Ternary compositions containing 3-substituted phenylamidine compounds and uses thereof

Abstract

The present invention discloses an agrochemical composition comprising a mixture of component (1) and at least two components selected from component (2), component (3), or a combination of components (2) and (3), wherein component (1) is at least one compound of formula (I): [Formula 1] JPEG2026500659000134.jpg2564In formula, R 1 ~R 7 and n are defined in the detailed description. Component (2) is at least one fungicide selected from azoxystrobin, metominostrobin, picoxystrobin, etc., and salts thereof, and component (3) is at least one fungicide selected from (A) a sterol biosynthesis inhibitor, (B) an inhibitor of complex I or II of the respiratory chain, (C) an inhibitor of complex III of the respiratory chain, (D) a compound that may have multi-site action, or (E) a histone deacetylase inhibitor.

Description

[Technical Field]

[0001] The present invention relates to a novel pesticide composition. In particular, the present invention relates to a three-component composition comprising, as component (1), at least one phenylamidine compound of formula (I), as component (2), at least one fungicide selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, and salts thereof, and, as component (3), at least one additional fungicide different from the compounds of components (1) and (2). wherein the fungicide of component (3) is selected from the group consisting of (A) sterol biosynthesis inhibitors, (B) inhibitors of complex I or II of the respiratory chain, (C) inhibitors of complex III of the respiratory chain, (D) compounds capable of multi-site action, or (E) histone deacetylase inhibitors.Furthermore, the pesticide composition according to the present invention relates to a method for controlling microorganisms such as plant pathogenic fungi and bacteria. [Background technology]

[0002] It is widely known that various fungicidal compounds have been developed from different chemical classes and used as fungicides in various cultivated plant crops. However, their safety to crops (crop resistance), spectrum of action, and effectiveness against plant pathogenic fungi in plants do not necessarily meet the requirements of agricultural practice in many situations and aspects. To overcome this problem, WO 2003024219, WO 2005089547, WO 2018228896, WO 2007031507, and WO 2022113033 disclose two-component mixtures of arylamidine derivatives and specific fungicides, and fungicide compositions containing N2-phenylamidine derivatives and other fungicidal compounds.

[0003] In modern agricultural practice, it has become clear that repeated and exclusive application of single active ingredients or binary mixtures can lead to the development of natural or adaptive resistance in strains of harmful fungi that become resistant to the active ingredients, at which point the active ingredient and / or binary mixture can no longer effectively control the harmful fungi.

[0004] There is a continuing need for fungicides that can effectively control plant pathogens while minimizing the amount of chemical agent released into the environment. There is also a continuing need for broader spectrums of action, reduced undesirable environmental impacts, and reduced application rates. The pesticide compositions of the present invention achieve at least some of these objectives.

[0005] Surprisingly, it has been found that the novel pesticide composition of the present invention not only provides an additive enhancement of the spectrum of action against the target plant pathogens (phytopathogens), as expected, but even achieves a synergistic effect. The synergistic effect of the pesticide composition of the present invention makes it possible to maintain a level of efficacy even when the application rates of components (1), (2), and (3) are reduced. Even if each of these three individual compounds alone shows little efficacy at such low application rates, the composition can maintain its efficacy. Furthermore, it is possible to significantly expand the spectrum of action against controllable plant pathogens, thereby also increasing safety during use.

[0006] In addition to the fungicidal synergism, the pesticide composition of the present invention has other surprising properties that can be called synergistic in a broader sense. For example, the pesticide composition of the present invention has an expanded spectrum of action against more plant pathogens, particularly resistant strains, a reduced application rate of the active ingredient, sufficient disease control possible using the pesticide composition of the present invention even at application rates where individual compounds show little activity, advantageous behavior during formulation or use (e.g., grinding, sieving, emulsification, dissolution, dispensing), improved storage stability and light resistance, advantages in residue formation, improved toxicological or ecological properties, improved plant physiological effects such as growth promotion, increased yield, promoted root system development, increased leaf area, improved leaf color, stronger stems, reduced seed requirement, activation of plant defense mechanisms, and high compatibility with plants.

[0007] Therefore, the use of the novel agrochemical composition according to the invention makes a significant contribution to keeping, for example, young soybean plants healthy and ensuring their quality and yield.

[0008] Furthermore, the novel pesticide composition of the present invention may also contribute to improved systemic action. Even if the individual compounds contained in the composition do not have sufficient systemic properties, the novel pesticide composition of the present invention may have this property. Similarly, the novel pesticide composition of the present invention may result in an increased persistence of fungicidal action. Summary of the Invention

[0009] Accordingly, the present invention provides a novel pesticide composition comprising: a mixture of component (1) and at least two components selected from component (2), component (3), or a combination of components (2) and (3).

[0010] wherein component (1) is at least one phenylamidine compound of formula (I), and salts, N-oxides, metal complexes or stereoisomers thereof. [ka] During the ceremony, R 1 is selected from the group consisting of methyl, ethyl, isopropyl, and cyclopropyl; R 2 is selected from the group consisting of ethyl, isopropyl, cyclopropyl, and cyclopropylmethyl; R 3 is selected from the group consisting of halogen, cyano, methyl, ethyl, isopropyl, halomethyl, and cyclopropyl; R 4 is selected from the group consisting of halogen, cyano, methyl, ethyl, isopropyl, halomethyl, methoxy, and cyclopropyl; R 5 and R 6 are each independently selected from the group consisting of hydrogen, halogen, cyano, methyl, halomethyl, and methoxy; or R 5 and R 6 together with the carbon atom to which they are attached form a cyclopropyl; R 7 is selected from the group consisting of hydrogen, halogen, cyano, methyl, ethyl, isopropyl, halomethyl, methoxy, ethoxy, isopropoxy, halomethoxy, haloethoxy, and cyclopropyl; n represents an integer of 0, 1, 2, 3 or 4.

[0011] As the component (2), azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, metarylpicoxamid, benzovindiflupyr, bixafen, fluxapyroxad at least one fungicide selected from xapyroxad, fluindapyr, inpyrfluxam, difenoconazole, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, or a salt thereof; and Component (3) is at least one fungicide selected from the following group, which is different from components (1) and (2). (A) Inhibitors of the sterol biosynthesis (B) Inhibitors of the respiratory chain at complex I or II (C) Inhibitors of the respiratory chain at complex III (D) compounds capable of having a multisite action, or (E) Inhibitors of histone deacetylase.

[0012] The effect of a composition comprising components (1), (2) and (3) as defined herein has been found to be far greater than the fungicidal and / or plant health improving effects of the individual active ingredients (synergistic effect).

[0013] We have also found that applying components (1), (2), and (3) simultaneously (i.e., mixed or individually) or successively at short intervals provides greater control of harmful fungi and / or plant health effects than the control rates and / or plant health effects achieved by the individual components (synergistic mixtures).

[0014] In another aspect, the present invention provides a method for controlling unwanted microorganisms, such as unwanted fungi and bacteria, comprising the step of applying at least one novel pesticide composition according to the present invention to said microorganisms and / or their habitat (plants, plant parts, seeds, fruits or the soil in which the plants grow).

[0015] In yet another aspect, the present invention provides compositions for use in seed treatment and methods for treating seeds to protect plants that grow from the seeds after germination. DETAILED DESCRIPTION OF THE INVENTION

[0016] Definition: In the definitions of the symbols in the above formulae, collective terms are generally used to represent the following substituents:

[0017] Hydrogen: The definition of hydrogen preferably also includes the isotopes of hydrogen, in particular deuterium and tritium, more preferably deuterium.

[0018] Halogen: (including combinations such as haloalkyl and haloalkoxy) refers to fluorine, chlorine, bromine and iodine, preferably fluorine, chlorine and bromine, more preferably fluorine and chlorine.

[0019] Alkyl: (including combinations of alkylthio, alkoxy, etc.) means a saturated, linear or branched hydrocarbon group having 1 to 6 carbon atoms (for example, C1 to C6 alkyl), examples of which include 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, 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. When alkyl is at the end of a compound substituent, for example in alkylcycloalkyl, the beginning portion of the compound substituent, for example cycloalkyl, may be independently mono- or poly-substituted with the same or different alkyls.

[0020] Haloalkyl: (including combinations of haloalkylthio, haloalkoxy, etc.) A straight-chain or branched alkyl group (as defined above) having 1 to 6 carbon atoms, in which some or all of the hydrogen atoms may be substituted with the above-mentioned halogen atoms. Examples of C1-C3-haloalkyl include 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, 1,1,1-trifluoroprop-2-yl, etc.

[0021] Halomethyl: a methyl group in which some or all of the hydrogen atoms are substituted with the above-mentioned halogen atoms. Examples include (but are not limited to) chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, etc., and preferably difluoromethyl or trifluoromethyl.

[0022] The term "cycloalkyl" means an alkyl group that is closed in a ring. Non-limiting examples include cyclopropyl, cyclopentyl, and cyclohexyl. This definition also applies when cycloalkyl is part of a composite substituent (e.g., cycloalkylalkyl, etc.), unless otherwise defined.

[0023] The term "alkoxy", when used alone or in combination, means C1-C6 alkoxy, examples of which include methoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, 2,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 2,2-dimethylbut ...

[0023] Haloalkoxy refers to the alkoxy defined above in which one or more hydrogen atoms have been replaced with the same or different halogen atoms. Halomethoxy refers to the methoxy group in which one or more hydrogen atoms have been replaced with the same or different halogen atoms, and examples thereof include fluoromethoxy, difluoromethoxy, trifluoromethoxy, chloromethoxy, dichloromethoxy, trichloromethoxy, etc. Haloethoxy is an ethoxy group in which one or more hydrogen atoms have been replaced by the same or different halogen atoms, and examples thereof include fluoroethoxy, difluoroethoxy, trifluoroethoxy, chloroethoxy, dichloroethoxy, and trichloroethoxy.

[0024] Depending on the nature of the substituents, the compounds of formula (I) may exist in different possible isomeric forms, in particular stereoisomers, such as E (E) and Z (Z), threo (threo) and erythro (erythro), as well as optical isomers and, where applicable, tautomers. Where applicable, the compounds of formula (I) include both the E and Z, threo and erythro, and optical isomers, and any mixtures of these isomers, as well as the possible tautomeric forms.

[0025] Any compound according to the invention can exist in the form of one or more optical, geometric or chiral isomers, depending on the number of asymmetric centers present in the compound. The invention therefore relates equally to all optical isomers and to their racemic or scalemic mixtures (the term "scalemic" means a mixture containing different proportions of enantiomers). It also relates equally to mixtures of all possible stereoisomers, in all proportions. Diastereomers and / or optical isomers can be separated according to methods known to those skilled in the art.

[0026] Any compound according to the present invention may exist in one or more geometric isomeric forms, depending on the number of double bonds in the compound. Therefore, the present invention equally relates to all geometric isomers and all possible mixtures in all proportions. Geometric isomers can be separated according to common methods well known to those skilled in the art.

[0027] Depending on the nature of the substituents, the compounds of formula (I) may exist in one or more geometric isomeric forms, depending on the relative position of the substituents (syn / anti or cis / trans). The present invention therefore relates equally to all syn / anti (or cis / trans) isomers and to all possible syn / anti (or cis / trans) mixtures in all proportions. The syn / anti (or cis / trans) isomers can be separated according to the general methods well known to those skilled in the art.

[0028] The compounds of formula (I) have an amidine group, which confers basic properties to them, and therefore they can react with acids to form salts.

[0029] Examples of inorganic acids include: hydrohalic acids, namely hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide; as well as sulfuric acid, phosphoric acid and nitric acid; and acid salts such as NaHSO4 and KHSO4.

[0030] Examples of suitable organic acids include formic acid, carbonic acid, and alkanoic acids, such as acetic acid, trifluoroacetic acid, trichloroacetic acid, and propionic acid; glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, and oxalic acid; alkylsulfonic acids (sulfonic acids having a linear or branched alkyl group containing 1 to 20 carbon atoms); arylsulfonic acids or disulfonic acids (e.g., aromatic groups such as phenyl or naphthyl having one or two sulfonic acid groups); alkylphosphonic acids (phosphonic acids having a linear or branched alkyl group containing 1 to 20 carbon atoms); and arylphosphonic acids or aryldiphosphonic acids (aromatic groups such as phenyl and naphthyl having one or two phosphonic acid groups), where the alkyl and aryl groups may have further substituents. Specific examples include p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, and 2-acetoxybenzoic acid.

[0031] The definitions and explanations of radicals described above in the general description or preferred ranges can be combined with each other in any way, i.e., they can be applied between the specific ranges and the preferred ranges. These definitions apply to the final product and, if necessary, to precursors and intermediates. In addition, some definitions may not be applicable.

[0032] Accordingly, the present invention provides a novel pesticide composition comprising: a mixture of component (1) and at least two components selected from component (2), component (3), or a combination of components (2) and (3), wherein component (1) is at least one phenylamidine compound of the following formula (I), and a salt, N-oxide, metal complex, or stereoisomer thereof: [ka] During the ceremony, R 1 is selected from the group consisting of methyl, ethyl, isopropyl, and cyclopropyl; R 2 is selected from the group consisting of ethyl, isopropyl, cyclopropyl, and cyclopropylmethyl; R 3 is selected from the group consisting of halogen, cyano, methyl, ethyl, isopropyl, halomethyl, and cyclopropyl; R 4 is selected from the group consisting of halogen, cyano, methyl, ethyl, isopropyl, halomethyl, methoxy, and cyclopropyl; R 5 and R 6 are each independently selected from the group consisting of hydrogen, halogen, cyano, methyl, halomethyl, and methoxy; or R 5 and R 6 together with the carbon atom to which they are attached form a cyclopropyl; R 7is selected from the group consisting of hydrogen, halogen, cyano, methyl, ethyl, isopropyl, halomethyl, methoxy, ethoxy, isopropoxy, halomethoxy, haloethoxy, and cyclopropyl; n represents an integer of 0, 1, 2, 3 or 4.

[0033] Examples of the component (2) include azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, metarylpicoxamid, benzovindiflupyr, bixafen, and fluxapyroxad. and at least one fungicide selected from the group consisting of xad, fluindapyr, inpyrfluxam, difenoconazole, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, and salts thereof.

[0034] Component (3) is a fungicide different from components (1) and (2), and is at least one selected from the following group: (A) sterol biosynthesis inhibitors; (B) inhibitors in complex I or II of the respiratory chain; (C) Inhibitors in complex III of the respiratory chain; (D) compounds that may have multisite action; (E) Histone deacetylase inhibitors. The compositions are contained in synergistically effective amounts.

[0035] In a more preferred embodiment, the compound of formula (I) or a salt, N-oxide, metal complex or stereoisomer thereof as component (1) is selected from the following: (I-1)N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide, (I-2)N-ethyl-N'-(5-fluoro-2-methyl-3-(3-methylbenzyl)phenyl)-N-methylformimidamide, (I-3)N'-(5-chloro-3-(4-methoxybenzyl)-2-methylphenyl)-N-ethyl-N-methylformimidamide, (I-4)N'-(3-(2-bromobenzyl)-5-fluoro-2-methylphenyl)-N-ethyl-N-methylformimidamide, (I-5)N-ethyl-N'-(3-(3-fluoro-2-methylbenzyl)-2,5-dimethylphenyl)-N-methylformimidamide, (I-6)N-ethyl-N'-(3-(3-methoxybenzyl)-2,5-dimethylphenyl)-N-methylformimidamide, (I-7)N'-(3-(4-(difluoromethoxy)benzyl)-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide, (I-8)N-ethyl-N'-(3-(3-fluoro-5-methylbenzyl)-5-methoxy-2-methylphenyl)-N-methylformimidamide, (I-9)N'-(5-chloro-3-(4-(difluoromethoxy)benzyl)-2-methylphenyl)-N-ethyl-N-methylformimidamide, or (I-10)N'-(5-chloro-3-(4-isopropoxybenzyl)-2-methylphenyl)-N-ethyl-N-methylformimidamide In a further preferred embodiment, the compound of formula (I) as component (1), or a salt, N-oxide, metal complex or stereoisomer thereof, is N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide.

[0036] Compounds of formula (I) are prepared following analogous procedures described in the experimental examples.

[0037] In a preferred embodiment, component (2) is at least one fungicide selected from the following group, and salts thereof: Azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, methyltetraprole, metarylpicoxamid, benzovindiflupyr, bixafen, fluindapyr, fluxapyroxad, inpyrfluxam, difenoconazole, cyproconazole, mefentrifluconazole, prothioconazole, tebuconazole, chlorothalonil, and mancozeb.

[0038] In a further embodiment, component (3) comprises at least one fungicide different from components (1) and (2) and selected from the group consisting of:

[0039] (A) Inhibitors of sterol biosynthesis, for example: (A001) prothioconazole, (A002) cyproconazole, (A003) tebuconazole, (A004) mefentrifluconazole, (A005) difenoconazole, (A006) epoxiconazole, (A007) metconazole, (A008) paclitaxel Clobutrazol, (A009) pyrisoxazole, (A010) propiconazole, (A011) tetraconazole, (A012) triticonazole, (A013) ipfentrifluconazole, (A014) clotrimazole, (A015) econazole, (A016) isoconazole Isoconazole, (A017) Miconazole, (A018) Oxpoconazole, (A019) Triflumizole, (A020) Azaconazole, (A021) Bromuconazole, (A022) Diniconazole, (A023) Diniconazole-M, (A024) Etaconazole, (A025) Fenbuconazole, (A026) hexaconazole, (A027) imibenconazole, (A028) penconazole, (A029) simeconazole, (A030) ipconazole, (A031) uniconazole, (A032) fenhexamid, (A033) fenpropidin,(A034) fenpropimorph, (A035) fenpyrazamine, (A036) fluquinconazole, (A037) flutriafol, (A038) imazalil, (A039) imazalil sulfate sulfate, (A040) spiroxamine, (A041) prochloraz, (A042) myclobutanil, (A043) triadimenol, (A044) tridemorph, (A045) terbinafine, (A046) buthiobate, (A047) pyrifenox, (A048) fenarimol, (A049) nuarimol, (A050) triarifloxacin Examples of suitable antihistamines include triarimol, (A051) triforine, (A052) bitertanol, (A053) pefurazoate, (A054) triadimefon, (A055) pyributicarb, (A056) dodemorph, (A057) aldimorph, (A058) trimorphamide, (A059) piperalin, and (A060) naftifine.

[0040] (B) Examples of inhibitors of complex I or II of the respiratory chain include: (B001) benzovindiflupyr, (B002) bixafen, (B003) fluindapyr, (B004) fluxapyroxad, (B005) inpyrfluxam, (B006) boscalid, (B007) carboxin, (B008) fluopyram, (B009) flutolanil, (B010) furametpyr, (B011) isofetamide, (B012) penflufen, (B013) penthiopyrad (B014) pydiflumetofen, (B015) pyraziflumid, (B016) sedaxane, (B017) isoflucypram, (B018) pyrapropoyne, (B019) fenfuram, (B020) mepronil, (B021) benodanil, (B022) oxycarboxin, (B023) diflumetorim, (B024) thifluzamide, (B025) isopyrazam.

[0041] (C) Examples of inhibitors of complex III of the respiratory chain include (C001) metharylpicoxamid, (C002) azoxystrobin, (C003) metominostrobin, (C004) orysastrobin, (C005) picoxystrobin, (C006) pyraclostrobin, (C007) pyrametostrobin, (C008) pyraoxystrobin, (C009) trifloxystrobin, (C010) coumethoxystrobin, (C011) coumoxystrobin, (C012) dimoxystrobin, (C0 13) Enoxystrobin, (C014) Flufenoxystrobin, (C015) Fluoxastrobin, (C016) Mandestrobin, (C017) Ametoctradin, (C018) Amisulbrom, (C019) Cyazofamid, (C02 0) famoxadone, (C021) fenamidone, (C022) kresoxim-methyl, (C023) methyltetraprole, (C024) florylpicoxamid, (C025) pyribencarb, and (C026) fenpicoxamid.

[0042] (D) Compounds capable of multi-site action include, for example, (D001) chlorothalonil, (D002) mancozeb, (D003) copper hydroxide, (D004) copper oxychloride, (D005) captafol, (D006) captan, (D007) thiram, (D008) zineb, (D009) ziram, (D010) ferbam, (D011) dichlofluanid, (D012) tolylfluanid, (D013) guazatine ne), (D014) iminoctadine, (D015) anilazine, (D016) quinomethionate, (D017) dithianon, (D018) dodine, (D019) folpet, (D020) maneb, (D021) metiram, (D022) metiram zinc salt zinc), (D023) oxine-copper, (D024) propineb, (D025) copper naphthenate, (D026) copper oxide, (D027) copper sulfate, (D028) Bordeaux mixture, (D029) sulfur and sulfur preparations including calcium polysulfide.

[0043] (E) Examples of histone deacetylase inhibitors include (E001) flufenoxadiazam and (E002) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide.

[0044] In a preferred embodiment, component (1), the compound of formula (I), or a salt, N-oxide, metal complex, or stereoisomer thereof, has the following structure: During the ceremony, R 1 is methyl, R 2 is selected from the group consisting of ethyl and isopropyl; R 3 is selected from the group consisting of halogen and methyl; R 4 is selected from the group consisting of halogen, methyl, halomethyl, and methoxy; R 5 and R 6 is hydrogen; R 7 is selected from the group consisting of hydrogen, halogen, cyano, methyl, ethyl, isopropyl, halomethyl, methoxy, ethoxy, isopropoxy, halomethoxy, haloethoxy, and cyclopropyl; n represents an integer of 0, 1, 2, 3 or 4.

[0045] Component (2) contains at least one fungicide selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, methallylpicoxamide, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, difenoconazole, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, and salts thereof.

[0046] Component (3) comprises at least one fungicide different from components (1) and (2) selected from the following group: (A) Sterol biosynthesis inhibitors, for example: (A001) prothioconazole, (A002) cyproconazole, (A003) tebuconazole, (A004) mefentrifluconazole, (A005) difenoconazole, (A006) epoxiconazole, (A007) metconazole, (A008) paclobutrazol, (A009) pyrisoxazole, (A010) propiconazole, (A011) tetraconazole, (A012) triticonazole, (A013) ipfentrifluconazole (A014) clotrimazole, (A015) econazole, (A016) isoconazole, (A017) miconazole, (A018) oxpoconazole, (A019) triflumizole, (A020) azaconazole, (A021) bromuconazole, (A022) diniconazole, (A023) diniconazole M, (A024) etaconazole, (A025) fenbuconazole, (A026) hexaconazole, (A027) imibenconazole, (A028) penconazole (A029) Simeconazole, (A030) Ipconazole, (A031) Uniconazole, (A032) Fenhexamid, (A033) Fenpropidin, (A034) Fenpropimorph, (A035) Fenpyrazamine, (A036) Fluquinconazole, (A037) Flutriafol, (A038) Imazalil, (A039) Imazalil sulfate, (A040) Spiroxamine, (A041) Prochloraz, (A042) Myclobutanil, (A043) Triadimenol, (A044 ) tridemorph, (A045) terbinafine, (A046) buthiobate, (A047) pyrifenox, (A048) fenarimol, (A049) nuarimol, (A050) triarimol, (A051) triforine, (A052) bitertanol, (A053) pefurazoate, (A054) triadimefon, (A055) pyributicarb, (A056) dodemorph, (A057) aldimorph, (A058) trimorphamide, (A059) piperaline, (A060) naftifine.

[0047] (B) Inhibitors of complex I or II of the respiratory chain, for example: (B001) benzovindiflupyr, (B002) bixafen, (B003) fluindapyr, (B004) fluxapyroxad, (B005) inpirfluxam, (B006) boscalid, (B007) carboxin, (B008) fluopyram, (B009) flutolanil, (B010) furametpyr, (B011) isofetamide, (B012 ) Penflufen, (B013) Penthiopyrad, (B014) Pydiflumetofen, (B015) Pyraziflumid, (B016) Sedaxane, (B017) Isoflucipram, (B018) Pyrapropoin, (B019) Fenfuram, (B020) Mepronil, (B021) Benodani, (B022) Oxycarboxin, (B023) Diflumetrim, (B024) Thifluzamide, (B025) Isopyrazam.

[0048] (C) Inhibitors of complex III of the respiratory chain, such as: (C001) methallylpicoxamide, (C002) azoxystrobin, (C003) metominostrobin, (C004) orysastrobin, (C005) picoxystrobin, (C006) pyraclostrobin, (C007) pyrametostrobin, (C008) pyraoxystrobin, (C009) trifloxystrobin, (C010) cumoxystrobin, (C011) cumoxystrobin, (C012) dimoxystrobin (C013) enoxystrobin, (C014) flufenoxystrobin, (C015) fluoxystrobin, (C016) mandestrobin, (C017) ametoctrazine, (C018) amisulbrom, (C019) cyazofamid, (C020) famoxadone, (C021) fenamidone, (C022) kresoxim-methyl, (C023) methyltetraprole, (C024) flurylpicoxamide, (C025) pyribencarb, (C026) fenpicoxamide.

[0049] (D) Compounds with multi-site action, for example: (D001) chlorothalonil, (D002) mancozeb, (D003) copper hydroxide, (D004) copper oxychloride, (D005) captafol, (D006) captan, (D007) thiram, (D008) zineb, (D009) ziram, (D010) ferbam, (D011) dichlofluanid, (D012) tolylfluanid, (D013) guazatine, (D014) iminoctadine , (D015) Anilazine, (D016) Quinomethionate, (D017) Dithianon, (D018) Dodine, (D019) Folpet, (D020) Maneb, (D021) Metiram, (D022) Metiram Zinc, (D023) Oxine Copper, (D024) Propineb, (D025) Copper Naphthenate, (D026) Copper Oxide, (D027) Copper Sulfate, (D028) Bordeaux Mixture, (D029) Sulfur preparations containing sulfur and calcium polysulfide.

[0050] (E) Histone deacetylase inhibitors, for example: (E001) flufenoxadiazam, (E002) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide.

[0051] In one embodiment, component (2) is at least one fungicide selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, methallylpicoxamide, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, difenoconazole, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, and salts thereof.

[0052] In one embodiment, the present invention provides a synergistic composition comprising a compound of formula (I) or a salt, N-oxide, metal complex, or stereoisomer thereof as component (1). In this case, component (2) is at least one fungicide selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, methyltetraprole, methallylpicoxamide, benzovindiflupyr, bixafen, fluindapyr, fluxapyroxad, inpirfluxam, difenoconazole, cyproconazole, mefentrifluconazole, prothioconazole, tebuconazole, chlorothalonil, mancozeb, and salts thereof. Component (3) contains at least one fungicide different from components (1) and (2) selected from the following group: (A) Sterol biosynthesis inhibitors, for example: (A001) prothioconazole, (A002) cyproconazole, (A003) tebuconazole, (A004) mefentrifluconazole, (A005) difenoconazole, (A006) epoxiconazole, (A007) metconazole, (A008) paclobutrazol, (A009) pyrisoxazole, (A010) propiconazole, (A011) tetraconazole, (A012) triticonazole, (A013) ipfentrifluconazole (A014) clotrimazole, (A015) econazole, (A016) isoconazole, (A017) miconazole, (A018) oxpoconazole, (A019) triflumizole, (A020) azaconazole, (A021) bromuconazole, (A022) diniconazole, (A023) diniconazole-M, (A024) etaconazole, (A025) fenbuconazole, (A026) hexaconazole, (A027) imibenconazole, (A028) penconazole (A029) Simeconazole, (A030) Ipconazole, (A031) Uniconazole, (A032) Fenhexamid, (A033) Fenpropidin, (A034) Fenpropimorph, (A035) Fenpyrazamine, (A036) Fluquinconazole, (A037) Flutriafol, (A038) Imazalil, (A039) Imazalil sulfate, (A040) Spiroxamine, (A041) Prochloraz, (A042) Myclobutanil, (A043) Triadimenol, (A044 ) tridemorph, (A045) terbinafine, (A046) buthiobate, (A047) pyrifenox, (A048) fenarimol, (A049) nuarimol, (A050) triarimol, (A051) triforine, (A052) bitertanol, (A053) pefurazoate, (A054) triadimefon, (A055) pyributicarb, (A056) dodemorph, (A057) aldimorph, (A058) trimorphamide, (A059) piperaline, (A060) naftifine.

[0053] In another embodiment, the present invention provides a synergistic composition comprising a compound of formula (I) or a salt, N-oxide, metal complex, or stereoisomer thereof as component (1), component (2) being at least one fungicide selected from the group consisting of azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, methyltetraprole, methallylpicoxamide, benzovindiflupyr, bixafen, fluindapyr, fluxapyroxad, inpirfluxam, difenoconazole, cyproconazole, mefentrifluconazole, prothioconazole, tebuconazole, chlorothalonil, mancozeb, and salts thereof, and component (3) being at least one fungicide different from components (1) and (2) and selected from the group consisting of: (B) Inhibitors of complex I or II of the respiratory chain, for example: (B001) benzovindiflupyr, (B002) bixafen, (B003) fluindapyr, (B004) fluxapyroxad, (B005) inpirfluxam, (B006) boscalid, (B007) carboxin, (B008) fluopyram, (B009) flutolanil, (B010) furametpyr, (B011) isofetamide, (B012 ) Penflufen, (B013) Penthiopyrad, (B014) Pydiflumetofen, (B015) Pyraziflumid, (B016) Sedaxane, (B017) Isoflucipram, (B018) Pyrapropoin, (B019) Fenfuram, (B020) Mepronil, (B021) Benodani, (B022) Oxycarboxin, (B023) Diflumetrim, (B024) Thifluzamide, (B025) Isopyrazam.

[0054] In another embodiment, the present invention provides a synergistic composition comprising a compound of formula (I) or a salt, N-oxide, metal complex, or stereoisomer thereof as component (1), component (2) being at least one fungicide selected from the group consisting of azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, methyltetraprole, methallylpicoxamide, benzovindiflupyr, bixafen, fluindapyr, fluxapyroxad, inpirfluxam, difenoconazole, cyproconazole, mefentrifluconazole, prothioconazole, tebuconazole, chlorothalonil, mancozeb, and salts thereof, and component (3) being at least one fungicide different from components (1) and (2) and selected from the group consisting of: (C) Inhibitors of complex III of the respiratory chain, such as: (C001) methallylpicoxamide, (C002) azoxystrobin, (C003) metominostrobin, (C004) orysastrobin, (C005) picoxystrobin, (C006) pyraclostrobin, (C007) pyrametostrobin, (C008) pyraoxystrobin, (C009) trifloxystrobin, (C010) cumoxystrobin, (C011) cumoxystrobin, (C012) dimoxystrobin (C013) enoxastrobin, (C014) flufenoxystrobin, (C015) fluoxastrobin, (C016) mandestrobin, (C017) ametoctrazine, (C018) amisulbrom, (C019) cyazofamid, (C020) famoxadone, (C021) fenamidone, (C022) kresoxim-methyl, (C023) methyltetraprole, (C024) flurylpicoxamide, (C025) pyribencarb, (C026) fenpicoxamide.

[0055] In a further embodiment, the present invention provides a synergistic composition comprising a compound of formula (I) or a salt, N-oxide, metal complex, or stereoisomer thereof as component (1). Component (2) is at least one fungicide selected from the following group: azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, methyltetraprole, methallylpicoxamide, benzovindiflupyr, bixafen, fluindapyr, fluxapyroxad, inpirfluxam, difenoconazole, cyproconazole, mefentrifluconazole, prothioconazole, tebuconazole, chlorothalonil, mancozeb, and salts thereof. Component (3) comprises at least one fungicide different from components (1) and (2) selected from the following: (D) Compounds which may have multi-site action, for example: (D001) chlorothalonil, (D002) mancozeb, (D003) copper hydroxide, (D004) copper oxychloride, (D005) captafol, (D006) captan, (D007) thiram, (D008) zineb, (D009) ziram, (D010) ferbam, (D011) dichlofluanid, (D012) tolylfluanid, (D013) guazatine, (D014) iminoctadine, (D015) Anilazine, (D016) Quinomethionate, (D017) Dithianon, (D018) Dodine, (D019) Folpet, (D020) Maneb, (D021) Metiram, (D022) Metiram Zinc, (D023) Oxine Copper, (D024) Propineb, (D025) Copper Naphthenate, (D026) Copper Oxide, (D027) Copper Sulfate, (D028) Bordeaux Mixture, (D029) Sulfur preparations containing sulfur and calcium polysulfide.

[0056] In yet another embodiment, the present invention provides a synergistic composition comprising a compound of formula (I) or a salt, N-oxide, metal complex, or stereoisomer thereof as component (1), component (2) being at least one fungicide selected from the group consisting of azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, methyltetraprole, methallylpicoxamide, benzovindiflupyr, bixafen, fluindapyr, fluxapyroxad, inpirfluxam, difenoconazole, cyproconazole, mefentrifluconazole, prothioconazole, tebuconazole, chlorothalonil, mancozeb, and salts thereof, and component (3) comprising at least one fungicide different from components (1) and (2) selected from the group consisting of: (E) Histone deacetylase inhibitors, for example: (E001) flufenoxadiazam, (E002) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide.

[0057] In certain embodiments, component (3) is at least one fungicide different from components (1) and (2).

[0058] All of the mixing partners described in Component (2) and Component (3) [Classes (A) to (E)] can form salts with suitable bases or acids, if their functional groups are capable of doing so. All of the mixing partners described in Component (2) and Component (3) [Classes (A) to (E)] herein also include salts, isomers, and esters of the compounds.

[0059] Furthermore, when component (1), component (2), or component (3) can be in a tautomeric form, it is understood that the compound in this specification also includes the corresponding tautomeric form, even if not specifically stated in each case.

[0060] Particularly preferred as component (3) are (A) sterol biosynthesis inhibitors, specific examples of which include (A001) prothioconazole, (A002) cyproconazole, (A003) tebuconazole, (A004) mefentrifluconazole, (A005) difenoconazole, and (A006) epoxiconazole.

[0061] Particularly preferred as component (3) are (B) inhibitors of complex I or II of the respiratory chain, specific examples of which include (B001) benzovindiflupyr, (B002) bixafen, (B003) fluindapyr, (B004) fluxapyroxad, and (B005) inpirfluxam.

[0062] Particularly preferred as component (3) are (C) inhibitors of complex III of the respiratory chain, specific examples of which include (C001) methallylpicoxamide, (C002) azoxystrobin, (C003) metominostrobin, (C004) orysastrobin, (C005) picoxystrobin, (C006) pyraclostrobin, and (C009) trifloxystrobin.

[0063] Particularly preferred as component (3) are (D) compounds capable of multi-site action, specific examples of which include (D001) chlorothalonil, (D002) mancozeb, (D003) copper hydroxide, and (D004) copper oxychloride.

[0064] Particularly preferred as component (3) are (E) histone deacetylase inhibitors, and a specific example thereof is (E001) flufenoxadiazam.

[0065] In a particularly preferred embodiment, component (3) is selected from the group consisting of benzovindiflupyr, bixafen, flufenoxadiazam, fluindapyr, fluxapyroxad, inpyrfluxam, epoxiconazole, prothioconazole, tebuconazole, and the like. conazole, cyproconazole, difenoconazole, mefentrifluconazole, picoxystrobin, metominostrobin, metharylpicoxamid, chlorothalonil, mancozeb, copper hydroxide, copper oxychloride, metharylpicoxamid, and salts thereof.

[0066] In one embodiment, in the ternary pesticide composition of the present invention, the weight ratio of component (1) to component (2) is in the range of 100:1 to 1:100, preferably 50:1 to 1:50, more preferably 25:1 to 1:25, even more preferably 20:1 to 1:20, and also includes ratios of 10:1 to 1:10, 5:1 to 1:5, 4:1 to 1:4, 3:1 to 1:3, 2:1 to 1:2, or 1:1. The weight ratio of component (1) to component (3) in the ternary composition is in the range of 100:1 to 1:100, preferably 50:1 to 1:50, more preferably 25:1 to 1:25, even more preferably 20:1 to 1:20, and also including ratios of 10:1 to 1:10, 5:1 to 1:5, 4:1 to 1:4, 3:1 to 1:3, 2:1 to 1:2, or 1:1. The weight ratio of component (2) to component (3) in the ternary composition is in the range of 100:1 to 1:100, preferably 50:1 to 1:50, more preferably 25:1 to 1:25, even more preferably 20:1 to 1:20, and also including ratios of 10:1 to 1:10, 5:1 to 1:5, 4:1 to 1:4, 3:1 to 1:3, 2:1 to 1:2, or 1:1.

[0067] The following compositions illustrate specific embodiments according to the present invention.

[0068] Examples of suitable pesticide compositions of the present invention, including components (1), (2) and (3), are listed in Tables A-R below.

[0069] Table A: In the following combinations listed in Table A, component (1) (a compound of formula (I)), component (2) is azoxystrobin, and another component (3) is selected from groups (A) to (E) defined herein (an example of component (3) is (A001), i.e., a combination with prothioconazole [(I) + component (2) + (A001)]).

[0070] Table A: (I)+(component(2)+(A001), (I)+(component(2)+(A002), (I)+(component(2)+(A003), (I)+(component(2)+(A004), (I)+(component(2)+(A005), (I)+(component(2)+(A006), (I)+(component(2)+(A007), (I)+(component(2)+(A008), (I)+(component(2)+(A009), (I)+(component(2)+(A010), (I)+(component(2)+(A011), (I)+(component(2)+(A012), (I)+(component(2)+(A013), (I)+(component(2)+(A001 ... 014), (I)+(component(2)+(A015), (I)+(component(2)+(A016), (I)+(component(2)+(A017), (I)+(component(2)+(A018), (I)+(component(2)+(A019), (I)+(component(2)+(A020), (I)+(component(2)+(A021), (I)+(component(2)+(A022), (I)+(component(2)+(A023), (I)+(component(2)+(A024), (I)+(component(2)+(A025), (I)+(component(2)+(A026), (I)+(component(2)+(A027), (I)+(component(2)+(A027)) )+(A028), (I)+(component(2)+(A029), (I)+(component(2)+(A030), (I)+(component(2)+(A031), (I)+(component(2)+(A032), (I)+(component(2)+(A033), (I)+(component(2)+(A034), (I)+(component(2)+(A035), (I)+(component(2)+(A036), (I)+(component(2)+(A037), (I)+(component(2)+(A038), (I)+(component(2)+(A039), (I)+(component(2)+(A040), (I)+(component(2)+(A041), (I)+ (Component(2)+(A042), (I)+(Component(2)+(A043), (I)+(Component(2)+(A044), (I)+(Component(2)+(A045), (I)+(Component(2)+(A046), (I)+(Component(2)+(A047), (I)+(Component(2)+(A048), (I)+(Component(2)+(A049), (I)+(Component(2)+(A050), (I)+(Component(2)+(A051), (I)+(Component(2)+(A052), (I)+(Component(2)+(A053), (I)+(Component(2)+(A054), (I)+(Component(2)+(A055)))(I)+(component(2)+(A056), (I)+(component(2)+(A057), (I)+(component(2)+(A058), (I)+(component(2)+(A059), (I)+(component(2)+(A060), (I)+(component(2)+(B001), (I)+(component(2)+(B002), (I)+(component(2)+(B003), (I)+(component(2)+(B004), (I)+(component(2)+(B005), (I)+(component(2)+(B006), (I)+(component(2)+(B007), (I)+(component(2)+(B008), (I)+(component(2)+(B007)) 009), (I)+(ingredient (2)+(B010), (I)+(ingredient (2)+(B011), (I)+(ingredient (2)+(B012), (I) +(ingredient(2)+(B013),(I)+(ingredient(2)+(B014),(I)+(ingredient(2)+(B015),(I)+(ingredient(2)+ (B016), (I)+(ingredient (2)+(B017), (I)+(ingredient (2)+(B018), (I)+(ingredient (2)+(B019), ( I)+(ingredient(2)+(B020),(I)+(ingredient(2)+(B021),(I)+(ingredient(2)+(B022),(I)+(ingredient(2) )+(B023), (I)+(component(2)+(B024), (I)+(component(2)+(B025), (I)+(component(2)+(C001), (I)+(component(2)+(C002), (I)+(component(2)+(C003), (I)+(component(2)+(C004), (I)+(component(2)+(C005), (I)+(component(2)+(C006), (I)+(component(2)+(C007), (I)+(component(2)+(C008), (I)+(component(2)+(C009), (I)+(component(2)+(C010), (I)+(component(2)+(C011), (I)+ (Component(2)+(C012), (I)+(Component(2)+(C013), (I)+(Component(2)+(C014), (I)+(Component(2)+(C015), (I)+(Component(2)+(C016), (I)+(Component(2)+(C017), (I)+(Component(2)+(C018), (I)+(Component(2)+(C019), (I)+(Component(2)+(C020), (I)+(Component(2)+(C021), (I)+(Component(2)+(C022), (I)+(Component(2)+(C023), (I)+(Component(2)+(C024), (I)+(Component(2)+(C025)))(I)+(component (2)+(C026), (I)+(component (2)+(D001), (I)+(component (2)+(D002)), (I)+(component (2)+(D003), (I)+(component (2)+(D004), (I)+(component (2)+(D005)), (I)+(component (2)+(D006), (I)+(component (2)+(D007), (I)+(component (2)+(D008), (I)+(component (2)+(D009), (I)+(component (2)+(D010), (I)+(component (2)+(D011), (I) + (component (2) + (D012), (I) + (component (2) + (D013), (I) + (component (2) + (D014), (I) + (component (2) + (D015), ( I) + (component (2) + (D016), (I) + (component (2) + (D017), (I) + (component (2) + (D018), (I) + (component (2) + (D019), ( I) + (component (2) + (D020), (I) + (component (2) + (D021), (I) + (component (2) + (D022), (I) + (component (2) + (D023), (I ) + (component (2) + (D024), (I) + (component (2) + (D025), (I) + (component (2) + (D026), (I) + (component (2) + (D027), (I) + (component (2) + (D028), (I) + (component (2) + (D029), (I) + (component (2) + (E001) and (I) + (component (2) + (E002).,

[0071] Table B: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with metominostrobin.

[0072] Table C: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with picoxystrobin.

[0073] Table D: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with trifloxystrobin.

[0074] Table E: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with methyltetraprole.

[0075] Table F: The combinations of [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations of [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with metarylpicoxamid.

[0076] Table G: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with benzovindiflupyr.

[0077] Table H: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with bixafen.

[0078] Table I: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with fluindapyr.

[0079] Table J: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with fluxapyroxad.

[0080] Table K: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with inpyrfluxam.

[0081] Table L: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with difenoconazole.

[0082] Table M: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with cyproconazole.

[0083] Table N: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with mefentrifluconazole.

[0084] Table O: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with prothioconazole.

[0085] Table P: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with tebuconazole.

[0086] Table Q: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with chlorothalonil.

[0087] Table R: The combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] are defined as the combinations [(I) + component (2) + (A001)] to [(I) + component (2) + (E002)] in Table A, except that component (2) in each mixture is replaced with mancozeb.

[0088] In one embodiment, in the compositions described in Tables A to R, compound (I) is selected from compound (I-1) to compound (I-10).

[0089] In a preferred embodiment, in the compositions described in Tables A to R, compound (I) is replaced with compound (I-1).

[0090] Table 1: Table 1 preferably provides pesticide compositions SN1 to 309, which contain a compound of formula (I) as component (1) in addition to the described components (2) and (3). In Table 1 below, * means that unless a specific enantiomer or salt is mentioned, the enantiomer or salt form can be applied.

[0091] [Table 1-1] [Table 1-2] [Table 1-3] [Table 1-4] [Table 1-5] [Table 1-6] [Table 1-7] [Table 1-8] [Table 1-9] [Table 1-10] [Table 1-11] [Table 1-12] [Table 1-13] [Table 1-14] [Table 1-15] [Table 1-16] [Table 1-17]

[0092] Particularly preferred pesticide compositions comprising components (1), (2) and (3) according to the present invention are selected from the following:

[0093] Table 2: where the compound in each case may optionally be present in the form of the respective enantiomer, salt or ester, in particular the preferred enantiomer, salt or ester mentioned above, unless a particular enantiomer, salt or ester is specified.

[0094] [Table 2-1] [Table 2-2] [Table 2-3] [Table 2-4] [Table 2-5] [Table 2-6] [Table 2-7] [Table 2-8] Table 3: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-2).

[0095] Table 4: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-3).

[0096] Table 5: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-4).

[0097] Table 6: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-5).

[0098] Table 7: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-6).

[0099] Table 8: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-7).

[0100] Table 9: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-8).

[0101] Table 10: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-9).

[0102] Table 11: Compositions 1 to 278, which differ from the corresponding compositions 1 to 309 in Table 2 in that compound (I-1) as component (1) in each mixture is replaced with compound (I-10).

[0103] The novel pesticide composition according to the present invention may be in the form of a suspension concentrate (SC), water dispersible granule (WDG) / (water dispersible granule (WG)), tablet (TB), wettable powder (WP), water dispersible tablet (WT), ultra-low volume (ULV), liquid (UL), ultra-low volume (ULV), suspension (SU), water soluble powder (SP), suspo-emulsion (SE), granule (GR), emulsifiable granule (EG), water-in-water emulsion (EW), emulsifiable granule (EG), water-in-oil emulsion (EO), emulsifiable powder (EM), powder (EP), emulsion for seed treatment (ES), solution for seed treatment (LS), flowable concentrate for seed treatment (FS), emulsifiable concentrate (EC), micro-emulsion (ME), oil-in-water emulsions (EW), oil miscible flowable concentrate (oil miscible suspension (OF), oil dispersible powder (OP), oil dispersion (OD), capsule suspension (CS), dustable powder (DP), soluble concentrate (SL), water soluble granules (water solubleThe formulations can be converted into formulations such as granules (SG), aerosols (AE), a mixture of CS and SC (ZC), a mixture of CS and SE (ZE), or a mixture of CS and EW (ZW). These and further composition types are defined in the "Catalogue of pesticide formulation types and the international coding system", Technical Monograph No. 2, 6th Edition, May 2008, CropLife International.

[0104] Agrochemical compositions are prepared in a known manner, such as those described in Mollet and Grubenmann, "Formulation technology," Wiley-VCH, Weinheim, 2001, and Knowles, "New developments in crop protection product formulation," Agrow Reports, DS243, T&F Informa, London, 2005. These formulations are prepared by mixing the active ingredient with agriculturally acceptable excipients in a known manner. Examples of agriculturally acceptable additives include conventional extenders, solvents or diluents, dyes, wetting agents, dispersants, emulsifiers, antifoams, preservatives, thickeners, adhesives, gibberellins, solid carriers, liquid carriers, gaseous carriers or fillers, surfactants, binders, penetration enhancers, protective colloids, adhesion agents, disintegrating agents, pH adjusters, anti-caking agents, penetrants, anti-freezing agents, fillers, stabilizers, coloring agents, and the like. Agents that can be used include, but are not limited to, insecticides ...

[0105] In the present invention, the term "agrochemical composition" refers to a combination or mixture of at least three active ingredients / compounds / ingredients and further agriculturally compatible additives, such as solvents, carriers, surfactants, extenders, and other agriculturally compatible adjuvants. The term "agrochemical composition" also encompasses "crop protection compositions" and "formulations."

[0106] Suitable solvents and liquid carriers are water and organic solvents, medium to high boiling mineral oil fractions (e.g. kerosene, diesel), oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons (e.g. toluene, paraffins, tetrahydronaphthalene, alkylated naphthalenes), alcohols (e.g. ethanol, propanol, butanol, benzyl alcohol, cyclohexanol), glycols, dimethyl sulfoxide (DMSO), ketones (e.g. cyclohexanone), esters (e.g. lactates, carbonates, fatty acid esters, γ-butyrolactone), fatty acids, phosphonates, amines, amides (e.g. N-methylpyrrolidone, fatty acid dimethylamides) and mixtures thereof.

[0107] Suitable solid carriers or fillers are minerals (e.g., silicates, silica gel, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide), polysaccharides (e.g., cellulose, starch), fertilizers (e.g., ammonium sulfate, ammonium phosphate, ammonium nitrate, urea), plant-derived products (e.g., grain flour, bark flour, wood flour, nut shell flour) and mixtures thereof.

[0108] Suitable surfactants include anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof.These surfactants can be used as emulsifiers, dispersants, solubilizers, wetting agents, penetration enhancers, protective colloids, or adjuvants.Examples of surfactants are listed in McCutcheon's, Vol.1: Emulsifiers & Detergents, McCutcheon's Directories, USA, 2020 (International Edition or North American Edition).

[0109] Suitable emulsifiers include, but are not limited to, synthetic emulsifiers such as anionic emulsifiers, cationic emulsifiers, nonionic emulsifiers, and amphoteric / zwitterionic emulsifiers; natural emulsifiers such as plant-derived, animal-derived, semi-synthetic, and synthetic; finely divided or finely dispersed solid particle emulsifiers; and adjuvants.

[0110] Suitable anionic surfactants include alkali metal, alkaline earth metal, or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates include alkylarylsulfonates, diphenylsulfonates, α-olefinsulfonates, ligninsulfonates, sulfonates of fatty acids and fats, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecylbenzene and tridecylbenzene, sulfonates of naphthalene and alkylnaphthalenes, sulfosuccinates, or sulfosuccinamide salts. Examples of sulfates include sulfates of fatty acids and fats, sulfates of ethoxylated alkylphenols, sulfates of alcohols, sulfates of ethoxylated alcohols, or sulfates of fatty acid esters. Examples of phosphates include phosphoric acid esters. Examples of carboxylates include alkylcarboxylates, and carboxylated alcohol or alkylphenol ethoxylates.

[0111] Suitable nonionic surfactants include alkoxylates, N-substituted fatty acid amides, amine oxides, esters, sugar-derived surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates include compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids, or fatty acid esters alkoxylated with 1 to 50 equivalents. Ethylene oxide and / or propylene oxide can be used for alkoxylation, preferably ethylene oxide. Examples of N-substituted fatty acid amides include fatty acid glucamides or fatty acid alkanolamides. Examples of esters include fatty acid esters, glycerol esters, or monoglycerides. Examples of sugar-derived surfactants include sorbitan, ethoxylated sorbitan, esters of sucrose and glucose, or alkyl polyglucosides. Examples of polymeric surfactants include homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol, or vinyl acetate.

[0112] Suitable cationic surfactants are quaternary surfactants, such as quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkylbetaines and imidazolines. Suitable block polymers are AB or ABA block polymers with blocks of polyethylene oxide and polypropylene oxide, or ABC block polymers with blocks of alkanol, polyethylene oxide, and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids include alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases include polyvinylamine or polyethyleneamine.

[0113] Suitable adjuvants are compounds that have little or no insecticidal activity by themselves and improve the biological performance of the mixture of the present invention on the target. Examples include surfactants, mineral or vegetable oils, and other adjuvants. Further examples are described in Knowles, Adjuvants and Additives, Agrow Reports, DS256, T&F Informa UK, 2006, Chapter 5.

[0114] Suitable thickening agents are polysaccharides (eg xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates and silicates. Suitable preservatives are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones. Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.

[0115] The stabilizer may be selected from the group consisting of, but is not limited to, desiccants (e.g., zeolite, hydrated lime, or magnesium oxide), antioxidants (e.g., phenolic, amine, sulfur, or phosphorus), ultraviolet absorbers (e.g., salicylic acid or benzophenone), methylated soybean oil, peroxide compounds (e.g., hydrogen peroxide and organic peroxides), alkyl nitrites (e.g., ethyl nitrite), alkyl glyoxylates (e.g., ethyl glyoxylate), zeolites, antioxidants (e.g., phenolic compounds, phosphate compounds), and ultraviolet absorbers (e.g., benzophenone compounds or their derivatives). Those skilled in the art will recognize that other conventional stabilizers may be used without departing from the scope of the present invention. These stabilizers may be used alone or in combination.

[0116] Suitable antifoaming agents are silicones, long chain alcohols and fatty acid salts. Suitable colorants (e.g., red, blue, or green) are pigments with low water solubility and water-soluble dyes. Examples include inorganic colorants (e.g., iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (e.g., alizarin-based, azo-based, and phthalocyanine-based colorants). Suitable tackifiers, binders or solubilizers are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylates, natural or synthetic waxes, polyoxyethylenated castor oil, polyoxyethylenated sorbitan esters and cellulose ethers.

[0117] The novel pesticide composition of the present invention generally contains the active compound of the present invention in an amount of 0.01 to 99%, 0.05 to 98%, preferably 0.1 to 95%, more preferably 0.5 to 90%, and most preferably 1 to 80% (by weight). The active ingredient is used at a purity of 90% to 100%, preferably 95% to 100%.

[0118] The following formulations a) to m) further illustrate the present invention but are not intended to limit the present invention. Preferred formulations of the pesticide composition according to the present invention and methods for preparing them are as follows:

[0119] a) water-soluble concentrates (SL, LS) 10 to 60% by weight of the mixture of the present invention and 5 to 15% by weight of a wetting agent (e.g., alcohol alkoxylate) are dissolved in water and / or a water-soluble solvent (e.g., alcohol) to a total amount of 100% by weight. The active ingredient dissolves upon dilution with water.

[0120] b) dispersible concentrates (DC) 5 to 25% by weight of the mixture of the present invention and 1 to 10% by weight of a dispersant (such as polyvinylpyrrolidone) are dissolved in an organic solvent (such as cyclohexanone) to a total amount of 100% by weight. Dilution with water results in a dispersion.

[0121] c) emulsifiable concentrates (EC) 15 to 70% by weight of the mixture of the present invention and 5 to 10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in a water-insoluble organic solvent (e.g., aromatic hydrocarbon) to a total amount of 100% by weight. When diluted with water, an emulsion is formed.

[0122] d) Emulsions (EW, EO, ES) 5-40% by weight of the mixture of the present invention and 1-10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon). This mixture is introduced into water using an emulsifier to a total amount of 100% by weight, and a uniform emulsion is formed. Dilution with water results in an emulsion.

[0123] e) Suspensions (SC, OD, FS) In a stirred ball mill, 20-60% by weight of the mixture of the present invention is milled with 2-10% by weight of dispersants and wetting agents (e.g., sodium lignosulfonate and alcohol ethoxylates), 0.1-2% by weight of a thickener (e.g., xanthan gum), and water to a total of 100% by weight, to obtain a fine suspension of the active ingredient. Dilution with water results in a stable suspension. For FS-type compositions, up to 40% by weight of a binder (e.g., polyvinyl alcohol) is added.

[0124] f) Water-dispersible granules and water-soluble granules (WG, SG) 50 to 80% by weight of the mixture of the present invention is pulverized to a total of 100% by weight with the addition of a dispersant and a wetting agent (e.g., sodium lignosulfonate and alcohol ethoxylate), and the pulverized mixture is then processed into water-dispersible or water-soluble granules using an extruder, spray tower, fluidized bed, or other equipment. Dilution with water results in a stable dispersion or solution.

[0125] g) Water-dispersible powders and water-soluble powders (WP, SP, WS) 50-80% by weight of the mixture of the present invention is mixed with 1-5% by weight of a dispersant (e.g., sodium lignosulfonate), 1-3% by weight of a wetting agent (e.g., alcohol ethoxylate), and a solid carrier (e.g., silica gel) to make a total of 100% by weight, and pulverized in a rotor-stator mill. Dilution with water results in a stable dispersion or solution.

[0126] h) Gel (Gel, GW, GF) In a stirred ball mill, 5 to 25% by weight of the mixture of the present invention is mixed with 3 to 10% by weight of a dispersant (e.g., sodium lignosulfonate), 1 to 5% by weight of a thickener (e.g., carboxymethylcellulose), and water to make a total of 100% by weight, and then ground to obtain a fine suspension of the active ingredient. Dilution with water results in a stable suspension.

[0127] i) Microemulsion (ME) 5-20 wt% of the inventive mixture is mixed with 5-30 wt% of an organic solvent blend (e.g., fatty acid dimethylamide and cyclohexanone), 10-25 wt% of a surfactant blend (e.g., alcohol ethoxylate and arylphenol ethoxylate), and water to a total of 100 wt%. The mixture is stirred for 1 hour to spontaneously form a thermodynamically stable microemulsion.

[0128] j) Microcapsules (CS) The oil phase contains 5-50 wt% of the mixture of the present invention, 0-40 wt% of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), and 2-15 wt% of an acrylic monomer (e.g., methyl methacrylate, methacrylic acid, and di- or triacrylate). The mixture is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Radical polymerization is initiated with a radical initiator to form poly(meth)acrylate microcapsules. Alternatively, an oil phase containing 5-50 wt% of the mixture of the present invention, 0-40 wt% of a water-insoluble organic solvent, and an isocyanate monomer (e.g., diphenylmethane-4,4'-diisocyanate) is dispersed in an aqueous solution of a protective colloid, and polyamine (e.g., hexamethylenediamine) is added to form polyurea microcapsules. The amount of the monomer is 1-10 wt% of the total CS composition.

[0129] k) Dustable powders (DP, DS) 1 to 10% by weight of the mixture of the present invention is finely ground and uniformly mixed with a solid carrier (for example, finely powdered kaolin) to make a total amount of 100% by weight.

[0130] l) Granules (GR, FG) 0.5 to 30% by weight of the mixture of the present invention is finely ground and blended with a solid carrier (for example, silicate) to a total of 100% by weight. Granulation is carried out by extrusion, spray drying, or fluidized bed.

[0131] m) Ultra-low volume liquids (UL) 1 to 50% by weight of the mixture of the present invention is dissolved in an organic solvent (for example, an aromatic hydrocarbon) to make up a total amount of 100% by weight.

[0132] Formulations a) to m) may optionally further contain agriculturally acceptable additives, such as 0.1 to 1% by weight of a fungicide, 5 to 15% by weight of an antifreeze agent, 0.1 to 1% by weight of an anti-foaming agent, or 0.1 to 1% by weight of a colorant.

[0133] Generally, the compositions of the present invention described above have a mixing ratio of 100:1 to 1:100, preferably 50:1 to 1:50, more preferably 25:1 to 1:25, and more preferably 20:1 to 1:20, including ratios of 10:1 to 1:10, 5:1 to 1:5, 4:1 to 1:4, 3:1 to 1:3, 2:1 to 1:2, or 1:1. The weight ratio of component (1) to component (3) in the ternary composition is in the range of 100:1 to 1:100, preferably 50:1 to 1:50, more preferably 25:1 to 1:25, and more preferably 20:1 to 1:20, including ratios of 10:1 to 1:10, 5:1 to 1:5, 4:1 to 1:4, 3:1 to 1:3, 2:1 to 1:2, or 1:1. The weight ratio of component (2) to component (3) in the three-component composition is in the range of 100:1 to 1:100, preferably 50:1 to 1:50, more preferably 25:1 to 1:25, and even more preferably 20:1 to 1:20, and also includes ratios of 10:1 to 1:10, 5:1 to 1:5, 4:1 to 1:4, 3:1 to 1:3, 2:1 to 1:2, or 1:1.

[0134] In another embodiment, the composition according to the present invention may be a mixture of component (1), component (2), and component (3) in a ratio of (1 to 80):(1 to 80):(1 to 80), respectively.

[0135] In the present invention, the term "composition" refers to various mixtures or combinations of components (1), (2), and (3), including, for example, a single "ready-mix" form, a mixed spray solution composed of individual formulations of a single active ingredient (a so-called "tank-mix"), and sequential application of the single active ingredients, i.e., one after the other, with a reasonably short interval, such as a few hours or days between each application. Preferably, the order of application of components (1), (2), and (3) is not essential to the practice of the present invention.

[0136] In some embodiments, the pesticide composition of the present invention contains an additional active ingredient as component (4), which is not identical to components (1), (2), and (3) described herein (four-component mixture). In particular embodiments, the pesticide composition of the present invention contains the active compound of formula (I) as components (1), (2), and (3), and further contains an additional active ingredient as component (4).

[0137] The term "ingredient (4)" means: (a) a compound having acaricidal, algicidal, avicidal, bactericidal, fungicidal, herbicidal, insecticidal, molluscidal, nematicidal, rodenticidal, or virucidal properties; or (b) an antifeedant, bird repellent, chemosterilant, herbicide safener, insect attractant, insect repellent, mammal repellent, mating disrupter, plant activator, or plant activator. Compounds that are plant growth regulators, activators, plant growth regulators, or synergists.

[0138] When applied to useful plants, component (1) is typically applied at an application rate of 5 to 2000 g / ha, particularly 10 to 1000 g / ha (e.g., 50, 75, 100, or 200 g / ha) calculated as active ingredient (ai), and is typically applied in combination with component (2) at an application rate of 1 to 5000 g / ha, particularly 2 to 2000 g / ha (e.g., 75, 100, 250, 500, 800, 1000, or 1500 g / ha). When applied to useful plants, component (1) is typically applied at an application rate of 5 to 2000 g / ha, particularly 10 to 1000 g / ha (e.g., 50, 75, 100, or 200 g / ha) calculated as active ingredient (ai), and is typically applied in combination with component (3) at an application rate of 1 to 5000 g / ha, particularly 2 to 2000 g / ha (e.g., 75, 100, 250, 500, 800, 1000, or 1500 g / ha). When applied to useful plants, component (2) is typically applied at an application rate of 5 to 2000 g / ha, particularly 10 to 1000 g / ha (e.g., 50, 75, 100, or 200 g / ha) calculated as active ingredient (ai), and is typically applied in combination with component (3) at an application rate of 1 to 5000 g / ha, particularly 2 to 2000 g / ha (e.g., 75, 100, 250, 500, 800, 1000, or 1500 g / ha).

[0139] When used for plant protection, the application amount of the active ingredient is 20 to 6000 g / ha, preferably 100 to 5000 g / ha, more preferably 200 to 4500 g / ha, and particularly preferably 400 to 4000 g / ha, calculated as the active ingredient, depending on the type of desired effect.

[0140] The application rate of the composition according to the invention in agricultural practice depends on the type of effect desired and is usually in the range of 20 to 4000 g / ha of the total composition.

[0141] In the treatment of plant propagation material (e.g. seeds), when treating seeds by dressing, coating or drench treatment, it is generally necessary to apply 0.01 to 10 kg, preferably 0.1 to 1000 g, more preferably 1 to 100 g of active ingredient per 100 kg of plant propagation material (preferably seeds).

[0142] When used to protect stored products, the application rate of the active ingredient depends on the type of area to be treated and the desired effect. In material protection, the usual application rates are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active ingredient per cubic meter of treated material.

[0143] The application rate varies within a wide range and depends on the nature of the soil, the application method, the crop plant, the diseases to be controlled, the prevailing weather conditions, and other factors determined by the application method, time of application and the target crop. Usually, the mixture of compounds is applied at a rate of 1 to 2000 L / ha, in particular 5 to 1000 L / ha, more preferably 10 to 500 L / ha.

[0144] The user typically applies the composition of the present invention from a pre-metering device, backpack sprayer, spray tank, spray aircraft, or irrigation system. The agrochemical composition is typically prepared to the desired application concentration by mixing with water, buffer, and / or further adjuvants, thus providing a ready-to-use spray solution or agrochemical composition of the present invention. The amount of spray solution to be applied per agriculturally useful hectare is typically 20 to 2000 L, preferably 50 to 1000 L, more preferably 30 to 400 L.

[0145] In one embodiment, the individual components of the compositions of the present invention, e.g., parts of a kit or parts of a two-component mixture, may be mixed by the user himself in a spray tank or other application container (e.g., seed treatment drum, seed pelletizing machine, backpack sprayer), and further adjuvants may be added as needed.

[0146] In one embodiment, solutions for seed treatment (LS), suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsifiable concentrates (ES), emulsifiable concentrates (EC), and gels (GF) are commonly used to treat plant propagation materials, especially seeds of transgenic plants. In this case, additional synergistic effects may occur in the interaction with substances formed by expression.

[0147] After diluting the composition 2-fold to 10-fold, the active ingredient concentration in the ready-to-use formulation is 0.01 to 60% by weight, preferably 0.1 to 40% by weight. Application can be carried out before or during sowing. Methods for applying the mixture or composition of the present invention to plant propagation material, particularly seeds, include dressing, coating, pelleting, powder treatment, immersion, and in-row application. Preferably, the mixture or composition of the present invention is applied to plant propagation material by a method that does not induce germination, such as seed dressing, pelletizing, coating, and powder treatment.

[0148] In one aspect, the present invention is a kit for preparing a usable pesticide composition, the kit comprising: a) a composition containing component (1) as defined herein and at least one adjuvant; b) a composition containing component (2) as defined herein and at least one adjuvant; and c) a composition containing component (3) as defined herein and at least one adjuvant.

[0149] Methods of applying the compounds of the present disclosure or compositions containing the compounds, and optionally other compatible compounds, to plants, plant materials, or their locus include, but are not limited to, techniques known to those skilled in the art, such as spraying, coating, dipping, fumigating, impregnating, injecting, and dusting.

[0150] The present invention also relates to methods for controlling unwanted microorganisms, such as unwanted fungi, which methods comprise applying at least one novel pesticide composition according to the present invention to the microorganisms and / or their habitat (plants, plant parts, seeds, fruits, or the soil in which the plants grow).

[0151] In another aspect, the present invention provides a method for controlling plant pathogenic fungi comprising treating plants, soil, seeds or material to be protected with a fungicidal composition described herein.

[0152] In one aspect, the present invention provides a method for preventing or controlling infestation of useful plants in agricultural and / or horticultural crops by phytopathogenic fungi, comprising applying the fungicidal composition to the plant, a part thereof or its locus.

[0153] In one aspect, the present invention provides a method for preventing or controlling infestation of useful plants in agricultural and / or horticultural crops by phytopathogenic fungi, which method comprises applying an agriculturally effective amount of a composition according to the present invention to the plant or a part thereof, or to the seed of the plant, or to its locus.

[0154] As used herein, the term "control" or "controlling" includes curative and prophylactic treatment of unwanted microorganisms, which may be pathogenic bacteria or fungi, more particularly phytopathogenic bacteria or fungi.

[0155] The term "locus thereof" includes the soil, the surroundings of the plant or part of the plant, and any equipment or tools used before, during or after sowing / planting the plant or part thereof.

[0156] In the context of the present invention, "control of harmful microorganisms" refers to a reduction in the infection rate of harmful microorganisms, measured as a control effect (fungicidal effect) when an untreated plant is taken as 100%. Preferably, it refers to a reduction of 25 to 50% compared to an untreated plant, and even more preferably a reduction of 40 to 79%. More preferably, it refers to complete suppression of infection by harmful microorganisms (a 70 to 100% reduction in infection rate), resulting in a state where no infection is observed. The control may be a therapeutic treatment in which already infected plants are treated, or a preventative treatment in which uninfected plants are protected.

[0157] "Effective but non-phytotoxic amount" or "pesticidally effective amount" refers to an amount of the novel pesticide composition of the present invention that is necessary and sufficient to satisfactorily control or completely eradicate a fungal disease in a plant, without at the same time causing noticeable symptoms of phytotoxicity. This application rate can generally vary within a relatively wide range. The amount depends on several factors, such as the fungus to be controlled, the type of plant, weather conditions, and the ingredients of the composition of the present invention.

[0158] The novel pesticide compositions of the present invention can be applied to any plant or plant part.

[0159] "Plants" means all plants and groups of plants, such as desired or unwanted wild plants or crop plants (including naturally occurring crop plants). Crop plants include plants obtained by conventional breeding and improvement methods, or by biotechnology and genetic engineering methods, or a combination of these methods. It also includes genetically modified plants (GMOs or transgenic plants) and varieties protected by breeder's rights as well as varieties not protected by breeder's rights.

[0160] A genetically modified plant (GMO or transgenic plant) is a plant that has a foreign (heterologous) gene stably integrated into its genome. A "foreign gene" essentially refers to a gene that is donated or constructed outside the plant and then introduced into the nuclear, chloroplast, or mitochondrial genome. This gene confers new or improved agronomic or other characteristics to the transformed plant by expressing a protein or polypeptide of interest or by silencing (e.g., using antisense, cosuppression, RNA interference (RNAi), or microRNA (miRNA) technologies) other genes present in the plant. A foreign gene located within the genome is also called a transgene. A transgene, defined by its specific location within the plant genome, is called a transformation or transgenic event.

[0161] Plant varieties mean plants with new characteristics and obtained by conventional breeding, mutagenesis or recombinant DNA techniques. They may be cultivars, varieties, biotypes or genotypes.

[0162] All plants and plant parts can be treated according to the present invention. "Plants" refers to all plants and plant groups, including desirable and undesirable wild plants, cultivars and plant varieties (whether protected by plant variety rights or breeder's rights or not). Plant cultivars and plant cultivars may be plants obtained by conventional propagation and breeding methods, which may be assisted or complemented by one or more biotechnological methods, such as the use of diploid haploids, protoplast fusion, random and directed mutagenesis, the use of molecular or genetic markers, or bioengineering and genetic engineering methods.

[0163] "Part of a plant" means all above-ground and underground parts and organs, such as shoots, leaves, needles, inflorescences, stems, flowers, fruiting bodies, fruits, seeds, roots, corms and rhizomes. Part of a plant also includes harvested material and vegetative propagation material, as well as sexual propagation material, such as cuttings, corms, rhizomes, stolons and seeds.

[0164] Plants that can be treated according to the method of the present invention include cotton, flax, grapes, fruit trees, vegetables (Rosaceae species (e.g., pome fruits such as apples and pears, and stone fruits such as apricots, cherries, almonds, and peaches, as well as soft fruits such as strawberries)), Ribesioidae species, Juglandaceae species, Betulaceae species, Anacardiaceae species, Fagaceae species, Lvloraceae species, Oleaceae species, Actinidaceae species, Lauraceae species, Afusaceae species (e.g., banana trees and banana orchards), Rubiaceae species, (e.g., coffee), Theaceae (sp.), Sterculiaceae (sp.), Rutaceae (sp.) (e.g., lemon, orange, and grapefruit); Solanaceae (sp.) (e.g., tomato), Liliaceae (sp.), Asteraceae (sp.) (e.g., lettuce), Umbelliferae (sp.), Cruciferae (sp.), Chenopodiaceae (sp.), Cucurbitaceae (sp.) (e.g., cucumber), Alliaceae (sp.) (e.g., leeks, onions), Papilionaceae (sp.) (e.g., peas); Gramineae (e.g., the major crops) sp.) (e.g. maize, grass, cereals (wheat, rye, rice, barley, oats, millet and triticale)), Asteraceae sp. (e.g. sunflower), Brassicaceae sp. (e.g. cabbage, red cabbage, broccoli, cauliflower, Brussels sprouts, bok choy, kohlrabi, radish and rapeseed, mustard, wasabi and watercress), Fabaceae sp.) (e.g., kidney bean, peanut), Papilionaceae species (e.g., soybean), Solanaceae species (e.g., potato), Chenopodiaceae species (e.g., sugar beet, fodder beet, Swiss chard, beet); useful and ornamental plants for gardens and woodlands; and genetically modified varieties of each of these plants.

[0165] In particular, the novel pesticide composition of the present invention is suitable for controlling the following plant diseases: Diseases of ornamentals, vegetables (e.g., A. candida) and sunflowers (e.g., A. tragopogonis) caused by Albugo spp. (white rust); Diseases of vegetables, rapeseed (A. brassicola or A. brassicae), sugar beet (A. tenuis), fruit, rice, soybean, potato (e.g. A. solani or A. alternata), tomato (e.g. A. solani or A. alternata) and wheat caused by Alternaria spp. (Alternaria leaf spot); Diseases of sugar beet and vegetables caused by Aphanomyces spp.; Diseases of cereals and vegetables caused by Ascochyta spp., such as anthracnose (A. tritici) on wheat and A. hordei on barley; diseases of the genera Bipolaris and Drechslera (teleomorph: Cochliobolus), such as Southern leaf blight (D. maydis) or Northern leaf blight (B. zeicola) of maize, spot blotch (B. sorokiniana) of cereals and diseases of B. oryzae, for example, of rice and turfs; Disease of cereals (e.g., wheat or barley) caused by Blumeria (formerly Erysiphe) graminis (powdery mildew); Diseases of fruits and berries (e.g. strawberries), vegetables (e.g. lettuce, carrots, celery and cabbage), rapeseed, flowers, grapes, forest plants and wheat caused by Botrytis cinerea (telomorph: Botryotinia fuckeliana, grey mold); Lettuce disease caused by Bremia lactucae (downy mildew); Diseases of broad-leaved and evergreen trees, such as elms, caused by Ceratocystis (syn. Ophiostoma) (rot or wilt) as Dutch elm disease (C. ulmi); Diseases of corn (e.g. gray leaf spot, C. zeaemaydis), rice, sugar beet (e.g. C. beticola), sugarcane, vegetables, coffee, soybean (e.g. C. sojina or C. kikuchii) and rice caused by Cercospora spp. (Cercospora leaf spots); Cladosporium spp. diseases of tomato (e.g. leaf mold, C. fulvum) and cereals, e.g. black ear, C. herbarum, of wheat; Cereal disease caused by Claviceps purpurea (ergot); Diseases of corn (C. carbonum), cereals (e.g., C. sativus, anamorph: B. sorokiniana) and rice (e.g., C. miyabeanus, anamorph: H. oryzae) caused by the genus Cochliobolus (anamorph: Helminthosporium in Bipolaris) (leaf spots); Colletotrichum spp. (telomorph: Glomerella) (anthracnose) diseases of cotton (e.g. C. gossypit), corn (e.g. Anthracnose stalk rot, C. graminicola), fruit, potato (e.g. black dot, C. coccodes), vegetables such as beans (e.g. C. lindemuthianum) and soybeans (e.g. C. truncatum or C. gloeosporioides); Corticium spp., e.g., diseases of rice sheath blight (C. sasakii); Corynespora cassiicola (leaf spots) disease of soybeans and ornamentals; Cycloconium spp., e.g., C. oleaginum disease on olive trees; Diseases of fruit trees caused by Cylindrocarpon spp. (e.g. fruit tree canker or young vine decline, teleost: Nectria or Neonectria spp.), grapevines (e.g. Black Foot Disease, C. liriodendri, teleost: Neonectria liriodendri) and ornamental plants; Soybean disease caused by Dematophora (telomorph: Rosellinia) necatrix (root and stem rot); Diaporthe spp., e.g., soybean damping off, D. phaseolorum disease; Drechslera spp. (syn. Helminthosporium, teleomorph: Pyrenophora) causes diseases of maize, cereals (e.g., net blotch of barley, D. teres) and tan spot of wheat, as well as rice and turfgrass diseases; Esca disease (dieback, apoplexy) of grapevine caused by Formitiporia (syn. Phellinus punctata), F. mediterranea, Phaeomoniella chlamydospora (formerly Phaeoacremonium chlamydosporum), Phaeoacremonium aleophilum, and / or Botryosphaeria obtusa; diseases of pome fruits (E. pyr), soft fruits (e.g. anthracnose, E. veneta) and grapes (e.g. anthracnose, E. ampelina) caused by Elsinoe spp.; Rice disease caused by Entyloma oryzae (leaf smut); Wheat diseases caused by Epicoccum spp. (black mold); Erysiphe spp. (powdery mildew) diseases of sugar beet (E. betae), vegetables (e.g. E. pisi), cucurbits (e.g. E. cichoracearum), cabbages, and rapeseed (e.g. E. cruciferarum); Diseases of fruit trees, grapes and ornamental wood caused by Eutypa lata (Eutypa canker or dieback, imperfect stage: Cytosporina lata, synonym: Libertella blepharis); Diseases of corn (e.g., E. turcicum) caused by Exserohilum spp. (syn. Helminthosporium); various plant diseases caused by Fusarium spp. (teleomorph: Gibberella) (wilt, root rot or stem rot), e.g., root rot, scab or head blight in cereals such as wheat and barley (F. graminearum or F. culmorum), F. oxysporum in tomato, F. solani (f. sp. glycines, now syn.: F. virguliforme), F. tucumaniae and F. brasiliense causing sudden death syndrome in soybean, and F. verticillioides in maize; Diseases of cereals (e.g. wheat or barley) and corn caused by Gaeumannomyces graminis (take-all); Gibberella spp. diseases of cereals (e.g., G. zeae) and rice (e.g., Bakanae disease, G. fujikuroi); Glomerella cingulata causes diseases of grapes, pome fruits and other plants, as well as G. gossypii of cotton; Rice grain staining complex disease; grape disease caused by Guignardia bidwellii (black rot); Diseases of roses and junipers caused by Gymnosporangium spp., e.g. pear rust, G. sabinae; Diseases of corn, cereals and rice caused by Helminthosporium spp. (syn. Drechslera, teleomorph: Cochliobolus); Hemileia spp., e.g., coffee leaf rust, a disease of coffee caused by H. vastatrix; Grape disease caused by Isariopsis clavispora (synonym: Cladosporium vitis); Macrophomina phaseolina (syn. phaseoli) (root and stem rot) disease of soybeans and cotton; Diseases of cereals (e.g. wheat or barley) caused by Microdochium nivale (syn. Fusarium nivale) (pink snow mold); Soybean disease caused by Microsphaera diffusa (powdery mildew); Diseases of stone fruits and other Rosaceae caused by Monilinia spp., e.g., M. laxa, M. fructicola and M. fructigena (bloom and twig blight, brown rot); diseases of cereals, bananas, soft fruits and peanuts caused by Mycosphaerella spp., such as Septoria blotch (M. graminicola, imperfect stage: Septoria tritici) on wheat or black Sigatoka disease (M. fijiensis) on bananas; Peronospora spp. (downy mildew) diseases of cabbage (e.g. P. brassicae), rapeseed (e.g. P. parasitica), onion (e.g. P. destructor), tobacco (P. tabacina) and soybean (e.g. P. manshurica); Soybean diseases caused by Phakopsora pachyrhizi and P. meibomiae (soybean rust); Phialophora spp., diseases of grapevine (P. tracheiphila and P. tetraspora) and soybean (e.g. stem rot, P. gregata); Diseases of rapeseed and cabbage caused by Phoma lingam (root and stem rot) and diseases of sugar beet caused by Phoma betae (root rot, leaf spot and damping-off); Phomopsis spp. causes diseases of sunflower, grapevine (e.g., can and leaf spot, P. viticola) and soybean (e.g., stem rot, P. phaseoli, teleomorph: Diaporthe phaseolorum); Corn disease caused by Physoderma maydis (brown spots); various plant diseases caused by Phytophthora spp. (wilt, root rot, leaf rot, fruit rot and stem rot), such as diseases of peppers and cucurbits (e.g. P. capsici), soybeans (e.g. P. megasperma, syn. P. sojae), potatoes and tomatoes (e.g. late blight, P. infestans), and hardwoods (e.g. sudden oak death, P. ramorum); Plasmodiophora brassicae (club root) diseases of cabbage, rapeseed, radish and other plants; Plasmopara spp., e.g. grapevine downy mildew, P. viticola on grapes, as well as P. halstedii on sunflower; Podosphaera spp. (powdery mildew) diseases of rosaceous plants, hops, pome fruits and soft fruits, such as apple, caused by P. leucotricha; Polymyxa spp., diseases of cereals such as barley and wheat (P. graminis) and sugar beet (P. betae), as well as the viral diseases transmitted by them; Diseases of cereals (e.g. wheat or barley) caused by Pseudocercosporella herpotrichoides (eyespot, teleomorph: Tapesia yallundae); Pseudoperonospora spp. (downy mildew) diseases of various plants, such as P. cubensis on cucurbits or P. humuli on hops; Grape diseases caused by Pseudopezicula tracheiphila (red fire disease or Rotbrenner disease, imperfect stage: Phialophora); Diseases of various plants caused by Puccinia spp. (rusts), such as wheat brown or leaf rust (P. triticina), stripe or yellow rust (P. striiformis), dwarf rust (P. hordei), stem or black rust (P. graminis), or brown or leaf rust (P. recondita) in cereals such as wheat, barley, or rye, orange rust (P. kuehnii) in sugarcane, or P. asparagi in asparagus; Pyrenophora (imperfect stage: Drechslera) diseases of wheat caused by P. tritici-repentis (tan spot) or barley caused by P. teres (net blotch); Pyricularia spp., e.g. rice blast (P. oryzae, teleomorph: Magnaporthe grisea), P. grisea diseases of turfgrass and cereals; Pythium spp. (damping-off) diseases of turfgrass, rice, corn, wheat, cotton, rapeseed, sunflower, soybean, sugar beet, vegetables and various other plants (e.g., P. ultimum or P. aphanidermatum); Ramularia spp., such as Ramularia leaf spots or physiological leaf spots, diseases of barley caused by R. collo-cygni, and R. beticola of sugar beet; Diseases of cotton, rice, potato, turfgrass, corn, rapeseed, potato, sugar beet, vegetables and various other plants caused by Rhizoctonia spp., such as root and stem rot of soybean, R. solani, sheath blight of rice, R. solani, or Rhizoctonia spring blight of wheat or barley, R. cerealis; Rhizopus stolonifer (black mold, soft rot) diseases of strawberries, carrots, cabbage, grapes and tomatoes; Rhynchosporium secalis (scald) disease of barley, rye and triticale; Rice diseases caused by Sarocladium oryzae and S. attenuatum (sheath rot); Diseases of vegetables and field crops caused by Sclerotinia spp. (stem rot or white mold), such as rapeseed, sunflower (e.g. S. sclerotiorum) and soybean (e.g. S. rolfsii or S. sclerotiorum); Diseases of various plants caused by Septoria spp., such as brown spot of soybean (S. glycines), Septoria blotch of wheat (S. tritici), and Stagonospora blotch of cereals (S. nodorum, synonym: Stagonospora nodorum); Grape disease caused by Uncinula necator (syn. Erysiphe necator, powdery mildew, imperfect stage: Oidium tuckeri); Diseases of corn (e.g., S. turcica, syn. Helminthosporium turcicum) and turfgrass caused by Setosphaeria spp. (leaf blight); Diseases of maize (e.g. head smut, S. reiliana), sorghum and sugarcane caused by Sphacelotheca spp. (smut); Sphaerotheca fuliginea (powdery mildew) disease of cucurbits; Potato diseases caused by Spongospora subterranea (powdery scab) and the viral diseases transmitted by them; Diseases of cereals caused by Stagonospora spp., such as Stagonospora blotch of wheat, S. nodorum (Leptosphaeria nodorum, synonym: Phaeosphaeria nodorum); Potato wart disease caused by Synchytrium endobioticum; Taphrina spp., e.g., leaf curl disease of peach, T. deformans, and plum pocket disease of plum, T. pruni; Thielaviopsis spp. (black root rot) diseases of tobacco, pome fruits, vegetables, soybeans and cotton, e.g., T. basicola (syn. Chalara elegans); Diseases of cereals caused by Tilletia spp. (common bunt or stinking smut), such as wheat bunt, T. tritici (syn. T. caries), and dwarf bunt, T. controversa; Disease of barley or wheat caused by Typhula incarnata (grey snow mold); Urocystis spp., e.g. stem smut of rye, U. occulta disease; Diseases of vegetables caused by Uromyces spp. (rust), e.g., U. appendiculatus (syn. U. phaseoli) on common bean and U. betae on sugar beet; Ustilago spp. (loose smut) diseases of cereals (e.g. U. nuda and U. avenae), maize (e.g. corn smut, U. maydis) and sugarcane; Diseases of apple (e.g. V. inaequalis) and pear caused by Venturia spp. (scab); Verticillium spp. (wilt) diseases of various plants, such as fruit and ornamental plants, grapes, soft fruits, vegetables and field crops, such as strawberries, rapeseed, potatoes and tomatoes, caused by V. dahliae;

[0166] The present invention particularly relates to the use of the novel agrochemical compositions according to the invention for the treatment of soybean diseases.

[0167] Most preferred are the following soybean diseases: Cercospora kikuchii, Cercospora sojina; Colletotrichum gloeosporioides, C. dematium var. truncatum; Corynespora cassiicola; Diaporthe phaseolorum; Microsphaera diffusa; Peronospora manshurica; Phakopsora spp., such as soybean rust, Phakopsora pachyrhizi and Phakopsora meibomiae; Phytophthora megasperma; Phialophora gregata; Rhizoctonia solani; Sclerotinia sclerotiorum; Septoria spp., such as Septoria glycines; Thielaviopsis basicola.

[0168] Non-limiting examples of fungal disease pathogens that can be treated according to the present invention include: Diseases caused by powdery mildew pathogens, such as Blumeria spp., e.g. Blumeria graminis; Podosphaera spp., e.g., Podosphaera leucotricha; Sphaerotheca spp., e.g., Sphaerotheca fuliginea; Uncinula spp., e.g., Uncinula necator; Erysiphe spp., e.g., Erysiphe cichoracearu; Diseases caused by rust disease pathogens, such as Gymnosporangium spp., e.g. Gymnosporangium sabinae; Hemileia spp., e.g., Hemileia vastatrix; Phakopsora spp., for example Phakopsora pachyrhizi or Phakopsora meibomiae; Puccinia spp., for example Puccinia recondita, Puccinia graminis or Puccinia striiformis, and Puccinia melanocephala; Uromyces spp., e.g., Uromyces appendiculatus;

[0169] In particular, 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); Puccinia hemerocallidis (Daylily rust); Puccinia persistens subsp. triticina (wheat rust or brown or red rust); Puccinia sorghi (rust in corn); Puccinia striiformis (Yellow rust in cereals); Puccinia melanocephala; Uromyces appendiculatus (rust of beans); Uromyces phaseoli (Bean rust); Puccinia melanocephala (Brown rust in sugarcane); Puccinia kuehnii (Orange rust in sugarcane).

[0170] Diseases caused by pathogens belonging to the Oomycetes family, such as Albugo spp., e.g. Albugo candida; Bremia spp., e.g., Bremia lactucae; Peronospora spp., for example Peronospora pisi or P. brassicae; Phytophthora spp., e.g., Phytophthora infestans; Plasmopara spp., e.g., Plasmopara viticola; Pseudoperonospora spp., for example Pseudoperonospora humuli or Pseudoperonospora cubensis; Pythium spp., for example Pythium ultimum.

[0171] Leaf blotch diseases and leaf wilt diseases, for example, those caused by Alternaria spp., such as Alternaria solani; Cercospora spp., such as those caused by Cercospora beticola; Cladiosporium spp., such as those caused by Cladiosporium cucumerinum; Cochliobolus spp., such as those caused by Cochliobolus sativus (conidial form: Drechslera, synonym: Helminthosporium) or Cochliobolus miyabeanus; Colletotrichum spp., such as those caused by Colletotrichum lindemuthanum; Cycloconium spp.), for example, those caused by Cycloconium oleaginum; Diaporthe spp., for example, those caused by Diaporthe citri; Elsinoe spp., for example, those caused by Elsinoe fawcettii; Gloeosporium spp., for example, those caused by Gloeosporium laeticolor; Glomerella spp., for example, those caused by Glomerella cingulata; Guignardia spp., for example, those caused by Guignardia bidwelli.Leptosphaeria spp., for example, those caused by Leptosphaeria maculans; Magnaporthe spp., for example, those caused by Magnaporthe grisea; Microdochium spp., for example, those caused by Microdochium nivale; Mycosphaerella spp., for example, those caused by Mycosphaerella graminicola, Mycosphaerella arachidicola or Mycosphaerella fijiensis; Phaeosphaeria spp., for example, those caused by Phaeosphaeria nodorum; Pyrenophora spp., for example, those caused by Pyrenophora teres or Pyrenophora tritici-repentis; Ramularia spp., for example, Ramularia those caused by Rhynchosporium spp., for example, Rhynchosporium secalis; those caused by Septoria spp., for example, Septoria apii or Septoria lycopersici; Stagonospora spp., for example, Stagonospora nodorum; Typhula spp., for example, Typhula incarnata; Venturia spp., for example, Venturia inaequalis.

[0172] Root and stem diseases, for example, those caused by Corticium spp., for example, Corticium graminearum; Fusarium spp., for example, those caused by Fusarium oxysporum; Gaeumannomyces spp., for example, those caused by Gaeumannomyces graminis; Plasmodiophora spp., for example, those caused by Plasmodiophora brassicae; Rhizoctonia spp., for example, those caused by Rhizoctonia solani; Sarocladium spp., for example, those caused by Sarocladium oryzae; Sclerotium spp., for example, those caused by Sclerotium oryzae; Tapesia spp. spp.), for example those caused by Tapesia acuformis; Thielaviopsis spp., for example those caused by Thielaviopsis basicola; Ganoderma spp., for example those caused by Ganoderma lucidum.

[0173]

[0033] Ear and panicle diseases (including corn cobs) such as those caused by Alternaria spp., for example, Alternaria spp.; Aspergillus spp., for example, those caused by Aspergillus flavus; Cladosporium spp., for example, those caused by Cladosporium cladosporioides; Claviceps spp., for example, those caused by Claviceps purpurea; Fusarium spp., for example, those caused by Fusarium culmorum; Gibberella spp., for example, Gibberella zeae; Monographella spp., for example, Monographella nivalis those caused by Stagnospora spp., for example Stagnospora nodorum. Diseases caused by smut fungi, for example, those caused by Sphacelotheca spp., such as Sphacelotheca reiliana; those caused by Tilletia spp., such as Tilletia caries or Tilletia controversa; Urocystis spp., such as Urocystis occulta; Ustilago spp., such as Ustilago nuda.

[0174] Fruit rot, for example, caused by Aspergillus spp., such as Aspergillus flavus; Botrytis spp., such as Botrytis cinerea; Penicillium spp., such as Penicillium expansum or Penicillium purpurogenum; Rhizopus spp., such as Rhizopus stolonifer; Sclerotinia spp., such as Sclerotinia sclerotiorum; Verticilium spp., such as Verticilium alboatrum.

[0175] Seed- and soil-borne rot and wilt diseases, and also diseases of seedlings, such as those caused by Alternaria spp., for example, Alternaria brassicicola; Aphanomyces spp., for example, those caused by Aphanomyces euteiches; Ascochyta spp., for example, those caused by Ascochyta lentis; Aspergillus spp., for example, those caused by Aspergillus flavus; Cladosporium spp., for example, those caused by Cladosporium herbarum; Cochliobolus spp., for example, Cochliobolus sativus (conidial Form: those caused by Drechslera, Bipolaris, synonym: Helminthosporium; Colletotrichum spp., for example, those caused by Colletotrichum coccodes; Fusarium spp., for example, those caused by Fusarium culmorum; Gibberella spp., for example, those caused by Gibberella zeae; Macrophomina spp., for example, those caused by Macrophomina phaseolina; Microdochium spp., for example, those caused by Microdochium nivale; Monographella spp., for example, those caused by Monographella nivalis; Penicillium spp.), for example, those caused by Penicillium expansum; Phoma spp., for example, those caused by Phoma lingam; Phomopsis spp., for example, those caused by Phomopsis sojae; Phytophthora spp., for example, those caused by Phytophthora cactorum; Pyrenophora spp., for example, those caused by Pyrenophora graminea; Pyricularia spp., for example, those caused by Pyricularia oryzae; Pythium spp., for example, those caused by Pythium ultimum; Rhizoctonia spp., for example, those caused by Rhizoctonia solani; Rhizopus spp., for example, Rhizopus oryzae those caused by Sclerotium spp., for example Sclerotium rolfsii; those caused by Septoria spp., for example Septoria nodorum; those caused by Typhula spp., for example Typhula incarnata; those caused by Verticillium spp., for example Verticillium dahliae.

[0176] Cancers, galls and witches' broom, for example, caused by Nectria spp., e.g., Nectria galligena; wilt diseases, for example, caused by Monilinia spp., e.g., Monilinia laxa.

[0177] Deformations of leaves, flowers and fruits, for example, caused by Exobasidium spp., such as Exobasidium vexans; Taphrina spp., such as Taphrina deformans.

[0178] Degenerative diseases in woody plants, for example, those caused by Esca spp., such as Phaeomoniella chlamydospora, Phaeoacremonium aleophilum or Fomitiporia mediterranea; Ganoderma spp., such as Ganoderma boninense.

[0179] Diseases of flowers and seeds, for example those caused by Botrytis spp., such as Botrytis cinerea. Diseases of plant tubers, for example, those caused by Rhizoctonia spp., such as Rhizoctonia solani; Helminthosporium spp., such as Helminthosporium solani.

[0180] Diseases caused by bacterial pathogens, for example, Xanthomonas spp., such as those caused by Xanthomonas campestris pv. oryzae; Pseudomonas spp., such as those caused by Pseudomonas syringae pv. lachrymans; Erwinia spp., such as those caused by Erwinia amylovora; and Ralstonia spp., such as those caused by Ralstonia solanacearum.

[0181] Fungal diseases on roots and the stem base, such as black root rot (Calonectria crotalariae), charcoal rot (Macrophomina spp., e.g., Macrophomina phaseolina), fusarium blight or wilt, root rot, pod and collar rot (Fusarium spp., e.g., Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusarium equiseti), mycoleptodiscus root rot (Mycoleptodiscus spp., e.g., Mycoleptodiscus terrestris, neocosmospora (Neocosmospora spp., e.g., Neocosmospora vasinfecta), pod and stem blight (Diaporthe spp., e.g., Diaporthe phaseolorum), stem canker (Diaporthe spp., e.g., Diaporthe phaseolorum var. caulivora), phytophthora rot (Phytophthora spp., e.g., Phytophthora megasperma), brown stem rot (Phialophora spp., e.g., Phialophora gregata), Pythium rot rot) (Pythium spp.), for example, Pythium aphanidermatum, Pythium irregulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum, rhizoctonia root rot, stem decay, and damping-off (Rhizoctonia spp., for example, Rhizoctonia solani), sclerotinia stem decay (Sclerotinia spp., for example, Sclerotinia sclerotiorum), sclerotinia southern blight (Sclerotinia spp., for example, Sclerotinia rolfsii), thielaviopsis root rot (Thielaviopsis spp.), e.g. Thielaviopsis basicola).

[0182] The control of the following diseases of soybean is more preferred: fungal diseases on leaves, stems, pods and seeds, such as Alternaria leaf spot (Alternaria spp., for example Altemaria spec. atrans tenuissima), Anthracnose (Colletotrichum spp., for example Colletotrichum gloeosporioides, Colletotrichum dematium var. truncatum), brown spot (Septoria spp., for example Septoria glycines), cercospora leaf spot and blight (Cercospora spp., for example Cercospora kikuchii), choanephora leaf blight (Choanephora spp., e.g., Choanephora infundibulifera, Choanephora trispora (syn.)), dactuliophora leaf spot (Dactuliophora spp., e.g., Dactuliophora glycines), downy mildew (Peronospora spp., e.g., Peronospora manshurica), drechslera blight (Drechslera spp., e.g., Drechslera glycini), frogeye leaf spot (Cercospora spp., e.g., Cercospora sojina), Leptosphaerulina leaf spot (Leptosphaerulina spp.), e.g., Leptosphaerulina trifolii, phyllosticta leaf spot (Phyllosticta spp., e.g., Phyllosticta sojaecola), pod and stem blight (Phomopsis spp., e.g., Phomopsis sojae), powdery mildew (Microsphaera spp., e.g., Microsphaera diffusa), pyrenochaeta leaf spot (Pyrenochaeta spp., e.g., Pyrenochaeta glycines), rhizoctonia aerial, foliage, and web blight (Rhizoctonia spp., spp., e.g., Rhizoctonia solani), rust (Phakopsora spp., e.g., Phakopsora pachyrhizi, Phakopsora meibomiae), scab (Sphaceloma spp., e.g., Sphaceloma glycines), stemphyllium leaf blight (Stempphylium spp., e.g., Stemphylium botryosum), target spot (Corynespora spp., e.g., Corynespora cassiicola).

[0183] In one embodiment, the present invention provides the use of the fungicidal composition for the control or prevention of agricultural and / or horticultural crops against diseases caused by phytopathogenic fungi.

[0184] More specifically, the novel pesticide compositions of the present invention can be used as fungicides that exhibit excellent activity against a wide range of phytopathogenic fungi. They can be particularly useful in controlling unwanted fungi such as Plasmodiophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, and Deuteromycetes. Some of these fungi have systemic activity and can be used for crop protection as foliar fungicides, soil fungicides, and fungicides for seed dressing.

[0185] In one embodiment, the present invention provides use of the fungicidal composition for the control or prevention of agricultural and / or horticultural crops against diseases caused by phytopathogenic fungi, wherein the phytopathogenic fungi are selected from the group consisting of Alternaria spp., Botrytis spp., Cercospora spp., Colletotrichum spp., Corynespora spp., Erysiphe spp., Fusarium spp., Hemileia spp., Phakopsoraceae spp., Phytophthora spp., Pseudoperonospora spp., and / or Pseudoperonospora spp. spp.), Pyricularia spp., Rhizoctonia spp., Septoria spp., Puccinia spp. and Uromyces spp.

[0186] In a preferred embodiment, the compositions described in Tables 1 to 11, particularly when used in the weight ratio of component (1):component (2):component (3) described herein above for mixtures thereof, are effective against crop phytopathogenic fungi, such as Alternaria spp., for example, Alternaria solani; Botrytis spp., for example, Botrytis cinerea; Corynespora spp., for example, Corynespora cassiicola; Fusarium spp., for example, Fusarium culmorum; Erysiphe spp., for example, Erysiphe cichoracearum; Pyricularia spp., for example, Pyricularia oryzae; Septoria spp., for example, Septoria nodorum; Pseudoperonospora spp., e.g., Pseudoperonospora cubensis; Phytophthora spp., e.g., Phytophthora infestans; Puccinia spp., in various plants.) (rusts), in particular brown or leaf rust Puccinia triticina, stripe or yellow rust Puccinia striiformis, dwarf rust Puccinia hordei, stem or black rust Puccinia graminis or brown or leaf rust Puccinia recondita in cereals selected from wheat, barley or rye, and also crown rust Puccinia coronata of grasses including oats (e.g., wheat, barley or rye), common rust Puccinia sorghi, southern rust Puccinia polysora, and sunflower rust It is used against Puccinia helianthi; Puccinia melanocephala (brown rust) of sugarcane; Hemileia vastatrix and Hemileia coffeicola (leaf rust and grey rust of coffee), and coffee rust; Uromyces spp. in various crops; and Phakopsoraceae spp. in various plants, especially soybean rust Phakopsora pachyrhizi and Phakopsora meibomiae in soybeans.

[0187] The novel agrochemical compositions of the present invention have potent microbicidal activity. They can be used to control unwanted microorganisms, such as unwanted fungi and bacteria. They can be particularly useful in crop protection by controlling microorganisms that cause plant diseases. More specifically, the agrochemical compositions of the present invention can be used to protect seeds, germinating plants, emerged seedlings, plants, plant parts, fruits, and the soil in which the plants grow from unwanted microorganisms.

[0188] The fact that the novel pesticide compositions according to the invention are well tolerated by plants at the concentrations required for controlling plant diseases makes it possible to treat above-ground parts of plants, propagation stock and seeds, as well as soil.

[0189] An effective and non-phytotoxic amount means an amount sufficient to control or kill fungi present or likely to appear in a cropland, without causing significant phytotoxicity symptoms in the crop. Such an amount can vary over a wide range, depending on the type of fungus to be controlled, the type of crop, weather conditions, and the composition of each composition of the present invention used. The amount can be determined by systematic field trials, which is within the capabilities of a person skilled in the art.

[0190] The pesticide composition of the present invention can be used for the curative or protective / preventive control of phytopathogenic fungi. Therefore, the present invention also relates to a method for treating and preventing phytopathogenic fungi using the novel pesticide composition, which is applied to seeds, plants or plant parts, fruits, or the soil in which the plants grow.

[0191] The novel pesticidal compositions of the present invention, which are well tolerated by plants, have low toxicity to homeotherms, and are well tolerated by the environment, are suitable for protecting plants and plant organs, increasing harvest yields, and improving the quality of the harvested material. They can be suitably used as crop protection compositions. They are active against normally susceptible and resistant species and all or some developmental stages.

[0192] Furthermore, the novel pesticide compositions of the present invention are capable of reducing the mycotoxin content in harvested crops and in foods and feeds prepared therefrom. Mycotoxins include, but are not limited to, deoxynivalenol (DON), nivalenol, 15-acetyl-DON (15-Ac-DON), 3-acetyl-DON (3-Ac-DON), T2-toxin and HT2-toxin, fumonisins, zearalenone, moniliformin, fusarin, diaceotoxyscirpenol (DAS), beauvericin, enniatin, fusaroproliferin, fusarenol, ochratoxins, patulin, ergot alkaloids, and the like. alkaloids, and aflatoxins, which can be produced by, for example, the following fungi: Fusarium spec., such as F. acuminatum, F. asiaticum, F. avenaceum, F. croobvellense, F. culmorum, F. graminearum (Gibberella zeae), F. equiseti, F. fujikoroi, F. musarum, F. oxysporum, F. proliferatum, F. poae, F. pseudograminearum, F. sambucinum, F. scirpi, F. semitectum, F. solani, F. sporotrichioides, F. langsethiae, F. subglutinans, F. tricinctum, F. verticillioides, etc. and Aspergillus species, such as A. jlavus, A. parasiticus, A. nomius, A. ochraceus, A. clavatus, A. terreus, A. versicolor, Penicillium spec., e.g., P. verrucosum, P. viridicatum, P. citrinum, P. expansum, P. claviforme, P. roqueforti, Claviceps species (Claviceps spec.), e.g., C. purpurea, C. fusiformis, C. paspali, C. africana, Stachybotrys spec. and other species.

[0193] In one embodiment, the novel pesticide compositions of the present invention are used for foliar application.

[0194] The novel pesticide compositions according to the present invention can also be used as plant growth regulators, since they can participate in the physiological processes of plants.

[0195] Application of the compositions of the present invention to useful plants may also result in an increase in crop yield.

[0196] The novel pesticide compositions according to the present invention also exhibit a potent strengthening effect in plants, and therefore can be used to activate the defense mechanisms of plants against attack by undesirable microorganisms.

[0197] As used herein, a plant-strengthening (resistance-inducing) substance refers to a substance that stimulates the plant's defense system, thereby enabling the treated plant to develop a high degree of resistance to undesirable microorganisms when subsequently inoculated with these microorganisms.

[0198] Furthermore, plant physiology effects in the context of the present invention include: abiotic stress tolerance, such as tolerance to high or low temperatures, drought tolerance and recovery after drought stress, water use efficiency (correlated with reduced water consumption), flood tolerance, ozone stress and UV tolerance, and tolerance to chemicals such as heavy metals, salts, pesticides, etc.

[0199] Biotic stress tolerance includes increased fungal resistance and increased resistance against nematodes, viruses and bacteria. In the context of the present invention, biotic stress tolerance preferably includes increased resistance against fungi and increased resistance against nematodes.

[0200] In another embodiment, the present invention provides a fungicidal composition for treating seeds, seeds of transgenic plants and transgenic plants.

[0201] The novel pesticide composition of the present invention is also suitable for treating seeds.Most of the damage caused by harmful organisms to crop plants is caused by seed infection during storage or after sowing, and even during and after plant germination.This stage is particularly important, as the roots and shoots of growing plants are particularly sensitive, and even slight damage can lead to plant death.Therefore, there is great interest in using appropriate compositions to protect seeds and germinating plants.

[0202] Controlling phytopathogenic fungi by treating plant seeds has been known for a long time and is being continuously improved. However, seed treatment involves a series of problems that cannot always be solved satisfactorily. For example, it would be desirable 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 sowing or after plant emergence. It would also be desirable to optimize the amount of active ingredient used to protect seeds and germinating plants from attack by phytopathogenic fungi as well as possible, without damaging the plants themselves. In particular, seed treatment methods should take into account the intrinsic fungicidal properties of transgenic plants and ensure optimal protection of seeds and germinating plants while minimizing the amount of crop protection composition used.

[0203] In seed treatment with the seed dressing formulations of the present invention or a formulation prepared by adding water to the seed dressing formulations, any mixing device that is usually used for seed dressing can be used. Specifically, the seed dressing procedure involves putting seeds into a mixer, adding a desired amount of the seed dressing formulation, either directly or after diluting it with water, and mixing the whole until the formulation is uniformly distributed on the seeds. If necessary, a drying process is then performed.

[0204] The novel pesticide composition of the present invention is suitable for protecting the seeds of all plant varieties used in agriculture, greenhouses, forestry, horticulture, and viticulture.In particular, the seeds of cereals (e.g., wheat, barley, rye, corn-rye hybrids, sorghum / millet, and oats), maize, cotton, soybeans, rice, potatoes, sunflowers, kidney beans, coffee, beets (e.g., sugar beets and fodder beets), peanuts, rapeseed, poppy, olives, coconuts, cocoa, sugarcane, tobacco, vegetables (e.g., tomatoes, cucumbers, onions, and lettuce), turfgrass, and ornamental plants (see below) are included.The treatment of seeds of cereals (e.g., wheat, barley, rye, corn-rye hybrids, and oats), maize, rice, and soybeans is particularly important.

[0205] As also described herein, the treatment of transgenic seeds with the novel pesticide composition of the present invention is particularly important. This relates to plant seeds containing at least one heterologous gene that enables the expression of a polypeptide or protein with insecticidal properties. The heterologous gene in the transgenic seeds can be derived from, for example, a microorganism belonging to the genera Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus, or Gliocladium. Such a heterologous gene is preferably derived from a Bacillus sp., and in this case, the gene product is effective against the European corn borer and / or the western maize rootworm. More preferably, the foreign gene is derived from Bacillus thuringiensis.

[0206] In the context of the present invention, the novel pesticide composition is applied to seeds alone or in a suitable formulation. Preferably, seeds that are sufficiently stable so as not to be damaged during the treatment process are treated. Generally, seeds can be treated at any time from harvest to sowing. Usually, seeds are used that have been separated from the plant and have had the cob, husk, stem, seed coat, hair, or pulp removed. For example, seeds that have been washed after harvest 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 can also be used.

[0207] The control of phytopathogenic fungi that cause post-emergence damage to plants is primarily achieved by treating the soil and above-ground plant parts with crop protection compositions. Concerns about the potential impact of crop protection compositions on the environment and human and animal health have led to efforts to reduce the amounts of active ingredients used.

[0208] One of the advantages of the present invention is that, in particular, the systemic properties of the novel agrochemical compositions according to the invention allow the protection of not only the seed itself but also the resulting plant after emergence from phytopathogenic fungi.

[0209] Digital Technology The composition of the present invention can be used in combination with computer program models, such as field-specific management, satellite agriculture, and precision agriculture.Such models use data from various sources, such as soil, weather, crops (e.g., type, growth stage, plant health), weeds (e.g., type, growth stage), diseases, pests, nutrients, water, moisture, biomass, satellite data, and yield, to support field-specific management of agricultural land, with the aim of optimizing profitability, sustainability, and environmental protection.In particular, such models can be useful for optimizing agricultural decision-making, controlling the accuracy of pesticide application, and recording implementation work.

[0210] For example, if a model predicts the occurrence of a fungal disease and calculates that a threshold has been reached at which application of the composition of the present invention to a crop plant is recommended, the composition can be applied to the crop plant according to an appropriate application rate regime.

[0211] Examples of commercially available systems that include agricultural models include FieldScripts (registered trademark) from The Climate Corporation, Xarvio (registered trademark) from BASF, and AGLogic (registered trademark) from John Deere.

[0212] The compositions of the present invention can also be used in combination with smart spraying devices. For example, spot spraying or precision spraying devices can be attached to or mounted on agricultural vehicles such as tractors, robots, helicopters, airplanes, and unmanned aerial vehicles (UAVs, e.g., drones). Such devices typically include an input sensor (e.g., a camera) and a processing unit that analyzes the input data and determines whether to apply the compounds of the present invention to crop plants (or weeds) in a specific and precise manner based on the analysis results. The use of such smart spraying devices typically requires a location system (e.g., a GPS receiver) for locating the recorded data and guiding or controlling the agricultural vehicle, a geographic information system (GIS) for representing the acquired information on an understandable map, and an appropriate agricultural vehicle for performing the desired agricultural task, such as spraying.

[0213] As an example, diseases can be detected from images captured by a camera. The diseases can be identified and / or classified based on the images. Image processing algorithms can be used for such identification and / or classification. Such image processing algorithms can utilize machine learning algorithms (e.g., trained neural networks, decision trees) or artificial intelligence algorithms. In this way, the compounds described herein can be applied only where needed.

[0214] Favorable crop response: The composition of the present invention not only effectively controls plant pathogens, but also exhibits plant growth-promoting effects such as promoting root growth, improving tolerance to drought, high salt concentrations, high temperatures, low temperatures, frost, or light radiation, improving flowering, improving nutrient use efficiency (e.g., improving nitrogen assimilation), improving the quality of plant products, increasing the number of productive tillers, and improving resistance to insect pests, thereby resulting in improved yields.

[0215] Synergy: A composition containing a compound of formula (I) as component (1), component (2) and component (3) in a specific ratio is advantageously selected to exhibit a synergistic effect. The expected effect of a composition containing the active ingredients can be calculated using Colby's formula (Colby, SR, "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds, Volume 15, Issue 1, January 1967, pp. 20-22). According to the present invention, if the effect of a composition or mixture exceeds the sum of the effects of the individual components, the composition is considered to be a synergistic combination or a synergistic mixture.

[0216] Colby's formula: The expected activity of a composition consisting of three active ingredients (three-component composition) can be calculated as follows.

number

[0217] However, in addition to the actual synergistic effect on fungicidal activity, the compositions of the present invention may also have unexpected advantageous properties, such as better degradability, improved toxicological and / or ecotoxicological behavior, and improved plant growth and health leading to higher yields, including improved emergence, a more developed root system, increased tillers, increased plant height, larger leaf blades, reduced lower leaf defoliation, stronger tillers, greener leaf color, increased productive tillers, earlier flowering, earlier ripening, reduced lodging, increased stem growth, improved plant vigor, and earlier germination.

[0218] Chemical Examples: The following representative examples are illustrative of methods and processes for making compounds of the present invention, but are not intended to be limiting of the invention and include the best mode contemplated by the inventors for carrying out the invention.

[0219] Example 1: Synthesis of N'-(3-bromo-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide Step 1: Preparation of 3-bromo-2,5-dimethylaniline To a stirred suspension of 3-bromo-2,5-dimethylaniline hydrochloride (20.00 g, 85 mmol) in dichloromethane (250 mL), triethylamine (58.9 mL, 423 mmol) was added dropwise at 0° C. and stirred at 25° C. for 3 hours. The reaction mixture was diluted with dichloromethane (100 mL), washed twice with water (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 3-bromo-2,5-dimethylaniline (14 g, 70.0 mmol, 83% yield). 1 GCMS m / z 198.9 (M + ).

[0220] Step 2: Preparation of N'-(3-bromo-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide 3-Bromo-2,5-dimethylaniline (10.0 g, 50.0 mmol) was dissolved in trimethyl orthoformate (120 mL) and anhydrous p-toluenesulfonic acid monohydrate (0.95 g, 5.0 mmol) was added. The resulting reaction mixture was refluxed at 105°C for 4 hours. After completion of the reaction, the solvent was removed under reduced pressure. The crude product was dissolved in 1,4-dioxane (120 mL) under a nitrogen atmosphere and N-ethylmethylamine (8.7 mL, 100 mmol) was added. The resulting reaction mixture was heated at 80°C for 3 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, and the crude product was purified by column chromatography using 30% ethyl acetate in hexane as the eluent to give N'-(3-bromo-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide (12 g, 50 mmol, 89% yield). 1 H-NMR (400 MHz, DMSO-d6) δ 7.62 (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 / z 270.90 (M + 1).

[0221] Example 2: Synthesis of N'-(3-bromo-5-chloro-2-methylphenyl)-N-ethyl-N-methylformimidamide Step 1: Preparation of 1-bromo-5-chloro-2-methyl-3-nitrobenzene 4-Chloro-1-methyl-2-nitrobenzene (15.00 g, 87 mmol) was dissolved in trifluoroacetic acid (18.07 mL, 235 mmol), and concentrated sulfuric acid (54.2 mL, 704 mmol) was added dropwise at 0°C with stirring. N-Bromosuccinimide (20.2 g, 114 mmol) was then added in portions over 30 minutes, and the mixture was stirred at 25°C for 16 hours. The reaction mixture was carefully poured onto crushed ice, hydroxylated, and extracted twice with ethyl acetate (100 mL). The resulting ethyl acetate layer was washed successively with water (50 mL) and saturated brine (50 mL), dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated. The crude product was purified by silica gel column chromatography using ethyl acetate in hexane as an eluent to obtain a yellow solid, 1-bromo-5-chloro-2-methyl-3-nitrobenzene (15 g, 59.9 mmol, yield 68%). GCMS m / z: 248.9 (M + )

[0222] Step 2: Preparation of 3-bromo-5-chloro-2-methylaniline 1-Bromo-5-chloro-2-methyl-3-nitrobenzene (15 g, 59.9 mmol) was dissolved in a 200 mL ethanol / water (2:1) mixture, and iron powder (33.4 g, 599 mmol) and ammonium chloride (32 g, 599 mmol) were added. The mixture was heated and stirred at 80 °C for 5 h. After completion of the reaction, the reaction mixture was cooled to 25 °C and filtered through a celite bed. The residue was thoroughly washed with ethyl acetate. The entire filtrate was concentrated under reduced pressure, and the crude product was diluted with saturated aqueous sodium bicarbonate and extracted three times with ethyl acetate (250 mL). The organic layer was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated. The crude product was purified by column chromatography using ethyl acetate in hexane as the eluent to give 3-bromo-5-chloro-2-methylaniline (8.5 g, 38.5 mmol, 64% yield). GCMS m / z: 218.9 (M + )

[0223] Step 3: Preparation of N'-(3-bromo-5-chloro-2-methylphenyl)-N-ethyl-N-methylformimidamide 3-Bromo-5-chloro-2-methylaniline (14 g, 63.5 mmol) was dissolved in trimethyl orthoformate (21 mL, 190 mmol), and p-toluenesulfonic acid monohydrate (1.2 g, 6.4 mmol) was added. The resulting mixture was refluxed at 100 °C for 3 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was redissolved in 1,4-dioxane (100 mL) under a nitrogen atmosphere, and N-ethylmethylamine (16.4 mL, 190 mmol) was added. The mixture was refluxed at 80 °C for 3 hours. After completion of the reaction, the reaction mixture was diluted with water (100 mL) and extracted twice with ethyl acetate (100 mL). The organic layer was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, filtered, and the solvent was evaporated. The crude product was purified by column chromatography using ethyl acetate in hexane as the eluent to give N'-(3-bromo-5-chloro-2-methylphenyl)-N-ethyl-N-methylformimidamide (12 g, 41.4 mmol, 65% yield). 1 H-NMR (400 MHz, DMSO-d6) δ 7.78-7.63 (m, 1H), 7.18 (d, 1H), 6.95-6.87 (m, 1H), 3.47-3.30 (m, 2H), 3.01-2.90 (m, 3H), 2.25 (s, 3H), 1.17-1.09 (m, 3H). LCMS m / z 289.0 (M + l ).

[0224] Example 3: Synthesis of N-ethyl-N'-(3-(3-methoxybenzyl)-2,5-dimethylphenyl)-N-methylformimidamide a) Preparation of N'-(2,5-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-ethyl-N-methylformimidamide N'-(3-Bromo-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide (5.0 g, 18.6 mmol), bis(pinacolato)diboron (7.1 g, 27.9 mmol), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II)·dichloromethane complex [PdCl2(dppf)·CHCl2] (0.76 g, 0.93 mmol), and potassium acetate (3.65 g, 37.1 mmol) were added to 1,4-dioxane (120 mL) and degassed under a stream of nitrogen for 5 minutes. The reaction mixture was stirred at 95 °C under a nitrogen atmosphere for 16 hours. After completion of the reaction, the mixture was diluted with dichloromethane, filtered through a pad of Celite, and the residue was washed with dichloromethane (100 mL). The filtrate was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The resulting crude product was purified by column chromatography using ethyl acetate in hexane as the eluent to give N'-(2,5-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-ethyl-N-methylformimidamide (3.2 g, yield 55%). LCMS m / z 317.25 (M + 1 ).

[0225] b) Preparation of N-ethyl-N'-(3-(3-methoxybenzyl)-2,5-dimethylphenyl)-N-methylformimidamide N'-(2,5-dimethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-ethyl-N-methylformimidamide (1.5 g, 4.7 mmol), 1-(bromomethyl)-3-methoxybenzene (1.0 g, 4.7 mmol), tetrakis(triphenylphosphine)palladium(0) [Pd(PPh3)4] (0.3 g, 0.2 mmol), and potassium carbonate (1.6 g, 11.9 mmol) were added to a dioxane:water (18 mL, 8:2) mixture and degassed with nitrogen. The reaction mixture was stirred at 90 °C under a nitrogen atmosphere for 4 h. After completion of the reaction, the mixture was cooled to 25 °C and filtered through a pad of Celite. The filtrate was diluted with ethyl acetate, washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The resulting crude product was purified by preparative HPLC to obtain N-ethyl-N'-(3-(3-methoxybenzyl)-2,5-dimethylphenyl)-N-methylformimidamide (0.4 g, yield 29%). 1 H-NMR (400 MHz, DMSO-d6) δ 7.55 (bs, 1H), 7.16 (t, 1H), 6.74-6.70 (m, 1H), 6.67-6.63 (m, 2H), 6.57 (s, 1H), 6.45 (s, 1H), 3.83 (s, LCMS m / z 311.15(M) + 1 ).

[0226] Example 4: Synthesis of N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide a) Synthesis of N'-(5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-ethyl-N-methylformimidamide N'-(3-Bromo-5-chloro-2-methylphenyl)-N-ethyl-N-methylformimidamide (10 g, 34.5 mmol), bis(pinacolato)diboron (17.5 g, 69.1 mmol), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II)·dichloromethane complex [PdCl2(dppf)·CHCl2] (2.8 g, 3.5 mmol), and potassium acetate (6.8 g, 69.1 mmol) were mixed in 1,4-dioxane (100 mL) and degassed with nitrogen for 5 minutes. The reaction mixture was stirred at 95°C under a nitrogen atmosphere for 16 hours. After completion of the reaction, the reaction mixture was diluted with dichloromethane, filtered through a pad of Celite, and the residue was washed with dichloromethane (100 mL). The filtrate was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The resulting crude product was purified by silica gel column chromatography (eluent: ethyl acetate / hexane) to give N'-(5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-ethyl-N-methylformimidamide (8 g, 23.7 mmol, yield 69%). LCMS m / z 337.1 (M +1 ).

[0227] b) Synthesis of N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide N'-(5-chloro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-N-ethyl-N-methylformimidamide (2.5 g, 7.4 mmol), 1-(bromomethyl)-3-methylbenzene (1.4 g, 7.4 mmol), tetrakis(triphenylphosphine)palladium(0) [Pd(PPh3)4] (0.4 g, 0.4 mmol), and potassium carbonate (2.1 g, 14.9 mmol) were mixed in a dioxane / water mixture (30 mL, 8:2) and degassed with nitrogen. The reaction mixture was stirred at 90°C under a nitrogen atmosphere for 4 hours. After completion of the reaction, the mixture was cooled to room temperature (25°C) and filtered through a pad of Celite. The filtrate was diluted with ethyl acetate, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the resulting crude product was purified by preparative HPLC to give N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide (1.6 g, 5.1 mmol, 68% yield). 1 H-NMR (400 MHz, DMSO-d6) δ 7.70-7,50 (m, 1H), 7.14 (t, 1H), 6.95 (d, 1H), 6.91 (s, 1H), 6.87 (d, 1H), 6.73-6.67 (m, 2H), 3.84 (s, LCMS m / z 315.1 (M + 1 ).

[0228] Biological Examples As described herein, compounds of formula (I) or compositions containing said compounds exhibit fungicidal activity against a number of fungi that infest important agricultural crops. The compounds or compositions of the present invention were evaluated for activity in the following tests. The following examples are provided to aid in the understanding of the present invention without limiting it.

[0229] Biological test examples The methods used to confirm the efficacy of the single compounds and the corresponding compositions against various pathogens are as follows.

[0230] Example A: Rice blast fungus (Pyricularia oryzae) test The single compounds or compositions were dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing a surfactant to a nominal spray volume of 30 mL. The test solutions were placed in spray bottles and used for spraying. To evaluate preventive activity, healthy rice seedlings grown in a greenhouse were sprayed with the single compounds or compositions at the indicated application rates using a hollow cone nozzle in a spray cabinet. One day after treatment, 1.4 x 10 6 After inoculation, the plants were kept in a greenhouse chamber (temperature 24°C, relative humidity 95%) to allow the disease to develop. Visual evaluation of the individual compounds or compositions was performed by rating the disease severity on the treated plants on a scale of 0 to 100% 3, 7, 10, and 15 days after treatment. The control efficacy (% control) of the individual compounds and compositions was calculated by comparing the disease severity in the treated plots with that in the untreated, inoculated control plots. In addition, the plant compatibility (presence or absence of phytotoxicity) of the compounds and mixtures was evaluated by recording symptoms such as necrosis, chlorosis, and suppression of plant height. The results for representative compounds of formula (I), particularly (I-1), are shown in Table A. Particularly surprisingly, the following combinations shown in the table showed unexpected synergistic effects.

[0231] Table A1: The following table (Table A1) shows the synergistic fungicidal activity against rice blast fungus (Pyricularia oryzae) when a representative compound of the present invention (particularly compound (I-1) of formula (I)) is used as component (1), a compound selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, or a salt thereof is used as component (2), and a compound belonging to groups (A) to (E) is used as component (3). Particularly surprisingly, the following combinations shown in the table showed unexpected synergistic effects.

[0232] [Table A1-1] [Table A1-2] [Table A1-3] [Table A1-4] [Table A1-5] [Table A1-6] [Table A1-7] [Table A1-8] [Table A1-9] [Table A1-10] [Table A1-11] [Table A1-12] [Table A1-13] [Table A1-14] [Table A1-15] [Table A1-16] [Table A1-17] [Table A1-18]

[0233] Example B: Alternaria solani Test on Tomato Single compounds or combinations of compounds were dissolved in 2% dimethyl sulfoxide / acetone and then mixed with emulsifier in water to a calibrated spray volume of 30 mL. The test solutions were poured into spray bottles for subsequent application. To test the preventive activity of the compounds, healthy young tomato plants grown in a greenhouse were sprayed with a single compound or a composition of the compounds at the indicated application rates using a hollow cone nozzle in a spray cabinet. One day after treatment, 0.24 x 10 6 Plants were inoculated with a spore suspension containing 100 ml of Alternaria solani inoculum and 2% malt. The inoculated plants were then kept in a greenhouse chamber at 22-24°C and 90-95% relative humidity for disease development. Visual evaluation of the performance of single compounds or compositions of compounds was performed by assessing disease severity (on a 0-100% scale) on treated plants 3, 7, 10, and 15 days after treatment. The control efficacy (% control) of single compounds and compositions was calculated by comparing disease scores on untreated, inoculated control plants with those on treated plots. Compounds and compositions were also evaluated for plant compatibility by recording symptoms such as necrosis, yellowing, and dwarfism. The results are shown in Table B1 for representative compounds of formula (I), particularly (I-1). Surprisingly, it has been found that the combinations shown in the table below exhibit unexpected synergistic effects.

[0234] The synergistic fungicidal activity of the composition of the present invention against Alternaria solani on tomato plants is shown in the table below for a representative compound of formula (I), particularly compound (I-1), as component (1), azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or a salt thereof as component (2), and a compound selected from groups (A) to (E) as component (3).

[0235] [Table B1-1] [Table B1-2] [Table B1-3] [Table B1-4] [Table B1-5] [Table B1-6] [Table B1-7] [Table B1-8] [Table B1-9] [Table B1-10] [Table B1-11] [Table B1-12] [Table B1-13] [Table B1-14]

[0236] Example C: Erysiphe cichoracearum Test on Cucumber Single compounds or combinations of compounds were dissolved in 2% dimethyl sulfoxide / acetone and then mixed with emulsifier in water to a calibrated spray volume of 30 mL. The test solutions were poured into spray bottles for subsequent application. To test the preventive activity of the compounds, healthy young cucumber plants grown in a greenhouse were sprayed with a single compound or a composition of the compounds at the indicated application rate using a hollow cone nozzle in a spray cabinet. One day after treatment, 2 x 10 5 Plants were inoculated with a conidial suspension containing Erysiphe cichoracearum inoculum. The inoculated plants were then kept in a greenhouse chamber set at 22-24°C and 50-60% relative humidity for disease development. Visual evaluation of the performance of single compounds and compositions of compounds was performed by assessing disease severity (on a 0-100% scale) on treated plants 3, 7, 10, and 15 days after treatment. The control efficacy (% control) of compounds and compositions was calculated by comparing disease scores on untreated, inoculated control plants with those on treated plots. Compounds and compositions of compounds were also evaluated for plant compatibility by recording symptoms such as necrosis, yellowing, and dwarfism. The results are shown in Table C1 for representative compounds of formula (I), particularly (I-1). Surprisingly, it has been found that the combinations shown in the table below exhibit unexpected synergistic effects.

[0237] Table C1: Synergistic fungicidal activity of the composition of the present invention, where representative compounds of formula (I) are, in particular, compound (I-1) as component (1), other components (2) selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or salts thereof, and component (3) selected from groups (A) to (E), is shown in the table below for a composition acting against Erysiphe cichoracearum on cucumber.

[0238] [Table C1-1] [Table C1-2] [Table C1-3] [Table C1-4] [Table C1-5] [Table C1-6]

[0239] Example D: Phakopsora pachyrhizi testing on soybean Single compounds or each compound combination was dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing an emulsifier to a calibrated spray volume of 30 mL. The test solution was poured into a spray bottle for further application. To test for preventative activity, healthy young soybean plants grown in a greenhouse were sprayed with the single compounds or compositions thereof at the indicated application rates using a hollow cone nozzle in a spray cabinet. One day after treatment, the plants were sprayed with 2 x 10 5 The plants were inoculated with a suspension containing conidia of Phakopsora pachyrhizi. The inoculated plants were then kept in a greenhouse chamber at a temperature of 22-24°C and a relative humidity of 80-90% to allow the disease to develop. The performance of the single compounds and their respective compositions was evaluated visually by rating the disease severity on treated plants on a scale of 0 to 100% at 3, 7, 10, and 15 days after treatment. The efficacy (% control) of the compounds and their compositions was calculated by comparing the disease severity in the treated plots with that of untreated, inoculated control plants. The compounds and compositions were also evaluated for plant compatibility by recording symptoms such as necrosis, yellowing, and dwarfism. The results for representative compounds of formula (I), particularly (I-1), are shown in Table D1. Surprisingly, the combinations shown in the table below demonstrated unexpected synergistic effects.

[0240] Table D1: The synergistic fungicidal activity of the compositions of the present invention, which comprise a representative compound of formula (I), particularly compound (I-1), as component (1), component (2) selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or a salt thereof, and component (3) selected from groups (A) to (E), against Phakopsora pachyrhizi tests on soybean, is shown in the table below.

[0241] [Table D1-1] [Table D1-2] [Table D1-3] [Table D1-4] [Table D1-5]

[0242] Example E: Parastagonospora nodorum / Septoria nodorum / Stagnospora nodorum testing in wheat Single compounds or combinations of compounds were dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing an emulsifier to a calibrated spray volume of 30 mL. The resulting spray solution was dispensed into spray bottles for further treatment. To test the preventative activity of the compounds and compositions, healthy young greenhouse-grown wheat plants were sprayed with the single compounds or compositions at the indicated application rates using a hollow cone nozzle in a spray cabinet. One day after treatment, the plants were sprayed with 2.8 x 106 The plants were inoculated with a suspension containing an inoculum of Stagnospora nodorum. After inoculation, the plants were kept in a greenhouse chamber at a temperature of 22 to 25°C and a relative humidity of 90 to 100% to allow the disease to develop. The performance of the individual compounds and compositions was visually assessed by assessing disease severity (on a 0-100% scale) on treated plants 3, 7, and 10 days after treatment. The control efficacy (% control) of the compounds and compositions was calculated by comparing the disease scores of the treated plots with those of the untreated, inoculated control plots. Plant compatibility of the compounds and compositions was also assessed by recording symptoms such as necrosis, yellowing, and wilting. The results for representative compounds of formula (I), particularly compound (I-1), are shown in Table E1. Surprisingly, the combinations shown in the table below demonstrated an unexpected synergistic effect.

[0243] Table E1: The synergistic fungicidal activity of the composition of the present invention against Septoria nodorum in wheat is shown in the table below, where a representative compound of formula (I), particularly compound (I-1), is used as component (1), another component (2) is selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or a salt thereof, and further component (3) is selected from group (A) to (E).

[0244] [Table E1-1] [Table E1-2] [Table E1-3] [Table E1-4] [Table E1-5] [Table E1-6] [Table E1-7] [Table E1-8] [Table E1-9] [Table E1-10]

[0245] Example F: Gray Mold (Botrytis cinerea) Testing on Tomatoes Single compounds or each compound combination was dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing an emulsifier to a calibrated spray volume of 30 mL. The test solution was placed in a spray bottle for further application. To test the preventive activity of the compounds or respective compositions, healthy young tomato plants grown in a greenhouse were sprayed with the single compounds or respective compositions at the indicated application rates using a hollow cone nozzle in a spray cabinet. One day after treatment, 1.2 x 10 6 Plants were inoculated with a spore suspension containing 100 Botrytis cinerea inoculum and 2% malt. The inoculated plants were then maintained in a greenhouse chamber at 18-20°C and 90-100% relative humidity to allow disease development. The performance of the individual compounds and their respective compositions was evaluated visually by rating the disease severity on treated plants on a 0-100% scale 3, 7, and 10 days after treatment. The efficacy of the compounds and compositions (% control) was calculated by comparing the disease scores of the treated plots with those of the untreated, inoculated control plots. The compounds and compositions were also evaluated for plant compatibility by recording symptoms such as necrosis, yellowing, and dwarfing. The results for representative compounds of formula (I), particularly compound (I-1), are shown in Table F1. Surprisingly, the combinations shown in the table below demonstrated an unexpected synergistic effect.

[0246] Table F1: The synergistic fungicidal activity of the composition of the present invention, in which a representative compound of formula (I), particularly compound (I-1), is used as component (1), other component (2) is selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or a salt thereof, and further component (3) is selected from groups (A) to (E), is shown in the table below against Botrytis cinerea in tomatoes.

[0247] [Table F1-1] [Table F1-2] [Table F1-3] [Table F1-4] [Table F1-5] [Table F1-6] [Table F1-7] [Table F1-8]

[0248] Example G: Phytophthora infestans Test on Tomato Plants Single compounds or each compound combination were dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing an emulsifier to achieve the desired test concentration in a calibrated spray volume of 50 mL. The test solution was placed in a spray bottle for further application. To test the preventive activity of the compounds, healthy young tomato plants grown in a greenhouse were sprayed with the active ingredient formulation at the indicated application rate using a hollow cone nozzle in a spray cabinet. One day after treatment, 0.24 x 10 6 Plants were inoculated with a sporangia suspension (in chilled sterile water) containing 100 Phytophthora infestans inoculum. After inoculation, the plants were kept in the dark at 15°C for 24 hours and then transferred to a greenhouse chamber at 18°C ​​and 95-100% relative humidity for disease development. The performance of the single compounds and each compound combination was evaluated visually by rating the disease severity on treated plants on a 0-100% scale at 3, 7, 10, and 15 days after treatment. The efficacy of compounds and combinations (% control) was calculated by comparing the disease scores of treated plots with those of untreated controls. Compounds were also evaluated for plant compatibility by recording symptoms such as necrosis, yellowing, and dwarfing. The results for representative compounds of formula (I), particularly compound (I-1), are shown in Table G1. Surprisingly, the combinations shown in the table below demonstrated an unexpected synergistic effect.

[0249] Table G1: Synergistic fungicidal activity of the compositions of the present invention, which contain a representative compound of formula (I), particularly compound (I-1), as component (1), another component (2) selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or a salt thereof, and further wherein component (3) is selected from groups (A) to (E), the activity against Phytophthora infestans in tomato is shown in the table below.

[0250] [Table G1-1] [Table G1-2] [Table G1-3] [Table G1-4] [Table G1-5] [Table G1-6] [Table G1-7] [Table G1-8] [Table G1-9] [Table G1-10] [Table G1-11]

[0251] Example H: Rhizoctonia solani test in rice Single compounds or compound combinations were dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing an emulsifier to give a calibrated spray volume of 50 mL. The test solutions were poured into spray bottles for later application. To test the preventive activity of the compounds, healthy young rice seedlings / plants grown in a greenhouse were sprayed with the active compound preparation at the defined application rate in a spray cabinet using a hollow cone nozzle. One day after treatment, the plants were inoculated with an equal amount of infected sorghum grain containing Rhizoctonia solani. After inoculation, the plants were kept in a greenhouse chamber maintained at 24-25°C and 90-95% relative humidity for symptom development. Visual evaluation of the performance of single compounds and compound combinations was performed by rating the disease severity of treated plants on a scale of 0 to 100% at 3, 7, 10, and 15 days after treatment. Compound efficacy (% control) was calculated by comparing it with the disease rating of untreated, inoculated control plants. Compounds were also evaluated for plant compatibility by recording symptoms such as necrosis, yellowing, and dwarfing. The results for representative compounds of formula (I), particularly compound (I-1), are shown in Table H1. Surprisingly, the combinations shown in the table below demonstrated an unexpected synergistic effect.

[0252] Table H1: The synergistic fungicidal activity of the composition of the present invention, which contains a representative compound of formula (I), particularly compound (I-1), as component (1), and another component (2) selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or a salt thereof, and further contains a component selected from groups (A) to (E) as component (3), is shown in the table below. The results of the evaluation in a Rhizoctonia solani test on rice are shown in the table below.

[0253] [Table H1-1] [Table H1-2] [Table H1-3] [Table H1-4] [Table H1-5]

[0254] Example J: Fusarium culmorum testing in wheat Single compounds or compound combinations were dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing an emulsifier to prepare a calibrated spray volume of 50 mL. The test solutions were then poured into spray bottles for subsequent application. To test the preventive activity of compounds, healthy young wheat plants grown in a greenhouse were sprayed with the active compound formulations at the indicated rates using a hollow-cone nozzle in a spray cabinet. One day after treatment, the plants were inoculated with a 2 x 10^6 spore / mL suspension of Fusarium culmorum inoculum containing 2% malt. After inoculation, the plants were maintained in a greenhouse chamber at 24°C and 80-90% relative humidity to allow disease development. The performance of the single compounds and the compound combinations was evaluated visually by rating the disease severity on the treated plants on a scale of 0 to 100% at 3, 7, 10, and 15 days after treatment. The control efficacy (% control) of the compounds was calculated by comparing the disease scores of the treated plots with those of the untreated, inoculated control plots. The compounds were also evaluated for plant compatibility by recording symptoms such as necrosis, yellowing, and dwarfing. The results for representative compounds of formula (I), particularly compound (I-1), are shown in Table J1. Surprisingly, it has been found that the combinations shown in the table below exhibit unexpected synergistic effects.

[0255] Table J1: Synergistic fungicidal activity of the composition of the present invention. The table below shows the synergistic fungicidal activity against Fusarium culmorum in wheat of a composition containing a representative compound of formula (I), particularly compound (I-1), as component (1), and another component (2) selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, or a salt thereof, and further containing a compound selected from groups (A) to (E) as component (3).

[0256] [Table J1-1] [Table J1-2] [Table J1-3] [Table J1-4] [Table J1-5] [Table J1-6] [Table J1-7] [Table J1-8] [Table J1-9] [Table J1-10]

[0257] Example K: Pseudoperonospora cubensis testing on cucumber Single compounds or each compound combination was dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing an emulsifier to achieve the desired test concentration in a calibrated spray volume of 50 mL. The resulting test solution was transferred to a spray bottle for subsequent application. To test the preventive activity of the compounds, healthy young cucumber plants grown in a greenhouse were sprayed with the active compound formulations at the indicated application rates using a hollow cone nozzle in a spray cabinet. One day after treatment, 2 x 10 4 Plants were inoculated with a conidial suspension containing Pseudoperonospora cubensis inoculum. After inoculation, the plants were kept in a greenhouse chamber at a temperature of 23°C and a relative humidity of 80-90% until disease manifestation. The performance of the individual compounds and each compound combination was visually assessed by assessing disease severity on treated plants 3, 7, 10, and 15 days after application on a scale of 0 to 100%. The control efficacy of the compounds (% control) was calculated by comparing the disease severity in the treated plots with that in the untreated, inoculated control plots. Plant compatibility was also assessed by recording symptoms such as necrosis, yellowing, and dwarfing. The results for representative compounds of formula (I), particularly (I-1), are shown in Table K1. Surprisingly, it has been found that the combinations shown in the table below exhibit unexpected synergistic effects.

[0258] Table K1: A table showing the synergistic fungicidal activity of the compositions of the present invention, showing the activity against Pseudoperonospora cubensis in cucumber when a representative compound of formula (I), particularly (I-1), is used as component (1), component (2) is selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or a salt thereof, and component (3) is selected from groups (A) to (E).

[0259] [Table K1-1] [Table K1-2] [Table K1-3] [Table K1-4] [Table K1-5] [Table K1-6] [Table K1-7] [Table K1-8] [Table K1-9] [Table K1-10] [Table K1-11] [Table K1-12] [Table K1-13]

[0260] Example L: Corynespora cassiicola testing on tomato plants The compounds were dissolved in 2% dimethyl sulfoxide / acetone and then mixed with water containing an emulsifier to give a calibrated spray volume of 30 mL. Each spray solution was poured into a spray bottle for subsequent application. To test the preventive activity of the compounds, healthy young tomato plants grown in a greenhouse were sprayed with the active compound formulation at the prescribed application rate using a hollow cone nozzle in a spray cabinet. One day after treatment, 2.6 x 10 6 Plants were inoculated with a spore suspension containing the Corynespora cassiicola inoculum. After inoculation, the plants were maintained in a greenhouse chamber at a temperature of 22-24°C and a relative humidity of 90-95% until disease manifestation. The performance of the individual compounds and each compound combination was visually assessed by assessing disease severity on a 0-100% scale on treated plants 3, 7, 10, and 15 days after application. The control efficacy of the compounds (% control) was calculated by comparing the disease severity of the treated plots with that of the untreated, inoculated control plots. Plant damage was also assessed by recording symptoms such as necrosis, yellowing, and dwarfing. The results for representative compounds of formula (I) of the present invention, particularly (I-1), are shown in Table L1. Surprisingly, it has been found that the combinations shown in the table below exhibit unexpected synergistic effects.

[0261] Table L1: Synergistic fungicidal activity of the composition of the present invention, which contains a representative compound of formula (I), particularly (I-1), as component (1), a component selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpirfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb or a salt thereof as component (2), and a component selected from groups (A) to (E) as component (3), and which acts against Corynespora cassiicola in tomato.

[0262] [Table L1-1] [Table L1-2] [Table L1-3]

[0263] Unexpectedly and surprisingly, the compositions of the present invention exhibited a synergistic effect compared to each component alone. Although the present invention has been described in terms of certain preferred embodiments, other embodiments will become apparent to those skilled in the art from consideration of the present disclosure.

Claims

1. A pesticide composition comprising a mixture of component (1) and at least two components selected from component (2), component (3), or a combination of component (2) and component (3), Component (1) is a compound of formula (I), and salts, N-oxides, metal complexes, or stereoisomers thereof: 【Chemistry 1】 During the ceremony, R １ is selected from the group consisting of methyl, ethyl, isopropyl, and cyclopropyl; R ２ is selected from the group consisting of ethyl, isopropyl, cyclopropyl, and cyclopropylmethyl; R ３ is selected from the group consisting of halogen, cyano, methyl, ethyl, isopropyl, halomethyl, and cyclopropyl; R ４ is selected from the group consisting of halogen, cyano, methyl, ethyl, isopropyl, halomethyl, methoxy, and cyclopropyl; R ５ and R ６ are each independently selected from the group consisting of hydrogen, halogen, cyano, methyl, halomethyl, and methoxy; or R ５ and R ６ together with the carbon atom to which they are attached form a cyclopropyl; R ７ is selected from the group consisting of hydrogen, halogen, cyano, methyl, ethyl, isopropyl, halomethyl, methoxy, ethoxy, isopropoxy, halomethoxy, haloethoxy, and cyclopropyl; n represents an integer 0, 1, 2, 3 or 4; As component (2), at least one fungicide selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpyrfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, or a salt thereof; and As component (3), at least one fungicide selected from the following group, which is different from component (1) and component (2): (A) a sterol biosynthesis inhibitor selected from the following: (A001) prothioconazole; (A002) cyproconazole; (A003) tebuconazole; (A004) mefentrifluconazole; (A005) difenoconazole; (A006) epoxiconazole; (A007) metconazole; (A008) paclobutrazol (A009) pyrisoxazole; (A010) propiconazole; (A011) tetraconazole; (A012) triticonazole; (A013) ipfentrifluconazole; (A014) clotrimazole; (A015) econazole; (A016) isoconazole (A017) miconazole; (A018) oxpoconazole; (A019) triflumizole; (A020) azaconazole; (A021) bromuconazole; (A022) diniconazole; (A023) diniconazole-M; (A024) etaconazole; (A025) fenbuco (A026) hexaconazole; (A027) imibenconazole; (A028) penconazole; (A029) simeconazole; (A030) ipconazole; (A031) uniconazole; (A032) fenhexamid; (A033) fenpropidin;(A034) fenpropimorph; (A035) fenpyrazamine; (A036) fluquinconazole; (A037) flutriafol; (A038) imazalil; (A039) imazalil sulfate sulfate; (A040) spiroxamine; (A041) prochloraz; (A042) myclobutanil; (A043) triadimenol; (A044) tridemorph; (A045) terbinafine; (A046) buthiobate; (A047) pyrifenox; (A048) fenarimol; (A049) nuarimol; (A050) thiazol-10-one; (A051) triforine; (A052) bitertanol; (A053) pefurazoate; (A054) triadimefon; (A055) pyributicarb; (A056) dodemorph; (A057) aldimorph; (A058) trimorphamide; (A059) piperalin; (A060) naftifine; (B) an inhibitor of complex I or II of the respiratory chain, selected from the following: (B001) benzovindiflupyr; (B002) bixafen; (B003) fluindapyr; (B004) fluxapyroxad; (B005) inpyrfluxam; (B006) boscalid; (B007) carboxin; (B008) fluopyram; (B009) flutolanil; (B010) furametpyr; (B011) isofetamide; (B012) penflufen; (B013) penthiopyrad nthiopyrad; (B014) pydiflumetofen; (B015) pyraziflumid; (B016) sedaxane; (B017) isoflucypram; (B018) pyrapropoyne; (B019) fenfuram; (B020) mepronil; (B021) benodanil; (B022) oxycarboxin; (B023) diflumetorim; (B024) thifluzamide; (B025) isopyrazam; (C) an inhibitor of complex III of the respiratory chain, selected from the following: (C001) metarylpicoxamid; (C002) azoxystrobin; (C003) metominostrobin; (C004) orysastrobin; (C005) picoxystrobin; (C006) pyraclostrobin; (C007) pyrametostrobin; (C008) pyraoxystrobin; (C009) trifloxystrobin; (C010) coumethoxystrobin; (C011) coumoxystrobin; (C012) dimoxystrobin; (C013) enoxastrobin (C014) flufenoxystrobin; (C015) fluoxastrobin; (C016) mandestrobin; (C017) ametoctradin; (C018) amisulbrom; (C019) cyazofamid; (C020) furan (C021) Fenamidone; (C022) Kresoxim-methyl; (C023) Methyltetraprole; (C024) Florylpicoxamid; (C025) Pyribencarb; (C026) Fenpicoxamid; (D) a compound that may have multisite action and is selected from the following: (D001) chlorothalonil; (D002) mancozeb; (D003) copper hydroxide; (D004) copper oxychloride; (D005) captafol; (D006) captan; (D007) thiram; (D008) zineb; (D009) ziram; (D010) ferbam; (D011) dichlofluanid; (D012) tolylfluanid; (D013) guazatine ne); (D014) iminoctadine; (D015) anilazine; (D016) quinomethionate; (D017) dithianon; (D018) dodine; (D019) folpet; (D020) maneb; (D021) metiram; (D022) metiram zinc (D023) oxine-copper; (D024) propineb; (D025) copper naphthenate; (D026) copper oxide; (D027) copper sulfate; (D028) Bordeaux mixture; (D029) sulfur and sulfur preparations including calcium polysulfide; or (E) A histone deacetylase inhibitor selected from the following: (E001) flufenoxadiazam; (E002) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide.

2. 2. The pesticide composition of claim 1, comprising a mixture of components (1), (2) and (3), wherein component (1) is selected from the following: (I-1) N'-(5-chloro-2-methyl-3-(3-methylbenzyl)phenyl)-N-ethyl-N-methylformimidamide; (I-2) N-ethyl-N'-(5-fluoro-2-methyl-3-(3-methylbenzyl)phenyl)-N-methylformimidamide; (I-3) N'-(5-chloro-3-(4-methoxybenzyl)-2-methylphenyl)-N-ethyl-N-methylformimidamide; (I-4) N'-(3-(2-bromobenzyl)-5-fluoro-2-methylphenyl)-N-ethyl-N-methylformimidamide; (I-5) N-ethyl-N'-(3-(3-fluoro-2-methylbenzyl)-2,5-dimethylphenyl)-N-methylformimidamide; (I-6) N-ethyl-N'-(3-(3-methoxybenzyl)-2,5-dimethylphenyl)-N-methylformimidamide; (I-7) N'-(3-(4-(difluoromethoxy)benzyl)-2,5-dimethylphenyl)-N-ethyl-N-methylformimidamide; (I-8) N-ethyl-N'-(3-(3-fluoro-5-methylbenzyl)-5-methoxy-2-methylphenyl)-N-methylformimidamide; (I-9) N'-(5-chloro-3-(4-(difluoromethoxy)benzyl)-2-methylphenyl)-N-ethyl-N-methylformimidamide; or (I-10) N'-(5-chloro-3-(4-isopropoxybenzyl)-2-methylphenyl)-N-ethyl-N-methylformimidamide; and salts, N-oxides, metal complexes or stereoisomers thereof; As component (2), at least one fungicide selected from azoxystrobin, metominostrobin, picoxystrobin, trifloxystrobin, pyraclostrobin, methyltetraprole, benzovindiflupyr, bixafen, fluxapyroxad, fluindapyr, inpyrfluxam, mefentrifluconazole, cyproconazole, tebuconazole, prothioconazole, chlorothalonil, mancozeb, or a salt thereof; and As component (3), at least one fungicide selected from the following group, which is different from component (1) and component (2): (A) a sterol biosynthesis inhibitor selected from the following: (A001) prothioconazole; (A002) cyproconazole; (A003) tebuconazole; (A004) mefentrifluconazole; (A005) difenoconazole; (A006) epoxiconazole; (A007) metconazole; (A008) paclobutrazol (A009) pyrisoxazole; (A010) propiconazole; (A011) tetraconazole; (A012) triticonazole; (A013) ipfentrifluconazole; (A014) clotrimazole; (A015) econazole; (A016) isoconazole (A017) miconazole; (A018) oxpoconazole; (A019) triflumizole; (A020) azaconazole; (A021) bromuconazole; (A022) diniconazole; (A023) diniconazole-M; (A024) etaconazole; (A025) fenbuco (A026) hexaconazole; (A027) imibenconazole; (A028) penconazole; (A029) simeconazole; (A030) ipconazole; (A031) uniconazole; (A032) fenhexamid; (A033) fenpropidin;(A034) fenpropimorph; (A035) fenpyrazamine; (A036) fluquinconazole; (A037) flutriafol; (A038) imazalil; (A039) imazalil sulfate sulfate; (A040) spiroxamine; (A041) prochloraz; (A042) myclobutanil; (A043) triadimenol; (A044) tridemorph; (A045) terbinafine; (A046) buthiobate; (A047) pyrifenox; (A048) fenarimol; (A049) nuarimol; (A050) thiazol-10-one; (A051) triforine; (A052) bitertanol; (A053) pefurazoate; (A054) triadimefon; (A055) pyributicarb; (A056) dodemorph; (A057) aldimorph; (A058) trimorphamide; (A059) piperalin; (A060) naftifine; (B) Inhibitors of complex I or II of the respiratory chain, selected from the following: (B001) benzovindiflupyr; (B002) bixafen; (B003) fluindapyr; (B004) fluxapyroxad; (B005) inpyrfluxam; (B006) boscalid; (B007) carboxin; (B008) fluopyram; (B009) flutolanil; (B010) furametpyr; (B011) isofetamide; (B012) penflufen ); (B013) penthiopyrad; (B014) pydiflumetofen; (B015) pyraziflumid; (B016) sedaxane; (B017) isoflucypram; (B018) pyrapropoyne; (B019) fenfuram; (B020) mepronil; (B021) benodanil; (B022) oxycarboxin; (B023) diflumetorim; (B024) thifluzamide; (B025) isopyrazam; (C) Inhibitors of complex III of the respiratory chain, selected from the following: (C001) metharylpicoxamid; (C002) azoxystrobin; (C003) metominostrobin; (C004) orysastrobin; (C005) picoxystrobin; (C006) pyraclostrobin; (C007) pyrametostrobin; (C008) pyraoxystrobin; (C009) trifloxystrobin; (C010) coumethoxystrobin; (C011) coumoxystrobin; (C012) dimoxystrobin n); (C013) enoxastrobin; (C014) flufenoxystrobin; (C015) fluoxastrobin; (C016) mandestrobin; (C017) ametoctradin; (C018) amisulbrom; (C019) cyazofamid ); (C020) famoxadone; (C021) fenamidone; (C022) kresoxim-methyl; (C023) methyltetraprole; (C024) florylpicoxamid; (C025) pyribencarb; (C026) fenpicoxamid; (D) Compounds which may have multi-site action and are selected from the following: (D001) chlorothalonil; (D002) mancozeb; (D003) copper hydroxide; (D004) copper oxychloride; (D005) captafol; (D006) captan; (D007) thiram; (D008) zineb; (D009) ziram; (D010) ferbam; (D011) dichlofluanid; (D012) tolylfluanid; (D013) guazatine ne); (D014) iminoctadine; (D015) anilazine; (D016) quinomethionate; (D017) dithianon; (D018) dodine; (D019) folpet; (D020) maneb; (D021) metiram; (D022) metiram zinc (D023) oxine-copper; (D024) propineb; (D025) copper naphthenate; (D026) copper oxide; (D027) copper sulfate; (D028) Bordeaux mixture; (D029) sulfur and sulfur preparations including calcium polysulfide; or (E) A histone deacetylase inhibitor selected from the following: (E001) flufenoxadiazam; (E002) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide.

3. 2. The pesticide composition according to claim 1, wherein the weight ratio of component (1) to component (2) is 100:1 to 1:100, the weight ratio of component (1) to component (3) in the ternary composition is 100:1 to 1:100, and the weight ratio of component (2) to (3) in the ternary composition is 100:1 to 1:

100.

4. 2. The pesticide composition according to claim 1, wherein the weight ratio of component (1) to component (2) is 50:1 to 1:50, the weight ratio of component (1) to component (3) in the three-component composition is 100:1 to 1:100, and the weight ratio of component (2) to component (3) is 100:1 to 1:

100.

5. 2. The pesticide composition according to claim 1, wherein the weight ratio of component (1) to component (2) is 10:1 to 1:10, the weight ratio of component (1) to (3) in the ternary composition is 100:1 to 1:100, and the weight ratio of component (2) to (3) in the ternary composition is 100:1 to 1:

100.

6. 10. The pesticide composition of claim 1, wherein the composition further comprises an agriculturally acceptable additive.

7. 7. The pesticide composition of claim 6, wherein the agriculturally acceptable additive is selected from the group consisting of a solvent or diluent, dye, wetting agent, dispersant, emulsifier, antifoam, preservative, thickener, adhesive, gibberellin, solid carrier, liquid carrier, gaseous carrier, surfactant, binder, disintegrant, pH adjuster, anticaking agent, antifreeze agent, defoaming agent, extender, filler, stabilizer, colorant, or combinations thereof.

8. The composition is in the form of: Suspension concentrate (SC), water dispersible granule (WDG) / water dispersible granule (WG), tablet (TB), wettable powder (WP), water dispersible tablet (WT), ultra-low volume (ULV), liquid (UL), ultra-low volume (ULV), suspension (SU), water soluble powder (SP), suspo-emulsion (SE), granule (GR), emulsifiable granule (EG), water-in-water emulsion (EW), emulsifiable granule (EG), water-in-oil emulsion (EO), emulsifiable powder powder (EP), emulsion for seed treatment (ES), solution for seed treatment (LS), flowable concentrate for seed treatment (FS), emulsifiable concentrate (EC), micro-emulsion (ME), oil-in-water emulsions (EW), oil miscible flowable concentrate (oil miscible suspension) (OF), oil dispersible powder (OP), oil dispersion (OD), capsule suspension (CS), dustable powder (DP), soluble concentrate (SL), water soluble granules (water solublegranule (SG), aerosol (AE), a mixed formulation of CS and SC (ZC), a mixed formulation of CS and SE (ZE), or a mixed formulation of CS and EW (ZW). The pesticide composition according to claim 6 or 7,

9. The pesticide composition according to any one of claims 1 to 8, for controlling or preventing diseases of agricultural and / or horticultural crops caused by phytopathogenic fungi.

10. The present invention relates to a method for controlling or preventing diseases of agricultural and / or horticultural crops caused by phytopathogenic fungi, and the phytopathogenic fungi are selected from the group consisting of fungi of the genus Alternaria (Alternaria spp.), Botrytis spp., Cercospora spp., Colletotrichum spp., Corynespora spp., Erysiphe spp., Fusarium spp., Hemileia spp., Phakopsoraceae spp., Phytophthora spp., Pseudoperonospora spp., Pyricularia spp., Rhizoctonia spp., and the like.

10. The pesticide composition according to claim 9, wherein the insecticide is selected from the group consisting of Septoria spp., Puccinia spp., and Uromyces spp.

11. Use of the agrochemical composition according to any one of claims 1 to 8 for treating seeds, seeds of genetically modified plants or genetically modified plants.

12. A method for controlling or preventing infection of useful plants in agricultural and / or horticultural crops by phytopathogenic fungi, the method comprising applying an agriculturally effective amount of the composition according to any one of claims 1 to 8 to the plants or parts thereof, or to the seeds of said plants, or to the locus thereof.

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