Novel agrochemical compositions comprising 3-substituted formamidines and uses thereof
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- PI IND LTD
- Filing Date
- 2021-11-29
- Publication Date
- 2026-08-07
AI Technical Summary
[0326]本发明的优点之一是,特别地,新颖的农业化学组成物的内吸特性不仅保护种子本身,而且保护出苗后所得植物免受植物病原真菌的侵害。以此方式,在播种时或播种后不久,可不需对作物立即进行处理。
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Figure CN116801720B_ABST
Abstract
Description
Technical Field
[0001] This invention relates to a novel agricultural chemical composition. Specifically, it relates to a novel agricultural chemical composition comprising one or more benzamide compounds of formula (1) as component (1) and one or more active ingredients as component (2). Furthermore, this invention relates to a method for controlling plant pathogenic fungi, the use of the novel agricultural chemical composition of this invention to treat one or more seeds, and a method for protecting one or more treated seeds. Background Technology
[0002] As is known from the following prior art literature, the use of benzalkonium chloride as a fungicide is known.
[0003] PCT patent publication numbers WO2000046184, WO2003093224, and WO2020148617 disclose derivatives of arylamidinium as fungicides.
[0004] PCT patent publication numbers WO2007031507, WO2005089547, and WO2003024219 disclose that fungicide mixtures include at least one arylamidine derivative and another known fungicide.
[0005] Combinations of fungicides are commonly used to promote disease control and delay the development of resistance. There is a desire to broaden the spectrum of activity and enhance disease control efficacy by using mixtures of active ingredients that provide therapeutic, systemic, and preventative control of plant pathogens. Combinations that provide longer-lasting control, allowing for extended spray intervals, are also needed. There is also a need to combine fungicides that inhibit different biochemical pathways in fungal pathogens to prevent or delay the development of resistance to any single plant disease control agent.
[0006] There has always been a demand for fungicides that can effectively control plant pathogenic fungi while reducing the amount of chemical agents released into the environment. Furthermore, there is a continued need for expanding the activity spectrum of fungicides, reducing their toxicity, and decreasing their application rate. This invention provides agricultural chemical compositions that achieve at least some of the aforementioned objectives.
[0007] Surprisingly, the applicant discovered that the novel agrochemical compositions of this invention not only provide an additive enhancement to the spectrum of activity of the plant pathogens to be controlled, as is expected in principle, but also produce a synergistic effect. This synergistic effect of the agrochemical compositions of this invention helps to reduce the application rates of components (1) and (2) while maintaining effectiveness, even though the effectiveness of these two compounds would be reduced or even ineffective when used alone at such low application rates. Furthermore, the agrochemical compositions of this invention substantially broaden the spectrum of controllable plant pathogens while simultaneously improving the safety of use.
[0008] In addition to the synergistic activity of killing fungi and / or nematodes and / or insects, the agrochemical compositions of the present invention also possess other surprising properties, which in a broader sense can also be referred to as synergistic effects, such as: broadening the activity spectrum to other insects, nematodes and / or plant pathogens, such as resistant strains of plant diseases; reducing the application rate of the active compound; enabling sufficient pest control even at application rates where individual compounds would exhibit low or almost no activity; exhibiting better behavior during formulation or use, such as during grinding, sieving, emulsification, dissolution or dispersion; improving its storage stability and photostability; forming beneficial residues; improving its toxicological or ecotoxicological behavior; and improving so-called plant physiological effects, such as better growth, increased yield, more developed root systems, larger leaf area, greener leaves, stronger branches, less seed requirement, activation of plant defense systems, and better plant compatibility.
[0009] Therefore, the use of the novel agricultural chemical composition of the present invention clearly helps to maintain the health of cereal seedlings, which increases, for example, the winter survival rate of treated cereal seeds and also ensures their quality and yield.
[0010] Furthermore, the novel agrochemical compositions of this invention can help enhance systemic action. Even if individual compounds in the composition do not possess sufficient systemic activity, the novel agrochemical compositions of this invention can still exhibit this property. Similarly, the novel agrochemical compositions of this invention can give their fungicidal and / or insecticidal and / or nematicidal effects a longer-lasting potency. Summary of the Invention
[0011] Accordingly, this application provides a novel agricultural chemical composition comprising:
[0012] (1) at least one compound of formula (I)
[0013]
[0014]
[0015] in,
[0016] R 1 and R 2 It is a group independently selected from C1-C6 alkyl, C2-C6 alkenyl, C3-C6 cycloalkyl-C1-C3 alkyl and C3-C6 cycloalkyl;
[0017] R 3 and R 4 It is a group independently selected from halogen, nitrile, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy and C3-C6 cycloalkyl;
[0018] R 5 and R 6 It is independently selected from the group consisting of hydrogen, halogen, nitrile, C1-C3 alkyl, C1-C3 haloalkyl, and C1-C3 alkoxy groups; or
[0019] R 5 and R 6 The carbon atom it is attached to can form a C=O, C=CR'R', C=NR' or cyclopropyl ring;
[0020] R' is selected from the group consisting of hydrogen, C1-C3 alkyl, C3-C6 cycloalkylalkyl and C1-C3 alkoxy;
[0021] R 7 It is selected from the group consisting of hydrogen, halogen, nitrile, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C8 cycloalkyl, C3-C6 cycloalkyl-C1-C3 alkyl, and phenyl;
[0022] R 1 R 2 R 3 R 4 R 5 R 6 and R 7The groups are optionally substituted by one or more groups selected from halogen, nitrile, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy and C1-C6 alkylthio groups;
[0023] m represents an integer of 0, 1, 2, 3, or 4;
[0024] Or its salts, N-oxides, metal complexes or stereoisomers;
[0025] as well as
[0026] (2) At least one active compound selected from the following group:
[0027] (A) Sterol synthesis inhibitor,
[0028] (B) Inhibitors of respiratory chain complex I or complex II,
[0029] (C) Inhibitors of respiratory chain complex III,
[0030] (D) Inhibitors of mitosis and cell division.
[0031] (E) Compounds that may have multisite action.
[0032] (F) Compounds that can induce host defense.
[0033] (G) Inhibitors of amino acid and / or protein biosynthesis,
[0034] (H) Inhibitors of adenosine triphosphate (ATP) production.
[0035] (I) Inhibitors of cell wall synthesis,
[0036] (J) Inhibitors of lipid and cell membrane synthesis,
[0037] (K) Inhibitors of melanin biosynthesis,
[0038] (L) Inhibitors of nucleic acid synthesis,
[0039] (M) Inhibitors of signal transduction,
[0040] (N) compounds that can be used as uncouplers
[0041] (O) Other fungicides,
[0042] (P) Inhibitor of histone deacetylase,
[0043] (Q) Compounds that can act as safeners, and
[0044] (R) Biological fungicides.
[0045] In one embodiment, the present invention provides a method for controlling unwanted microorganisms, such as unwanted fungi and bacteria and / or pests and mites, comprising the step of applying at least one novel agricultural composition of the present invention to the microorganisms and / or their habitat (applied to a plant, part of a plant, seed, fruit or soil in which the plant grows). Detailed Implementation
[0046] definition:
[0047] In the definitions of the symbols given above, the following collective terms are typically used to represent substituents:
[0048] Hydrogen: Preferably, the definition of hydrogen also includes hydrogen isotopes, preferably deuterium and tritium, and more preferably deuterium.
[0049] Halogens: (halogens that may also exist in combinations such as haloalkyl, haloalkoxy, etc.) fluorine, chlorine, bromine and iodine, preferably fluorine, chlorine and bromine, more preferably fluorine and chlorine;
[0050] Alkyl groups (including those present in alkylthio, alkoxy, etc.) are saturated, straight-chain or branched hydrocarbon groups having 1 to 6 carbon atoms, such as C1-C6 alkyl groups, such as methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl The substituents include propyl, 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, 1-ethyl-2-methylpropyl, heptyl, and octyl. If the alkyl group is at the end of the complex substituent, for example in an alkylcycloalkyl group, then the starting portion of the complex substituent, such as a cycloalkyl group, can be mono- or poly-substituted, either the same or different from the alkyl group, independently.
[0051] Haloalkyl groups: (including those present in haloalkylthio, haloalkoxy, etc.), which are straight-chain or branched alkyl groups having 1 to 6 carbon atoms (as described above), wherein some or all of the hydrogen atoms in these groups may be substituted by the aforementioned halogen atoms. For example, C1-C3 haloalkyl groups may be, for example, chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, and 1,1,1-trifluoropropyl-2-yl.
[0052] Halomethyl: a methyl functional group in which some or all of the hydrogen atoms can be replaced by the aforementioned halogen atoms, such as (but not limited to) chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, and preferably difluoromethyl or trifluoromethyl.
[0053] The term "cycloalkyl" refers to an alkyl group that forms a closed ring. Non-limiting examples include, but are not limited to, cyclopropyl, cyclopentyl, and cyclohexyl. This definition also applies to cycloalkyl groups that are part of a complex substituent, such as cycloalkylalkyl groups, unless otherwise specifically defined elsewhere.
[0054] The term "alkoxy" is used, whether alone or in compound forms, including C1-C6 alkoxy groups. Examples of alkoxy groups may include methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentooxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 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, as well as the various isomers mentioned above.
[0055] Depending on the nature of the substituents, the compound shown in formula (I) can exist in mixtures of different possible isomers, particularly stereoisomers such as E- and Z-isomers, threo and erythro isomers, and optical isomers, and, where appropriate, their tautomers. If applicable, the compound shown in formula (I) comprises E- and Z-isomers, threo and erythro isomers, optical isomers, any mixture of the aforementioned isomers, and their possible tautomer forms.
[0056] Depending on the number of asymmetric centers in the compound, any compound of the present invention may exist in one or more optical, geometric, or scalene isomers. Therefore, the present invention also relates to all optical isomers and their racemic or non-racemic mixtures (the term "non-racemic" refers to a mixture formed from mirror-image isomers in varying proportions), and mixtures of all possible stereoisomers in arbitrary proportions. Non-mirror image isomers and / or optical isomers can be separated according to methods known to those skilled in the art.
[0057] Depending on the number of double bonds in the compound, any compound of the present invention may exist in the form of one or more geometric isomers. Therefore, the present invention also relates to all geometric isomers and mixtures of all possible geometric isomers in any proportion. Stereoisomers can be separated according to conventional methods known to those skilled in the art.
[0058] Depending on the nature of the substituents, the compound shown in formula (I) may also exist as one or more geometric isomers, depending on the relative positions (syn / anti or cis / trans) of the substituents in ring B. Therefore, the invention also relates to all cis / trans isomers (syn / anti or cis / trans) and mixtures of all possible cis / trans isomers in any proportion. Cis / trans isomers can be separated using methods known to those skilled in the art.
[0059] Compounds of formula (I) contain an amidine functional group, which can induce basicity. Therefore, these compounds can react with acids to give salts.
[0060] Examples of inorganic acids can be hydrohalic acids (such as hydrogen fluoride, hydrogen chloride, hydrogen bromide, and hydrogen iodide), sulfuric acid, phosphoric acid, nitric acid, and acidic salts (such as NaHSO4 and KHSO4).
[0061] Suitable organic acids include, for example, formic acid, carbonic acid, and alkanoic acid (e.g., acetic acid, trifluoroacetic acid, trichloroacetic acid, and propionic acid), as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids with straight-chain or branched alkyl groups having 1 to 20 carbon atoms), arylsulfonic acids, or aryldisulfonic acids (aryl groups (such as phenyl and naphthyl groups) with one or two sulfonic acid groups attached), alkylphosphonic acids (phosphonic acids with straight-chain or branched alkyl groups having 1 to 20 carbon atoms), and arylphosphonic acids. aryl bisphosphonates (aryl groups (e.g., phenyl and naphthyl) with one or two phosphonic acid groups), wherein the alkyl and aryl groups may have further substituents, such as p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.
[0062] However, the basic definitions and explanations given above in general terms or within a preferred scope can be combined as needed, that is, included in combinations between the specific given scope and the preferred scope. These definitions apply to both the final product and the precursors and intermediates. In addition, some definitions may not apply.
[0063] In one embodiment, the present invention provides a novel agricultural chemical composition comprising a mixture of component (1) and component (2), wherein component (1) is a compound of at least one formula (I).
[0064]
[0065] in,
[0066] R 1 and R 2 It is a group independently selected from C1-C6 alkyl, C2-C6 alkenyl, C3-C6 cycloalkyl-C1-C3 alkyl and C3-C6 cycloalkyl;
[0067] R 3 and R 4It is a group independently selected from halogen, nitrile, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy and C3-C6 cycloalkyl;
[0068] R 5 and R 6 It is independently selected from the group consisting of hydrogen, halogen, nitrile, C1-C3 alkyl, and C1-C3 alkoxy groups; or
[0069] R 5 and R 6 It forms a C=O, C=CR'R', C=NR', or cyclopropyl ring with the carbon atom it is attached to;
[0070] R' is selected from the group consisting of hydrogen, C1-C3 alkyl, C3-C6 cycloalkylalkyl and C1-C3 alkoxy;
[0071] R 7 It is selected from the group consisting of hydrogen, halogen, nitrile group, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C8 cycloalkyl and C3-C6 cycloalkyl-C1-C3 alkyl;
[0072] n represents an integer of 1, 2, 3, or 4;
[0073] Or its salts, N-oxides, metal complexes or stereoisomers;
[0074] as well as
[0075] Component (2) is at least one other active compound selected from the group consisting of:
[0076] (A) Sterol synthesis inhibitor,
[0077] (B) Inhibitors of respiratory chain complex I or complex II,
[0078] (C) Inhibitors of respiratory chain complex III,
[0079] (D) Inhibitors of mitosis and cell division.
[0080] (E) Compounds that may have multisite action.
[0081] (F) Compounds that can induce host defense.
[0082] (G) Inhibitors of amino acid and / or protein biosynthesis,
[0083] (H) Inhibitors of adenosine triphosphate (ATP) production.
[0084] (I) Inhibitors of cell wall synthesis,
[0085] (J) Inhibitors of lipid and cell membrane synthesis,
[0086] (K) Inhibitors of melanin biosynthesis,
[0087] (L) Inhibitors of nucleic acid synthesis,
[0088] (M) Inhibitors of signal transduction,
[0089] (N) compounds that can be used as uncouplers
[0090] (O) Other fungicides,
[0091] (P) Inhibitor of histone deacetylase,
[0092] (Q) Compounds that can act as protectants, and
[0093] (R) Biological fungicides.
[0094] In one embodiment, component (2) is at least one additional active compound selected from the group consisting of:
[0095] (A) Sterol synthesis inhibitor,
[0096] (B) Inhibitors of respiratory chain complex I or complex II,
[0097] (C) Inhibitors of respiratory chain complex III,
[0098] (D) Inhibitors of mitosis and cell division.
[0099] (E) Compounds that may have multisite action.
[0100] (I) Inhibitors of cell wall synthesis,
[0101] (L) Inhibitors of nucleic acid synthesis,
[0102] (M) Inhibitors of signal transduction,
[0103] (N) compounds that can be used as uncouplers
[0104] (O) Other fungicides,
[0105] (P) Inhibitor of histone deacetylase,
[0106] (Q) Compounds that can act as safeners, and
[0107] (R) Biological fungicides.
[0108] In a preferred embodiment, component (2) is at least one additional active compound selected from the group consisting of:
[0109] (A) Inhibitors of sterol biosynthesis
[0110] (B) Inhibitors of respiratory chain complex I or complex II
[0111] (C) Inhibitors of respiratory chain complex III
[0112] (D) Inhibitors of mitosis and cell division
[0113] (E) Compounds capable of multi-site action
[0114] (L) Inhibitors of nucleic acid synthesis
[0115] (M) Inhibitors of signal transduction
[0116] (N) Compounds that can act as uncouplers
[0117] (O) Other fungicides and
[0118] (P) Inhibitors of histioprotein deacetylase.
[0119] More preferably, component (2) is at least one additional active compound selected from the group consisting of:
[0120] (A) Sterol synthesis inhibitor,
[0121] (B) Inhibitors of respiratory chain complex I or complex II,
[0122] (C) Inhibitors of respiratory chain complex III,
[0123] (E) Compounds that may have multisite action.
[0124] (N) compounds that can act as uncouplers, and
[0125] (P) Inhibitors of histioprotein deacetylase.
[0126] In a preferred embodiment, the compound of formula (I) is
[0127]
[0128] in,
[0129] R 1 It is selected from the group consisting of methyl, ethyl, isopropyl and cyclopropyl;
[0130] R 2 It is selected from the group consisting of ethyl, isopropyl, cyclopropyl, and cyclopropylmethyl;
[0131] R 3 It is selected from the group consisting of halogen, nitrile, methyl, ethyl, isopropyl, halomethyl and cyclopropyl;
[0132] R 4 It is selected from the group consisting of halogen, nitrile, methyl, ethyl, isopropyl, halomethyl, methoxy, and cyclopropyl groups;
[0133] R 5 and R 6 It is a group that is independently selected from hydrogen, halogen, nitrile, methyl, halomethyl and methoxy groups;
[0134] R 5 and R 6 It forms a cyclopropyl group with the carbon atom it is attached to;
[0135] R 7 It is selected from the group consisting of hydrogen, halogen, nitrile, methyl, ethyl, isopropyl, halomethyl, methoxy, ethoxy, isopropoxy, halomethoxy, haloethoxy, and cyclopropyl;
[0136] n represents an integer of 0, 1, 2, 3, or 4;
[0137] And its salts, N-oxides, metal complexes or stereoisomers.
[0138] In a preferred embodiment, the compound of formula (I) as component (1), or its salt, N-oxide, metal complex, or stereoisomer, is selected from:
[0139] (I-1)N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide;
[0140] (I-2)N'-(2,5-dimethyl-3-(4-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide;
[0141] (I-3)N'-(2,5-dimethyl-3-(2-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide;
[0142] (I-4)N-ethyl-N'-(3-(3-fluorobenzyl)-2,5-dimethylphenyl)-N-methylformimidamide;
[0143] (I-5)N-ethyl-N'-(5-fluoro-2-methyl-3-(3-methylbenzyl)phenyl)-N-methylformimidamide;
[0144] (I-6)N'-(5-chloro-2-methyl-3-(4-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide;
[0145] (I-7)N'-(3-(2-chlorobenzyl)-5-fluoro-2-methylphenyl)-N-ethyl-N-methylformimidamide;
[0146] (I-8)N'-(5-chloro-3-(4-cyanobenzyl)-2-methylphenyl)-N-ethyl-N-methylformimidamide;
[0147] (I-9)N'-(5-chloro-3-(4-methoxybenzyl)-2-methylphenyl)-N-ethyl-N-methylformimidamide;
[0148] (I-10)N'-(2-chloro-3-(4-methoxybenzyl)-5-methylphenyl)-N-ethyl-N-methylformimidamide;
[0149] (I-11)N'-(3-(2-bromobenzyl)-5-fluoro-2-methylphenyl)-N-ethyl-N-methylformimidamide;
[0150] (I-12)N-ethyl-N'-(3-(3-fluoro-2-methylbenzyl)-2,5-dimethylphenyl)-N-methylformimidamide;
[0151] (I-13)N-ethyl-N'-(3-(3-methoxybenzyl)-2,5-dimethylphenyl)-N-methylformimidamide;
[0152] (I-14)N'-(3-(4-(difluoromethoxy)benzyl)-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide;
[0153] (I-15)N'-(3-(2-(difluoromethoxy)benzyl)-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide or
[0154] (I-16)N-ethyl-N'-(3-(3-fluoro-5-methylbenzyl)-5-methoxy-2-methylphenyl)-N-methylformimidamide.
[0155] The preferred novel agricultural chemical composition system according to the present invention includes at least one additional active compound (2), selected from:
[0156] (A) Sterol biosynthesis inhibitors, such as: (A001) cyproconazole, (A002) difenoconazole, (A003) epoxiconazole, (A004) fenhexamid, (A005) fenpropidin, (A006) fenpropimorph, (A007) fenpyrazamine, (A008) fluquinconazole, (A009) flutriafol, (A010) imazalil, (A011) imazalil sulfate. sulfate), (A012) ipconazole, (A013) metconazole, (A014) myclobutanil, (A015) papobutrazol, (A016) prochloraz, (A017) propiconazole, (A018) prothioconazole, (A019) pyrisoxazole, (A020) spiroxamine, (A021) tebuconazole, (A022) tetraconazole, (A023) triadimenol, (A024) tridemorph, (A025) triticonazole, (A026) (1R, 2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(lH-1,2,4-triazol-1-ylmethyl)cyclopentanol ((1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-l-(lH-1,2,4-triazol-l-ylmethyl)cyclopentanol), (A027)(1S,2R,5R)-5-(4 -chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol ((1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol), (A028)(2R)-2-(1-chlorocyclopropyl)-4-[(1R)-2,[2-Dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2R)-2-(l-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-l-(lH-1,2,4-triazol-l-yl)butan-2-ol), (A029)(2R)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2R)-2-(l-chlorocyclopropyl)-4-[(lS)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol) lorocyclopropyl]-1-(lH-1,2,4-triazol-1-yl)butan-2-ol), (A030)(2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol ((2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol), (A031)(2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichloro] [2S]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol), (A032)(2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol) [cyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol), (A033)(2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol), (A034)(R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-Oxazol-4-yl](pyridin-3-yl)methanol ((R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol), (A035)(S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol ((S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)) -l,2-oxazol-4-yl](pyridin-3-yl)methanol, (A036)[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (A037)1-({(2R,4S)-2-[2-chloro-4-(4-chlorobenzyl)phenyl]-4-methyl -1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole(1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole), (A038)1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole(1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole(1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole(1-({(2S,4S)-2-[2-chloro- 4-(4-chlorophenoxy)phenyl]-4-methyl-l,3-dioxolan-2-yl}methyl)-lH-1,2,4-triazole), (A039)1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate (l-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-lH-1,2,4-triazol-5-yl thiocyanate), (A040)1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-Difluorophenyl)epoxyethylene-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate (l-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl) thiocyanate), (A041)1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-ylthiocyanate (l-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-ylthiocyanate), (A042)2-[(2R,4R, 5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A043)2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2 [2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione], (A044)2-[(2R,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3-thione H-1,2,4-triazole-3-thione (2-[(2R,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A045)2-[(2R,4S,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[(2R,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione)4S,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A046)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 (2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimeth [ylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A047)2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione) (A048)2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A049)2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[(2S,4S,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A050)2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione)[6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A051)2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-l-(1H-1,2,4-triazol-1-yl)propan-2-ol), (A052)2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan- 2-Alcohol (2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(lH-1,2,4-triazol-1-yl)butan-2-ol), (A053)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(lH-1,2,4-triazol-1-yl)butan-2-ol), (A054)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(lH-1,2,4-triazol-1-yl)butan-2-ol [4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol (2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol), (A055)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol) -yl)propan-2-ol), (A056)2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A057)2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-Dihydro-3H-1,2,4-triazole-3-thione (2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A058)2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-{[rel(2R,3S)-3-(2-chlorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione) phenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-l,2,4-triazole-3-thione, (A059)5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (A060)5- (allylhydrothio)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole(5-(allylsulfanyl)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole), (A061)5-(allylhydrothio)-1-{[rel(2R,3R)-3-2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole(5-(a 5-(allylsulfanyl)-1-{[rel(2R,3R)-3-2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (A062)5-(allylsulfanyl)-1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole( ...(4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole), (A063) bromuconazole, (A064) diniconazole, (A065) diniconazole-M, (A066) etaconazole, (A067) fenbuconazole, (A068) hexaconazole, (A069) imibenconazole, (A070) penconazole, (A071) simeconazole, (A072) triadimefon, (A07... 3) Uniconazole, (A074) Pyributicarb, (A075) Dodemorph, (A076) 4-Dodecyl-2,6-Dimethylmorpholine, (A077) Trimorphamide, (A078) Piperalin, (A079) Naftifine, (A080) Terbinafine, (A081) Mefentrifluconazole, (A082) Ipfentrifluconazole, (A083) 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(2,6-Difluoro-4-chlorophenoxy)cyclopropyl]ethanol, (A084) 1-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]-1H-imidazol-5-onitrile, (A085) difenoconazole, (A086) buthiobate, (A087) pyrifenox, (A088) fenarimol, (A089) nuarimol, (A090) triarimol, (A091) triazine (A092) Clotrimazole, (A093) Econazole, (A094) Isoconazole, (A095) Miconazole, (A096) Oxpoconazole, (A097) Pefurazoate, (A098) Triflumizole, (A099) Azaconazole, (A100) Bitertanol;
[0157] (B) Inhibitors of respiratory chain complex I or complex II, such as: (B001) benzovindiflupyr, (B002) bixafen, (B003) boscalid, (B004) carboxin, (B005) fluopyram, (B006) flutolanil, (B007) fluxapyroxad, (B008) furamepyr, (B009) isofetamid, (B010) isopyrazam (anti-epimeric enantiomer 1R, 4S, 9S)), (B011) isopyrazam (anti-epimeric enantiomer) (1S,4R,9R)), (B012) isopyrazam (anti-epimeric racemate 1RS,4SR,9SR)), (B013) isopyrazam (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR)), (B014) isopyrazam (syn-epimeric enantiomer 1R,4S,9R)), (B015) isopyrazam (syn-epimeric enantiomer) (1S,4R,9S)), (B016) isopyrazam (syn-epimeric racemate 1RS,4SR,9RS)), (B017) penflufen, (B018) penthiopyrad, (B019) pydiflumetofen, (B020) piraziflumid, (B021) sedaxane(B022) 1,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (B023) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide -1,l,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide), (B024)1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide (l,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide), (B025) l-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (B026) 2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)benzamide (yl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)benzamide, (B027)3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide,(B028) 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide (inpyrfluxam), (B029) 3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide [3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide (B030)3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl ...H-pyrazole-4-carboxamide (B030)3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide (B030)3-(difluoro 3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide (Fluindapyr), (B031)3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide (3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-i [inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (B032)3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide,(B033) 5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (B034) N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1- Methyl-1-H-pyrazole-4-carboxamide (N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide), (B035)N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-pyrazole-4-carboxamide (N-(2-tert-butyl-5-me (B036) N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B037) N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide,(B038)N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide) (isoflucpyram), (B039)N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-mannaphthyl-5-yl]- 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide), (B040)N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-mannaphthyl-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (N -[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (B041)N-[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (N-[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide) (B042)N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide),(B043)N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide), (B044)N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B045)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide pyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (B046)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide (N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide) (Isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (B047)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide(B048) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide, (B049) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide (B050)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (B051)N- cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide), (B052)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide) (B053)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide(B054) N-cyclopropyl-N-(2-cyclopropyl-5-chlorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B055) N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B055) N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide. (2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B056)N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (B057) 2-(difluoromethyl)-N-(l,1-dimethyl-3-propyl-2,3-dihydro-1H-inden-4-yl)nicotinamide, (B058) pyrapropoyne, (B059) inpyrfluxam, (B060) meproni, (B061) isoflucypram, (B062) oxidizing rust Oxycarboxin, (B063) α-(methoxyimino)-N-methyl-2-[[[1-[3-(trifluoromethyl)phenyl]ethoxy]imino]methyl]phenylacetamide, (B064) diflumetorim, (B065) thifluzamide, (B066) fenfuram, (B068) benodanil, (B069) cyclobutrifluram, (B070) flubeneteram, (B071) pyrapropoyne;
[0158] (C) Inhibitors of respiratory chain complex III, such as: (C001) ametoctradin, (C002) amisulbrom, (C003) azoxystrobin, (C004) coumethoxystrobin, (C005) coumoxystrobin, (C006) cyazofamid, (C007) dimoxystrobin, (C008) enoxastrobin, (C009) famoxadone, ( (C010) Fenamidone, (C011) Flufenoxystrobin, (C012) Fluoxastrobin, (C013) Kresoxim-methyl, (C014) Metominostrobin, (C015) Oysterastrobin, (C016) Picoxystrobin, (C017) Pyraclostrobin, (C018) Pyrametostrobin, (C019) Pyraclostrobin pyraoxystrobin), (C020)trifloxystrobin, (C021)(2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxymethyl]phenyl}-2-(methoxyimino)-N-methylacetamide((2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)- N-methylacetamide), (C022)(2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenten-3-enamide ((2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenten-3-enamide), (C023)(2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide ((2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide)(C024) (2S)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (C025) (3S,6S,7R,8R)-8-phenylmethyl-3-[({3-[(isobutyryloxy)methoxy]-4- [Methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl-2-methylpropanoate ((3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl-2-methylpropanoate) (Fenpicoxamid), (C026)2-{2-[(2,5- (2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide) (Mandestrobin), (C027)N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-formamido-2-hydroxybenzamide, (C028) (2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenten-3-enamide ((2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenten-3-enamide), (C029)methyl{5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl]carbamate (methyl{5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl]carbamate)4-dimethylphenyl)-lH-pyrazol-1-yl]-2-methylbenzyl}carbamate), (C030)1-(2-{[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl}-3-methylphenyl)-1,4-dihydro-4-methyl-5H-tetrazol-5-one)(Metyltet (C031) raprole, (C032) pyribencarb, (C033) α-(methylimino)-N-methyl-2-[[[1-[3-(trifluoromethyl)phenyl]ethoxy]imino]methyl]benzeneacetamide, (C034) metarylpicoxamid;
[0159] (D) Inhibitors of mitosis and cell division, such as: (D001) carbendazim, (D002) diethofencarb, (D003) ethaboxam, (D004) fluopicolide, (D005) pencycuron, (D006) thiabendazole, (D007) thiophanate-methyl, (D008) zoxamide, (D009) 3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenylpyridinium Azides, (D010)3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6-methylpylidazine, (D011)3-chloro-5-(6-chloropyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine, (D012)4-(2 (D013)4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine) (D014) 4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (D015) 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine,3-dimethyl-1H-pyrazol-5-amine), (D016) 4-(2-bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (D017) 4-(2-bromo-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (D018) 4-(2-chloro-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (D019) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, ...9) 4-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (D018) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (D019) 4-(2-chloro-6-fluorophenyl (D020)4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (D021)4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine -1,3-Dimethyl-1H-pyrazol-5-amine (4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine), (D022)4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylpyridazine (4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylpyridazine), (D023)N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-chlorophenyl)-1,3-Dimethyl-1H-pyrazol-5-amine (N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine), (D024)N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1 3-dimethyl-1H-pyrazol-5-amine), (D025) N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (D026) benomyl;
[0160] (E) Compounds capable of multi-site action, such as: (E001) Bordeaux mixtures, (E002) captafol, (E003) captan, (E004) chlorothalonil, (E005) copper hydroxide, (E006) copper naphthate. (E007) naphthenate, (E008) copper oxide, (E009) copper(2+)sulfate, (E010) dithianon, (E011) dodine, (E012) folpet, (E013) mancozeb, (E014) mancozeb, (E015) metiram, (E016) metiramzinc, (E017) oxine-copper, (E018) propineb, (E019) sulfur and sulfur formulations including calcium polysulfides, (E020) thiram, (E021) zineb, (E022) ziram ram), (E023)6-ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3',4':5,6][1,4]dithiino[2,3-c][1,2]thiazole-3-carboni trile), (E024) ferbam, (E025) dichlofluanid, (E026) tolylfluanid, (E027) guazatine, (E028) iminoctadine, (E029) anilazine, (E030) quinomethionate;
[0161] (F) Compounds that can induce host defense, such as: (F001) acibenzolar-S-methyl, (F002) isotianil, (F003) probenazole, (F004) tiadinil;
[0162] (G) Inhibitors of amino acid and / or protein biosynthesis, such as: (G001) cyprodinil, (G002) kasugamycin, (G003) kasugamycin hydrochloride hydrate, (G004) oxytetracycline, (G005) pyrimethanil, (G006) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinoline-1-yl)quinoline, (G007) fuberidazole, (G008) thiophanate, (G009) blasticidin-S, (G010) streptomycin, (G011) mepanipyrim;
[0163] (H) Inhibitors of ATP production, such as: (H001) silthiofam, (H002) fentin acetate, (H003) fentin chloride, (H004) fentin hydroxide;
[0164] (I) Inhibitors of cell wall synthesis, such as: (I001) benthiavalicarb, (I002) dimethomorph, (I003) flumorph, (I004) iprovalicarb, (I005) mandipropamid, (I006) pyrimorph, (I007) valifenalate, (I008) (2E)-3-(4-tert-butylphenyl)-3 -(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (I009)(2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (I010)benthiavalicarb-isopropyl (I011) polyoxins, (I012) N-[2-[4-[[3-(4-chlorophenyl)-2-propyn-1-yl]oxy]-3-(N-[2-[4-[[3-(4-chlorophenyl)-2-propyn-1-yl]oxy]-3-), (I013) methoxyphenyl]ethyl]-3-methyl-2-[(methylsulfonylurea)-amino]butyramide (methoxyphenyl]ethyl]-3-methyl-2-[(methylsulfonylurea)-amino]butyramide (l)-amino]butanamide), (I014)N-[2-[4-[[3-(4-chlorophenyl)-2-propyn-1-yl]oxy]-3-methoxyphenyl]-ethyl]-3-methyl-2-[(ethylsulfonyl)amino]butanamide (N-[2-[4-[[3-(4-chlorophenyl)-2-propyn-1-yl]oxy]-3-methoxyphenyl]-ethyl]-3-methyl-2-[(ethylsulfonyl)amino]butanamide);
[0165] (J) Inhibitors of lipid and cell membrane synthesis, such as: (J001) propamocarb, (J002) propamocarb hydrochloride, (J003) tolclofos-methyl, (J004) difenphos, (J005) iodocarb, (J006) prothiocarb, (J007) edife (J008) iprobenfos, (J009) pyrazophos, (J010) isoprothiolane, (J011) etridiazole, (J012) biphenyl, (J013) chloroneb, (J014) dicloran, (J015) quintozene, (J016) tecnazene;
[0166] (K) Inhibitors of melanin biosynthesis, such as: (K001) tricyclazole, (K002) 2,2,2-trifluoroethyl{3-methyl-1-[(4-methylbenzoyl)amino]butan-2-yl}carbamate, (K003) carpropamid, (K004) diclocymet, (K005) fenoxanil, (K006) fthalide, (K007) pyroquilon;
[0167] (L) Inhibitors of nucleic acid synthesis, such as: (L001) benalaxyl, (L002) benalaxyl-M (kiralaxyl) (L003) metalaxyl, (L004) metalaxyl-M (mefenoxam) (L005) ethirimol, (L006) furaxyl, (L007) offurace, (L008) oxolinic acid, (L009) hymexazole, (L010) octhilinone, (L011) bupirimate, (L012) dimethirimol;
[0168] (M) Inhibitors of signal transduction, such as: (M001) fludioxonil, (M002) iprodione, (M003) procymidone, (M004) proquinazid, (M005) quinoxyfen, (M006) vinclozolin, (M007) chlozolinate, (M008) fenpiclonil, (M009) proquinazid, (M010) 2-butoxy-6-iodo-3-propyl-4H-1-benzopyran-4-one;
[0169] (N) Compounds that can be used as uncouplers, such as: (N001) fluazinam, (N002) meptyldinocap, (N003) binapacryl, (N004) dinocap;
[0170] (O) Other fungicides, such as: (O001) abscisic acid (O002) bethiocyanate, (O003) bethoxazin, (O004) capsimycin, (O005) carvone, (O006) chinomethionat, (O007) cufraneb, (O008) cyflufenamid, (O009) cymoxanil, (O010) cyprosulfamide, (O011) flutianil, (O012) fosetyl-aluminum, (O013) fosetyl-calcium, (O014) fosetyl-sodium, (O015) methyl isothiocyanate (O016) isothiocyanate, (O017) metrafenone, (O018) mildiomycin, (O019) natamycin, (O020) nickel dimethyl dithiocarbamate, (O021) nitrothal-isopropyl, (O022) oxamocarb, (O023) oxathiapiprolin, (O024) oxyfenthiin, (O025) pentachlorophenol and its salts, (O026) phosphoric acid and its salts. Salts), (O026) propamocarb-fosetylate, (O027) pyriofenone (chlazafenone), (O028) tebufloquin, (O029) tecloftalam, (O030) tolnifanide, (O031) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetone (1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone), (O032)1-(4-{4-[(5S)-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(1-(4-{4-[(5S)-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(1-(4-{4-[(5S)-5-(2, (6-difluorophenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-lH-pyrazol-l-yl]ethanone), (O033)2-(6-benzylpyridin-2-yl)quinazoline (2-(6-benzylpyridin-2-yl)quinazoline), (O034)2,6-dimethyl-1H,5H-[1,4]dithiohexazo[2,3-c:5,6 [-c']dipyrrole-1,3,5,7(2H,6H)-tetraone (2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetrone), (O035)2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazolyl)piperidin-1-yl]acetone (2-[3,5-bis(difluoromethyl)-1H) -pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-l,2-oxazol-3-yl}-l,3-thiazol-2-yl)piperidin-1-yl]ethanone), (O036)2-[3,5-bis(difluoromethyl)-1H-pyrazol-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(2-[3,5-bis(difluoromethyl)-1H-pyrazol-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), (O037)2-[3,5-bis(difluoromethyl)-1H-pyrazol-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-thiazo-2-yl)piperidin-1-yl]acetone(2-[3,5-bis(difluoromethyl)-lH-pyrazol-1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-l,2-oxazol-3-yl}) -l,3-thiazol-2-yl)piperidin-1-yl]ethanone), (O038)2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline (2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline), (O039)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 (2-{(5R)-3-[2-(1-{[3,5-bis(difluoromethyl)-lH-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-l,2-oxazol-5-yl}-3-chlorophenyl methanesulfonate, (O040)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-chlorophenylmethanesulfonate (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-chlorophenyl methanesulfonate), (O041)2-{2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol (2-{2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol), (O042)2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol (2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}p ropan-2-ol), (O043)2-{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-chlorophenyl methanesulfonate (2-{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-chlorophenyl methanesulfonate (fluoxapiprolin), (O044)2-{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}phenyl methanesulfonate (2-{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}phenyl methanesulfonate), (O045)2-phenylphenol and its salts (2-phenylphenol and salts), (O046)3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (O047)3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (O047)3-(4,4-difluoro-3,3-dimethyl-3,4-Dihydroisoquinolin-1-yl)quinoline (3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline) (Quinofumelin), (O048)4-amino-5-fluoropyrimidin-2-ol (tautomerism: 4-amino-5-fluoropyrimidin-2(1H)-one), (O049)4-oxo-4-[(2-phenylethyl)amino]butanoic acid (O050) 5-amino-1,3,4-thiadiazole-2-thiol, (O051) 5-chloro-N'-phenyl-N'-(prop-2-yn-1-yl)thiophene-2-sulfonohydrazide, (O052) 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine. (4-fluorobenzyl)oxy]pyrimidin-4-amine), (O053)5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine), (O054)9-fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzodiazepine4-benzoxazepine), (O055){6-[({[(Z)-(l-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (O056)ethyl(2Z)-3-amino-2-cyano-3-phenylacrylate, (O057)phenazine-1-carboxylic acid, (O058)propyl 3,4,5-trihydroxybenzoate 3,4,5-trihydroxybenzoate), (O059) quinolin-8-ol, (O060) quinolin-8-ol sulfate (2:1), (O061) tert-butyl{6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (O062) 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one thyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one), (O063) pyridachlometyl, (O064) ipflufenoquin, (O065) aminopyrifen, (O066) N-[[(cyclopropyl-methoxy)amino][6-(difluoromethoxy)-2,3-difluorophenyl]-methylene]phenylacetamide (N-[[(cyclopropyl-methoxy)amino][6-(difluoromethoxy)-2,[3-difluorophenyl]-methylene]benzeneacetamide, (O067) methasulfocarb, (O068) sodium mancozeb, (O069) oxine-copper, (O070) ditalimfos, (O071) drazoxolon, (O072) tolyfluanide, (O073) diclobutrazol, (O074) cyprofuram, (O075) phosphonic acid and its salts. (O076) ferimzone, (O077) pyrrolnitrin, (O078) triazine, (O079) flusulfamide, (O080) diclomezine, (O081) mineral oil, (O082) organic oil, (O083) inorganic oil, (O084) potassium bicarbonate, (O085) ferric methanesulfonate methanearsonate), (O086) 4-fluorophenyl-N-[1-[[[[1-(4-cyanophenyl)ethyl]sulfonyl]methyl]propyl]carbamate, (O087) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine (5-chloro-6-(2,4,6-t) (rifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine), (O088)N-[4-[4-chloro-3-(trifluoromethyl)phenoxy]-2,5-dimethylphenyl]-N-ethyl-N-methylmethanimidamide;
[0171] (P) Inhibitors of tissue protein deacetylases, such as: (P001) N-(1-ethylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P002) N-(2-isopropylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide. (P003) N-(2-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P004) N-(1-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (P005) N-(2-ethylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P006) N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide -(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide); (P007)5-(trifluoromethyl)-3-[4-[[3-(trifluoromethyl)-1,2,4-triazol-1-yl]methyl]phenyl]-1,2,4-oxadiazole (5-(trifluoromethyl)-3-[4-[[3-(trifluoromethyl)-1,2,4triazol-1-yl]methyl]phenyl]-1,2,4-oxadiazole);(P008) 2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazole-3-onitrile (2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazole-3-carbonitrile); (P009) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylic acid ethyl ester (ethyl) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate); (P010) N-cyclopropyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P011) N,N-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide. (P012) N-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P013) N,N,-dimethyl-H[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazol-3-amine;(P014) 3-[4-[(5-ethylsulfanyl-1,2,4-triazol-1-yl)methyl]phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole (3-[4-[(5-ethylsulfanyl-1,2,4-triazol-1-yl)methyl]phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole); (P015) 3-[4-(triazolo[4,5-b]pyridin-1-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole (3-[4-(triazolo[4,5-b]pyridin-1-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole); (P016) 3-[4-(triazolo[4,5-b]pyridin-1-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole [[3-[4-(triazolo[4,5-b]pyridin-2-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole]; (P017) 3-[4-(triazolo[4,5-b]pyridin-3-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole]; (P018) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]pyridin-4-carboxylic acid methyl ester] 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate); (P019) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate (ethyl 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate);(P020) N,N-diethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P021) N-methoxy-N-methyl-1-[[4-[5-(trifluoromethyl)-1] ,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide (N-methoxy-N-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide); (P022)1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylic acid propyl ester (propyl) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate); (P023) N-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P024) N-ethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; N-ethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P025) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide;(P026) N-methoxy-1-[1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazol-4-yl]methanimine; (P027) ethyl 1-[1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]ethyl]pyrazol-4-carboxylic acid. 1-[1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]ethyl]pyrazole-4-carboxylate); (P028) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-2-one (1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-2-one) (P029) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one); (P030) 4-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one 4-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]morpholin-3-one; (P031)4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolin-3-one (P032)2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one);(P033) 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one; (P034) 3,3-dimethyl-1[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (P035) 1-[[2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one (P036) 1-[[2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin- 2-Keto (1-[[2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one); (P037) 2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazinan-3-one (2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazinan-3-one); (P038) 1-[[3-fluoro-4-[5-(trifluoromethyl)] -1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one); (P039)3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazolidin-2-one (3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazolidin-2-one);(P040) 1-Methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]imidazolidin-2-one; (P041) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3-dimethyl-piperidin-2-one (ifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3-dimethyl-piperidin-2-one); (P042) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one); (P043) 2 -[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-4,4-dimethyl-isoxazolidin-3-one (2-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-4,4-dimethyl-isoxazolidin-3-one); (P044)2-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (2-[[2,3-di... fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one); (P045)2-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (2-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one);(P046) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]azepan-2-one (1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]azepan-2-one); (P047) N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide (N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]ph (P048) 2,2-dimethyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]but-3-ynamide; (P049) N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide (N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide) (P050) 3-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide; (P051) 2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide 2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]prop-2-enamide; (P052)2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide;(P053) 2-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl](2-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]); (P054) 3,3,3-trifluoro-N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide (3,3,3-trifluoro-N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide) (P055) 3,3,3-trifluoro-N-[[2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide; (P056) N- [[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide (N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide); (P057)N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide (N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide) (oromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide); (P058)2-(difluoromethoxy)-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide;(P059) 2-methoxy-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide; (P060) 1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (P061) 1-ethyl-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P062) 1-ethoxy-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea 5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea); (P063) 1-methoxy-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl](1-methoxy-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]); (P064) 1,1-diethyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl] 1,1-diethyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P065)N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide;(P066) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pent-4-ynamide; (P067) N-methoxy-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]prop-2-enamide. (P068) N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide; (P069) N-cyclopropyl-3,3,3-trifluoro-N-[[4- [5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide (N-cyclopropyl-3,3,3-trifluoro-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide); (P070)2,2-difluoro-N-(2-methoxyethyl)-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide (2,2-difluoro-N-(2-methoxyethyl) (P071)N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide;(P072) N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-N-methoxy-propanamide (N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-N-methoxy-propanamide); (P073) 2-methoxy-N-(2,2,2-trifluoroethyl)-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide (2-methoxy-N-(2,2,2-triflu (oroethyl)-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide; (P074)N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-N-methoxy-cyclopropane carboxamide (N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-N-methoxy-cyclopropane) (carboxamide); (P075) 2-(difluoromethoxy)-N-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide; (P076) N-ethoxy-2-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide. ethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide); (P077)N-isopropyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]tetrahydrofuran-2-carboxamide;(P078) 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P079) 3-Cyclopropyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea y-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea); (P080)3-ethoxy-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P081)3- Allyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (3-allyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea); (P082) 1-cyclopropyl-3-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (1-cyclopropyl-3-methoxy-3-) methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea); (P083)3-isopropyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea;(P084) 1-Methoxy-3-prop-2-ynyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P085) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1-methoxy-3-methyl-urea [5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1-methoxy-3-methyl-urea); (P086) 3-(cyclopropylmethyl)-1-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (3-(cyclopropylmethyl)-1-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl] methyl]urea); (P087) 1-ethyl-3-(2,2,2-trifluoroethyl)-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P088) 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P089)3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea;(P090) N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P091) N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (P092) N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P093) N-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxamide 1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxamide); (P094) N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P095) 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl] Acetamide (2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide); (P096) N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide;(P097) N-[(E)-N-methoxy-C-methyl-iminomethylene]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P098) N-[(Z)-N-methoxy-methyl-iminomethylene]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (onimidoyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide); (P099)N1-methyl-N2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)oxalamide); (P100)N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide (N-a llyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide); (P101) 4,4-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one); (P102) N-methyl-4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide; (P103)5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one;(P104) N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarboxamide.
[0172] (Q) Compounds that can act as protecting agents, such as: (Q001) 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylic acid, (Q002) ethyl 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylic acid ester.(4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylate)(“mefenpyr(-diethyl)”), (Q003) benoxacor, (Q004) cloquintocet-mexyl, (Q005) cumyluron, (Q006) cyometrinil, (Q007) daimuron, (Q008) dichlormid, (Q009) dicyclonon, (Q010) die (Q011) dimepiperate, (Q012) fenchlorazole-ethyl, (Q013) fenclorim, (Q014) flurazole, (Q015) fluxofenim, (Q016) furilazole, (Q017) isoxadifen-ethyl, (Q018) mefenpyr-diethyl, (Q019) mephenate, (Q020) methoxyphenone, (Q021) naphthalic anhydride (Q022) anhydride, (Q023) oxabetrinil, (Q024) AD-67, (Q025) cyprosulfamide, (Q026) oxabetrinil and its corresponding R isomers, (Q027) isoxadifenethyl, (Q028) N-(aminocarbonyl)-2-methylbenzenesulfonamide, (Q029) 1-bromo-4-[(chloromethyl)sulfonyl]benzene, (Q030) 2-(dichloromethyl)-2-methyl-1,3-dioxolane ...3-dioxolane)(MG 191), (Q031)4-(dichloroacetyl)-1-oxa-4-azospiro-[4.5]decane(4-(dichloroacetyl)-1-oxa-4-azospiro-[4.5]decane)(MON 4660), (Q032) 2,2-dichloro-1-(2,2,5-trimethyl-3-oxazolidinyl)-ethanone, (Q033) 2-methoxy-N-[[4-[[(methylamino)carbonyl]amino]phenyl]sulfonyl]-benzamide, (Q034) 2-methoxy-N-[[4-[[(methylamino)carbonyl]amino]phenyl]sulfonyl]-benzamide;
[0173] (R) Biological fungicides, such as: (R001) Bacillus subtilis syn., (R002) Bacillus subtilis strain QST713, (R003) Bacillus subtilis strain BU1814, and Bacillus subtilis var. amyloliquefaciens strain FZB24.The following strains are listed: (R005) *Bacillus amyloliquefaciens* strain FZB24, (R006) *Bacillus amyloliquefaciens* strain MBI600, (R007) *Bacillus amyloliquefaciens* strain D747, (R008) *Bacillus amyloliquefaciens* strain ENV503, (R09) *Tricoderma atroviride* strain SC1, (R010) *Bacillus mycoides* isolate, and (R011) *Pseudomonas chlororaphis* strain AFS009. (AFS009), (R012) Streptomyces lydicus strain WYEC108, (R013) Aureobasidium pullulans strain DSM 14940 + Pullulans strain DSM 14941, (R014) Melameuca alternifolia extract, (R015) Swinglea glutinosa extract, (R016) calcium salt of phosphorus acid / calcium phosphite, (R017) Streptomyces hygroscopicus (validamycin), (R018) Bacillus hygroscopicus (R019) Bacillus amyloliquefaciens, (R020) Bacillus amyloliquefaciens plant subspecies MBI 600 (Bacillus amyloliquefaciens ssp.).Plantarum MBI 600)(II-27), (R021) Bacillus amyloliquefaciens ssp. plantarum D747, (R022) Bacillus megaterium, (R023) Bacillus mojavensis)(II-28, (R024) Bacillus mycoides, (R025) Bacillus pumilus INR-7(II-29), (R026) Bacillus pumilus GHA 180, (R027) Bacillus simplex)(II-30, (R028) Bacillus solani (R029) Burkholderia sp., (R030) Clavibactermichiganensis (bacteriophages) (R031) Gliocladium roseum (R032) Microsphaeropsis ochracea, (R033) Muscodor albus, (R034) Paenibacillus alvei, (R035) Paenibacillus polymyxa (R036) Pantoea agglomerans (R037) Pantoea vagans, (R038) Penicillium (bilaae), (R039) Pseudomonas sp.(R040) *Pseudomonas chloraphis*, (R041) *Pseudomonas fluorescens*, (R042) *Sphaerodes mycoparasitica* (II-36), (R043) *Streptomyces violaceusniger* (II-38), (R044) *Trichoderma fertile* JM41R (II-39), (R045) *Typhula phacorrhiza* (II-40), (R046) *Verticillium dahlia* (II-42), (R047) *zucchini yellow mosaic virus* (avirulent strain).
[0174] All of the components mentioned in the mixture (A) to (R) may optionally form salts with a suitable base or acid, if the nature of their functional groups allows.
[0175] Where component (1) or component (2) may be present in tautomeric form, it should be understood that such compounds may also include, where permissible, the corresponding tautomeric forms in the preceding and following text, even if such tautomeric forms are not specifically mentioned in each case.
[0176] The active ingredients described herein by their common names are known and disclosed in other documents or materials, such as "The pesticide manual (16th Ed. British Crop Protection Council)" or can be found in online resources (e.g., www.alanwood.net / pesticides).
[0177] In a preferred embodiment, the agricultural composition of the present invention comprises at least one other compound (I) selected from the following as its component (2):
[0178] (A) Sterol biosynthesis inhibitors, such as: (A001) cyproconazole, (A002) difenoconazole, (A003) epoxiconazole, (A004) fenhexamid, (A005) fenpropidin, (A006) fenpropimorph, (A007) fenpyrazamine, (A008) fluquinconazole, (A009) flutriafol, (A010) imazalil, (A011) imazalil sulfate. sulfate), (A012) ipconazole, (A013) metconazole, (A014) myclobutanil, (A015) papobutrazol, (A016) prochloraz, (A017) propiconazole, (A018) prothioconazole, (A019) pyrisoxazole, (A020) spiroxamine, (A021) tebuconazole, (A022) tetraconazole, (A023) triadimenol, (A024) tridemorph, (A025) triticonazole, (A026) (1R, 2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(lH-1,2,4-triazol-1-ylmethyl)cyclopentanol ((1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-l-(lH-1,2,4-triazol-l-ylmethyl)cyclopentanol), (A027)(1S,2R,5R)-5-(4 -chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol ((1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol), (A028)(2R)-2-(1-chlorocyclopropyl)-4-[(1R)-2,[2-Dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2R)-2-(l-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-l-(lH-1,2,4-triazol-l-yl)butan-2-ol), (A029)(2R)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2R)-2-(l-chlorocyclopropyl)-4-[(lS)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol) lorocyclopropyl]-1-(lH-1,2,4-triazol-1-yl)butan-2-ol), (A030)(2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol ((2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol), (A031)(2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichloro] [2S]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol), (A032)(2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol ((2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol) [cyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol), (A033)(2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol), (A034)(R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-Oxazol-4-yl](pyridin-3-yl)methanol ((R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol), (A035)(S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol ((S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)) -l,2-oxazol-4-yl](pyridin-3-yl)methanol, (A036)[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (A037)1-({(2R,4S)-2-[2-chloro-4-(4-chlorobenzyl)phenyl]-4-methyl -1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole(1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole), (A038)1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole(1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole(1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole(1-({(2S,4S)-2-[2-chloro- 4-(4-chlorophenoxy)phenyl]-4-methyl-l,3-dioxolan-2-yl}methyl)-lH-1,2,4-triazole), (A039)1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate (l-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-lH-1,2,4-triazol-5-yl thiocyanate), (A040)1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-Difluorophenyl)epoxyethylene-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate (l-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl) thiocyanate), (A041)1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-ylthiocyanate (l-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-ylthiocyanate), (A042)2-[(2R,4R, 5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A043)2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2 [2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione], (A044)2-[(2R,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3-thione H-1,2,4-triazole-3-thione (2-[(2R,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A045)2-[(2R,4S,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[(2R,4S,5R)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione)4S,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A046)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 (2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimeth [ylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A047)2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione) (A048)2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A049)2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[(2S,4S,5S)-l-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A050)2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione)[6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A051)2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-l-(1H-1,2,4-triazol-1-yl)propan-2-ol), (A052)2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan- 2-Alcohol (2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(lH-1,2,4-triazol-1-yl)butan-2-ol), (A053)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol (2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(lH-1,2,4-triazol-1-yl)butan-2-ol), (A054)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(lH-1,2,4-triazol-1-yl)butan-2-ol [4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol (2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol), (A055)2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol) -yl)propan-2-ol), (A056)2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (A057)2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-Dihydro-3H-1,2,4-triazole-3-thione (2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione), (A058)2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione (2-{[rel(2R,3S)-3-(2-chlorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione) phenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-l,2,4-triazole-3-thione, (A059)5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (A060)5- (allylhydrothio)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole(5-(allylsulfanyl)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole), (A061)5-(allylhydrothio)-1-{[rel(2R,3R)-3-2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole(5-(a 5-(allylsulfanyl)-1-{[rel(2R,3R)-3-2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (A062)5-(allylsulfanyl)-1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole( ...(4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole), (A063) bromuconazole, (A064) diniconazole, (A065) diniconazole-M, (A066) etaconazole, (A067) fenbuconazole, (A068) hexaconazole, (A069) imibenconazole, (A070) penconazole, (A071) simeconazole, (A072) triadimefon, (A07... 3) Uniconazole, (A074) Pyributicarb, (A075) Dodemorph, (A076) 4-Dodecyl-2,6-Dimethylmorpholine, (A077) Trimorphamide, (A078) Piperalin, (A079) Naftifine, (A080) Terbinafine, (A081) Mefentrifluconazole, (A082) Ipfentrifluconazole, (A083) 1-(2,4-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(2,[6-Difluoro-4-chlorophenoxy]cyclopropyl]ethanol, (A084) 1-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]-1H-imidazol-5-onitrile, (A085) difenoconazole, (A086) buthiobate, (A087) pyrifenox, (A088) fenarimol, (A089) nuarimol, (A090) triarimol, (A091) triforine, (A092) clotrimazole, (A093) econazole, (A094) isoconazole, (A095) miconazole e), (A096) oxpoconazole, (A097) pefurazoate, (A098) triflumizole, (A099) azaconazole, (A100) bitertanol, (A081) mefentrifluconazole, (A082) ipfentrifluconazole, (A083) 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(2,6-difluoro-4-chlorophenoxy)cyclopropyl]ethanol (1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[ ...6-difluoro-4-chlorophenoxy)cyclopropyl]ethanol), (A084) 1-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxypropyl]-1H-imidazol-5-nitriles, (A085) difenoconazole, (A086) buthiobate, (A087) pyrifenox, (A088) fenarimol, (A089) nuarimol, (A090) triarimol, (A 091) Triforine, (A092) Clotrimazole, (A093) Econazole, (A094) Isoconazole, (A095) Miconazole, (A096) Oxpoconazole, (A097) Pefurazoate, (A098) Triflumizole, (A099) Azaconazole, (A100) Bitertanol;
[0179] (B) Inhibitors of respiratory chain complex I or complex II, such as: (B001) benzovindiflupyr, (B002) bixafen, (B003) boscalid, (B004) carboxin, (B005) fluopyram, (B006) flutolanil, (B007) fluxapyroxad, (B008) furamepyr, (B009) isofetamid, (B010) isopyrazam (anti-epimeric enantiomer 1R, 4S, 9S)), (B011) isopyrazam (anti-epimeric enantiomer) (1S,4R,9R)), (B012) isopyrazam (anti-epimeric racemate 1RS,4SR,9SR)), (B013) isopyrazam (mixture of syn-epimeric racemate 1RS,4SR,9RS and anti-epimeric racemate 1RS,4SR,9SR)), (B014) isopyrazam (syn-epimeric enantiomer 1R,4S,9R)), (B015) isopyrazam (syn-epimeric enantiomer) (1S,4R,9S)), (B016) isopyrazam (syn-epimeric racemate 1RS,4SR,9RS)), (B017) penflufen, (B018) penthiopyrad, (B019) pydiflumetofen, (B020) piraziflumid, (B021) sedaxane(B022) 1,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (B023) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide -1,l,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide), (B024)1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide (l,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide), (B025) l-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (B026) 2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)benzamide (yl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)benzamide, (B027)3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide,(B028) 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide (inpyrfluxam), (B029) 3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide [3-(difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide (B030)3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl ...H-pyrazole-4-carboxamide (B030)3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide (B030)3-(difluoro 3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide (Fluindapyr), (B031)3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide (3-(difluoromethyl)-N-[(3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-i [inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (B032)3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide,(B033) 5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (B034) N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1- Methyl-1-H-pyrazole-4-carboxamide (N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide), (B035)N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-pyrazole-4-carboxamide (N-(2-tert-butyl-5-me (B036) N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B037) N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide,(B038)N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide) (isoflucpyram), (B039)N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-mannaphthyl-5-yl]- 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide), (B040)N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-mannaphthyl-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (N -[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (B041)N-[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide (N-[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide) (B042)N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide),(B043)N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide), (B044)N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B045)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide pyl-3-(difluoromethyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (B046)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide (N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide) (Isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (B047)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide(B048) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide, (B049) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide (B050)N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (B051)N- cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide), (B052)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide) (B053)N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide(B054) N-cyclopropyl-N-(2-cyclopropyl-5-chlorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B055) N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B055) N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide. (2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (B056)N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (B057) 2-(difluoromethyl)-N-(l,1-dimethyl-3-propyl-2,3-dihydro-1H-inden-4-yl)nicotinamide, (B058) pyrapropoyne, (B059) inpyrfluxam, (B060) meproni, (B061) isoflucypram, (B062) oxidizing rust Oxycarboxin, (B063) α-(methoxyimino)-N-methyl-2-[[[1-[3-(trifluoromethyl)phenyl]ethoxy]imino]methyl]phenylacetamide, (B064) diflumetorim, (B065) thifluzamide, (B066) fenfuram, (B068) benodanil, (B069) cyclobutrifluram, (B070) flubeneteram, (B071) pyrapropoyne;
[0180] (C) Inhibitors of respiratory chain complex III, such as: (C001) ametoctradin, (C002) amisulbrom, (C003) azoxystrobin, (C004) coumethoxystrobin, (C005) coumoxystrobin, (C006) cyazofamid, (C007) dimoxystrobin, (C008) enoxastrobin, (C009) famoxadone, ( (C010) Fenamidone, (C011) Flufenoxystrobin, (C012) Fluoxastrobin, (C013) Kresoxim-methyl, (C014) Metominostrobin, (C015) Oysterastrobin, (C016) Picoxystrobin, (C017) Pyraclostrobin, (C018) Pyrametostrobin, (C019) Pyraclostrobin pyraoxystrobin), (C020)trifloxystrobin, (C021)(2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxymethyl]phenyl}-2-(methoxyimino)-N-methylacetamide((2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)- N-methylacetamide), (C022)(2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenten-3-enamide ((2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenten-3-enamide), (C023)(2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide ((2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide)(C024) (2S)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (C025) (3S,6S,7R,8R)-8-phenylmethyl-3-[({3-[(isobutyryloxy)methoxy]-4- [Methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl-2-methylpropanoate ((3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl-2-methylpropanoate) (Fenpicoxamid), (C026)2-{2-[(2,5- (2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide) (Mandestrobin), (C027)N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-formamido-2-hydroxybenzamide, (C028) (2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenten-3-enamide ((2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpenten-3-enamide), (C029)methyl{5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl]carbamate (methyl{5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl]carbamate)4-dimethylphenyl)-lH-pyrazol-1-yl]-2-methylbenzyl}carbamate), (C030)1-(2-{[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl}-3-methylphenyl)-1,4-dihydro-4-methyl-5H-tetrazol-5-one)(Metyltet (C031) raprole, (C032) pyribencarb, (C033) α-(methylimino)-N-methyl-2-[[[1-[3-(trifluoromethyl)phenyl]ethoxy]imino]methyl]benzeneacetamide, (C034) metarylpicoxamid;
[0181] (E) Compounds capable of multi-site action, such as: (E001) Bordeaux mixture, (E002) Captafol, (E003) Captan, (E004) Chlorothalonil, (E005) Copper hydroxide, (E006) Copper naphthenate, (E007) Copper oxide, (E008) Copper oxychloride, (E009) Copper(2+) sulfate, (E010) Dithianon, (E011) Dodine, (E012) Folpet, (E013) Mancozeb, (E014) Mancozeb, (E015) Metiram, (E016) Metiram (E017) oxine-copper (copper hydroxyquinoline), (E018) propineb (methyl zinc), (E019) sulfur and sulfur formulations including calcium polysulfides, (E020) thiram, (E021) zineb (ziram), (E022) ziram (ziram), (E023) 6-ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrole[3',4':5,6][1,4]dithiohexazo[2,3-c][1,2]thiazolyl-3-carboxylonitrile (6-ethyl-5,7-dioxo-6,7-dihydro-5H-p) yrrolo[3',4':5,6][1,4]dithiino[2,3-c][1,2]thiazole-3-carbonitrile), (E024)ferbam, (E025)dichlofluanid, (E026)tolylfluanid, (E027)guazatine, (E028)iminoctadine, (E029)anilazine, (E030)quinomethionate;
[0182] (L) Inhibitors of nucleic acid synthesis, such as: (L001) benalaxyl, (L002) benalaxyl-M (kiralaxyl) (L003) metalaxyl, (L004) metalaxyl-M (mefenoxam) (L005) ethirimol, (L006) furaxyl, (L007) offurace, (L008) oxolinicacid, (L009) hymexazole, (L010) octhilinone, (L011) bupirimate, (L012) dimethirimol;
[0183] (M) Inhibitors of signal transduction, such as: (M001) fludioxonil, (M002) iprodione, (M003) procymidone, (M004) proquinazid, (M005) quinoxyfen, (M006) vinclozolin, (M007) chlozolinate, (M008) fenpiclonil, (M009) proquinazid, (M010) 2-butoxy-6-iodo-3-propyl-4H-1-benzopyran-4-one;
[0184] (N) Compounds that can be used as uncouplers, such as: (N001) fluazinam, (N002) meptyldinocap, (N003) binapacryl, (N004) dinocap;
[0185] (O) Other fungicides, such as: (O001) abscisic acid (O002) bethiocyanate, (O003) bethoxazin, (O004) capsimycin, (O005) carvone, (O006) chinomethionat, (O007) cufraneb, (O008) cyflufenamid, (O009) cymoxanil, (O010) cyprosulfamide, (O011) flutianil, (O012) fosetyl-aluminum, (O013) fosetyl-calcium, (O014) fosetyl-sodium, (O015) methyl isothiocyanate (O016) isothiocyanate, (O017) metrafenone, (O018) mildiomycin, (O019) natamycin, (O020) nickel dimethyl dithiocarbamate, (O021) nitrothal-isopropyl, (O022) oxamocarb, (O023) oxathiapiprolin, (O024) oxyfenthiin, (O025) pentachlorophenol and its salts, (O026) phosphoric acid and its salts. Salts), (O026) propamocarb-fosetylate, (O027) pyriofenone (chlazafenone), (O028) tebufloquin, (O029) tecloftalam, (O030) tolnifanide, (O031) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazolyl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetone (1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone), (O032)1-(4-{4-[(5S)-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(1-(4-{4-[(5S)-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(1-(4-{4-[(5S)-5-(2, (6-difluorophenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-lH-pyrazol-l-yl]ethanone), (O033)2-(6-benzylpyridin-2-yl)quinazoline (2-(6-benzylpyridin-2-yl)quinazoline), (O034)2,6-dimethyl-1H,5H-[1,4]dithiohexazo[2,3-c:5,6 [-c']dipyrrole-1,3,5,7(2H,6H)-tetraone (2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetrone), (O035)2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazolyl)piperidin-1-yl]acetone (2-[3,5-bis(difluoromethyl)-1H) -pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-l,2-oxazol-3-yl}-l,3-thiazol-2-yl)piperidin-1-yl]ethanone), (O036)2-[3,5-bis(difluoromethyl)-1H-pyrazol-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(2-[3,5-bis(difluoromethyl)-1H-pyrazol-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), (O037)2-[3,5-bis(difluoromethyl)-1H-pyrazol-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-thiazo-2-yl)piperidin-1-yl]acetone(2-[3,5-bis(difluoromethyl)-lH-pyrazol-1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-l,2-oxazol-3-yl}) -l,3-thiazol-2-yl)piperidin-1-yl]ethanone), (O038)2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline (2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline), (O039)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 (2-{(5R)-3-[2-(1-{[3,5-bis(difluoromethyl)-lH-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-l,2-oxazol-5-yl}-3-chlorophenyl methanesulfonate, (O040)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-chlorophenylmethanesulfonate (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-chlorophenyl methanesulfonate), (O041)2-{2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol (2-{2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol), (O042)2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol (2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}p ropan-2-ol), (O043)2-{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-chlorophenyl methanesulfonate (2-{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-chlorophenyl methanesulfonate (fluoxapiprolin), (O044)2-{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}phenyl methanesulfonate (2-{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}phenyl methanesulfonate), (O045)2-phenylphenol and its salts (2-phenylphenol and salts), (O046)3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (O047)3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (O047)3-(4,4-difluoro-3,3-dimethyl-3,4-Dihydroisoquinolin-1-yl)quinoline (3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline) (Quinofumelin), (O048)4-amino-5-fluoropyrimidin-2-ol (tautomerism: 4-amino-5-fluoropyrimidin-2(1H)-one), (O049)4-oxo-4-[(2-phenylethyl)amino]butanoic acid (O050) 5-amino-1,3,4-thiadiazole-2-thiol, (O051) 5-chloro-N'-phenyl-N'-(prop-2-yn-1-yl)thiophene-2-sulfonohydrazide, (O052) 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine. (4-fluorobenzyl)oxy]pyrimidin-4-amine), (O053)5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine), (O054)9-fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzodiazepine4-benzoxazepine), (O055){6-[({[(Z)-(l-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (O056)ethyl(2Z)-3-amino-2-cyano-3-phenylacrylate, (O057)phenazine-1-carboxylic acid, (O058)propyl 3,4,5-trihydroxybenzoate 3,4,5-trihydroxybenzoate), (O059) quinolin-8-ol, (O060) quinolin-8-ol sulfate (2:1), (O061) tert-butyl{6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamate, (O062) 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one thyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one), (O063) pyridachlometyl, (O064) ipflufenoquin, (O065) aminopyrifen, (O066) N-[[(cyclopropyl-methoxy)amino][6-(difluoromethoxy)-2,3-difluorophenyl]-methylene]phenylacetamide (N-[[(cyclopropyl-methoxy)amino][6-(difluoromethoxy)-2,[3-difluorophenyl]-methylene]benzeneacetamide, (O067) methasulfocarb, (O068) sodium mancozeb, (O069) oxine-copper, (O070) ditalimfos, (O071) drazoxolon, (O072) tolyfluanide, (O073) diclobutrazol, (O074) cyprofuram, (O075) phosphonic acid and its salts. (O076) ferimzone, (O077) pyrrolnitrin, (O078) triazine, (O079) flusulfamide, (O080) diclomezine, (O081) mineral oil, (O082) organic oil, (O083) inorganic oil, (O084) potassium bicarbonate, (O085) ferric methanesulfonate methanearsonate), (O086) 4-fluorophenyl-N-[1-[[[[1-(4-cyanophenyl)ethyl]sulfonyl]methyl]propyl]carbamate, (O087) 5-chloro-6-(2,4,6-trifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine (5-chloro-6-(2,4,6-t) (rifluorophenyl)-7-(4-methylpiperidin-1-yl)[1,2,4]triazolo[1,5-a]pyrimidine), (O088)N-[4-[4-chloro-3-(trifluoromethyl)phenoxy]-2,5-dimethylphenyl]-N-ethyl-N-methylmethanimidamide;
[0186] (P) Inhibitors of tissue protein deacetylases, such as: (P001) N-(1-ethylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P002) N-(2-isopropylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide. (P003) N-(2-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P004) N-(1-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (P005) N-(2-ethylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P006) N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide -(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide); (P007)5-(trifluoromethyl)-3-[4-[[3-(trifluoromethyl)-1,2,4-triazol-1-yl]methyl]phenyl]-1,2,4-oxadiazole (5-(trifluoromethyl)-3-[4-[[3-(trifluoromethyl)-1,2,4triazol-1-yl]methyl]phenyl]-1,2,4-oxadiazole);(P008) 2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazole-3-onitrile (2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazole-3-carbonitrile); (P009) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylic acid ethyl ester (ethyl) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate); (P010) N-cyclopropyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P011) N,N-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide. (P012) N-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P013) N,N,-dimethyl-H[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1,2,4-triazol-3-amine;(P014) 3-[4-[(5-ethylsulfanyl-1,2,4-triazol-1-yl)methyl]phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole (3-[4-[(5-ethylsulfanyl-1,2,4-triazol-1-yl)methyl]phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole); (P015) 3-[4-(triazolo[4,5-b]pyridin-1-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole (3-[4-(triazolo[4,5-b]pyridin-1-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole); (P016) 3-[4-(triazolo[4,5-b]pyridin-1-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole [[3-[4-(triazolo[4,5-b]pyridin-2-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole]; (P017) 3-[4-(triazolo[4,5-b]pyridin-3-ylmethyl)phenyl]-5-(trifluoromethyl)-1,2,4-oxadiazole]; (P018) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]pyridin-4-carboxylic acid methyl ester] 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate); (P019) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate (ethyl 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate);(P020) N,N-diethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P021) N-methoxy-N-methyl-1-[[4-[5-(trifluoromethyl)-1] ,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide (N-methoxy-N-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide); (P022)1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylic acid propyl ester (propyl) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxylate); (P023) N-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P024) N-ethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; N-ethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide; (P025) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-4-carboxamide;(P026) N-methoxy-1-[1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazol-4-yl]methanimine; (P027) ethyl 1-[1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]ethyl]pyrazol-4-carboxylic acid. 1-[1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]ethyl]pyrazole-4-carboxylate); (P028) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-2-one (1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-2-one) (P029) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one); (P030) 4-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one 4-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]morpholin-3-one; (P031)4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolin-3-one (P032)2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one);(P033) 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one; (P034) 3,3-dimethyl-1[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (P035) 1-[[2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one (P036) 1-[[2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin- 2-Keto (1-[[2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one); (P037) 2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazinan-3-one (2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazinan-3-one); (P038) 1-[[3-fluoro-4-[5-(trifluoromethyl)] -1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one (1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one); (P039)3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazolidin-2-one (3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]oxazolidin-2-one);(P040) 1-Methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]imidazolidin-2-one; (P041) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3-dimethyl-piperidin-2-one (ifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3-dimethyl-piperidin-2-one); (P042) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one); (P043) 2 -[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-4,4-dimethyl-isoxazolidin-3-one (2-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-4,4-dimethyl-isoxazolidin-3-one); (P044)2-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (2-[[2,3-di... fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one); (P045)2-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one (2-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one);(P046) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]azepan-2-one (1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]azepan-2-one); (P047) N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide (N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]ph (P048) 2,2-dimethyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]but-3-ynamide; (P049) N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide (N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide) (P050) 3-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide; (P051) 2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide 2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]prop-2-enamide; (P052)2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide;(P053) 2-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl](2-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]); (P054) 3,3,3-trifluoro-N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide (3,3,3-trifluoro-N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide) (P055) 3,3,3-trifluoro-N-[[2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide; (P056) N- [[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide (N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]butanamide); (P057)N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide (N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide) (oromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide); (P058)2-(difluoromethoxy)-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide;(P059) 2-methoxy-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide; (P060) 1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (P061) 1-ethyl-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P062) 1-ethoxy-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea 5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea); (P063) 1-methoxy-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl](1-methoxy-1-methyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]); (P064) 1,1-diethyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl] 1,1-diethyl-3-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P065)N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide;(P066) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pent-4-ynamide; (P067) N-methoxy-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl] N-methoxy-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]prop-2-enamide; (P068) N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propamide (p. 069) N-cyclopropyl-3,3,3-trifluoro-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide; (P070) 2,2-difluoro-N-(2-methoxyethyl)-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide; (P071) N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide;(P072) N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-N-methoxy-propanamide (N-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-N-methoxy-propanamide); (P073) 2-methoxy-N-(2,2,2-trifluoroethyl)-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide (2-methoxy-N-(2,2,2-triflu (oroethyl)-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide; (P074)N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-N-methoxy-cyclopropane carboxamide (N-[[2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-N-methoxy-cyclopropane) (carboxamide); (P075) 2-(difluoromethoxy)-N-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide; (P076) N-ethoxy-2-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide. ethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide); (P077)N-isopropyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]tetrahydrofuran-2-carboxamide;(P078) 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P079) 3-Cyclopropyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea y-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea); (P080)3-ethoxy-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P081)3- Allyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (3-allyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea); (P082) 1-cyclopropyl-3-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (1-cyclopropyl-3-methoxy-3-) methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea); (P083)3-isopropyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea;(P084) 1-Methoxy-3-prop-2-ynyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P085) 1-[[3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1-methoxy-3-methyl-urea [5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-1-methoxy-3-methyl-urea); (P086) 3-(cyclopropylmethyl)-1-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea (3-(cyclopropylmethyl)-1-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl] methyl]urea); (P087) 1-ethyl-3-(2,2,2-trifluoroethyl)-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P088) 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea; (P089)3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea;(P090) N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P091) N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (P092) N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P093) N-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxamide 1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxamide); (P094) N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P095) 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl] Acetamide (2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide); (P096) N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]acetamide;(P097) N-[(E)-N-methoxy-C-methyl-iminomethylene]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide; (P098) N-[(Z)-N-methoxy-methyl-iminomethylene]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (onimidoyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide); (P099)N1-methyl-N2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)oxalamide); (P100)N-allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propionamide (N-a llyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide); (P101) 4,4-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one); (P102) N-methyl-4-[5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarbothioamide; (P103)5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one;(P104) N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarboxamide.
[0187] (Q) Compounds that can act as protecting agents, such as: (Q001) 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylic acid, (Q002) ethyl 1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylic acid ester.(4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylate)(“mefenpyr(-diethyl)”), (Q003) benoxacor, (Q004) cloquintocet-mexyl, (Q005) cumyluron, (Q006) cyometrinil, (Q007) daimuron, (Q008) dichlormid, (Q009) dicyclonon, (Q010) die (Q011) dimepiperate, (Q012) fenchlorazole-ethyl, (Q013) fenclorim, (Q014) flurazole, (Q015) fluxofenim, (Q016) furilazole, (Q017) isoxadifen-ethyl, (Q018) mefenpyr-diethyl, (Q019) mephenate, (Q020) methoxyphenone, (Q021) naphthalic anhydride (Q022) anhydride, (Q023) oxabetrinil, (Q024) AD-67, (Q025) cyprosulfamide, (Q026) oxabetrinil and its corresponding R isomers, (Q027) isoxadifenethyl, (Q028) N-(aminocarbonyl)-2-methylbenzenesulfonamide, (Q029) 1-bromo-4-[(chloromethyl)sulfonyl]benzene, (Q030) 2-(dichloromethyl)-2-methyl-1,3-dioxolane ...3-dioxolane)(MG 191), (Q031)4-(dichloroacetyl)-1-oxa-4-azospiro-[4.5]decane(4-(dichloroacetyl)-1-oxa-4-azospiro-[4.5]decane)(MON 4660), (Q032) 2,2-dichloro-1-(2,2,5-trimethyl-3-oxazolidinyl)-ethanone, (Q033) 2-methoxy-N-[[4-[[(methylamino)carbonyl]amino]phenyl]sulfonyl]-benzamide, (Q034) 2-methoxy-N-[[4-[[(methylamino)carbonyl]amino]phenyl]sulfonyl]-benzamide. In another preferred embodiment, the agricultural composition of the present invention comprises at least one of another compound (I) selected from the following as its component (2):
[0188] (A) Inhibitors of sterol biosynthesis, such as: (A001) cyproconazole, (A002) difenoconazole, (A003) epoxiconazole, (A006) fenpropimorph, (A009) flutriafol, (A012) ipconazole, (A013) metconazole, (A017) propiconazole, (A018) prothioconazole, (A021) tebuconazole, (A022) tetraconazole, (A081) mefentrifluconazole, (A082) ipfentrifluconazole.
[0189] (B) Inhibitors of respiratory chain complex I or complex II, such as: (B001) benzovindiflupyr, (B002) bixafen, (B003) boscalid, (B005) fluopyram, (B007) fluxapyroxad, (B009) isofetamid, (B010) isopyrazam, (B017) penflufen, (B018) penthiopyrad, (B019) fluopyram. (pydiflumetofen), (B021) sedaxane, (B028) inpyrfluxam, (B030) 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide (Fluindapyr),
[0190] (C) Inhibitors of respiratory chain complex III, such as: (C003) azoxystrobin, (C007) dimoxystrobin, (C012) fluoxastrobin, (C013) kresoxim-methyl, (C014) metominostrobin, (C016) picoxystrobin, (C017) pyraclostrobin, (C020) trifloxystrobin, (C025) (3S,6S,7R,8) R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl-2-methylpropanoate ((3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1l,5-dioxonan-7-yl-2-methylpropanoate) (Fenpicoxami) d) (C031) florylpicoxamid, (D) inhibitors of mitosis and cell division, such as: (D001) carbendazim, (D007) thiophanate-methyl, (D012) 4-(2-bromo-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (D015) 4- (2-Bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine), (D025)N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-lH-pyrazol-5-amine),,
[0191] (E) Compounds that can act at multiple sites, such as: (E003) captan, (E004) chlorothalonil, (E010) dithianon, (E012) folpet, (E013) mancozeb, (E015) metiram, (E018) propineb, (E020) thiram.
[0192] (L) Inhibitors of nucleic acid synthesis, such as: (L003) metalaxyl, (L004) metalaxyl-M (mefenoxam),
[0193] (M) Inhibitors of signal transduction, such as: (M001) fludioxonil, (M002) iprodione, (M004) proquinazid, (M005) quinoxyfen.
[0194] Compounds with (N) that can act as uncouplers include: (N001) fluazinam and (N002) meptyldinocap.
[0195] (O) Other fungicides, such as: (O008) cyflufenamid, (O.010) cyprosulfamide, (O011) flutianil, (O012) fosetyl-aluminium, (O.016) Metrafenone, (O022) Oxathiapiprolin, (O027) Pyriofenone (chlazafenone), (O043) 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate (2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazolyl-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate (2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}pi peridin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate (fluoxapiprolin), (O047) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline (quinofumelin), (O048) 4-Amino-5-fluoropyrimidin-2-ol (tautomerism: 4-amino-5-fluoropyrimidin-2(1H)-one), (O052)5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, (O053)5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine (O062) 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one, (O063) pyridachlometyl, (O064) ipflufenoquin, (O065) aminopyrifen.
[0196] (P) Inhibitors of tissue protein deacetylases, such as: (P006) N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (P094) N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide) and (P104)N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzenecarboxamide. In another preferred embodiment, the agricultural composition of the invention comprises at least one of the following compounds (I) as its component (2):
[0197] (A) Inhibitors of sterol biosynthesis, such as: (A001) cyproconazole, (A002) difenoconazole, (A004) tetraconazol, (A006) fenpropimorph, (A009) flutriafol, (A013) metconazole, (A017) propiconazole, (A018) prothioconazole, (A021) tebuconazole, (A022) epoxiconazole, (A081) mefentrifluconazole.
[0198] (B) Inhibitors of respiratory chain complex I or complex II, such as: (B001) benzovindiflupyr, (B002) bixafen, (B005) fluopyram, (B007) fluxapyroxad, (B019) pydiflumetofen, (B028) inpyrfluxam, (B30) fluindapyr, (B038) isoflucpyram.
[0199] (C) Inhibitors of respiratory chain complex III, such as: (C003) azoxystrobin, (C012) fluoxastrobin, (C014) metominostrobin, (C017) pyraclostrobin, (C016) picoxystrobin, (C020) trifloxystrobin, (C025) (3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxolane-7-yl-2-methylpropionate ((3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxolane-7-yl-2-methylpropionate ((3S,6S,7R,8R)-8-benzyl-3-[({3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxolane-7-yl-2-methylpropionate) [ryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl-2-methylpropanoate)(fenpicoxamid), (C030)1-(2-{[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl}-3-methylphenyl)-1,4-dihydro-4-methyl-5H-tetrazol-5-one(1-(2-{[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl}-3-methylphenyl)-1,4-dihydro-4-methyl-5H-tetrazol-5-one)(metyltetraprole),
[0200] (D) Inhibitors of mitosis and cell division, such as: (D001) carbendazim, (D007) thiophanate-methyl.
[0201] (E) Compounds capable of multisite action, such as: (E004) chlorothalonil, (E010) dithianon, (E013) mancozeb, (E020) thiram.
[0202] (L) Inhibitors of nucleic acid synthesis, such as: (L003) metalaxyl.
[0203] (M) Inhibitors of signal transduction, such as: (M001) fludioxonil,
[0204] (N) Compounds that can act as uncouplers, such as (N001) fluazinam.
[0205] (O) Other fungicides, such as: (O022) oxathiapiprolin, (O043) 2-{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 (2-{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-chlorophenyl methanesulfonate (fluoxapiprolin), (O046) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline (3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline (Quinofumelin), (O065) aminopyrifen.
[0206] (P) Inhibitors of tissue protein deacetylases, such as: (P006) N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide), (P094) N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide (N ... (enyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide and (P103)5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one).
[0207] In a preferred embodiment, the agricultural chemical composition of the present invention comprises at least one active compound (II) selected from the following as its component (2): azoxystrobin, benzovindiflupyr, bixafen, boscalid, difenoconazole, dithianon, fluazinam, fluindapyr, fluopyram, and fluxapyroxa. d) Folpet, inpyrfluxam, mancozeb, mefentrifluconazole, metiram, metominostrobin, picoxystrobin, propineb, prothioconazole, pyraclostrobin, tebuconazole, and trifloxystrobin.
[0208] The following combinations are examples of specific embodiments of the agricultural chemical composition of the present invention.
[0209] The combinations listed in Table 1 below, wherein component (1) (the compound represented by formula (I)) and component (2) are selected from groups (A) to (R) as defined herein. For example, if component (2) is (A001) cyproconazole, the combination would be represented as "(I) + (A001)".
[0210] Table 1:
[0211] (I)+(A001)、(I)+(A002)、(I)+(A003)、(I)+(A004)、(I)+(A005)、(I)+(A006)、(I)+(A007)、(I)+(A008)、(I)+(A009)、(I)+(A010)、(I)+(A011)、(I)+(A012)、(I)+(A013)、(I)+(A014)、(I)+(A015)、(I)+(A016)、(I)+(A017)、(I)+(A018)、(I)+(A019)、(I)+(A020)、(I)+(A021)、(I)+(A022)、(I)+(A023)、(I)+(A024)、(I)+(A025)、(I)+(A026)、(I)+(A027)、(I)+(A028)、(I)+(A029)、(I)+(A030)、(I)+(A031)、(I)+(A032)、(I)+(A033)、(I)+(A034)、(I)+(A035)、(I)+(A036)、(I)+(A037)、(I)+(A038)、(I)+(A039)、(I)+(A040)、(I)+(A041)、(I)+(A042)、(I)+(A043)、(I)+(A044)、(I)+(A045)、(I)+(A046)、(I)+(A047)、(I)+(A048)、(I)+(A049)、(I)+(A050)、(I)+(A051)、(I)+(A052)、(I)+(A053)、(I)+(A054)、(I)+(A055)、(I)+(A056)、(I)+(A057)、(I)+(A058)、(I)+(A059)、(I)+(A060)、(I)+(A061)、(I)+(A062)、(I)+(A063)、(I)+(A064)、(I)+(A065)、(I)+(A066)、(I)+(A067)、(I)+(A068)、(I)+(A069)、(I)+(A070)、(I)+(A071)、(I)+(A072)、(I)+(A073)、(I)+(A074)、(I)+(A075)、(I)+(A076)、(I)+(A077)、(I)+(A078)、(I)+(A079)、(I)+(A080)、(I)+(A081)、(I)+(A082)、(I)+(A083)、(I)+(A084)、(I)+(A085)、(I)+(A086)、(I)+(A087)、(I)+(A088)、(I)+(A089)、(I)+(A090)、(I)+(A091)、(I)+(A092)、(I)+(A093)、(I)+(A094)、(I)+(A095)、(I)+(A096)、(I)+(A0 97)、(I)+(A098)、(I)+(A099)、(I)+(A100)、(I)+(B001)、(I)+(B002)、(I)+ (B003)、(I)+(B004)、(I)+(B005)、(I)+(B006)、(I)+(B007)、(I)+(B008)、 (I)+(B009)、(I)+(B010)、(I)+(B011)、(I)+(B012)、(I)+(B013)、(I)+(B01 4)、(I)+(B015)、(I)+(B016)、(I)+(B017)、(I)+(B018)、(I)+(B019)、(I)+ (B020)、(I)+(B021)、(I)+(B022)、(I)+(B023)、(I)+(B024)、(I)+(B025)、( I)+(B026)、(I)+(B027)、(I)+(B028)、(I)+(B029)、(I)+(B030)、(I)+(B03 1)、(I)+(B032)、(I)+(B033)、(I)+(B034)、(I)+(B035)、(I)+(B036)、(I)+( B037)、(I)+(B038)、(I)+(B039)、(I)+(B040)、(I)+(B041)、(I)+(B042)、( I)+(B043)、(I)+(B044)、(I)+(B045)、(I)+(B046)、(I)+(B047)、(I)+(B048 )、(I)+(B049)、(I)+(B050)、(I)+(B051)、(I)+(B052)、(I)+(B053)、(I)+( B054)、(I)+(B055)、(I)+(B056)、(I)+(B057)、(I)+(B058)、(I)+(B059)、(I )+(B060)、(I)+(B061)、(I)+(B062)、(I)+(B063)、(I)+(B064)、(I)+(B065 )、(I)+(B066)、(I)+(B068)、(I)+(B069)、(I)+(B070)、(I)+(B071)、(I)+(C 001)、(I)+(C002)、(I)+(C003)、(I)+(C004)、(I)+(C005)、(I)+(C006)、(I) +(C007)、(I)+(C008)、(I)+(C009)、(I)+(C010)、(I)+(C011)、(I)+(C012)、(I)+(C013)、(I)+(C014)、(I)+(C015)、(I)+(C016)、(I)+(C017)、(I)+(C018)、(I)+(C019)、(I)+(C020)、(I)+(C021)、(I)+(C022)、(I)+(C023)、(I)+(C024)、(I)+(C025)、(I)+(C026)、(I)+(C027)、(I)+(C028)、(I)+(C029)、(I)+(C030)、(I)+(C031)、(I)+(C032)、(I)+(C033)、(I)+(C034)、(I)+(D001)、(I)+(D002)、(I)+(D003)、(I)+(D004)、(I)+(D005)、(I)+(D006)、(I)+(D007)、(I)+(D008)、(I)+(D009)、(I)+(D010)、(I)+(D011)、(I)+(D012)、(I)+(D013)、(I)+(D014)、(I)+(D015)、(I)+(D016)、(I)+(D017)、(I)+(D018)、(I)+(D019)、(I)+(D020)、(I)+(D021)、(I)+(D022)、(I)+(D023)、(I)+(D024)、(I)+(D025)、(I)+(D026)、(I)+(E001)、(I)+(E002)、(I)+(E003)、(I)+(E004)、(I)+(E005)、(I)+(E006)、(I)+(E007)、(I)+(E008)、(I)+(E009)、(I)+(E010)、(I)+(E011)、(I)+(E012)、(I)+(E013)、(I)+(E014)、(I)+(E015)、(I)+(E016)、(I)+(E017)、(I)+(E018)、(I)+(E019)、(I)+(E020)、(I)+(E021)、(I)+(E022)、(I)+(E023)、(I)+(E024)、(I)+(E025)、(I)+(E026)、(I)+(E027)、(I)+(E028)、(I)+(E029)、(I)+(E030)、(I)+(F001)、(I)+(F002)、(I)+(F003)、(I)+(F004)、(I)+(G001)、(I)+(G002)、(I)+(G003)、(I)+(G004)、(I)+(G005)、(I)+(G006)、(I)+(G007)、(I)+(G008)、(I)+(G009)、(I)+(G0010)、(I)+(G0011)、(I)+(H001)、(I)+(H002)、(I)+(H003)、(I)+(H004)、(I)+(I001)、(I)+(I002)、(I)+(I003)、(I)+(I004)、(I)+(I005)、(I)+(I006)、(I)+(I007)、(I)+(I008)、(I)+(I009)、(I)+(I010)、(I)+(I011)、(I)+(I012)、(I)+(I013)、(I)+(I014)、(I)+(J001)、(I)+(J002)、(I)+(J003)、(I)+(J004)、(I)+(J005)、(I)+(J006)、(I)+(J007)、(I)+(J008)、(I)+(J009)、(I)+(J0010)、(I)+(J011)、(I)+(J012)、(I)+(J013)、(I)+(J014)、(I)+(J015)、(I)+(J015)、(I)+(J016)、(I)+(K001)、(I)+(K002)、(I)+(K003)、(I)+(K004)、(I)+(K005)、(I)+(K006)、(I)+(K007)、(I)+(L001)、(I)+(L002)、(I)+(L003)、(I)+(L004)、(I)+(L005)、(I)+(L006)、(I)+(L007)、(I)+(L008)、(I)+(L009)、(I)+(L010)、(I)+(L011)、(I)+(L012)、(I)+(M001)、(I)+(M002)、(I)+(M003)、(I)+(M004)、(I)+(M005)、(I)+(M006)、(I)+(M007)、(I)+(M008)、(I)+(M009)、(I)+(M010)、(I)+(N001)、(I)+(N002)、(I)+(N003)、(I)+(N004)、(I)+(O001)、(I)+(O002)、(I)+(O003)、(I)+(O004)、(I)+(O005)、(I)+(O006)、(I)+(O007)、(I)+(O008)、(I)+(O009)、(I)+(O010)、(I)+(O011)、(I)+(O012)、(I)+(O013)、(I)+(O014)、(I)+(O015)、(I)+(O016)、(I)+(O017)、(I)+(O018)、(I)+(O019)、(I)+(O020)、(I)+(O021)、(I)+(O022)、(I)+(O023)、(I)+(O024)、(I)+(O025)、(I)+(O026)、(I)+(O027)、(I)+(O028)、(I)+(O029)、(I)+(O030)、(I)+(O031)、(I)+(O032)、(I)+(O033)、(I)+(O034)、(I)+(O035)、(I)+(O036)、(I)+(O037)、(I)+(O038)、(I)+(O039)、(I)+(O040)、(I)+(O041)、(I)+(O042)、(I)+(O043)、(I)+(O044)、(I)+(O045)、(I)+(O046)、(I)+(O047)、(I)+(O048)、(I)+(O049)、(I)+(O050)、(I)+(O051)、(I)+(O052)、(I)+(O053)、(I)+(O054)、(I)+(O055)、(I)+(O056)、(I)+(O057)、(I)+(O058)、(I)+(O059)、(I)+(O060)、(I)+(O061)、(I)+(O062)、(I)+(O063)、(I)+(O064)、(I)+(O065)、(I)+(O066)、(I)+(O067)、(I)+(O068)、(I)+(O069)、(I)+(O070)、(I)+(O071)、(I)+(O072)、(I)+(O073)、(I)+(O074)、(I)+(O075)、(I)+(O076)、(I)+(O077)、(I)+(O078)、(I)+(O079)、(I)+(O080)、(I)+(O081)、(I)+(O082)、(I)+(O083)、(I)+(O084)、(I)+(O086)、(I)+(O087)、(I)+(O088)、(I)+(O089)、(I)+(P001)、(I)+(P002)、(I)+(P003)、(I)+(P004)、(I)+(P005)、(I)+(P006)、(I)+(P007)、(I)+(P008)、(I)+(P009)、(I)+(P010)、(I)+(P011)、(I)+(P012)、(I)+(P013)、(I)+(P014)、(I)+(P015)、(I)+(P016)、(I)+(P017)、(I)+(P018)、(I)+(P019)、(I)+(P020)、(I)+(P021)、(I)+(P022)、(I)+(P023)、(I)+(P024)、(I)+(P025)、(I)+(P026)、(I)+(P027)、(I)+(P028)、(I)+(P029)、(I)+(P030)、(I)+(P031)、(I)+(P032)、(I)+(P033)、(I)+(P034)、(I)+(P035)、(I)+(P036)、(I)+(P037)、(I)+(P038)、(I)+(P039)、(I)+(P040)、(I)+(P041)、(I)+(P042)、(I)+(P043)、(I)+(P044)、(I)+(P045)、(I)+(P046)、(I)+(P047)、(I)+(P048)、(I)+(P049)、(I)+(P050)、(I)+(P051)、(I)+(P052)、(I)+(P053)、(I)+(P054)、(I)+(P055)、(I)+(P056)、(I)+(P057)、(I)+(P058)、(I)+(P059)、(I)+(P060)、(I)+(P061)、(I)+(P062)、(I)+(P063)、(I)+(P064)、(I)+(P065)、(I)+(P066)、(I)+(P067)、(I)+(P068)、(I)+(P069)、(I)+(P070)、(I)+(P071)、(I)+(P072)、(I)+(P073)、(I)+(P074)、(I)+(P075)、(I)+(P076)、(I)+(P077)、(I)+(P078)、(I)+(P079)、(I)+(P080)、(I)+(P081)、(I)+(P082)、(I)+(P083)、(I)+(P084)、(I)+(P085)、(I)+(P086)、(I)+(P087)、(I)+(P088)、(I)+(P089)、(I)+(P090)、(I)+(P091)、(I)+(P092)、(I)+(P093)、(I)+(P094)、(I)+(P095)、(I)+(P096)、(I)+(P097)、(I)+(P098)、(I)+(P099)、(I)+(P100)、(I)+(P101)、(I)+(P102)、(I)+(P103)、(I)+(P104)、(I)+(Q001)、(I)+(Q002)、(I)+(Q003)、(I)+(Q004)、(I)+(Q005)、(I)+(Q006)、(I)+(Q007)、(I)+(Q008)、(I)+(Q009)、(I)+(Q010)、(I)+(Q011), (I)+(Q012), (I)+(Q013), (I)+(Q014), (I)+(Q015), (I)+(Q016), (I)+(Q017), (I)+(Q018), (I)+(Q019 ), (I)+(Q020), (I)+(Q021), (I)+(Q022), (I)+(Q023), (I)+(Q024), (I)+(Q025), (I)+(Q026), (I)+(Q027), (I)+(Q02 8), (I)+(Q029), (I)+(Q030), (I)+(Q031), (I)+(Q032), (I)+(Q033), (I)+(Q034), (I)+(R001), (I)+(R002), (I)+(R 003), (I)+(R004), (I)+(R005), (I)+(R006), (I)+(R007), (I)+(R008), (I)+(R009), (I)+(R010), (I)+(R011), (I)+( R012), (I)+(R013), (I)+(R014), (I)+(R015), (I)+(R016), (I)+(R017), (I)+(R018), (I)+(R019), (I)+(R020), (I) +(R021), (I)+(R022), (I)+(R023), (I)+(R024), (I)+(R025), (I)+(R026), (I)+(R027), (I)+(R028), (I)+(R029), (I )+(R030), (I)+(R031), (I)+(R032), (I)+(R033), (I)+(R034), (I)+(R035), (I)+(R036), (I)+(R037), (I)+(R038), ( I)+(R039), (I)+(R040), (I)+(R041), (I)+(R042), (I)+(R043), (I)+(R044), (I)+(R045), (I)+(R046), (I)+(R047). ,
[0212] In one embodiment, the weight ratio between component (1) and component (2) in the combinations [(I)+(A001) to (I)+(R047)] in Table 1 is between 500:1 and 1:500.
[0213] In one embodiment, the weight ratio between component (1) and component (2) in the combinations in Table 1 [(I)+(A001) to (I)+(R047)] is between 100:1 and 1:100.
[0214] In one embodiment, the weight ratio between component (1) and component (2) in the combinations [(I)+(A001) to (I)+(R047)] in Table 1 is between 50:1 and 1:50.
[0215] In one embodiment, the weight ratio between component (1) and component (2) in the combinations in Table 1 [(I)+(A001) to (I)+(R047)] is between 20:1 and 1:20.
[0216] In one embodiment, the weight ratio between component (1) and component (2) in the combinations [(I)+(A001) to (I)+(R047)] in Table 1 is between 5:1 and 1:5.
[0217] In one embodiment, the weight ratio between component (1) and component (2) in the combinations [(I)+(A001) to (I)+(R047)] in Table 1 is between 3:1 and 1:3.
[0218] In one embodiment, the weight ratio between component (1) and component (2) in the combinations [(I)+(A001) to (I)+(R047)] in Table 1 is between 2:1 and 1:2.
[0219] In one embodiment, the weight ratio between component (1) and component (2) is 1:1 in the combinations [(I)+(A001) to (I)+(R047)] in Table 1.
[0220] Preferably, the combination listed in Table 2 below, wherein component (1) is a compound having the formula (I-1) and component (2) is selected from the group (A) to (R) as defined herein.
[0221] Table 2
[0222] (I-1)+(A001)、(I-1)+(A002)、(I-1)+(A003)、(I-1)+(A004)、(I-1)+(A005)、(I-1)+(A006)、(I-1)+(A007)、(I-1)+(A008)、(I-1)+(A009)、(I-1)+(A010)、(I-1)+(A011)、(I-1)+(A012)、(I-1)+(A013)、(I-1)+(A014)、(I-1)+(A015)、(I-1)+(A016)、(I-1)+(A017)、(I-1)+(A018)、(I-1)+(A019)、(I-1)+(A020)、(I-1)+(A021)、(I-1)+(A022)、(I-1)+(A023)、(I-1)+(A024)、(I-1)+(A025)、(I-1)+(A026)、(I-1)+(A027)、(I-1)+(A028)、(I-1)+(A029)、(I-1)+(A030)、(I-1)+(A031)、(I-1)+(A032)、(I-1)+(A033)、(I-1)+(A034)、(I-1)+(A035)、(I-1)+(A036)、(I-1)+(A037)、(I-1)+(A038)、(I-1)+(A039)、(I-1)+(A040)、(I-1)+(A041)、(I-1)+(A042)、(I-1)+(A043)、(I-1)+(A044)、(I-1)+(A045)、(I-1)+(A046)、(I-1)+(A047)、(I-1)+(A048)、(I-1)+(A049)、(I-1)+(A050)、(I-1)+(A051)、(I-1)+(A052)、(I-1)+(A053)、(I-1)+(A054)、(I-1)+(A055)、(I-1)+(A056)、(I-1)+(A057)、(I-1)+(A058)、(I-1)+(A059)、(I-1)+(A060)、(I-1)+(A061)、(I-1)+(A062)、(I-1)+(A063)、(I-1)+(A064)、(I-1)+(A065)、(I-1)+(A066)、(I-1)+(A067)、(I-1)+(A068)、(I-1)+(A069)、(I-1)+(A070)、(I-1)+(A071)、(I-1)+(A072)、(I-1)+(A073)、(I-1)+(A074)、(I-1)+(A075)、(I-1)+(A076)、(I-1)+(A077)、(I-1)+(A078)、(I-1)+(A079)、(I-1)+(A080)、(I-1)+(A081)、(I-1)+(A082)、(I-1)+(A083)、(I-1)+(A084)、(I-1)+(A085)、(I-1)+(A086)、(I-1)+(A087)、(I-1)+(A088)、(I-1)+(A089)、(I-1)+(A090)、(I-1)+(A091)、(I-1)+(A092)、(I-1)+(A093)、(I-1)+(A094)、(I-1)+(A095)、(I-1)+(A096)、(I-1)+(A097)、(I-1)+(A098)、(I-1)+(A099)、(I-1)+(A100)、(I-1)+(B001)、(I-1)+(B002)、(I-1)+(B003)、(I-1)+(B004)、(I-1)+(B005)、(I-1)+(B006)、(I-1)+(B007)、(I-1)+(B008)、(I-1)+(B009)、(I-1)+(B010)、(I-1)+(B011)、(I-1)+(B012)、(I-1)+(B013)、(I-1)+(B014)、(I-1)+(B015)、(I-1)+(B016)、(I-1)+(B017)、(I-1)+(B018)、(I-1)+(B019)、(I-1)+(B020)、(I-1)+(B021)、(I-1)+(B022)、(I-1)+(B023)、(I-1)+(B024)、(I-1)+(B025)、(I-1)+(B026)、(I-1)+(B027)、(I-1)+(B028)、(I-1)+(B029)、(I-1)+(B030)、(I-1)+(B031)、(I-1)+(B032)、(I-1)+(B033)、(I-1)+(B034)、(I-1)+(B035)、(I-1)+(B036)、(I-1)+(B037)、(I-1)+(B038)、(I-1)+(B039)、(I-1)+(B040)、(I-1)+(B041)、(I-1)+(B042)、(I-1)+(B043)、(I-1)+(B044)、(I-1)+(B045)、(I-1)+(B046)、(I-1)+(B047)、(I-1)+(B048)、(I-1)+(B049)、(I-1)+(B050)、(I-1)+(B051)、(I-1)+(B052)、(I-1)+(B053)、(I-1)+(B054)、(I-1)+(B055)、(I-1)+(B056)、(I-1)+(B057)、(I-1)+(B058)、(I-1)+(B059)、(I-1)+(B060)、(I-1)+(B061)、(I-1)+(B062)、(I-1)+(B063)、(I-1)+(B064)、(I-1)+(B065)、(I-1)+(B066)、(I-1)+(B068)、(I-1)+(B069)、(I)+(B070)、(I)+(B071)、(I-1)+(C001)、(I-1)+(C002)、(I-1)+(C003)、(I-1)+(C004)、(I-1)+(C005)、(I-1)+(C006)、(I-1)+(C007)、(I-1)+(C008)、(I-1)+(C009)、(I-1)+(C010)、(I-1)+(C011)、(I-1)+(C012)、(I-1)+(C013)、(I-1)+(C014)、(I-1)+(C015)、(I-1)+(C016)、(I-1)+(C017)、(I-1)+(C018)、(I-1)+(C019)、(I-1)+(C020)、(I-1)+(C021)、(I-1)+(C022)、(I-1)+(C023)、(I-1)+(C024)、(I-1)+(C025)、(I-1)+(C026)、(I-1)+(C027)、(I-1)+(C028)、(I-1)+(C029)、(I-1)+(C030)、(I-1)+(C031)、(I-1)+(C032)、(I-1)+(C033)、(I)+(C034)、(I-1)+(D001)、(I-1)+(D002)、(I-1)+(D003)、(I-1)+(D004)、(I-1)+(D005)、(I-1)+(D006)、(I-1)+(D007)、(I-1)+(D008)、(I-1)+(D009)、(I-1)+(D010)、(I-1)+(D011)、(I-1)+(D012)、(I-1)+(D013)、(I-1)+(D014)、(I-1)+(D015)、(I-1)+(D016)、(I-1)+(D017)、(I-1)+(D018)、(I-1)+(D019)、(I-1)+(D020)、(I-1)+(D021)、(I-1)+(D022)、(I-1)+(D023)、(I-1)+(D024)、(I-1)+(D025)、(I-1)+(D026)、(I-1)+(E001)、(I-1)+(E002)、(I-1)+(E003)、(I-1)+(E004)、(I-1)+(E005)、(I-1)+(E006)、(I-1)+(E007)、(I-1)+(E008)、(I-1)+(E009)、(I-1)+(E010)、(I-1)+(E011)、(I-1)+(E012)、(I-1)+(E013)、(I-1)+(E014)、(I-1)+(E015)、(I-1)+(E016)、(I-1)+(E017)、(I-1)+(E018)、(I-1)+(E019)、(I-1)+(E020)、(I-1)+(E021)、(I-1)+(E022)、(I-1)+(E023)、(I-1)+(E024)、(I-1)+(E025)、(I-1)+(E026)、(I-1)+(E027)、(I-1)+(E028)、(I-1)+(E029)、(I-1)+(E030)、(I-1)+(F001)、(I-1)+(F002)、(I-1)+(F003)、(I-1)+(F004)、(I-1)+(G001)、(I-1)+(G002)、(I-1)+(G003)、(I-1)+(G004)、(I-1)+(G005)、(I-1)+(G006)、(I-1)+(G007)、(I-1)+(G008)、(I-1)+(G009)、(I-1)+(G0010)、(I-1)+(G0011)、(I-1)+(H001)、(I-1)+(H002)、(I-1)+(H003)、(I-1)+(H004)、(I-1)+(I001)、(I-1)+(I002)、(I-1)+(I003)、(I-1)+(I004)、(I-1)+(I005)、(I-1)+(I006)、(I-1)+(I007)、(I-1)+(I008)、(I-1)+(I009)、(I-1)+(I010)、(I-1)+(I011)、(I-1)+(I012)、(I-1)+(I013)、(I-1)+(I014)、(I-1)+(J001)、(I-1)+(J002)、(I-1)+(J003)、(I-1)+(J004)、(I-1)+(J005)、(I-1)+(J006)、(I-1)+(J007)、(I-1)+(J008)、(I-1)+(J009)、(I-1)+(J0010)、(I-1)+(J011)、(I-1)+(J012)、(I-1)+(J013)、(I-1)+(J014)、(I-1)+(J015)、(I-1)+(J015)、(I-1)+(J016)、(I-1)+(K001)、(I-1)+(K002)、(I-1)+(K003)、(I-1)+(K004)、(I-1)+(K005)、(I-1)+(K006)、(I-1)+(K007)、(I-1)+(L001)、(I-1)+(L002)、(I-1)+(L003)、(I-1)+(L004)、(I-1)+(L005)、(I-1)+(L006)、(I-1)+(L007)、(I-1)+(L008)、(I-1)+(L009)、(I-1)+(L010)、(I-1)+(L011)、(I-1)+(L012)、(I-1)+(M001)、(I-1)+(M002)、(I-1)+(M003)、(I-1)+(M004)、(I-1)+(M005)、(I-1)+(M006)、(I-1)+(M007)、(I-1)+(M008)、(I-1)+(M009)、(I-1)+(M010)、(I-1)+(N001)、(I-1)+(N002)、(I-1)+(N003)、(I-1)+(N004)、(I-1)+(O001)、(I-1)+(O002)、(I-1)+(O003)、(I-1)+(O004)、(I-1)+(O005)、(I-1)+(O006)、(I-1)+(O007)、(I-1)+(O008)、(I-1)+(O009)、(I-1)+(O010)、(I-1)+(O011)、(I-1)+(O012)、(I-1)+(O013)、(I-1)+(O014)、(I-1)+(O015)、(I-1)+(O016)、(I-1)+(O017)、(I-1)+(O018)、(I-1)+(O019)、(I-1)+(O020)、(I-1)+(O021)、(I-1)+(O022)、(I-1)+(O023)、(I-1)+(O024)、(I-1)+(O025)、(I-1)+(O026)、(I-1)+(O027)、(I-1)+(O028)、(I-1)+(O029)、(I-1)+(O030)、(I-1)+(O031)、(I-1)+(O032)、(I-1)+(O033)、(I-1)+(O034)、(I-1)+(O035)、(I-1)+(O036)、(I-1)+(O037)、(I-1)+(O038)、(I-1)+(O039)、(I-1)+(O040)、(I-1)+(O041)、(I-1)+(O042)、(I-1)+(O043)、(I-1)+(O044)、(I-1)+(O045)、(I-1)+(O046)、(I-1)+(O047)、(I-1)+(O048)、(I-1)+(O049)、(I-1)+(O050)、(I-1)+(O051)、(I-1)+(O052)、(I-1)+(O053)、(I-1)+(O054)、(I-1)+(O055)、(I-1)+(O056)、(I-1)+(O057)、(I-1)+(O058)、(I-1)+(O059)、(I-1)+(O060)、(I-1)+(O061)、(I-1)+(O062)、(I-1)+(O063)、(I-1)+(O064)、(I-1)+(O065)、(I-1)+(O066)、(I-1)+(O067)、(I-1)+(O068)、(I-1)+(O069)、(I-1)+(O070)、(I-1)+(O071)、(I-1)+(O072)、(I-1)+(O073)、(I-1)+(O074)、(I-1)+(O075)、(I-1)+(O076)、(I-1)+(O077)、(I-1)+(O078)、(I-1)+(O079)、(I-1)+(O080)、(I-1)+(O081)、(I-1)+(O082)、(I-1)+(O083)、(I-1)+(O084)、(I-1)+(O085)、(I-1)+(O086)、(I-1)+(O087)、(I-1)+(O088)、(I-1)+(P001)、(I-1)+(P002)、(I-1)+(P003)、(I-1)+(P004)、(I-1)+(P005)、(I-1)+(P006)、(I-1)+(P007)、(I-1)+(P008)、(I-1)+(P009)、(I-1)+(P010)、(I-1)+(P011)、(I-1)+(P012)、(I-1)+(P013)、(I-1)+(P014)、(I-1)+(P015)、(I-1)+(P016)、(I-1)+(P017)、(I-1)+(P018)、(I-1)+(P019)、(I-1)+(P020)、(I-1)+(P021)、(I-1)+(P022)、(I-1)+(P023)、(I-1)+(P024)、(I-1)+(P025)、(I-1)+(P026)、(I-1)+(P027)、(I-1)+(P028)、(I-1)+(P029)、(I-1)+(P030)、(I-1)+(P031)、(I-1)+(P032)、(I-1)+(P033)、(I-1)+(P034)、(I-1)+(P035)、(I-1)+(P036)、(I-1)+(P037)、(I-1)+(P038)、(I-1)+(P039)、(I-1)+(P040)、(I-1)+(P041)、(I-1)+(P042)、(I-1)+(P043)、(I-1)+(P044)、(I-1)+(P045)、(I-1)+(P046)、(I-1)+(P047)、(I-1)+(P048)、(I-1)+(P049)、(I-1)+(P050)、(I-1)+(P051)、(I-1)+(P052)、(I-1)+(P053)、(I-1)+(P054)、(I-1)+(P055)、(I-1)+(P056)、(I-1)+(P057)、(I-1)+(P058)、(I-1)+(P059)、(I-1)+(P060)、(I-1)+(P061)、(I-1)+(P062)、(I-1)+(P063)、(I-1)+(P064)、(I-1)+(P065)、(I-1)+(P066)、(I-1)+(P067)、(I-1)+(P068)、(I-1)+(P069)、(I-1)+(P070)、(I-1)+(P071)、(I-1)+(P072)、(I-1)+(P073)、(I-1)+(P074)、(I-1)+(P075)、(I-1)+(P076)、(I-1)+(P077)、(I-1)+(P078)、(I-1)+(P079)、(I-1)+(P080)、(I-1)+(P081)、(I-1)+(P082)、(I-1)+(P083)、(I-1)+(P084)、(I-1)+(P085)、(I-1)+(P086)、(I-1)+(P087)、(I-1)+(P088)、(I-1)+(P089)、(I-1)+(P090)、(I-1)+(P091)、(I-1)+(P092)、(I-1)+(P093)、(I-1)+(P094)、(I-1)+(P095)、(I-1)+(P096)、(I-1)+(P097)、(I-1)+(P098)、(I-1)+(P099)、(I-1)+(P100)、(I-1)+(P101)、(I-1)+(P102)、(I-1)+(P103)、(I-1)+(P104)、(I-1)+(Q001)、(I-1)+(Q002)、(I-1)+(Q003)、(I-1)+(Q004)、(I-1)+(Q005)、(I-1)+(Q006)、(I-1)+(Q007)、(I-1)+(Q008)、(I-1)+(Q009)、(I-1)+(Q010)、(I-1)+(Q011)、(I-1)+(Q012)、(I-1)+(Q013)、(I-1)+(Q014)、(I-1)+(Q015)、(I-1)+(Q016)、(I-1)+(Q017)、(I-1)+(Q018)、(I-1)+(Q019)、(I-1)+(Q020)、(I-1)+(Q021)、(I-1)+(Q022)、(I-1)+(Q023)、(I-1)+(Q024)、(I-1)+(Q025)、(I-1)+(Q026)、(I-1)+(Q027)、(I-1)+(Q028)、(I-1)+(Q029)、(I-1)+(Q030)、(I-1)+(Q031)、(I-1)+(Q032)、(I-1)+(Q033)、(I-1)+(Q034)、(I-1)+(R001)、(I-1)+(R002)、(I-1)+(R003)、(I-1)+(R004)、(I-1)+(R005)、(I-1)+(R006)、(I-1)+(R007)、(I-1)+(R008)、(I-1)+(R009)、(I-1)+(R010)、(I-1)+(R011)、(I-1)+(R012)、(I-1)+(R013)、(I-1)+(R014)、(I-1)+(R015)、(I-1)+(R016)、(I-1)+(R017)、(I-1)+(R018)、(I-1)+(R019)、(I-1)+(R020)、(I-1)+(R021)、(I-1)+(R022)、(I-1)+(R023)、(I-1)+(R024)、(I-1)+(R025)、(I-1)+(R026)、(I-1)+(R027)、(I-1)+(R028)、(I-1)+(R029)、(I-1)+(R030)、(I-1)+(R031)、(I-1)+(R032)、(I-1)+(R033)、(I-1)+(R034)、(I-1)+(R035)、(I-1)+(R036)、(I-1)+(R037)、(I-1)+(R038)、(I-1)+(R039)、(I-1)+(R040)、(I-1)+(R041)、(I-1)+(R042)、(I-1)+(R043)、(I-1)+(R044)、(I-1)+(R045)、(I-1)+(R046)、(I-1)+(R047).
[0223] Table 3:
[0224] Combinations [(I-2)+(A001)] to [(I-2)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-2).
[0225] Table 4:
[0226] Combinations [(I-3)+(A001)] to [(I-3)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-3).
[0227] Table 5:
[0228] Combinations [(I-4)+(A001)] to [(I-4)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-4).
[0229] Table 6:
[0230] Combinations [(I-5)+(A001)] to [(I-5)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-5).
[0231] Table 7:
[0232] Combinations [(I-6)+(A001)] to [(I-6)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-6).
[0233] Table 8:
[0234] Combinations [(I-7)+(A001)] to [(I-7)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-7).
[0235] Table 9:
[0236] Combinations [(I-8)+(A001)] to [(I-8)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-8).
[0237] Table 10:
[0238] Combinations [(I-9)+(A001)] to [(I-9)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-9).
[0239] Table 11:
[0240] Combinations [(I-10)+(A001)] to [(I-10)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-10).
[0241] Table 12:
[0242] Combinations [(I-11)+(A001)] to [(I-11)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-11).
[0243] Table 13:
[0244] Combinations [(I-12)+(A001)] to [(I-12)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-12).
[0245] Table 14:
[0246] Combinations [(I-13)+(A001)] to [(I-13)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-13).
[0247] Table 15:
[0248] Combinations [(I-14)+(A001)] to [(I-14)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-14).
[0249] Table 16:
[0250] Combinations [(I-15)+(A001)] to [(I-15)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-15).
[0251] Table 17:
[0252] Combinations [(I-16)+(A001)] to [(I-16)+(R047)] are defined as combinations [(I-1)+(A001)] to [(I-1)+(R047)] in Table 2, wherein compound (I-1) in each mixture is replaced by compound (I-16).
[0253] In one embodiment, the present invention provides the use of a fungicidal composition to control or prevent diseases in agricultural and / or horticultural crops caused by plant pathogenic fungi.
[0254] In one embodiment, the present invention provides the use of antifungal compositions to control or prevent diseases in crops and / or horticultural crops caused by plant pathogenic fungi, wherein the plant pathogenic fungi are *Alternaria* spp., *Botrytis* spp., *Colletotrichum* spp., *Erysiphe* spp., *Fusarium* spp., *Hemileia* spp., *Phakopsoraceae* spp., *Pyricularia* spp., *Rhizoctonia* spp., *Septoria* spp., *Puccinia* spp., and *Uromyces* spp.
[0255] In a preferred embodiment, the compositions disclosed in Tables 1 to 16, and particularly when the weight ratio of component (1) to component (2) is as disclosed in the mixtures described above, are suitable for combating crop pathogenic fungi, such as *Alternaria* species (e.g., *Alternaria solani*), *Botrytis* species (e.g., *Botrytis cinerea*), *Erysiphespp.* (e.g., *Erysiphe cichoracearum*), *Pyricularia* species (e.g., *Pyricularia oryzae*), *Septoria* species (e.g., *Septoria nodorum*), and *Puccinia* species from various plants. (spp.) (rust), particularly: *P. triticina* (brown rust or leaf rust), *P. striiformis* (stripe rust or yellow rust), *P. hordei* (dwarf rust), *Puccinia graminis* (stem rust or black rust), or *P. recondita* (brown rust or leaf rust) on grains selected from wheat, barley, or rye; *P. coronata* (crown rust of grasses (including oats)) on grains (e.g., wheat, barley, or rye); *Puccinia sorghi* (common rust), *Puccinia polysora* (southern rust), and *P. helianthi* (sunflower rust) on maize; *Puccinia helianthi* (sunflower rust); *Puccinia sorghi* (common rust), *Puccinia polysora* (southern rust), and *Puccinia helianthi* (sunflower rust); *Puccinia sorghi* (common ... melanocephala (brown rust of sugarcane); Hemileia vastatrix and Hemileia coffeeicola (leaf rust and gray rust of coffee); Hemileia vastatrix (coffee rust); Uromyces spp. on various crops; and Phakoporaceae spp. on various plants, especially Phakopora pachyrhizi and Phakopora meibomiae (soybean rust).
[0256] The novel agrochemical compositions of this invention possess potent antimicrobial activity. They can be used to control unwanted microorganisms, such as unwanted fungi and bacteria. They are particularly useful for crop protection (by controlling microorganisms that cause plant disease). More specifically, the agrochemical compositions of this invention can be used to protect seeds, germinating plants, emerging seedlings, plants, plant parts, fruits, and the soil in which plants grow from unwanted microorganisms.
[0257] The term "control" or "controlling" here encompasses both therapeutic and protective treatment of unwanted microorganisms. Undesirable microorganisms can be pathogenic bacteria or fungi, and more specifically, plant pathogenic bacteria or fungi. As will be detailed below, these plant pathogens are the causative agents of a wide range of plant diseases.
[0258] More specifically, the novel agricultural chemical compositions of the present invention can be used as fungicides. In particular, they are effective in crop protection, for example, for controlling unwanted fungi (e.g., Plasmophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, and Deuteromycetes).
[0259] The term “locus thereof” includes the soil, the surroundings of the plant or part of the plant, and the equipment or tools used before, during, or after sowing / planting the plant or part of the plant.
[0260] Applying the compound of this invention, or the compound of this invention in a composition which optionally contains other compatible compounds, to plants or plant materials or their location, including by means of techniques known to a person skilled in the art to which this invention pertains, including but not limited to spraying, coating, dipping, fumigating, impregnating, injecting, and dusting.
[0261] The novel agricultural chemical compositions of this invention can be used as bactericides. In particular, they can be used for crop protection, for example, to control unwanted bacteria such as those from the families Pseudomonadaceae, Rhizobiaceae, Xanthomonadaceae, Enterobacteriaceae, Corynebacteriaceae, and Streptomycetaceae.
[0262] In one embodiment, the present invention provides a method for controlling or preventing the infection of useful plants by phytopathogenic fungi in crops and / or horticultural crops, wherein the fungicidal composition is applied to the plant, parts of the plant, or the location thereof.
[0263] In another embodiment, the present invention provides a method for combating plant pathogenic fungi, comprising treating the plant, soil, seeds or materials to be protected with the aforementioned fungicidal composition.
[0264] The present invention also relates to a method for controlling unwanted microorganisms (e.g., unwanted fungi and bacteria), comprising the step of applying at least one novel agricultural chemical composition of the present invention to the microorganism and / or its habitat (applied to a plant, part of a plant, seed, fruit or soil in which the plant grows).
[0265] Generally, when the agrochemical composition of this case is intended to be used in treatment and protection methods to control plant pathogenic fungi, an effective and non-phytotoxic dose of the composition is applied to the plant, plant parts, seeds, fruits or soil in which the plant grows.
[0266] An effective and non-phytotoxic dose is one sufficient to control or eliminate fungi present or readily present in farmland without producing any noticeable phytotoxic symptoms in the crop. This dose can vary widely, depending on the fungus being controlled, the crop type, climatic conditions, and the composition of the invention used. The dose can be determined through systematic field trials, which are within the capabilities of those skilled in the art.
[0267] The novel agricultural chemical composition of this invention can be applied to any plant or plant part.
[0268] In one embodiment, the present invention provides an antifungal composition for treating seeds, seeds of genetically modified plants, and genetically modified plants.
[0269] Plants refer to all plants and plant communities, including desired and undesirable wild plants or crops (including naturally occurring crops). Crops can be plants that can be obtained by conventional cultivation and optimization methods or by biotechnology and genetic engineering methods or a combination of these methods, including genetically modified plants (GMOs or transgenic plants) and cultivated varieties that are protected or unprotected by plant breeders' rights.
[0270] Genetically modified plants (GMOs or transgenic plants) are plants in which a heterologous gene has been stably integrated into the genome. The term "heterologous gene" essentially refers to a gene provided from or assembled outside the plant when introduced into the nuclear, chloroplast, or mitochondrial genome. This gene confers new or improved agronomic or other traits to the transformed plant by expressing related proteins or peptides or by downregulating or inhibiting other genes present in the plant (using techniques such as antisense technology, co-inhibition technology, RNA interference-RNAi technology, or microRNA-miRNA technology). Heterologous genes located in the genome are also called transgenes or transgenes. The transgene defined by a specific location in the plant genome is called a transformation or transgenic event.
[0271] Plant cultivars should be understood as plants that possess novel characteristics ("traits") and have been obtained through known breeding, induced mutation, or recombinant DNA techniques. They can be cultivars, varieties, biotypes, or genotypes.
[0272] The plant part should be understood to refer to all parts and organs of plants, both above and below ground, such as buds, leaves, needles, stalks, stems, flowers, fruiting bodies, fruits, seeds, roots, tubers, and rhizomes. The plant part also includes harvested material and asexual and sexual reproductive material, such as cuttings, tubers, rhizomes, young branches, and seeds.
[0273] Plants that can be treated according to the methods described herein include: cotton, flax, grapevines, fruits, and vegetables, such as those from the Rosaceae family (e.g., pome fruits like apples and pears, stone fruits like apricots, cherries, almonds, and peaches, and seedless soft fruits like strawberries), Ribesioidae, Juglandaceae, Betulaceae, Anacardiaceae, Fagaceae, Moraceae, Oleaceae, Actinidaceae, Lauraceae, Afusaceae (e.g., banana trees and banana plantations), Rubiaceae (e.g., coffee), Theaceae, and Sterculiaceae. Family: Rutaceae (e.g., lemon, citrus, and grapefruit); Solanaceae (e.g., tomato), Liliaceae, Asteraceae (e.g., lettuce), Umbelliferae, Cruciferae, Chenopodiaceae, Cucurbitaceae (e.g., cucumber), Allicaceae (e.g., leeks, onions), Papilionaceae (e.g., legumes); Major crops, such as Gramineae (e.g., corn, turf, cereals (e.g., wheat, rye, rice, barley, oats, chestnuts, and rye)), Asteraceae (e.g., sunflower), Brassicaceae (e.g., white cabbage, red cabbage, cauliflower, broccoli, Brussels sprouts, Chinese cabbage, kohlrabi, radish and rapeseed, mustard greens, horseradish and watercress), Fabaceae (e.g., beans, peanuts), Papilionaceae (e.g., soybeans), Solanaceae (e.g., potatoes), Chenopodiaceae (e.g., sugar beets, forage beets, red-headed cabbage, beetroot); useful and ornamental plants for garden and woodland use; and genetically modified variants of each of these plants.
[0274] Non-limiting examples of fungal pathogen diseases that can be treated according to the present invention include:
[0275] Diseases caused by powdery mildew pathogens, such as Blumeria species (e.g., Blumeria graminis in the Poaceae family); Podosphaera species (e.g., Podosphaera leucotricha); Sphaerotheca species (e.g., Sphaerotheca fuliginea); Uncinula species (e.g., Uncinula necator in the grape causal agent); and Erysiphespecies (e.g., Erysiphe cichoracearu in the cucumber causal agent).
[0276] Diseases caused by rust pathogens, such as: *Gymnosporangium* species (e.g., *Gymnosporangium sabinae*); *Hemileia* species (e.g., *Hemileia vastatrix*); *Phakopsora* species (e.g., *Phakopsora pachyrhizi* or *Phakopsora meibomiae*); *Puccinia* species (e.g., *Puccinia recondita*, *Puccinia graminis*, or *Puccinia striiformis*); and *Uromyces* species (e.g., *Uromyces appendiculatus*).
[0277] Specifically, these include: *Cronartium ribicola* (white pine blister rust); *Gymnosporangium juniperi-virginianae* (cedar-apple rust); *Hemileia vastatrix* (coffee rust); *Phakopsora meibomiae* and *P. pachyrhizi* (soybean rust); *Puccinia coronata* (crown rust of oats and ryegrass); *Puccinia graminis* (stem rust of wheat and Kentucky bluegrass, or black rust of cereals); and *Puccinia* leaf rust. *Hemerocallidis* (Daylilyrust); *Puccinia persistens subsp. triticina* (wheat rust or brown or red rust); *Puccinia sorghi* (corn rust); *Puccinia striiformis* (yellow rust of cereals); *Uromyces appendiculatus* (bean rust); *Uromyces phaseoli* (bean rust); *Puccinia melanocephala* (brown rust of sugarcane); *Puccinia kuehnii* (orange rust of sugarcane).
[0278] Diseases caused by pathogens from the class Oomycetes, such as: *Albugospecies* (e.g., *Albugocandida*); *Bremia* species (e.g., *Bremia lactucae*); *Peronospora* species (e.g., *Peronospora pisi* or *P. brassicae*); *Phytophthora* species (e.g., *Phytophthora infestans*); *Plasmopara* species (e.g., *Plasmopara viticola*); *Pseudoperonospora* species (e.g., *Pseudoperonospora humuli* or *Pseudoperonospora*). cubensis); Pythium species (e.g., Pythium ultimum);
[0279] Leaf spot and leaf wilt diseases can be caused by, for example, the following species: *Alternaria* species (e.g., *Alternaria solani*); *Cercospora* species (e.g., *Cercospora beticola*); *Cladiosporium* species (e.g., *Cladiosporium cucumerinum*); *Cochliobolus* species (e.g., *Cochliobolus sativus* (conidia form: *Drechslera*, synonym: *Helminthosporium*) or *Cochliobolus miyabeanus*); *Colletotrichum* species (e.g., *Colletotrichum lindemuthanium*); and *Cycloconium*. species (e.g., *Cycloconium oleaginum*); *Diaporthe* species (e.g., *Diaporthe citri*); *Elsinoe* species (e.g., *Elsinoe fawcettii*); *Gloeosporium* species (e.g., *Gloeosporium laeticolor*); *Glomerella* species (e.g., *Glomerella cingulata*); *Guignardia* species (e.g., *Guignardia bidwelli*); *Leptosphaeria* species (e.g., *Leptosphaeria maculans*); *Magnaporthe* species (e.g., *Magnaporthe grisea*); *Microdochium* species) (e.g., the fungus Microdochium nivale, which causes leaf blight);*Mycosphaerella* species (e.g., *Mycosphaerella graminicola*, *Mycosphaerella arachidicola*, or *Mycosphaerella fijiensis*); *Phaeosphaeria* species (e.g., *Phaeosphaeria nodorum*); *Pyrenophora* species (e.g., *Pyrenophora teres* or *Pyrenophora tritici repentis*); *Ramularia* species (e.g., *Ramularia collo-cygni* or *Ramularia areola*); *Rhynchosporium* species (e.g., *Rhynchosporium secalis*); *Septoria* species (e.g., Septoria apii or Septorialycopersici); Stagonospora species (e.g., Stagonosporanodorum); Typhula species (e.g., Typhula incarnata); Venturia species (e.g., Venturia inaequalis).
[0280] Root and stem diseases caused by, for example, the following species: *Corticium* species (e.g., *Corticium graminearum*); *Fusarium* species (e.g., *Fusarium oxysporum*); *Gaeumannomyces* species (e.g., *Gaeumannomyces graminis*); *Plasmodiophora* species (e.g., *Plasmodiophora brassicae*); *Rhizoctonia* species (e.g., *Rhizoctonia solani*); *Sarocladium* species (e.g., *Sarocladium oryzae*); *Sclerotium* species (e.g., *Sclerotium oryzae*); *Tapesia*. species (e.g., Tapesiaacuformis); Thieviopsis species (e.g., Thieviopsis basicola); Ganoderma species (e.g., Ganoderma lucidum);
[0281] Ear and panicle diseases (including those affecting the corn cob) caused by the following species include: *Alternaria* species (e.g., *Alternaria spp.*); *Aspergillus* species (e.g., *Aspergillus flavus*); *Cladosporium* species (e.g., *Cladosporium cladosporioides*); *Claviceps* species (e.g., *Claviceps purpurea*); *Fusarium* species (e.g., *Fusarium culmorum*); *Gibberella* species (e.g., *Gibberella zeae*); *Monographella* species (e.g., *Monographella nivalis*); and *Stagnospora*. species) (e.g., Stagonosporanodorum);
[0282] Diseases caused by smut fungi, such as: *Sphacelotheca* species (e.g., *Sphacelotheca reiliana*); *Tilletia* species (e.g., *Tilletia caries* or *Tilletia controversa*); *Urocystis* species (e.g., *Urocystis occulta*); and *Ustilago* species (e.g., *Ustilago nuda*).
[0283] Fruit rot can be caused by, for example, the following species: Aspergillus species (e.g., Aspergillus flavus); Botrytis species (e.g., Botrytis cinerea); Penicillium species (e.g., Penicillium expansum or Penicillium purpurogenum); Rhizopus species (e.g., Rhizopus stolonifer); Sclerotinia species (e.g., Sclerotinia sclerotiorum); and Verticilium species (e.g., Verticilium alboatrum).
[0284] Seed and soil-borne rot, wilt, and seedling diseases caused by, for example, the following species: *Alternaria* species (e.g., *Alternaria brassicicola*); *Aphanomyces* species (e.g., *Aphanomyces euteiches*); *Ascochyta* species (e.g., *Ascochyta lentis*); *Aspergillus* species (e.g., *Aspergillus flavus*); *Cladosporium* species (e.g., *Cladosporium herbarum*); and *Cochliobolus* species (e.g., *Cochliobolus granatum*). sativus (conidia forms: Drechslera, Bipolaris, synonym: Helminthosporium)); Colletotrichum species (e.g., Colletotrichum coccodes); Fusarium species (e.g., Fusarium culmorum); Gibberella species (e.g., Gibberella zeae); Macropomina species (e.g., Macropomina phaseolina); Microdochium species (e.g., Microdochium nivale); Monographella species (e.g., Monographella nivalis); Penicillium species (e.g., Penicillium expansum); Phona species (e.g., Phomaalingam); Phopsis species (e.g., Phopsis sojae); Phytophthora species (e.g., Phytophthora cactorum);*Pyrenophora* species (e.g., *Pyrenophora graminea*); *Pyricularia* species (e.g., *Pyricularia oryzae*); *Pythium* species (e.g., *Pythium ultimum*); *Rhizoctonia* species (e.g., *Rhizoctonia solani*); *Rhizopus* species (e.g., *Rhizopus oryzae*); *Sclerotium* species (e.g., *Sclerotium rolfsii*); *Septoria* species (e.g., *Septoria nodorum*); *Typhula* species (e.g., *Typhula endospora*). incarnata); Verticillium species (e.g., Verticillium dahliae);
[0285] Cancers, galls, and witches' brooms caused by, for example, the following: Nectria species (e.g., Nectria galligena);
[0286] Wilt caused by, for example, the following species: *Monilinia* species (e.g., *Monilinia laxa*);
[0287] Deformities of leaves, flowers, and fruits caused by, for example, the following: Exobasidium species (e.g., Exobasidium vexans); Taphrina species (e.g., Taphrina deformans);
[0288] Degenerative diseases of woody plants caused by, for example, the following: *Esca species* (e.g., *Phaeomoniella chlamydospora*, *Phaeoacremonium aleophilum*, or *Fomitiporia mediterranea*); *Ganoderma species* (e.g., *Ganoderma boninense*).
[0289] Flower and seed diseases caused by, for example, the following: Botrytis species (e.g., Botrytis cinerea);
[0290] Diseases of plant tubers caused by, for example, the following: Rhizoctonia species (e.g., Rhizoctonia solani); Helminthosporium species (e.g., Helminthosporium solani);
[0291] Diseases caused by bacterial pathogens, such as Xanthomonas species (e.g., Xanthomonas campestris pv. oryzae, the pathogen causing bacterial leaf blight in rice); Pseudomonas species (e.g., Pseudomonas syringaepv. lachrymans, the pathogen causing bacterial leaf spot in cucumbers); Erwinia species (e.g., Erwinia amylovora, the pathogen causing fire rot in pears); and Ralstonia species (e.g., Ralstonia solanacearum, a species of solanaceous plant).
[0292] Fungal diseases affecting the roots and stem base, such as those caused by the following fungi: black root rot (Calonectria crotalariae), anthracnose (Macrophomina phaseolina), Fusarium blight or wilt, root rot, and pod and root collar rot (Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), fine disc mold root rot (Mycoleptodiscus terrestris), and Neocosmospora (Neocosmospora). vasinfecta), pod and stem wilt (Diaporthephaseolorum), stem canker (Diaporthe phaseolorum var. caulivora), Phytophthora rot (Phytophthora megasperma), brown stem rot (Phialophora gregata), Pythium rot (Pythium aphaidermatum, Pythium irregulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum), Rhizoctonia root rot, stem rot and damping-off (Rhizoctonia solani), Sclerotinia stem rot Sclerotinia sclerotiorum (sclerotinia sclerotiorum), Sclerotinia southern blight (sclerotinia rolfsii), and Thieviopsis basicola (thielaviopsis basicola) are all root rot fungi.
[0293] Plants that can be treated with the novel agrochemical composition of this invention include the following: Rosaceae (e.g., apple, pear, apricot, cherry, almond, and peach pome fruits), Ribesioidae, Juglandaceae, Betulaceae, Anacardiaceae, Fagaceae, Moraceae, Oleaceae, Actinidaceae, Lauraceae, Musaceae (e.g., banana trees and banana plantations), Rubiaceae (e.g., coffee), Theaceae, Sterculiaceae, Rutaceae (e.g., lemon, citrus, and grapefruit); Vitaceae. sp. (e.g., grapes); Solanaceae sp. (e.g., tomatoes, peppers), Liliaceae sp., Asteraceae sp. (e.g., lettuce), Umbelliferae sp., Cruciferae sp., Chenopodiaceae sp., Cucurbitaceae sp. (e.g., cucumbers), Allicaceae sp. (e.g., leeks, onions), Papilionaceae sp. (e.g., legumes); major crops, such as Poaceae / Gramineae sp. (e.g., corn, turf, cereals (e.g., wheat, rye, rice, barley, oats, chestnuts, and triticale)), Asteraceae sp. (e.g., sunflowers), Brassicaceae (e.g., white cabbage, red cabbage, cauliflower, broccoli, Brussels sprouts, Chinese cabbage, kohlrabi, radish and rapeseed, mustard greens, horseradish and watercress), Fabaceae (e.g., beans, peanuts), Papilionaceae (e.g., soybeans), Solanaceae (e.g., potatoes), Chenopodiaceae (e.g.)(e.g., sugar beets, forage beets, red-headed beets, beetroot); Malvaceae (e.g., cotton); useful and ornamental plants for landscaping and woodland use; and genetically modified variants of each of these plants.)
[0294] Priority should be given to controlling the following diseases of soybean: fungal diseases on leaves, stems, pods and seeds caused by fungi such as Altemaria leaf spot (Alternaria spec.atrans tenuissima) and anthracnose (Colletotrichum gloeosporoidesdematium var.).truncatum, brown spot (Septoria glycines), cercospora leaf spot and blight (Cercospora akikuchii), Choanephora infundibulifera trispora (synonym), dactuliophora leaf spot (Dactuliophora glycines), downy mildew (Peronospora manshurica), Drechslera glycini, frog-eye leaf spot (Cercospora so jina), leptosphaerulina leaf spot (Leptosphaerulina trifolii), phyllostica leaf spot Soybean leaf spot (Phyllosticta sojaecola) , pod and stem wilt (Phomopsis sojae) , powdery mildew (Microsphaera diffusa) , pyrenochaeta leaf spot (Pyrenochaeta glycines) , aerial root, leaf and net blight (Rhizoctonia solani) , rust (Phakopsora pachyrhizi, Phakopsora meibomiae) , black spot (Sphaceloma glycines) , stemphylium leaf blight (Stemphylium botryosum) , target spot (Corynespora cassiicola) .
[0295] The agricultural chemical compositions of the present invention can be used for therapeutic or protective / preventive control of plant pathogenic fungi. The present invention also relates to methods for the treatment and protection of plant pathogenic fungi using novel agricultural chemical compositions applied to plants, plant parts, seeds, fruits, or soil in which plants grow.
[0296] Since plants exhibit good tolerance to the novel agricultural chemical composition of this invention at concentrations required for the control of plant diseases, the agricultural chemical composition can be used to treat the aboveground parts, propagation products, seeds, and soil of plants.
[0297] According to the present invention, all plants and plant parts can be processed. "Plant" means all plants and plant populations, such as desired and undesirable wild plants, cultivars, and plant varieties (whether or not protected by plant variety or plant breeder rights). Cultivars and plant varieties can be plants obtained through conventional propagation and breeding methods, which may be supplemented by one or more biotechnological methods, such as the use of double haploids, protoplast fusion, random and directed mutagenesis, molecular or genetic markers, or by bioengineering and genetic engineering methods. Plant parts refer to all above-ground and below-ground parts and plant organs of a plant, such as buds, leaves, flowers, and roots, including, but not limited to, leaves, needles, stems, stalks, flowers, fruit bodies, fruits, and seeds, as well as roots, tubers, and root tubers. Crops and planting and propagation materials, such as seedlings, tubers, root tubers, cuttings, and seeds, are also considered plant parts.
[0298] Plants exhibit good tolerance to the novel agricultural compositions of this invention, and the agricultural compositions possess good isothermal toxicity and environmental tolerance, making them suitable for protecting plants and plant organs, thereby increasing harvest yield and improving harvest quality. They are preferably suitable as crop protection compositions. They are active against generally sensitive and resistant species and can be used at all or part of the developmental stages.
[0299] Plants that can be treated according to the present invention include the following major crops: corn, soybean, alfalfa, cotton, sunflower, and rapeseed (Brassica oilseeds), such as: Brassica napus (e.g., rapeseed, mustard greens), Brassica rapa, leaf mustard (B. juncea) (e.g., field mustard), and Ethiopian mustard (Brassica carinata), palm (Arecaceae) sp. (e.g., oil palm, coconut), rice, wheat, sugar beets, sugarcane, oats, rye, barley, millet and sorghum, durum wheat, flax, nuts, grapes and vines, and various fruits and vegetables in the botanictaxa, such as: Rosaceae sp. (e.g., pome fruits, such as apples and pears, but also including drupes, such as apricots, cherries, almonds, plums and peaches, and berries, such as strawberries, raspberries, red currants and black currants and currants), Ribesioidae sp., Juglandaceae sp., Betulaceae sp., Anacardiaceae sp., Fagaceae sp., Moraceae sp., Oleaceae sp. (e.g., olive trees), Actinidaceae sp., Lauraceae sp. (e.g., avocado, cinnamon, camphor), Musaceae sp. (e.g., banana trees and banana plantations), Rubiaceae sp. (e.g., coffee), Theaceae sp. (e.g., tea), Sterculiceae sp., Rutaceae sp. (e.g., lemon, orange, tangerine, and grapefruit); Solanaceae sp. (e.g., tomato, potato, pepper, chili, eggplant, tobacco), Liliaceae sp., Compositiae sp. (e.g., lettuce, artichokes, and chicory, including root chicory, chrysanthemum lettuce, or wild chicory), Umbelliferae (e.g., carrots, parsley, celery, and celery root), Cucurbitaceae (e.g., cucumbers - including gherkins), squash, watermelon, gourd, and cantaloupe), Alliaceae (e.g., leeks and onions), and Cruciferae (sp.).(e.g., white cabbage, red cabbage, broccoli, cauliflower, Brussels sprouts, Chinese cabbage, kohlrabi, radish, horseradish, watercress, and Chinese cabbage); Leguminosae (e.g., peanuts, peas, lentils, and legumes such as climbing beans and broad beans); Chenopodiaceae (e.g., Swiss chard, forage beets, spinach, beetroot); Linaceae (e.g., hemp); Cannabeacea (e.g., cannabis); Malvaceae (e.g., okra, cocoa); Papaveraceae (e.g., poppy); Asparagaceae (e.g., asparagus); useful and ornamental plants for garden and woodland use, including lawns, meadows, pastures, and stevia rebaudiana; and genetically modified varieties of these plants.
[0300] In particular, the novel agricultural chemical composition of the present invention is suitable for controlling the following plant diseases:
[0301] White rust fungi (Albugo spp.) on ornamental plants, vegetables (e.g., *A. candida*) and sunflowers (e.g., *A. tragopogonis*); Albugo spp. (white rust) on vegetables, rapeseed (*A. brassicola* or *A. brassicae*), sugar beets (*A. tenuis*), fruits, rice, soybeans, potatoes (e.g., *A. solani* or *A. alternata*), tomatoes (e.g., *A. solani* or *A. alternata*)), and barley (Altemaria spp.) (Alternaria leaf spot); and *Aphanomyces* on sugar beets and vegetables. spp.); Ascochyta spp. on grains and vegetables (e.g., Ascochyta tritici on wheat (anthracnose) and Ascochyta hordei on barley); Bipolaris and Drechslera spp. (sexual form: Cochliobolus spp.), such as Southern leaf blight (D. maydis) or Northern leaf blight (B. zeicola) on maize, such as leaf spot on grains (C. sorokinina) and B. oryzae on rice and turf; Blumeria powdery mildew on grains (e.g., wheat or barley). Powdery mildew (Blumeria formerly Erysiphe); Botrytis cinerea (sexual form: Botryotinia fuckeliana) on fruits and berries (e.g., strawberries), vegetables (e.g., lettuce, carrots, celery, and cabbage), rapeseed, flowers, grapevines, forestry plants, and wheat; Bremia lactucae (downy mildew) on lettuce; Ceratocystis spp. (synonym: Ophiostoma) (rot or wilting, e.g., C. ulmi (Dutch elm disease) on broadleaf or evergreen plants; corn (e.g., gray leaf spot: C. zeae-maydis), rice, sugar beets (e.g., C. beet caudatus).Cercosporas pp. on beticola, sugarcane, vegetables, coffee, soybeans (e.g., Cercospora sojina or Cercospora kikuchii) and rice (Cercospora leaf spots); tomato (e.g., C. fulvum: leaf mold) and cereals (e.g., C. herbarum on wheat (black ear / smut)) and cereals (Claviceps purpureus) Ergot (purpurea); Cochliobolus (cochlea purpurea), asexual form of *C. carbonum* (corn), *C. sativus* (e.g., *C. sativus*, asexual form: *B. sorokinina*) and *C. miyabeanus* (e.g., *C. miyabeanus*, asexual form: *H. oryzae*) (leaf spot); Cotton (e.g., *C. gossypii*), corn (e.g., *C. graminicola*): anthracnose stalk blight. Anthracnose pathogens include: *Colletotrichum* spp. (sexual form: *Glomerella* spp.) (anthracnose) on rot, soft fruits, potatoes (e.g., watermelon anthracnose *C. coccodes*: black spot), legumes (e.g., common bean anthracnose *C. lindemuthianum*), and soybeans (e.g., soybean anthracnose *C. truncatum* or *C. gloeosporioides*) (anthracnose); *Corticium* spp., such as *C. saasakii* on rice (outer skin wilt); *Corynespora cassiicola* on soybeans and ornamental plants (leaf spot); and *Cycloconium* spp. (rust spot). Examples of fungi include *C. oleaginum*, the causal agent of olive rust on olive trees; *C. liriodendri*, the sexual form of which is *Neonectria liriodendri*, causing blackfoot disease, on fruit trees, grapevines (e.g., *C. liriodendri*, sexual form of which is *Neonectria liriodendri*, causing blackfoot disease), and *Cylindrocarpon* spp. on ornamental plants (e.g., fruit tree canker or young grapevine weakness, sexual form of which is *Nectria* spp. or *Neonectria* spp.).); *Dematophora necatrix* on soybeans (sexual form: *Rosellinia necatrix*) (root and stem blight); *Diaporthe* spp., such as *D. phaseolorum* on soybeans (damping-off); *Helminthosporium* (sexual form: *Pyrenophora* spp.) on corn, cereals (such as barley (e.g., *D. teres*, net blight) and wheat (e.g., *D. tritici-repentis*, yellow spot disease), rice and turf; *Formitiporia punctata* (synonym: *Phellinus punctata*), *F. mediterranea*, *Phaeomoniella*. Esca disease (dieback, apoplexy) on grapevines caused by *Phaeoacremonium chlamydospora* (formerly *Phaeoacremonium chlamydosporum*), *Phaeoacremonium aleophilum*, and / or *Botryosphaeria obtusa*; *Elsinoe* spp. on pears (*E. pyri*), soft fruits (*E. veneta*: anthracnose) and grapevines (*E. ampelina*: anthracnose); *Entyloma oryzae* (leaf smut) on rice; *Epicoccum* spp. on wheat. Powdery mildew (E. betaae) on sugar beets, vegetables (e.g., E. pisi), vegetables such as gourd (e.g., E. cichoracearum), cabbage, rapeseed (e.g., E. cruciiferarum) on vegetables (powdery mildew); Eutypa lata on fruit trees, grapevines and ornamental trees (eutypa lata canker or top blight, asexual form: Cytosporinalata, synonym: Libertella blepharis); Exserohilum on maize (e.g., E. turcicum) on maize.(Synonym: Helminthosporium); Fusarium spp. on various plants (sexual form: Gibberella spp.) (wilt, root or stem blight), such as Fusarium graminearum or Fusarium culmorum on cereals (e.g. wheat or barley) (root blight, scab or head blight), Fusarium oxysporum on tomatoes, Fusarium solani (f.sp. glycines, F. virguliforme) and Fusarium tucumaniae and Fusarium brasiliense that cause soybean sudden death syndrome, and Fusarium verticillioides on maize; Gaeumannomyces on cereals (e.g. wheat or barley) and maize. Graminis (take-all disease); Gibberella spp. on cereals (e.g., *G. zeae*) and rice (e.g., *G. fujikuroi*: bakanae disease); Glomerella cingulata on grapevines, pears and other plants, and *G. gossypii* on cotton; Grainstaining complex on rice; *Guignardia bidwellii* on grapevines (black wilt); Gymnosporangium spp. on Rosaceae plants and junipers, such as *G. sabinae* on pears (rust disease); Helminthosporium spp. (synonym *Drechslera*, sexual form: *Hemileia*) on corn, cereals and rice; Hemileia spp. Examples of fungi include *H. vastatrix* (coffee leaf rust) on coffee; *Isariopsis clavispora* (synonym Cladosporium vitis) on grapevines; *Macrophomina phaseolina* (synonym phaseoli) on soybeans and cotton (root and stem blight); *Microdochium nivale* (synonym Fusarium) on cereals (e.g., wheat or barley) (pink snow mold); *Microsphaera diffusa* (powdery mildew) on soybeans; and *Monilinia* spp., such as *M. drupecarpa* on drupes and other Rosaceae plants.* *Laxa*, *M. fructicola* and *M. fructigena* (blight of flowering branches, brown blight); *Mycosphaerella* spp. on cereals, bananas, soft fruits and peanuts, such as *M. graminicola* on wheat (asexual form: *Septoria tritici*, *Septoria tritici* leaf spot) or *M. fijiensis* on bananas (black spot); *Peronospora* spp. on cabbage (e.g., *P. brassicae*), rapeseed (e.g., *P. parasitica*), onion (e.g., *P. destructor*), tobacco (*P. tabacina*), and soybean (e.g., *P. manshurica*) (downy mildew); *Phakopsora* rust on soybeans. *Phyllostachys pachyrhizi* and *P. meibomiae* (soybean rust); *Phialophora* spp. on grapevines (e.g., *P. tracheiphila* and *P. tetraspora*) and soybeans (e.g., *P. gregata*, stem blight); *Phoma lingam* (root and stem blight) on rapeseed and cabbage, and *P. betaeae* (root blight, leaf spot, and damping-off) on sugar beets; *Phomopsis* on sunflowers, grapevines (e.g., *P. viticola*, stem and leaf spot) and soybeans (e.g., stem blight: *P. phaseoli*, sexual form: *Diaporthephaseolorum*, northern stem canker of soybeans). Phytophthora spp.; Physodermamaydis (brown spot disease) on corn; Phytophthora spp. on various plants (such as red peppers and gourds (e.g., Phytophthora capsici), soybeans (e.g., Phytophthora megasperma, synonym P. sojae), potatoes and tomatoes (e.g., Phytophthora infestans: late blight) and broad-leaved trees (e.g., Phytophthora ramorum: oak sudden death); Plasmodiophorabrassicae (clumproot disease) on cabbage, rapeseed, radishes and other plants; Plasmopara spp., such as P. grapea on grapevines.*P. halstedii* on viticola (grapevine downy mildew) and sunflowers; *Podosphaera* spp. (powdery mildew) on Rosaceae plants, hops, pome and soft fruit (e.g., *P. leucotricha* of apples); *Polymyxa* spp. (powdery mildew) on cereals (such as barley and wheat) and sugar beets (*P. betaae*), and the viral diseases transmitted by these fungi; *Pseudocercosporella herpotrichoides* (eyespot disease, sexual form: *Tapesia*) on cereals (such as wheat or barley). yallundae); various downy mildews (Pseudoperonospora) on plants (downy mildew), such as P. cupensis on gourds or P. humili on hops; Pseudopezicula tracheiphila (red fire disease or rotbrenner, asexual form: Phialophora) on grapevines; Puccinia genus on various plants. Rust diseases, such as *P. triticina* (brown rust or leaf rust) and *P. striiformis* (stripe rust or yellow rust) on cereals (such as wheat, barley, or rye), *P. hordei* (blight rust) on barley, *P. graminis* (stem rust or black rust) or *P. recondita* (brown rust or leaf rust) on wheat, *P. kuehnii* (orange rust) on sugarcane, and *P. asparagi* (asparagi) on asparagus; *Pyrenophora tritici-repentis* (asexual form: *Drechslera*) on wheat (yellow spot disease) or *P. teres* (net spot disease) on barley; *Pyricularia*. spp.), such as *P. oryzae* on rice (sexual form: *Magnaporthe grisea*, rice blast fungus) and *P. grisea* on lawns and cereals; *Pythium* spp. (damping-off disease) on lawns, rice, corn, wheat, cotton, rapeseed, sunflower, soybean, sugar beets, vegetables and various other plants (e.g. *P. ultimum* or *P. cucurbita*).*Rhizoctonia* spp., such as *R. collo-cygni* on barley (causing leaf spot and physiological leaf spot) and *R. beticola* on sugar beets; *Rhizoctonia* spp. on cotton, rice, potatoes, lawns, corn, rapeseed, potatoes, sugar beets, vegetables, and various other plants, such as *R. solani* on soybeans (causing root blight and stem blight), *R. solani* on rice (causing outer skin wilt), or *R. cerealis* on wheat or barley (causing spring wilt); *Rhizopus stolonifer* on strawberries, carrots, cabbage, grapevines, and tomatoes (causing black mold and soft blight); *Rhynchosporium* on barley, rye, and triticale. Secalis (brown spot); Sarocladium oryzae and S. attenuatum on rice (outer bark blight); Sclerotinia spp. on vegetables and crops (such as rapeseed, sunflower (e.g. Sclerotiorum sunflower) and soybean (e.g. S. rolfsii or S. sunflower)) (stem blight or white mold); Septoria spp. on various plants, such as S. glycines on soybean (brown spot), S. tritici on wheat (S. tritici leaf spot), and S. nodorum (synonym Stagonospora) on cereals (Stagonospora blotch); Uncinula grapevines Powdery mildew (synonym: Erysiphe) (asexual form: Oidium tuckeri); maize (e.g., S. turcicum, synonym: Helminthosporium turcicum) and turfgrass spp. (Setospaeria spp.) (leaf blight); maize (e.g., S. reiliana: head smut), sorghum and sugarcane smut spp.(Smut); powdery mildew (Sphaerotheca fuliginea) on gourds; powdery scab (Spongospora subterranea) on potatoes and viral diseases transmitted by it; *Stagonosporas* pp. on cereals, such as *S. noodorum* on wheat (leaf leaf spot, sexual form: *Leptosphaeria nodorum* [synonym: *Phaeosphaeria*)); *Synchytrium endobioticum* on potatoes (potato canker); *Taphrina* spp., such as *T. deformans* on peaches (leaf curl) and *T. pruni* on plums (plum bag disease); *Thielaviopsis* on tobacco, pome, vegetables, soybeans, and cotton. Black root blight (spp.), such as *T. basicola* (synonym *Chalara elegans*); *Tilletia* spp. (common bunt or stinking smut) on cereals, such as *T. tritici* (synonym *T. caries*, wheat smut) and *T. controversa* (wheat dwarf smut); *Typhula incarnata* (gray snow mold) on barley or wheat; *Urocystis* spp. Examples of diseases include: *U. occulta* (stem smut) on rye; *Uromyces* spp. (rust) on vegetables such as broad beans (e.g., *U. appendiculatus*, synonym *U. phaseoli*) and sugar beets (e.g., *U. betaae*); *Ustilagos* spp. (loose smut) on cereals (e.g., *U. nuda* and *U. avaenae*), maize (e.g., *U. maydis*: maize smut), and sugarcane; and *Venturia* spp. on apples (e.g., apple scab) and pears. *Verticillium* spp. (scab); and *Verticillium* spp. (wilt) on various plants (fruit trees and ornamental plants, grapevines, soft fruits, vegetables and crops), such as *Verticillium dahliae* on strawberries, rapeseed, potatoes and tomatoes.
[0302] This invention also relates to a method for using novel agricultural chemical compositions to treat soybean diseases.
[0303] Controlling the following diseases in soybeans should be given higher priority:
[0304] Soybean purple blotch fungus (Cercospora kikuchii), soybean cercariae (Cercospora sojina); citrus anthracnose varietal (Colletotrichum gloeosporoides dematium var. truncatum); target spot fungus (Corynespora casiicola); soybean north stem canker fungus (Diaporthe phaseolorum); soybean powdery mildew fungus (Microsphaera diffusa); Northeast downy mildew fungus (Peronospora manshurica); Phakpsora species (e.g., potato rust fungus (Phakopsora pachyrhizi) and soybean rust fungus (Phakopsora mebomiae) (soybean rust)); soybean blight fungus (Phytophthora megasperma); brown stalk rot fungus (Phialophora gregata); Rhizoctonia solani solani); Sclerotinias clerotiorum; Septoria spp. (e.g., Septoria glycines), Thieviopsis basicola.
[0305] Furthermore, the agricultural chemical composition of the present invention can reduce the content of mycotoxins in harvested materials and in food and feed prepared therefrom. Mycotoxins include, but are not limited to, 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 fungi such as Fusarium. (sp.), such as *Fusarium acuminatum*, *Fusarium asiaticum*, *Fusarium avenaceum*, *Fusarium crookwellense*, *Fusarium culmorum*, *Fusarium graminearum* (*Gibberella zearalensis*). The fungi include *Fusarium equiseti*, *Fusarium fujikoroi*, *Fusarium musarmentum*, *Fusarium oxysporum*, *Fusarium proliferatum*, *Fusarium poae*, *Fusarium pseudoograminearum*, *Fusarium sambucinum*, *Fusarium scirpi*, *Fusarium semitectum*, *Fusarium solani*, *Fusarium sporotrichoides*, *Fusarium langsethiae*, *Fusarium subglutinans*, *Fusarium trifidum*, and *Fusarium verticillioides*, as well as those transmitted through the genus *Aspergillus*. (Spec.), such as Aspergillus flavus, Aspergillus parasiticus, Aspergillus nomius, Aspergillus ochraceus, and Aspergillus ctenoides.*Aspergillus clavatus*, *Aspergillus terreus*, *Aspergillus versicolor*; *Penicillium* species, such as *Penicillium verrucosum*, *Penicillium viridicatum*, *Penicillium citrinum*, *Penicillium expansum*, *Penicillium claviforme*, *Penicillium roqueforti*; *Claviceps* species, such as *Claviceps purpurea*, *Claviceps fusiformis*, *Claviceps paspali*, *Claviceps africana*; *Stachybotrys* species and other fungi.
[0306] The novel agricultural chemical composition of this invention can be used for the protection of materials, particularly industrial materials, from attack or damage by plant pathogenic fungi.
[0307] The novel agricultural chemical composition of this invention avoids adverse effects such as rotting, erosion, discoloration, fading, or mold growth.
[0308] In the case of wood treatment, the agricultural chemical composition of the present invention can also be used to combat fungal diseases that can easily grow on or inside wood.
[0309] The novel agrochemical composition of this invention can be used to protect stored goods. Stored goods are understood to refer to natural substances of plant or animal origin or processed products of their natural origin that require long-term protection. Plant-derived stored goods, such as plants or plant parts like stems, leaves, tubers, seeds, fruits, and grains, can be protected either freshly harvested or after processing such as (pre-)drying, moistening, grinding, milling, pressing, or baking. Stored goods also include timber.
[0310] Animal-derived stored goods include, for example, hides, leather, hair, and fur. The novel agrochemical composition of this invention avoids adverse effects such as rot, corrosion, discoloration, fading, or mold growth.
[0311] Microorganisms that can cause the decomposition or alteration of industrial materials include, for example, bacteria, fungi, yeasts, algae, and slime molds. The agrochemical composition of the present invention preferably acts against fungi, particularly molds, and fungi that discolor and damage wood (Ascomycetes, Basidiomycetes, Deuteromycetes, and Zygomycetes).
[0312] The agricultural chemical composition in this case intervenes in the metabolic process of plants and can therefore also be used as a plant growth regulator.
[0313] Growth regulation effects include earlier germination, better emergence, more developed root system and / or improved root growth, increased tillering capacity, more productive tillers, earlier flowering, increased plant height and / or biomass, shorter stems, improved bud growth, number of kernels / spikes, number of spikes / square meters, number of stolons and / or flowers, improved harvest index, larger leaves, fewer basal leaves, improved phyllotaxy, earlier maturity / earlier fruit completion, uniform ripping, increased grain filling duration, better fruit maturity, larger fruit / vegetable size, resistance to germination, and reduced lodging.
[0314] Increased or improved yield refers to all biomass per hectare, yield per hectare, kernel / fruit weight, seed size and / or hectoliter weight, and improved product quality, including: improved processability related to: size distribution (kernel, fruit, etc.), homogeneous ripening, grain moisture, better milling, better winemaking, better beermaking, increased juice yield, harvestability, digestibility, sedimentation value, falling value, pod stability, storage stability, improved fiber length / strength / uniformity, and improved milk and / or meat quality of silage-fed animals (suitable for cooking); it also includes improved marketability, which relates to improved fruit / grain quality, size distribution (kernel, fruit, etc.), and improved storage. / Shelf life / firmness / softness / taste (aroma, texture, etc.), grade (size, shape, number of berries, etc.), number of berries / fruits per bunch, crispness, freshness, wax coating, frequency of physiological diseases, color, etc.; also includes added desired components, such as: protein content, fatty acids, oil content, oil quality, amino acid composition, sugar content, acid content (pH), sugar / acid ratio (Brix), polyphenols, starch content, nutritional value, gluten content / index, energy content, taste, etc.; and also includes reduced undesirable components, such as: less mycotoxins, less aflatoxin, amount of geosmin, phenolic odor, laccase, polyphenol oxidase and peroxidase, nitrate content, etc.
[0315] The agricultural chemical composition of this invention also exhibits effective strengthening effects on plants. Therefore, it can be used to mobilize plant defenses against unwanted microorganisms.
[0316] In this article, plant fortification (inducing resistance) substances refer to substances that stimulate the plant's defense system, enabling treated plants to develop high resistance to unwanted microorganisms when subsequently inoculated.
[0317] Furthermore, in the specification of this invention, "plant physiological functions" includes the following:
[0318] "Abiotic stress tolerance" includes tolerance to high or low temperatures, drought tolerance and resilience after drought stress, water use efficiency (related to lower water consumption), flood tolerance, ozone tolerance, UV tolerance, and tolerance to chemicals such as heavy metals, salts, and pesticides.
[0319] "Biotic stress tolerance" includes enhanced resistance to fungi and enhanced resistance to nematodes, viruses, and bacteria. In this specification, biotic stress tolerance preferably includes enhanced resistance to fungi and enhanced resistance to nematodes.
[0320] "Enhanced plant vitality" includes plant health / quality and seed vigor, reduced failure to stand, improved appearance, better recovery after adversity, improved pigmentation (e.g., chlorophyll content, green retention), and improved photosynthetic efficiency. This invention also includes methods for seed treatment. This invention also relates to seeds treated by one of the methods described above. The seeds described in this invention are used in methods for protecting seeds from harmful microorganisms. In these methods, seeds treated with at least one of the agricultural chemical compositions of this invention are used.
[0321] The agricultural chemical composition of this case is also suitable for seed treatment. A significant portion of crop damage caused by pests occurs during storage, after sowing, and before and after germination. This stage is particularly important because the roots and buds of growing plants are especially sensitive, and even minor damage can lead to plant death. Therefore, the protection of seeds and germinating plants using appropriate compositions has attracted considerable attention.
[0322] Seed treatment has long been known for controlling plant pathogenic fungi, and it is a subject of continuous improvement. However, seed treatment leads to a series of problems that cannot always be solved satisfactorily. For example, there is a desire to develop a method for protecting seeds and germinating plants that eliminates or at least significantly reduces the need for additional crop protection compositions after planting or emergence. Furthermore, it is desirable to optimize the dosage of active ingredients used to provide the best possible protection for seeds and germinating plants against plant pathogenic fungi without harming the plants themselves due to the active ingredients employed. In particular, seed treatment methods should also consider the internal fungicidal properties of genetically modified plants to achieve optimal protection for seeds and germinating plants with minimal use of crop protection compositions.
[0323] In one embodiment, the present invention provides a seed comprising the aforementioned antifungal composition.
[0324] By treating seeds with the composition of this invention, the invention also relates to a method for protecting seeds and germinating plants from attack by plant pathogenic fungi. The invention also relates to the use of treating seeds with the composition to protect seeds and germinating plants from plant pathogenic fungi. The invention further relates to seeds treated with the composition to protect them from plant pathogenic fungi.
[0325] Control of plant pathogenic fungi that damage plants after disease onset is primarily achieved by applying crop protection compounds to the soil and above-ground parts of the plants. Efforts are underway to reduce the amount of active ingredients used due to concerns about potential environmental, human, and animal health impacts of these compounds.
[0326] One advantage of this invention is that, in particular, the systemic properties of the novel agricultural chemical composition protect not only the seeds themselves but also the resulting plants from plant pathogenic fungi. In this way, no immediate treatment of the crop is required at or shortly after sowing.
[0327] Also considered advantageous is the ability of this novel agrochemical composition to be used, in particular, with genetically modified seeds from which plants exhibit insect-resistant proteins. By treating such seeds with this novel agrochemical composition, certain pests can be controlled solely through the expression of proteins (e.g., insecticidal proteins). Surprisingly, further synergistic effects can be observed in this case, which additionally increases the effectiveness in preventing pest infestation.
[0328] Novel agricultural chemical compositions are suitable for protecting the seeds of any plant variety used in agriculture, greenhouses, forestry, or horticulture and viticulture. Seed treatment is particularly important for the seeds of the following plants: cereals (e.g., wheat, barley, rye, triticale, sorghum / millet, and oats), corn, cotton, soybeans, rice, potatoes, sunflowers, legumes, coffee, sugar beets (e.g., sugar beets and fodder beets), peanuts, rapeseed, poppies, olives, coconuts, cocoa, sugarcane, tobacco, vegetables (e.g., tomatoes, cucumbers, onions, and lettuce), turf, and ornamental plants (see below). Seed treatment of cereals (e.g., wheat, barley, rye, triticale, and oats), corn, rice, and soybeans is especially significant.
[0329] As described herein, treatment of transgenic seeds with novel agricultural chemical compositions is particularly significant. This involves plant seeds containing at least one heterologous gene capable of expressing an insecticidal polypeptide or protein. The heterologous gene in the transgenic seed can originate from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus, or Gliocladium. Preferably, the heterologous gene is derived from Bacillus sp., in which case the gene product is effective against the European maizeborer and / or the western maize rootworm. Preferably, the heterologous gene is derived from Bacillus thuringiensis.
[0330] In this specification, the novel agricultural chemical composition is applied alone to seeds or to suitable formulations. Preferably, the seeds are treated in a state where they are sufficiently stable to prevent damage during treatment. Generally, seeds can be treated at any time between harvest and sowing. Conventionally, seeds isolated from the plant and from which the cobs, husks, stems, bark, hairs, or pulp of the fruit are removed are used. For example, seeds that have been harvested, cleaned, and dried to a moisture content of less than 15% by weight can be used. Alternatively, seeds that have been dried, for example, treated with water and then dried again, may also be used.
[0331] When treating seeds, care must be taken to select the appropriate amounts of novel agricultural chemicals and / or other additives applied to the seeds so as not to impair seed germination or damage the resulting plants. This point must be kept in mind, especially for active ingredients that may have phytotoxic effects at certain application rates.
[0332] This invention relates more to a novel agricultural chemical composition for controlling unwanted microorganisms. The agricultural chemical composition can be applied to the microorganisms and / or their habitats.
[0333] Agricultural chemical compositions typically include at least one combination of compounds and at least one agriculturally suitable auxiliary, such as a carrier and / or a surfactant.
[0334] In the context of this invention, "control of harmful microorganisms" refers to: a reduction in the infection of harmful microorganisms compared to untreated plants as an assessment of fungicidal effectiveness; preferably, a reduction of 25-50% compared to untreated plants (100%); more preferably, a reduction of 40-79% compared to untreated plants (100%); and even more preferably, complete suppression of harmful microorganism infection (70-100%). The aforementioned control can be curative, in other words, treatment of already infected plants, or it can be protective, used to protect uninfected plants.
[0335] "An effective but non-phytotoxic dose" means that the content of a novel agricultural chemical composition is sufficient to satisfactorily control or completely eradicate fungal diseases in plants without causing obvious phytotoxic symptoms. Generally, this application rate can vary over a relatively wide range. It depends on many factors, such as the fungus to be controlled, the plant, climatic conditions, and the composition of the composition of this invention.
[0336] A carrier is a solid or liquid, natural or synthetic, organic or inorganic, and is typically inert. Carriers generally improve the application of compounds, for example, to plants, plant parts, or seeds. Examples of suitable solid carriers include, but are not limited to, ammonium salts, natural rock powders (e.g., kaolin, clay, talc, chalk, quartz, palygorskite, montmorillonite, and diatomaceous earth), and synthetic rock powders (e.g., finely crushed silica, alumina, and silicates). Typical examples of useful solid carriers for making granules include, but are not limited to, pulverized and separated natural rocks (e.g., calcite, marble, pumice, sepiolite, and dolomite), synthetic granules of inorganic and organic powders, and granules of organic materials (e.g., paper, wood chips, sawdust, coconut husks, corn cobs, and tobacco stems). Examples of suitable liquid carriers include, but are not limited to, water, organic solvents, and combinations thereof. Examples of suitable solvents include polar and nonpolar organic chemical liquids, such as those derived from aromatic and non-aromatic hydrocarbons (e.g., cyclohexane, paraffin, alkylbenzene, xylene, toluenealkylnaphthalene, chlorinated aromatics or chlorinated aliphatic hydrocarbons (e.g., chlorobenzene, vinyl chloride or methylene chloride), alcohols and polyols (which may also be optionally substituted, etherified and / or esterified, e.g., butanol or ethylene glycol), ketones (e.g., acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted amines, amides (e.g., dimethylformamide), lactams (e.g., N-alkylpyrrolidone) and lactones, sulfones and sulfoxides (e.g., dimethyl sulfoxide). The carrier can be a liquefied gaseous extender, in other words, a liquid at standard temperature and pressure, e.g., aerosol propellants such as halogenated hydrocarbons, butane, propane, nitrogen, and carbon dioxide.
[0337] Surfactants can be ionic (cationic or anionic) or nonionic surfactants, such as ionic or nonionic emulsifiers, foaming agents, dispersants, wetting agents, and any mixtures thereof. Examples of suitable surfactants include, but are not limited to, salts of polyacrylic acid, salts of lignin sulfonic acid, salts of phenol sulfonic acid or naphthalene sulfonic acid, polycondensates of ethylene and / or propylene oxide (polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, such as alkyl polyethylene glycol ethers) having fatty alcohols, fatty acids, or fatty amines, substituted phenols (preferably alkylphenols or arylphenols), salts of sulfosuccinates, taurine derivatives (preferably alkyl taurine esters), phosphate esters of polyethoxylated alcohols or phenols, fatty esters of polyols, and derivatives of compounds containing sulfates, sulfonates, phosphates (e.g., alkyl sulfonates, alkyl sulfates, aryl sulfonates) and protein hydrolysates, lignosulfite waste, and methylcellulose. Surfactants are typically used when the compound of formula (I) and / or the carrier are insoluble in water and the application is carried out with water. Thus, the surfactant content is generally 5 to 40% (by weight) of the composition.
[0338] Other examples of suitable additives include waterproofing agents, desiccants, binders (adhesives, tackifiers, fixatives, such as carboxymethyl cellulose, natural and synthetic polymers in powder, granule or latex form (e.g., gum arabic, polyvinyl alcohol and polyvinyl acetate), natural phospholipids (e.g., cephalin and lecithin) and synthetic phospholipids, polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose), thickeners, stabilizers (e.g., cold stabilizers, preservatives, antioxidants, light stabilizers or other agents that improve chemical and / or physical stability), dyes or pigments (e.g., inorganic pigments, Examples include iron oxide, titanium dioxide, and Prussian blue; organic dyes, such as alizarin, azo, and metallic phthalocyanine dyes; defoamers (such as silicone defoamers and magnesium stearate); preservatives (such as dichlorophenol and benzyl alcohol hemiacetal); secondary thickeners (cellulose derivatives, acrylic derivatives, xanthan gum, modified clay, and carefully separated silica); adhesives; gibberellins; processing aids; mineral and vegetable oils; fragrances; waxes; nutrients (including micronutrients such as iron salts, manganese salts, boron salts, copper salts, cobalt salts, molybdenum salts, and zinc salts); protective colloids; thixotropic substances; penetrants; chelating agents; and chelate-forming agents.
[0339] The choice of adjuvants is related to the intended method of application and / or physical properties of the compound of formula (I). Furthermore, adjuvants may be selected to impart specific properties (technical, physical, and / or biological properties) to the composition or the form of use prepared therefrom. The selection of adjuvants may allow for the customization of the composition to meet specific needs.
[0340] The novel agrochemical composition of this invention can be in any conventional form, such as solutions (e.g., aqueous solutions), emulsions, wettable powders, water-based and oil-based suspensions, powders, ointments, soluble powders, soluble granules, granules for broadcasting, suspension emulsion concentrates, natural or synthetic products impregnated with the agrochemical composition, fertilizers, and microcapsules in polymers. The agrochemical composition of this invention can exist in suspension, emulsion, or dissolved form.
[0341] The novel agricultural chemical composition of this invention can be provided to end users in the form of a ready-to-use formulation; in other words, the composition can be applied directly to plants or seeds using a suitable device (e.g., a sprayer or duster). Alternatively, the composition can be provided to end users in the form of a concentrate, requiring dilution (preferably with water) before use.
[0342] The novel agricultural chemical composition of the present invention can be prepared by conventional means, for example, by mixing the agricultural chemical composition of the present invention with one or more suitable adjuvants (as described above).
[0343] The novel agricultural chemical composition of the present invention generally contains 0.01 to 99% by weight, 0.05 to 98% by weight, more preferably 0.1 to 95% by weight, even more preferably 0.5 to 90% by weight, and most preferably 10 to 70% by weight of the active compound of the present invention.
[0344] Application rates vary widely, depending on soil properties, application method, crop, pests to be controlled, primary climatic conditions, and other factors including application method, application time, and target crop control. As a general guideline, the application rate of the compound ranges from 1 to 2000 L / ha, particularly from 10 to 1000 L / ha.
[0345] Novel agricultural chemical compositions can be applied directly, in other words, without other ingredients and without dilution. Generally, it is preferred to apply the composition to seeds in a suitable formulation. Suitable formulations and methods for seed treatment are known to those skilled in the art and are described in, for example, the following documents: U.S. Patent Publication No. US4272417, U.S. Patent Publication No. US4245432, U.S. Patent Publication No. US4808430, U.S. Patent Publication No. US5876739, U.S. Patent Publication No. US20030176428, PCT Patent Publication No. WO2002080675, and PCT Patent Publication No. WO2002028186.
[0346] The novel agrochemical composition of this invention can be converted into formulations, such as suspension concentrates (SC).Water-dispersible granules (WDG / WG), tablets (TB), wettable powders (WP), water-dispersible tablets (WT), ultra-low volume (ULV), liquids (UL), ultra-low volume (ULV), suspensions (SU), water-soluble powders (SP), suspension-emulsions (SE), granules (GR), emulsifiable granules (EG), oil-in-water emulsions (EW), emulsifiable granules (EG), oil-in-water emulsions (EO), emulsifiable powders (EP), emulsions for seed treatment (ES), solutions for seed treatment (LS), flowable concentrates for seed treatment. Treatment, FS, emulsifiable concentrate (EC), microemulsion (ME), oil-in-water emulsions (EW), oil miscible flowable concentrate (OF), oil dispersible powder (OP), oil dispersion (OD), capsule suspension (CS), dustable powder (DP), soluble concentrate (SL), water soluble granule (SG), aerosol (AE), a mixture of microcapsule suspension (CS) and suspension concentrate (SC) (ZC), a mixture of microcapsule suspension (CS) and suspension emulsion (SE) (ZE), or a mixture of microcapsule suspension (CS) and oil emulsion (EW) (ZW).
[0347] The novel agricultural chemical composition of this invention can be converted into conventional seed coating formulations, such as solvents, emulsifiers, suspensions, powders, foams, slurries, or other coating compositions for seeds, as well as ultra-low volume formulations. These formulations are prepared by a known method by mixing active compounds with agriculturally acceptable additives (such as general extenders and solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, antifoam(s)), preservatives, thickeners, adhesives, gibberellins, solid carriers, liquid carriers, gas carriers, surfactants, binders, disintegrants, pH adjusters, anti-caking agents(s)), penetrants, antifreeze agents, defoaming agents(s)), extenders(s)), fillers, stabilizers and / or colorants or combinations thereof, and water).
[0348] The useful dyes that may be present in the seed dressing formulations of the present invention are all general dyes used for such purposes. Pigments that are poorly soluble in water can be used, as can dyes that are soluble in water. Examples include dyes with known names such as Rhodamine B, Pigment Red 112, and Sudan Red 1. The useful wetting agents that may be present in the seed dressing formulations of the present invention are all substances that promote wetting and are commonly used in formulations of active agricultural ingredients. Alkyl naphthalene sulfonates, such as diisopropyl or diisobutyl naphthalene sulfonates, are preferred.
[0349] The dispersants and / or emulsifiers present in the seed dressing formulations of this invention are all nonionic, cationic, and anionic dispersants, and are commonly used in formulations of active agricultural ingredients. Preferably, nonionic or anionic dispersants or mixtures of nonionic or anionic dispersants are used. Suitable nonionic dispersants include, in particular, ethylene oxide / propylene oxide block polymers, alkylphenol polyethylene glycol ethers, and tristyrylphenol polyethylene glycol ethers, as well as their phosphorylated or sulfated derivatives. Suitable anionic dispersants include, in particular, lignin sulfonates, polyacrylates, and aryl sulfonate / formaldehyde condensates.
[0350] The defoamer that can be present in the seed dressing formulation of this invention is any foam-inhibiting substance commonly used in the formulation of active agricultural chemicals. Silane defoamers and magnesium stearate are preferred.
[0351] The preservatives that may be present in the seed dressing formulation of this invention are all substances that can be used for such purposes in agricultural chemical compositions. Examples include dichlorophene and benzyl alcohol hemiformal.
[0352] The thickeners that may be present in the seed dressing formulations of this invention are all substances that can be used for such purposes in agricultural chemical compositions. Preferred examples include cellulose derivatives, acrylic acid derivatives, xanthan gum, modified clay, and carefully dispersed silica.
[0353] The adhesives that can be present in the seed dressing formulations of this invention are all known adhesives that can be used in agricultural chemical compositions. Preferred examples include polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, and tylose.
[0354] The liquid carrier is selected from, but not limited to, the group consisting of: water; alcohols, such as ethanol, propanol, butanol, n-octanol, isopropanol, ethylene glycol, diethylene glycol, propylene glycol, polyethylene glycol, benzyl alcohol, and glycerol; polyethers, such as ethylene glycol propyl ether, diethylene glycol methyl ether, and dipropylene glycol dimethyl ether; ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone; ethers, such as dipropyl ether, dioxane, and tetrahydrofuran; aliphatic hydrocarbons, such as normal paraffin, isoparaffin, kerosene, and mineral oil; aromatic hydrocarbons, such as xylene, toluene, naphtha, C9 solvent, C10 solvent, C12 solvent, and solvents. Solv 100, Solv 150, and Solv 200; chlorinated aliphatic or aromatic hydrocarbons, such as chlorobenzene, vinyl chloride, and methylene chloride; esters, such as ethyl acetate, diisopropyl phthalate, dimethyl adipate, methyl oleate, and methyl tallowate; lactones, such as gamma-butyrolactone, gamma-valerolactone, and epsilon-caprolactone; amides, such as dimethylformamide, N-methylpyrrolidone, N-octylpyrrolidone, and N,N-dimethyldecylamide; nitriles, such as acetonitrile; organosulfur compounds, such as dimethyl sulfoxide; vegetable oils, such as soybean oil, rapeseed oil, and cottonseed oil. These liquid carriers can be used alone or in combination.
[0355] The gas carrier is selected from, but not limited to, the group consisting of: liquefied petroleum gas, air, gas, carbon dioxide, or dimethyl ether. These gas carriers may be used alone or in combination.
[0356] The surfactant is a nonionic or anionic surfactant or a combination of these surfactants. Preferably, one or more surfactants are used. The surfactant is selected from, but not limited to, the group consisting of: sugar esters, such as sorbitan monooleate and polyoxyethylene sorbitan monooleate; C1-C30 alkyl carboxylic acids and C1-C20 hydroxyalkyl carboxylic acids; polymers containing carboxylic acids having 2 to 32 carbon atoms, aryl carboxylic acids, and alkylx (e.g., aliphatic dicarboxylic and tricarboxylic acid esters), such as aconitic acid, adipic acid, aspartic acid, citric acid, fumaric acid, galactaric acid, glutamic acid, glutaric acid, oxoglutaric acid, maleic acid, malic acid, malonic acid, oxalic acid, and sebacic acid. Succinic acid, tartaric acid; alkyl polyglucosides, such as decyl glucoside; polyoxyethylene alkyl ethers, such as polyoxyethylene lauryl ether or polyoxyethylene coconut fatty acid alcohol ether; polyoxyethylene alkynyl ethers, such as polyoxyethylene 2,4,7,9-tetramethyl-5-decyn-4,7-diol ether. ether); polyoxyethylene aryl ethers, such as polyoxyethylene nonylphenyl ether or polyoxyethylene tristyrylphenyl ether; polyoxyethylene vegetable oil ethers, such as polyoxyethylene castor oil or polyoxyethylene hydrogenated castor oil; vegetable oil ethoxylates; C6-C20 straight-refined and branched alcohol ethoxylates, C6-C20 alcohol propoxylates, C6-C20 propoxylated and ethoxylated alcohols; polyoxyethylene fatty acid esters, such as polyoxyethylene monolaurate, polyoxyethylene distearate or polyoxyethylene resin esters; polyoxyethylene polyoxypropylene (EO-PO) block copolymers, such as Polyoxyethylene polyoxypropylene alkyl ethers, such as polyoxyethylene polyoxypropylene lauryl ether; polyoxyethylene polyoxypropylene aryl ethers, such as polyoxyethylene polyoxypropylene styrene phenyl ether; modified styrene acrylic polymers; polyoxyethylene alkylamines, such as polyoxyethylene stearylamine; polyoxyethylene fatty acid amides, such as lauric acid diethanolamid; fluorinated surfactants; alkyl sulfates, such as sodium lauryl sulfate; sodium alkylbenzene sulfonate, calcium alkylbenzene sulfonate; polyoxyethylene alkyl ether sulfates, such as sodium polyoxyethylene dodecyl ether sulfate; polyoxyethylene aryl ether sulfates, such as sodium polyoxyethylene nonylphenyl ether sulfate or polyoxyethylene tristyrene phenyl ether ammonium sulfate; aryl sulfonates, such as calcium benzenesulfonate, calcium dodecylbenzenesulfonate, sodium naphthalenesulfonate, sodium naphthalenesulfonate condensate ( D-425) or sodium naphthalene sulfonate formaldehyde condensate; polyarylphenyl ether ammonium sulfate; 'α'-olefin sulfonate; lauryl sulfosuccinate, laureth sulfosuccinate, Laneth-5 sulfosuccinate, ricinoleamide MEA sulfosuccinate, undecylenearnide MEA sulfosuccinate, diisobutyl sulfosuccinate, dioctyl sulfosuccinate, dihexyl sulfosuccinate, dicyclohexyl sulfosuccinate, diisodecyl sulfosuccinate The surfactants include: diisotridecyl sulfosuccinate, di-2-ethylhexylsulfosuccinate, dimethylamyl sulfosuccinate, dibutylhexyl sulfosuccinate, diisooctylsulfosuccinate, or their alkali metal salts; sodium lignosulfonate; sodium polycarboxylate; N-methyl fatty acid sarcosinate; polyoxyethylene alkyl ether phosphates; polyoxyethylene aryl ether phosphates, such as polyoxyethylene phenyl ether phosphates; polyoxyethylene alkylphenyl ether phosphates; and graft copolymers, such as polymethyl methacrylate-polyethylene glycol graft copolymers. These surfactants can be used alone or in combination. On the other hand, surfactants can be used as detergents, wetting agents, emulsifiers, foaming agents, dispersants, spreaders, and additives to enhance penetration, rainfastness, or soil leaching control.
[0357] The penetrant is selected from, but not limited to, the group consisting of: one or more alcohols, ethylene glycol, glycol ethers, esters, amines, alkanolamines, amine oxides, quaternary ammonium compounds, triglycerides, fatty acid esters, fatty acid ethers, N-methyl pyrrolidone, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, polyoxyethylene trimethylolpropanemonooleate, polyoxyethylene trimethylolpropanedioleate, polyoxyethylene trimethylolpropanetrioleate, polyoxyethylene sorbitanmonooleate, and polyoxyethylene sorbitanhexaoleate. (hexaoleate) and methylated soybean oil. However, those skilled in the art will understand that different penetrants may be used without departing from the scope of this invention.
[0358] The solvent is selected from, but not limited to, the group consisting of one or more C2-C4-alkyl lactates, particularly glycerin triacetate, ethyl lactate, n-propyl lactate, and isopropyl lactate. In one embodiment, the solvent is selected from C6-C10 alkyl lactates, such as n-hexyl lactate, 1-ethylhexyl lactate, 1-methylhepytyl lactate, 1,3-dimethylhexyl lactate, 2-methylheptyl lactate, 2,4-dimethylhexyl lactate, 2,2,4-trimethylpentyl lactate, n-octyl lactate, 2-ethylhexyl lactate, n-nonyl lactate, 1-methyloctyllactate, and 2-methyloctyl lactate. lactate), 1-methylnonyllactate, 2-propylheptyl lactate, n-decyllactate, 2,2,4-trimethylpentyl lactate, butyllactate, isopropyl myristate, hexylene glycol, dioxane, d-limonene, C1-C14 saturated straight-chain alcohols, isopropanol, 2-butanol, isobutanol, tert-butanol, 2-butoxyethanol, 2-phenylethanol, diacetone alcohol, γ-butyrolactone, nitromethane, acetophenone, triacetin, pyridine, water, toluene, xylene, petroleum naphtha, crop oil. oil), acetone, methyl ethyl ketone, cyclohexanone, acetic anhydride, acetonitrile, amyl acetate, 2-butanone, chlorobenzene, cyclohexane, cyclohexanol, alkyl acetate, diacetone alcohol, 1,2-Dichloropropane, diethanolamine, p-diethylbenzene, abietate, diethylene glycol butyl ethyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, diproxitol, alkylpyrrolidinone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-trichloroethane, 2-heptanone, alpha pinene, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, γ-butyrolactone, glycerol, glyceryl diacetate, glyceryl monoacetate, glyceryl triacetate, hexadecane, hexanediol, isoamylacetate, isobornyl acetate Acetate), isooctane, isophorone, cumene, isopropyl myristate, lactic acid, laurylamine, mesityl oxide, methoxypropanol, methyl isopentyl ketone, methyl isobutyl ketone, methyl laurate, methyl octanoate, methyl oleate, methylene chloride, m-xylene, n-hexane, n-octylamine, octadecanoic acid, octylamine acetate, oleic acid, oleylamine, o-xylene, phenol, polyethylene glycol (PEG400), propionic acid, propylene glycol, propylene glycol monomethyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylene sulfonic acid Alcohols containing acids, paraffin wax, mineral oil, trichloroethylene, perchloroethylene, amyl acetate, butyl acetate, methanol, ethanol, isopropanol, and higher molecular weight alcohols such as pentanol, tetrahydrofuran alcohol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, etc.
[0359] The oil is selected from, but not limited to, the group consisting of: light paraffin oils, vegetable oils, mineral oils, petroleum, vegetable or animal oils, or derivatives or mixtures thereof. However, those skilled in the art will understand that other water-immiscible solvents may be used without departing from the scope of this invention.
[0360] Stabilizers are selected from, but not limited to, the group consisting of: desiccants (e.g., zeolite, quicklime, or magnesium oxide); antioxidants (e.g., phenols, amines, sulfur compounds, or phosphorus compounds); or ultraviolet absorbers (e.g., salicylic acid compounds or benzophenone compounds); or methylated soybean oil; or peroxides (e.g., hydrogen peroxide, organic peroxides); alkyl nitrites (e.g., ethyl nitrite), alkyl glyoxylates (e.g., ethyl glyoxylate), zeolite, antioxidants (e.g., phenolic compounds, phosphoric acid compounds, etc.); ultraviolet absorbers (e.g., benzophenone compounds or derivatives thereof). However, those skilled in the art will understand that other conventionally known stabilizers may be used without departing from the scope of this invention. These stabilizers may be used alone or in combination.
[0361] The gibberellins that can be present in the seed dressing formulation of the present invention are preferably gibberellins A1, gibberellins A3 (equal to gibberellic acid), gibberellins A4 and gibberellins A7; gibberellic acid is particularly preferred.
[0362] The seed dressing formulation of this invention can be used directly or after pre-diluting with water to treat a wide range of different seeds, including seeds of genetically modified plants. In such cases, additional synergistic effects may also occur through interaction with substances formed through expression.
[0363] For treating seeds with the seed dressing formulation used in this invention, or with formulations prepared by adding water thereto, all commonly used mixing units for seed dressing are useful. Specifically, the seed dressing process involves placing the seeds in a mixer, adding the required amount of the seed dressing formulation (either on its own or pre-diluted with water), and mixing until the formulation is evenly distributed on the seeds. If suitable, a drying process is then performed.
[0364] In the novel agricultural chemical composition of the present invention, components (1) and (2) are advantageously present in a synergistic effective weight ratio of component (1): component (2) in the range of 1000:1 to 1:1000.
[0365] In a further agricultural chemical composition of the present invention, components (1) and (2) are advantageously present in a synergistic effective weight ratio of component (1):component (2) in the range of 100:1 to 1:100; preferably, in the range of 50:1 to 1:50; more preferably, in the range of 20:1 to 1:20; and even more preferably, in the range of 10:1 to 1:10.
[0366] Other weight ratios of component (1): component (2) that are preferably used in a weight ratio of 10:1 to 1:10 are 5:1 to 1:5, 4:1 to 1:4, 3:1 to 1:3, 2:1 to 1:2 and 1:1.
[0367] In particular, novel agricultural chemical compositions are used for foliar application.
[0368] According to the invention, the term "composition" refers to various mixtures or combinations of component (1) and component (2), for example, in a single "pre-mix" form, in a combined spray mixture consisting of a single formulation of a single active compound, such as a "tank-mix," and when applied sequentially (i.e., within a reasonably short period of time, such as a few hours or days), using single active ingredients in combination one after another. Preferably, the order in which components (1) and component (2) are applied is not necessary for carrying out the invention.
[0369] According to the present invention, the term "agrochemical composition" refers to a combination or mixture of at least two active compounds and other suitable agricultural additives (e.g., suitable agricultural adjuvants, such as the solvents, carriers, surfactants, extenders, etc. described above). The term "agrochemical composition" also includes crop protection compositions and formulations.
[0370] When using novel agricultural chemical compositions as pesticides, the application rate can vary within a relatively wide range, depending on the type of pesticide being applied. For treating plant parts (e.g., leaves): 0.1 to 10,000 g / ha, preferably 10 to 1,000 g / ha, more preferably 10 to 800 g / ha, and even more preferably 50 to 300 g / ha (in the case of irrigation or drip irrigation, the application rate can even be reduced (from 10 to 50 g / ha), especially when using inert substrates such as rock wool or perlite); for treating seeds: 2 to 200 g per 100 kg of seeds; for treating soil: 0.1 to 10,000 g / ha, preferably 1 to 5,000 g / ha.
[0371] These application rates are merely illustrative and are not intended to limit the invention.
[0372] Users can typically apply the novel agricultural chemical composition according to the invention from a predosage device, a backpack sprayer, a spray tank, a spray plane, or an irrigation system. Generally, the agricultural chemical composition is prepared with water, buffers, and / or other adjuvants to the desired application concentration, thereby obtaining a ready-to-use spray liquor or agricultural chemical composition according to the invention. Typically, 20 to 2000 liters, preferably 30 to 400 liters, of ready-to-use spray liquor is applied per hectare of usable agricultural area.
[0373] According to one embodiment, the components of the agricultural composition of the present invention, such as portions of a kit or binary or ternary mixtures, can be mixed by the user in a spray can or any other type of container for application (e.g., seed treater drums, seed pelleting machinery, knapsack sprayer), and other adjuvants may be added if appropriate.
[0374] Therefore, one embodiment of the present invention is a kit for preparing a usable agricultural chemical composition, the kit comprising: a) a composition comprising a component (1) as defined herein and at least one adjuvant; b) a composition comprising a component (2) as defined herein and at least one adjuvant; and optionally c) a composition comprising at least one adjuvant as defined herein and optionally an additional active component (3).
[0375] The term (a) “component (3)” refers to:
[0376] (a) One or more compounds having acaricidal, algicidal, avicidal, bactericidal, fungicidal, herbicidal, insecticidal, molluscicidal, nematicidal, rodenticidal, or virucidal properties; or
[0377] (b) One or more compounds that are antifeedants, bird repellents, chemosterilants, herbicide safeners, insect attractants, insect repellents, mammal repellents, mating disruptors, plant activators, plant growth regulators, or synergists;
[0378] The present invention relates more to an agricultural chemical composition comprising at least one compound of formula (I) (component 1) and at least one other active compound for plant protection (e.g., selected from the group consisting of (A) to (R) as described above), and, if desired, including a suitable solvent or solid carrier. These mixtures are of particular interest because many of them exhibit higher efficacy against harmful fungi at the same application rate.
[0379] Furthermore, as mentioned above, using a mixture of a compound of formula (I) and at least one fungicide from groups (A) to (R) is more effective against harmful fungi than using a single compound of formula (I) or a single fungicide from groups (A) to (R). By applying a compound of formula (I) together with at least one active compound from groups (A) to (R), a synergistic effect can be obtained, that is, more than a simple addition of individual effects (synergistic mixture).
[0380] This effect can be obtained by simultaneously applying the compound of formula (I) with at least one other active compound, whether together (e.g., in a barrel mix), separately, or sequentially, wherein the time interval between each application is selected to ensure that the active compound remains present at the site of action in sufficient quantity when the other active substance is applied. The order of application is not necessary for carrying out the invention.
[0381] When the compound of formula (I) and at least one other active compound are applied sequentially, the time between the two applications can vary, for example, from 2 hours to 7 days. Similarly, it may be a wider range, from 0.25 hours to 30 days, preferably from 0.5 hours to 14 days, particularly preferably from 1 hour to 7 days or 1.5 hours to 5 days, and even more preferably from 2 hours to 1 day.
[0382] In the binary mixtures and compositions according to the invention, the weight ratio of the compound of formula (I) [component (1)] and component (2) generally depends on the nature of the active component used, and is generally in the range of 1:1000 to 1000:1, often in the range of 1:100 to 100:1, conventionally in the range of 1:50 to 50:1, preferably in the range of 1:20 to 20:1, more preferably in the range of 1:5 to 5:1, and particularly in the range of 1:2 to 2:1.
[0383] According to another embodiment of the binary mixture and its components, the weight ratio of compound (I) [component (1)] and component (2) is generally in the range of 500:1 to 1:1, often in the range of 100:1 to 1:1, conventionally in the range of 50:1 to 1:1, preferably in the range of 20:1 to 1:1, more preferably in the range of 5:1 to 1:1, and particularly in the range of 2:1 to 1:1.
[0384] According to another embodiment of the binary mixture and its components, the weight ratio of compound (I) [component (1)] and component (2) is generally in the range of 1:1 to 1:500, often in the range of 1:1 to 1:100, conventionally in the range of 1:1 to 1:50, preferably in the range of 1:1 to 1:20, more preferably in the range of 1:1 to 1:5, and particularly in the range of 1:1 to 1:2.
[0385] In the ternary mixture, i.e., in the composition of the present invention comprising compound (I) as component (1), component (2), and another active component (3), the weight ratio of component (1) and component (2) is in the range of 1:100 to 100:1, conventionally in the range of 1:50 to 50:1, preferably in the range of 1:20 to 20:1, more preferably in the range of 1:5 to 5:1, particularly in the range of 1:2 to 2:1, and the weight ratio of component (1) and component (3) is in the range of 1:100 to 100:1, conventionally in the range of 1:50 to 50:1, preferably in the range of 1:20 to 20:1, more preferably in the range of 1:5 to 5:1, and particularly in the range of 1:2 to 2:1.
[0386] Preferably, the ternary mixture includes antifungal compounds as component (3), which are independently selected from the groups (A), (B), (C), (D), (E), (F), (G), (H), (I), (J), (K), (L), (M), (N), (O), (P), (Q), and (R); and wherein the at least one active ingredient (3) is different from the at least one active ingredient (2).
[0387] Any additional active component, if required, is added to the compound of formula (I) as component (1) in a ratio of 20:1 to 1:20.
[0388] In another embodiment, the mixture of the present invention is a mixture of the active compound of formula (I) as component (1) and three fungicidal active compounds (II) as component (2). In another embodiment, the mixture of the present invention is, as described above, a mixture of the active compound of formula (I) as component (1) and two fungicidal active compounds (II) as component (2), or a mixture of the compound of formula (I) as component (1) + selected from two fungicidal active compounds (II) / two insecticidal or nematicidal active compounds (III) + another active component (3) (4-way mixture).
[0389] Therefore, one embodiment of the present invention is a kit for preparing a usable agricultural chemical composition, the kit comprising: a) a composition comprising a component (1) as defined herein and at least one adjuvant; b) a composition comprising a component (2) as defined herein and at least one adjuvant; and optionally c) a composition comprising at least one adjuvant as defined herein and optionally an additional active component (3).
[0390] The present invention relates more to an agricultural chemical composition comprising at least one compound of formula (I) as component (1) and at least one additional active compound (II) selected from the group consisting of (A) to (R) as described above as component (2), for plant protection, and, if desired, the agricultural chemical composition comprising a suitable solvent or solid carrier. These mixtures are of particular interest because many of them exhibit higher efficacy against harmful fungi at the same application rate.
[0391] Furthermore, as mentioned above, using a mixture of compound (I) as component (1) and at least one active compound (II) selected from groups (A) to (R) as component (2) to combat harmful fungi is, as previously stated, more effective against fungi than using compound (I) alone or using a single fungicidal active compound (II) selected from groups (A) to (R). By applying compound (I) together with at least one other active compound (II) selected from groups (A) to (R) as component (2), a synergistic effect can be obtained, that is, a combination of more than a simple addition of individual effects (synergistic mixture).
[0392] These ratios are also suitable for seed treatment.
[0393] The processing method of the present invention also provides for the simultaneous, separate, or sequential use or application of components (1) and (2). If a single active ingredient is applied sequentially, i.e., at different times, these ingredients are applied one after another over a reasonable period of time, such as several hours or days. Preferably, the order in which components (1) and (2) are applied is not necessary for carrying out the present invention.
[0394] In the novel agricultural chemical composition of the present invention, components (1) and (2) are advantageously present in a synergistic effective weight ratio of component (1):component (2) in the range of 100:1 to 1:100; preferably in the range of 50:1 to 1:50; more preferably in the range of 20:1 to 1:20; and even more preferably in the range of 10:1 to 1:10, 5:1 to 1:5 and 2:1 to 1:2.
[0395] Formulations of preferred agrochemical compositions disclosed in this invention may have the following components (wt%):
[0396] a. Emulsifiable concentrates:
[0397] Active ingredient: 1% to 95%, preferably 60% to 90%.
[0398] Surfactant: 1% to 30%, preferably 5% to 20%
[0399] Liquid carrier: 1% to 80%, preferably 1% to 35%
[0400] The following examples are for further illustration, but not for limiting the invention.
[0401] Any emulsion requiring dilution for plant protection can be obtained from this concentrate by diluting it with water.
[0402]
[0403] b. Dust:
[0404] Active ingredient: 0.1% to 10%, preferably 0.1% to 5%.
[0405] Solid carrier: 99.9% to 90%, preferably 99.9% to 99%.
[0406] The following examples are for further illustration, but not for limiting the invention.
[0407] Ready-for-use dusts are obtained by mixing the composition with a carrier and grinding the mixture in a suitable mill. These dusts can also be used for dry dressings for seed.
[0408] powder a) b) c) Active ingredients 5% 6% 4% talcum powder 95% - - Kaolin - 94% - Mineral packing - - 96%
[0409] c. Suspension concentrates:
[0410] Active ingredient: 5% to 75%, preferably 10% to 50%.
[0411] Water: 94% to 24%, preferably 88% to 30%.
[0412] Surfactant: 1% to 40%, preferably 2% to 30%
[0413] The finely ground mixture is thoroughly mixed with the adjuvants to obtain a suspension concentrate. This concentrate can be diluted with water to obtain a suspension of any desired dilution. Using such a dilution, living plants and plant propagation material can be treated and protected from microbial contamination by spraying, pouring, or immersion.
[0414]
[0415] d. Wettable powders:
[0416] Active ingredient: 0.5% to 90%, preferably 1% to 80%.
[0417] Surfactant: 0.5% to 20%, preferably 1% to 15%
[0418] Solid carrier: 5% to 95%, preferably 15% to 90%.
[0419] The following examples are for further illustration, but not for limiting the invention.
[0420] The mixture is thoroughly mixed with the adjuvant and then thoroughly ground in a suitable mill to obtain a wettable powder, which is then diluted with water to obtain a suspension of the desired concentration.
[0421]
[0422] e. Granules:
[0423] Active ingredient: 0.1% to 30%, preferably 0.1% to 15%.
[0424] Solid carrier: 99.5% to 70%, preferably 97% to 85%.
[0425] The following examples are for further illustration, but not for limiting the invention.
[0426] The mixture is combined with the additives and ground, and then the mixture is moistened with water. The mixture is extruded and dried in an air stream.
[0427]
[0428] The finely ground mixture is uniformly applied to kaolin moistened with polyethylene glycol in a mixer. This process yields non-dusty coated granules.
[0429] Coated granules Active ingredients 8% Polyethylene glycol (mol. 200 by weight) 3% Kaolin 89%
[0430] f. Seed treatment components
[0431] The following examples are for further illustration, but not for limiting the invention.
[0432] The composition is thoroughly mixed with the adjuvants, and the mixture is thoroughly ground in a suitable mill to obtain a powder that can be used directly for seed treatment.
[0433] Powder for drying seed treatment a) b) c) Active ingredients 25% 50% 75% Light mineral oil 5% 5% 5% Highly dispersed silica 5% 5% - Kaolin 65% 40% - talcum powder - 20
[0434] The finely ground mixture is thoroughly mixed with the adjuvants to obtain a suspension concentrate. This concentrate can be diluted with water to obtain a suspension of any desired dilution. Using such a dilution, living plants and plant propagation material can be treated and protected from microbial contamination by spraying, pouring, or immersion.
[0435]
[0436] g. Slow-Release Capsule Suspension
[0437] 28 parts of the composition were mixed with 2 parts of an aromatic solvent and 7 parts of a toluene diisocyanate / polymethylene-polyphenylisocyanate mixture (8:1). This mixture was emulsified in a mixture of 1.2 parts of polyvinyl alcohol, 0.05 parts of defoamer, and 51.6 parts of water until the desired particle size was achieved. To this emulsion, 2.8 parts of a mixture of 1,6-diaminohexane and 5.3 parts of water were added. The mixture was stirred until polymerization was complete. The resulting capsule suspension was stabilized by adding 0.25 parts of thickener and 3 parts of dispersant. The capsule suspension formulation contained 28% of the active ingredient. The medium capsule diameter was 8 to 15 micrometers. The resulting formulation was applied as an aqueous suspension to seeds in a suitable apparatus.
[0438] Compositions including compound (I) [component (1)] and component (2) may exhibit synergistic effects.
[0439] According to the present invention, the efficacy of the active ingredient composition is greater than the sum of the efficacies of its individual components. The expected activity E of a given active ingredient composition follows the so-called COLBY formula.
[0440] A potency of 0 means that the infection level of the treated plants corresponds to the infection level of the untreated control group; a potency of 100 means that the treated plants were not infected.
[0441] The Colby formula can be used to determine the expected efficacy of a combination of active compounds (see COLBY, SR, "Calculating synergistic and antagonistic responses of herbicide combination", Weeds, Vol. 15, pages 20-22; 1967).
[0442] Colby formula:
[0443] The expected activity of a given combination (binary composition) of two active compounds can be calculated as follows:
[0444]
[0445] Where E represents the expected percentage of disease inhibition by the combination of two fungicides at specified doses (e.g., equal to x and y, respectively), x is the observed percentage of disease inhibition by compound (1) at a given dose (equal to x), and y is the observed percentage of disease inhibition by compound (2) at a specified dose (equal to y). When the observed percentage of inhibition against the composition is greater than E, a synergistic effect exists.
[0446] The expected activity of a given combination (ternary composition) of three active compounds can be calculated as follows:
[0447]
[0448] X: Efficacy, expressed as a percentage of the untreated control group, when using active compound (1) at concentration a,
[0449] Y: Efficacy, expressed as a percentage of the untreated control group, when using the active compound (2) at concentration b.
[0450] Z: Efficacy, expressed as a percentage of the untreated control group when using the active compound (3) at concentration c.
[0451] E represents the efficacy of active compounds (1), (2), and (3) when applied at dosages a, b, and c.
[0452] Preparation of compound (I):
[0453] Synthesis of C-bridge amidine derivatives:
[0454]
[0455] In one embodiment of the present invention, R 1 To R 7 Arylamidinium of formula (Ia) as defined in this invention can be obtained by using the processes described in processes 1 to 8 below.
[0456] Process-1
[0457]
[0458] As shown in Flow-1, the C-bridged amidine of formula (Ia) can be obtained by palladium-catalyzed crosscoupling of a borate ester derivative of formula (II) with a suitable aryl halide in the presence of an alkali (e.g., potassium carbonate or sodium bicarbonate) using a similar procedure disclosed in PCT patent publication WO2018069841.
[0459] Process-2
[0460]
[0461] Borate esters of amidine derivatives of formula (II) are an important intermediate and, as in process-2, can be obtained by reacting the halogen derivatives of the corresponding amidine derivatives of formula (III) with bispinacolato diborane in the presence of a palladium catalyst, followed by the miyaura borylation method disclosed in J. Org. Chem., 1995, 60, 7508-7510.
[0462] Where R 1 To R 7 The arylamidine of formula (Ia) as defined above can also be obtained stepwise by using the methods described in procedures 3 to 8 below.
[0463] Process-3
[0464]
[0465] According to a similar procedure disclosed in US Patent Publication No. US20110130282, the C-bridged amidine of formula (Ia) can be obtained by treating the corresponding aniline derivative of formula (IV) in 1,4-dioxane with N-(dimethoxymethyl)-N-methylethanamine in the presence of anhydrous p-toluenesulphonic acid using a catalytic amount.
[0466] Process-4
[0467]
[0468] By using various reduction methods disclosed in the literature, such as a similar procedure disclosed in US Patent Publication No. US2006194801A1, the aniline derivative of formula (IV) can be obtained by reduction with iron powder in the presence of an aqueous solution of ammonium chloride or by hydrogenation of the corresponding nitro intermediate of formula (V) in the presence of palladium / carbon.
[0469] Process-5
[0470]
[0471] According to a similar procedure disclosed in US Patent Publication No. US2017355679A1, wherein R3 is preferably an (cyclo)alkyl compound of formula (V) can be obtained by palladium-catalyzed crosslinking reaction of the corresponding alkylboronic acid of formula (VI) with the bromine derivative of formula (VII) in the presence of a base (e.g., potassium carbonate or potassium phosphate).
[0472] Process-6
[0473]
[0474] Following a similar procedure disclosed in J. Org. Chem., 1980, 45, 2570-2575, the corresponding halogen derivatives of formula (VII) can be obtained by the Sandmeyer reaction of the corresponding aniline derivatives of formula (VIII). As disclosed in J. Fluorine Chem., 2001, 107, 31-34 and Synthesis, 2007, 81-84, this method provides various functionalization opportunities at the position by converting the corresponding amino group to different halogens, nitriles, hydroxyl groups, trifluoromethyl groups, etc.
[0475] Process-7
[0476]
[0477] According to a similar procedure disclosed in PCT Patent Publication No. WO2018069841, the C-bridged amidine of formula (VIII) can be obtained by Suzuki coupling reaction of the borate intermediate of formula (IX) with various benzyl bromides in the presence of a palladium catalyst.
[0478] Process-8
[0479]
[0480] As disclosed in PCT Patent Publication No. WO 2016210234, the borate ester derivative of formula (IX) can be obtained by reacting the corresponding commercially available bromine derivative of formula (X) with bispinacolato diborane in the presence of a palladium catalyst, followed by a Miyaura borylation reaction.
[0481] Chemical example:
[0482] The following representative examples illustrate the manner and method of preparing the compounds of the present invention, but are not limited thereto, and include the best mode envisioned by the inventors for carrying out the present invention.
[0483] Example 1: Synthesis of 3-bromoamidine intermediate:
[0484] a) N'-(3-bromo-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide
[0485] Step 1: Preparation of 3-bromo-2,5-dimethylbenzoic acid
[0486] A mixture of 2,5-dimethylbenzoic acid (2 g, 13.3 mmol) and sulfuric acid (20 mL) was cooled to 0 °C. N-bromosuccinimide (2.4 g, 13.3 mmol) was added to the reaction mixture, and the mixture was stirred at 0 °C for 1.5 h. After the reaction was complete, the reaction mixture was poured onto crushed ice and extracted with ethyl acetate (50 mL). The ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, and evaporated under reduced pressure. The crude product was purified by column chromatography using 50% ethyl acetate / hexane as the eluent to give 3-bromo-2,5-dimethylbenzoic acid (1.6 g, 52% yield), LCMS (M-1): 229.00.
[0487] Step 2: Preparation of tert-butyl(3-bromo-2,5-dimethylphenyl)carbamate
[0488] The reaction mixture of 3-bromo-2,5-dimethylbenzoic acid (1 g, 4.3 mmol), triethylamine (1.5 mL, 10.9 mmol), and diphenylphosphoryl azide (1.8 g, 6.5 mmol) in anhydrous tert-butanol was heated at 80 °C for 6 h. After the reaction was complete, the reaction mixture was poured onto crushed ice and extracted with ethyl acetate (50 mL). The ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, and evaporated under reduced pressure. The crude product was purified by column chromatography using 50% ethyl acetate / hexane as the eluent to give tert-butyl(3-bromo-2,5-dimethylphenyl)carbamate (0.9 g, 69% yield).
[0489] Step 3: Preparation of 3-bromo-2,5-dimethylaniline
[0490] In a solution of tert-butyl(3-bromo-2,5-methylphenyl)carbamate (1 g, 3.3 mmol) in dichloromethane (20 mL), trifluoroacetic acid (10 mL, 130 mmol) was added dropwise at 0 °C. The reaction mixture was stirred at 25 °C for 6 h. After the reaction was complete, the reaction mixture was concentrated under reduced pressure. The crude residue was dissolved in dichloromethane (30 mL) and washed twice with saturated sodium bicarbonate solution (10 mL). The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate, and evaporated under reduced pressure. The crude product was subjected to column chromatography using 50% ethyl acetate as the eluent to give 3-bromo-2,5-dimethylaniline (0.45 g, 2.2 mmol, 67% yield). 1 H-NMR (400MHz, DMSO-d6) δ6.59(s,1H),6.42(s,1H),5.10(s,2H),2.11(s,3H),2.09(s,3H).
[0491] Step 4: Preparation of N'-(3-bromo-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide
[0492] In a stirred solution of 1.00 g (5.0 mmol) of 3-bromo-2,5-dimethylaniline in 15 mL of trimethyl orthoformate, anhydrous p-toluenesulfonic acid (0.05 g, 0.2 mmol) was added, and the resulting reaction mixture was refluxed at 105 °C for 4 h. After the reaction was complete, the solvent was evaporated under reduced pressure. The crude product was dissolved in 50 mL of 1,4-dioxane under nitrogen atmosphere, followed by the addition of N-ethylmethylamine (0.9 mL, 10 mmol). The resulting reaction mixture was refluxed at 80 °C for 3 h. After the reaction was complete, the reaction mixture was concentrated under reduced pressure. The crude product was purified by column chromatography using 7% ethyl acetate / hexane as the eluent to give N'-(3-bromo-2,5-dimethylphenyl)-N-ethyl-N-methylformamidinium (1 g, 3.5 mmol, 71% yield). 1 H-NMR(400MHz,DMSO-d6)δ7.62(brs,1H),6.96(s,1H),6.59(s,1H),3.40-3.31( m,2H),2.91(s,3H),2.22(s,3H),2.18(s,3H),1.11(t,3H); LCMS(M+1):270.90.
[0493] Preparation of N'-(3-benzyl-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide
[0494] a) N'-(2,5-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-ethyl-N-methylformimidamide)
[0495] A stirred solution of N'-(3-bromo-2,5-dimethylphenyl)-N-ethyl-N-methylformamidinium (1.0 g, 3.7 mmol), bis(pinacol)diboron (1.9 g, 7.4 mmol), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II)dichloromethane[PdCl2(dppf)-CH2Cl2] (0.2 g, 0.2 mmol), and potassium acetate (0.7 g, 7.4 mmol) in 30 mL of 1,4-dioxane was degassed with nitrogen for 5 min. The reaction mixture was stirred at 95 °C for 16 h under nitrogen atmosphere. After the reaction was complete, the reaction mixture was diluted with dichloromethane, filtered through a celite bed, and the residue was washed with dichloromethane (100 mL). The combined filtrates were washed with brine and dried over anhydrous sodium sulfate. Volatile substances were removed under reduced pressure. The crude product was purified by column chromatography using 10% ethyl acetate / hexane as the flushing solution to give N'-(2,5-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborane-2-yl)phenyl)-N-ethyl-N-methylformamidinium (0.8 g, 70% yield).
[0496] b) Preparation of N'-(3-benzyl-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide
[0497] A mixture of N'-(2,5-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborane-2-yl)phenyl)-N-ethyl-N-methylformamidinium (0.5 g, 1.6 mmol), bromomethylbenzene (0.3 g, 1.6 mmol), tetrakis(triphenylphosphine)palladium (0.09 g, 0.08 mmol), and potassium carbonate (0.5 g, 3.9 mmol) in a dioxane:water mixture (12 mL, 8:2) was degassed with nitrogen. The reaction mixture was stirred at 100 °C for 4 h under nitrogen atmosphere. After the reaction was complete, the reaction mixture was cooled to 25 °C and filtered through a celite bed. The filtrate was diluted with ethyl acetate and washed with saline solution, dried with anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography using 7% ethyl acetate / hexane as the flushing solution to give N'-(3-phenylmethyl-2,5-dimethylphenyl)-N-ethyl-N-methylformamidin (0.4 g, yield 63%).
[0498] Biological examples:
[0499] As described herein, the compounds of formula (I) exhibit fungicidal activity against many fungi that invade important crops. The activity of the compounds of the present invention was evaluated as described in the following tests:
[0500] Examples of biological experiments
[0501] Compounds were selected for in vivo (greenhouse) testing. The methods used to examine the efficacy of compounds against pathogens are as follows:
[0502] Example A: Testing for Pyricularia oryzae in rice
[0503] A single compound or a combination of corresponding compounds is dissolved in 2% dimethyl sulfoxide / acetone and mixed with water containing an emulsifier to a calibration spray volume of 50 mL. The test solution is poured into a spray bottle for further use.
[0504] To test the preventative activity of the compound, the active compound formulation was sprayed onto healthy rice seedlings cultivated in a greenhouse at a specified application rate using a hollow cone nozzle inside a spray booth. One day after treatment, the active compound formulation was applied to healthy rice seedlings cultivated in a greenhouse at a specified application rate. 6 Plants were inoculated with a spore suspension of *Pyricularia oryzae* inoculum. The inoculated plants were then stored in a greenhouse at 24°C and 95% relative humidity to observe disease manifestation.
[0505] The performance of compounds or combinations thereof was visually assessed by rating the disease severity (range 0-100%) of treated plants at 3, 7, 10, and 15 days after application. The efficacy of the compounds (% control group) was calculated by comparing the disease severity in the treated group with that in one of the untreated control groups. Additionally, plant damage to sprayed plants was assessed by recording symptoms such as necrosis, wilting, and stunted growth. Results for representative compounds of formula (I), particularly compounds (I-1) to (I-5), are shown in Tables A1-A4.
[0506] Surprisingly, the following compositions, as indicated in the table below, exhibit unexpected synergistic effects:
[0507] Table A1: Synergistic fungicidal activity of the components of the present invention, wherein representative compounds of formula (I), particularly compound (I-1) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Pyricularia oryzae, the causal agent of rice blast.
[0508]
[0509]
[0510]
[0511]
[0512] Table A2: Synergistic fungicidal activity of the components of the present invention, wherein representative compounds of formula (I), particularly compounds (I-2) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Pyricularia oryzae, the causal agent of rice blast.
[0513]
[0514]
[0515] Table A3: Synergistic fungicidal activity of the components of the present invention, wherein representative compounds of formula (I), particularly compounds (I-4) as components (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Pyricularia oryzae, the causal agent of rice blast.
[0516]
[0517]
[0518] Table A4: Synergistic fungicidal activity of the components of the present invention, wherein representative compounds of formula (I), particularly compounds (I-5) as components (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Pyricularia oryzae, the causal agent of rice blast.
[0519]
[0520]
[0521] Example B: Test for Alternaria solani in tomatoes
[0522] A single compound or a combination of corresponding compounds is dissolved in 2% dimethyl sulfoxide / acetone and mixed with water containing an emulsifier to a calibration spray volume of 50 mL. The test solution is poured into a spray bottle for further use.
[0523] To test the preventative activity of the compound, the active compound formulation was sprayed onto healthy tomato seedlings cultivated in a greenhouse at a specified application rate using a hollow cone nozzle inside a spray booth. One day after treatment, the active compound formulation was applied to healthy tomato seedlings cultivated in a greenhouse at a specified application rate. 6 Plants were inoculated with an inoculum of *Alternaria solani* and a spore suspension of 2% malt. The inoculated plants were then stored in a greenhouse at a temperature of 22-24°C and a relative humidity of 90-95% to observe disease manifestation.
[0524] The performance of compounds or combinations thereof was visually assessed by rating the disease severity (range 0-100%) of treated plants at 3, 7, 10, and 15 days after application. The efficacy of the compounds (% control group) was calculated by comparing the disease severity in the treated plants with one of the untreated control groups. Additionally, plant damage to sprayed plants was assessed by recording symptoms such as necrosis, wilting, and stunted growth. Results for representative compounds of formula (I), particularly compounds (I-1) to (I-5), are shown in Tables B1-B5.
[0525] Surprisingly, the following compositions, as indicated in the table below, exhibit unexpected synergistic effects:
[0526] Table B1: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compound (I-1) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Alternaria solani in tomatoes:
[0527]
[0528]
[0529]
[0530]
[0531]
[0532] Table B2: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-2) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Alternaria solani in tomatoes:
[0533]
[0534]
[0535]
[0536]
[0537]
[0538]
[0539]
[0540]
[0541] Table B3: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-3) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Alternaria solani in tomatoes:
[0542]
[0543]
[0544]
[0545]
[0546]
[0547]
[0548] Table B4: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-4) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Alternaria solani in tomatoes:
[0549]
[0550]
[0551]
[0552]
[0553]
[0554]
[0555] Table B5: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-5) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Alternaria solani in tomatoes:
[0556]
[0557]
[0558]
[0559]
[0560]
[0561]
[0562]
[0563] Example C: Test for Erysiphecichoracearum (a member of the Asteraceae family) in cucumbers
[0564] Dissolve a single compound or a combination of corresponding compounds in 2% dimethyl sulfoxide / acetone and mix with water containing the emulsifier to a calibration spray volume of 50 mL. Pour the test solution into a spray bottle for further use.
[0565] To test the preventative activity of the compound, the active compound formulation was sprayed onto healthy cucumber seedlings cultivated in a greenhouse at a specified application rate using a hollow cone nozzle inside a spray booth. One day after treatment, the seedlings were treated with a solution containing 2x10... 5 Plants were inoculated with a spore suspension of *Erysiphecichoracearum* (a powdery mildew fungus belonging to the Asteraceae family). The inoculated plants were then stored in a greenhouse at a temperature of 22-24°C and a relative humidity of 50-60% to observe disease manifestations.
[0566] The performance of compounds and combinations thereof was visually assessed by rating the disease severity (range 0-100%) of treated plants at 3, 7, 10, and 15 days after application. The efficacy of the compounds (% control group) was calculated by comparing the disease severity in the treated plants with that in one of the untreated control groups. Additionally, plant damage to sprayed plants was assessed by recording symptoms such as necrosis, wilting, and stunted growth. Results for representative compounds of formula (I), particularly compounds (I-1) to (I-5), are shown in Tables C1-C5.
[0567] Surprisingly, the following compositions, as indicated in the table below, exhibit unexpected synergistic effects:
[0568] Table C1: Synergistic fungicidal activity of the components of the present invention, wherein the representative compound of formula (I), particularly compound (I-1) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Erysiphe cichoracearum in cucumber:
[0569]
[0570]
[0571]
[0572]
[0573]
[0574] Table C2: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-3) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Erysiphe cichoracearum in cucumber:
[0575]
[0576]
[0577]
[0578]
[0579]
[0580] Table C4: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-4) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Erysiphe cichoracearum in cucumber:
[0581]
[0582]
[0583]
[0584] Table C5: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-5) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Erysiphe cichoracearum powdery mildew in cucumber:
[0585]
[0586]
[0587]
[0588] Example D: Test for Phakopsora pachyrhizi rust fungus in soybeans
[0589] A single compound or a combination of corresponding compounds is dissolved in 2% dimethyl sulfoxide / acetone and mixed with water containing an emulsifier to a calibration spray volume of 50 mL. The test solution is poured into a spray bottle for further use.
[0590] To test the preventative activity of the compound, the active compound formulation was sprayed at a specified application rate onto healthy soybean seedlings cultivated in a greenhouse using a hollow cone nozzle inside a spray booth. One day after treatment, the seedlings were treated with a formulation containing 2x10... 5Plants were inoculated with a spore suspension of Phakopsora pachyrhizi inoculum. The inoculated plants were then stored in a greenhouse at a temperature of 22-24°C and a relative humidity of 80-90% to observe disease manifestation.
[0591] The performance of compounds and combinations thereof was visually assessed by rating the disease severity (range 0-100%) of treated plants at 3, 7, 10, and 15 days after application. The efficacy of the compounds (% control group) was calculated by comparing the disease severity in the treated plants with that in one of the untreated control groups. Additionally, plant damage to sprayed plants was assessed by recording symptoms such as necrosis, wilting, and stunted growth. Results for representative compounds of formula (I), particularly compounds (I-1) to (I-5), are shown in Tables D1-D5.
[0592] Surprisingly, the following compositions, as indicated in the table below, exhibit unexpected synergistic effects:
[0593] Table D1: Synergistic fungicidal activity of the components of the present invention, wherein the representative compound of formula (I), particularly compound (I-1) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Phakopsora pachyrhizi rust in soybean:
[0594]
[0595]
[0596]
[0597]
[0598]
[0599] Table D2: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-3) as components (2) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Phakopsora pachyrhizi rust in soybean:
[0600]
[0601]
[0602]
[0603]
[0604] Table D3: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-3) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Phakopsora pachyrhizi rust in soybean:
[0605]
[0606]
[0607]
[0608]
[0609]
[0610] Table D4: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-4) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Phakopsora pachyrhizi rust in soybean:
[0611]
[0612]
[0613]
[0614]
[0615]
[0616]
[0617]
[0618] Table D5: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-5) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Phakopsora pachyrhizi rust in soybean:
[0619]
[0620]
[0621]
[0622]
[0623]
[0624]
[0625] Example E: Testing for Parastagonosporanodorum / Septorianodorum / Stagnosporanodorum in wheat
[0626] A single compound or combination of compounds is dissolved in 2% dimethyl sulfoxide (DMSO) / acetone and mixed with water containing an emulsifier to a calibrated spray volume of 50 mL. The spray solution is poured into a spray bottle for further use.
[0627] To test the preventative activity of the compound, the active compound formulation was sprayed at a specified application rate onto healthy wheat seedlings cultivated in a greenhouse using a hollow cone nozzle inside a spray booth. One day after treatment, the active compound formulation containing 2.8 x 10⁻⁶ g / L was applied to the seedlings. 6 Plants were inoculated with a spore suspension of *Stagnospora nodorum* inoculum. The inoculated plants were then stored in a greenhouse at a temperature of 22-25°C and a relative humidity of 90-100% to observe disease manifestations.
[0628] The performance of compounds and combinations thereof was visually assessed by rating the disease severity (range 0-100%) of treated plants at 3, 7, 10, and 15 days after application. The efficacy of the compounds (% control group) was calculated by comparing the disease severity in the treated plants with that in one of the untreated control groups. Additionally, plant damage to sprayed plants was assessed by recording symptoms such as necrosis, wilting, and stunted growth. Results for compounds of formulas (I-1) to (I-5) are shown in Tables E1-E5.
[0629] Surprisingly, the following compositions, as indicated in the table below, exhibit unexpected synergistic effects:
[0630] Table E1: Synergistic fungicidal activity of the components of the present invention, wherein the representative compound of formula (I), particularly compound (I-1) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of *Septoria nodorum* in wheat.
[0631]
[0632]
[0633]
[0634]
[0635] Table E2: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-2) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of *Septoria nodorum* in wheat.
[0636]
[0637]
[0638]
[0639]
[0640] Table E3: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-3) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of *Septoria nodorum* in wheat.
[0641]
[0642]
[0643] Table E4: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-4) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of *Septoria nodorum* in wheat.
[0644]
[0645]
[0646]
[0647]
[0648] Table E5: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-5) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of *Septoria nodorum* in wheat.
[0649]
[0650]
[0651]
[0652] Example F: Test for Botrytis cinerea in tomatoes
[0653] A single compound or combination of compounds is dissolved in 2% dimethyl sulfoxide / acetone and mixed with water containing an emulsifier to a calibration spray volume of 50 mL. The test solution is poured into a spray bottle for further use.
[0654] To test the preventative activity of the compound, the active compound formulation was sprayed onto healthy tomato seedlings cultivated in a greenhouse at a specified application rate using a hollow cone nozzle inside a spray booth. One day after treatment, the seedlings were treated with a formulation containing 1.2 x 10⁻⁶ ppm of the active compound. 6 Plants were inoculated with a Botrytis cinerea inoculum and a spore suspension of 2% malt. The inoculated plants were then stored in a greenhouse at a temperature of 18-20°C and a relative humidity of 90-100% for disease manifestation.
[0655] The performance of compounds and combinations of compounds was visually assessed by rating the disease severity (range 0-100%) of treated plants at 3, 7, 10, and 15 days after application. The efficacy of the compounds (% control group) was calculated by comparing the disease severity in the treated group with that in one of the untreated control groups. Additionally, plant damage to sprayed plants was assessed by recording symptoms such as necrosis, wilting, and stunted growth. Results for compounds of formulas (I-1) to (I-5) are shown in Tables F1-F5.
[0656] Surprisingly, the following compositions, as indicated in the table below, exhibit unexpected synergistic effects:
[0657] Table F1: Synergistic fungicidal activity of the components of the present invention, wherein the representative compound of formula (I), particularly compound (I-1) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Botrytis cinerea in tomatoes:
[0658]
[0659]
[0660]
[0661]
[0662]
[0663]
[0664]
[0665]
[0666] Table F2: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-2) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Botrytis cinerea in tomatoes:
[0667]
[0668]
[0669]
[0670] Table F3: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-3) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Botrytis cinerea in tomatoes:
[0671]
[0672]
[0673]
[0674] Table F4: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-4) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Botrytis cinerea in tomatoes:
[0675]
[0676]
[0677]
[0678]
[0679]
[0680]
[0681] Table F5: Synergistic fungicidal activity of the components of the present invention, wherein the representative compounds of formula (I), particularly compounds (I-5) as component (1) and other components (2) selected from groups (A) to (R), are shown in the table below for their control of Botrytis cinerea in tomatoes:
[0682]
[0683]
[0684] The invention has been described with reference to certain preferred embodiments; other embodiments will become apparent to those skilled in the art from the description. It will be apparent to those skilled in the art that many modifications can be made to the materials and methods without departing from the scope of the invention.
Claims
1. An agricultural chemical composition comprising a mixture of component (1) and component (2), wherein the weight ratio of component (1) to component (2) is from 500:1 to 1:500, and component (1) is a compound of formula (I). in, R 1 and R 2 It is a group independently selected from C1-C6 alkyl, C2-C6 alkenyl, C3-C6 cycloalkyl-C1-C3 alkyl and C3-C6 cycloalkyl; R 3 and R 4 It is a group independently selected from halogen, nitrile, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy and C3-C6 cycloalkyl; R 5 and R 6 It is independently selected from the group consisting of hydrogen, halogen, nitrile, C1-C3 alkyl, and C1-C3 alkoxy groups; or R 5 and R 6 It forms a C=O, C=CR'R', C=NR', or cyclopropyl ring with the carbon atom it is attached to; R' is selected from the group consisting of hydrogen, C1-C3 alkyl, C3-C6 cycloalkylalkyl and C1-C3 alkoxy; R 7 It is selected from the group consisting of hydrogen, halogen, nitrile group, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 alkylsulfinyl, C1-C6 alkylsulfonyl, C3-C8 cycloalkyl and C3-C6 cycloalkyl-C1-C3 alkyl; n represents an integer of 0, 1, 2, 3, or 4; Or its salts or stereoisomers; The compound of formula (I) is selected from: (I-1)N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N-ethyl-N-methylformamidinium(N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N- ethyl-N-methylformimidamide); (I-2)N'-(2,5-dimethyl-3-(4-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide; (I-3)N'-(2,5-dimethyl-3-(2-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide; (I-4)N-ethyl-N'-(3-(3-fluorobenzyl)-2,5-dimethylphenyl)-N-methylformimidamide; and (I-5)N-ethyl-N'-(5-fluoro-2-methyl-3-(3-methylbenzyl)phenyl)-N-methylformamidinium (N-ethyl-N'-(5-fluoro-2-methyl-3-(3-)) methylbenzyl)phenyl)-N-methylformimidamide); And the component (2) is selected from the group consisting of: (A) Sterol synthesis inhibitor, (B) Inhibitors of respiratory chain complex I or complex II, (C) Inhibitors of respiratory chain complex III, (E) Compounds that may have multi-site interactions. (K) Inhibitors of melanin biosynthesis, (N) compounds that can be used as uncoupling agents. (O) Other fungicides, and (P) Inhibitors of tissue protein deacetylase; in: (A) Sterol synthesis inhibitors, selected from: difenoconazole, fluconazole, butylmorpholine, prothioconazole, tebuconazole, chlorfenapyr, and cyproconazole; (B) Inhibitors of respiratory chain complex I or complex II, selected from: benzovindiflubenzuron, chlorofluorobifenpyroxime, cyazofamid, fluopyram, fluopyram, fluopyram, 3-(difluoromethyl)-1-methyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]-1H-pyrazole-4-carboxamide, 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl)-1-methyl-1H-pyrazole-4-carboxamide, N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide; (C) Inhibitors of respiratory chain complex III, selected from: azoxystrobin, benzoxystrobin, pyraclostrobin, pyraclostrobin, oxadiazon, 1-(2-{[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl}-3-methylphenyl)-1,4-dihydro-4-methyl-5H-tetrazole-5-one, methylpyrrolamide; (E) Compounds capable of multi-site action, selected from: chlorothalonil, oxychloride, dicyananthraquinone, Mancozeb, Mancozeb, Mancozeb, Methyl Mancozeb; (K) The inhibitor of melanin biosynthesis is tricyclazole; (N) The compound that can be used as an uncoupling agent is fluazinam; (O) Other fungicides are 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidine-2(1H)-one; (P) The inhibitor of histone deacetylase is N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide.
2. The agricultural chemical composition according to claim 1, wherein the weight ratio of component (1) to component (2) is from 50:1 to 1:
50.
3. The agricultural chemical composition according to claim 1, wherein the weight ratio of component (1) to component (2) is from 10:1 to 1:
10.
4. The agricultural chemical composition according to claim 1, wherein the composition further comprises agriculturally acceptable additives.
5. The agricultural chemical composition according to claim 4, wherein the agriculturally acceptable additive is selected from the group consisting of: solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, antifoaming agents, preservatives, thickeners, adhesives, gibberellins, solid carriers, liquid carriers, gas carriers, surfactants, binders, disintegrants, pH adjusters, anticaking agents, antifreeze agents, defoamers, extenders, fillers, stabilizers, and / or colorants or combinations thereof.
6. The agricultural chemical composition according to claim 1, for controlling or preventing diseases in crops or horticultural crops caused by plant pathogenic fungi.
7. The agricultural chemical composition according to claim 6, wherein the plant pathogenic fungus is a member of the genera *Alternaria*, *Botrytis*, *Anthracis*, *Powdery mildew*, *Fusarium*, *Camponotus*, *Laminaria*, *Pyrosporum*, *Rhizoctonia*, *Synapsium*, *Stenophyllaria*, and *Monopterus*.
Citation Information
Patent Citations
Pesticidal composition for seed treatment
US20030176428A1
Amide derivatives as ion-channel ligands and pharmaceutical compositions and methods of using the same
US20060194801A1
Isothiazolyloxyphenylamidines and their use as fungicides
US20110130282A1
Fluorinated 2-amino-4-(substituted amino)phenyl carbamate derivatives
US20170355679A1
Seed coatings
US4245432A