧咪草菸(imazamox)、甲氧咪草菸-銨、甲基咪草菸(imazapic)、甲基咪草菸-銨、依滅草(imazapyr)、依滅草-異丙銨、滅草喹(imazaquin)、滅草喹-銨、咪草菸(imazethapyr)、咪草菸-亞胺鎓(imazethapyr-immonium)、唑吡嘧磺隆(imazosulfuron)、茚草酮(indanofan)、茚嗪氟草胺(indaziflam)、碘甲磺隆(iodosulfuron)、碘甲磺隆-甲酯鈉、碘苯腈(ioxynil)、碘苯腈-辛酸酯、碘苯腈-鉀和碘苯腈-鈉、艾分卡巴腙(ipfencarbazone)、異丙隆(isoproturon)、異惡隆(isouron)、異草胺(isoxaben)、異唑草酮(isoxaflutole)、卡草靈(karbutilate)、KUH-043(亦即3-({[5-(二氟甲基)-1-甲基-3-(三氟甲基)-1H-吡唑-4-基]甲基}磺醯基)-5,5-二甲基-4,5-二氫-1,2-唑)、酮螺朵(ketospiradox)、乳氟禾草靈(lactofen)、環草定(lenacil)、利穀隆(linuron)、MCPA、MCPA-丁氧酯乙酯(MCPA-butotyl)、MCPA-二甲銨、MCPA-2-乙基己酯、MCPA-異丙銨、MCPA-鉀和MCPA-鈉、MCPB、MCPB-甲酯、MCPB-乙酯和MCPB-鈉、甲氯苯氧丙酸(mecoprop)、甲氯苯氧丙酸-鈉和甲氯苯氧丙酸-丁氧基乙酯、甲氯苯氧丙酸-P、甲氯苯氧丙酸-P-丁氧酯乙酯、甲氯苯氧丙酸-二甲銨、甲氯苯氧丙酸-2-乙基己酯和甲氯苯氧丙酸-鉀、苯噻醯草胺(mefenacet)、氟磺醯草胺(mefluidide)、磺胺磺隆(mesosulfuron)、磺胺磺隆-甲酯、甲基磺草酮(mesotrione)、甲基苯噻隆(methabenzthiazuron)、威百畝(metam)、唑醯草胺(metamifop)、苯嗪草酮(metamitron)、吡草胺(metazachlor)、雙醚氯吡嘧磺隆(metazosulfuron)、甲基苯噻隆(methabenzthiazuron)、甲硫嘧磺隆(methiopyrsulfuron)、甲硫唑啉(methiozolin)、2-({2-[(2-甲氧基乙氧基)甲基]-6-(三氟甲基)吡啶-3-基}羰基)環己-1,3-二酮、異硫氰酸甲酯、1-甲基-4-[(3,3,4-三甲基-1,1-二氧橋-2,3-二氫-1-苯并噻吩-5-基)羰基]-1H-吡唑-5-基丙-1-磺酸酯、溴穀隆 (metobromuron)、異丙甲草胺(metolachlor)、S-異丙甲草胺、磺草唑胺(metosulam)、甲氧隆(metoxuron)、賽克津(metribuzin)、甲磺隆(metsulfuron)、甲磺隆-甲酯、禾草敵(molinat)、綠穀隆(monolinuron)、單嘧磺隆(monosulfuron)、單嘧磺隆-酯、MT-5950(亦即N-(3-氯-4-異丙基苯基)-2-甲基戊醯胺)、NGGC-011、敵草胺(napropamide)、NC-310(亦即[5-(苯甲氧基)-1-甲基-1H-吡唑-4-基](2,4-二氯苯基)甲酮)、草不隆(neburon)、菸嘧磺隆(nicosulfuron)、壬酸(天竺葵酸(pelargonic acid))、達草滅(norflurazon)、油酸(脂肪酸)、坪草丹(orbencarb)、嘧苯胺磺隆(orthosulfamuron)、氨磺樂靈(oryzalin)、丙炔草酮(oxadiargyl)、草酮(oxadiazon)、環氧嘧磺隆(oxasulfuron)、嗪草(oxaziclomefon)、乙氧氟草醚(oxyfluorfen)、巴拉割(paraquat)、巴拉割二氯化物(paraquat dichloride)、克草猛(pebulate)、二甲戊樂靈(pendimethalin)、平速爛(penoxsulam)、五氯苯酚(pentachlorphenol)、環戊草酮(pentoxazone)、烯草胺(pethoxamid)、石油(petroleum oils)、甜菜寧(phenmedipham)、胺氯吡啶酸(picloram)、氟吡草胺(picolinafen)、唑啉草酯(pinoxaden)、哌草磷(piperophos)、丙草胺(pretilachlor)、氟嘧磺隆(primisulfuron)、氟嘧磺隆-甲酯、胺基丙氟靈(prodiamine)、環苯草酮(profoxydim)、撲滅通(prometon)、撲草淨(prometryn)、撲草胺(propachlor)、敵稗(propanil)、喔草酯(propaquizafop)、撲滅津(propazine)、苯胺靈(propham)、異丙草胺(propisochlor)、丙苯磺隆(propoxycarbazone)、丙苯磺隆-鈉、丙嘧磺隆(propyrisulfuron)、戊炔草胺(propyzamide)、苄草丹(prosulfocarb)、氟磺隆(prosulfuron)、雙唑草腈(pyraclonil)、吡草醚(pyraflufen)、吡草醚-乙酯、磺醯草吡唑(pyrasulfotole)、吡唑特(pyrazolynate)(吡唑特(pyrazolate))、吡嘧磺隆(pyrazosulfuron)、吡嘧磺隆-乙酯、苄草唑(pyrazoxyfen)、草醚 (pyribambenz)、草醚-異丙酯、草醚-丙酯、嘧啶肟草醚(pyribenzoxim)、稗草丹(pyributicarb)、吡啶達醇(pyridafol)、噠草特(pyridate)、環酯草醚(pyriftalid)、嘧草醚(pyriminobac)、嘧草醚-甲酯、嘧啶硫蕃(pyrimisulfan)、嘧硫草醚(pyrithiobac)、嘧硫草醚-鈉、嘧氧碸(pyroxasulfone)、甲氧磺草胺(pyroxsulam)、二氯喹啉酸(quinclorac)、喹草酸(quinmerac)、莫克草(quinoclamine)、快伏草(quizalofop)、快伏草-乙酯、快伏草-P、快伏草-P-乙酯、喹禾糠酯(quizalofop-P-tefuryl)、QYM-201、QYR-301、碸嘧磺隆(rimsulfuron)、苯嘧磺草胺(saflufenacil)、西殺草(sethoxydim)、環草隆(siduron)、草滅淨(simazine)、西草淨(simetryn)、SL-261、磺草酮(sulcotrion)、甲磺草胺(sulfentrazone)、甲嘧磺隆(sulfometuron)、甲嘧磺隆-甲酯、磺醯磺隆(sulfosulfuron)、SYN-523、SYP-249(亦即5-[2-氯-4-(三氟甲基)苯氧基]-2-硝基苯甲酸1-乙氧基-3-甲基-1-側氧基丁-3-烯-2-酯)、SYP-300(亦即1-[7-氟-3-側氧基-4-(丙-2-炔-1-基)-3,4-二氫-2H-1,4-苯并 -6-基]-3-丙基-2-硫酮基咪唑啶-4,5-二酮)、2,3,6-TBA、TCA(三氯乙酸)、TCA--鈉、得匍隆(tebuthiuron)、特呋喃隆(tefuryltrione)、環磺酮(tembotrione)、吡喃草酮(tepraloxydim)、特草定(terbacil)、特草靈(terbucarb)、甲氧去草淨(terbumeton)、草淨津(terbuthylazin)、去草淨(terbutryn)、特福吡格利美(tetflupyrolimet)、甲氧噻草胺(thenylchlor)、噻草定(thiazopyr)、噻酮磺隆(thiencarbazone)、噻酮磺隆-甲酯、噻吩磺隆(thifensulfuron)、噻吩磺隆-甲酯、禾草丹(thiobencarb)、替艾芬斯(tiafenacil)、苯甲醯吡拉(tolpyralate)、苯吡唑草酮(topramezone)、肟草酮(tralkoxydim)、氟酮黃草胺(triafamone)、野麥畏(tri-allate)、醚苯磺隆(triasulfuron)、三嗪氟草胺(triaziflam)、苯磺隆(tribenuron)、苯磺隆-甲酯、綠草定(triclopyr)、草達津(trietazine)、三氟啶磺隆(trifloxysulfuron)、三氟 啶磺隆-鈉、三氟草嗪(trifludimoxazin)、氟樂靈(trifluralin)、氟胺磺隆(triflusulfuron)、氟胺磺隆-甲酯、三氟甲磺隆(tritosulfuron)、脲硫酸鹽、滅草猛(vernolate)、ZJ-0862(亦即3,4-二氯-N-{2-[(4,6-二甲氧基嘧啶-2-基)氧基]苯甲基}苯胺)。 Acetochlor, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, allidochlor, grass alloxydim, alloxydim-sodium, ametryn, amicarbazone, amidochlor, amidosulfuron, 4-amine yl-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)pyridine-2-carboxylic acid, aminocyclopyrachlor, potassium chloropyrimidine, chloropyrimidine Acid-methyl ester, aminopyralid, amitrole, ammonium sulfamate, anilofos, asulam, atrazine, chlorfenidine (azafenidin), azimsulfuron, beflubutamid, beflubutamid, benazolin, benazolin-ethyl ester, benfluralin, benfuresate, bensulfuron, bensulfuron-methyl, bensulide, bentazone, benzobicyclon, benzofenap, bicyclopyron ), bifenox, bilanafos, bilanafos-sodium, bispyribac, bispyribac-sodium, bixlozone, bromacil, bromine bromobutide, bromofenoxim, bromoxynil, bromoxynil-butyrate, bromoxynil-potassium, bromoxynil-heptanoate and bromoxynil-octanoate Ester, busoxinone, butachlor, butafenacil, butamifos, butenachlor, butralin, buprofen Butroxydim, butylate, cafenstrole, carbetamide, carfentrazone, carfentrazone-ethyl ester, chloramben, chlorobromone (chlor bromuron), 1-{2-chloro-3-[(3-cyclopropyl-5-hydroxy-1-methyl-1H-pyrazol-4-yl)carbonyl]-6-(trifluoromethyl)benzene yl}piperidin-2-one, 4-{2-chloro-3-[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]-4-(methylsulfonyl) Benzyl}-1,3-dimethyl-1H-pyrazol-5-yl-1,3-dimethyl-1H-pyrazole-4-carboxylate, chlorfenac, valeric acid Sodium, chlorfenprop, chlorflurenol, chlormethan-methyl, chloridazon, chlorimuron, chlorimuron-ethyl, 2- [2-Chloro-4-(methylsulfonyl)-3-(morpholin-4-ylmethyl)benzyl]-3-hydroxycyclohex-2-en-1-one, 4-{ 2-Chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzyl}-1-ethyl-1H-pyrazole-5 -yl-1,3-dimethyl-1H-pyrazole-4-carboxylate, chlorophthalim, chlorotoluron, chlorthal-dimethyl ester, 3-[5 -Chloro-4-(trifluoromethyl)pyridin-2-yl]-4-hydroxy-1-methylimidazolidin-2-one, chlorsulfuron, cinidon, indol oxamethox-ethyl, cinmethylin, cinosulfuron, clacyfos, clethodim, clodinafop, clodinafop, propargyl , clomazone, clomeprop, clopyralid, cloransulam, sulfentrazone-methyl, cumyluron, cyanamide, cyanazine, cycloate, cyclopyranil, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, Cyhalofop-butyl, cyprazine, 2,4-D, 2,4-D-butotyl, 2,4-D-butyl, 2,4-D- Dimethylammonium, 2,4-D-diethanolamine, 2,4-D-ethyl ester, 2,4-D-2-ethylhexyl ester, 2,4-D-isobutyl ester, 2,4- D-isooctyl ester, 2,4-D-isopropylammonium, 2,4-D-potassium, 2,4-D-triisopropanolammonium and 2,4-D-triethanolamine, 2,4-DB, 2,4-DB-butyl ester, 2,4-DB-dimethylammonium, 2,4-DB-isooctyl ester, 2,4-DB-potassium and 2,4-DB- Sodium, daimuron (dymron), dalapon, dazomet, n-decanol, desmedipham, detosyl- pyrazolate) (DTP), dicamba (dicamba), dichlobenil (dichlobenil), dichlorprop (dichlorprop), dichlorprop-P, diclofop, diclofop, dichlorfen-methyl, dichlorprop- P-methyl ester, diclosulam, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr-sodium, Dimefuron, Dimepiperate, Dimethachlor, Dimethametryn, Dimethenamid, Dimethachlor-P, 3-(2 ,6-Dimethylphenyl)-6-[(2-hydroxy-6-oxycyclo-1-en-1-yl)carbonyl]-1-methylquinazoline-2,4(1H, 3H)-dione, 1,3-dimethyl-4-[2-(methylsulfonyl)-4-(trifluoromethyl)benzyl]-1H-pyrazol-5-yl- 1,3-Dimethyl-1H-pyrazole-4-carboxylate, dimtrasulfuron, dinitramine, dinoterb, diphenamid, dichlor Diquat, diquat-dibromid, dithiopyr, diuron, DMPA, DNOC, endothal, EPTC, esprocarb ), ethalfluralin, ethametsulfuron, ethametsulfuron-methyl, ethiozin, ethofumesate, ethoxyfen , chlorofluorfen-ethyl ester, ethoxysulfuron, etobenzanid, [(3-{2-chloro-4-fluoro-5-[3-methyl-2, 6-Di-oxy-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]phenoxy}pyridin-2-yl)oxy]ethyl acetate, F- 9960, F-5231 (that is, N-{2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-5-oxy-4,5-dihydro-1H-tetrazole- 1-yl]phenyl}ethanesulfonamide), F-7967 (that is, 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]- 1-Methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, fenoxaprop, fenoxafen-P, fenoxapyr-ethyl ester, fenoxapyr-P-ethyl ester, iso fenoxasulfone, fenquinotrione, fentrazamide, flamprop, fenoxasulfone-M-isopropyl ester, fenoxasulfone-M-methyl ester, pyrimidine flazasulfuron, florasulam, fluazifop, fenflufen-P, fenflufen-butyl, fenflufen-P-butyl Esters, flucarbazone, fluketosulfuron-sodium, flucetosulfuron, fluchloralin, flufenacet, flufenpyr, fluoro Pyridazine-ethyl ester, flumetsulam, flumiclorac, flumechlor-amyl ester, flumioxazin, fluometuron, pyridoxine Butyl (flurenol), fuflufen-butyl ester, flurenol-dimethylammonium (flurenol-dimethylammonium), and flurenol-methyl ester, fluoroglycofen, ethyl acifluorfen-ethyl, Flupropanate, flupyrsulfuron, flupyrsulfuron-methyl-sodium, fluridone, flurochloridone, fluroxypyr, fluroxypyr-methyl, flurtamone, fluthiacet, fluthiacet, fomesafen, fomesafen-sodium, formaldehyde Foramsulfuron (foramsulfuron), fosamine (fosamine), solid killing grass (glufosinate), solid killing grass-ammonium, solid killing grass-P-sodium, solid killing grass-P-ammonium, solid killing grass-P-sodium , glyphosate (glyphosate), glyphosate-ammonium, glyphosate-isopropylammonium, glyphosate-diammonium, glyphosate-dimethylammonium, glyphosate-potassium, glyphosate-sodium and grass Glyphosate-trimethyl sulfide (glyphosate-trimesium), H-9201 (that is, thiophosphoric imide O-(2,4-dimethyl-6-nitrophenyl) O-ethyl ester isopropyl Ester), halauxifen, halauxifen-methyl, halosafen, halosulfuron, halauxifen-methyl, chlorfenapyr ( haloxyfop), pyroxyfop-P, pyroxyfop-ethoxyethyl ester, pyroxyfop-P-ethoxyethyl ester, Chlorfenapyr-methyl ester, Chlorfenapyr-P-methyl ester, hexazinone, HW-02 (that is, 1-(dimethoxyphosphoryl)ethyl-(2, 4-Dichlorophenoxy)acetate), 4-hydroxy-1-methoxy-5-methyl-3-[4-(trifluoromethyl)pyridin-2-yl]imidazolidine-2- ketone, 4-hydroxy-1-methyl-3-[4-(trifluoromethyl)pyridin-2-yl]imidazolidin-2-one, (5-hydroxy-1-methyl-1H-pyrazole- 4-yl)(3,3,4-trimethyl-1,1-dioxanion-2,3-dihydro-1-benzothiophen-5-yl)methanone, 6-[(2- Hydroxy-6-oxycyclohex-1-en-1-yl)carbonyl]-1,5-dimethyl-3-(2-methylphenyl)quinazoline-2,4(1H,3H )-diketone, imazamethabenz, imazameth-methyl, imazamox, imazapyr-ammonium, imazapic, imazapyr-ammonium , imazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin-ammonium, imazethapyr, imazethapyr-immonium, azole Imazosulfuron, indanofan, indaziflam, iodosulfuron, iodosulfuron-methyl methyl sodium, ioxynil, iodobenzene Nitrile-octanoate, iodobenzonitrile-potassium and iodobenzonitrile-sodium, ipfencarbazone, isoproturon, isouron, iso Isoxaben, isoxaben Isoxaflutole, karbutilate, KUH-043 (that is, 3-({[5-(difluoromethyl)-1-methyl-3-(trifluoromethyl)-1H- Pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5-dihydro-1,2- azole), ketospiradox, lactofen, lenacil, linuron, MCPA, MCPA-butotyl, MCPA- Dimethylammonium, MCPA-2-ethylhexyl ester, MCPA-isopropylammonium, MCPA-potassium and MCPA-sodium, MCPB, MCPB-methyl ester, MCPB-ethyl ester and MCPB-sodium, methylchlorophenoxypropionic acid ( mecoprop), methylchlorophenoxypropionate-sodium and methylchlorophenoxypropionate-butoxyethyl ester, methylchlorophenoxypropionate-P, methylchlorophenoxypropionate-P-butoxyethyl ester, methyl chloride Chlorphenoxypropionate-dimethylammonium, chlorophenoxypropionate-2-ethylhexyl and chlorophenoxypropionate-potassium, mefenacet, mefluidide , sulfasulfuron (mesosulfuron), sulfasulfuron-methyl ester, mesotrione (mesotrione), methabenzthiazuron (methabenzthiazuron), Wei Baimu (metam), Metamifop, metamitron, metazachlor, metazosulfuron, metabenzthiazuron, methiopyrsulfuron ), methiozolin, 2-({2-[(2-methoxyethoxy)methyl]-6-(trifluoromethyl)pyridin-3-yl}carbonyl)cyclohexyl- 1,3-Dione, methyl isothiocyanate, 1-methyl-4-[(3,3,4-trimethyl-1,1-dioxo-2,3-dihydro-1- Benzothiophen-5-yl)carbonyl]-1H-pyrazol-5-ylpropan-1-sulfonate, metobromuron, metolachlor, S-metholachlor , Metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-methyl ester, molinat, monolinuron , monosulfuron (monosulfuron), monosulfuron-ester, MT-5950 (ie N-(3-chloro-4-isopropylphenyl)-2-methylpentanamide), NGGC-011 , napropamide, NC-310 (that is, [5-(benzyloxy)-1-methyl-1H-pyrazol-4-yl](2,4-dichlorophenyl)methanone ), neburon, nicosulfuron, pelargonic acid (pelargonic acid), norflurazon, oleic acid (fatty acid), orbencarb, pyrimidine orthosulfamuron, oryzalin, propyne oxadiargyl, oxadiazon, oxasulfuron, oxaziclomefon, oxyfluorfen, paraquat, paraquat dichloride, gram grass Meng (pebulate), pendimethalin (pendimethalin), flat speed rot (penoxsulam), pentachlorphenol (pentachlorphenol), cyclopenta pentoxazone, pethoxamid, petroleum oils, phenmedipham, picloram, picolinafen, pinoxaden, piperazine Piperophos, pretilachlor, primisulfuron, fluorosulfuron-methyl, prodiamine, profoxydim, prometon ), prometryn, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, Trisulfuron (propoxycarbazone), probensulfuron-sodium, propyrisulfuron, propyzamide, prosulfocarb, prosulfuron, pyraclonil ), pyraflufen, pyraflufen-ethyl ester, pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron, pyrazolyl Sulfuron-ethyl, pyrazoxyfen, pyribambenz, pyribambenz, pyribamben-isopropyl, pyribenzoxim, pyribenzoxim, pyributicarb, pyridanol pyridafol, pyridate, pyriftalid, pyriminobac, pyrimifen-methyl, pyrimisulfan, pyrithiobac, pyrimidin Bisulfoxide-sodium, pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop, fast Voltaphyllum-ethyl ester, cyclosporine-P, cyclosporine-P-ethyl ester, quizalofop-P-tefuryl, QYM-201, QYR-301, rimsulfuron, benzene saflufenacil, sethoxydim, sidu ron), simazine, simetryn, SL-261, sulcotrion, sulfentrazone, sulfometuron, sulfuron-methyl Ester, sulfosulfuron, SYN-523, SYP-249 (i.e. 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid 1-ethoxy base-3-methyl-1-oxybut-3-ene-2-ester), SYP-300 (that is, 1-[7-fluoro-3-oxy-4-(prop-2-yne) -1-yl)-3,4-dihydro-2H-1,4-benzo -6-yl]-3-propyl-2-thione imidazolidine-4,5-dione), 2,3,6-TBA, TCA (trichloroacetic acid), TCA--sodium, stilbene tebuthiuron, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbucarb, terbumeton, grass terbuthylazin, terbutryn, tetflupyrolimet, thenylchlor, thiazopyr, thiencarbazone, thiencarbazone Methyl-methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb, tiafenacil, tolpyralate, topramezone ), tralkoxydim, triafamone, tri-allate, triasulfuron, triaziflam, tribenuron , Triflusulfuron-methyl, triclopyr, trietazine, trifloxysulfuron, triflusulfuron-sodium, trifludimoxazin, trifluralin (trifluralin), triflusulfuron, triflusulfuron-methyl ester, tritosulfuron, urea sulfate, vernolate, ZJ-0862 (ie 3,4- Dichloro-N-{2-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}aniline).
植物生長調節劑之實例為: Examples of plant growth regulators are:
阿拉酸式苯(Acibenzolar)、阿拉酸式苯-S-甲酯、5-胺基乙醯丙酸(levulinic acid)、嘧啶醇(ancymidol)、6-苯甲基胺基嘌呤、油菜素內酯(Brassinolid)、兒茶素(catechine)、氯化克美素(chlormequat chloride)、坐果安(cloprop)、環丙酸醯胺(cyclanilide)、3-(環丙-1-烯基)丙酸、亞拉生長素(daminozide)、邁隆(dazomet)、正癸醇、敵草克(dikegulac)、敵草克-鈉、草多索(endothal)、草多索-二鉀、草多索-二鈉和草多索-單(N,N-二甲基烷基銨)、益收生長素(ethephon)、氟節胺(flumetralin)、抑草丁(flurenol)、抑草丁-丁酯、調嘧醇(flurprimidol)、氯吡脲(forchlorfenuron)、赤黴酸、依納素(inabenfide)、吲哚-3-乙酸(IAA)、4-吲哚-3-基丁酸、稻瘟靈(isoprothiolane)、撲殺熱(probenazole)、茉莉酸、順丁烯二醯肼(maleic hydrazide)、氯化壯棉素(mepiquat chloride)、1-甲基環丙烯、茉莉酸甲酯、2-(1-萘基)乙醯胺、1-萘基乙酸、2-萘氧基乙酸、硝基酚酸酯混合物、巴克素(paclobutrazol)、N-(2-苯基乙基)-β-丙胺酸、N-苯基鄰胺甲醯基苯甲酸、調環酸(prohexadione)、調環酸-鈣、茉莉酸誘導體(prohydrojasmone)、水楊酸、獨角金內酯(strigolactone)、四氯硝基苯(tecnazene)、噻苯隆(thidiazuron)、三十烷醇(triacontanol)、抗倒酯(trinexapac)、抗倒酯-乙酯、齊脫底(tsitodef)、烯效唑(uniconazole)、烯效唑-P。 Acibenzolar, Acibenzolar-S-methyl ester, 5-aminoacetyl propionic acid (levulinic acid), ancymidol (ancymidol), 6-benzylaminopurine, brassinolide (Brassinolid), catechin (catechine), chlormequat chloride (chlormequat chloride), cloprop, cyclanilide, 3-(cycloprop-1-enyl)propionic acid, imide daminozide, dazomet, n-decanol, dikegulac, dikegulac-sodium, endothal, edothal-dipotassium, edodosole-disodium Hectalox-mono(N,N-dimethylalkylammonium), ethephon, flumetralin, flurenol, buprofezin-butyl ester, pyrimidine Alcohol (flurpimidol), forchlorfenuron (forchlorfenuron), gibberellic acid, inabenfide (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-naphthyl) ) acetamide, 1-naphthylacetic acid, 2-naphthyloxyacetic acid, nitrophenolate mixture, paclobutrazol, N-(2-phenylethyl)-β-alanine, N-benzene Aminocarboxanic acid, prohexadione, prohexadione-calcium, prohydrojasmone, salicylic acid, strigolactone, tecnazene ), thidiazuron, triacontanol, trinexapac, trinexapac-ethyl, tsitodef, uniconazole, uniconazole-P .
可與本發明之化合物及組成物混合的安全劑之實例為例如解草酮(benoxacor)、解毒喹(cloquintocet(-mexyl))、解草胺腈(cyometrinil)、 環丙磺醯胺(cyprosulfamide)、二氯丙烯胺(dichlormid)、解草唑(fenchlorazole)(-乙酯)、解草啶(fenclorim)、解草胺(flurazole)、肟草安(fluxofenim)、解草唑(furilazole)、異地芬(isoxadifen)(-乙酯)、吡唑解草酯(mefenpyr)(-二乙酯)、萘二甲酸酐、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[4.5]癸烷(CAS 71526-07-3)、2,2,5-三甲基-3-(二氯乙醯基)-1,3-唑啶(CAS 52836-31-4)。 Examples of safeners which may be mixed with the compounds and compositions of the invention are eg benoxacor, cloquintocet (-mexyl), cyometrinil, cyprosulfamide , dichlormid, fenchlorazole (-ethyl ester), fenclorim, flurazole, fluxofenim, fenclorim Furilazole, isoxadifen (-ethyl ester), mefenpyr (-diethyl ester), naphthalene dicarboxylic anhydride, oxabetrinil, 2-methoxy-N -({4-[(Methylaminocarbamoyl)amino]phenyl}sulfonyl)benzylamide (CAS 129531-12-0), 4-(dichloroacetyl)-1-oxo Hetero-4-azaspiro[4.5]decane (CAS 71526-07-3), 2,2,5-trimethyl-3-(dichloroacetyl)-1,3- oxazolidine (CAS 52836-31-4).
可與本發明之化合物及組成物混合的硝化抑制劑之實例係選自由下列所組成之群組:2-(3,4-二甲基-1H-吡唑-1-基)琥珀酸、2-(4,5-二甲基-1H-吡唑-1-基)琥珀酸、乙醇酸3,4-二甲基吡唑鎓鹽、乙酸3,4-二甲基吡唑鎓鹽、乳酸3,4-二甲基吡唑鎓鹽、杏仁酸3,4-二甲基吡唑鎓鹽、1,2,4-***、4-氯-3-甲基吡唑、N-((3(5)-甲基-1H-吡唑-1-基)甲基)乙醯胺、N-((3(5)-甲基-1 H-吡唑-1-基)甲基)甲醯胺、N-((3(5),4-二甲基吡唑-1-基)甲基)甲醯胺、N-((4-氯-3(5)-甲基-吡唑-1-基)甲基)甲醯胺;二氰二胺、尿素與甲醛之反應加成物、三嗪酮(triazonyl)-甲醛-二氰二胺加成物、2-氰基-1-((4-側氧基-1,3,5-三烷(triazinan)-1-基)甲基)胍、1-((2-氰基胍基)甲基)尿素、2-氰基-1-((2-氰基胍基)甲基)胍、2-氯-6-(三氯甲基)-吡啶(氯啶(nitrapyrin)或氯啶(N-serve))、二氰二胺、3,4-二甲基吡唑磷酸鹽、4,5-二甲基吡唑磷酸鹽、3,4-二甲基吡唑、4,5-二甲基吡唑、硫代硫酸銨、苦楝(neem)、基於下列成分之產品:苦楝、亞麻油酸、α-蘇子油酸、對香豆酸甲酯、阿魏酸甲酯(methyl ferulate)、3-(4-羥苯基)丙酸甲酯、水黃皮次素(karanjin)、伯奇萊可頓(brachialacton)、對苯醌高梁醌(p-benzoquinone sorgoleone)、4-胺基-1,2,4-***鹽酸鹽、1-醯胺基-2-硫脲、2-胺基-4-氯-6-甲基嘧啶、2-巰基苯并噻唑、5-乙氧基-3-三氯甲基-1,2,4-硫二唑(氯唑靈(terrazole)、依得利 (etridiazole))、2-磺胺基噻唑、3-甲基吡唑、1,2,4-***硫脲、氰胺、三聚氰胺、沸石粉、兒茶酚、苯醌、四硼酸鈉、烯丙基硫脲、氯酸鹽和硫酸鋅。 Examples of nitration inhibitors that can be mixed with the compounds and compositions of the present invention are selected from the group consisting of: 2-(3,4-dimethyl-1H-pyrazol-1-yl)succinic acid, 2 -(4,5-Dimethyl-1H-pyrazol-1-yl)succinic acid, 3,4-dimethylpyrazolium glycolate, 3,4-dimethylpyrazolium acetate, lactic acid 3,4-dimethylpyrazolium salt, mandelic acid 3,4-dimethylpyrazolium salt, 1,2,4-triazole, 4-chloro-3-methylpyrazole, N-(( 3(5)-Methyl-1H-pyrazol-1-yl)methyl)acetamide, N-((3(5)-methyl-1H-pyrazol-1-yl)methyl)methan amide, N-((3(5),4-dimethylpyrazol-1-yl)methyl)formamide, N-((4-chloro-3(5)-methyl-pyrazole- 1-yl) methyl) formamide; dicyandiamide, reaction adduct of urea and formaldehyde, triazonyl (triazonyl)-formaldehyde-dicyanodiamine adduct, 2-cyano-1-( (4-oxy-1,3,5-tri Alkane (triazinan)-1-yl)methyl)guanidine, 1-((2-cyanoguanidino)methyl)urea, 2-cyano-1-((2-cyanoguanidino)methyl)guanidine , 2-chloro-6-(trichloromethyl)-pyridine (nitrapyrin or N-serve), dicyandiamide, 3,4-dimethylpyrazole phosphate, 4, 5-dimethylpyrazole phosphate, 3,4-dimethylpyrazole, 4,5-dimethylpyrazole, ammonium thiosulfate, neem, products based on: neem, linseed oil acid, alpha-threatoleic acid, methyl p-coumarate, methyl ferulate, methyl 3-(4-hydroxyphenyl) propionate, karanjin, primary Brachialacton, p-benzoquinone sorgoleone, 4-amino-1,2,4-triazole hydrochloride, 1-amido-2-thiourea, 2- Amino-4-chloro-6-methylpyrimidine, 2-mercaptobenzothiazole, 5-ethoxy-3-trichloromethyl-1,2,4-thiadiazole (terrazole, Etridiazole), 2-sulfonamidothiazole, 3-methylpyrazole, 1,2,4-triazole thiourea, cyanamide, melamine, zeolite powder, catechol, benzoquinone, sodium tetraborate , allyl thiourea, chlorate and zinc sulfate.
本發明之化合物及組成物可與一或多種農業效益劑組合使用。 The compounds and compositions of the present invention may be used in combination with one or more agricultural benefit agents.
農業效益劑之實例包括生物刺激劑、植物生長調節劑、植物訊號分子、生長增強劑、微生物刺激分子、生物分子、土壤改良劑、養分、植物養分增強劑、等等,諸如脂殼寡聚糖(LCO)、殼寡聚糖(CO)、殼質化合物、類黃酮、茉莉酸或其衍生物(例如茉莉酸酯)、細胞激素、生長激素、赤霉素、脫落酸、乙烯、菜籽類固醇、水楊酸酯、巨量和微量養分、亞麻油酸或其衍生物、蘇子油酸或其衍生物、卡里金(karrikin)及有益的微生物(例如根瘤菌屬(Rhizobium spp.)、慢生根瘤菌屬(Bradyrhizobium spp.)、中華根瘤菌屬(Sinorhizobium spp.)、固氮根瘤菌屬(Azorhizobium spp.)、球囊黴屬(Glomus spp.)、巨孢囊黴屬(Gigaspora spp.)、膜盤菌屬(Hymenoscyphous spp.)、樹粉孢菌屬(Oidiodendron spp.)、蠟蘑屬(Laccaria spp.)、畢梭利踏斯菌屬(Pisolithus spp.)、根鬚腹菌屬、硬皮馬勃屬、絲核菌屬(Rhizoctonia spp.)、不動桿菌屬(Acinetobacter spp.)、節桿菌屬(Arthrobacter spp.)、節叢孢菌屬(Arthrobotrys spp.)、麴菌屬(Aspergillus spp.)、固氮螺旋菌屬、桿菌屬(Bacillus spp.)、伯克氏菌屬、念珠菌屬(Candida spp.)、金黃單胞菌屬(Chryseomonas spp.)、腸桿菌屬(Enterobacter spp.)、正青霉菌屬(Eupenicillium spp.)、芽孢桿菌屬(Exiguobacterium spp.)、克雷伯氏桿菌屬(Klebsiella spp.)、克呂沃爾菌屬(Kluyvera spp.)、微桿菌屬(Microbacterium spp.)、毛黴菌屬(Mucor spp.)、擬青黴菌屬(Paecilomyces spp.)、類芽孢桿菌屬(Paenibacillus spp.)、青黴菌屬(Penicillium spp.)、假單胞菌屬(Pseudomonas spp.)、鋸桿菌屬(Serratia spp.)、嗜麥芽窄食單胞菌屬 (Stenotrophomonas spp.)、鏈黴菌屬(Streptomyces spp.)、鏈孢囊菌屬(Streptosporangium spp.)、沙明氏菌屬(Swaminathania spp.)、硫桿菌屬(Thiobacillus spp.)、有孢圓酵母屬(Torulospora spp.)、弧菌屬(Vibrio spp.)、黃色桿菌屬(Xanthobacter spp.)、黃單胞菌屬(Xanthomonas spp.)、等等)及其組合。 Examples of agricultural benefit agents include biostimulants, plant growth regulators, plant signaling molecules, growth enhancers, microbial stimulators, biomolecules, soil amendments, nutrients, plant nutrient enhancers, and the like, such as lipochitooligosaccharides (LCO), chitosan oligosaccharides (CO), chitin compounds, flavonoids, jasmonic acid or derivatives thereof (eg jasmonate), cytokines, growth hormones, gibberellins, abscisic acid, ethylene, rapeseed steroids , salicylates, macro- and micronutrients, linoleic acid or its derivatives, threinoleic acid or its derivatives, karrikin and beneficial microorganisms such as Rhizobium spp., Bradyrhizobium spp., Sinorhizobium spp., Azorhizobium spp., Glomus spp., Gigaspora spp. ), Hymenoscyphous spp., Oidiodendron spp., Laccaria spp., Pisolithus spp., Rhizobium , Puffball, Rhizoctonia spp., Acinetobacter spp., Arthrobacter spp., Arthrobotrys spp., Koji ( Aspergillus spp.), Azospira, Bacillus spp., Burkholderia, Candida spp., Chryseomonas spp., Enterobacter spp .), Eupenicillium spp., Exiguobacterium spp., Klebsiella spp., Kluyvera spp., Microbacterium ( Microbacterium spp.), Mucor spp., Paecilomyces spp., Paenibacillus spp., Penicillium spp., Pseudomonas spp.), Serratia spp., Stenotrophomonas maltophilia (Stenotrophomonas spp.), Streptomyces (Streptomyces spp.), Streptosporangium spp., Swaminathania spp., Thiobacillus spp., Torula sp. Genus (Torulospora spp.), Vibrio spp., Xanthobacter spp., Xanthomonas spp., etc.) and combinations thereof.
方法及用途 Method and use
本發明之化合物和組成物具有有效殺微生物活性及/或植物防禦調節潛力。彼等可用於控制植物上的非所需微生物,諸如非所需真菌和細菌。彼等在作物保護(彼等控制引起植物病害之微生物)或用於保護材料(例如,工業材料、木料或儲存貨物)方面會特別有效,如下文更詳細的說明。更具體而言,本發明之化合物和組成物可用於保護種子、發芽種子、出苗之幼苗、植物、植物部分、果實、收穫貨物及/或植物生長於其中的土壤免於非所需微生物。 The compounds and compositions of the present invention have potent microbicidal activity and/or plant defense modulating potential. They can be used to control undesired microorganisms on plants, such as undesired fungi and bacteria. They can be particularly effective in crop protection (they control microorganisms that cause plant disease) or for the protection of materials (eg, industrial materials, lumber, or stored goods), as described in more detail below. More specifically, the compounds and compositions of the present invention can be used to protect seeds, germinated seeds, emerging seedlings, plants, plant parts, fruits, harvested goods and/or the soil in which the plants are grown from unwanted microorganisms.
控制(control/controlling)如本文所用包括非所需微生物之保護性、治癒性及根除性處理。非所需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,更具體而言為植物病原性細菌、植物病原性病毒、植物病原性卵菌或植物病原性真菌。如下文的詳細說明,此等植物病原性微生物為寬廣譜的植物病害之致病原。 Control/controlling, as used herein, includes protective, curative and eradicative treatments of undesirable microorganisms. Undesirable microorganisms can be pathogenic bacteria, pathogenic viruses, pathogenic oomycetes or pathogenic fungi, more particularly phytopathogenic bacteria, phytopathogenic viruses, phytopathogenic oomycetes or phytopathogenic fungi. As detailed below, these phytopathogenic microorganisms are causative agents of a broad spectrum of plant diseases.
更具體而言,本發明之化合物和組成物可用作為殺真菌劑。為了說明書之目的,術語「殺真菌劑」係指可用於作物保護以控制非所需真菌(諸如根腫菌綱(Plasmodiophoromycete)、壺菌綱(Chytridiomycete)、接合菌綱(Zygomycetes)、子囊菌綱(Ascomycete)、擔子菌綱(Basidiomycete)和不完全菌綱(Deuteromycete))及/或控制卵菌綱之化合物或組成物。 More specifically, the compounds and compositions of the present invention are useful as fungicides. For the purpose of this specification, the term "fungicide" refers to a fungicide that can be used in crop protection to control undesired fungi such as Plasmodiophoromycete, Chytridiomycete, Zygomycetes, Ascomycetes (Ascomycete, Basidiomycete and Deuteromycete) and/or compounds or compositions controlling Oomycetes.
本發明之化合物和組成物亦可用作抗細菌劑。特別地,彼等可用於作物保護,例如用於控制非所需細菌,諸如假單胞菌科(Pseudomonadaceae)、根瘤菌科(Rhizobiaceae)、黃單胞菌科(Xanthomonadaceae)、腸桿菌科(Enterobacteriaceae)、棒狀桿菌科(Corynebacteriaceae)和鏈黴菌科(Streptomycetaceae)。 The compounds and compositions of the present invention can also be used as antibacterial agents. In particular, they can be used in crop protection, eg for the control of undesired bacteria, such as the families Pseudomonadaceae, Rhizobiaceae, Xanthomonadaceae, Enterobacteriaceae ), Corynebacteriaceae and Streptomycetaceae.
本發明之化合物和組成物亦可用作為作物保護中的抗病毒劑。例如,本發明之化合物和組成物可對諸如下列的植物病毒引起之病害有效果:菸草嵌紋病毒(TMV)、菸草脆裂病毒(tobacco rattle virus)、菸草矮化病毒(TStuV)、菸草捲葉病毒(VLCV)、菸草脈葉藍嵌紋病毒(TVBMV)、菸草壞死性矮縮病毒(TNDV)、菸草條紋病毒(TSV)、馬鈴薯病毒X(PVX)、馬鈴薯病毒Y、S、M和A、馬鈴薯奧古巴嵌紋病毒(potato acuba mosaic virus,PAMV)、馬鈴薯拖尾病毒(potato mop-top virus,PMTV)、馬鈴薯葉捲病毒(PLRV)、苜蓿花葉病毒(AMV)、胡瓜嵌紋病毒(CMV)、胡瓜綠斑嵌紋病毒(CGMMV)、胡瓜黃化病毒(CuYV)、西瓜嵌紋病毒(WMV)、番茄斑萎病毒(TSWV)、番茄輪點病毒(TomRSV)、甘蔗嵌紋病毒(SCMV)、稻萎縮病毒、稻縞葉枯病毒、稻黑條萎縮病、草莓斑點病毒(SMoV)、草苺鑲脈病毒(SVBV)、草苺輕型黃邊病毒(SMYEV)、草苺皺縮病毒(SCrV)、蠶豆萎凋病毒(BBWV)、和甜瓜壞死斑點病毒(MNSV)。 The compounds and compositions of the present invention can also be used as antiviral agents in crop protection. For example, the compounds and compositions of the present invention may be effective against diseases caused by plant viruses such as: tobacco mosaic virus (TMV), tobacco rattle virus, tobacco dwarf virus (TStuV), tobacco roll Leaf Virus (VLCV), Tobacco Vein Blue Mosaic Virus (TVBMV), Tobacco Necrotizing Dwarf Virus (TNDV), Tobacco Streak Virus (TSV), Potato Virus X (PVX), Potato Virus Y, S, M and A , Potato acuba mosaic virus (PAMV), potato mop-top virus (PMTV), potato leaf roll virus (PLRV), alfalfa mosaic virus (AMV), courgette mosaic virus (CMV), courgette green spot mosaic virus (CGMMV), courgette yellowing virus (CuYV), watermelon mosaic virus (WMV), tomato spotted wilt virus (TSWV), tomato rotation virus (TomRSV), sugarcane mosaic virus (SCMV), rice atrophy virus, rice canola virus, rice black streak atrophy, strawberry spot virus (SMoV), strawberry veneer virus (SVBV), strawberry mild yellow edge virus (SMYEV), strawberry shrinkage virus (SCrV) ), broad bean wilting virus (BBWV), and melon necrotic spot virus (MNSV).
本發明亦關於一種用於控制植物上的非所需微生物(諸如非所需真菌、卵菌及細菌)之方法,其包含將至少一種本發明化合物或至少一種本發明組成物施用至微生物及/或彼等棲所(施用至植物、植物部分、種子、果實或施用至植物生長的土壤)之步驟。 The present invention also relates to a method for controlling undesired microorganisms such as undesired fungi, oomycetes and bacteria on plants, comprising applying to the microorganisms at least one compound of the present invention or at least one composition of the present invention and/or or their habitat (application to plants, plant parts, seeds, fruits or to the soil in which the plants grow).
通常,當將本發明之化合物和組成物使用於控制植物病原性真菌及/或植物病原性卵菌的治愈或保護性方法時,將其有效且植物可相容 的量施用至植物、植物部分、果實、種子或植物生長於其中的土壤或基質。可用於栽培植物之適當基質包括無機基底基質,諸如礦棉,特別是岩棉、珍珠岩、砂或礫石;有機基質,諸如泥炭、松樹皮或鋸屑;及石油基底基質,諸如聚合發泡體或塑料珠粒。有效且植物可相容量意指足以控制或破壞耕地上存在或易於出現的真菌且不使該作物蒙受任何顯著的植物毒性症狀之量。該類量可取決於待控制之真菌、作物類型、作物生長階段、氣候條件及所使用之本發明的各個化合物及組成物而於廣泛的範圍內變化。此量可藉由在熟習此項技術者能力範圍內的系統性田間試驗來確定。 Generally, the compounds and compositions of the present invention are effective and plant compatible when used in curative or protective methods of controlling phytopathogenic fungi and/or phytopathogenic oomycetes is applied to the plant, plant part, fruit, seed or soil or substrate in which the plant grows. Suitable substrates that can be used to grow plants include inorganic substrate substrates such as mineral wool, especially rock wool, perlite, sand or gravel; organic substrates such as peat, pine bark or sawdust; and petroleum substrate substrates such as polymeric foam or Plastic beads. An effective and phytocompatible amount means an amount sufficient to control or destroy fungi that are present or prone to appear on cultivated land without subjecting the crop to any significant symptoms of phytotoxicity. Such amounts may vary widely depending on the fungus to be controlled, the type of crop, the stage of crop growth, the climatic conditions and the individual compounds and compositions of the invention employed. This amount can be determined by systematic field trials within the purview of those skilled in the art.
植物和植物部份 Plants and Plant Parts
本發明之化合物和組成物可施用至任何植物或植物部分。 The compounds and compositions of the present invention can be applied to any plant or plant part.
植物意指所有的植物及植物群,諸如所欲及非所欲野生植物或作物植物(包括天然作物)。作物植物可為可藉由習知的育種及優化方法或藉由生物技術和基因工程方法或該等方法的組合獲得之植物,包括經基因改造之植物(GMO或基因轉殖植物)及受到或未受到植物育種家權利(plant breeders’ rights)保護的植物栽培品種。 Plant means all plants and flora, such as desired and undesired wild plants or crop plants (including natural crops). Crop plants can be plants that can be obtained by conventional methods of breeding and optimization or by biotechnology and genetic engineering methods or a combination of these methods, including genetically modified plants (GMO or transgenic plants) and Plant cultivars not protected by plant breeders' rights.
植物栽培品種係理解為意指具有新的性質(「性狀(trait)」)且藉由習知的育種、藉由致突變或藉由重組DNA技術而獲得的植物。彼等可為栽培品種、變種、生物型或基因型。 Plant cultivars are understood to mean plants with novel properties ("traits") obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. They may be cultivars, varieties, biotypes or genotypes.
植物部分係理解為意指植物地上及地下之所有部分及器官,諸如芽、葉、針葉、柄、莖、花、果實體、果實、種子、根、塊莖及根莖。植物部分亦包括收穫之材料及營養和生殖繁殖材料,例如插條、塊莖、根莖、插枝及種子。 Plant parts are understood to mean all parts and organs of plants above and below ground, such as shoots, leaves, needles, stalks, stems, flowers, fruit bodies, fruits, seeds, roots, tubers and rhizomes. Plant parts also include harvested material and vegetative and reproductive propagation material, such as cuttings, tubers, rhizomes, cuttings and seeds.
可根據本發明之方法處理的植物包括下列:棉花、亞麻、葡萄藤、水果、蔬菜,諸如薔薇科(Rosaceae sp.)(例如仁果諸如蘋果和梨,但亦為核果諸如杏、櫻桃、杏仁和桃子,以及漿果諸如草莓)、茶蔗子科(Ribesioidae sp.)、胡桃科(Juglandaceae sp.)、樺科(Betulaceae sp.)、漆樹科(Anacardiaceae sp.)、山毛櫸科(Fagaceae sp.)、桑科(Moraceae sp.)、木樨科(Oleaceae sp.)、獼猴桃科(Actinidaceae sp.)、樟科(Lauraceae sp.)、芭蕉科(Musaceae sp.)(例如香蕉樹和人造林)、茜草科(Rubiaceae sp.)(例如咖啡)、茶科(Theaceae sp.)、梧桐科(Sterculiceae sp.)、芸香科(Rutaceae sp.)(例如檸檬、柑橘和葡萄柚);茄科(Solanaceae sp.)(例如蕃茄)、百合科(Liliaceae sp.)、菊科(Asteraceae sp.)(例如萵苣)、傘形科(Umbelliferae sp.)、十字花科(Cruciferae sp.)、藜科(Chenopodiaceae sp.)、葫蘆科(Cucurbitaceae sp.)(例如胡瓜)、蔥科(Alliaceae sp.)(例如韭菜、洋蔥)、蝶形花科(Papilionaceae sp.)(例如豌豆);主要作物植物,諸如禾本科(Gramineae sp.)(例如玉米、草皮、穀類諸如小麥、裸麥、稻穀、大麥、燕麥、栗和黑小麥)、菊科(Asteraceae sp.)(例如向日葵)、十字花科屬(Brassicaceae sp.)(例如白菜、紅甘藍、青花椰菜、花椰菜、球芽甘藍、小白菜、球莖甘藍、蘿蔔、和油菜、芥菜、辣根及水芹)、豆科屬(Fabacae sp.)(例如豆類、花生)、蝶形花科(Papilionaceae sp.)(例如大豆)、茄科(Solanaceae sp.)(例如馬鈴薯)、藜科(Chenopodiaceae sp.)(例如甜菜、飼用甜菜、紅頭菜、甜菜根);用於園林和林地之有用的植物和觀賞性植物;及此等植物中之各者經基因改造之變種。 Plants that can be treated according to the methods of the present invention include the following: cotton, flax, vines, fruits, vegetables, such as Rosaceae sp. (eg pome fruit such as apples and pears, but also stone fruits such as apricots, cherries, almonds) and peaches, and berries such as strawberries), Ribesioidae sp., Juglandaceae sp., Betulaceae sp., Anacardiaceae sp., Fagaceae sp. , Moraceae sp., Oleaceae sp., Actinidaceae sp., Lauraceae sp., Musaceae sp. (e.g. banana trees and plantations), madder Families (Rubiaceae sp.) (e.g. coffee), Theaceae (Theaceae sp.), Sterculiceae sp., Rutaceae (e.g. lemon, citrus and grapefruit); Solanaceae (Solanaceae sp.) ) (e.g. tomatoes), Liliaceae (Liliaceae sp.), Asteraceae (Asteraceae sp.) (e.g. lettuce), Umbelliferae sp., Cruciferae sp., Chenopodiaceae sp. ), Cucurbitaceae sp. (e.g. courgettes), Alliaceae (Alliaceae sp.) (e.g. leeks, onions), Papilionaceae sp. (e.g. peas); major crop plants such as Poaceae ( Gramineae sp.) (eg corn, turf, cereals such as wheat, rye, rice, barley, oats, chestnut and triticale), Asteraceae sp. (eg sunflower), Brassicaceae sp. (e.g. cabbage, red cabbage, broccoli, cauliflower, Brussels sprouts, bok choy, cabbage, radish, and canola, mustard greens, horseradish, and cress), Fabacae sp. (e.g. beans, peanuts) , Papilionaceae sp. (e.g. soybean), Solanaceae (Solanaceae sp.) (e.g. potato), Chenopodiaceae sp. (e.g. beet, forage beet, beetroot, beetroot); with Plants and ornamental plants useful in gardens and woodlands; and genetically modified varieties of each of these plants.
可以上文所揭示之方法處理的植物及植物栽培品種包括對抗一或多種生物逆境之植物及植物栽培品種,亦即該等植物顯示對抗動物及微 生物害蟲之更佳防禦性,諸如對抗線蟲、昆蟲、蟎、植物病原性真菌、細菌、病毒及/或類病毒。 Plants and plant cultivars that can be treated by the methods disclosed above include plants and plant cultivars that are resistant to one or more biological stressors, i.e. those plants exhibit resistance to animals and microbes. Better defense against biological pests, such as against nematodes, insects, mites, phytopathogenic fungi, bacteria, viruses and/or viroids.
可以上文所揭示之方法處理的植物及植物栽培品種包括對抗一或多種非生物逆境之彼等植物。非生物逆境條件可包括例如乾旱、低溫暴露、熱暴露、滲透逆境、洪水、土壤鹽度增加、礦物質暴露增加、臭氧暴露、高暴光、有限的氮養分可用率、有限的磷養分可用率、避蔭。 Plants and plant cultivars that can be treated by the methods disclosed above include those plants that are resistant to one or more abiotic stresses. Abiotic stress conditions can include, for example, drought, low temperature exposure, heat exposure, osmotic stress, flooding, increased soil salinity, increased mineral exposure, ozone exposure, high light exposure, limited nitrogen nutrient availability, limited phosphorus nutrient availability, Avoid the shade.
可以上文所揭示之方法處理的植物及植物栽培品種包括以產量特性增強為特徵之彼等植物。在該植物中產量增加可為例如改良的植物生理學、生長及發育的結果,諸如水分利用效率、水分保持效率、改良的氮利用、增強的碳同化、改良的光合成、增加的發芽效率和加炔成熟。產量可另外受改良之植物株型的影響(在逆境及非逆境條件下),包括但不限於早期開花、對雜交種子生產之開花控制、幼苗活力、植物大小、節間數目和距離、根生長、種子大小、果實大小、豆莢大小、豆莢或穗數目、每個豆莢或穗之種子數目、種子質量、增強的種子飽滿性(seed filling)、降低的種子散佈度、降低的豆莢開裂性和抗倒伏性。其他產量性狀包括種子組成,諸如碳水化合物含量和組成(例如棉或澱粉)、蛋白質含量、油含量和組成、養分價值、抗養分化合物減少、改良的可加工性及更好的儲存穩定性。 Plants and plant cultivars that can be treated by the methods disclosed above include those plants characterized by enhanced yield characteristics. Increased yield in the plant can be, for example, the result of improved plant physiology, growth and development, such as water use efficiency, water retention efficiency, improved nitrogen use, enhanced carbon assimilation, improved photosynthesis, increased germination efficiency, and increased germination efficiency. Alkyne matures. Yield can additionally be affected by improved plant type (under stressful and non-stressed conditions), including but not limited to early flowering, flowering control for hybrid seed production, seedling vigour, plant size, number and distance of internodes, root growth , seed size, fruit size, pod size, number of pods or ears, number of seeds per pod or ear, seed quality, enhanced seed filling, reduced seed spread, reduced pod dehiscence and resistance Lodging. Other yield traits include seed composition, such as carbohydrate content and composition (eg, cotton or starch), protein content, oil content and composition, nutrient value, reduction in antinutrient compounds, improved processability, and better storage stability.
可以上文所揭示之方法處理的植物及植物栽培品種包括為雜交植物之植物及植物栽培品種,該雜交植物已表現導致通常較高的產量、活力、健康及抗生物和非生物逆境之雜種優勢或雜交活力的特徵。 Plants and plant cultivars that can be treated by the methods disclosed above include plants and plant cultivars that are hybrid plants that have exhibited heterosis resulting in generally higher yield, vigor, health and resistance to biotic and abiotic stress or characteristics of hybrid vigour.
基因轉殖植物、種子處理和整合事件 Transgenic plants, seed treatment and integration events
根據本發明之化合物可有利地用於處理接受遺傳物質的基因轉殖植物、植物栽培品種或植物部分,該遺傳物質將有利及/或有用的性質 (性狀)賦予至此等植物、植物栽培品種或植物部分。因此,預期本發明可與一或多種重組性狀或基因轉殖事件或其組合一起組合。為了本申請案之目的,基因轉殖事件係藉由將特定的重組DNA分子***植物基因組染色體內的特定位置(基因座)而產生。***產生稱為「事件」的新穎DNA序列,且以所***之重組DNA分子及一些量的基因組DNA(緊鄰或側接所***之DNA的兩端)為特徵。該(等)性狀或基因轉殖事件包括但不限於抗害蟲性、水分利用效率、產量表現、耐旱性、種子品質、改良的養分品質,雜交種子生產和除草劑耐受性,其中性狀係以相對於缺乏該等性狀或基因轉殖事件之植物來測量。該等有利及/或有用性質(性狀)的具體實例為更好的植物生長、活力、耐逆性、站立性、抗倒伏性、養分吸收、植物養分及/或產量,特別是改良的生長、對高溫或低溫的耐受性增加、對乾旱或水位或土壤鹽度耐受性增加、開花性能增強、更容易收成、加速熟成、收成產物的較高產量、較高品質及/或較高養分價值、收成產物的更佳保存期限及/或可加工性、及對抗動物和微生物害蟲(諸如對抗昆蟲、蛛形綱、線蟲、蟎、蛞蝓和蝸牛)的抗性增加。 The compounds according to the invention can advantageously be used for the treatment of transgenic plants, plant cultivars or plant parts receiving genetic material which will have advantageous and/or useful properties (Traits) are imparted to these plants, plant cultivars or plant parts. Accordingly, it is contemplated that the present invention may be combined with one or more recombination traits or gene transfer events or combinations thereof. For the purposes of this application, a gene transfer event is produced by inserting a specific recombinant DNA molecule into a specific location (locus) within the chromosome of the plant genome. Insertions generate novel DNA sequences called "events" and are characterized by the inserted recombinant DNA molecule and some amount of genomic DNA immediately adjacent or flanking both ends of the inserted DNA. Such trait(s) or transgenic events include, but are not limited to, pest resistance, water use efficiency, yield performance, drought tolerance, seed quality, improved nutrient quality, hybrid seed production, and herbicide tolerance, wherein the trait is Measured relative to plants lacking these traits or transgenic events. Specific examples of such advantageous and/or useful properties (traits) are better plant growth, vigour, stress tolerance, standing, lodging resistance, nutrient uptake, plant nutrients and/or yield, in particular improved growth, Increased tolerance to high or low temperatures, increased tolerance to drought or water level or soil salinity, enhanced flowering performance, easier harvest, accelerated ripening, higher yield, higher quality and/or higher nutrients of the harvested product Value, better shelf life and/or processability of the harvested product, and increased resistance against animal and microbial pests such as against insects, arachnids, nematodes, mites, slugs and snails.
在編碼賦予針對該等動物和微生物害蟲(特別是昆蟲)之耐受性的蛋白質之DNA序列中,特別提及來自編碼Bt蛋白質的蘇力菌(Bacillus thuringiensis)之遺傳物質,其廣泛地說明於文獻中且為熟習該項技術者所熟知。亦提及自細菌(諸如光桿狀菌(Photorhabdus))萃取之蛋白質(WO97/17432和WO98/08932)。特別地,提及Bt Cry或VIP蛋白質,其包括Cry1A、CryIAb、CryIAc、CryIIA、CryIIIA、CryIIIB2、Cry9c Cry2Ab、Cry3Bb和CryIF蛋白質或其毒素片段以及其雜合物或組合,尤其是Cry1F蛋白質或衍生自Cry1F蛋白質之雜合物(例如雜合Cry1A-Cry1F蛋白質或其毒素片段)、Cry1A型蛋白質或其毒素片段,較佳為Cry1Ac蛋白質或衍生自Cry1Ac 蛋白質之雜合物(例如雜合Cry1Ab-Cry1Ac蛋白質)、或Cry1Ab或Bt2蛋白質或其毒素片段、Cry2Ae、Cry2Af或Cry2Ag蛋白質或其毒素片段、Cry1A.105蛋白質或其毒素片段、VIP3Aa19蛋白質、VIP3Aa20蛋白質、在COT202或COT203棉事件中所生產之VIP3A蛋白質、VIP3Aa蛋白質或其毒素片段(如Estruch等人之(1996),Proc Natl Acad Sci US A.28;93(11):5389-94中所述)、Cry蛋白質(如在WO2001/47952中所述)、來自致病桿菌(Xenorhabdus)(如在WO98/50427中所述)、沙雷氏菌(Serratia)(特別是來自嗜蟲沙雷氏菌(S.entomophila))或光桿狀菌(Photorhabdus)物種菌株之殺昆蟲蛋白質,諸如來自光桿狀菌之Tc蛋白質(如WO98/08932中所述)。本文亦包括此等蛋白質中任一者的任何變種或突變體,其與上述命名之序列中任一者(特別是其毒素片段之序列)有一些胺基酸差別(1至10個,較佳為1至5個)或其與轉運肽(諸如質體轉運肽)或另一蛋白質或肽融合。 Among the DNA sequences encoding proteins conferring tolerance against such animal and microbial pests, especially insects, particular mention is made of the genetic material from Bacillus thuringiensis encoding the Bt protein, which is broadly described in in the literature and well known to those skilled in the art. Proteins extracted from bacteria such as Photorhabdus are also mentioned (WO97/17432 and WO98/08932). In particular, reference is made to Bt Cry or VIP proteins including Cry1A, CryIAb, CryIAc, CryIIA, CryIIIA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CryIF proteins or toxin fragments thereof and hybrids or combinations thereof, especially Cry1F proteins or derivatives Hybrid from Cry1F protein (eg hybrid Cry1A-Cry1F protein or toxin fragment thereof), Cry1A type protein or toxin fragment thereof, preferably Cry1Ac protein or derived from Cry1Ac Hybrid compounds of proteins (eg hybrid Cry1Ab-Cry1Ac proteins), or Cry1Ab or Bt2 proteins or toxin fragments thereof, Cry2Ae, Cry2Af or Cry2Ag proteins or toxin fragments thereof, Cry1A.105 proteins or toxin fragments thereof, VIP3Aa19 proteins, VIP3Aa20 proteins , VIP3A protein, VIP3Aa protein or toxin fragments thereof produced in COT202 or COT203 cotton events (as described in Estruch et al. (1996), Proc Natl Acad Sci US A. 28;93(11):5389-94 ), Cry proteins (as described in WO2001/47952), from Xenorhabdus (as described in WO98/50427), Serratia (in particular from Serratia entomophila) (S. entomophila) or Photorhabdus species strains of insecticidal proteins, such as Tc proteins from Photorhabdus (as described in WO 98/08932). Also included herein are any variants or mutants of any of these proteins that have some amino acid differences (1 to 10, preferably 1 to 10) from any of the above-named sequences (especially the sequences of the toxin fragments thereof). 1 to 5) or a fusion with a transit peptide (such as a plastid transit peptide) or another protein or peptide.
此等性質的另一且特別強調的實例為賦予針對一或多種除草劑(例如咪唑啉酮、磺醯脲、草甘膦或膦絲菌素(phosphinothricin))之耐受性。在編碼賦予轉化(transformed)植物細胞及植物針對特定的除草劑之耐受性的蛋白質之DNA序列中,特別提及WO2009/152359中所述之bar或PAT基因或天藍色鏈黴菌(Streptomyces coelicolor)基因,其賦予針對固殺草除草劑之耐受性、編碼適當EPSPS(5-烯醇丙酮醯基莽草酸-3-磷酸酯合成酶)之基因(其賦予針對具有作為標的之EPSPS的除草劑(尤其是除草劑,諸如草甘膦和其鹽)之耐受性)、編碼草甘膦-n-乙醯基轉移酶之基因或編碼草甘膦氧化還原酶之基因。其他適當除草劑耐受性性狀包括至少一種ALS(乙醯乳酸合成酶)抑制劑(例如WO2007/024782)、突變之擬南芥(Arabidopsis)ALS/AHAS基因(例如美國專利6,855,533)、編碼賦予針對2,4-D(2,4-二氯苯氧基乙酸) 之耐受性的2,4-D-單氧化酶之基因及編碼賦予針對麥草畏(dicamba)(3,6-二氯-2-甲氧基苯甲酸)之耐受性的麥草畏單氧化酶之基因。 Another and particularly emphasized example of these properties is conferring tolerance to one or more herbicides such as imidazolinones, sulfonylureas, glyphosate or phosphinothricin. Among the DNA sequences encoding proteins conferring tolerance to specific herbicides in transformed plant cells and plants, particular mention is made of the bar or PAT genes or the Streptomyces coelicolor described in WO 2009/152359 A gene that confers tolerance to solid-killing herbicides, a gene encoding an appropriate EPSPS (5-enolpyruvylshikimate-3-phosphate synthase) that confers resistance to herbicides with EPSPS as the target (especially tolerance to herbicides such as glyphosate and its salts), a gene encoding a glyphosate-n-acetyltransferase or a gene encoding a glyphosate oxidoreductase. Other suitable herbicide tolerance traits include at least one ALS (acetolactate synthase) inhibitor (eg WO2007/024782), mutant Arabidopsis ALS/AHAS genes (eg US Pat. No. 6,855,533), coding for 2,4-D(2,4-Dichlorophenoxyacetic acid) Gene of 2,4-D-monooxidase for tolerance to dicamba and encoding dicamba monooxidase conferring tolerance to dicamba (3,6-dichloro-2-methoxybenzoic acid) Enzyme genes.
該等性質的又另一實例為針對一或多種植物病原性真菌(例如亞洲大豆銹病)之耐受性。在編碼賦予針對該等病害之耐受性的蛋白質之DNA序列中,特別提及來自闊葉大豆(glycine tomentella),例如來自公開可取得的登錄系列PI441001、PI483224、PI583970、PI446958、PI499939、PI505220、PI499933、PI441008、PI505256或PI446961中任一者之遺傳物質,如WO2019/103918中所述。 Yet another example of such properties is tolerance to one or more phytopathogenic fungi such as Asian soybean rust. Among the DNA sequences encoding proteins conferring tolerance against these diseases, particular mention is made of those from broad-leaved soybean (glycine tomentella), for example from the publicly available accession series PI441001, PI483224, PI583970, PI446958, PI499939, PI505220, The genetic material of any one of PI499933, PI441008, PI505256 or PI446961, as described in WO2019/103918.
該等性質的另一且特別強調的實例為由於例如後天性系統抗性(systemic acquired resistance)(SAR)、系統素(systemin)、植物防禦素、激發子(elicitors)以及抗性基因及對應表現之蛋白質和毒素而增加之對抗細菌及/或病毒之抗性。 Another and particularly emphasized example of such properties is due to, for example, systemic acquired resistance (SAR), systemins, plant defensins, elicitors, and resistance genes and corresponding expressions increased resistance against bacteria and/or viruses due to proteins and toxins.
在可較佳根據本發明處理之基因轉殖植物或植物栽培品種中特別有用的基因轉殖事件包括事件531/PV-GHBK04(棉,昆蟲控制,說明於WO2002/040677)、事件1143-14A(棉,昆蟲控制,未寄存,說明於WO2006/128569);事件1143-51B(棉,昆蟲控制,未寄存,說明於WO2006/128570);事件1445(棉,除草劑耐受性,未寄存,說明於US-A 2002-120964或WO2002/034946);事件17053(稻米,除草劑耐受性,寄存為PTA-9843,說明於WO2010/117737);事件17314(稻米,除草劑耐受性,寄存為PTA-9844,說明於WO2010/117735);事件281-24-236(棉,昆蟲控制-除草劑耐受性,寄存為PTA-6233,說明於WO2005/103266或US-A 2005-216969);事件3006-210-23(棉,昆蟲控制-除草劑耐受性,寄存為PTA-6233,說明於US-A 2007-143876 orWO2005/103266);事件3272(玉米,品質性狀,寄存為PTA-9972,說明於WO2006/098952或 US-A 2006-230473);事件33391(小麥,除草劑耐受性,寄存為PTA-2347,說明於WO2002/027004)、事件40416(玉米,昆蟲控制-除草劑耐受性,寄存為ATCC PTA-11508,說明於WO 11/075593);事件43A47(玉米,昆蟲控制-除草劑耐受性,寄存為ATCC PTA-11509,說明於WO2011/075595);事件5307(玉米,昆蟲控制,寄存為ATCC PTA-9561,說明於WO2010/077816);事件ASR-368(小糠草,除草劑耐受性,寄存為ATCC PTA-4816,說明於US-A 2006-162007或WO2004/053062);事件B16(玉米,除草劑耐受性,未寄存,說明於US-A 2003-126634);事件BPS-CV127-9(大豆,除草劑耐受性,寄存為NCIMB號41603,說明於WO2010/080829);事件BLR1(油菜,恢復雄性不育,寄存為NCIMB 41193,說明於WO2005/074671)、事件CE43-67B(棉,昆蟲控制,寄存為DSM ACC2724,說明於US-A 2009-217423或WO2006/128573);事件CE44-69D(棉,昆蟲控制,未寄存,說明於US-A 2010-0024077);事件CE44-69D(棉,昆蟲控制,未寄存,說明於WO2006/128571);事件CE46-02A(棉,昆蟲控制,未寄存,說明於WO2006/128572);事件COT102(棉,昆蟲控制,未寄存,說明於US-A 2006-130175或WO2004/039986);事件COT202(棉,昆蟲控制,未寄存,說明於US-A 2007-067868或WO2005/054479);事件COT203(棉,昆蟲控制,未寄存,說明於WO2005/054480););事件DAS21606-3/1606(大豆,除草劑耐受性,寄存為PTA-11028,說明於WO2012/033794)、事件DAS40278(玉米,除草劑耐受性,寄存為ATCC PTA-10244,說明於WO2011/022469);事件DAS-44406-6/pDAB8264.44.06.1(大豆,除草劑耐受性,寄存為PTA-11336,說明於WO2012/075426)、事件DAS-14536-7/pDAB8291.45.36.2(大豆,除草劑耐受性,寄存為 PTA-11335,說明於WO2012/075429)、事件DAS-59122-7(玉米,昆蟲控制-除草劑耐受性,寄存為ATCC PTA 11384,說明於US-A 2006-070139);事件DAS-59132(玉米,昆蟲控制-除草劑耐受性,未寄存,說明於WO2009/100188);事件DAS68416(大豆,除草劑耐受性,寄存為ATCC PTA-10442,說明於WO2011/066384或WO2011/066360);事件DP-098140-6(玉米,除草劑耐受性,寄存為ATCC PTA-8296,說明於US-A 2009-137395或WO 08/112019);事件DP-305423-1(大豆,品質性狀,未寄存,說明於US-A 2008-312082或WO2008/054747);事件DP-32138-1(玉米,雜交系統,寄存為ATCC PTA-9158,說明於US-A 2009-0210970或WO2009/103049);事件DP-356043-5(大豆,除草劑耐受性,寄存為ATCC PTA-8287,說明於US-A 2010-0184079或WO2008/002872);事件EE-I(茄子,昆蟲控制,未寄存,說明於WO 07/091277);事件Fil 17(玉米,除草劑耐受性,寄存為ATCC 209031,說明於US-A 2006-059581或WO 98/044140);事件FG72(大豆,除草劑耐受性,寄存為PTA-11041,說明於WO2011/063413)、事件GA21(玉米,除草劑耐受性,寄存為ATCC 209033,說明於US-A 2005-086719或WO 98/044140);事件GG25(玉米,除草劑耐受性,寄存為ATCC 209032,說明於US-A 2005-188434或WO98/044140);事件GHB119(棉,昆蟲控制-除草劑耐受性,寄存為ATCC PTA-8398,說明於WO2008/151780);事件GHB614(棉,除草劑耐受性,寄存為ATCC PTA-6878,說明於US-A 2010-050282或W02007/017186);事件GJ11(玉米,除草劑耐受性,寄存為ATCC 209030,說明於US-A 2005-188434或WO98/044140);事件GM RZ13(甜菜,病毒抗性,寄存為NCIMB-41601,說明於WO2010/076212);事件 H7-1(甜菜,除草劑耐受性,寄存為NCIMB 41158或NCIMB 41159,說明於US-A 2004-172669或WO 2004/074492);事件JOPLIN1(小麥,病害耐受性,未寄存,說明於US-A 2008-064032);事件LL27(大豆,除草劑耐受性,寄存為NCIMB41658,說明於WO2006/108674或US-A 2008-320616);事件LL55(大豆,除草劑耐受性,寄存為NCIMB 41660,說明於WO 2006/108675或US-A 2008-196127);事件LLcotton25(棉,除草劑耐受性,寄存為ATCC PTA-3343,說明於WO2003/013224或US-A 2003-097687);事件LLRICE06(稻米,除草劑耐受性,寄存為ATCC 203353,說明於US 6,468,747或WO2000/026345);事件LLRice62(稻米,除草劑耐受性,寄存為ATCC 203352,說明於WO2000/026345)、事件LLRICE601(稻米,除草劑耐受性,寄存為ATCC PTA-2600,說明於US-A 2008-2289060或WO2000/026356);事件LY038(玉米,品質性狀,寄存為ATCC PTA-5623,說明於US-A 2007-028322或WO2005/061720);事件MIR162(玉米,昆蟲控制,寄存為PTA-8166,說明於US-A 2009-300784或WO2007/142840);事件MIR604(玉米,昆蟲控制,未寄存,說明於US-A 2008-167456或WO2005/103301);事件MON15985(棉,昆蟲控制,寄存為ATCC PTA-2516,說明於US-A 2004-250317或WO2002/100163);事件MON810(玉米,昆蟲控制,未寄存,說明於US-A 2002-102582);事件MON863(玉米,昆蟲控制,寄存為ATCC PTA-2605,說明於WO2004/011601或US-A 2006-095986);事件MON87427(玉米,授粉控制,寄存為ATCC PTA-7899,說明於WO2011/062904);事件MON87460(玉米,耐逆性,寄存為ATCC PTA-8910,說明於WO2009/111263或US-A 2011-0138504);事件MON87701(大豆,昆蟲控制,寄存為ATCC PTA-8194,說明於US-A 2009-130071或WO2009/064652);事件MON87705(大豆,品質性狀-除草劑耐受性,寄存為ATCC PTA-9241,說明於US-A 2010-0080887或WO2010/037016);事件MON87708(大豆,除草劑耐受性,寄存為ATCC PTA-9670,說明於WO2011/034704);事件MON87712(大豆,產量,寄存為PTA-10296,說明於WO2012/051199)、事件MON87754(大豆,品質性狀,寄存為ATCC PTA-9385,說明於WO2010/024976);事件MON87769(大豆,品質性狀,寄存為ATCC PTA-8911,說明於US-A 2011-0067141或WO2009/102873);事件MON88017(玉米,昆蟲控制-除草劑耐受性,寄存為ATCC PTA-5582,說明於US-A 2008-028482或WO2005/059103);事件MON88913(棉,除草劑耐受性,寄存為ATCC PTA-4854,說明於WO2004/072235或US-A 2006-059590);事件MON88302(油菜,除草劑耐受性,寄存為PTA-10955,說明於WO2011/153186)、事件MON88701(棉,除草劑耐受性,寄存為PTA-11754,說明於WO2012/134808)、事件MON89034(玉米,昆蟲控制,寄存為ATCC PTA-7455,說明於WO 07/140256或US-A 2008-260932);事件MON89788(大豆,除草劑耐受性,寄存為ATCC PTA-6708,說明於US-A 2006-282915或WO2006/130436);事件MS1 1 (油菜,授粉控制-除草劑耐受性,寄存為ATCC PTA-850或PTA-2485,說明於WO2001/031042);事件MS8(油菜,授粉控制-除草劑耐受性,寄存為ATCC PTA-730,說明於WO2001/041558或US-A 2003-188347);事件NK603(玉米,除草劑耐受性,寄存為ATCC PTA-2478,說明於US-A 2007-292854);事件PE-7(稻米,昆蟲控制,未寄存,說明於WO2008/114282);事件RF3(油菜,授粉控制-除草劑耐受性,寄存為ATCC PTA-730,說明於WO2001/041558或US-A 2003-188347);事件RT73(油菜,除草劑耐受性,未寄存,說明於WO2002/036831或US-A 2008-070260);事件SYHT0H2/SYN-000H2-5(大豆,除草劑耐受性,寄存為PTA-11226,說明於WO2012/082548)、事件T227-1(甜菜,除草劑耐受性,未寄存,說明於WO2002/44407或US-A 2009-265817);事件T25(玉米,除草劑耐受性,未寄存,說明於US-A 2001-029014或WO2001/051654);事件T304-40(棉,昆蟲控制-除草劑耐受性,寄存為ATCC PTA-8171,說明於US-A 2010-077501或WO2008/122406);事件T342-142(棉,昆蟲控制,未寄存,說明於WO2006/128568);事件TC1507(玉米,昆蟲控制-除草劑耐受性,未寄存,說明於US-A 2005-039226或WO2004/099447);事件VIP1034(玉米,昆蟲控制-除草劑耐受性,寄存為ATCC PTA-3925,說明於WO2003/052073)、事件32316(玉米,昆蟲控制-除草劑耐受性,寄存為PTA-11507,說明於WO2011/084632)、事件4114(玉米,昆蟲控制-除草劑耐受性,寄存為PTA-11506,說明於W02011/084621)、事件EE-GM3/FG72(大豆,除草劑耐受性,ATCC登錄號PTA-11041)選擇性地與事件EE-GM1/LL27或事件EE-GM2/LL55(WO2011/063413A2)疊加、事件DAS-68416-4(大豆,除草劑耐受性,ATCC登錄號PTA-10442,WO2011/066360A1)、事件DAS-68416-4(大豆,除草劑耐受性,ATCC登錄號PTA-10442,WO2011/066384A1)、事件DP-040416-8(玉米,昆蟲控制,ATCC登錄號PTA-11508,WO2011/075593A1)、事件DP-043A47-3(玉米,昆蟲控制,ATCC登錄號PTA-11509,WO2011/075595A1)、事件DP-004114-3(玉米,昆蟲控制,ATCC登錄號PTA-11506,WO2011/084621A1)、事件DP-032316-8(玉米,昆蟲控制,ATCC登錄號PTA-11507,WO2011/084632A1)、事件MON-88302-9 (油菜,除草劑耐受性,ATCC登錄號PTA-10955,WO2011/153186A1)、事件DAS-21606-3(大豆,除草劑耐受性,ATCC Accession No.PTA-11028,WO2012/033794A2)、事件MON-87712-4(大豆,品質性狀,ATCC登錄號PTA-10296,WO2012/051199A2)、事件DAS-44406-6(大豆,疊加之除草劑耐受性,ATCC登錄號PTA-11336,WO2012/075426A1)、事件DAS-14536-7(大豆,疊加之除草劑耐受性,ATCC登錄號PTA-11335,WO2012/075429A1)、事件SYN-000H2-5(大豆,除草劑耐受性,ATCC登錄號PTA-11226,WO2012/082548A2)、事件DP-061061-7(油菜,除草劑耐受性,未取得寄存編號,WO2012071039A1)、事件DP-073496-4(油菜,除草劑耐受性,未取得寄存編號,US2012131692)、事件8264.44.06.1(大豆,疊加之除草劑耐受性,登錄號PTA-11336,WO2012075426A2)、事件8291.45.36.2(大豆,疊加之除草劑耐受性,登錄號PTA-11335,WO2012075429A2)、事件SYHT0H2(大豆,ATCC登錄號PTA-11226,WO2012/082548A2)、事件MON88701(棉,ATCC登錄號PTA-11754,WO2012/134808A1)、事件KK179-2(苜蓿草,ATCC登錄號PTA-11833,WO2013/003558A1)、事件pDAB8264.42.32.1(大豆,疊加之除草劑耐受性,ATCC登錄號PTA-11993,WO2013/010094A1)、事件MZDT09Y(玉米,ATCC登錄號PTA-13025,WO2013/012775A1)。 Transgenic events that are particularly useful in transgenic plants or plant cultivars that can preferably be treated according to the present invention include event 531/PV-GHBK04 (cotton, insect control, described in WO2002/040677), event 1143-14A ( Cotton, insect control, not deposited, described in WO2006/128569); Event 1143-51B (cotton, insect control, not deposited, described in WO2006/128570); Event 1445 (cotton, herbicide tolerance, not deposited, described in US-A 2002-120964 or WO2002/034946); event 17053 (rice, herbicide tolerance, deposited as PTA-9843, described in WO2010/117737); event 17314 (rice, herbicide tolerance, deposited as PTA-9844, described in WO2010/117735); Event 281-24-236 (Cotton, insect control - herbicide tolerance, deposited as PTA-6233, described in WO2005/103266 or US-A 2005-216969); Event 3006-210-23 (cotton, insect control - herbicide tolerance, deposited as PTA-6233, described in US-A 2007-143876 or WO2005/103266); event 3272 (maize, quality trait, deposited as PTA-9972, as described in WO2006/098952 or US-A 2006-230473); event 33391 (wheat, herbicide tolerance, deposited as PTA-2347, described in WO2002/027004), event 40416 (maize, insect control-herbicide tolerance, deposited as ATCC PTA) -11508, described in WO 11/075593); event 43A47 (maize, insect control - herbicide tolerance, deposited with ATCC PTA-11509, described in WO2011/075595); event 5307 (maize, insect control, deposited with ATCC) PTA-9561, described in WO 2010/077816); Event ASR-368 (Panthera chinensis, herbicide tolerant, deposited with ATCC PTA-4816, described in US-A 2006-162007 or WO2004/053062); Event B16 ( Maize, herbicide tolerance, not deposited, described in US-A 2003-126634); Event BPS-CV127-9 (Soybean, herbicide tolerance, deposited under NCIMB No. 41603, described in WO2010/080829); Event BLR1 (rape, restored male sterility, deposited as NCIMB 41193, described in WO2005/074671), event CE43-67B (cotton, insect control, deposited as DSM ACC2724, described in US-A 2009-217423 or WO2006/128573); Event CE44-69D (cotton, insect control, not deposited, described in US-A 2010-0024077); event CE44-69D (cotton, insect control, not deposited, described in WO2006/128571); event CE46-02A (cotton, Insect control, not deposited, described in WO2006/128572); event COT102 (cotton, insect control, not deposited, described in US-A 2006-130175 or WO2004/039986); event COT202 (cotton, insect control, not deposited, described in US-A 2007-067868 or WO2005/054479); event COT203 (cotton, insect control, not deposited, described in WO2005/054480);); event DAS21606-3/1606 (soybean, herbicide tolerance, deposited as PTA-11028, described in WO2012/033794), event DAS40278 (maize, herbicide tolerance, deposited with ATCC PTA-10244, described in WO2011/022469); event DAS-44406-6/pDAB8264.44.06.1 (soybean , herbicide tolerance, deposited as PTA-11336, described in WO2012/075426), event DAS-14536-7/pD AB8291.45.36.2 (Soybean, herbicide tolerance, deposited as PTA-11335, described in WO2012/075429), event DAS-59122-7 (maize, insect control - herbicide tolerance, deposited with ATCC PTA 11384, described in US-A 2006-070139); event DAS-59132 ( Maize, insect control - herbicide tolerance, not deposited, described in WO2009/100188); event DAS68416 (soybean, herbicide tolerance, deposited as ATCC PTA-10442, described in WO2011/066384 or WO2011/066360); Event DP-098140-6 (maize, herbicide tolerance, deposited with ATCC PTA-8296, described in US-A 2009-137395 or WO 08/112019); event DP-305423-1 (soybean, quality trait, no Deposit, described in US-A 2008-312082 or WO2008/054747); Event DP-32138-1 (maize, hybrid system, deposited as ATCC PTA-9158, described in US-A 2009-0210970 or WO2009/103049); Event DP-356043-5 (soybean, herbicide tolerance, deposited with ATCC PTA-8287, described in US-A 2010-0184079 or WO2008/002872); event EE-I (eggplant, insect control, not deposited, described in WO 07/091277); event Fil 17 (maize, herbicide tolerance, deposited with ATCC 209031, described in US-A 2006-059581 or WO 98/044140); event FG72 (soybean, herbicide tolerance, deposited are PTA-11041, described in WO2011/063413), event GA21 (maize, herbicide tolerance, deposited with ATCC 209033, described in US-A 2005-086719 or WO 98/044140); event GG25 (maize, herbicide) Tolerance, deposited with ATCC 209032, described in US-A 2005-188434 or WO98/044140); Event GHB119 (cotton, insect control - herbicide tolerance, deposited with ATCC PTA-8398, described in WO2008/151780) ; event GHB614 (cotton, herbicide tolerance, deposited with ATCC PTA-6878, described in US-A 2010-050282 or WO2007/017186); event GJ11 (maize, herbicide tolerance, deposited with ATCC 209030, described in US-A 2005-188434 or WO98/044140); event GM RZ13 (beet, virus resistance, deposited as NCIMB-41601, described in WO2010/076212); Incident H7-1 (beet, herbicide tolerance, deposited as NCIMB 41158 or NCIMB 41159, described in US-A 2004-172669 or WO 2004/074492); event JOPLIN1 (wheat, disease tolerance, not deposited, described in US-A 2008-064032); Event LL27 (Soybean, herbicide tolerance, deposited as NCIMB41658, described in WO2006/108674 or US-A 2008-320616); Event LL55 (Soybean, herbicide tolerance, deposited as NCIMB 41660, described in WO 2006/108675 or US-A 2008-196127); event LLcotton25 (cotton, herbicide tolerance, deposited with ATCC PTA-3343, described in WO2003/013224 or US-A 2003-097687); Event LLRICE06 (rice, herbicide tolerance, deposited with ATCC 203353, described in US 6,468,747 or WO2000/026345); event LLRice62 (rice, herbicide tolerance, deposited with ATCC 203352, described in WO2000/026345), event LLRICE601 (rice, herbicide tolerance, deposited as ATCC PTA-2600, described in US-A 2008-2289060 or WO2000/026356); event LY038 (maize, quality trait, deposited as ATCC PTA-5623, described in US- A 2007-028322 or WO2005/061720); event MIR162 (maize, insect control, deposited as PTA-8166, described in US-A 2009-300784 or WO2007/142840); event MIR604 (maize, insect control, not deposited, described in US-A 2008-167456 or WO2005/103301); event MON15985 (cotton, insect control, deposited with ATCC PTA-2516, described in US-A 2004-250317 or WO2002/100163); event MON810 (maize, insect control, Not deposited, described in US-A 2002-102582); event MON863 (maize, insect control, deposited as ATCC PTA-2605, described in WO2004/011601 or US-A 2006-095986); event MON87427 (maize, pollination control, Deposited as ATCC PTA-7899, described in WO2011/062904); event MON87460 (maize, stress tolerance, deposited as ATCC PTA-8910, described in WO2009/111263) or US-A 2011-0138504); Event MON87701 (Soybean, insect control, deposited with ATCC PTA-8194, described in US-A 2009-130071 or WO2009/064652); event MON87705 (soybean, quality trait - herbicide tolerance, deposited with ATCC PTA-9241, described in US-A 2010-0080887 or WO2010/037016); event MON87708 (soybean, herbicide agent tolerance, deposited as ATCC PTA-9670, described in WO2011/034704); event MON87712 (soybean, yield, deposited as PTA-10296, described in WO2012/051199), event MON87754 (soybean, quality trait, deposited as ATCC PTA-9385, described in WO2010/024976); event MON87769 (soybean, quality trait, deposited with ATCC PTA-8911, described in US-A 2011-0067141 or WO2009/102873); event MON88017 (maize, insect control - herbicide) Tolerance, deposited with ATCC PTA-5582, described in US-A 2008-028482 or WO2005/059103); Event MON88913 (cotton, herbicide tolerance, deposited with ATCC PTA-4854, described in WO2004/072235 or US -A 2006-059590); event MON88302 (rape, herbicide tolerance, deposited as PTA-10955, described in WO2011/153186), event MON88701 (cotton, herbicide tolerance, deposited as PTA-11754, described in WO2012/134808), event MON89034 (maize, insect control, deposited with ATCC PTA-7455, described in WO 07/140256 or US-A 2008-260932); event MON89788 (soybean, herbicide tolerance, deposited with ATCC PTA) -6708, described in US-A 2006-282915 or WO2006/130436); event MS1 1 (rape, pollination control - herbicide tolerance, deposited with ATCC PTA-850 or PTA-2485, described in WO2001/031042); Event MS8 (canola, pollination control - herbicide tolerance, deposited with ATCC PTA-730, described in WO2001/041558 or US-A 2003-188347); event NK603 (maize, herbicide tolerance, deposited with ATCC PTA) -2478, described in US-A 2007-292854); event PE-7 (rice, insect control, not deposited, described in WO2008/114282); event RF3 (oilseed rape, pollination control - herbicide tolerance, deposited with ATCC PTA-730 , described in WO2001/041558 or US-A 2003-188347); event RT73 (rape, herbicide tolerance, unregistered, described in WO2002/036831 or US-A 2008-070260); event SYHT0H2/SYN-000H2-5 (soybean, herbicide tolerance, Deposited as PTA-11226, described in WO2012/082548), event T227-1 (beet, herbicide tolerance, not deposited, described in WO2002/44407 or US-A 2009-265817); event T25 (maize, herbicide) Tolerance, not deposited, described in US-A 2001-029014 or WO2001/051654); Event T304-40 (cotton, insect control - herbicide tolerance, deposited as ATCC PTA-8171, described in US-A 2010) -077501 or WO2008/122406); event T342-142 (cotton, insect control, unregistered, described in WO2006/128568); event TC1507 (maize, insect control - herbicide tolerance, not deposited, described in US-A 2005-039226 or WO2004/099447); event VIP1034 (maize, insect control - herbicide tolerance, deposited with ATCC PTA-3925, described in WO2003/052073), event 32316 (maize, insect control - herbicide tolerance) , deposited as PTA-11507, described in WO2011/084632), event 4114 (maize, insect control - herbicide tolerance, deposited as PTA-11506, described in WO2011/084621), event EE-GM3/FG72 (soybean, Herbicide Tolerance, ATCC Accession No. PTA-11041) selectively stacks with Event EE-GM1/LL27 or Event EE-GM2/LL55 (WO2011/063413A2), Event DAS-68416-4 (Soybean, herbicide tolerance) sex, ATCC accession number PTA-10442, WO2011/066360A1), event DAS-68416-4 (soybean, herbicide tolerance, ATCC accession number PTA-10442, WO2011/066384A1), event DP-040416-8 (maize, Insect Control, ATCC Accession No. PTA-11508, WO2011/075593A1), Event DP-043A47-3 (Corn, Insect Control, ATCC Accession No. PTA-11509, WO2011/075595A1), Event DP-004114-3 (Corn, Insect Control , ATCC Accession No. PTA-11506, WO2011/084621A1), Event DP-032316-8 (Corn, Insect Control, ATCC Accession No. PTA- 11507, WO2011/084632A1), event MON-88302-9 (Canola, Herbicide Tolerance, ATCC Accession No. PTA-10955, WO2011/153186A1), Event DAS-21606-3 (Soybean, Herbicide Tolerance, ATCC Accession No. PTA-11028, WO2012/033794A2), Event MON-87712-4 (Soybean, Quality Traits, ATCC Accession No. PTA-10296, WO2012/051199A2), Event DAS-44406-6 (Soybean, Stacked Herbicide Tolerance, ATCC Accession No. PTA-11336, WO2012/075426A1 ), event DAS-14536-7 (soybean, herbicide tolerance stacked, ATCC accession number PTA-11335, WO2012/075429A1), event SYN-000H2-5 (soybean, herbicide tolerance, ATCC accession number PTA) -11226, WO2012/082548A2), event DP-061061-7 (rape, herbicide tolerance, no accession number obtained, WO2012071039A1), event DP-073496-4 (rape, herbicide tolerance, no accession number obtained , US2012131692), Event 8264.44.06.1 (Soybean, Stacked Herbicide Tolerance, Accession No. PTA-11336, WO2012075426A2), Event 8291.45.36.2 (Soybean, Stacked Herbicide Tolerance, Accession No. PTA-11335, WO2012075429A2 ), event SYHT0H2 (soybean, ATCC accession number PTA-11226, WO2012/082548A2), event MON88701 (cotton, ATCC accession number PTA-11754, WO2012/134808A1), event KK179-2 (alfalfa grass, ATCC accession number PTA-11833) , WO2013/003558A1), event pDAB8264.42.32.1 (soybean, stacked herbicide tolerance, ATCC accession number PTA-11993, WO2013/010094A1), event MZDT09Y (maize, ATCC accession number PTA-13025, WO2013/012775A1 ).
此外,此等轉殖基因事件列表係由美國農業部的動物及植物健康檢測局(the United States Department of Agriculture’s(USDA)Animal and Plant Health Inspection Service(APHIS))提供,並可在其於全球資訊網的網站aphis.usda.gov上找到。就本申請案而言,該列表之狀態與其在本申請案之申請日時相關。 In addition, these lists of transgenic events are provided by the United States Department of Agriculture's (USDA) Animal and Plant Health Inspection Service (APHIS) and can be found in its Global Information NET's website at aphis.usda.gov. For the purposes of this application, the status of this list is relative to the filing date of this application.
賦予討論中的所欲性狀之基因/事件亦可彼此組合存在於基因轉殖植物中。所提及之基因轉殖植物的實例為重要的作物植物,諸如穀類(小麥、稻米、黑小麥、大麥、裸麥、燕麥)、玉米、大豆、馬鈴薯、甜菜、甘蔗、蕃茄、豌豆和其他類型的蔬菜、棉、菸草、油菜,以及果實植物(果實為蘋果、梨、柑橘和葡萄),特別強調者為玉米、大豆、小麥、稻米、馬鈴薯、棉、甘蔗、菸草和油菜。特別強調的性狀為植物對昆蟲、蛛形綱、線蟲及蛞蝓和蝸牛的抗性增加,以及植物對一或多種除草劑的抗性增加。 Genes/events conferring the desired trait in question can also be present in transgenic plants in combination with each other. Examples of transgenic plants mentioned are important crop plants such as cereals (wheat, rice, triticale, barley, rye, oats), corn, soybeans, potatoes, sugar beets, sugar cane, tomatoes, peas and other types of vegetables, cotton, tobacco, rape, and fruiting plants (fruits are apples, pears, citrus and grapes), with particular emphasis on corn, soybeans, wheat, rice, potatoes, cotton, sugarcane, tobacco and rape. Traits of particular emphasis are increased plant resistance to insects, arachnids, nematodes and slugs and snails, and increased plant resistance to one or more herbicides.
可較佳根據本發明處理之該等植物、植物部分或植物種子之市售的實例包括以GENUITY®、DROUGHTGARD®、SMARTSTAX®、RIB COMPLETE®、ROUNDUP READY®、VT DOUBLE PRO®、VT TRIPLE PRO®、BOLLGARD II®、ROUNDUP READY 2 YIELD®、YIELDGARD®、ROUNDUP READY® 2 XTENDTM、INTACTA RR2 PRO®、VISTIVE GOLD®、及/或XTENDFLEXTM商品名銷售或分銷之商業產品,諸如植物種子。 Commercially available examples of such plants, plant parts or plant seeds which may preferably be treated according to the invention include GENUITY®, DROUGHTGARD®, SMARTSTAX®, RIB COMPLETE®, ROUNDUP READY®, VT DOUBLE PRO®, VT TRIPLE PRO® , BOLLGARD II®, ROUNDUP READY 2 YIELD®, YIELDGARD®, ROUNDUP READY® 2 XTEN DTM , INTACTA RR2 PRO®, VISTIVE GOLD®, and/or XTENDFLEX TM trade names of commercial products, such as plant seeds.
病原體 pathogen
可根據本發明處理的真菌病害之病原體的非限制例包括: Non-limiting examples of pathogens of fungal diseases that can be treated according to the present invention include:
由下列的白粉病病原體所引起的病害:例如布氏白粉菌屬(Blumeria species),例如禾本科布氏白粉菌(Blumeria graminis);叉絲單囊殼屬(Podosphaera species),例如白叉絲單囊殼(Podosphaera leucotricha);單絲殼屬(Sphaerotheca species),例如單絲殼白粉菌(Sphaerotheca fuliginea);鉤絲殼屬(Uncinula species),例如葡萄白粉病菌(Uncinula necator); Diseases caused by the following powdery mildew pathogens: eg Blumeria species, eg Blumeria graminis; Podosphaera species, eg Blumeria graminis Podosphaera leucotricha; Sphaerotheca species, eg Sphaerotheca fuliginea; Uncinula species, eg Uncinula necator;
由下列的銹病病原體所引起的病害:例如膠銹菌屬(Gymnosporangium species),例如褐色膠銹菌(Gymnosporangium sabinae);駝孢銹菌屬(Hemileia species),例如咖啡駝孢銹菌(Hemileia vastatrix);層銹菌屬(Phakopsora species),例如豆薯層銹菌(Phakopsora pachyrhizi)或山馬蝗層銹菌(Phakopsora meibomiae);柄銹菌屬(Puccinia species),例如麥類葉銹病菌(Puccinia recondita)、禾柄銹菌(Puccinia graminis)或條形柄銹菌(Puccinia striiformis);單孢銹菌屬(Uromyces species),例如菜豆銹病菌(Uromyces appendiculatus); Diseases caused by rust pathogens such as Gymnosporangium species, such as Gymnosporangium sabinae); Hemileia species such as Hemileia vastatrix; Phakopsora species such as Phakopsora pachyrhizi or Phakopsora pachyrhizi (Phakopsora meibomiae); Puccinia species such as Puccinia recondita, Puccinia graminis or Puccinia striiformis; Puccinia Uromyces species) such as Uromyces appendiculatus;
由下列的卵菌綱群組之病原體所引起的病害:例如白銹菌屬(Albugo species),例如白銹菌(Albugo candida);萵苣露菌病菌屬(Bremia species),例如萵苣露菌病菌(Bremia lactucae);墓蔔露菌病菌屬(Peronospora species),例如豌豆露菌病菌(Peronospora pisi)或油菜露菌病菌(P.brassicae);疫病菌屬(Phytophthora species),例如晚疫病菌(Phytophthora infestans);單軸黴屬(Plasmopara species),例如葡萄生單軸黴(Plasmopara viticola);假霜黴屬(Pseudoperonospora species),例如葎草假霜黴(Pseudoperonospora humuli)或古巴假霜黴菌(Pseudoperonospora cubensis);腐黴菌屬(Pythium species),例如終極腐黴菌(Pythium ultimum); Diseases caused by pathogens of the following Oomycetes group: eg Albugo species, eg Albugo candida; Bremia species, eg Bremia lactucae); Peronospora species, such as Peronospora pisi or P. brassicae; Phytophthora species, such as Phytophthora infestans ); Plasmopara species such as Plasmopara viticola; Pseudoperonospora species such as Pseudoperonospora humuli or Pseudoperonospora cubensis ; Pythium species, such as Pythium ultimum;
由例如下列所引起的葉斑病和葉枯病:鏈隔孢菌屬(Alternaria species),例如茄鏈隔孢菌(Alternaria solani);尾孢菌屬(Cercospora species),例如甜菜生尾孢菌(Cercospora beticola)、枝孢菌屬(Cladiosporium species),例如黃瓜枝孢菌(Cladiosporium cucumerinum);旋孢腔菌屬(Cochliobolus species),例如育旋孢腔菌(Cochliobolus sativus)(分生孢子形式:德雷克斯孢菌屬(Drechslera),同義詞:麥類胡麻葉枯病菌屬(Helminthosporium)或宮部旋孢腔菌(Cochliobolus miyabeanus));棉黑斑病菌屬(Colletotrichum species),例如菜豆炭疽病菌(Colletotrichum lindemuthanium);棒狀桿孢菌屬(Corynespora species),例 如鐵刀木棒狀桿孢菌(Corynespora cassiicola);環錐病菌屬(Cycloconium species),例如油橄欖環錐病菌(Cycloconium oleaginum);間座殼屬(Diaporthe species),例如柑橘間座殼(Diaporthe citri);痂囊腔菌屬(Elsinoe species),例如柑橘痂囊腔菌(Elsinoe fawcettii);盤長孢屬(Gloeosporium species),例如悅色盤長孢(Gloeosporium laeticolor);小叢殼屬(Glomerella species),例如圍小叢殼(Glomerella cingulata);球座菌屬(Guignardia species),例如葡萄球座菌(Guignardia bidwelli);小球腔菌屬(Leptosphaeria species),例如斑點小球腔菌(Leptosphaeria maculans);小粒菌核病菌屬(Magnaporthe species),例如稻小粒菌核病菌(Magnaporthe grisea);雪腐病菌屬(Microdochium species),例如紅色雪腐病菌(Microdochium nivale);球腔菌屬(Mycosphaerella species),例如禾生球腔菌(Mycosphaerella graminicola)、落花生球腔菌(Mycosphaerella arachidicola)或斐濟球腔菌(Mycosphaerella fijiensis);小暗球殼屬(Phaeosphaeria species),例如穎枯病菌(Phaeosphaeria nodorum);核腔菌屬(Pyrenophora species),例如大麥網斑病菌(Pyrenophora teres)或堰麥草核腔菌(Pyrenophora tritici repentis);柱隔孢菌屬(Ramularia species),例如可洛塞尼柱隔孢菌(Ramularia collo-cygni)或白斑柱隔孢菌(Ramularia areola);喙孢屬(Rhynchosporium species),例如黑麥喙孢(Rhynchosporium secalis);殼針孢屬(Septoria species),例如芥菜葉小殼針孢(Septoria apii)或蕃茄殼針孢(Septoria lycopersici);殼多孢屬(Stagonospora species),例如穀類殼多孢(Stagonospora nodorum);核瑚菌屬(Typhula species),例如內孢核瑚菌(Typhula incarnata);黑星菌屬(Venturia species),例如蘋果黑星菌(Venturia inaequalis); Leaf spot and leaf blight caused by eg: Alternaria species, eg Alternaria solani; Cercospora species, eg Cercospora beet (Cercospora beticola), Cladosporium species, such as Cladiosporium cucumerinum; Cochliobolus species, such as Cochliobolus sativus (conidal form: Drechslera, synonyms: Helminthosporium or Cochliobolus miyabeanus); Colletotrichum species, e.g. Colletotrichum lindemuthanium); Corynespora species, for example Such as Corynespora cassiicola; Cycloconium species, such as Cycloconium oleaginum; Diaporthe species, such as Diaporthe citri ); Elsinoe species, such as Elsinoe fawcettii; Gloeosporium species, such as Gloeosporium laeticolor; Glomerella species ), such as Glomerella cingulata; Guignardia species, such as Guignardia bidwelli; Leptosphaeria species, such as Leptosphaeria maculans ); Magnaporthe species such as Magnaporthe grisea; Microdochium species such as Microdochium nivale; Mycosphaerella species , eg Mycosphaerella graminicola, Mycosphaerella arachidicola or Mycosphaerella fijiensis; Phaeosphaeria species, eg Phaeosphaeria nodorum; Pyrenophora species such as Pyrenophora teres or Pyrenophora tritici repentis; Ramularia species such as Ramularia collo -cygni) or Ramularia areola; Rhynchosporium species, such as Rhynchosporium secalis; Septoria species, such as Septoria Septoria apii or Septoria lycopersici; Stagonospora species such as Stagonospora nodorum; Typhula species such as Typhula incarnata ); Venturia species, such as Venturia inaequalis;
由例如下列所引起之根及莖病害:伏革菌屬(Corticium species),例如禾伏革菌(Corticium graminearum);鐮孢菌屬(Fusarium species),例如尖鐮孢菌(Fusarium oxysporum);頂囊殼屬(Gaeumannomyces species),例如禾頂囊殼屬(Gaeumannomyces graminis);根腫菌屬(Plasmodiophora species),例如蕓薹根腫菌(Plasmodiophora brassicae);絲核菌屬(Rhizoctonia species),例如立枯絲核菌(Rhizoctonia solani);帚枝黴屬(Sarocladium species),例如稻葉鞘腐敗病菌(Sarocladium oryzae);小菌核屬(Sclerotium species),例如稻腐小核菌(Sclerotium oryzae);眼斑病菌屬(Tapesia species),例如針形眼斑病菌(Tapesia acuformis);根串珠黴屬(Thielaviopsis species),例如黑色根腐病病菌(Thielaviopsis basicola); Root and stem diseases caused by, for example, Corticium species, such as Corticium graminearum; Fusarium species, such as Fusarium oxysporum; Gaeumannomyces species, such as Gaeumannomyces graminis; Plasmodiophora species, such as Plasmodiophora brassicae; Rhizoctonia species, such as Lithocarpus Rhizoctonia solani; Sarocladium species, eg Sarocladium oryzae; Sclerotium species, eg Sclerotium oryzae; Eye spots Tapesia species, eg Tapesia acuformis; Thielaviopsis species, eg Thielaviopsis basicola;
由例如下列所引起之穗及圓錐花序病害(包括玉米穗軸):鏈格孢屬(Alternaria species),例如鏈格孢菌屬(Alternaria spp.);麴菌屬(Aspergillus species),例如黃麴菌;分枝孢子菌屬(Cladosporium species),例如芽枝狀枝孢菌(Cladosporium cladosporioides);麥角菌屬(Claviceps species),例如麥角菌(Claviceps purpurea);鏈孢菌屬(Fusarium species),例如禾稈鐮孢菌(Fusarium culmorum);赤黴屬(Gibberella species),例如玉米赤黴(Gibberella zeae);雪黴葉枯菌屬(Monographella species),例如小麥雪黴葉枯菌(Monographella nivalis);殼多孢屬(Stagnospora species),例如穎枯殼多孢(Stagnospora nodorum); Ear and panicle diseases (including corn cobs) caused by, for example, Alternaria species, such as Alternaria spp.; Aspergillus species, such as Yellow Koji Bacteria; Cladosporium species such as Cladosporium cladosporioides; Claviceps species such as Claviceps purpurea; Fusarium species , eg Fusarium culmorum; Gibberella species, eg Gibberella zeae; Monographella species, eg Monographella nivalis ); Stagnospora species such as Stagnospora nodorum;
由下列的黑穗病真菌(smut fungi)引起之病害:例如蜀黍小黑穗病菌屬(Sphacelotheca species),例如高粱絲黑粉菌(Sphacelotheca reiliana);腥黑粉菌屬(Tilletia species),例如小麥矮腥黑粉菌(Tilletia caries)或小麥矮腥黑穗病菌(Tilletia controversa);條黑粉菌屬(Urocystis species),例如隱條黑粉菌(Urocystis occulta);黑粉菌屬(Ustilago species),例如麥散黑粉菌(Ustilago nuda); Diseases caused by the following smut fungi: e.g. Sphacelotheca species, e.g. Sphacelotheca reiliana; Tilletia species, e.g. wheat Tilletia caries or Tilletia controversa; Urocystis species) such as Urocystis occulta; Ustilago species such as Ustilago nuda;
由例如下列所引起之果腐病:麴菌屬(Aspergillus species),例如黃麴菌;葡萄孢屬(Botrytis species),例如灰葡萄孢菌(Botrytis cinerea);鏈核盤菌屬(Monilinia species),例如核果鏈核盤菌(Monilinia laxa);青黴菌屬(Penicillium species),例如擴展青黴(Penicillium expansum)或產紫青黴(Penicillium purpurogenum);根黴菌屬(Rhizopus species),例如匍枝根黴(Rhizopus stolonifera);核盤菌屬(Sclerotinia species),例如核盤菌(Sclerotinia sclerotiorum);輪枝孢屬(Verticilium species),例如黃萎輪枝黴(Verticilium alboatrum); Fruit rot caused, for example, by: Aspergillus species, such as Yellow yeast; Botrytis species, such as Botrytis cinerea; Monilinia species , such as Monilinia laxa; Penicillium species, such as Penicillium expansum or Penicillium purpurogenum; Rhizopus species, such as Rhizopus stolonifera ( Rhizopus stolonifera); Sclerotinia species, such as Sclerotinia sclerotiorum; Verticilium species, such as Verticilium alboatrum;
由例如下列所引起之種子及土壤傳播的腐爛及枯萎病,以及幼苗病害:鏈隔孢菌屬(Alternaria species),例如嗜甘藍鏈隔孢菌(Alternaria brassicicola);絲囊黴屬(Aphanomyces species),例如兵豆絲囊黴(Aphanomyces euteiches);囊二孢菌屬(Ascochyta species),例如晶狀囊二孢菌(Ascochyta lentis);麴菌屬(Aspergillus species),例如黃麴菌;分枝孢子菌屬(Cladosporium species),例如分枝孢子菌(Cladosporium herbarum);旋孢腔菌屬(Cochliobolus species),例如育旋孢腔菌(Cochliobolus sativus)(分生孢子形式:德雷克斯孢菌屬(Drechslera)、雙孔孢菌屬(Bipolaris),同義詞:麥類胡麻葉枯病菌屬(Helminthosporium));棉黑斑病菌屬(Colletotrichum species),例如馬鈴薯炭疽病菌(Colletotrichum coccodes);鏈孢菌屬(Fusarium species),例如禾稈鐮孢菌(Fusarium culmorum);赤黴屬(Gibberella species),例如玉米赤黴(Gibberella zeae);殼球孢屬(Macrophomina species),例如萊豆殼球孢菌(Macrophomina phaseolina);雪腐病菌屬(Microdochium species),例如紅色雪腐病菌 (Microdochium nivale);雪黴葉枯菌屬(Monographella species),例如小麥雪黴葉枯菌(Monographella nivalis);青黴菌屬(Penicillium species),例如擴展青黴(Penicillium expansum);莖點黴屬(Phoma species),例如黑脛莖點黴(Phoma lingam);擬莖點黴屬(Phomopsis species),例如大豆擬莖點黴(Phomopsis sojae);疫病菌屬(Phytophthora species),例如惡疫黴(Phytophthora cactorum);核腔菌屬(Pyrenophora species),例如大麥核腔菌(Pyrenophora graminea);梨孢黴屬(Pyricularia species),例如稻梨孢黴(Pyricularia oryzae);腐黴菌屬(Pythium species),例如終極腐黴菌(Pythium ultimum);絲核菌屬(Rhizoctonia species),例如立枯絲核菌(Rhizoctonia solani);根黴菌屬(Rhizopus species),例如米根黴(Rhizopus oryzae);小菌核屬(Sclerotium species),例如白絹病小核菌(Sclerotium rolfsii));殼針孢屬(Septoria species),例如穎枯殼針孢菌(Septoria nodorum);核瑚菌屬(Typhula species),例如內孢核瑚菌(Typhula incarnata);輪黴菌屬(Verticillium species),例如大麗輪枝菌(Verticillium dahliae); Seed- and soil-borne rot and wilt diseases, as well as seedling diseases, caused by, for example: Alternaria species, eg Alternaria brassicicola; Aphanomyces species , e.g. Aphanomyces euteiches; Ascochyta species, e.g. Ascochyta lentis; Aspergillus species, e.g. Aspergillus; Mycospores Cladosporium species, eg Cladosporium herbarum; Cochliobolus species, eg Cochliobolus sativus (Conidium form: Drexosporum) (Drechslera), Bipolaris, synonyms: Helminthosporium); Colletotrichum species, e.g. Colletotrichum coccodes; Alternaria (Fusarium species, such as Fusarium culmorum); Gibberella species, such as Gibberella zeae; Macrophomina phaseolina); Microdochium species, e.g. (Microdochium nivale); Monographella species, eg Monographella nivalis; Penicillium species, eg Penicillium expansum; Phoma species) such as Phoma lingam; Phomopsis species such as Phomopsis sojae; Phytophthora species such as Phytophthora cactorum ); Pyrenophora species, eg Pyrenophora graminea; Pyricularia species, eg Pyricularia oryzae; Pythium species, eg Ultimate Pythium ultimum; Rhizoctonia species, eg Rhizoctonia solani; Rhizopus species, eg Rhizopus oryzae; Sclerotium species), such as Sclerotium rolfsii); Septoria species, such as Septoria nodorum; Typhula species, such as Endosporium Typhula incarnata; Verticillium species such as Verticillium dahliae;
由例如下列所引起之癌、根瘤及簇葉病:叢赤殼菌屬(Nectria species),例如仁果乾癌叢赤殼菌(Nectria galligena); Carcinomas, root nodules and leaf cluster diseases caused by, for example, Nectria species, such as Nectria galligena;
由例如下列者所引起之枯萎病:輪黴菌屬(Verticillium species),例如黃萎病菌(Verticillium longisporum);鐮孢菌屬(Fusarium species),例如尖鐮孢菌(Fusarium oxysporum); Fusarium wilt caused by, for example, Verticillium species, such as Verticillium longisporum; Fusarium species, such as Fusarium oxysporum;
由例如下列所引起之葉片、花及果實畸形:外擔菌屬(Exobasidium species),例如壞損外擔菌(Exobasidium vexans);外囊菌屬(Taphrina species),例如畸形外囊菌(Taphrina deformans); Leaf, flower and fruit deformities caused by, for example: Exobasidium species such as Exobasidium vexans; Taphrina species such as Taphrina deformans );
由例如下列所引起之木本植物之退行性病害:埃斯卡屬(Esca species),例如根黴格孢菌(Phaeomoniella chlamydospora)、褐枝頂孢黴 (Phaeoacremonium aleophilum)或地中海嗜藍孢孔菌(Fomitiporia mediterranea);靈芝屬(Ganoderma species),例如島靈芝(Ganoderma boninense); Degenerative diseases of woody plants caused by, for example: Esca species, for example Phaeomoniella chlamydospora, Acremonium (Phaeoacremonium aleophilum) or Fomitiporia mediterranea; Ganoderma species such as Ganoderma boninense;
由例如下列所引起之植物塊莖病害:絲核菌屬(Rhizoctonia species),例如立枯絲核菌(Rhizoctonia solani);麥類胡麻葉枯病菌屬(Helminthosporium species),例如茄病長蠕孢(Helminthosporium solani); Plant tuber diseases caused by, for example, Rhizoctonia species, such as Rhizoctonia solani; Helminthosporium species, such as Helminthosporium solani);
由下列細菌病原體所引起之病害:例如黃單胞菌屬黃單胞菌屬(Xanthomonas species),例如水稻白葉枯病黃單胞菌(Xanthomonas campestris pv.oryzae);假單胞菌屬(Pseudomonas species),例如胡瓜細菌性葉斑病菌(Pseudomonas syringae pv.lachrymans);軟腐菌屬(Erwinia species),例如火傷病菌(Erwinia amylovora);韌皮桿菌屬(Liberibacter species),例如亞洲韌皮桿菌(Liberibacter asiaticus);焦枯菌(Xyella species),例如葉緣焦枯菌(Xylella fastidiosa);青枯病菌屬(Ralstonia species),例如青枯病菌(Ralstonia solanacearum);黑脛病菌屬(Dickeya species),例如馬鈴薯黑脛病菌(Dickeya solani);輪腐病菌屬(Clavibacter species),例如潰瘍病菌(Clavibacter michiganensis);鏈黴菌屬(Streptomyces species),例如馬鈴薯瘡痂病(Streptomyces scabies)。 Diseases caused by bacterial pathogens such as Xanthomonas species, eg Xanthomonas campestris pv. oryzae; Pseudomonas species ), eg Pseudomonas syringae pv. lachrymans; Erwinia species, eg Erwinia amylovora; Liberibacter species, eg Liberibacter asiaticus ); Xyella species, such as Xylella fastidiosa; Ralstonia species, such as Ralstonia solanacearum; Dickya species, such as potato blackleg Dickya solani; Clavibacter species, eg Clavibacter michiganensis; Streptomyces species, eg Streptomyces scabies.
大豆病害: Soybean Diseases:
例如由下列所引起之葉、莖、莢及種子上之真菌病害:鏈格孢菌葉斑病(細極鏈格孢(Alternaria spec.atrans tenuissima))、炭疽病(Anthracnose)(赤葉枯刺盤孢菌變種炭疽病菌(Colletotrichum gloeosporoides dematium var.truncatum))、褐斑病(brown spot)(Septoria glycines)、尾孢葉斑病及葉枯病(cercospora leaf spot and blight)(菊池尾孢 菌(Cercospora kikuchii))、笄黴葉枯病(choanephora leaf blight)(三孢漏斗笄黴(Choanephora infundibulifera trispora)(Syn.))、疏毛核菌黴屬葉斑病(dactuliophora leaf spot)(大豆疏毛核菌黴菌(Dactuliophora glycines))、露菌病(東北霜黴(Peronospora manshurica))、德雷克斯孢菌葉枯病(大豆德雷克斯孢菌(Drechslera glycini))、蛙眼葉斑病(frogeye leaf spot)(大豆尾孢菌(Cercospora sojina))、小光腔菌屬葉斑病(leptosphaerulina leaf spot)(三葉草小光腔菌(Leptosphaerulina trifolii))、葉點黴葉斑病(phyllosticta leaf spot)(大豆灰星病菌(Phyllosticta sojaecola))、莢與莖枯病(pod and stem blight)(大豆擬莖點黴)、白粉病(厚朴白粉病菌(Microsphaera diffusa))、棘殼孢黴葉斑病(pyrenochaeta leaf spot)(大豆棘殼孢黴(Pyrenochaeta glycines))、絲核菌氣生(aerial)枯病、葉枯病及立枯病(立枯絲核菌)、銹病(豆薯層銹菌、山馬蝗層銹菌)、瘡痂病(大豆痂圓孢(Sphaceloma glycines))、匐柄黴屬(stemphylium)葉枯病(匍柄黴(Stemphylium botryosum))、猝死症候群(桿狀鐮刀菌(Fusarium virguliforme))、輪斑病(鐵刀木棒狀桿孢菌(Corynespora cassiicola))。 For example, fungal diseases on leaves, stems, pods and seeds caused by: Alternaria leaf spot (Alternaria spec. atrans tenuissima), Anthracnose (Alternaria Colletotrichum gloeosporoides dematium var.truncatum), brown spot ( Septoria glycines ), cercospora leaf spot and blight (Cercospora kikuchi ( Cercospora kikuchii), choanephora leaf blight (Choanephora infundibulifera trispora (Syn.)), dactuliophora leaf spot (soybean thrush Sclerotinia fungus (Dactuliophora glycines), Sclerotinia (Peronospora manshurica), Drexospora leaf blight (Drechslera glycini), Frogeye leaf spot (frogeye leaf spot) (Cercospora sojina), leptosphaerulina leaf spot (Leptosphaerulina trifolii), phyllosticta leaf spot) (Phyllosticta sojaecola), pod and stem blight (Pymphoma bean), powdery mildew (Microsphaera diffusa), Acanthospora leaf Pyrenochaeta leaf spot (Pyrenochaeta glycines), Rhizoctonia aerial (aerial) blight, leaf blight and blight (Rhizoctonia solani), rust (Pyramid yam) Rust fungus, Puccinia cordata), Scab (Sphaceloma glycines), Stemphylium leaf blight (Stemphylium botryosum), Sudden Death Syndrome (Fusarium rods) fungus (Fusarium virguliforme), ring spot (Corynespo ra cassiicola)).
例如由下列引起之在根與莖基部上的真菌病害:黑根腐病(野百合尾孢菌(Calonectria crotalariae))、炭腐病(菜豆殼球孢菌(Macrophomina phaseolina))、鐮孢菌葉枯病或枯萎、根腐病、和莢果與囊領(collar)腐病(尖鐮孢菌(Fusarium oxysporum)、直喙鐮孢菌(Fusarium orthoceras)、半裸鐮孢菌(Fusarium semitectum)、木賊鐮孢菌(Fusarium equiseti))、細圓盤黴根腐菌(Mycoleptodiscus terrestris)、新赤殼屬(Neocosmospora)(侵管新赤殼菌(Neocosmospora vasinfecta))、莢莖枯病(間座殼菌(Diaporthe phaseolorum))、莖潰瘍(大豆北方莖潰瘍病菌(Diaporthe phaseolorum var.caulivora)、疫腐病(大豆疫病菌(Phytophthora megasperma))、褐莖腐病(大 豆莖褐腐病菌(Phialophora gregata))、腐黴腐病(瓜果腐黴(Pythium aphanidermatum)、畸雌腐黴(Pythium irregulare)、德巴利腐黴(Pythium debaryanum)、結群腐黴(Pythium myriotylum)、終極腐黴(Pythium ultimum))、絲核菌根腐病、莖腐爛、及猝倒病(立枯絲核菌)、核盤菌莖部衰敗(核盤菌)、核盤菌白絹病(白絹病菌(Sclerotinia rolfsii))、珠黴根腐病(黑色根腐病病菌(Thielaviopsis basicola))。 Fungal diseases on roots and stem bases caused, for example, by: black root rot (Calonectria crotalariae), char rot (Macrophomina phaseolina), Fusarium leaf rot Blight or blight, root rot, and pod and collar rot (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equisetum Fusarium equiseti), Mycoleptodiscus terrestris, Neocosmospora (Neocosmospora vasinfecta), Viburnum blight (M. terrestris) Diaporthe phaseolorum), stem canker (Diaporthe phaseolorum var. caulivora), blight rot (Phytophthora megasperma), brown stem rot (large Beanstalk brown rot (Phialophora gregata), Pythium rot (Pythium aphanidermatum, Pythium irregulare, Pythium debaryanum, Pythium myriotylum), Pythium ultimum), Rhizoctonia root rot, stem rot, and damping off (R. solani), Sclerotinia sclerotiorum stem decay (Sclerotinia sclerotiorum), Sclerotinia white Silk disease (Sclerotinia rolfsii), Trichoderma root rot (Thielaviopsis basicola).
黴菌毒素 Mycotoxins
此外,本發明之化合物和組成物可減少收獲材料以及從其製備的食品和飼料中之黴菌毒素的含量。黴菌毒素特別但非只有包括下列:去氧雪腐鐮孢菌烯醇(DON)、雪腐鐮孢菌烯醇、15-Ac-DON、3-Ac-DON、T2-及HT2-毒素、伏馬毒素(fumonisins)、玉米赤黴烯酮(zearalenon)、串珠鐮孢菌素(moniliformin)、鐮孢菌素(fusarin)、蛇形菌素(diaceotoxyscirpenol)(DAS)、白僵菌素(beauvericin)、恩鐮孢菌素(enniatin)、層出鐮孢菌素(fusaroproliferin)、鐮孢菌醇(fusarenol)、赭麴毒素(ochratoxins)、棒麴黴素(patulin)、麥角生物鹼(ergot alkaloids)及黄麴毒素(aflatoxins),彼等可例如由下列真菌產生:鐮孢菌屬(Fusarium spec.),諸如銳形鐮孢菌(F.acuminatum)、亞洲鐮孢菌(F.asiaticum)、燕麥鐮孢菌(F.avenaceum)、克魯克威爾鐮孢菌(F.crookwellense)、禾稈鐮孢菌(F.culmorum)、禾穀鐮孢菌(F.graminearum)(玉蜀黍赤黴菌(Gibberella zeae))、木賊鐮孢菌(F.equiseti)、藤倉鐮孢菌(F.fujikoroi)、香蕉鐮孢菌(F.musarum)、尖鐮孢菌(F.oxysporum)、層出鐮孢菌(F.proliferatum)、早熟禾鐮孢菌(F.poae)、小麥冠腐病菌(F.pseudograminearum)、接骨木鐮孢菌(F.sambucinum)、藨草鐮孢菌(F.scirpi)、半裸鐮孢菌(F.semitectum)、茄 鐮孢菌(F.solani)、分枝孢鐮孢菌(F.sporotrichoides)、藍申閃鐮孢菌(F.langsethiae)、亞黏團鐮孢菌(F.subglutinans)、三隔鐮孢菌(F.tricinctum)、輪枝鐮孢菌(F.verticillioides),以及麴菌屬(Aspergillus spec.),諸如黃麴菌(A.flavus)、寄生麴菌(A.parasiticus)、集峰麴菌(A.nomius)、赭麴黴(A.ochraceus)、棒麴黴(A.clavatus)、土麴黴(A.terreus)、雜色麴黴(A.versicolor)、青黴菌屬(Penicillium spec.),諸如疣孢青黴(P.verrucosum)、鮮綠青黴(P.viridicatum)、檸檬黃青黴(P.citrinum)、擴展青黴(P.expansum)、棒形青黴(P.claviforme)、洛克福耳青黴菌(P.roqueforti)、麥角菌屬(Claviceps spec.),諸如裸麥角菌(C.purpurea)、梭形麥角菌(C.fusiformis)、雀稗麥角菌(C.paspali)、非洲麥角菌(C.africana)、葡萄穗黴菌屬(Stachybotrys spec.)及其他。 In addition, the compounds and compositions of the present invention can reduce the levels of mycotoxins in harvested material and foods and feeds prepared therefrom. Mycotoxins include in particular but not exclusively the following: deoxynivalenol (DON), nivalenol, 15-Ac-DON, 3-Ac-DON, T2- and HT2-toxins, fumonisins, zearalenon, moniliformin, fusarin, diaceotoxyscirpenol (DAS), beauvericin , enniatin, fusaroproliferin, fusarenol, ochratoxins, patulin, ergot alkaloids ) and aflatoxins, which can be produced, for example, by the following fungi: Fusarium spec., such as F. acuminatum, F. asiaticum, F. avenaceum, F. crookwellense, F. culmorum, F. graminearum (G. maize ( Gibberella zeae), F. equiseti, F. fujikoroi, F. musarum, F. oxysporum, F. stratum (F.proliferatum), Fusarium bluegrass (F.poae), Wheat crown rot fungus (F.pseudograminearum), Fusarium elderberry (F.sambucinum), Fusarium spp. (F.scirpi), semi-naked Fusarium (F. semitectum), Solanum F. solani, F. sporotrichoides, F. langsethiae, F. subglutinans, F. (F. tricinctum), F. verticillioides, and Aspergillus spec., such as A. flavus, A. parasiticus, A. parasiticus (A.nomius), A.ochraceus, A.clavatus, A.terreus, A.versicolor, Penicillium spec. ), such as P. verrucosum, P. viridicatum, P. citrinum, P. expansum, P. claviforme, P. claviforme Molds (P. roqueforti), Claviceps spec., such as C. purpurea, C. fusiformis, C. paspali, C. africana, Stachybotrys spec. and others.
材料保護 material protection
本發明之化合物和組成物亦可用於材料之保護,尤其是用於保護工業材料免受植物病原性真菌的攻擊和破壞。 The compounds and compositions of the present invention can also be used for the protection of materials, especially for the protection of industrial materials from attack and destruction by phytopathogenic fungi.
此外,本發明之化合物和組成物可單獨或與其他活性成分組合用作為防污組成物。 In addition, the compounds and compositions of the present invention can be used alone or in combination with other active ingredients as antifouling compositions.
工業材料在本文中係理解為意指經製備供用於工業的無生命材料。例如,欲防止微生物改變或破壞之工業材料可為黏著劑、黏膠、紙、壁紙和厚紙板/卡紙板、紡織品、地毯、皮革、木材、纖維及薄紙、塗料及塑膠物件、冷卻潤滑劑及其他可被微生物感染或破壞之材料。在欲保護之材料的範圍內亦可提及可因微生物增殖而受損的生產工廠及建築物之部分,例如冷卻水迴路、冷卻及加熱系統及通風和空調單元。在本發明範圍內之工業 材料較佳包括黏著劑、膠水、紙及卡紙、皮革、木材、塗料、冷卻潤滑劑及熱傳導液,更較佳為木材。 Industrial material is understood herein to mean inanimate material prepared for industrial use. For example, industrial materials to be protected from microbial alteration or destruction can be adhesives, viscose, paper, wallpaper and cardboard/cardboard, textiles, carpets, leather, wood, fibers and tissues, coatings and plastics, cooling lubricants and Other materials that can be infected or destroyed by microorganisms. Within the scope of the material to be protected mention may also be made of parts of production plants and buildings that can be damaged by the proliferation of microorganisms, such as cooling water circuits, cooling and heating systems and ventilation and air conditioning units. Industries within the Scope of the Invention Materials preferably include adhesives, glues, paper and cardboard, leather, wood, paints, cooling lubricants and heat transfer fluids, more preferably wood.
本發明之化合物和組成物可防止副作用,諸如腐敗、腐爛、褪色、脫色或黴形成。 The compounds and compositions of the present invention prevent adverse effects such as spoilage, decay, discoloration, discoloration or mold formation.
在處理木材的情況下,本發明之化合物和組成物亦可用於對抗容易在木料上或裡面生長的真菌病害。 In the case of wood treatment, the compounds and compositions of the present invention may also be used to combat fungal diseases that tend to grow on or in wood.
木料意指所有類型的木材種類,以及此種木材意欲用於建造的所有加工類型,例如實木、高密度木材、層合木、以及合板。此外,本發明之化合物和組成物可用來保護與鹽水或半鹹水接觸之物體(尤其是船體、篩網、魚網、建築物、停泊處及訊號系統)積垢。 Wood means all types of wood species, and all types of processing for which such wood is 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 salt water or brackish water, especially ship hulls, screens, fishing nets, buildings, moorings and signalling systems, from fouling.
本發明之化合物和組成物亦可使用於保護儲存貨物。儲存貨物係理解為意指天然來源且需要長期保護的蔬菜或動物來源之天然物質或其加工產品。蔬菜來源之儲存貨物(例如植物或植物部分,諸如莖、葉、塊莖、種子、果實、穀粒)可於剛採收時予以保護或在以(預)乾燥、潤濕、粉碎、磨碎、按壓或烘烤加工之後予以保護。儲存貨物亦包括木料、未加工(諸如建築木料、電線桿及柵欄)或最終產物之形式(諸如傢俱)兩者。動物來源之儲存貨物為例如獸皮、皮革、毛皮及毛髮。本發明之化合物和組成物可防止副作用,諸如腐敗、腐爛、褪色、脫色或黴形成。 The compounds and compositions of the present invention may also be used to protect stored goods. Storage goods are understood to mean natural substances of vegetable or animal origin or their processed products of natural origin and requiring long-term protection. Stored goods of vegetable origin (for example plants or plant parts such as stems, leaves, tubers, seeds, fruits, grains) may be protected immediately after harvest or may be Protect after pressing or baking. Stored goods also include both lumber, raw (such as construction lumber, utility poles, and fences) or in the form of final products (such as furniture). Stored goods of animal origin are, for example, hides, leathers, furs and hairs. The compounds and compositions of the present invention prevent adverse effects such as spoilage, decay, discoloration, discoloration or mold formation.
能夠降解或改變工業材料之微生物包括例如細菌、真菌、酵母菌、藻類及黏質生物。本發明之化合物和組成物較佳針對真菌(尤其是黴菌)、木材褪色及木材破壞真菌(子囊菌綱(Ascomycetes)、擔子菌綱(Basidiomycetes)、不完全菌綱(Deuteromycetes)及接合菌綱(Zygomycetes))、及針對黏液生物及藻類起作用。實例包括下列屬之微生物:鏈格孢屬(Alternaria),諸如細鏈格孢菌(Alternaria tenuis);麴菌屬 (Aspergillus),諸如黑麴菌(Aspergillus niger);毛殼菌屬(Chaetomium),諸如球毛殼菌(Chaetomium globosum);粉孢革菌屬(Coniophora),諸如粉孢革菌(Coniophora puetana);香菇屬(Lentinus),諸如虎皮香菇(Lentinus tigrinus);青黴菌屬(Penicillium),諸如灰綠青黴(Penicillium glaucum);多孔菌屬(Polyporus),諸如變色多孔菌(Polyporus versicolor);短梗黴屬(Aureobasidium),諸如出芽短梗黴(Aureobasidium pullulans);指疫黴屬(Sclerophoma),諸如松形指疫黴菌(Sclerophoma pityophila);木黴屬(Trichoderma),諸如綠木黴(Trichoderma viride);長喙殼菌屬(Ophiostoma spp.)、長喙殼菌屬(Ceratocystis spp.)、腐質黴屬(Humicola spp.)、彼德殼屬(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.)、臥孔屬(Poria spp.)、色孢皺孔菌屬(Serpula spp.)及乾酪菌屬(Tyromyces spp.)、分枝孢子菌屬(Cladosporium spp.)、擬青黴菌屬(Paecilomyces spp.)、毛黴屬(Mucor spp.)、大腸菌屬(Escherichia),諸如大腸桿菌(Escherichia coli);假單胞菌屬(Pseudomonas),諸如銅綠假單胞菌(Pseudomonas aeruginosa);葡萄球菌屬(Staphylococcus),諸如金黃色葡萄球菌(Staphylococcus aureus)、念珠菌屬(Candida spp.)及酵母屬(Saccharomyces spp.),諸如釀酒酵母(Saccharomyces cerevisae)。 Microorganisms capable of degrading or altering industrial materials include, for example, bacteria, fungi, yeast, algae, and slime organisms. The compounds and compositions of the present invention are preferably directed against fungi (especially moulds), wood discolouration and wood destroying fungi (Ascomycetes, Basidiomycetes, Deuteromycetes and Zygomycetes). Zygomycetes)), and works against slime organisms and algae. Examples include microorganisms of the following genera: Alternaria, such as Alternaria tenuis; Koji (Aspergillus), such as Aspergillus niger; Chaetomium, such as Chaetomium globosum; Coniophora, such as Coniophora puetana; Lentinus, such as Lentinus tigrinus; Penicillium, such as Penicillium glaucum; Polyporus, such as Polyporus versicolor; Aureobasidium, such as Aureobasidium pullulans; Sclerophoma, such as Sclerophoma pityophila; Trichoderma, such as Trichoderma viride; Ophiostoma spp., Ceratocystis spp., Humicola spp., Petriella spp., Trichurus spp. ), Coriolus spp., Gloeophyllum spp., Pleurotus spp., Poria spp., Serpula spp. and Tyromyces spp., Cladosporium spp., Paecilomyces spp., Mucor spp., Escherichia, such as Escherichia coli ( Escherichia coli); Pseudomonas, such as Pseudomonas aeruginosa; Staphylococcus, such as Staphylococcus aureus, Candida spp., and Saccharomyces spp., such as Saccharomyces cerevisae.
種子處理 seed treatment
本發明之化合物和組成物也可用於保護種子免受非所需微生物(諸如植物病原性微生物,例如植物病原性真菌或植物病原性卵菌)。術語種子如本文所用包括休眠種子,經滲調之種子、預發芽之種子和具有萌出的根和葉的種子。 The compounds and compositions of the present invention can also be used to protect seeds from undesired microorganisms (such as phytopathogenic microorganisms, eg, phytopathogenic fungi or phytopathogenic oomycetes). The term seed as used herein includes dormant seeds, osmotic-conditioned seeds, pre-germinated seeds, and seeds with germinated roots and leaves.
因此,本發明亦關於一種保護種子免於非所需微生物之方法,其包含以本發明之化合物或組成物處理種子的步驟。 Accordingly, the present invention also relates to a method of protecting seeds from unwanted microorganisms comprising the step of treating the seeds with a compound or composition of the present invention.
用本發明之化合物或組成物處理種子保護種子免於植物病原性微生物,且亦保護發芽種子、萌出的幼苗及從經處理的種子萌芽後之植物。因此,本發明亦關於一種保護種子、發芽種子和萌出的幼苗之方法。 Treatment of seeds with the compounds or compositions of the present invention protects the seeds from phytopathogenic microorganisms, and also protects germinated seeds, germinated seedlings, and plants after germination from the treated seeds. Accordingly, the present invention also relates to a method of protecting seeds, germinated seeds and germinated seedlings.
種子處理可在播種前、播種時或之後不久進行。 Seed treatment can be performed before, at or shortly after sowing.
當種子處理在播種前進行時(例如所謂的種子上施用),種子處理可如下進行:可將種子放入具有所需量的本發明之化合物或組成物的混合器中,將種子和本發明之化合物或組成物混合直至在種子上達到均勻分佈。若適當的話,接著可將種子乾燥。 When the seed treatment is carried out before sowing (eg so-called on-seed application), the seed treatment can be carried out by placing the seed in a mixer with the desired amount of the compound or composition of the invention, mixing the seed with the invention The compound or composition is mixed until uniform distribution on the seed is achieved. If appropriate, the seeds can then be dried.
本發明亦有關一種用本發明之化合物或組成物塗布的種子。 The present invention also relates to a seed coated with a compound or composition of the present invention.
較佳地,該等種子係以其中在處理過程中其係足夠穩定而無損害發生之狀態處理。通常,種子可在收穫和播種後的一段時間之間的任何時間處理。習慣上使用已自植物分離出來且不含穗軸、殼、柄、表皮、茸毛或果實之果肉的種子。例如,亦可能使用已採收、清潔並乾燥至水分含量少於15重量%之種子。或者,亦可能使用乾燥後(例如已用水處理且然後再次乾燥)之種子、或方經過滲調處理(priming)後之種子、或存放在滲調處理條件下之種子、或預發芽之種子、或播種在育苗盤、育苗帶或育苗紙上之種子。 Preferably, the seed lines are treated in a state in which they are sufficiently stable that no damage occurs during treatment. In general, the seeds can be treated at any time between harvest and a period of time after sowing. It is customary to use seeds that have been isolated from the plant and do not contain cobs, shells, stalks, epidermis, hairs or the pulp of the fruit. For example, it is also possible to use seeds that have been harvested, cleaned and dried to a moisture content of less than 15% by weight. Alternatively, it is also possible to use seeds that have been dried (e.g. have been treated with water and then dried again), or have been primed, or have been stored under primed conditions, or have been pregerminated, Or seeds sown on seedling trays, seedling tapes or seedling paper.
施用至種子的本發明之化合物或組成物的量通常係使種子的發芽不會受損,或所得植物不被損害。在本發明之化合物於特定施用率會展現植物毒性作用的情況下,特別必須確保此點。當決定本發明之化合物施用至種子的量以便用最少量的所用化合物逹到最佳種子及發芽植物保護時,亦應考慮到基因轉殖植物之固有表型。 The amount of the compound or composition of the present invention applied to the seed is generally such that the germination of the seed is not damaged, or the resulting plant is not damaged. This must be ensured in particular where the compounds of the invention will exhibit phytotoxic effects at specific application rates. The inherent phenotype of transgenic plants should also be taken into account when determining the amount of the compounds of the present invention to be applied to seed for optimal seed and germinating plant protection with the least amount of compound used.
本發明化合可原樣直接施用於種子,即不使用任何其他組分且未經稀釋。而且本發明之組成物也可施用於種子。 The compounds of the present invention can be applied directly to the seed as such, ie without using any other components and undiluted. Furthermore, the composition of the present invention can also be applied to seeds.
本發明之化合物和組成物合適於保護任何植物品種的種子。較佳種子為穀類(諸如小麥、大麥、裸麥、小米、黑小麥及燕麥)、油菜、玉米、棉、大豆、稻米、馬鈴薯、向日葵、豆類、咖啡、豌豆、甜菜(例如甜菜和飼用甜菜)、花生、蔬菜(諸如蕃茄、黃瓜、洋蔥及萵苣)、草坪及觀賞植物之種子。更佳的是小麥、大豆、油菜、玉米及稻米之種子。 The compounds and compositions of the present invention are suitable for protecting the seeds of any plant species. Preferred seeds are cereals (such as wheat, barley, rye, millet, triticale, and oats), canola, corn, cotton, soybeans, rice, potatoes, sunflowers, beans, coffee, peas, sugar beets (such as sugar beets and forage beets) ), peanuts, vegetables (such as tomatoes, cucumbers, onions and lettuce), seeds of lawn and ornamental plants. More preferred are the seeds of wheat, soybean, rape, corn and rice.
本發明之化合物和組成物可用於處理基因轉殖種子,特別是能夠表現對害蟲、除草劑損害或非生物逆境起作用的多肽或蛋白質從而增加保護效果之植物種子。能夠表現對害蟲、除草劑損害或非生物逆境起作用的多肽或蛋白質之植物種子可含有至少一種允許表現該多肽或蛋白質之異源基因。基因轉殖種子中之此等異源基因可源自例如芽孢桿菌屬(Bacillus)、根瘤菌屬(Rhizobium)、假單胞菌屬(Pseudomonas)、沙雷氏菌屬(Serratia)、木黴屬(Trichoderma)、棒形桿菌屬(Clavibacter)、球囊黴菌屬(Glomus)或黏帚黴屬(Gliocladium)的微生物。此等異源基因較佳源自芽孢桿菌屬(Bacillus sp.),在該情況中,基因產物有效對抗歐洲玉米螟及/或西方玉米根蟲。特佳地,該等異源基因源自蘇力菌(Bacillus thuringiensis)。 The compounds and compositions of the present invention can be used to treat transgenic seeds, especially plant seeds capable of expressing polypeptides or proteins that act against pests, herbicide damage or abiotic stress, thereby increasing the protective effect. Plant seeds capable of expressing a polypeptide or protein that act on pests, herbicide damage, or abiotic stress may contain at least one heterologous gene that allows expression of the polypeptide or protein. Such heterologous genes in transgenic seeds can be derived from, for example, Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma Microorganisms of the genus Trichoderma, Clavibacter, Glomus or Gliocladium. These heterologous genes are preferably derived from Bacillus sp., in which case the gene product is effective against European corn borer and/or Western corn rootworm. Particularly preferably, the heterologous genes are derived from Bacillus thuringiensis.
施用 administer
本發明化合物可以原樣或例如以即用型溶液、乳液、水性或油性懸浮液、粉末、可濕性粉末、糊劑、可溶性粉末、粉劑、可溶性粒劑、用於播撒之粒劑、懸乳劑濃縮物、以本發明化合物浸漬之天然產物、以本發明化合物浸漬之合成物質、肥料或微膠囊化於聚合物中之形式來施用。 The compounds of the invention can be concentrated as such or, for example, as ready-to-use solutions, emulsions, aqueous or oily suspensions, powders, wettable powders, pastes, soluble powders, dusts, soluble granules, granules for spreading, suspoemulsions It is applied in the form of substances, natural products impregnated with the compounds of the present invention, synthetic substances impregnated with the compounds of the present invention, fertilizers or microencapsulated in polymers.
施用係以習用方式完成,例如,藉由澆水、噴灑、霧化、播撒、撒粉、發泡、撒上。亦可能藉由超低量方法經由滴灌系統或浸濕施用來配置本發明化合物,以將其施用於犁溝中或將其注入土壤莖或樹幹中。另外可能藉助於纏繞密封、塗料或其他纏繞敷料來施用本發明化合物。 Application is accomplished in a conventional manner, eg, by watering, spraying, atomizing, sowing, dusting, foaming, dusting. It is also possible to formulate the compounds of the present invention by ultra-low volume methods via drip irrigation systems or wet application to apply them in furrows or inject them into soil stems or tree trunks. It is also possible to apply the compounds of the invention by means of wrap seals, paints or other wrap dressings.
施用至植物、植物部分、果實、種子或土壤的本發明化合物之有效且植物相容的量將取決於各種因素,諸如所使用的化合物/組成物、處理之標的(植物、植物部分、果實、種子或土壤)、處理之類型(撒粉、噴灑、伴種)、處理之目的(治愈和保護)、微生物類型、微生物之發育階段、微生物之敏感性、作物生長階段和環境條件。 The effective and phytocompatible amount of a compound of the present invention applied to a plant, plant part, fruit, seed or soil will depend on various factors, such as the compound/composition used, the subject of the treatment (plant, plant part, fruit, seed or soil), type of treatment (dusting, spraying, companion seeding), purpose of treatment (healing and protection), type of microorganisms, stage of development of microorganisms, susceptibility of microorganisms, stage of crop growth and environmental conditions.
當使用本發明化合物作為殺真菌劑時,視施用種類而定,施用率可在較寬範圍內改變。對於植物部分(例如葉)的處理,施用率範圍可從0.1至10000g/ha,較佳從10至1000g/ha,更佳從50至300g/ha(在以澆水或滴落施用的情況下,尤其是當使用諸如岩棉或珍珠岩之惰性基質時,甚至有可能減少施用率)。對於種子的處理,施用率範圍可每100kg種子從0.1至200g,較佳每100kg種子從1至150g,更佳每100kg種子從2.5至25g,甚至更佳每100kg種子從2.5至12.5g。對於土壤的處理,施用率範圍可從0.1至10000g/ha,較佳從1至5000g/ha。 When using the compounds of the present invention as fungicides, the application rate can be varied within wide limits, depending on the type of application. For the treatment of plant parts such as leaves, application rates may range from 0.1 to 10000 g/ha, preferably from 10 to 1000 g/ha, more preferably from 50 to 300 g/ha (in the case of watering or drip application) , especially when using inert substrates such as rock wool or perlite, it is even possible to reduce the application rate). For the treatment of seed, application rates may range from 0.1 to 200 g per 100 kg of seed, preferably from 1 to 150 g per 100 kg of seed, more preferably from 2.5 to 25 g per 100 kg of seed, even more preferably from 2.5 to 12.5 g per 100 kg of seed. For soil treatment, application rates may range from 0.1 to 10000 g/ha, preferably from 1 to 5000 g/ha.
這些施用率僅為實例且並不意欲限制本發明之範圍。 These application rates are examples only and are not intended to limit the scope of the invention.
本發明之化合物和組成物可與模式組合使用,例如嵌入用於位置特定的作物管理、衛星農耕、精準農耕或精準農業之電腦程序中。該等模式係以來自各種來源的數據諸如土壤、天氣、作物(例如類型、生長階段、植物健康)、雜草(例如類型、生長階段)、病害、害蟲、養分、水、水分、生質、衛星數據、產量等等支持農業位置之位置特定管理,目的在於最適化 環境之盈利能力、可持續性及保護。特別地,此等模式可幫助最適化農藝決策、控制殺蟲劑施用的精準度且記錄所進行的工作。 The compounds and compositions of the present invention can be used in combination with models, such as embedded in computer programs for site-specific crop management, satellite farming, precision farming, or precision agriculture. The models are based on data from various sources such as soil, weather, crops (eg type, growth stage, plant health), weeds (eg type, growth stage), diseases, pests, nutrients, water, moisture, biomass, Satellite data, yields, etc. support location-specific management of agricultural locations with the aim of optimizing Environmental profitability, sustainability and protection. In particular, these models can help optimize agronomic decisions, control the precision of pesticide application, and document work done.
作為一實例,若模式模擬真菌病害之發展且計算已達到可建議施用本發明化合物至作物植物之閾值,則可將本發明化合物根據適當的劑量方案施用至作物植物。 As an example, if the model simulates the development of a fungal disease and the calculation has reached a threshold at which application of the compounds of the invention to crop plants is recommended, the compounds of the invention can be applied to crop plants according to an appropriate dosage regimen.
包括農藝模式之市售系統為例如來自The Climate Corporation之FieldScriptsTM、來自BASF之XarvioTM、來自John Deere之AGLogicTM。 Commercially available systems including agronomic models are eg FieldScripts ™ from The Climate Corporation, Xarvio ™ from BASF, AGLogic ™ from John Deere.
本發明化合物亦可與智慧型噴灑設備(諸如例如附接至或安裝在農用載具(諸如曳引機、機器人、直昇機、飛機、無人飛行器(UAV)諸如無人機,等等)內之定點噴灑或精準噴灑設備組合使用。該類設備通常包括輸入感測器(諸如攝影機)及配置用以分析輸入數據及配置用以根據輸入數據的分析提供決策之處理單元,而以特定且精準的方式將本發明化合物施用至作物植物(個別雜草)。該類智慧型噴灑設備的使用通常亦需要定位記錄之數據且引導或控制農用載具的定位系統(例如GPS接收器);以明白易懂的地圖展現訊息之地理訊息系統(GIS)及執行所需的農場行動(諸如噴灑)之適當農用載具。 The compounds of the present invention may also be used with intelligent spraying equipment such as, for example, spot spraying attached to or mounted in agricultural vehicles such as tractors, robots, helicopters, airplanes, unmanned aerial vehicles (UAVs) such as drones, etc. or in combination with precision spraying equipment. Such equipment typically includes an input sensor (such as a camera) and a processing unit configured to analyze the input data and to provide decisions based on the analysis of the input data, in a specific and precise manner. The compounds of the present invention are applied to crop plants (individual weeds). The use of such intelligent spraying equipment usually also requires positioning recorded data and a positioning system (such as a GPS receiver) for guiding or controlling agricultural vehicles; The map presents the geographic information system (GIS) of the information and the appropriate agricultural vehicles to perform the required farm actions such as spraying.
在一實例中,可從攝影機獲取的影像檢測真菌病害。在一實例中,可根據影像確認及/或分類真菌病害。該等確認及/或分類可利用影像處理演算法。該等影像處理演算法可利用機器學習演算法,諸如經訓練的神經網路、決策樹,及利用人工智慧演算法。以此方式,可在必要時僅施用本文所述之化合物。 In one example, fungal disease can be detected from imagery acquired from a camera. In one example, fungal diseases can be identified and/or classified based on images. Such identification and/or classification may utilize image processing algorithms. Such image processing algorithms may utilize machine learning algorithms, such as trained neural networks, decision trees, and algorithms utilizing artificial intelligence. In this manner, only the compounds described herein can be administered when necessary.
根據下列實施例可進一步理解本教示的態樣,該等實施例以任何方式不應解釋為限制本教示的範圍。 Aspects of the present teachings can be further understood in light of the following examples, which should not be construed in any way to limit the scope of the present teachings.
實施例 Example
概論 Introduction
LogP值的測量 Measurement of LogP Values
本文中所提供之LogP值的測量係根據EEC指令79/831 Annex V.A8藉由HPLC(高效液相層析)在逆向管柱上用下列方法進行: The measurements of the LogP values provided herein were carried out by HPLC (High Performance Liquid Chromatography) on a reverse column according to EEC Directive 79/831 Annex V.A8 using the following method:
[a]LogP值係藉由LC-UV之測量,在酸性範圍,使用0.1%甲酸/水和乙腈作為溶析液(線性梯度從10%乙腈至95%乙腈)測得。 [a] LogP values were measured by LC-UV in the acidic range using 0.1% formic acid/water and acetonitrile as eluents (linear gradient from 10% acetonitrile to 95% acetonitrile).
[b]LogP值係藉由LC-UV之測量,在中性範圍,使用0.001莫耳的乙酸銨溶液/水和乙腈之作為溶析液(線性梯度從10%乙腈至95%乙腈)測得。 [b] LogP values were measured by LC-UV in the neutral range using 0.001 molar ammonium acetate solution/water and acetonitrile as eluents (linear gradient from 10% acetonitrile to 95% acetonitrile) .
[c]LogP值係藉由LC-UV之測量,在酸性範圍,使用0.1%磷酸和乙腈作為溶析液(線性梯度從10%乙腈到95%乙腈)所測得。 [c] LogP values were measured by LC-UV in the acidic range using 0.1% phosphoric acid and acetonitrile as eluents (linear gradient from 10% acetonitrile to 95% acetonitrile).
若在相同方法中可得到一個以上LogP值,則給予所有數值且以「+」分開。 If more than one LogP value can be obtained in the same method, all values are given and separated by "+".
校正係以具有已知的LogP值(使用滯留時間以連續烷酮類之間的線性內插法測量LogP值)之直鏈烷-2-酮類(具有3到16個碳原子)進行。λ-最大值係使用從200nm至400nm之UV-光譜及層析訊號之峰值測定。 Calibration is performed on linear alkan-2-ones (having 3 to 16 carbon atoms) with known LogP values (measured by linear interpolation between successive alkanones using residence time). The λ-maxima were determined using the peaks of the UV-spectral and chromatographic signals from 200 nm to 400 nm.
1H-NMR數據 1 H-NMR data
所選如本文所提供之實施例的1H NMR數據係以1H NMR峰列表之形式書寫。對各訊號峰,以ppm及在圓括弧中的訊號強度列出δ值。δ值-訊號強度對之間以分號作為分隔符號。 1 H NMR data for selected examples as provided herein are written as a list of 1 H NMR peaks. For each signal peak, the delta value is listed in ppm and the signal strength in parentheses. The delta value-signal strength pair is separated by a semicolon.
一實例之峰列表因此具有下列形式: An example peak list thus 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NMR光譜(以cm表示)之列印實例中尖銳訊號的強度係與訊號之高度有關且顯示訊號強度的真正關係。從寬訊號,可顯示數個峰或訊號的半高(middle)及彼等相較於光譜中最強訊號的相對強度。 The intensity of the sharp signal in the printed example of the NMR spectrum (in cm) is related to the height of the signal and shows the true relationship of the signal intensity. From a broad signal, several peaks or signal middles and their relative intensities compared to the strongest signal in the spectrum can be displayed.
為校正1H NMR光譜的化學位移,吾人使用四甲矽烷及/或所用溶劑的化學位移,尤其是光譜在二甲亞碸(DMSO)中測量的情況下。因此在NMR峰列表中,四甲矽烷峰可出現但不一定會出現。 To correct the chemical shifts of the 1 H NMR spectra, we used the chemical shifts of tetramethylsilane and/or the solvent used, especially if the spectra were measured in dimethylsulfoxide (DMSO). Therefore, in the NMR peak list, the tetramethylsilane peak can appear but not necessarily.
1H-NMR峰列表係類似於古典NMR列印且因此通常包含所有在古典NMR解讀中所列示的峰。 The 1 H-NMR peak list series is similar to the classical NMR print and therefore generally contains all peaks listed in the classical NMR interpretation.
另外彼等可顯示如溶劑、亦為本發明之標的化合物的立體異構物、及/或雜質的峰之古典1H-NMR列印訊號。 In addition they may show classical 1 H-NMR print signals of peaks such as solvents, stereoisomers that are also subject compounds of the invention, and/or impurities.
為了顯示在溶劑及/或水的δ範圍中之化合物訊號,常用溶劑的峰例如在DMSO-D6中DMSO的峰和水的峰係顯示在吾等的1H-NMR峰列表中且通常平均具有高強度。 To show compound signals in the delta range of solvents and/or water, peaks for common solvents such as in DMSO-D 6 for DMSO and for water are shown in our 1 H-NMR peak list and are usually averaged Has high strength.
標的化合物之立體異構物的峰及/或雜質的峰通常平均具有比標的化合物(例如具有>90%的純度)更低的強度。 The peaks of stereoisomers of the target compound and/or the peaks of impurities typically have lower intensity on average than the target compound (eg, with >90% purity).
該等立體異構物及/或雜質可為特定製備方法之代表。因此彼等之峰可經由「副產物指紋」幫助識別吾等之製備方法的再現性。 Such stereoisomers and/or impurities may be representative of specific preparation methods. Their peaks can thus help identify the reproducibility of our preparation method via a "by-product fingerprint".
以已知的方法(MestreC、ACD-模擬,但亦使用經驗評估之期望值)計算標的化合物之峰的專家可根據需要隨意地使用附加的強度濾波器分離出標的化合物之峰。此分離將類似於古典1H-NMR解讀之相關的峰挑選。 Experts calculating the peaks of the target compound in known methods (MestreC, ACD-simulations, but also using empirically estimated expectations) can optionally use additional intensity filters to separate out the peaks of the target compound. This separation would be analogous to the associated peak picking of classical1H - NMR interpretation.
NMR數據說明與峰列表之進一步細節諸位可發現於出版品研究揭示資料庫編號編號(Research Disclosure Database Number)564025之 「專利申請案中NMR峰列表數據的引用(Citation of NMR Peaklist Data within Patent Applications)」中。 Further details on NMR data descriptions and peak listings can be found in the publication Research Disclosure Database Number 564025 In "Citation of NMR Peaklist Data within Patent Applications".
下列實施例以非限定的方式說明根據本發明之式(I)化合物的製備和生物活性。 The following examples illustrate, in a non-limiting manner, the preparation and biological activity of compounds of formula (I) according to the present invention.
式(I)化合物之合成 Synthesis of compounds of formula (I)
表1以非限定方式非說明根據本發明之式(I)化合物的實例: Table 1 does not illustrate, in a non-limiting manner, examples of compounds of formula (I) according to the present invention:
下述本文之表1中所提及的式(I)化合物係根據下述本文之有關特定實例所詳述的程序及本文中所揭示之方法的一般說明來製備。 The compounds of formula (I) referred to in Table 1 herein below were prepared according to the procedures detailed below for specific examples and general descriptions of the methods disclosed herein.
在表1中,logP值係根據方法[a]測定。 In Table 1, logP values are determined according to method [a] .
表1:
表2提供來自表1的所選編號之化合物的NMR數據(1H)。 Table 2 provides NMR data ( 1 H) for selected numbered compounds from Table 1 .
表2:NMR峰列表
製備例 Preparation example
製備例1:順-3-({5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基}胺基)-3-(2-氟苯基)環丁醇(化合物I.003) Preparation Example 1: cis-3-({5-[5-(difluoromethyl)-1,3,4- Diazol-2-yl]pyrimidin-2-yl}amino)-3-(2-fluorophenyl)cyclobutanol (Compound I.003)
步驟1:2-氯-N'-(二氟乙醯基)嘧啶-5-卡肼(carbohydrazide)的製備 Step 1: Preparation of 2-Chloro-N'-(difluoroacetyl)pyrimidine-5-carbohydrazide
將41.0g的2,2-二氟乙醯肼(373mmol)在30mL的四氫呋喃中之溶液慢慢加至在氮氣下於-60℃之33.0g的2-氯嘧啶-5-羰基氯(187mmol)在300mL的二氯甲烷中之溶液。將反應混合物升溫至室溫並攪拌16小時。將反應混合物在減壓下濃縮以提供233g(定量產量)的呈白色固體之標題化合物。產物無需進一步純化即可用於下一步驟。 A solution of 41.0 g of 2,2-difluoroacethydrazine (373 mmol) in 30 mL of tetrahydrofuran was slowly added to 33.0 g of 2-chloropyrimidine-5-carbonyl chloride (187 mmol) under nitrogen at -60°C A solution in 300 mL of dichloromethane. The reaction mixture was warmed to room temperature and stirred for 16 hours. The reaction mixture was concentrated under reduced pressure to provide 233 g (quantitative yield) of the title compound as a white solid. The product was used in the next step without further purification.
步驟2:2-氯-5-[5-(二氟甲基)-1,3,4-二唑-2-基]-嘧啶的製備 Step 2: 2-Chloro-5-[5-(difluoromethyl)-1,3,4- Preparation of oxadiazol-2-yl]-pyrimidine
將87.5g的對甲苯磺醯氯(459mmol),接著128mL的三乙胺(918mmol)慢慢加至在氮氣下於-20℃之46.0g的2-氯-N'-(二氟乙醯基)嘧啶-5-卡肼(carbohydrazide)(184mmol)在400mL的乙腈和50mL的N,N-二甲基甲醯胺中之溶液。將反應混合物在-20℃下攪拌3小時。將該反應混合物過濾並在減壓下濃縮。將殘餘物藉由管柱層析法(梯度石油醚/乙酸乙酯)在矽膠上純化,接著與三級丁基甲基醚一起在20℃下研磨3小時以產生100g(100%純度,47%產率)的呈灰白色固體之標題化合物。 87.5 g of p-toluenesulfonyl chloride (459 mmol) followed by 128 mL of triethylamine (918 mmol) were slowly added to 46.0 g of 2-chloro-N'-(difluoroacetamide under nitrogen at -20°C ) pyrimidine-5-carbohydrazide (184 mmol) in 400 mL of acetonitrile and 50 mL of N,N-dimethylformamide. The reaction mixture was stirred at -20°C for 3 hours. The reaction mixture was filtered and concentrated under reduced pressure. The residue was purified by column chromatography (gradient petroleum ether/ethyl acetate) on silica gel followed by trituration with tertiary butyl methyl ether at 20°C for 3 hours to yield 100 g (100% purity, 47% yield). rate) of the title compound as an off-white solid.
步驟3:順-3-({5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基}胺基)-3-(2-氟苯基)環丁醇(化合物I.003)的製備 Step 3: cis-3-({5-[5-(difluoromethyl)-1,3,4- Preparation of oxadiazol-2-yl]pyrimidin-2-yl}amino)-3-(2-fluorophenyl)cyclobutanol (compound 1.003)
在氬氣下將1.20mL(6.88mmol)的N,N-二異丙基乙胺加至393mg(1.80mmol)的順-3-胺基-3-(2-氟苯基)環丁醇和400mg(1.72mmol)的2-氯-5-[5-(二氟甲基)-1,3,4-二唑-2-基]-嘧啶在5mL的1,4-二烷中之溶液。將反應混合物在105℃下攪拌18小時。將所得混合物冷卻至室溫,用水稀釋並用乙酸乙酯萃取。將合併的有機萃取物用無水硫酸鎂乾燥,過濾並在減壓下濃縮。將殘餘物藉由管柱層析法在矽膠上(正庚烷/乙酸乙酯)純化以產生620mg(98%純度,94%產率)的呈黃色固體之標題化合物。LogP=2.11[方法A]。質量(M+H)=378。 1.20 mL (6.88 mmol) of N,N-diisopropylethylamine was added to 393 mg (1.80 mmol) of cis-3-amino-3-(2-fluorophenyl)cyclobutanol and 400 mg under argon (1.72 mmol) of 2-chloro-5-[5-(difluoromethyl)-1,3,4- oxadiazol-2-yl]-pyrimidine in 5 mL of 1,4-bis solution in alkane. The reaction mixture was stirred at 105°C for 18 hours. The resulting mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (n-heptane/ethyl acetate) to give 620 mg (98% purity, 94% yield) of the title compound as a yellow solid. LogP=2.11 [Method A]. Mass (M+H)=378.
製備例2:乙酸順-3-({5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基}胺基)-3-(2-氟苯基)環丁基酯(化合物I.002) Preparation Example 2: cis-3-({5-[5-(difluoromethyl)-1,3,4-acetic acid) Diazol-2-yl]pyrimidin-2-yl}amino)-3-(2-fluorophenyl)cyclobutyl ester (Compound I.002)
將25mg(0.31mmol)的乙醯氯滴加至在0℃下之100mg(0.26mmol)的1順-3-({5-[5-(二氟甲基)-1,3,4-二唑-2-基]嘧啶-2-基}胺基)-3-(2-氟苯基)環丁醇(化合物I.003)和69μL(0.39mmol)的N,N-二異丙基 乙胺在1.5mL的乾燥四氫呋喃中之溶液。將反應混合物在室溫下攪拌4.5小時。滴加額外的25mg(0.31mmol)的乙醯氯並將反應混合物在室溫下攪拌18小時。將所得混合物用水稀釋並用乙酸乙酯萃取3次。將合併的有機萃取物用飽和碳酸氫鈉之水溶液、鹽水洗滌,用無水硫酸鎂乾燥,過濾並在減壓下濃縮。將殘餘物藉由管柱層析法在矽膠上(正庚烷/乙酸乙酯)純化以產生44mg(97%純度,38%產率)的呈白色固體之標題化合物。LogP=2.94[方法A]。質量(M+H)=420。 25 mg (0.31 mmol) of acetyl chloride was added dropwise to 100 mg (0.26 mmol) of 1cis-3-({5-[5-(difluoromethyl)-1,3,4- at 0°C oxadiazol-2-yl]pyrimidin-2-yl}amino)-3-(2-fluorophenyl)cyclobutanol (Compound I.003) and 69 μL (0.39 mmol) of N,N-diisopropyl A solution of ethylamine in 1.5 mL of dry tetrahydrofuran. The reaction mixture was stirred at room temperature for 4.5 hours. An additional 25 mg (0.31 mmol) of acetyl chloride was added dropwise and the reaction mixture was stirred at room temperature for 18 hours. The resulting mixture was diluted with water and extracted three times with ethyl acetate. The combined organic extracts were washed with saturated aqueous sodium bicarbonate, brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (n-heptane/ethyl acetate) to give 44 mg (97% purity, 38% yield) of the title compound as a white solid. LogP=2.94 [Method A]. Mass (M+H)=420.
光穩定性數據 Light Stability Data
以光降解半生期報告的UV穩定性之測量係藉由使用從250nm進行至800nm之SUNTEST XLS+之可用全UV/VIS光譜照射樣品24h來進行,接著使用下列方法經由使用UV-檢測耦合單四極質譜儀之逆相液相層析分析分析物及其可能降解產物: Measurement of UV stability, reported as photodegradation half-life, was performed by irradiating the sample for 24 h with the available full UV/VIS spectrum of SUNTEST XLS+ running from 250 nm to 800 nm, followed by using UV-detection coupled to single quadrupole mass spectrometry using the following method Analytes and their possible degradation products are analyzed by reversed-phase liquid chromatography of the instrument:
分析物係藉由LC-UV-MS測定,以0.085%(v/v)甲酸/水和0.1%(v/v)甲酸乙腈為溶析液(線性從5%乙壓至95%乙腈)測定。 Analytes were determined by LC-UV-MS with 0.085% (v/v) formic acid/water and 0.1% (v/v) formic acid in acetonitrile as eluents (linear from 5% acetonitrile to 95% acetonitrile) .
分析物係經由UV和MS光譜鑑定和測定。半生期係在0h、2h、4h、6h和24h的5個時間點的過程中測定,每個時間點三重複。所有時間點都根據在0h接收到的檢測器反應進行歸一化。半生期係將結果擬合1st階降解函數來測定,且以單位[h]返回。 Analytes were identified and determined via UV and MS spectroscopy. Half-life was measured over the course of 5 time points of 0h, 2h, 4h, 6h and 24h, with triplicates for each time point. All time points were normalized to detector responses received at 0 h. Half-life is determined by fitting the results to a 1st order degradation function and returned in units [h].
表3提供來自表1的所選編號之化合物和從WO2019/122323得知的一些參考化合物之半生期。下列化合物係用作為參考例: Table 3 provides half-lives for selected numbered compounds from Table 1 and some reference compounds known from WO2019/122323. The following compounds are used as reference examples:
參考1:N-[1-(2-吡啶基)環丁基]-5-[5-(三氟甲基)-1,2,4-二唑-3-基]嘧啶-2-胺 Reference 1: N-[1-(2-pyridyl)cyclobutyl]-5-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]pyrimidin-2-amine
參考2:N-(1-苯基環丙基)-5-[5-(三氟甲基)-1,2,4-二唑-3-基]嘧啶-2-胺 Reference 2: N-(1-phenylcyclopropyl)-5-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]pyrimidin-2-amine
表3:
生物例 biological example
實施例:對隱匿柄銹菌(Puccinia recondita)(小麥上的褐銹病)之體內預防性測試 Example: In vivo preventive testing against Puccinia recondita (brown rust on wheat)
溶劑:5體積%的二甲亞碸 Solvent: 5% by volume of dimethyl sulfoxide
10體積%的丙酮 10 vol% acetone
乳化劑:每毫克活性成分1μl的聚氧乙烯山梨糖醇酐單油酸酯(Tween® 80) Emulsifier: 1 μl of polyoxyethylene sorbitan monooleate (Tween ® 80) per mg of active ingredient
將活性成分溶解且均質化於二甲亞碸/丙酮//Tween® 80的混合物中並接著以水稀釋至所要濃度。 The active ingredient was dissolved and homogenized in a mixture of dimethylsulfoxide/acetone// Tween® 80 and then diluted with water to the desired concentration.
藉由噴灑如上所述製備之活性成分處理小麥的幼苗。對照組植物僅以丙酮/二甲亞碸/Tween® 80的水溶液處理。 Seedlings of wheat are treated by spraying with the active ingredient prepared as described above. Control plants were treated only with an aqueous solution of acetone/dimethylsulfite/Tween ® 80.
24小時後,藉由以隱匿柄銹菌(Puccinia recondita)孢子的水性懸浮液噴灑葉子沾染植物。使經沾染的小麥植物在20℃和100%相對濕度下培養24小時並接著在20℃和70-80%相對濕度下培養10天。 After 24 hours, the plants were infected by spraying the leaves with an aqueous suspension of Puccinia recondita spores. 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 10 days.
在接種10天後評估該測試。0%意指對應於對照組植物的效力,而100%之效力意指沒有觀察到病害。 The test was assessed 10 days after inoculation. 0% means efficacy corresponding to control plants, while 100% efficacy means no disease is observed.
在此測試中,下列根據本發明之化合物於500ppm的活性成分之濃度下顯示介於90%和100%之間的效力:I.003;I.006 In this test, the following compounds according to the invention showed efficacy between 90% and 100% at a concentration of 500 ppm of active ingredient: 1.003; 1.006
在此測試中,下列根據本發明之化合物於250ppm的活性成分之濃度下顯示介於70%和79%之間的效力:I.004;I.011 In this test, the following compounds according to the invention showed an efficacy between 70% and 79% at a concentration of 250 ppm of active ingredient: I.004; I.011
在此測試中,下列根據本發明之化合物於250ppm的活性成分之濃度下顯示介於80%和89%之間的效力:I.001;I.013;I.014;I.016 In this test, the following compounds according to the invention showed efficacy between 80% and 89% at a concentration of 250 ppm of active ingredient: I.001; I.013; I.014; I.016
在此測試中,下列根據本發明之化合物於250ppm的活性成分之濃度下顯示介於90%和100%之間的效力:I.007;I.010;I.012;I.018 In this test, the following compounds according to the invention showed efficacy between 90% and 100% at a concentration of 250 ppm of active ingredient: I.007; I.010; I.012; I.018
實例:對豆薯層銹菌(Phakospora pachyrhizi)(大豆銹病)之體內預防性測試 Example: In vivo preventive testing against Phakospora pachyrhizi (soybean rust)
溶劑:5體積%的二甲亞碸 Solvent: 5% by volume of dimethyl sulfoxide
10體積%的丙酮 10 vol% acetone
乳化劑:每毫克活性成分1μl的聚氧乙烯山梨糖醇酐單油酸酯(Tween® 80) Emulsifier: 1 μl of polyoxyethylene sorbitan monooleate (Tween ® 80) per mg of active ingredient
使活性成分溶解且均質化於二甲亞碸/丙酮//Tween® 80的混合物中並接著以水稀釋至所要濃度。 The active ingredient was dissolved and homogenized in a mixture of dimethylsulfoxide/acetone// Tween® 80 and then diluted with water to the desired concentration.
藉由噴灑如上所述製備之活性成分處理大豆的幼苗。對照組植物僅以丙酮/二甲亞碸/Tween® 80的水溶液處理。 Soybean seedlings are treated by spraying with the active ingredient prepared as described above. Control plants were treated with an aqueous solution of acetone/dimethylsulfite/Tween ® 80 only.
24小時後,藉由以豆薯層銹菌(Phakospora pachyrhizi)孢子的水性懸浮液噴灑葉子沾染植物。使經沾染的大豆植物在20℃和100%相對濕度下培養24小時並接著在20℃和70-80%相對濕度下培養10天。 After 24 hours, the plants were infected by spraying the leaves with an aqueous suspension of Phakospora pachyrhizi spores. Contaminated 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.
在接種11天後評估該測試。0%意指對應於對照組植物的效力,而100%之效力意指沒有觀察到病害。 The test was assessed 11 days after vaccination. 0% means efficacy corresponding to control plants, while 100% efficacy means no disease is observed.
在此測試中,下列根據本發明之化合物於500ppm的活性成分之濃度下顯示介於90%和100%之間的效力:I.003;I.006 In this test, the following compounds according to the invention showed efficacy between 90% and 100% at a concentration of 500 ppm of active ingredient: 1.003; 1.006
在此測試中,下列根據本發明之化合物於250ppm的活性成分之濃度下顯示介於80%和89%之間的效力:I.005;I.008;I.009;I.011 In this test, the following compounds according to the invention showed efficacy between 80% and 89% at a concentration of 250 ppm of active ingredient: 1.005; 1.008; 1.009; 1.011
在此測試中,下列根據本發明之化合物於250ppm的活性成分之濃度下顯示介於90%和100%之間的效力:I.001;I.002;I.004;I.007;I.012;I.013;I.014;I.016;I.017;I.018 In this test, the following compounds according to the invention showed efficacy between 90% and 100% at a concentration of 250 ppm of active ingredient: I.001; I.002; I.004; I.007; I. 012;I.013;I.014;I.016;I.017;I.018
實施例:對豆薯層銹菌(Phakospora pachyrhizi)(大豆)之體內預防性測試 Example: In vivo prophylactic test against Phakospora pachyrhizi (soybean)
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
為了製造活性化合物的合適製劑,將1重量份的活性化合物與所述量的溶劑和乳化劑混合,及將該濃縮物以水稀釋至所要濃度。 To produce a suitable formulation of the active compound, 1 part by weight of the active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
為了測試預防活性,用活性化合物的製劑以所述施用率噴灑幼苗。在噴灑塗層乾燥後,以大豆銹病(豆薯層锈菌(Phakopsora pachyrhizi))之致病原的水性孢子懸浮液接種植物,並在培養櫃中於約24℃和95%之相對大氣濕度下無光靜置24小時。 To test for prophylactic activity, young plants are sprayed with the preparation of active compound at the stated application rates. After the spray coating has dried, the plants are inoculated with an aqueous spore suspension of the causative agent of soybean rust (Phakopsora pachyrhizi) and grown in an incubator at about 24°C and 95% relative atmospheric humidity Stand in the dark for 24 hours.
將植物保持在約24℃之溫度和約80%之相對大氣濕度及12小時之日/夜間隔下的培養櫃中。 Plants are maintained in an incubation cabinet at a temperature of about 24°C and a relative atmospheric humidity of about 80% with a day/night interval of 12 hours.
在接種7天後評估該測試。0%意指對應於未經處理之對照組的效力,而100%之效力意指沒有觀察到病害。 The test was assessed 7 days after inoculation. 0% means efficacy corresponding to the untreated control group, while 100% efficacy means no disease is observed.
實施例:對層銹菌(Phakopsora)(大豆)之體內治癒性測試 Example: In Vivo Healing Test Against Phakopsora (Soybean)
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糖醇酐單油酸酯 Emulsifier: 1 part by weight of polyethoxyethylene sorbitan monooleate
為了製造活性化合物的合適製劑,將1重量份的活性化合物與所述量的溶劑和乳化劑混合,及將該濃縮物以水稀釋至所要濃度。 To produce a suitable formulation of the active compound, 1 part by weight of the active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
為了測試治癒活性,以大豆銹病(豆薯層锈菌(Phakopsora pachyrhizi))之致病原的水性孢子懸浮液接種植物,並在約24℃和95%之相對大氣濕度下的培養櫃中無光靜置24h。 To test for curative activity, plants were inoculated with an aqueous spore suspension of the causative agent of soybean rust (Phakopsora pachyrhizi) and incubated without light in an incubation cabinet at about 24°C and 95% relative atmospheric humidity Let stand for 24h.
將植物保持在約24℃和約80%之相對大氣濕度及12h之日/夜間隔下的培養櫃中。 Plants were maintained in an incubation cabinet at about 24°C and a relative atmospheric humidity of about 80% with a day/night interval of 12 h.
在接種2天後用活性化合物的製劑以所述施用率噴灑植物並進一步保持在培養櫃中。 Plants are sprayed with the formulation of active compound at the stated application rates 2 days after inoculation and further maintained in the incubation cabinet.
在接種7天後評估該測試。0%意指對應於未經處理之對照組的效力,而100%之效力意指沒有觀察到病害。 The test was assessed 7 days after inoculation. 0% means efficacy corresponding to the untreated control group, while 100% efficacy means no disease is observed.
實施例:對層銹菌測試之體內長效活性試驗(大豆) Example: In vivo long-acting activity test against layer rust (soybean)
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糖醇酐單油酸酯 Emulsifier: 1 part by weight of polyethoxyethylene sorbitan monooleate
為了製造活性化合物的合適製劑,將1重量份的活性化合物與所述量的溶劑和乳化劑混合,及將該濃縮物以水稀釋至所要濃度。 To produce a suitable formulation of the active compound, 1 part by weight of the active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
為了測試長效活性,用活性化合物的製劑以所述施用率噴灑幼苗。在噴灑塗層乾燥後,將植物放置在約24℃和約80%之相對大氣濕度及12h之日/夜間隔下的培養櫃中。 To test for long-term activity, young plants are sprayed with the formulation of active compound at the stated application rates. After the spray coating has dried, the plants are placed in an incubation cabinet at about 24°C and a relative atmospheric humidity of about 80% with a 12 h day/night interval.
在施用8天後,用大豆銹病(豆薯層銹菌(Phakopsora pachyrhizi))之致病原的水性孢子懸浮液接種植物,並在約24℃和95%之相對大氣濕度下的培養櫃中無光靜置24h。 Eight days after application, plants were inoculated with an aqueous spore suspension of the causative agent of soybean rust (Phakopsora pachyrhizi) and kept free in an incubator at about 24°C and 95% relative atmospheric humidity. The light was left to stand for 24h.
將植物保持在約24℃和約80%之相對大氣濕度及12h之日/夜間隔下的培養櫃中。 Plants were maintained in an incubation cabinet at about 24°C and a relative atmospheric humidity of about 80% with a day/night interval of 12 h.
在接種7天後評估該測試。0%意指對應於未經處理之對照組的效力,而100%之效力意指沒有觀察到病害。 The test was assessed 7 days after inoculation. 0% means efficacy corresponding to the untreated control group, while 100% efficacy means no disease is observed.
實施例:體內預防性小麥赤銹菌(Puccinia triticina)測試(小麥) Example: In vivo prophylactic Puccinia triticina test (wheat)
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糖醇酐單油酸酯 Emulsifier: 1 part by weight of polyethoxyethylene sorbitan monooleate
為了製造活性化合物的合適製劑,將1重量份的活性化合物或活性化合物組合與所述量的溶劑和乳化劑混合,及將該濃縮物以水稀釋至所要濃度。 To produce a suitable formulation of the active compound, 1 part by weight of the active compound or active compound combination is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
為了測試預防活性,用活性化合物或活性化合物組合的製劑以所述施用率噴灑幼苗。 To test for prophylactic activity, young plants are sprayed with the formulation of active compound or active compound combination at the stated application rate.
在噴灑塗層乾燥後,以小麥赤銹菌(Puccinia triticina)之孢子懸浮液噴灑植物。將植物在約20℃和約100%之相對大氣濕度的培養櫃中保持48小時。 After the spray coating had dried, the plants were sprayed with a spore suspension of Puccinia triticina. Plants are maintained for 48 hours in an incubator at about 20°C and a relative atmospheric humidity of about 100%.
將植物放置在約20℃之溫度和約80%之相對大氣濕度的溫室中。 Plants are placed in a greenhouse at a temperature of about 20°C and a relative atmospheric humidity of about 80%.
在接種8天後評估該測試。0%意指對應於未經處理之對照組的效力,而100%之效力意指沒有觀察到病害。 The test was assessed 8 days after inoculation. 0% means efficacy corresponding to the untreated control group, while 100% efficacy means no disease is observed.
Claims (15)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP20181236.9 | 2020-06-19 | ||
EP20181236 | 2020-06-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
TW202214107A true TW202214107A (en) | 2022-04-16 |
Family
ID=71119988
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TW110122071A TW202214107A (en) | 2020-06-19 | 2021-06-17 | 1,3,4-oxadiazole pyrimidines as fungicides |
Country Status (5)
Country | Link |
---|---|
AR (1) | AR122684A1 (en) |
BR (1) | BR112022024412A2 (en) |
TW (1) | TW202214107A (en) |
UY (1) | UY39275A (en) |
WO (1) | WO2021255169A1 (en) |
Family Cites Families (166)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US24077A (en) | 1859-05-17 | Window-sash supporter | ||
US2009A (en) | 1841-03-18 | Improvement in machines for boring war-rockets | ||
US2010A (en) | 1841-03-18 | Machine foe | ||
US137395A (en) | 1873-04-01 | Improvement in nuts | ||
DE3639877A1 (en) | 1986-11-21 | 1988-05-26 | Bayer Ag | HETARYLALKYL SUBSTITUTED 5- AND 6-RINGHETEROCYCLES |
GB8805394D0 (en) | 1988-03-07 | 1988-04-07 | Agricultural Genetics Co | Antibiotic |
US6395966B1 (en) | 1990-08-09 | 2002-05-28 | Dekalb Genetics Corp. | Fertile transgenic maize plants containing a gene encoding the pat protein |
US6576455B1 (en) | 1995-04-20 | 2003-06-10 | Basf Corporation | Structure-based designed herbicide resistant products |
WO1997017432A1 (en) | 1995-11-06 | 1997-05-15 | Wisconsin Alumni Research Foundation | Insecticidal protein toxins from photorhabdus |
IL128590A0 (en) | 1996-08-29 | 2000-01-31 | Dow Agro Sciences Llc | Insecticidal protein toxins from photorhabdus |
DE69837916T2 (en) | 1997-04-03 | 2008-02-28 | DeKalb Genetics Corp., DeKalb | USE OF GLYPHOSATE RESISTANT MAIN LINES |
ES2286850T3 (en) | 1997-05-05 | 2007-12-01 | Dow Agrosciences Llc | XENORHABDUS INSECTICIATED PROTEIN TOXINS. |
ATE332915T1 (en) | 1997-05-09 | 2006-08-15 | Agraquest Inc | NOVEL BACILLUS STRAIN FOR THE CONTROL OF PLANT DISEASES AND CORN ROOT BURDER |
JP3691265B2 (en) | 1997-11-13 | 2005-09-07 | クミアイ化学工業株式会社 | Disease control agent for rice seedling |
BR9915968A (en) | 1998-09-16 | 2001-08-28 | Dow Agrosciences Llc | 2-Methoxyimino-2- (pyridinyloxymethyl) phenyl acetamides with 5-membered heterocyclic rings on the pyridine ring as fungicides |
WO2000026356A1 (en) | 1998-11-03 | 2000-05-11 | Aventis Cropscience N. V. | Glufosinate tolerant rice |
US6333449B1 (en) | 1998-11-03 | 2001-12-25 | Plant Genetic Systems, N.V. | Glufosinate tolerant rice |
US6245551B1 (en) | 1999-03-30 | 2001-06-12 | Agraquest, Inc. | Strain of Bacillus pumilus for controlling plant diseases caused by fungi |
US6509516B1 (en) | 1999-10-29 | 2003-01-21 | Plant Genetic Systems N.V. | Male-sterile brassica plants and methods for producing same |
US6506963B1 (en) | 1999-12-08 | 2003-01-14 | Plant Genetic Systems, N.V. | Hybrid winter oilseed rape and methods for producing same |
CN101173289A (en) | 1999-12-28 | 2008-05-07 | 拜尔生物科学公司 | DNA encoding insecticidal cry1bf bacillus thuringiensis proteins and recombinant hosts expressing same |
US6395485B1 (en) | 2000-01-11 | 2002-05-28 | Aventis Cropscience N.V. | Methods and kits for identifying elite event GAT-ZM1 in biological samples |
BR122013026754B1 (en) | 2000-06-22 | 2018-02-27 | Monsanto Company | DNA Molecule And Processes To Produce A Corn Plant Tolerant For Glyphosate Herbicide Application |
US6713259B2 (en) | 2000-09-13 | 2004-03-30 | Monsanto Technology Llc | Corn event MON810 and compositions and methods for detection thereof |
EP1322773A2 (en) | 2000-09-29 | 2003-07-02 | Monsanto Technology LLC | Glyphosate tolerant wheat plant 33391 and compositions and methods for detection thereof |
AU2002215363B2 (en) | 2000-10-25 | 2006-10-12 | Monsanto Technology Llc | Cotton event PV-GHGT07(1445) and compositions and methods for detection thereof |
WO2002036831A2 (en) | 2000-10-30 | 2002-05-10 | Monsanto Technology Llc | Canola event pv-bngt04(rt73) and compositions and methods for detection thereof |
AR035215A1 (en) | 2000-11-20 | 2004-05-05 | Monsanto Technology Llc | POLINUCLEOTIDO ISOLADO, FIRST AND SECOND POLINUCLEOTIDO CEBADOR, METHOD FOR DETECTING THE VEGETABLE SUCCESS OF COTTON 531, ISOLATED POLINUCLEOTIDE MOLECULAR OBTAINED BY SUCH METHOD, EQUIPMENT DETECTION EQUIPMENT AND A NORMAL METHOD OF THE NUCLE GENE PLAN. |
EP1337669A2 (en) | 2000-11-30 | 2003-08-27 | Ses Europe N.V./S.A. | Glyphosate resistant transgenic sugar beet characterised by a specific transgene insertion (t227-1), methods and primers for the detection of said insertion |
EG26529A (en) | 2001-06-11 | 2014-01-27 | مونسانتو تكنولوجى ل ل سى | Cotton event mon 15985 and compositions and methods for detection thereof |
US6569425B2 (en) | 2001-06-22 | 2003-05-27 | David Joseph Drahos | Bacillus licheniformis biofungicide |
US6818807B2 (en) | 2001-08-06 | 2004-11-16 | Bayer Bioscience N.V. | Herbicide tolerant cotton plants having event EE-GH1 |
JP4071036B2 (en) | 2001-11-26 | 2008-04-02 | クミアイ化学工業株式会社 | Bacillus sp. D747 strain and plant disease control agent and pest control agent using the same |
AU2002361696A1 (en) | 2001-12-17 | 2003-06-30 | Syngenta Participations Ag | Novel corn event |
GB0213715D0 (en) | 2002-06-14 | 2002-07-24 | Syngenta Ltd | Chemical compounds |
MEP35008A (en) | 2002-07-29 | 2011-02-10 | Monsanto Technology | Corn event pv-zmir13 (mon863) plants and compositions and methods for detection thereof |
GB0225129D0 (en) | 2002-10-29 | 2002-12-11 | Syngenta Participations Ag | Improvements in or relating to organic compounds |
MXPA05005945A (en) | 2002-12-05 | 2006-01-27 | Monsanto Technology Llc | Bentgrass event asr-368 and compositions and methods for detection thereof. |
WO2004072235A2 (en) | 2003-02-12 | 2004-08-26 | Monsanto Technology Llc | Cotton event mon 88913 and compositions and methods for detection thereof |
ES2391090T3 (en) | 2003-02-20 | 2012-11-21 | Kws Saat Ag | Beet tolerant to glyphosate |
US7335816B2 (en) | 2003-02-28 | 2008-02-26 | Kws Saat Ag | Glyphosate tolerant sugar beet |
KR101152465B1 (en) | 2003-05-02 | 2012-07-04 | 다우 아그로사이언시즈 엘엘씨 | Corn event tc1507 and methods for detection thereof |
TWI312272B (en) | 2003-05-12 | 2009-07-21 | Sumitomo Chemical Co | Pyrimidine compound and pests controlling composition containing the same |
WO2005054480A2 (en) | 2003-12-01 | 2005-06-16 | Syngenta Participations Ag | Insect resistant cotton plants and methods of detecting the same |
CN1886513A (en) | 2003-12-01 | 2006-12-27 | 先正达公司 | Insect resistant cotton plants and methods of detecting the same |
US7157281B2 (en) | 2003-12-11 | 2007-01-02 | Monsanto Technology Llc | High lysine maize compositions and event LY038 maize plants |
PL1708560T3 (en) | 2003-12-15 | 2015-10-30 | Monsanto Technology Llc | Corn plant mon88017 and compositions and methods for detection thereof |
GB0402106D0 (en) | 2004-01-30 | 2004-03-03 | Syngenta Participations Ag | Improved fertility restoration for ogura cytoplasmic male sterile brassica and method |
ES2596317T3 (en) | 2004-03-25 | 2017-01-05 | Syngenta Participations Ag. | MIR604 Corn Event |
EP1737964A1 (en) | 2004-03-26 | 2007-01-03 | Dow AgroSciences LLC | Cry1f and cry1ac transgenic cotton lines and event-specific identification thereof |
GB0414438D0 (en) | 2004-06-28 | 2004-07-28 | Syngenta Participations Ag | Chemical compounds |
US7323556B2 (en) | 2004-09-29 | 2008-01-29 | Pioneer Hi-Bred International, Inc. | Corn event DAS-59122-7 and methods for detection thereof |
WO2006043635A1 (en) | 2004-10-20 | 2006-04-27 | Kumiai Chemical Industry Co., Ltd. | 3-triazolylphenyl sulfide derivative and insecticide/acaricide/nematicide containing the same as active ingredient |
ES2667677T3 (en) | 2005-03-16 | 2018-05-14 | Syngenta Participations Ag | Corn event 3272 and methods for its detection |
CA2603944C (en) | 2005-04-08 | 2015-06-23 | Bayer Bioscience N.V. | Elite event a2704-12 comprising the integration of the phosphinothricin acetyltransferase (pat) gene into soybeans, and methods and kits for identifying such event in biological samples |
CA2603949C (en) | 2005-04-11 | 2014-12-09 | Bayer Bioscience N.V. | Elite event a5547-127 and methods and kits for identifying such event in biological samples |
AP2693A (en) | 2005-05-27 | 2013-07-16 | Monsanto Technology Llc | Soybean event MON89788 and methods for detection thereof |
WO2006128570A1 (en) | 2005-06-02 | 2006-12-07 | Syngenta Participations Ag | 1143-51b insecticidal cotton |
MX2007014833A (en) | 2005-06-02 | 2008-02-15 | Syngenta Participations Ag | Ce43-67b insecticidal cotton. |
WO2006128568A2 (en) | 2005-06-02 | 2006-12-07 | Syngenta Participations Ag | T342-142, insecticidal transgenic cotton expressing cry1ab |
WO2006128569A2 (en) | 2005-06-02 | 2006-12-07 | Syngenta Participations Ag | 1143-14a, insecticidal transgenic cotton expressing cry1ab |
WO2006128571A2 (en) | 2005-06-02 | 2006-12-07 | Syngenta Participations Ag | Ce44-69d , insecticidal transgenic cotton expressing cry1ab |
WO2006128572A1 (en) | 2005-06-02 | 2006-12-07 | Syngenta Participations Ag | Ce46-02a insecticidal cotton |
ZA200800909B (en) | 2005-08-08 | 2009-08-26 | Bayer Bioscience Nv | Herbicide tolerant cotton plants and methods for identifying same |
US7803992B2 (en) | 2005-08-24 | 2010-09-28 | Pioneer Hi-Bred International, Inc. | Methods and compositions for expressing an herbicide-tolerant polynucleotide |
EP1932844B1 (en) | 2005-10-06 | 2015-09-02 | Nippon Soda Co., Ltd. | Cross-linked cyclic amine compounds and agents for pest control |
WO2011066360A1 (en) | 2009-11-24 | 2011-06-03 | Dow Agrosciences Llc | Detection of aad-12 soybean event 416 |
CN101421404A (en) | 2006-02-10 | 2009-04-29 | 马哈拉施特拉杂交种子有限公司 | Express the transgenosis eggplant (SOLANUM MELONGENA) of CRY1AC gene |
KR20090033840A (en) | 2006-05-26 | 2009-04-06 | 몬산토 테크놀로지 엘엘씨 | Corn plant and seed corresponding to transgenic event mon89034 and methods for detection and use thereof |
BRPI0712392B1 (en) | 2006-06-03 | 2017-09-12 | Syngenta Participations Ag | NUCLEIC ACID MOLECULUM OF THE MIRROR MAIZE EVENT, KIT AND METHODS FOR THE DETECTION OF THE SAME, AMPLICON, BIOLOGICAL SAMPLE AND EXTRACT DERIVED FROM PLANTS OF THE REFERENCE EVENT, METHODS FOR PRODUCTION OF THE LEPIDOPTER PEST RESISTANT CORN EVENT CORN SEEDS, AS WELL AS INSECTICIDE PROTEIN, NUCLEIC ACID MOLECULE, CHEMICAL GENE, RECOMBINANT VECTOR, AND PROCASITIC HOST CELL |
US7951995B2 (en) | 2006-06-28 | 2011-05-31 | Pioneer Hi-Bred International, Inc. | Soybean event 3560.4.3.5 and compositions and methods for the identification and detection thereof |
US7928295B2 (en) | 2006-08-24 | 2011-04-19 | Bayer Bioscience N.V. | Herbicide tolerant rice plants and methods for identifying same |
US20080064032A1 (en) | 2006-09-13 | 2008-03-13 | Syngenta Participations Ag | Polynucleotides and uses thereof |
US7928296B2 (en) | 2006-10-30 | 2011-04-19 | Pioneer Hi-Bred International, Inc. | Maize event DP-098140-6 and compositions and methods for the identification and/or detection thereof |
EP2078089B1 (en) | 2006-10-31 | 2016-05-04 | E. I. du Pont de Nemours and Company | Soybean event dp-305423-1 and compositions and methods for the identification and/or detection thereof |
US7579183B1 (en) | 2006-12-01 | 2009-08-25 | The United States Of America As Represented By The Secretary Of Agriculture | Saprophytic yeast, Pichia anomala |
WO2008114282A2 (en) | 2007-03-19 | 2008-09-25 | Maharashtra Hybrid Seeds Company Limited | Transgenic rice (oryza sativa) comprising pe-7 event and method of detection thereof |
AP2993A (en) | 2007-04-05 | 2014-09-30 | Bayer Bioscience Nv | Insect resistant cotton plants and methods for identifying same |
CN103937904B (en) | 2007-06-11 | 2016-08-24 | 拜尔作物科学公司 | Comprise Insect Resistant Cotton flowering plant and the authentication method thereof of Elite event EE-GH6 |
AU2008321220A1 (en) | 2007-11-15 | 2009-05-22 | Monsanto Technology Llc | Soybean plant and seed corresponding to transgenic event MON87701 and methods for detection thereof |
EP2070417A1 (en) | 2007-12-14 | 2009-06-17 | Plant Research International B.V. | Novel micro-organisms controlling plant pathogens |
WO2009100188A2 (en) | 2008-02-08 | 2009-08-13 | Dow Agrosciences Llc | Methods for detection of corn event das-59132 |
MX2010008977A (en) | 2008-02-14 | 2010-11-22 | Pioneer Hi Brend International Inc | Plant genomic dna flanking spt event and methods for identifying spt event. |
WO2009102873A1 (en) | 2008-02-15 | 2009-08-20 | Monsanto Technology Llc | Soybean plant and seed corresponding to transgenic event mon87769 and methods for detection thereof |
BR122018010813B1 (en) | 2008-02-29 | 2023-12-19 | Monsanto Technology Llc | CHROMOSOME, PROCESSED FOOD OR PROCESSED CORN FOOD PRODUCT, METHODS FOR DETECTING THE PRESENCE OF SEQUENCES IN A CORN TISSUE SAMPLE AND FOR OBTAINING A WATER DEFICIT TOLERANT CORN PLANT LACKING A SELECTABLE MARKER GENE AND POLYNUCLEOTIDE |
PT2274414E (en) | 2008-03-21 | 2015-01-05 | Trentino Sviluppo Spa | Trichoderma atroviride sc1 for biocontrol of fungal diseases in plants |
AR072107A1 (en) | 2008-06-11 | 2010-08-04 | Dow Agrosciences Llc | CONSTRUCTIONS FOR THE EXPRESSION OF TOLERANCE GENES TO HERBICIDES, RELATED PLANTS AND RELATED CHARACTER COMBINATIONS |
JP5268461B2 (en) | 2008-07-14 | 2013-08-21 | Meiji Seikaファルマ株式会社 | PF1364 substance, its production method, production strain, and agricultural and horticultural insecticide containing the same as an active ingredient |
CN101337940B (en) | 2008-08-12 | 2012-05-02 | 国家农药创制工程技术研究中心 | Nitrogen heterocyclic ring dichlorin allyl ether compounds with insecticidal activity |
CN101337937B (en) | 2008-08-12 | 2010-12-22 | 国家农药创制工程技术研究中心 | N-benz-3-substituted amino pyrazoles compounds with insecticidal activity |
US9078406B2 (en) | 2008-08-29 | 2015-07-14 | Monsanto Technology Llc | Soybean plant and seed corresponding to transgenic event MON87754 and methods for detection thereof |
UY32145A (en) | 2008-09-29 | 2010-04-30 | Monsanto Technology Llc | TRANSGENIC EVENT OF SOYA MON87705 AND METHODS TO DETECT THE SAME |
CN101715774A (en) | 2008-10-09 | 2010-06-02 | 浙江化工科技集团有限公司 | Preparation and use of compound having insecticidal activity |
EP2184273A1 (en) | 2008-11-05 | 2010-05-12 | Bayer CropScience AG | Halogen substituted compounds as pesticides |
GB0820344D0 (en) | 2008-11-06 | 2008-12-17 | Syngenta Ltd | Herbicidal compositions |
KR101697192B1 (en) | 2008-12-12 | 2017-01-17 | 신젠타 파티서페이션즈 아게 | Spiroheterocyclic N-oxypiperidines as pesticides |
EA029891B1 (en) | 2008-12-16 | 2018-05-31 | Зингента Партисипейшнс Аг | Corn chromosomal target site and method for producing transgenic corn plant |
EP2367414A1 (en) | 2008-12-19 | 2011-09-28 | Syngenta Participations AG | Transgenic sugar beet event gm rz13 |
CN102368903B (en) | 2009-01-07 | 2016-10-26 | 巴斯夫农化产品有限公司 | Soybean event 127 and relative method |
FR2941463B1 (en) | 2009-01-27 | 2012-12-28 | Lesaffre & Cie | STRAINS OF SACCHAROMYCES CEREVISIAE WITH PHYTOSANITARY SKILLS |
KR101813722B1 (en) | 2009-03-30 | 2017-12-29 | 몬산토 테크놀로지 엘엘씨 | Transgenic rice event 17314 and methods of use thereof |
JP5762400B2 (en) | 2009-03-30 | 2015-08-12 | モンサント テクノロジー エルエルシー | Rice genetic recombination event 17053 and methods of use thereof |
UA114882C2 (en) | 2009-08-19 | 2017-08-28 | Дау Аґросаєнсиз Елелсі | Aad-1 event das-40278-9, related transgenic corn lines, and event-specific identification thereof |
KR101376028B1 (en) | 2009-09-17 | 2014-03-19 | 몬산토 테크놀로지 엘엘씨 | Soybean transgenic event mon 87708 and methods of use thereof |
UA115762C2 (en) | 2009-11-23 | 2017-12-26 | Монсанто Текнолоджи Ллс | Transgenic maize event mon 87427 and the relative development scale |
SI2503873T1 (en) | 2009-11-23 | 2017-07-31 | Bayer Cropscience Nv | Herbicide tolerant soybean plants and methods for identifying same |
RU2603252C2 (en) | 2009-11-24 | 2016-11-27 | ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи | Aad-12 event 416, related transgenic soybean lines and event-specific identification thereof |
US8581046B2 (en) | 2010-11-24 | 2013-11-12 | Pioneer Hi-Bred International, Inc. | Brassica gat event DP-073496-4 and compositions and methods for the identification and/or detection thereof |
WO2011075595A1 (en) | 2009-12-17 | 2011-06-23 | Pioneer Hi-Bred International, Inc. | Maize event dp-043a47-3 and methods for detection thereof |
US20110154524A1 (en) | 2009-12-17 | 2011-06-23 | Pioneer Hi-Bred International, Inc. | Maize event DP-032316-8 and methods for detection thereof |
WO2011084621A1 (en) | 2009-12-17 | 2011-07-14 | Pioneer Hi-Bred International, Inc. | Maize event dp-004114-3 and methods for detection thereof |
WO2011075593A1 (en) | 2009-12-17 | 2011-06-23 | Pioneer Hi-Bred International, Inc. | Maize event dp-040416-8 and methods for detection thereof |
WO2011085575A1 (en) | 2010-01-15 | 2011-07-21 | 江苏省农药研究所股份有限公司 | Ortho-heterocyclyl formanilide compounds, their synthesis methods and use |
AR081721A1 (en) | 2010-02-25 | 2012-10-17 | Nippon Soda Co | CYCLING AND ACARICIDE AMINA COMPOUND |
AR080234A1 (en) | 2010-02-25 | 2012-03-21 | Marrone Bio Innovations Inc | BACTERIAL CEPA ISOLATED FROM THE BURKHOLDERIA AND METABOLITES PESTICIDES OF THE SAME |
CN103002741A (en) | 2010-05-31 | 2013-03-27 | 先正达参股股份有限公司 | Method of crop enhancement |
CA2801056C (en) | 2010-06-01 | 2021-05-25 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Pseudozyma aphidis as a biocontrol agent against various plant pathogens |
US8816156B2 (en) | 2010-06-04 | 2014-08-26 | Monsanto Technology Llc | Transgenic Brassica event MON 88302 and methods of use thereof |
NZ703964A (en) | 2010-08-31 | 2016-08-26 | Meiji Seika Pharma Co Ltd | Noxious organism control agent |
US8785728B2 (en) | 2010-09-08 | 2014-07-22 | Dow Agrosciences, Llc. | AAD-12 event 1606 and related transgenic soybean lines |
CN101967139B (en) | 2010-09-14 | 2013-06-05 | 中化蓝天集团有限公司 | Fluoro methoxylpyrazole-containing o-formylaminobenzamide compound, synthesis method and application thereof |
EP2627785A4 (en) | 2010-10-12 | 2014-03-19 | Monsanto Technology Llc | Soybean plant and seed corresponding to transgenic event mon87712 and methods for detection thereof |
WO2012071039A1 (en) | 2010-11-24 | 2012-05-31 | Pioner Hi-Bred International, Inc. | Brassica gat event dp-061061-7 and compositions and methods for the identification and/or detection thereof |
UA115766C2 (en) | 2010-12-03 | 2017-12-26 | ДАУ АГРОСАЙЄНСІЗ ЕлЕлСі | Stacked herbicide tolerance event 8264.44.06.1, related transgenic soybean lines, and detection thereof |
BR112013015745B1 (en) | 2010-12-03 | 2021-01-19 | Ms Technologies, Llc | polynucleotides related to the herbicide tolerance event 8291.45.36.2, expression cassette, probe, as well as processes for event identification, zygosity determination, production of a transgenic soy plant and production of a protein in a plant cell |
TWI667347B (en) | 2010-12-15 | 2019-08-01 | 瑞士商先正達合夥公司 | Soybean event syht0h2 and compositions and methods for detection thereof |
CN103597079B (en) | 2011-03-30 | 2017-04-05 | 孟山都技术公司 | Cotton transgenic event MON88701 and its using method |
JP6223332B2 (en) | 2011-06-30 | 2017-11-01 | モンサント テクノロジー エルエルシー | Alfalfa plant and seed corresponding to transformation event KK179-2, and detection method thereof |
MX2014000533A (en) | 2011-07-13 | 2015-01-14 | Ms Technologies Llc | Stacked herbicide tolerance event 8264.42.32.1, related transgenic soybean lines, and detection thereof. |
WO2013012643A1 (en) | 2011-07-15 | 2013-01-24 | Syngenta Participations Ag | Polynucleotides encoding trehalose-6-phosphate phosphatase and methods of use thereof |
KR20160054627A (en) | 2011-08-27 | 2016-05-16 | 마론 바이오 이노베이션스, 인코포레이티드 | Isolated bacterial strain of the genus burkholderia and pesticidal metabolites therefrom-formulations and uses |
HU231053B1 (en) | 2011-09-08 | 2020-03-30 | Szegedi Tudományegyetem | Copper-resistant, fengycin hyperproducing bacillus mojavensis strain for protection against plant pests, its use and compounds containing the same |
WO2013050317A1 (en) | 2011-10-03 | 2013-04-11 | Syngenta Limited | Polymorphs of an isoxazoline derivative |
CN102391261A (en) | 2011-10-14 | 2012-03-28 | 上海交通大学 | N-substituted dioxazine compound as well as preparation method and application thereof |
TWI566701B (en) | 2012-02-01 | 2017-01-21 | 日本農藥股份有限公司 | Arylalkyloxypyrimidine derivatives and agrohorticultural insecticides comprising said derivatives as active ingredients, and method of use thereof |
MX2014011829A (en) | 2012-03-30 | 2015-03-19 | Basf Se | N-substituted pyridinylidene compounds and derivatives for combating animal pests. |
EP2647626A1 (en) | 2012-04-03 | 2013-10-09 | Syngenta Participations AG. | 1-Aza-spiro[4.5]dec-3-ene and 1,8-diaza-spiro[4.5]dec-3-ene derivatives as pesticides |
US9282739B2 (en) | 2012-04-27 | 2016-03-15 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US20130291227A1 (en) | 2012-04-27 | 2013-10-31 | Dow Agrosciences Llc | Pesticidal compositions and processes related thereto |
US9125419B2 (en) | 2012-08-14 | 2015-09-08 | Marrone Bio Innovations, Inc. | Bacillus sp. strain with antifungal, antibacterial and growth promotion activity |
CN103232431B (en) | 2013-01-25 | 2014-11-05 | 青岛科技大学 | Dihalogenated pyrazole amide compound and its use |
CN103109816B (en) | 2013-01-25 | 2014-09-10 | 青岛科技大学 | Thiobenzamide compounds and application thereof |
WO2014158644A1 (en) | 2013-03-13 | 2014-10-02 | Dow Agrosciences Llc | Process for the preparation of triaryl rhamnose carbamates |
CN105228448B (en) | 2013-05-23 | 2019-03-01 | 先正达参股股份有限公司 | The mixed product of bucket |
CN103265527B (en) | 2013-06-07 | 2014-08-13 | 江苏省农用激素工程技术研究中心有限公司 | Anthranilamide compound as well as preparation method and application thereof |
CN103524422B (en) | 2013-10-11 | 2015-05-27 | 中国农业科学院植物保护研究所 | Benzimidazole derivative, and preparation method and purpose thereof |
MX2016004942A (en) | 2013-10-17 | 2016-06-28 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds. |
CA2925873A1 (en) | 2013-10-17 | 2015-04-23 | Dow Agrosciences Llc | Processes for the preparation of pesticidal compounds |
ES2719689T3 (en) | 2013-11-11 | 2019-07-12 | Basf Se | Antifungal strains of penicillium, fungicidal excretes thereof and their use |
WO2016005276A1 (en) | 2014-07-07 | 2016-01-14 | Bayer Cropscience Aktiengesellschaft | Process for preparing fluorinated iminopyridine compounds |
CN107075458B (en) | 2014-08-04 | 2021-07-09 | 巴斯夫欧洲公司 | Antifungal Paenibacillus strains, Fusarium-type compounds and their use |
EP3259992B1 (en) | 2015-02-17 | 2019-01-02 | Nippon Soda Co., Ltd. | Agrochemical composition |
EP3594225B1 (en) | 2015-03-26 | 2021-09-15 | Bayer CropScience LP | Paenibacillus strain, antifungal compounds, and methods for their use |
WO2017019448A1 (en) | 2015-07-24 | 2017-02-02 | AgBiome, Inc. | Modified biological control agents and their uses |
US10717716B2 (en) | 2015-08-04 | 2020-07-21 | Chong Kun Dang Pharmaceutical Corp. | 1,3,4-oxadiazole derivative compounds as histone deacetylase 6 inhibitor, and the pharmaceutical composition comprising the same |
PT3362445T (en) | 2015-10-12 | 2023-03-20 | Chong Kun Dang Pharmaceutical Corp | Oxadiazole amine derivative compounds as histone deacetylase 6 inhibitor, and the pharmaceutical composition comprising the same |
EP3361865B1 (en) | 2015-10-12 | 2021-07-14 | Pioneer Hi-Bred International, Inc. | Biologicals and their use in plants |
WO2017076740A1 (en) | 2015-11-04 | 2017-05-11 | Basf Se | Substituted oxadiazoles for combating phytopathogenic fungi |
AU2017272058A1 (en) | 2016-05-26 | 2019-01-17 | Novozymes Bioag A/S | Bacillus and lipochitooligosaccharide for improving plant growth |
WO2018080859A1 (en) | 2016-10-24 | 2018-05-03 | E. I. Du Pont De Nemours And Company | Fungicidal oxadiazoles |
ES2959782T3 (en) | 2016-12-20 | 2024-02-28 | Fmc Corp | Oxadiazoles fungicides |
US10357493B2 (en) | 2017-03-10 | 2019-07-23 | Selenity Therapeutics (Bermuda), Ltd. | Metalloenzyme inhibitor compounds |
ES2965404T3 (en) | 2017-06-20 | 2024-04-15 | Shandong Danhong Pharmaceutical Co Ltd | SSAO inhibitor |
BR112020010066A2 (en) | 2017-11-21 | 2020-11-03 | Syngenta Participations Ag | new resistance genes associated with disease resistance in soybeans |
CA3086790A1 (en) | 2017-12-22 | 2019-06-27 | Bayer Aktiengesellschaft | Fungicidal oxadiazoles |
UY38525A (en) | 2018-12-21 | 2020-07-31 | Bayer Ag | 1,3,4-OXADIAZOLES AND DERIVATIVES THEREOF AS NEW FUNGICIDE AGENTS |
-
2021
- 2021-06-16 UY UY0001039275A patent/UY39275A/en unknown
- 2021-06-17 BR BR112022024412A patent/BR112022024412A2/en unknown
- 2021-06-17 TW TW110122071A patent/TW202214107A/en unknown
- 2021-06-17 WO PCT/EP2021/066409 patent/WO2021255169A1/en active Application Filing
- 2021-06-18 AR ARP210101689A patent/AR122684A1/en unknown
Also Published As
Publication number | Publication date |
---|---|
BR112022024412A2 (en) | 2023-01-17 |
WO2021255169A1 (en) | 2021-12-23 |
AR122684A1 (en) | 2022-09-28 |
UY39275A (en) | 2022-01-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2020127974A1 (en) | 1,3,4-oxadiazoles and their derivatives as new antifungal agents | |
EP4165038A1 (en) | Azabicyclyl-substituted heterocycles as fungicides | |
WO2022129190A1 (en) | (hetero)aryl substituted 1,2,4-oxadiazoles as fungicides | |
EP4161914A1 (en) | Heterocyclyl pyridines as novel fungicides | |
WO2022207494A1 (en) | 3-(hetero)aryl-5-chlorodifluoromethyl-1,2,4-oxadiazole as fungicide | |
EP4149929A1 (en) | Triazine and pyrimidine (thio)amides as fungicidal compounds | |
EP4161906A1 (en) | Heterocyclyl pyrimidines and triazines as novel fungicides | |
EP3708565A1 (en) | Pyrimidinyloxyphenylamidines and the use thereof as fungicides | |
WO2020182929A1 (en) | Substituted ureas and derivatives as new antifungal agents | |
TW202214613A (en) | 1,3,4-oxadiazoles and their derivatives as fungicides | |
TW202214105A (en) | 1,3,4-oxadiazole pyrimidines and1,3,4-oxadiazole pyridines as fungicides | |
TW202216699A (en) | 1,3,4-oxadiazole pyrimidines as fungicides | |
TW202214107A (en) | 1,3,4-oxadiazole pyrimidines as fungicides | |
WO2022058327A1 (en) | Substituted ureas and derivatives as new antifungal agents | |
WO2022129188A1 (en) | 1,2,4-oxadiazol-3-yl pyrimidines as fungicides | |
WO2021209490A1 (en) | Cyclaminephenylaminoquinolines as fungicides | |
WO2023099445A1 (en) | Bis(hetero)aryl thioether oxadiazines as fungicidal compounds | |
WO2022129196A1 (en) | Heterobicycle substituted 1,2,4-oxadiazoles as fungicides | |
WO2023078915A1 (en) | Bis(hetero)aryl thioether (thio)amides as fungicidal compounds | |
WO2024068520A1 (en) | 3-(hetero)aryl-5-chlorodifluoromethyl-1,2,4-oxadiazole as fungicide | |
EP3915971A1 (en) | Phenyl-s(o)n-phenylamidines and the use thereof as fungicides | |
WO2020254489A1 (en) | Benzylphenyl hydroxyisoxazolines and analogues as new antifungal agents | |
EP3986875A1 (en) | Phenoxyphenyl hydroxyisoxazolines and analogues as new antifungal agents |