Antifungal components
A fungicidal composition with a mixture of components (A) and (B) addresses the challenges of existing fungicides by enhancing biological activity and safety, providing effective control of plant pathogenic fungi with improved properties.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- SYNGENTA CROP PROTECITON AG
- Filing Date
- 2024-06-12
- Publication Date
- 2026-07-24
AI Technical Summary
Existing fungicides face challenges in achieving superior biological activity, favorable activity spectrum, improved safety profile, enhanced physicochemical properties, and reduced environmental impact for effective control of plant pathogenic fungi.
A fungicidal composition comprising a mixture of components (A) and (B), where component (A) is a compound of formula (I) and component (B) includes various fungicidal agents, applied in specific ratios to enhance biological activity and control plant pathogenic fungi.
The composition provides high biological activity, advantageous activity spectrum, increased safety profile, and improved physicochemical properties, offering effective control of plant pathogenic fungi while reducing the number and amount of applications required.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to novel fungicidal compositions, particularly their use in agriculture or horticulture to control diseases caused by plant pathogens such as plant pathogenic fungi, and to methods for controlling diseases of useful plants. [Background technology]
[0002] Although many fungicidal compounds and compositions belonging to various different chemical classifications have been developed and are under development for use as fungicides on useful plant crops, the resistance and activity of crops to specific plant pathogenic fungi do not always meet the requirements of agricultural practice in many respects. Therefore, there remains a need to find novel compounds and compositions with superior biological properties for use in controlling or preventing plant invasion by plant pathogenic fungi. For example, compounds with higher biological activity, a favorable activity spectrum, an increased safety profile, improved physicochemical properties, or increased biodegradability; or compositions with a broader activity spectrum, improved crop resistance, synergistic interactions or enhancing properties; or compositions that exhibit a faster onset of action or have longer-lasting residual activity; or compositions that enable a reduction in the number and / or amount of application of compounds and compositions required for effective control of plant pathogens, thereby enabling beneficial resistance management, reduced environmental impact, and reduced operator exposure. [Overview of the Initiative] [Problems that the invention aims to solve]
[0003] Some of these requirements can be met by using a composition containing a mixture of different fungicidal compounds with different mechanisms of action (for example, by combining fungicidal agents with different activity spectra). [Means for solving the problem]
[0004] According to the present invention, there is provided a fungicidal composition comprising, as an active ingredient, a mixture of components (A) and (B), wherein component (A) is a compound of formula (I): [Chemical formula] wherein R , , 1 , 2 , 3 , 1 , 2 , 1 , , 3 , 1 , 2 , 3 is selected from hydrogen, C1-C3-alkyl or C3-C6-cycloalkyl, R 2 is selected from hydrogen, halogen, C1-C3-alkyl, C1-C4-haloalkyl, or C3-C6-cycloalkyl, R 3 is hydrogen, R 4 is selected from hydrogen or C1-C3-alkyl, R 5 and R 6 are hydrogen, R 7 is selected from hydrogen, C1-C3-alkyl, C1-C3-alkylcarbonyl, or C1-C3-alkoxycarbonyl, Z 1 is selected from phenyl, or a 5- or 6-membered heteroaryl, wherein any of the 5- or 6-membered heteroaryl contains 1, 2 or 3 heteroatoms individually selected from N, O or S, provided that only 1 of O or S is selected, wherein any of the phenyl and 5- or 6-membered heteroaryl is unsubstituted or substituted with 1, 2 or 3 substituents independently selected from halogen, cyano, C1-C3-alkyl, C1-C2-haloalkyl or C1-C3-alkoxy, X 1 , X1 , A 2 and A 3 At least one of them is selected from N, O, or S, and A 1 , A 2 and A 3 One or fewer of these is O or S, or a pesticide-permissible salt, stereoisomer, enantiomer, tautomer or N-oxide thereof. Ingredients (B) include: Pidiflumetofen, Benzovindiflupir, Bixafen, Fluxapyroxad, Isopyrazam, Penflufen, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Isofetamide, Fluindapir, Cyclobtrifluram, Fluoxastrobin, Phenamidon, Mandestrobin, Picoxystrobin, Pyraclostrobin, Famoxadone, Kresoximmethyl, Trifloxystrobin, Azoxystrobin, Methyltetraprole, A Misulbrom, cyazofamide, fenpicoxamide, florylpicoxamide, methallylpicoxamide, ametoctrazine, fluazinam, fentin hydroxide, silthiofam, fenpropimorph, fenpropidine, spiroxamine, fenhexamide, imazalil, pyrisoxazole, bromconazole, cyproconazole, difenoconazole, epoxyconazole, flutriafoll, hexaconazole, ipconazole, metconazole, mycrobutanil, penconazole, propiconazole, tebuconazole, tetraconazole, Triticonazole, prothioconazole, fluoxythioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenokine, quinofumerine, metalaxyl M, cyprodinil, pyrimethanil, kasugamycin, mancozeb, copper-based fungicides, sulfur, zinc thiazole, captan, forpet, chlorothalonil, dithianone, quinoxyfen, proquinazide, fludioxonil, iprodione, procymidone, thiabendazole, zoxamide, metraphenone, fluopicolide, propamocrate, oxathiapiproline, fluo Xapiproline, acibenzoral-S-methyl, isothianil, phosphorous acid, cyflufenamide, tebufloquine, picarbtrazox, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoro Oloquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-P [Propyltriazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2- Methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl) [amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, A fungicidal composition is provided. [Modes for carrying out the invention]
[0005] The term "compound of formula (I)" refers to component A.
[0006] Typically, the weight ratio of component (A) to component (B) can be preferably 100:1 to 1:100, 50:1 to 1:50, 20:1 to 1:40, 15:1 to 1:30, 12:1 to 1:25, 10:1 to 1:20, 5:1 to 1:15, 3:1 to 1:10, or 2:1 to 1:5.
[0007] Furthermore, the present invention provides a method for controlling or preventing plant pathogenic diseases, particularly plant pathogenic fungi, in useful plants or their reproductive materials, comprising applying a fungicidal composition according to the present invention to a useful plant, its field, or its reproductive material.
[0008] The benefits provided by certain fungicidal mixed compositions according to the present invention may include, in particular, advantageous levels of biological activity for protecting plants from fungal diseases or superior properties for use as pesticide active ingredients (e.g., high biological activity, advantageous activity spectrum, increased safety profile, improved physicochemical properties, or increased biodegradability).
[0009] The presence of one or more possible chiral carbon atoms in a compound of formula (I) means that the compound may exist in the form of optical isomers, i.e., enantiomers or diastereomers. Atropisomers may also arise as a result of the constrained rotation of a single bond. The present invention includes all of these possible isomeric forms (e.g., geometric isomers) and mixtures thereof for a compound of formula (I). The present invention also includes all possible tautomeric forms and racemic compounds (i.e., mixtures of at least two enantiomers in a substantially 50:50 ratio) for a compound of formula (I).
[0010] In each case, the compound of formula (I) according to the present invention is in a free form, an oxidized form as an N-oxide, or a salt form, for example, an agriculturally usable salt form.
[0011] N-oxides are oxidation forms of tertiary amines or nitrogen-containing heteroaromatic compounds. They are described, for example, in the book "Heterocyclic N-oxides" by A. Albini and S. Pietra, CRC Press, Boca Raton 1991.
[0012] The compound of formula (I) according to the present invention also includes a hydrate that may be formed during salt formation.
[0013] As used herein, the terms "halogen" or "halo" mean fluorine (fluoro), chlorine (chloro), bromine (bromo), or iodine (iod), preferably fluorine, chlorine, or bromine. This also applies to halogens in combination with other meanings such as haloalkyl, haloalkenyl, haloalkynyl, haloalkoxy, and halocycloalkyl.
[0014] As used herein, amino means an -NH2 group.
[0015] As used herein, cyano means a -CN group.
[0016] When used herein, "C1~C n The term "-alkyl" refers to any one of the saturated linear or branched hydrocarbon groups having 1 to n carbon atoms bonded via any of the carbon atoms, such as methyl, ethyl, n-propyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, n-pentyl, 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, or 1-ethyl-2-methylpropyl.
[0017] When used in this specification, "C3~C n The term "cycloalkyl" refers to 3- to n-membered cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.
[0018] When used herein, "C1~C nThe term "alkoxy" refers to any one of the following linear or branched saturated alkyl groups having 1 to n carbon atoms (as listed above) bonded via an oxygen atom, namely, for example, methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy, and 1,1-dimethylethoxy groups.
[0019] When used herein, "C1~C n The term "-haloalkyl" refers to a linear or branched saturated alkyl group having 1 to n carbon atoms (as listed above) bonded via any of these carbon atoms, wherein some or all of the hydrogen atoms in these groups can be replaced with fluorine, chlorine, bromine and / or iodine, i.e., chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2, This refers to any one of the following: 2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 2-fluoropropyl, 3-fluoropropyl, 2,2-difluoropropyl, 2,3-difluoropropyl, 2-chloropropyl, 3-chloropropyl, 2,3-dichloropropyl, 2-bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3-pentafluoropropyl, heptafluoropropyl, 1-(fluoromethyl)-2-fluoroethyl, 1-(chloromethyl)-2-chloroethyl, 1-(bromomethyl)-2-bromoethyl, 4-fluorobutyl, 4-chlorobutyl, 4-bromobutyl, or nonafluorobutyl.
[0020] When used herein, "C1~C n The term "-alkylcarbonyl" refers to a group where C1-C carbon atoms are linked via a carbonyl (C=O) group. n- refers to an alkyl group.
[0021] As used herein, the term "C1-C n -alkoxycarbonyl" refers to a C1-C n -alkoxy moiety linked through the carbon atom of the carbonyl (or C=O) group.
[0022] As used herein, the term "heteroaryl" refers to a 5- or 6-membered aromatic monocyclic ring group containing 1, 2, 3, or 4 heteroatoms independently selected from N, O, or S. Examples of heteroaryl include, but are not limited to, furanyl, pyrrolyl, thienyl, pyrazolyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, tetrazolyl, pyrazinyl, pyridazinyl, pyrimidyl, or pyridyl.
[0023] As used herein, the term "control" refers to the reduction in the number of pests, the extermination of pests, and / or the prevention of further damage by pests such that damage to plants or plant-derived products is reduced.
[0024] As used herein, the term "pest" refers to insects and mollusks found in agriculture, horticulture, forestry, and the storage of plant-derived products (such as fruits, grains, and wood); pests related to damage to artificial structures. The term "pest" includes all stages of the pest life cycle.
[0025] As used herein, the term "effective amount" refers to the amount of a compound or its salt that produces the desired effect by single or multiple applications.
[0026] As used herein, the term "fungicide" means a compound that controls, modifies, or prevents the growth of fungi.
[0027] The term "fungicidal effective amount" means an amount of a compound or combination of such compounds capable of producing an effect on the growth of fungi. The control or modifying effect includes all deviations from natural occurrence such as killing, delay, etc., and prevention includes the formation of barriers or other defenses in or on plants to prevent fungal infection.
[0028] The effective amount can be readily determined by one skilled in the art using known techniques and observing the results obtained under similar circumstances. In determining the effective amount, several factors including, but not limited to, the following are considered: the type of plant or derivative product being applied; the pest to be controlled and its life cycle; the specific compound being applied; the type of application; and other relevant circumstances.
[0029] As used herein, the term "compound of formula (I)" refers to component A and includes compounds of formula (I) and compounds of formula (I-A).
[0030] The term "plant" represents any physical part of a plant, including seeds, seedlings, saplings, roots, tubers, stems, petioles, leaves and fruits.
[0031] The term "plant propagation material" means all parts of a plant having reproductive capacity, such as, for example, parts of a plant having reproductive ability such as seeds or cuttings and tubers. This includes not only seeds in the strict sense, but also roots, fruits, tubers, bulbs, rhizomes and parts of plants.
[0032] As used herein, the term "field" means a field in or on which plants are growing, or a field in which seeds of cultivated plants are sown, or a field in which seeds are to be sown in its soil. "Location" includes soil, seeds, and seedlings, as well as established vegetation.
[0033] As used herein, the term "g a.i. / ha" refers to the application rate expressed in grams [g] of active ingredient [a.i.] per unit surface [ha]. The unit hectare (symbol ha) is a square with sides of 100 m (1 hm2 A hectare is a metric unit of area equal to a square or 10,000 square meters. The hectare is a commonly used metric unit of area.
[0034] Throughout this specification, the term “composition” means various mixtures or combinations of components (A) and (B) (including the embodiments defined above), such as a single “pre-formulated” form, a combined spray mixture such as a “tank mix” composed of separate formulations of a single active ingredient element, and a combination of a single active ingredient when applied sequentially (i.e., one after the other over a moderately short period of time, such as a few hours or a few days). The order in which components (A) and (B) are applied is not important for carrying out the present invention.
[0035] As used herein, the terms “room temperature,” “RT,” “rt,” or “ambient temperature” refer to temperatures between approximately 15°C and approximately 35°C. For example, rt may refer to temperatures between approximately 20°C and approximately 30°C.
[0036] The following list refers to compounds of formula (I) of the present invention, with substituent R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 , X 3 , A 1 , A 2 , A 3 and Z 1 This provides definitions that include preferred definitions for the substituents. Any of the definitions shown below for any one of these substituents may be combined with any other definitions for substituents shown below or elsewhere in this specification.
[0037] In one embodiment of the present invention, R 1 R is selected from hydrogen, C1-C3 alkyl, or C3-C6 cycloalkyl. Preferably, 1 is C1-C3-alkyl or C3-C6-cycloalkyl. More preferably, R1 is methyl, ethyl, or cyclopropyl. More preferably, R 1 It is methyl.
[0038] In one embodiment of the present invention, R 2 is selected from hydrogen, halogen, C1-C3-alkyl, C1-C4-haloalkyl, or C3-C6-cycloalkyl. Preferably, R 2 is hydrogen, halogen, or C1-C3 alkyl. More preferably, R 2 R is hydrogen or C1-C3 alkyl. More preferably, 2 is hydrogen, methyl, or ethyl. More preferably, R 2 It is hydrogen or methyl.
[0039] In one embodiment of the present invention, R 3 It is hydrogen.
[0040] In one embodiment of the present invention, R 4 is selected from hydrogen or C1-C3 alkyl. Preferably, R 4 is hydrogen, methyl, or ethyl. More preferably, R 4 It is either hydrogen or methyl.
[0041] In one embodiment of the present invention, R 7 is selected from hydrogen, C1-C3-alkyl, C1-C3-alkylcarbonyl, or C1-C3-alkoxycarbonyl. Preferably, R 7 R is hydrogen, C1-C3 alkyl, or C1-C3 alkoxycarbonyl. More preferably, 7 R is hydrogen or C1-C3 alkyl. More preferably, 7 It is hydrogen or methyl.
[0042] In one embodiment of the present invention, Z 1is selected from phenyl or a 5-membered or 6-membered heteroaryl, and either the 5-membered or 6-membered heteroaryl contains 1, 2, or 3 heteroatoms individually selected from N, O, or S, provided that only 1 is selected from O or S, where either the phenyl or the 5-membered or 6-membered heteroaryl is unsubstituted or substituted with 1, 2, or 3 substituents independently selected from halogen, cyano, C1-C3-alkyl, C1-C2-haloalkyl, or C1-C3-alkoxy. Preferably, Z 1 is phenyl or a 6-membered heteroaryl, where either the 6-membered heteroaryl contains one or two heteroatoms individually selected from N, O, or S, provided that only one is selected from O or S, and where either the phenyl or the 6-membered heteroaryl is unsubstituted or substituted with one, two, or three substituents independently selected from halogens, cyano, C1-C3-alkyl, C1-C2-alkoxy, or C1-C2-haloalkyl. More preferably, Z 1 is phenyl or a 6-membered heteroaryl, where either the 6-membered heteroaryl contains one heteroatom selected from N, where either the phenyl or the 6-membered heteroaryl is unsubstituted or substituted with one, two, or three substituents independently selected from halogens, C1-C3-alkyls, C1-C2-alkoxys, or C1-C2-haloalkyls. More preferably, Z 1 is phenyl or a 6-membered heteroaryl, where either the 6-membered heteroaryl contains one heteroatom selected from N, where either the phenyl or the 6-membered heteroaryl is unsubstituted or substituted with one, two, or three substituents independently selected from chlorine, fluorine, methyl, methoxy, or trifluoromethyl. More preferably, Z 1is selected from phenyl, 2,3,4-trifluorophenyl, 2,3-difluorophenyl, 3,4-difluorophenyl, 2,4,6-trifluorophenyl, 2,4-difluorophenyl, 2,5-difluorophenyl, 3,5-difluoro-2-pyridyl, 5-fluoro-2-pyridyl, 3-fluoro-2-pyridyl, 2-fluoro-4-methoxyphenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 3-methoxyphenyl, 4-fluoro-2-methoxyphenyl. Even more preferably, Z 1 is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, 4-fluorophenyl or phenyl. Most preferably, Z 1 is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl or 4-fluorophenyl.
[0043] In one embodiment of the present invention, X 1 , X 2 and X 3 are independently selected from CH, N or S, but more than one of X 1 , X 2 and X 3 will not be S. Preferably, X 1 is CH or S, X 2 is C or N, X 3 is CH, N or S, but more than one of X 1 , X 2 and X 3 will not be S. More preferably, X 1 is CH, X 2 is CH, X 3 is S, or X 1 is S, X 2 is CH, X 3 is CH, or X 1 is CH, X 2 is N, X 3 is S, or X 1is S, X 2 is N, X 3 is N.
[0044] In one embodiment of the present invention, A 1 , A 2 and A 3 are independently selected from CH, N, O or S, provided that at least one of A 1 , A 2 and A 3 is selected from N, O or S, and at most one of A 1 , A 2 and A 3 is O or S.
[0045] In an embodiment of the present invention, the compound of formula (I) may be a compound of formula (I-A):
Chemical formula
Chemical formula
[0046] In another embodiment of the present invention, R 1 ]>, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 , X 3 and Z 1In a compound of formula (IA), as defined for the compound of formula (I) according to the present invention, A is selected from A1, A2, A3, A4, A9, or A10, the zigzag line indicates bonding with a C(=O) group, and the arrow indicates Z 1 It shows the bond with the group.
[0047] In yet another embodiment of the present invention, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 , X 3 and Z 1 In a compound of formula (IA), as defined for the compound of formula (I) according to the present invention, A is selected from A2, A9 or A10, the zigzag line indicates bonding with a C(=O) group, and the arrow indicates Z 1 It shows the bond with the group.
[0048] In yet another embodiment of the present invention, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 , X 3 and Z 1 In a compound of formula (IA), as defined for the compound of formula (I) according to the present invention, A is selected from A2 or A9, the zigzag line indicates bonding with a C(=O) group, and the arrow indicates Z 1 It shows the bond with the group.
[0049] In the present invention, therefore, R as defined above 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 , X 3 , A1 , A 2 , A 3 and Z 1 Compounds of formula (I) that possess this compound in all combinations / permutations are considered usable. The term "compound of formula (I)" refers to component A.
[0050] Furthermore, in the present invention, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 , X 3 , A and Z 1 Compounds of formula (IA) that have the above-defined components in all combinations / permutations are considered usable. The term "compound of formula (IA)" refers to component A.
[0051] In a preferred embodiment of the present invention, component (A) is a compound of formula (I), and R 1 The C1-C3 alkyl or C3-C6 cycloalkyl group is selected from R 2 R is selected from hydrogen or C1-C3 alkyl; 3 R is hydrogen; 4 R is selected from hydrogen or methyl; 5 and R 6 R is hydrogen; 7 is selected from hydrogen or C1-C3 alkyl; Z 1 is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl;X 1 CH is X 2 CH is X 3 is S; or X 1 is S, X 2 CH is X 3 is CH; or X 1 CH is X 2 is N, and X 3 is S; or X 1 is S, X2 is N, and X 3 is N, and A 1 , A 2 and A 3 is independently selected from CH, N, O, or S, provided that A 1 , A 2 and A 3 At least one of is selected from N, O, or S, and A 1 , A 2 and A 3 One or fewer of these is O or S; or a salt thereof or an N-oxide.
[0052] In another preferred embodiment of the present invention, component (A) is formula (IA): [ka] It is a compound of which, in the formula, R 1 The C1-C3 alkyl or C3-C6 cycloalkyl group is selected from R 2 R is selected from hydrogen or C1-C3 alkyl; 3 R is hydrogen; 4 R is selected from hydrogen or methyl; 5 and R 6 R is hydrogen; 7 is selected from hydrogen or C1-C3 alkyl; Z 1 is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl; X 1 CH is X 2 CH is X 3 is S; or X 1 is S, X 2 CH is X 3 is CH; or X 1 CH is X 2 is N, and X 3 is S; or X 1 is S, X 2 is N, and X 3 is N; and A is A1, A2, A3, A4, A9, or A10: [ka] Selected from; in the formula, the zigzag line indicates bonding to the C(=O) group, and the arrow indicates Z 1 It indicates a bond to a group, or is a salt or N-oxide thereof.
[0053] In a more preferred embodiment of the present invention, component (A) is a compound of formula (IA), and R 1 R is selected from C1-C3-alkyl or C3-C6-cycloalkyl; 2 R is selected from hydrogen or C1-C3 alkyl; 3 is hydrogen; R 4 R is selected from hydrogen or methyl; 5 and R 6 is hydrogen; R 7 is selected from hydrogen or C1-C3 alkyl; Z 1 is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl; X 1 CH is X 2 CH is X 3 is S; or X 1 is S, X 2 CH is X 3 is CH; or X 1 CH is X 2 is N, and X 3 is S; or X 1 is S, X 2 is N, and X 3 is N; A is A2, A9, or A10; [ka] Selected from; in the formula, the zigzag line indicates bonding to the C(=O) group, and the arrow indicates Z 1 It indicates a bond to a group, or is a salt or N-oxide thereof.
[0054] In another embodiment, component (A) is [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone(X.01);[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone(X.02) );[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone(X.03);[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone(X.04);[5-(2,4- [Difluorophenyl)-1,3,4-thiadiazole-2-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone(X.05);[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone(X.06);[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole [5-(2,4-difluorophenyl)isoxazole-3-yl]methanone (X.07); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09); A compound selected from [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10) or [5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7S)-7-(1,5-dimethylpyrazole-4-yl)-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.11), or one of its (S)- or (R)-enantiomers as defined in Table X below.
[0055] In another embodiment, component (A) is [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone(X.01);[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone(X.02) );[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone(X.03);[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone(X.04);[5-(2,4- [Difluorophenyl)-1,3,4-thiadiazole-2-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone(X.05);[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone(X.06);[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole [5-(2,4-difluorophenyl)isoxazole-3-yl]methanone (X.07); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09); or a compound selected from [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10), or one of its (S)- or (R)-enantiomers as defined in Table X below.
[0056] [Table 1-1]
[0057] [Table 1-2]
[0058] In one embodiment of the present invention, component (B) is pidiflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, isofetamide, fluindapir, cyclobutrifluram, fluoxastrobin, phenamidon, mandestrobin, picoxystrobin, pyraclostrobin, famoxadone, kresok Symmethyl, trifloxystrobin, azoxystrobin, methyltetraprole, amisulbrom, cyazofamide, fenpicoxamide, florylpicoxamide, methallylpicoxamide, ametoctrazine, fluazinam, fentin hydroxide, silthiofam, fenpropimorph, fenpropidine, spiroxamine, fenhexamide, imazalil, pyrisoxazole, bromconazole, cyproconazole, difenoconazole, epoxyconazole, flutriafoll Hexaconazole, ipconazole, metconazole, mycrobutanil, penconazole, propiconazole, tebuconazole, tetraconazole, triticonazole, prothioconazole, fluoxythioconazole, mefentrifluconazole, fluphenoxadiazam, ipflufenokine, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, kasugamycin, mancozeb, copper fungicide, sulfur, zinc thiazole, ru, N-methoxy-N-[[4-[5-(triflu Oromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-Dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]propanamide, 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, 1,3-Dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl- 1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methylbuta-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methylbuta-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-Pro Pyrtriazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2- Methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (these compounds can be prepared from the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5- Methylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) The compound is selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A.
[0059] In another embodiment of the present invention, component (B) is pidiflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, fenhexyl Samide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, li Calcium phosphate, cyflufenaamide, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4- [5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-Trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-Fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-Fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl] N-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-((1R)-1-benzyl-3-chloro-1-methylbuto-3-enyl)-8-fluoroquinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methylbuto-3-enyl)-8-fluoroquinoline-3-carboxamide , Methyl(Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazole-2-yl)phenoxy]prop-2-enoate, Methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, Methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy [Xyxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-( 2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,The compound is selected from 2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or Aureobasidin A.
[0060] In another preferred embodiment of the present invention, component (B) is pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-yl- Thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) The compound is selected from amyloliquefaciens strain FZB24, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or Aureobasidin A.
[0061] More preferably, component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl.
[0062] In another embodiment of the present invention, component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl.
[0063] In another embodiment of the present invention, component (B) is a compound selected from TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or Aureobasidin A.
[0064] In yet another embodiment of the present invention, component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil or acibenzoral-S-methyl, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biocicide Timorex Gold®)) or aureobasidin A.
[0065] The compound of component (B) is referred to herein above by so-called "ISO common names" or other "common names" or trademark names used in individual cases. The compound of component (B) can be synthesized using procedures that are known, commercially available, and / or known in the art and / or reported in the literature.
[0066] N-Methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-Ox Sadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, these compounds can be prepared by the methods described in International Publication No. 2017 / 055473, International Publication No. 2017 / 055469, International Publication No. 2017 / 093348, and International Publication No. 2017 / 118689.
[0067] Methyl(Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]propa-2-enoate, Methyl(Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazole-2-yl)phenoxy]propa-2-enoate, Methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxy-propa-2-enoate, Methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]propa-2-enoate, Tyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]propa-2-enoate (these compounds may be prepared by the method described in International Publication No. 2020 / 079111), methyl(Z)-2-(5-cyclohexyl-2-methyl-phenoxy)-3-methoxy-propa-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methyl-phenoxy)-3-methoxy-propa-2-enoate, these compounds may be prepared by the method described in International Publication No. 2020 / 193387.
[0068] N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[( 1S)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[( [3-Fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide, 8-Fluoro-N-[(1S)-1-[(3-Fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl] ]-8-fluoroquinoline-3-carboxamide, N-((1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide, these compounds can be prepared by the method described in International Publication No. 2017 / 153380.
[0069] 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide (These compounds are internationally disclosed.) It can be prepared by the method described in International Publication No. 2017207362, International Publication No. 2019105933, and International Publication No. 2020109509); 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole Azole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]- N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide (These compounds may be prepared by methods described in International Publication Nos. 2017207362, 2019105933, 2020109511, and 2021244952).
[0070] As used herein, “TIMOREX Gold®” or “Timorex Gold®” refers to Melaleuca alternifolia oil, an extract of the tea tree plant Melaleuca alternifolia, which is marketed as Timorex Gold®, a broad-spectrum plant-derived biofungicide.
[0071] As used herein, TAEGRO® or TAEGRO® refers to a microbial-based fungicide marketed as TAEGRO®, containing 130 g / kg of Bacillus amyloliquefaciens strain FZB24 with accession number DSM 10271 (minimum 1 × 10 exp 13 CFU / kg at 13% (w / w)).
[0072] As used herein, BOTRISTOP® refers to a broad-spectrum biofungicide, which is a plant extract based on the extract of Quillaja saponaria Molina.
[0073] As used herein, "REGALIA®" refers to a biofungicide (marketed under the name REGALIA®) which is a plant extract based on an extract of Reynoutria sachalinensis.
[0074] Aureobasidin A is an antifungal cyclic depsipeptide antimicrobial agent produced by Aureobasidium pullulans. See, for example, Takesako et al., J. Antibiot. 1991, 44, 919-924. International Publication No. 2018 / 102345 discloses the use of aureobasidin A as an agricultural mycicide for treating, preventing or controlling fungal infections in plants and seeds.
[0075] The enantiomerically pure final compound can be obtained from racemic starting materials by standard physical separation techniques, such as reverse-phase chiral chromatography, if necessary, or by stereoselective synthesis techniques using, for example, chiral starting materials.
[0076] The term "component A" refers to the compound of formula (I) or the compound of formula (IA).
[0077] Embodiments of the present invention are provided as shown below.
[0078] One embodiment of the present invention provides a fungicidal composition containing a mixture of components (A) and (B) as an active ingredient, wherein component (A) is a compound of formula (I), and R 1 R is selected from C1-C3 alkyl or C3-C6 cycloalkyl, 2 R is selected from hydrogen or C1-C3 alkyl groups. 3 is hydrogen, R 4 R is selected from hydrogen or methyl, 5 and R 6 is hydrogen, R 7 is selected from hydrogen or C1-C3 alkyl, Z 1 X is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl, 1 CH is X 2 CH is X 3 is S, or X 1 is S, X 2 CH is X 3 is CH, or X 1 CH is X 2 is N, and X 3 is S, or X 1 is S, X 2 is N, and X 3 is N and A 1 , A 2 and A 3 It is independently selected from CH, N, O, or S, but A1 , A 2 and A 3 At least one of is selected from N, O, or S, and A 1 , A 2 and A 3One or less of the following is O or S, or a salt or N-oxide thereof, and component (B) is pidiflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, isofetamide, fluindapir, cyclobutrifluram, fluoxastrobin, phenamidon, mandestrobin, picoxystrobin, pyraclostrobin, famoxadone, ku Resoxime methyl, trifloxystrobin, azoxystrobin, methyltetraprole, amisulbrom, cyazofamide, fenpicoxamide, florylpicoxamide, methallylpicoxamide, ametoctrazine, fluazinam, fentin hydroxide, silthiofam, fenpropimorph, fenpropidine, spiroxamine, fenhexamide, imazalil, pyrisoxazole, bromconazole, cyproconazole, difenoconazole, epoxyconazole, flutriafoll, hexaconazole, ipconazole Metconazole, Mycrobutanil, Penconazole, Propiconazole, Tebuconazole, Tetraconazole, Triticonazole, Prothioconazole, Fluoxythioconazole, Mefentrifluconazole, Flufenoxadiazam, Ipflufenoquin, Quinofumelin, Metalaxyl M, Cyprodinil, Pyrimethanil, Kasugamycin, Mancozeb, Copper-based fungicides, Sulfur, Zinc Thiazole, Captan, Forpet, Chlorthalonil, Dithianone, Quinoxifen, Proquinazide, Fludioxonil, Iprodione , procymidone, thiabendazole, zoxamide, metraphenone, fluopicolide, propamocarb, oxathiapipproline, fluoxapipproline, acibenzolar-S-methyl, isothianil, phosphorous acid, cyflufenamide, tebufloquine, picarbtrazox, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]propanamide, 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, 1,3-Dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-B [Benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S) -1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1 -[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-P [Propyltriazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2 -methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl )amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) The compound is selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or Aureobasidin A.
[0079] One embodiment of the present invention provides a fungicidal composition containing a mixture of components (A) and (B) as an active ingredient, wherein component (A) is a compound of formula (I), and R 1 R is selected from C1-C3 alkyl or C3-C6 cycloalkyl, 2 R is selected from hydrogen or C1-C3 alkyl groups. 3 is hydrogen, R 4 R is selected from hydrogen or methyl, 5 and R 6 is hydrogen, R 7 is selected from hydrogen or C1-C3 alkyl, Z 1X is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl, 1 CH is X 2 CH is X 3 is S, or X 1 is S, X 2 CH is X 3 is CH, or X 1 CH is X 2 is N, and X 3 is S, or X 1 is S, X 2 is N, and X 3 is N and A 1 , A 2 and A 3 It is independently selected from CH, N, O, or S, but A 1 , A 2 and A 3 At least one of is selected from N, O, or S, and A 1 , A 2 and A 3One or less of the following is O or S, or a salt or N-oxide thereof; component (B) is pidiflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam Fenpropidine, fenhexamide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenokine, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibendola Lu-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy- 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-Trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-Fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-Fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl ]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-((1R)-1-benzyl-3-chloro-1-methylbut-3-enyl)-8-fluoroquinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methylbut-3-enyl)-8-fluoroquinoline-3-carboxamide Mido, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-propyltriazole-2-yl)phenoxy]prop-2-enoate, Methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-Methoxyprop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(3-propylpyrazole-1-yl) Phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (these compounds can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-( 2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,The compound is selected from 2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or Aureobasidin A.
[0080] In yet another embodiment of the present invention, a fungicidal composition is provided comprising a mixture of components (A) and (B) as an active ingredient, wherein component (A) is a compound of formula (I), and R 1 R is selected from C1-C3-alkyl or C3-C6-cycloalkyl, 2 R is selected from hydrogen or C1-C3 alkyl, 3 is hydrogen, R 4 R is selected from hydrogen or methyl, 5 and R 6 is hydrogen, R 7 is selected from hydrogen or C1-C3 alkyl, Z 1 X is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl, 1 CH is X 2 CH is X 3 is S, or X 1 is S, X 2 CH is X 3 is CH, or X 1 CH is X 2 is N, and X 3 is S, or X 1is S, X 2 is N, and X 3 is N and A 1 , A 2 and A 3 It is independently selected from CH, N, O, or S, and A 1 , A 2 and A 3 At least one of is selected from N, O, or S, and A 1 , A 2 and A 3One or less of the following is O or S, or a salt or N-oxide thereof; component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide. 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[Acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens FZB24 strain, Melaleuca alternifolia oil (Tea tree plant Melaleuca alternifolia (Melaluca The compound is selected from the following: extract of *Alternifolia* (marketed as the broad-spectrum plant biofungicide *Timorex Gold®*), extract of *Reynoutria sachalinensis* (marketed as *REGALIA®*), plant extract based on *Quillaja saponaria Molina* (marketed as *BOTRISTOP®*), or aureobasidin A.
[0081] In a further embodiment of the present invention, a fungicidal composition is provided comprising a mixture of components (A) and (B) as an active ingredient, wherein component (A) is a compound of formula (I), and R 1 R is selected from C1-C3 alkyl or C3-C6 cycloalkyl, 2 R is selected from hydrogen or C1-C3 alkyl groups. 3 is hydrogen, R 4 R is selected from hydrogen or methyl, 5 and R 6 is hydrogen, R 7 is selected from hydrogen or C1-C3 alkyl, Z 1 This is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl; X 1 CH is X 2 CH is X 3 is S, or X 1 is S, X 2 CH is X 3 is CH, or X 1 CH is X 2 is N, and X 3 is S, or X 1 is S, X 2 is N, and X 3 is N, and A 1 , A 2 and A 3 It is independently selected from CH, N, O, or S, but A 1 , A 2 and A 3 At least one of is selected from N, O, or S, and A 1 , A 2 and A 3 One or less of the elements is O or S, or a salt or N-oxide thereof, and component (B) is a compound selected from pidiflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl.
[0082] In one embodiment of the present invention, a fungicidal composition comprising a mixture of components (A) and (B) as an active ingredient, wherein component (A) is of formula (IA): [ka] It is a compound of which, in the formula, R 1 The C1-C3 alkyl or C3-C6 cycloalkyl group is selected from R 2 R is selected from hydrogen or C1-C3 alkyl; 3 R is hydrogen; 4 R is selected from hydrogen or methyl; 5 and R 6 R is hydrogen; 7 is selected from hydrogen or C1-C3 alkyl; Z 1 is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl; X 1 CH is X 2 CH is X 3 is S; or X 1 is S, X 2 CH is X 3 is CH; or X 1 CH is X 2 is N, and X 3 is S; or X 1 is S, X 2 is N, and X 3 is N; and A is A1, A2, A3, A4, A9, or A10: [ka] Selected from the above, in the formula, the zigzag line indicates bonding to the C(=O) group, and the arrow indicates Z 1The component (B) is a compound that shows a bond to a group, or a salt or N-oxide thereof, and component (B) is pidiflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, isofetamide, fluindapir, cyclobutrifluram, fluoxastrobin, phenamidon, mandestrobin, picoxystrobin, pyraclostrobin, famoxadone, cresoxy Methyl, trifloxystrobin, azoxystrobin, methyltetraprole, amisulbrom, cyazofamide, fenpicoxamide, florylpicoxamide, methallylpicoxamide, ametoctrazine, fluazinam, fentin hydroxide, silthiofam, fenpropimorph, fenpropidine, spiroxamine, fenhexamide, imazalil, pyrisoxazole, bromconazole, cyproconazole, difenoconazole, epoxyconazole, flutriafoll, hexaconazole, ipconazole, Toconazole, mycrobutanil, penconazole, propiconazole, tebuconazole, tetraconazole, triticonazole, prothioconazole, fluoxythioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl M, cyprodinil, pyrimethanil, kasugamycin, mancozeb, copper-based fungicides, sulfur, zinc thiazole, captan, forpet, chlorothalonil, dithianone, quinoxyfen, proquinazide, fludioxonil, iprodione, Procymidone, thiabendazole, zoxamide, metraphenone, fluopicolide, propamocarb, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, isothianil, phosphorous acid, cyflufenamide, tebufloquine, picarbtrazox, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]propanamide, 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, 1,3-Dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-B [Benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S) -1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1 -[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-P [Propyltriazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2- Methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl) [amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) The compound is selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A.
[0083] Another embodiment of the present invention provides a fungicidal composition comprising a mixture of components (A) and (B) as an active ingredient, wherein component (A) is a compound of formula (IA), and R 1 R is selected from C1-C3 alkyl or C3-C6 cycloalkyl, 2 R is selected from hydrogen or C1-C3 alkyl groups. 3 is hydrogen, R 4 R is selected from hydrogen or methyl, 5 and R 6 is hydrogen, R 7 is selected from hydrogen or C1-C3 alkyl, Z 1This is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl; X 1 CH is X 2 CH is X 3 is S; or X 1 is S, X 2 CH is X 3 is CH; or X 1 CH is X 2 is N, and X 3 is S; or X 1 is S, X 2 is N, and X 3 is N; A is A1, A2, A3, A4, A9, or A10: [ka] Selected from; in the formula, the zigzag line indicates bonding to the C(=O) group, and the arrow indicates Z 1The compound (B) is a compound that shows a bond to a group, or a salt or N-oxide thereof, and component (B) is pidiflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenp Lopidine, fenhexamide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzoral-S -Methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1- [[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-Trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-Fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-Fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl] N-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-((1R)-1-benzyl-3-chloro-1-methylbuto-3-enyl)-8-fluoroquinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methylbuto-3-enyl)-8-fluoroquinoline-3-carboxamide , Methyl(Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazole-2-yl)phenoxy]prop-2-enoate, Methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, Methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy [Xyxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-( 2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,The compound is selected from 2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or Aureobasidin A.
[0084] In yet another embodiment of the present invention, a fungicidal composition is provided comprising a mixture of components (A) and (B) as an active ingredient, wherein component (A) is a compound of formula (IA), and R 1 R is selected from C1-C3 alkyl or C3-C6 cycloalkyl, 2 R is selected from hydrogen or C1-C3 alkyl groups. 3 is hydrogen, R 4 R is selected from hydrogen or methyl, 5 and R 6 is hydrogen, R 7 is selected from hydrogen or C1-C3 alkyl, Z 1 This is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl; X 1 CH is X 2 CH is X 3 is S; or X 1 is S, X 2 CH is X 3 is CH; or X 1 CH is X 2 is N, and X 3is S; or X 1 is S, X 2 is N, and X 3 is N; A is A1, A2, A3, A4, A9, or A10: [ka] Selected from; in the formula, the zigzag line indicates bonding to the C(=O) group, and the arrow indicates Z 1It is a compound that shows a bond to a group, or a salt or N-oxide thereof; component (B) is pidiflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octane- 3-Il-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) The compound is selected from amyloliquefaciens strain FZB24, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or Aureobasidin A.
[0085] In a further embodiment of the present invention, a fungicidal composition is provided comprising a mixture of components (A) and (B) as an active ingredient, wherein component (A) is a compound of formula (IA), and R 1 R is selected from C1-C3 alkyl or C3-C6 cycloalkyl, 2 R is selected from hydrogen or C1-C3 alkyl groups. 3 is hydrogen, R 4 R is selected from hydrogen or methyl, 5 and R 6 is hydrogen, R 7 is selected from hydrogen or C1-C3 alkyl, Z 1 This is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl; X 1 CH is X 2 CH is X 3 is S; or X 1 is S, X 2 CH is X 3 is CH; or X 1 CH is X 2 is N, and X 3 is S; or X 1 is S, X 2 is N, and X 3 is N; A is A1, A2, A3, A4, A9, or A10: [ka] Selected from; in the formula, the zigzag line indicates a bond with a C(=O) group, and the arrow indicates Z 1 (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, and acibenzoral-S-methyl.
[0086] The following mixtures of component (A) are preferred as active ingredients, wherein component (A) is a compound of formula (I) having component (B) (the term "AX" means one component (A) selected from the compounds of formula (I), (IA) listed in Table X according to the present invention, or compounds selected from (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11): Pidiflumetofen + AX, Benzovindiflupir + AX, Bixafen + AX, Fluxapiroxad + AX, Isopyrazam + AX, Penflufen + AX, Penthiopyrad + AX, Sedaxane + AX, Boscalid + AX, Fluopyram + AX, Tifluzamide + AX, Pyraziflumid + AX, Isoflucipram + AX, Impilfluxam + AX, Isofetamide + AX, Fluindapir + AX, Cyclobtrifluram + AX, Fluoxastrobin + AX, Phenamidone + AX, Mandestrobin + AX, Picoxystrobin + AX, Pyraclostrobin + AX, Famoxadone + AX, Kresoxim-methyl + AX, Trifloxystrobin + AX, Azoxy Strobin + AX, Methyltetraprole + AX, Amisulbrom + AX, Cyazofamide + AX, Fenpicoxamide + AX, Florylpicoxamide + AX, Metallylpicoxamide + AX, Ametoctrazine + AX, Fluazinam + AX, Fentin Hydroxide + AX, Silthiofam + AX, Fenpropimorph + AX, Fenpropidine + AX, Spiroxamine + AX, Fenhexamide + AX, Imazalil + AX, Pyrisoxazole + AX, Bromconazole + AX, Cyproconazole + AX, Difenoconazole + AX, Epoxyconazole, Flu Triafoll+AX, Hexaconazole+AX, Ipconazole+AX, Metconazole+AX, Mycrobutanil+AX, Penconazole+AX, Propiconazole+AX, Tebuconazole+AX, Tetraconazole+AX, Triticonazole+AX, Prothioconazole+AX, Fluoxythioconazole+AX, Mefentrifluconazole+AX, Flufenoxadiazam+AX, Ipflufenoquin+AX, Quinofumelin+AX, Metalaxyl-M+AX, Cyprodinil+AX, Pyrimethanil+AX, Kasugamycin+AX, Mancozeb+AX,Copper fungicide + AX, sulfur + AX, zinc thiazole + AX, captan + AX, forpet + AX, chlorothalonil + AX, dithianone + AX, quinoxyfen + AX, proquinazide + AX, fludioxonil + AX, iprodione + AX, procymidone + AX, thiabendazole + AX, zoxamide + AX, metraphenone + AX, fluopicolide + AX, propamocrate + AX, oxathiapiproline + AX, fluoxapipproline + AX, acibenzolar-S-methyl + AX, isothianil + AX, phosphorous acid + AX, cyflufenaamide + AX, Tebufloxin + AX, Picarbutrazox + AX, Tricyclazole + AX, N-Methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide + AX, N,2-Dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide + AX, 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea +AX, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea+AX, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide+AX, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide+AX, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-car Boxamide + AX, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide + AX, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide + AX, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide + AX, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide + AX,8-Fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide+AX, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide+AX, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide+AX, N-((1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide+AX, N-((1S )-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide + AX, methyl(Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate + AX, methyl(Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazole-2-yl)phenoxy]prop-2-enoate + AX, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]- 3-Methoxyprop-2-enoate + AX, Methyl(Z)-3-Methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate + AX, Methyl(Z)-3-Methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate + AX, Methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-Methoxyprop-2-enoate + AX, Methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy) Enoate (Phenoxy)-3-Methoxyprop-2-enoate + AX, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-yl-thiazole-4-carboxamide + AX, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide + AX, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methylthiazole-4-carboxamide + AX,2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[(2,6-difluoro-4- Pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, TAEGRO® (i.e., Bacillus amyloricephaciens) Amyloliquefaciens strain FZB24) + AX, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as Timorex Gold®) (broad-spectrum plant biofungicide)) + AX, Reynoutria sachalinensis extract (marketed as REGALIA®) + AX, plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®) + AX, and Aureobasidin A + AX.
[0087] In another embodiment of the present invention, the following mixtures of component (A), which is a compound of formula (I), and component (B) are preferred as the active ingredient (wherein the term "AX" means a compound of formula (I), (IA), or one component (A) selected from compounds selected from (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11) according to the present invention): Pidiflumetofen + AX, Benzovindiflupir + AX, Bixafen + AX, Fluxap Roxad+AX, Isopyrazam+AX, Penflufen+AX, Penthiopyrad+AX, Sedaxane+AX, Boscalid+AX, Fluopyram+AX, Tifluzamide+AX, Pyraziflumid+AX, Isoflucipram+AX, Impilfluxam+AX, Isofetamide+AX, Fluindapir+AX, Cyclobtrifluram+AX, Fluoxastrobin+AX, Phenamidon+AX, Mandestrobin+AX, Picoxystrobin+AX, Pyraclostrobin+AX, Famoxadone+AX, Kresoximmethyl+AX, Trifloxystrobin+A X, Azoxystrobin + AX, Methyltetraprole + AX, Amisulbrom + AX, Cyazofamide + AX, Fenpicoxamide + AX, Florylpicoxamide + AX, Metallylpicoxamide + AX, Ametoctrazine + AX, Fluazinam + AX, Fentin hydroxide + AX, Silthiofam + AX, Fenpropimorph + AX, Fenpropidine + AX, Spiroxamine + AX, Fenhexamide + AX, Imazalil + AX, Pyrisoxazole + AX, Bromuconazole + AX, Cyproconazole + AX, Difenoconazole + AX, Epoxy Conazole, Flutriafoll+AX, Hexaconazole+AX, Ipconazole+AX, Metconazole+AX, Mycrobutanil+AX, Penconazole+AX, Propiconazole+AX, Tebuconazole+AX, Tetraconazole+AX, Triticonazole+AX, Prothioconazole+AX, Fluoxythioconazole+AX, Mefentrifluconazole+AX, Flufenoxadiazam+AX, Ipflufenoquin+AX, Quinofumelin+AX, Metalaxyl-M+AX, Cyprodinil+AX, Pyrimethanil+AX, Kasugamycin+AX,Mancozeb + AX, copper fungicide + AX, sulfur + AX, zinc thiazole + AX, captan + AX, forpet + AX, chlorothalonil + AX, dithianone + AX, quinoxyfen + AX, proquinazide + AX, fludioxonil + AX, iprodione + AX, procymidone + AX, thiabendazole + AX, zoxamide + AX, metraphenone + AX, fluopicolide + AX, propamocrate + AX, oxathiapiproline + AX, fluoxapipproline + AX, acibenzolar-S-methyl + AX, isothianil + AX, phosphorous acid + AX, cyflufe Namide + AX, Tebufloxin + AX, Picarbutrazox + AX, Tricyclazole + AX, N-Methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide + AX, N,2-Dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide + AX, 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl [Tyl]urea + AX, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea + AX, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide + AX, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide + AX, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3 -Carboxamide + AX, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide + AX, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide + AX, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide + AX, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide + AX,8-Fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide+AX, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide+AX, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide+AX, N-((1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide+AX, N-((1S )-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide + AX, methyl(Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate + AX, methyl(Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazole-2-yl)phenoxy]prop-2-enoate + AX, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]- 3-Methoxyprop-2-enoate + AX, Methyl(Z)-3-Methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate + AX, Methyl(Z)-3-Methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate + AX, Methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-Methoxyprop-2-enoate + AX, Methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy) Enoate (Phenoxy)-3-Methoxyprop-2-enoate + AX, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-yl-thiazole-4-carboxamide + AX, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide + AX, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methylthiazole-4-carboxamide + AX,2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[(2,6-difluoro-4- Pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide+AX, TAEGRO® (i.e., Bacillus amyloricephaciens) amyloliquefaciens) strain FZB24) + AX, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as Timorex Gold®) (broad-spectrum plant biofungicide)) + AX, Reynoutria sachalinensis extract (commercially available as REGALIA®) + AX, Quillaja saponaria molina A plant extract based on Molina (commercially available as BOTRISTOP®) + AX, and Aureobasidin A + AX, where the ratio of component (A) to component (B) is 100:1 to 1:40, preferably 40:1 to 1:40, more preferably 20:1 to 1:20, more preferably 15:1 to 1:30, more preferably 10:1 to 1:10, most preferably 5:1 to 1:5.Furthermore, the most preferable ratio is 2:1 to 1:2.
[0088] In another embodiment of the present invention, the following mixture of component (A), which is a compound of formula (I), and component (B) is preferred as the active ingredient (wherein the term "AX" means one component (A) selected from the compounds of formula (I), (IA), or compounds selected from (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11) according to the present invention): TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24) + AX, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) (Commercially available as Gold®) + AX, Reynoutria sachalinensis extract (commercially available as REGALIA®) + AX, plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®) + AX, or Aureobasidin A + AX.
[0089] In another embodiment of the present invention, the following mixture of component (A), which is a compound of formula (I), and component (B) is preferred as the active ingredient (wherein the term "AX" means one component (A) selected from the compounds of formula (I), (IA), or compounds selected from (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11) according to the present invention): TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24) + AX, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) The product is either Gold (registered trademark) + AX, Reynoutria sachalinensis extract (commercially available as REGALIA (registered trademark)) + AX, a plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP (registered trademark)) + AX, or Aureobasidin A + AX, where the weight ratio of component (A) to component (B) is 100:1 to 1:40.
[0090] In another preferred embodiment of the present invention, the following mixture of component (A), which is a compound of formula (I), and component (B) is preferred as the active ingredient (wherein the term "AX" means a compound of formula (I), (IA), or one component (A) selected from compounds selected from (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11): TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24) + AX, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) The product is either Gold (registered trademark) + AX, Reynoutria sachalinensis extract (commercially available as REGALIA (registered trademark)) + AX, a plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP (registered trademark)) + AX, or Aureobasidin A + AX, where the weight ratio of component (A) to component (B) is 40:1 to 1:40.
[0091] In another more preferred embodiment of the present invention, the following mixture of component (A), which is a compound of formula (I), and component (B) is preferred as the active ingredient (wherein the term "AX" means a compound of formula (I), (IA), or one component (A) selected from compounds selected from (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11): TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24) + AX, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) The product is either Gold (registered trademark) + AX, Reynoutria sachalinensis extract (commercially available as REGALIA (registered trademark)) + AX, a plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP (registered trademark)) + AX, or Aureobasidin A + AX, where the weight ratio of component (A) to component (B) is 40:1 to 1:20.
[0092] In another, more preferred embodiment of the present invention, the following mixture of component (A), which is a compound of formula (I), and component (B) is preferred as the active ingredient (wherein the term "AX" means a compound of formula (I), (IA), or one component (A) selected from compounds selected from (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11): TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24) + AX, Melaleuca alternifolia oil (Tea tree plant Melaleuca alternifolia) Extracts of *Alternifolia* (marketed as the broad-spectrum plant biofungicide *Timorex Gold®*) + AX, extracts of *Reynoutria sachalinensis* (marketed as *REGALIA®*) + AX, plant extracts based on *Quillaja saponaria Molina* (marketed as *BOTRISTOP®*) + AX, or aureobasidin A + AX, where the weight ratio of component (A) to component (B) is 20:1 to 1:20.
[0093] In another, more preferred embodiment of the present invention, component (A) is compound number X.01:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.01), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (tea tree plant Melaleuca alternifolia (Melaluca A compound selected from the group consisting of an extract of *Alternifolia* (commercially available as the broad-spectrum plant biofungicide *Timorex Gold®*), an extract of *Reynoutria sachalinensis* (commercially available as *REGALIA®*), a plant extract based on an extract of *Quillaja saponaria Molina* (commercially available as *BOTRISTOP®*), or *Aureobasidin A*, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0094] In another, more preferred embodiment of the present invention, component (A) is compound number X.02:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.02), or a salt, enantiomer, tautomer, or N-oxide thereof, or a tautomer thereof, or an N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (tea tree plant Melaleuca alternifolia (Melaluca A compound selected from the group consisting of an extract of *Alternifolia* (commercially available as the broad-spectrum plant biofungicide *Timorex Gold®*), an extract of *Reynoutria sachalinensis* (commercially available as *REGALIA®*), a plant extract based on an extract of *Quillaja saponaria Molina* (commercially available as *BOTRISTOP®*), or *Aureobasidin A*, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0095] In another, more preferred embodiment of the present invention, component (A) is compound number X.03:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.03), or a salt, enantiomer, tautomer, or N-oxide tautomer or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (tea tree plant Melaleuca alternifolia (Melaluca A compound selected from the group consisting of an extract of *Alternifolia* (commercially available as the broad-spectrum plant biofungicide *Timorex Gold®*), an extract of *Reynoutria sachalinensis* (commercially available as *REGALIA®*), a plant extract based on an extract of *Quillaja saponaria Molina* (commercially available as *BOTRISTOP®*), or *Aureobasidin A*, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0096] In another, more preferred embodiment of the present invention, component (A) is compound number X.04:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.04), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) A compound selected from the group consisting of Gold (commercially available as a registered trademark), Reynoutria sachalinensis extract (commercially available as a registered trademark as REGALIA), a plant extract based on Quillaja saponaria Molina extract (commercially available as a registered trademark as BOTRISTOP), or Aureobasidin A, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0097] In another, more preferred embodiment of the present invention, component (A) is compound number X.05:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.05), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) A compound selected from the group consisting of Gold (commercially available as a registered trademark), Reynoutria sachalinensis extract (commercially available as a registered trademark as REGALIA), a plant extract based on Quillaja saponaria Molina extract (commercially available as a registered trademark as BOTRISTOP), or Aureobasidin A, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0098] In another, more preferred embodiment of the present invention, component (A) is compound number X.06:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.06), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) A compound selected from the group consisting of Gold (commercially available as a registered trademark), Reynoutria sachalinensis extract (commercially available as a registered trademark as REGALIA), a plant extract based on Quillaja saponaria Molina extract (commercially available as a registered trademark as BOTRISTOP), or Aureobasidin A, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0099] In another, more preferred embodiment of the present invention, component (A) is compound number X.07:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole-4-yl)-4,6-dihydrothieno[3,2-c]pyridine-5-yl]methanone (X.07), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) A compound selected from the group consisting of Gold (commercially available as a registered trademark), Reynoutria sachalinensis extract (commercially available as a registered trademark as REGALIA), a plant extract based on Quillaja saponaria Molina extract (commercially available as a registered trademark as BOTRISTOP), or Aureobasidin A, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0100] In another, more preferred embodiment of the present invention, component (A) is compound number X.08:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) A compound selected from the group consisting of Gold (commercially available as a registered trademark), Reynoutria sachalinensis extract (commercially available as a registered trademark as REGALIA), a plant extract based on Quillaja saponaria Molina extract (commercially available as a registered trademark as BOTRISTOP), or Aureobasidin A, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0101] In another, more preferred embodiment of the present invention, component (A) is compound number X.09:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) A compound selected from the group consisting of Gold (commercially available as a registered trademark), Reynoutria sachalinensis extract (commercially available as a registered trademark as REGALIA), a plant extract based on Quillaja saponaria Molina extract (commercially available as a registered trademark as BOTRISTOP), or Aureobasidin A, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0102] In another, more preferred embodiment of the present invention, component (A) is compound number X.10:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10), or a salt, enantiomer, tautomer or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) A compound selected from the group consisting of Gold (commercially available as a registered trademark), Reynoutria sachalinensis extract (commercially available as a registered trademark as REGALIA), a plant extract based on Quillaja saponaria Molina extract (commercially available as a registered trademark as BOTRISTOP), or Aureobasidin A, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0103] In another, more preferred embodiment of the present invention, component (A) is compound number X.11:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7S)-7-(1,5-dimethylpyrazole-4-yl)-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone, or a salt, enantiomer, tautomer or N-oxide thereof, and component (B) is TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (Timorex, a broad-spectrum plant biocicide) A compound selected from the group consisting of Gold (commercially available as a registered trademark), Reynoutria sachalinensis extract (commercially available as a registered trademark as REGALIA), a plant extract based on Quillaja saponaria Molina extract (commercially available as a registered trademark as BOTRISTOP), or Aureobasidin A, wherein the weight ratio of component (A) to component (B) is 40:1 to 1:40, preferably 20:1 to 1:20.
[0104] In a preferred composition according to the present invention, component (A) is compound number X.01: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.01), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, Isopyrazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, fenhexamide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole Lu, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofmerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[ 4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0105] In another preferred composition according to the present invention, component (A) is compound number X.02:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.02), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, i Sopirazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, fenhexamide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole Tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4 -[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0106] In another preferred composition according to the present invention, component (A) is compound number X.03:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.03), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, Isopyrazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, fenhexamide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole Lu, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofmerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[ 4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0107] In another preferred composition according to the present invention, component (A) is compound number X.04:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.04), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxap Roxad, Isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propico Nasol, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[ [4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0108] In another preferred composition according to the present invention, component (A) is compound number X.05: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.05), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuco Nazol, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[[4-[ 5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0109] In another preferred composition according to the present invention, component (A) is compound number X.06: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.06), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, penthiop Rad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuconazole Lu, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4-[5 -(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0110] In another preferred composition according to the present invention, component (A) is compound number X.07: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole-4-yl)-4,6-dihydrothieno[3,2-c]pyridine-5-yl]methanone (X.07), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, penthiop Rad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuconazole Lu, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4-[5 -(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0111] In another preferred composition according to the present invention, component (A) is compound number X.08: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, penthio Pyrado, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuconazole Lu, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4-[5 -(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0112] In another preferred composition according to the present invention, component (A) is compound number X.09: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, pen Thiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuconazole Zole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4-[ 5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0113] In another preferred composition according to the present invention, component (A) is compound number X.10: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, penthio Pyrado, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuconazole Lu, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4-[5 -(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0114] In another preferred composition according to the present invention, component (A) is compound number X.11:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7S)-7-(1,5-dimethylpyrazole-4-yl)-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone, or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, iso Pyrazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, fenhexamide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole, Tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4 -[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) Compounds selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 15:1 to 1:30.
[0115] In a more preferred composition according to the present invention, component (A) is compound number X.01:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.01), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidiflumetofen, benzovindiflupyr, azoxystro Bin, floryl picoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0116] In another, more preferred composition according to the present invention, component (A) is compound number X.02:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.02), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovin diflupyr, azoxystrobin N, Floryl picoxamide, Difenoconazole, Prothioconazole, Mefentrifluconazole, Cyprodinil, Fludioxonil, Acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0117] In another, more preferred composition according to the present invention, component (A) is compound number X.03:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.03), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystro Bin, floryl picoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0118] In another, more preferred composition according to the present invention, component (A) is compound number X.04:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.04), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxy Strobin, Floryl picoxamide, Difenoconazole, Prothioconazole, Mefentrifluconazole, Cyprodinil, Fludioxonil, Acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0119] In another, more preferred composition according to the present invention, component (A) is compound number X.05: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.05), or a salt, enantiomer, tautomer or N-oxide thereof, and component (B) is pidiflumetofen, benzovindiflupyr, azoxystrobin, flu Rilpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0120] In another, more preferred composition according to the present invention, component (A) is compound number X.06: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.06), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovin diflupyr, azoxystrobin, florylpi Coxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0121] In another, more preferred composition according to the present invention, component (A) is compound number X.07: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole-4-yl)-4,6-dihydrothieno[3,2-c]pyridine-5-yl]methanone (X.07), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovin diflupyr, azoxystrobin, florylpi Coxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0122] In another, more preferred composition according to the present invention, component (A) is compound number X.08:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08), or a salt, enantiomer, tautomer or N-oxide thereof, and component (B) is pidflumetofen, benzovin diflupyr, azoxystrobin, florylpi Coxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0123] In another, more preferred composition according to the present invention, component (A) is compound number X.09: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystrobin, fluoride Lupicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0124] In another, more preferred composition according to the present invention, component (A) is compound number X.10: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovin diflupyr, azoxystrobin, florylpi Coxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0125] In another, more preferred composition according to the present invention, component (A) is compound number X.11:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7S)-7-(1,5-dimethylpyrazole-4-yl)-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone, or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, or azoxystrobin Floryl picoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia The compound is selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria Molina extract-based plant extract (marketed as BOTRISTOP®), or aureobasidin A, with a weight ratio of component (A) to component (B) of 15:1 to 1:30.
[0126] In a more preferred composition according to the present invention, component (A) is compound number X.01: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.01), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyr Xad, Isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole Zole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[ [4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0127] In another, more preferred composition according to the present invention, component (A) is compound number X.02:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.02), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxine Sado, Isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole Zole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[ [4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0128] In another, more preferred composition according to the present invention, component (A) is compound number X.03:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.03), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyr Xad, Isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole Zole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[ [4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0129] In another, more preferred composition according to the present invention, component (A) is compound number X.04:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.04), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, f Luxapiroxad, Isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, P Ropiconazole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N -[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0130] In another, more preferred composition according to the present invention, component (A) is compound number X.05: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.05), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopy Razam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, fenhexamide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole, Tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4 -[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0131] In another, more preferred composition according to the present invention, component (A) is compound number X.06:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.06), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, pe Nthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuconazole Zole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4-[ 5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0132] In another, more preferred composition according to the present invention, component (A) is compound number X.07: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole-4-yl)-4,6-dihydrothieno[3,2-c]pyridine-5-yl]methanone (X.07), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, pe Nthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuconazole Zole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[4-[ 5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0133] In another, more preferred composition according to the present invention, component (A) is compound number X.08:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuco Nazol, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[[4-[ 5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0134] In another, more preferred composition according to the present invention, component (A) is compound number X.09:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyraz Penthiopyram, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebu Conazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[[4- [5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0135] In another, more preferred composition according to the present invention, component (A) is compound number X.10: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxad, isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuco Nazol, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenamide, tricyclazole, N-methoxy-N-[[4-[ 5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0136] In another, more preferred composition according to the present invention, component (A) is compound number X.11:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7S)-7-(1,5-dimethylpyrazole-4-yl)-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone, or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, bixafen, fluxapyroxa Isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole, Difenoconazole, Metconazole, Penconazole, Propiconazole Fluorocarbon, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (various salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, phosphorous acid, cyflufenaamide, tricyclazole, N-methoxy-N-[[ 4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl -1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-Dimethylbutyl]-8-Fluoroquinoline-3-Carboxamide, N-((1R)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, N-((1S)-1-Benzyl-3-Chloro-1-Methyl-Buto-3-Enyl)-8-Fluoroquinoline-3-Carboxamide, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-[4-(Trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, Methyl(Z)-3-Methoxy-2-[2-Methyl-5-(4-prop [Triazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methyl Phenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Lu-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloricephaciens) A compound selected from amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®), Reynoutri sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or aureobasidin A, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0137] In a more preferred composition according to the present invention, component (A) is compound number X.01: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.01), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystro Bin, floryl picoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0138] In a more preferred composition according to the present invention, component (A) is compound number X.02:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.02), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, or azoxystrobin Floryl picoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or Aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0139] In a more preferred composition according to the present invention, component (A) is compound number X.03: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.03), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovin diflupyr, azoxystrobin N, Floryl picoxamide, Difenoconazole, Prothioconazole, Mefentrifluconazole, Cyprodinil, Fludioxonil, Acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0140] In a more preferred composition according to the present invention, component (A) is compound number X.04:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.04), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidiflumetofen, benzovindiflupyr, azoxy Trobin, Florylpicoxamide, Difenoconazole, Prothioconazole, Mefentrifluconazole, Cyprodinil, Fludioxonil, Acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0141] In a more preferred composition according to the present invention, component (A) is compound number X.05: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.05), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidiflumetofen, benzovindiflupyr, azoxystrobin, fluoride Lupicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0142] In a more preferred composition according to the present invention, component (A) is compound number X.06: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.06), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystrobin, florylpico Xamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0143] In a more preferred composition according to the present invention, component (A) is compound number X.07: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole-4-yl)-4,6-dihydrothieno[3,2-c]pyridine-5-yl]methanone (X.07), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystrobin, florylpico Xamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0144] In a more preferred composition according to the present invention, component (A) is compound number X.08: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystrobin, florylpico Xamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0145] In a more preferred composition according to the present invention, component (A) is compound number X.09: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystrobin, or floryl Picoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0146] In a more preferred composition according to the present invention, component (A) is compound number X.10: [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystrobin, florylpico Xamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0147] In a more preferred composition according to the present invention, component (A) is compound number X.11:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7S)-7-(1,5-dimethylpyrazole-4-yl)-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone, or a salt, enantiomer, tautomer or N-oxide thereof, and component (B) is pidflumetofen, benzovindiflupyr, azoxystrobin, Floryl picoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4] Octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia A compound selected from the following: (alternifolia) oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as the broad-spectrum plant biofungicide Timorex Gold®)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or aureobasidin A, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (more preferably 5:1 to 1:5).
[0148] In a more preferred composition according to the present invention, component (A) is compound number X.01: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.01), or a salt thereof, enantiomer, tautomer, or N-oxy The compound (A) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0149] In a more preferred composition according to the present invention, component (A) is compound number X.02:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.02), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0150] In a more preferred composition according to the present invention, component (A) is compound number X.03:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.03), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0151] In a more preferred composition according to the present invention, component (A) is compound number X.04: [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone (X.04), or a salt thereof, an enantiomer, a tautomer, or N-O The oxide is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, where the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0152] In a more preferred composition according to the present invention, component (A) is compound number X.05:[5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.05), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0153] In a more preferred composition according to the present invention, component (A) is compound number X.06:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.06), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0154] In a more preferred composition according to the present invention, component (A) is compound number X.07:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole-4-yl)-4,6-dihydrothieno[3,2-c]pyridine-5-yl]methanone (X.07), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0155] In a more preferred composition according to the present invention, component (A) is compound number X.08:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0156] In a more preferred composition according to the present invention, component (A) is compound number X.09:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0157] In a more preferred composition according to the present invention, component (A) is compound number X.10:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10), or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0158] In a more preferred composition according to the present invention, component (A) is compound number X.11:[5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7S)-7-(1,5-dimethylpyrazole-4-yl)-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone, or a salt, enantiomer, tautomer, or N-oxide thereof, and component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl, wherein the weight ratio of component (A) to component (B) is 10:1 to 1:10 (or more preferably 5:1 to 1:5).
[0159] In any of the compositions according to the present invention, the composition may contain an additional active ingredient (C) different from component (B), such as pidiflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, isofetamide, fluindapir, cyclobutrifluram, fluoxastrobin, phenamidon, mandestrobin, picoxystrobin, pyraclostrobin, Famoxadone, kresoxim-methyl, trifloxystrobin, azoxystrobin, methyltetraprole, amisulbrom, cyazofamide, fenpicoxamide, florylpicoxamide, methallylpicoxamide, ametoctrazine, fluazinam, fentin hydroxide, silthiofam, fenpropimorph, fenpropidine, spiroxamine, fenhexamide, imazalil, pyrisoxazole, bromconazole, cyproconazole, difenoconazole, epoxyconazole, flutriafoll, hexaconazole, Ipconazole, metconazole, mycrobutanil, penconazole, propiconazole, tebuconazole, tetraconazole, triticonazole, prothioconazole, fluoxythioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofmerine, metalaxyl M, cyprodinil, pyrimethanil, kasugamycin, mancozeb, copper-based fungicides, sulfur, zinc thiazole, captanforpet, chlorothalonil, dithianone, quinoxyfen, proquinazide, fludioxonil, ipro Zion, procymidone, thiabendazole, zoxamide, metraphenone, fluopicolide, propamocarb, oxathiapipproline, fluoxapipproline, acibenzolar-S-methyl, isothianil, phosphorous acid, cyflufenaamide, tebufloquine, picarbtrazox, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]propanamide N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxy-prop-2-enoate (This compound is from International Publication No. 2020 / 193387) (Can be prepared by the method described in No. 3), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N- (2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide D, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,Selected from the group consisting of 2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as the broad-spectrum plant biocicide Timorex Gold®)), Reynoutria sachalinensis extract (marketed as REGALIA®), plant extract based on Quillaja saponaria Molina extract (marketed as BOTRISTOP®), or Aureobasidin A.
[0160] Preferably, component (C), which is different from component (B), is pidiflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, fenhe Xamide, cyproconazole, difenoconazole, metconazole, penconazole, propiconazole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (different salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproline, fluoxapiproline, acibenzolar-S-methyl, Phosphate, cyflufenamide, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl] -8-Fluoroquinoline-3-carboxamide, N-((1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide, Methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared from the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octan-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide Luboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,The compound is selected from the group consisting of 2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as Timorex Gold®, a broad-spectrum plant biofungicide)), Reynoutria sachalinensis (commercially available as REGALIA®), a plant extract based on the extract of Quillaja saponaria Molina (commercially available as BOTRISTOP®), or Aureobasidin A.
[0161] More preferably, component (C), which is different from component (B), is pidiflumetofen, benzovindiflupir, cyclobutifluram, pyraclostrobin, azoxystrobin, methyltetraprole, florylpicoxamide, methallylpicoxamide, fluazinam, fenpropidine, difenoconazole, metconazole, propiconazole, prothioconazole, mefentrifluconazole, fluphenoxadiazam, cyprodinil, fludioxonil, N-methoxy-N-[[4-[ 5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propenamide, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxypropane-2-enoate, TAEGRO® (i.e., Bacillus amyloricephaciens) The compound is selected from the group consisting of amyloliquefaciens (FZB24 strain), Melaleuca alternifolia oil (extract from the tea tree plant Melaleuca alternifolia (commercially available as Timorex Gold®, a broad-spectrum plant-based biofungicide)), Reynoutria sachalinensis (commercially available as REGALIA®), plant extracts based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or Aureobasidin A.
[0162] More preferably, component (C), which is different from component (B), is pidiflumetofen, benzovindiflupir, cyclobutifluram, pyraclostrobin, azoxystrobin, methyltetraprole, florylpicoxamide, methallylpicoxamide, fluazinam, fenpropidine, difenoconazole, metconazole, propiconazole, prothioconazole, mefentrifluconazole, fluphenoxadiazam, cyprodinil, fludioxonil, N- The compound is selected from the group consisting of methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propenamide, or methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxypropa-2-enoate.
[0163] In another embodiment of the present invention, a fungicidal composition comprising a mixture of component (A) and component (B) and component (C) as an active ingredient, wherein component (A) is a compound of formula (I) selected from the compounds (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11) listed in Table X according to the present invention, and component (C) and component (B) are pidiflumetphen, benzovindiflupyr, bixafen, fraxapyroxad, isopyrazam, penflufen, pen Thiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Fluoxastrobin, Phenamidone, Mandestrobin, Picoxystrobin, Pyraclostrobin, Famoxadone, Kresoxim-methyl, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Amisulbrom, Cyazofamide, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Ametocrazine, Fluazinam, Hydroxyphentine, Silthiofame, Fenpropimorph, Fenpropidine, Spiroxamine, fenhexamide, imazalil, pyrisoxazole, bromconazole, cyproconazole, difenoconazole, epoxyconazole, flutriafollhexaconazole, ipconazole, metconazole, mycrobutanil, penconazole, propiconazole, tebuconazole, tetraconazole, triticonazole, prothioconazole, fluoxythioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquine, quinofumerine, metalaxyl-M, cyprodinil, pyrimethanil, cas Gamycin, Mancozeb, copper fungicide, sulfur, zinc thiazole, captan, Forpet, chlorothalonil, dithianone, quinoxyfen, proquinazide, fludioxonil, iprodione, procymidone, thiabendazole, zoxamide, metraphenone, fluopicolide, propamocrate, oxathiapipproline, fluoxapipproline, acibenzolar-S-methyl, isothianil, phosphate, cyflufenamide, tebufloquine, picarbtrazox, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]cyclopropane-carboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, methyl(Z)-2-(5-cyclo Hexyl-2-methylphenoxy)-3-methoxypropa-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide , 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl (L)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as Timorex Gold®, a broad-spectrum plant biofungicide)), Reynoutria sachalinensis extract (commercially available as REGALIA®), plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or Aureobasidin A, where components (B) and (C) are not identical compounds.
[0164] Preferably, a fungicidal composition is provided containing a mixture of component (A), component (B), and component (C) as an active ingredient, wherein component (A) is a compound of formula (I) selected from (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11) listed in Table X according to the present invention, and components (B) and (C) are pidiflumetofen, benzovindiflupyr Bixafen, fluxapyroxad, isopyrazam, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, fluindapir, cyclobutrifluram, pyraclostrobin, trifloxystrobin, azoxystrobin, methyltetraprole, fenpicoxamide, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, fenhexamide, cypro Conazole, difenoconazole, metconazole, penconazole, propiconazole, tebuconazole, tetraconazole, prothioconazole, mefentrifluconazole, flufenoxadiazam, ibuflufenoquin, quinofmerine, metalaxyl-M, cyprodinil, pyrimethanil, mancozeb, copper compounds (different salts), sulfur, forpet, chlorothalonil, dithianone, proquinazide, fludioxonil, metraphenone, oxathiapiproli N, fluoxapipproline, acibenzoral-S-methyl, phosphate, cyflufenamide, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]-cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]-propanamide, N-[(1R)-1-benzyl-1,3-Dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-((1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide, Methyl(Z)-2-(5-cyclohexyl- 2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared from the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6- [Difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl Thir-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,A compound selected from the group consisting of 2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as Timorex Gold®, a broad-spectrum plant biofungicide)), Reynoutria sachalinensis extract (commercially available as REGALIA®), Quillaja saponaria Molina extract-based plant extract (commercially available as BOTRISTOP®), or Aureobasidin A, where components (B) and (C) are not the same compound.
[0165] More preferably, an antifungal composition comprising component (A) and a mixture of component (B) and component (C) as an active ingredient, wherein component (A) is a compound of formula (I) selected from the compounds (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11) listed in Table X according to the present invention, and component (C) and component (B) are pidiflumetofen, benzovindiflupyr, cyclobutifluram, pyraclostrobin, azoxystrobin, methyltetraprole, florylpicoxamide, methallylpicoxamide, fluazinam, fenpropidine, dipheno Conazole, metconazole, propiconazole, prothioconazole, mefentrifluconazole, fluphenoxadiazam, cyprodinil, fludioxonil, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propenamide, or methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxypropa-2-enoate, and components (B) and (C) are not the same compound.
[0166] More preferably, the fungicidal composition comprises component (A) and a mixture of component (B) and component (C) as an active ingredient, wherein component (A) is a compound of formula (I) selected from the compounds (X.01), (X.02), (X.03), (X.04), (X.05), (X.06), (X.07), (X.08), (X.09), (X.10), or (X.11) listed in Table X according to the present invention, and component (C) and component (B) are pidiflumetofen, benzovindiflupyr, cyclobutifluram, pyraclostrobin, azoxystrobin, methyltetraprole, florylpicoxamide, metharylpicoxamide, fluazinam, fenpropidine, dife Noconazole, metconazole, propiconazole, prothioconazole, mefentrifluconazole, fluphenoxadiazam, cyprodinil, fludioxonil, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propenamide, or methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxypropa-2-enoate, and components (B) and (C) are not the same compound.
[0167] Compound (C) is referred to herein and above by so-called "ISO common names" or other "common names" used in individual cases or trade names. Compound (C) can be synthesized using procedures that are known, commercially available, and / or known in the art and / or reported in literature such as those shown above.
[0168] The combined use of components (B) and (C) with component (A) can enhance the effectiveness of the latter (component (A)) against fungi, and vice versa. Furthermore, the fungicidal composition may be effective against a broader range of fungal pathogens than those that can be fought by individual active ingredients when used alone. Generally, the weight ratio of component (A) to the mixture of components (B) and (C) may be 100:1 to 1:100, or 50:1 to 1:50, or 20:1 to 1:20, or 10:1 to 1:10, or 5:1 to 1:5. Otherwise, the weight ratio of the mixture of component (A) to component (B) and (C) is 2:1 to 1:2, or 4:1 to 2:1, or 1:1, or 5:1, or 5:2, or 5:3, or 5:4, or 4:1, or 4:2, or 4:3, or 3:1, or 3:2, or 2:1, or 1:5, or 2:5, or 3:5, or 4:5, or 1:4, or 2:4, or 3:4, or The ratios may be 1:3, or 2:3, or 1:2, or 1:600, or 1:300, or 1:150, or 1:35, or 2:35, or 4:35, or 1:75, or 2:75, or 4:75, or 1:6000, or 1:3000, or 1:1500, or 1:350, or 2:350, or 4:350, or 1:750, or 2:750, or 4:750. These mixing ratios are understood to include both weight ratios and molar ratios.
[0169] In embodiments of the present invention in which the composition comprises component (A), component (B), and component (C), the weight ratio of component (A) to the sum of components (B) and (C) may be 100:1 to 1:100, preferably 50:1 to 1:50, more preferably 20:1 to 1:40, even more preferably 15:1 to 1:30, even more preferably 12:1 to 1:25, or 10:1 to 1:20, or 10:1 to 1:10, or 5:1 to 1:15, or 5:1 to 1:5, or 4:1 to 1:4, or 3:1 to 1:10, or 3:1 to 1:3, or 2:1 to 1:5, or 1:1.
[0170] The compounds of formula (I) according to the present invention can be formed as shown in the following scheme, and unless otherwise specified, the definitions of each variable are as defined above for the compounds of formula (I).
[0171] The term "compound of formula (I)" refers to component A.
[0172] In any of the following schemes, the presence of one or more chiral carbon atoms in the compound of formula (I) according to the present invention means that the compound may arise in a chiral isomer, i.e., in the form of an enantiomer or diastereomer.
[0173] The compound of formula (I) can be prepared by methods known to those skilled in the art. More specifically, the compound of formula (I) can be prepared from the compound of formula (III) or a salt thereof, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 and X 3 For compounds of formula (I), A is defined above, 1 , A 2 , A 3 and Z 1 The formula for the compound of formula (I) is defined above. This reaction is shown in Scheme 1. [ka] Scheme 1
[0174] In Scheme 1, compound (A) of formula (V) 1 , A 2 , A 3 and Z 1 However, the compounds of formula (I) are defined above, and are activated to the compounds of formula (Va) by methods known to those skilled in the art and, for example, by the methods described in Tetrahedron 2005, 61(46), 10827-10852. For example, X 0Compounds of formula (Va) in which is a halogen are formed by treating a compound of formula (V) with, for example, oxalyl chloride or thionyl chloride in an inert solvent such as dichloromethane (DCM) or tetrahydrofuran (THF) at a temperature of 20°C to 100°C, preferably 25°C, in the presence of a catalytic amount of N,N-dimethylformamide (DMF). Compounds of formula (Va) are of formula (III), where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , X 1 , X 2 and X 3 The compound of formula (I) is obtained by optionally having a base, such as triethylamine or pyridine, as defined above for the compound of formula (I). Alternatively, the compound of formula (I) is obtained by treating the compound of formula (V) with dicyclohexylcarbodiimide (DCC), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC), or 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxidehexafluorophosphate (HATU), and X 0 X 01 , X 02 or X 03 The compound of formula (V) can also be produced at a temperature of 30°C to 180°C in an inert solvent (e.g., pyridine, DMF, acetonitrile, DCM, or THF), optionally in the presence of a base (e.g., triethylamine). Finally, the compound of formula (V) can be activated by reaction with a coupling reagent such as propanephosphonic anhydride (T3P), as described in Synthesis 2013, 45, 1569, to obtain the compound of formula (Va), where X 0 X is defined below 04 It is also possible to provide a compound that is [formula]. Further reaction with the compound of formula (III) or a salt thereof yields the compound of formula (I). [ka]
[0175] R 4 and R 6 is hydrogen, R 5 is hydrogen or methyl, R 1 , R 2 , R 3 , R 7 , X 1 , X 2 and X 3 Compounds of formula (IIIa), provided that the compound of formula (I) is as defined above, can be prepared by methods known to those skilled in the art.
[0176] For example, R 4 and R 6 is hydrogen, R 5 is hydrogen or methyl, R 1 , R 2 , R 3 , R 7 , X 1 , X 2 and X 3 Compounds of formula (IIIa) are defined above for compounds of formula (I), as follows: 5 is hydrogen or methyl, R 1 , R 2 , R 3 , R 7 , X 1 , X 2 and X 3Compounds of formula (IVa), where the compound of formula (I) is defined above, can be prepared by treatment with a reducing agent such as NaBH3CN and an acid, such as hydrochloric acid, or acetic acid in a protic solvent such as methanol or ethanol. Such reactions are well known in the literature, and similar reactions are described, for example, by Deng, Zeping et al., Chinese Patent No. 103772278 and Synthesis 1979, 4, 281-3. Alternatively, compounds of formula (IIIa) can be prepared from compounds of formula (IV) by reduction with hydrogen accompanied by a suitable ligand, such as diphosphine [1,2-bis(diphenylphosphino)ethane (dppe), 1,3-bis(diphenylphosphino)propane (dppp), or 1,4-bis(diphenylphosphino)butane (dppb)] in the presence of a suitable metal catalyst such as Pd, Ir, or Rh. Similar reactions have been reported, for example, in React.Kinet.Catal.Lett.2007,92,99-104 (Scheme 2). [ka] Scheme 2
[0177] Alternatively, the compound of formula (IIIa) can be prepared as shown in scheme 4.
[0178] As shown in Scheme 3, R 4 , R 6 and R 7 is hydrogen, R 5 is hydrogen or methyl, R 1 , R 2 , R 3 , X 1 , X 2 and X 3 The compound of formula (IIIb), for which the definition for the compound of formula (I) is as described above, is R 4 , R 6 and R 7 It can be converted into a compound of formula (VII) where is hydrogen, R 5 is hydrogen or methyl, R 1 , R 2 , R 3, X 1 , X 2 and X 3 As defined above, by treating the compound of formula (I) with the compound of formula (VI), X 0 R is a detaching group such as a halogen, 0 Compounds of formula (VI) in which is C1-C4-alkyl can be converted by methods known to those skilled in the art and by the method described in Scheme 1. Alternatively, compounds of formula (VII) can be converted at a temperature of 0°C to 60°C in an inert solvent such as DCM, THF, or 2-methyl-THF, optionally in the presence of a base such as triethylamine or dimethylaminopyridine, to a compound of formula (R 0 An anhydrous form of CO)2O, R 0 It can be prepared by treatment with an anhydride in which is C1-C4 alkyl. The compound of formula (VII) is then metallated in an inert polar solvent such as THF or 2-methyl-THF at a low temperature, e.g., -78°C to room temperature, with a base, e.g., an alkyl metal base such as tert-butyllithium, and an additive such as N,N,N',N'-tetramethylethylenediamine (TMEDA). The anion of formula (VII) formed under these conditions is metallated with formula R X -X 0 The electrophile is then treated with X 0 As defined earlier, R X C1-C4-alkyl, C1-C4-alkylcarbonyl, C1-C 4- Alkoxycarbonyl, N-methoxy-N-methylcarbonyl, C1~C 4- Alkylaminocarbonyl, di(C1~C 4- The alkyl)aminocarbonyl or C3-C6-cycloalkyl, where the C3-C6-cycloalkyl may be optionally substituted with one, two, or three substituents independently selected from halogens, cyano, C1-C4-alkyl, C1-C4-haloalkyl, and C1-C4-alkoxy, to obtain the compound of formula (VIIa), where R 4 and R 6 is hydrogen, R 5 is hydrogen or methyl, R 0 R is a C1-C4 alkyl group, 1, R 2 , R 3 , R 7 , X 1 , X 2 and X3 は The compound of formula (I) is defined as described above (Scheme 3). [ka] Scheme 3
[0179] The compound of formula (VIIa) can be obtained by methods known to those skilled in the art, R 4 and R 6 is hydrogen, R 5 is hydrogen or methyl, R 1 , R 2 , R 3 , R 7 , X 1 , X 2 and X 3 As defined above for compounds of formula (I), it can be converted to compounds of formula (IIIa). For example, a compound of formula (VIIa) (R 0 The compound of formula (IIIa) can be obtained by treating tert-butyl with an organic or inorganic acid such as trifluoroacetic acid or HCl. This reaction is shown in Scheme 4. [ka] Scheme 4
[0180] R 5 is hydrogen or methyl, R 1 , R 2 , R 3 , R 7 , X 1 , X 2 and X 3 The compound of formula (IVa) is defined as above for the compound of formula (I), and R 1 , R 2 and R 3 As defined above for compounds of formula (I), X 0 is a halogen, preferably chlorine, bromine, or iodine, and a compound of formula (VIII) is used, where R5 is hydrogen or methyl, R 7 , X 1 , X 2 and X 3 The compound of formula (I) is defined above and can typically be prepared by reacting it with a CC bond formation reaction under palladium-catalyzed (or alternatively nickel-catalyzed) cross-coupling conditions (Scheme 5). [ka] Scheme 5
[0181] The Suzuki-Miyaura cross-coupling reaction between the compound of formula (VIII) and the compound of formula (IX) is well known to those skilled in the art and is usually carried out in the presence of a palladium catalyst such as tetrakis(triphenylphosphine)-palladium(O) or [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane complex and a base such as sodium carbonate or potassium carbonate, in a solvent such as N,N-dimethylformamide, dioxane, or a dioxane-water mixture, at a temperature of room temperature to 160°C, optionally under microwave heating conditions, and preferably under an inert atmosphere. Such reactions are reviewed, for example, in J. Organomet. Chem. 1999, 576, 147-168. Those skilled in the art will also recognize that the reaction can be reversed, namely, the compound of formula (XI), R 1 , R 2 and R 3 R is defined above for the compound of formula (I), and 5 is hydrogen or methyl, R 7 , X 1 , X 2 and X 3 This is defined above for the compound of formula (I), and X 0 is a halogen, preferably chlorine, bromine, or iodine, providing a compound of formula (IVa), where R 5 is hydrogen or methyl, R 1 , R 2 , R 3 , R 7 , X 1, X 2 and X 3 The compound of formula (IVa) is provided, as defined above for the compound of formula (I). This reaction is shown in scheme 6. [ka] Scheme 6
[0182] Further cross-coupling chemistry, namely CH activation, can also be used to prepare the compound of formula (IVa), R 5 is hydrogen or methyl, R 1 , R 2 , R 3 , R 7 , X 1 , X 2 and X 3 The compound of formula (I) is defined above. This reaction is shown in Scheme 7. [ka] Scheme 7
[0183] As shown in Scheme 7, R 5 is hydrogen or methyl, R 7 , X 1 , X 2 and X 3 As defined above for compounds of formula (I), X 0 A compound of formula (X), in which is a halogen, preferably chlorine, bromine, or iodine, is prepared in the presence of a palladium catalyst, R 1 , R 2 and R 3 The compound of formula (I) is reacted with the compound of formula (XII), which is defined above, typically in the presence of palladium acetate Pd(OAc)2, a suitable ligand, such as a base such as 1,10-phenanthroline, cesium carbonate, or potassium carbonate, in an inert solvent such as chlorobenzene, toluene, or xylene, at a temperature between rt and 180°C, optionally under microwave heating conditions, preferably in an inert atmosphere. Similar reactions have been reported, for example, in Chem.Sci.2013,4,2374-2379.
[0184] The compound of formula (III) can also be prepared from the compound of formula (XIII) (Scheme 8). [ka] Scheme 8
[0185] As shown in Scheme 8, the compound of formula (III) can be prepared by those skilled in the art by the carbamate deprotection reaction of the compound of formula (XIII), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 and X 3 R is defined above for the compound of formula (I), and 01 R may be a member of a common carbamate protecting group substituent, such as methyl, tert-butyl, allyl, 2,2,2-trichloroethyl, or benzyl. For example, R 01 If is methyl, the product can be obtained by heating at a temperature between rt and 200°C, preferably between 20°C and the boiling point of the reaction mixture, using a suitable solvent such as dichloromethane and a suitable reagent such as iodotrimethylsilane, as described, for example, in J.Am.Chem.Soc.1992,114,5959. The compound of formula (III) thus obtained is converted to the compound of formula (I) as shown in Scheme 1.
[0186] R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 and X 3 As defined above for compounds of formula (I), R 01As explained above, the compound of formula (XIII) can be formed by the Pictet-Spengler reaction with the aldehyde of formula (XV) (including various forms of formaldehyde), R 7 R is defined above for the compound of formula (I), and 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X 1 , X 2 and X 3 R is defined above for the compound of formula (I), and 01 As defined above, it is formed by a Pictet-Spengler reaction with the compound of formula (XIV) in combination with an acid in a suitable solvent, for example, as described in Tetrahedron 1987, 43, 439. This reaction is shown in Scheme 9. [ka] Scheme 9
[0187] A compound of formula (XIV), where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X 1 , X 2 and X 3 R is defined above for the compound of formula (I), and 01 As explained above, the compound is an amine of formula (XVI), and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X 1 , X 2 and X 3The compound of formula (I) is defined above, and can be prepared by reacting the amine of formula (XVI) with a suitable protecting reagent such as methyl chloroformate, for example, as described in Org. Biomolec. Chem. 2016, 14, 6853, in a suitable solvent such as dichloromethane, optionally in the presence of a base such as triethylamine or pyridine, at a temperature from -20°C to the boiling point of the mixture. This reaction is shown in Scheme 10. [ka] Scheme 10
[0188] A compound of formula (XVI), or a salt thereof, where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X 1 , X 2 and X 3 R is defined above for the compound of formula (I), and a person skilled in the art would know, for example, as described in J.Org.Chem.1981 47,3153, to be used in a suitable aprotic solvent such as THF. 1 , R 2 , R 3 , R 4 , X 1 , X 2 and X 3 This can be prepared by the reaction of a nitrile of formula (XVII), as defined above for the compound of formula (I), with a suitable nucleophile such as (dimethyl sulfide)dihydroboron (BMS). Alternatively, Grignard reagent R 5 MgBr or R 6 MgBr, R 5 and R 6It is also possible to prepare more highly substituted amines of formula (XVI) by sequentially or simultaneously adding a nucleophile to a compound of formula (XVII) that is as defined above for the compound of formula (I). Such Grignard addition to nitriles can be performed in inert solvents such as diethyl ether, tert-butyl methyl ether, and cyclopentyl methyl ether, using Ti(O- i This reaction is carried out in the presence of a Lewis acid such as Pr)4 (see Synlett 2007, (4), 652-654). This reaction is shown in Scheme 11. [ka] Scheme 11
[0189] R 1 , R 2 , R 3 , R 4 , X 1 , X 2 and X 3 Compounds of formula (XVII), which are defined above for compounds of formula (I), can be prepared by methods known to those skilled in the art. More specifically, compounds of formula (XVII) and their intermediates can be prepared from compounds of formula (XVIII) as shown in scheme 12. [ka] Scheme 12
[0190] For example, a compound of formula (XVII), where R 1 , R 2 , R 3 , R 4 , X 1 , X 2 and X 3 R is defined above for the compound of formula (I), and 4 A compound different from hydrogen is, as anyone skilled in the art would know, a compound of formula (XVIIa), where R 4 is hydrogen, R 1 , R 2 , R 3 , X 1 , X2 and X 3 The compound of formula (I) is defined above, and is deprotonated in an inert solvent (such as THF) at cryogenic temperatures using a strong base such as n-butyllithium or sodium hydride, followed by the addition of an appropriate alkylating agent R 4 -X, where X is a halogen, for example, iodomethane, which can be prepared by adding an alkylating agent.
[0191] A compound of formula (XVIIa), where R 4 is hydrogen, R 1 , R 2 , R 3 , X 1 , X 2 and X 3 The compound of formula (I) is defined above. This compound can be prepared from the alcohol of formula (XVIII) by treating it with cyanotrimethylsilane (TMSCN) in a nonpolar solvent such as dichloromethane, in the presence of a base such as lithium carbonate, at a temperature between 0°C and the boiling point of the reaction mixture. Such conversions are well known in the literature under a variety of conditions, as described, for example, in Org. Lett. 2008, 10, 4570 and the references therein. This reaction is shown in Scheme 12.
[0192] Compounds of formula (III) are commercially available or readily prepared from compounds known in the art. Compounds of formula (XVIII) can be prepared by methods known to those skilled in the art.
[0193] Compounds of formula (I) as defined in any embodiment of the present invention can be converted in ways known by themselves to compounds defined in any embodiment of the present invention or to other compounds by conventional means of replacing one or more substituents of the starting compound with one or more other substituents according to the present invention. Those skilled in the art will also understand that compounds of formula (I) can be further transformed into further derivatives of formula (I) by, for example, alkylation, nucleophilic substitution, elimination, CC bond formation reaction in the presence of a metal catalyst, heteroatom-carbon bond formation in the presence of a metal catalyst, oxidation, and reduction.
[0194] Depending on the selection of suitable reaction conditions and starting materials in each case, it is possible, for example, to substitute only one substituent with another substituent according to the present invention in a single reaction step, or to substitute multiple substituents with other substituents according to the present invention in the same reaction step.
[0195] Salts of the compounds of formula (I) can be prepared in known ways. For example, acid addition salts of the compounds of formula (I) can be obtained by treatment with a suitable acid or a suitable ion exchange reagent, and salts with a base can be obtained by treatment with a suitable base or a suitable ion exchange reagent.
[0196] Salts of the compound of formula (I) can be converted by conventional methods by treating the free compound (I), an acid addition salt, such as a suitable basic compound or a suitable ion exchange reagent, and by treating a salt with a base, such as a suitable acid or a suitable ion exchange reagent.
[0197] Salts of the compound of formula (I) can be converted to other salts of the compound of formula (I) (acid addition salts, e.g., other acid addition salts) by treating a salt of an inorganic acid such as hydrochloric acid with a suitable metal salt of the acid, such as sodium, barium, or silver salt (e.g., silver acetate), in a manner known to itself, for example, in a suitable solvent (e.g., in which the inorganic salt forming silver chloride is insoluble and therefore precipitates from the reaction mixture).
[0198] Depending on the method or reaction conditions, the compound of formula (I) having salt-forming properties can be obtained in free form or salt form.
[0199] The compounds of formula (I) and, where appropriate, their tautomers, can exist in free or salt form, in one form of a possible isomer or as a mixture thereof, depending on the number, absolute and relative configuration of chiral carbon atoms present in the molecule and / or the configuration of non-aromatic double bonds present in the molecule, for example, in the form of pure isomers such as enantiomers and / or diastereomers, or as isomer mixtures such as enantiomer mixtures, for example, racemic compounds, diastereomer mixtures, etc., and the present invention, relating to pure isomers and all possible isomer mixtures, should be understood in this sense above and below, even if stereochemical details are not specifically described for each.
[0200] A diastereomer or racemic mixture of the compound of formula (I), depending on the selected starting material and procedure, can be separated into pure diastereomers or racemic compounds based on physicochemical differences of the components, in the free or salt forms obtained, for example by fractional crystallization, distillation and / or chromatography.
[0201] Enantiomer mixtures such as racemic compounds, which can be obtained by similar methods, can be separated into optical enantiomers by known methods, such as recrystallization from an optically active solvent, chromatography in a chiral adsorbent, such as high-performance liquid chromatography (HPLC) in acetylcellulose using suitable microorganisms, by cleavage by a specific immobilized enzyme via the formation of an inclusion compound using a chiral crown ether, in which only one enantiomer is complexed, for example, or by reacting a basic final product racemic compound with an optically active acid such as a carboxylic acid such as camphoric acid, tartaric acid, or malic acid, or a sulfonic acid such as camphor sulfonic acid, and separating the diastereomer mixture obtained therefrom, for example by fractional crystallization according to their different solubility, to obtain a diastereomer from which the desired enantiomer can be liberated by the action of a suitable agent, such as a basic agent, thereby converting the diastereomer to a salt.
[0202] Pure diastereomers or enantiomers can be obtained not only by separating suitable isomer mixtures according to the present invention, but also by generally known diastereoselective or enantioselective synthesis methods, such as carrying out the process according to the present invention using starting materials having suitable stereochemical properties.
[0203] When individual components have different biological activities, it is advantageous to isolate or synthesize each component into a more biologically effective isomer, such as an enantiomer or diastereomer, or a mixture of isomers, such as an enantiomer mixture or a diastereomer mixture.
[0204] For example, compounds having two or more chiral carbon atoms may exist as diastereomers that can be arbitrarily separated using, for example, supercritical fluid chromatography (SFC) chromatography with a chiral column. Such diastereomers may exhibit different fungicidal activity profiles, but all isomers and diastereomers constitute part of the present invention.
[0205] The compounds of formula (I) of the present invention (as shown for compounds of formula (IA)) have two chiral carbon atoms, and the asterisk (*) indicates a chiral carbon atom, thus there are four available stereoisomers. These four stereoisomers consist of two sets of enantiomers. [ka]
[0206] Those skilled in the art, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 , X 3 , A, and Z 1 It is well recognized that the above diastereomers and enantiomers of formula (I) and formula (IA), as defined for formula (I), fall within the scope of the present invention.
[0207] R 1 is methyl; R 2 , and R 4 is hydrogen; R 7 is methyl;X 1 and X 2 CH;X 3 The relationship between enantiomers and diastereomers of the compound of formula (IA) where is S and A is A9 is shown below. [ka]
[0208] The compounds of formula (I) and, where appropriate, their tautomers may be available in free or salt form, and, where appropriate, in hydrate form, and / or may contain other solvents, such as those used for crystallization of compounds existing in solid form.
[0209] The composition of the present invention is effective against harmful microorganisms, such as those that cause plant pathogenic diseases, and especially against plant pathogenic fungi and bacteria.
[0210] The compositions of the present invention can be used to control plant diseases caused by a broad spectrum of fungal plant pathogens in the classification of Basidiomycetes, Ascomycetes, Oomycetes and / or Deuteromycetes, Blastocladiomycetes, Chrytidiomycetes, Glomeromycetes and / or Mucoromycetes.
[0211] The composition is effective in controlling a broad spectrum of plant diseases, including leaf pathogens of ornamental crops, turfgrass, vegetables, agricultural crops, cereals, and fruit crops.
[0212] These pathogens may include the following: fungi of the class Oomycete, including: Phytophthora capsici, Phytophthora infestans, Phytophthora sojae, Phytophthora fragariae, Phytophthora nicotianae, Phytophthora cinnamomi, Phytophthora citricola, Phytophthora citrophthora, and Phytophthora erythroseptica, which cause phytophthora disease. Phytophthora fungi of the order Phytophthora, such as erythroseptica; Pythium fungi of the genus Pythium, such as Pythium aphanidermatum, Pythium arrhenomanes, Pythium graminicola, Pythium irregulare, and Pythium ultimum, which cause Pythium disease; Peronosporales fungi that cause diseases, such as Peronospora destructor, Peronospora parasitica, Plasmopara viticola, and Plasmopara halstezii. halstedii), Pseudoperonospora cubensis, Albugo candida, Sclerophthora macrospora, and Bremia lactucae;Furthermore, it causes other diseases, such as Aphanomyces cochlioides, Labyrinthula zosterae, Peronosclerospora sorghi, and Sclerospora graminicola;
[0213] Ascomycetes fungi, including the following, cause lesions, leaf spot, blast, canker, and / or rot, such as: Stemphylium solani, Stagonospora tainanensis, Spirocaea oleaginea, Setosphaeria turcica, Pyrenochaeta lycoperisici, Pleospora herbarum, Phoma destructiva, Phaeosphaeria herpotrichoides, and Phaeocryptocus gaumani. Ophiosphaerella graminicola, Ophiobolus graminis, Leptosphaeria maculans, Hendersonia creberrima, Helminthosporium triticirepentis, Setosphaeria turcica, Drecxlera glycines, Didymella bryoniae, Cycloconium oleagineum, Corynespora cassiicola, Cochliobolus satibus Pyrenophora sativus, Bipolaris cactivora, Venturia inaequalis, Pyrenophora teres, Pyrenophora triticilepentisPleosporales fungi such as *Tricii-repentis*, *Alternaria alternata*, *Alternaria brassicicola*, *Alternaria solani*, *Alternaria tomatophila*, etc., including *Septoria tritici*, *Septoria nodorum*, *Septoria glycines*, *Cercospora arachidicola*, *Cercospora sojina*, *Cercospora zeae-maydis*, and *Cercosporella capsella*. (Capsellae) and Cercosporella herpotrichoides, Cladosporium carpophilum, Cladosporium effusum, Passalora fulva, Cladosporium oxysporum, Dothistroma septosporum, Isariopsis clavispora, Mycosphaerella fijiensis, Mycosphaerella graminicola, Mycovellosiella coepkei Pseudocercosporella koepkeii, Phaeoisariopsis bataticola, Pseudocercospora vitis, Pseudocercosporella herpotrichoidesCapnodiales fungi such as herpotrichoides, Ramularia beticola, Ramularia collo-cygni, etc., Magnaporthales fungi such as Gaeumannomyces graminis, Magnaporthe grisea, Pyricularia oryzae, etc., Anisogramma anomala, Apiognomonia errabunda, Cytospora platani, Diaporthe phaseolorum, Discula destructiva This includes Diaporthales fungi such as *Destructiva*, *Gnomonia fructicola*, *Greeneria uvicola*, *Melanconium juglandinum*, *Phomopsis viticola*, *Sirococcus clavigignenti-juglandacearum*, *Tubakia dryina*, species of the genus *Dicarpella*, *Valsa ceratosperma*, and other species of the order Diaporthales, as well as, for example, *Actinothyrium graminis*, *Ascohyta pisi*, and *Aspergillus flavus*. Aspergillus flavus, Aspergillus fumigatus, Aspergillus nidulans, Asperisporium caricae, Blumerella yappiiCandida spp., Capnodium ramosum, Cephaloascus spp., Cephalosporium gramineum, Ceratocystis paradoxa, Chaetomium spp., Hymenoscyphus pseudoalbidus, Coccidioides spp., Cylindrosporium padi, Diplocarpon malae, Drepanopeziza campestris Campestris), Elsinoe ampelina, Epicoccum nigrum, species of Epidermophyton, Eutypa lata, Geotrichum candidum, Gibellina cerealis, Gloeocercospora sorghi, Gloeodes pomigena, Gloeosporium perennans; Gloeotinia temulenta, Griphospaeria corticola, Kabatiella lini, Leptographium microsporum, Leptosphaerulinia crassiasca, Lophodermium seditiosum, Marssonina graminicola, Microdochium nivale, Monilinia fructicola, Monographella albescens, Monosporascus cannonballus, species of the genus Naemacyclus, Ophiostoma noboulmi (novo-ulmi), Paracoccidioides brasiliensis, Penicillium expansum, Pestalotia rhododendri, species of Petriellidium, species of Pezicula, Phialophora gregata, Phyllachora pomigena, Phymatotrichum omnivora, Physalospora abdita, Plectosporium tabacinum, Polyscytalum omnivora pustulans), Pseudopeziza medicaginis, Pyrenopeziza brassicae, Ramulisporasorghi), Rhabdocline pseudotsugae, Rhynchosporium secalis, Sacrocladium oryzae, species of the genus Sedosporium, Schizothyrium pomi, Sclerotinia sclerotiorum, Sclerotinia minor; species of the genus Sclerotium, Typhula ishikariensis, Seimatosporium mariae, Lepteutypa cupressi, Septocyta loborum Other fungi that cause powdery mildew, such as Ruborum, Sphaceloma perseae, Sporonema phacidioides, Stigmina palmivora, Tapesia yallundae, Taphrina bullata, Thielviopsis basicola, Trichoseptoria fructigena, Zygophiala jamaicensis, etc.; and other fungi that cause powdery mildew, such as Blumeria graminis, Erysiphe polygoni, Uncinula necator, and Sphaerotheca frigena. fuligena), Podosphaera leucotricha, Podospaera macularis, Golovinomyces sycoracerumPowdery mildew fungi (Erysiphales) such as cichoracearum, Leveillula taurica, Microsphaera diffusa, Oidiopsis gossypii, Phyllactinia guttata and Oidium arachidis; fungi that cause mold, such as Dothiorella aromatica, Diplodia seriata, Guignardia bidwellii, Botrytis cinerea, Botryotinia allii, and Botryotinia fabae. Fungi of the order Botryosphaeriales, such as Fusicoccum amygdali, Lasiodiplodia theobromae, Macrophoma theicola, Macrophomina phaseolina, and Phyllosticta cucurbitacearum, which cause anthracnose, such as Colletotrichum gloeosporioides, Colletotrichum lagenarium, Colletotrichum gossypii, Glomerella cingulata, and Colletotrichum graminicola. Glomerellales fungi such as Graminicola; and fungi that cause wilting or canker, such as Acremonium strictum and Claviceps purpurea.Fusarium purpurea, Fusarium culmorum, Fusarium graminearum, Fusarium virguliforme, Fusarium oxysporum, Fusarium subglutinans, Fusarium oxysporum f.sp.cubense, Gerlachia nivale, Gibberella fujikuroi, Gibberella zeae, species of the genus Gliocladium, Myrothecium vercaria Hypocreales, such as Hypocreales verrucaria, Nectria ramulariae, Trichoderma viride, Trichothecium roseum, and Verticillium theobromae;
[0214] The Basidiomycete class includes the following: Ustilaginales, which cause smut disease, such as Ustilaginoidea virens, Ustilago nuda, Ustilago tritici, and Ustilago zeae; and Puccinia, which cause rust disease, such as Cerotelium fici, Chrysomyxa arctostaphyli, Coleosporium ipomoeae, Hemileia vastatrix, Puccinia arachidis, and Puccinia cacabata. Puccinia cacabata), Puccinia graminis, Puccinia recondita, Puccinia sorghi, Puccinia hordei, Puccinia striiformis f.sp. Hordei, Puccinia striiformis f.sp. cecalisPucciniales (including Secalis), Pucciniastrum coryli, Cronartium ribicola, Gymnosporangium juniperi-virginianae, Melampsora medusae, Phakopsora pachyrhizi, Phragmidium mucronatum, Physopella ampelosidis, Tranzschelia discolor, and Uromyces vizi-fabie Fungi of the order Uredinales, such as viciae-fabae; and species that cause rot and disease, such as species of the genus Cryptococcus, Exobasidium vexans, Marasmiellus inoderma, species of the genus Mycena, Sphacelotheca reiliana, Typhula ishikariensis, Urocystis agropyri, Itersonilia perplexans, Corticium invisum, Laetisaria fuciformis, and Waitea silcinata. Other fungi such as *Circinata*, *Rhizoctonia solani* (rice sheath blight fungus), *Thanetephorus cucurmeris* (sugar beet root rot fungus), *Entyloma dahliae*, *Entylomella microspora*, *Neovossia moliniae*, and *Tilletia caries*;
[0215] Blastocladiomycetes, for example, Physoderma maydis;
[0216] Choanephora cucurbitarum; Mucor spp.; Mucoromycete species such as Rhizopus arrhizus; and
[0217] Furthermore, diseases caused by other species and genera related to those listed above.
[0218] In addition to its bactericidal activity, the composition may also be active against bacteria such as Erwinia amylovora, Erwinia caratovora, Xanthomonas campestris, Pseudomonas syringae, and Streptomyces scabies, as well as other related species and certain protozoa.
[0219] The composition according to the present invention is particularly effective against plant pathogenic fungi belonging to the following classifications: Ascomycetes (e.g., Venturia, Podosphaera, Erysiphe, Monilinia, Mycosphaerella, Uncinula); Basidiomycetes (e.g., Hemileia, Rhizoctonia, Phakopsora, Puccinia, Ustilago, Tilletia); Imperfect fungi Imperfecti (also known as Deuteromycetes; e.g., Botrytis, Helminthosporium, Rhynchosporium, Fusarium, Septoria, Cercospora, Alternaria, Pyricularia, and Pseudocercosporella); Oomycetes (e.g., Phytophthora, Peronospora, Pseudoperonospora, Albugo, Bremia, Pythium, Pseudosclerospora, Plasmopara)).
[0220] Useful plant crops that can use the composition according to the present invention include: berry plants, such as blackberries, blueberries, cranberries, raspberries and strawberries; cereals, such as barley, corn, millet, oats, rice, rye, sorghum, rye and wheat; fiber plants, such as cotton, flax, hemp, jute and sisal; crops, such as sugar and fodder beets, coffee, hops, mustard, rapeseed (canola), poppies, sugarcane, sunflowers, tea and tobacco; fruit trees, such as apples, apricots, avocados, bananas, cherries, citrus fruits, nectarines, peaches, pears and plums; grasses, such as Bermuda grass, bluegrass, bentgrass, centipede grass, fescue, ryegrass, St. Augustine grass and zoysia grass; and herbs. Plants such as basil, borage, chives, coriander, lavender, mint, oregano, parsley, rosemary, sage, and thyme; legumes such as kidney beans, lentils, peas, and soybeans; nuts such as almonds, cashews, peanuts, hazelnuts, peanuts, pecans, pistachios, and walnuts; palms such as oil palms; ornamental plants such as flowers, shrubs, and trees; other trees such as cocoa, coconut, olive, and rubber; vegetables such as asparagus, eggplant, broccoli, cabbage, carrots, cucumbers, garlic, lettuce, mallow, melon, okra, onions, pepper, potatoes, pumpkins, rhubarb, spinach, and tomatoes; and climbing plants such as grapes and other perennial and annual crops.
[0221] Crops should be understood as being naturally occurring, obtained through conventional breeding methods, or obtained through genetic engineering. These include crops possessing so-called output traits (e.g., improved storage stability, high nutritional value, and improved flavor).
[0222] Crops should be understood to include crops that have been conferred resistance to herbicides such as bromoxynil or to herbicide classes such as ALS-, EPSPS-, GS-, HPPD-, and PPO- inhibitors. An example of a crop conferred resistance to imidazolinone, e.g., imazamox, through conventional breeding methods is Clearfield® summer canola. Examples of crops conferred resistance to herbicides through genetic engineering include glyphosate- and glufosinate-resistant maize varieties, commercially available under trade names such as RoundupReady®, Herculex I®, and LibertyLink®.
[0223] Crops should be understood as either naturally resistant or conferred with resistance to harmful insects. This includes plants transformed using recombinant DNA technology, which can synthesize one or more selectively acting toxins, such as those known to originate from toxin-producing bacteria. Examples of toxins that can be expressed include δ-endotoxin, vegetatively propagated insecticidal proteins (Vip), insecticidal proteins from bacteria that parasitize nematodes, and toxins produced by scorpions, arachnids, wasps, and fungi.
[0224] An example of a crop modified to express Bacillus thuringiensis toxin is Bt maize KnockOut® (Syngenta Seeds). An example of a crop containing multiple genes that express multiple toxins by encoding insecticide resistance is VipCot® (Syngenta Seeds). Furthermore, crops or their seed material can exhibit resistance to multiple types of pests (so-called stacked transgenic events produced by genetic modification). For example, a plant may have the ability to e...
Claims
1. A fungicidal composition comprising components (A) and (B) as active ingredients, wherein component (A) is of formula (I): 【Chemistry 1】 A compound of which, in the formula R 1 is hydrogen, C 1 ~C 3 - Alkyl or C 3 ~C 6 - Selected from cycloalkyl groups, R 2 is selected from hydrogen, halogen, C 1 to C 3 -alkyl, C 1 to C 4 -haloalkyl, or C 3 to C 6 -cycloalkyl, R 3 It is hydrogen, R 4 is hydrogen or C 1 ~C 3 - Selected from alkyl groups, R 5 and R 6 It is hydrogen, R 7 is hydrogen, C 1 ~C 3 - Alkyl, C 1 ~C 3 - Alkylcarbonyl, or C 1 ~C 3 - Selected from alkoxycarbonyls, Z 1 The compound is selected from phenyl or a five-membered or six-membered heteroaryl, where either the five-membered or six-membered heteroaryl contains one, two, or three heteroatoms individually selected from N, O, or S, provided that only one is selected from O or S, where either the phenyl or the five-membered or six-membered heteroaryl is unsubstituted, or contains a halogen, cyano, or C 1 ~C 3 - Alkyl, C 1 ~C 2 - Haloalkyl or C 1 ~C 3 - Substituted with one, two, or three substituents independently selected from the alkoxy, X 1 , X 2 and X 3 It is selected independently from CH, N, or S, except X 1 , X 2 and X 3 One of them is S, A 1 A 2 and A 3 It is independently selected from CH, N, O, or S, however, A 1 A 2 and A 3 At least one of is selected from N, O, or S, and A 1 A 2 and A 3 The condition is that one or less of them is O or S, A compound, or a salt or N-oxide thereof, Ingredient (B) is: Pidiflumetofen, Benzovindiflupir, Bixafen, Fluxapyroxad, Isopyrazam, Penflufen, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Isofetamide, Fluindapir, Cyclobtrifluram, Fluoxastrobin, Phenamidon, Mandestrobin, Picoxystrobin, Pyraclostrobin, Famoxadone, Kresoximmethyl, Trifloxystrobin, Azoxystrobin, Methyltetraprole, A Misulbrom, cyazofamide, fenpicoxamide, florylpicoxamide, methallylpicoxamide, ametoctrazine, fluazinam, fentin hydroxide, silthiofam, fenpropimorph, fenpropidine, spiroxamine, fenhexamide, imazalil, pyrisoxazole, bromconazole, cyproconazole, difenoconazole, epoxyconazole, flutriafoll, hexaconazole, ipconazole, metconazole, mycrobutanil, penconazole, propiconazole, tebuconazole, tetraconazole, Triticonazole, prothioconazole, fluoxythioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenoquin, quinofumerine, metalaxyl M, cyprodinil, pyrimethanil, kasugamycin, mancozeb, copper-based fungicides, sulfur, zinc thiazole, captan, forpet, chlorothalonil, dithianone, quinoxyfen, proquinazide, fludioxonil, iprodione, procymidone, thiabendazole, zoxamide, metraphenone, fluopicolide, propamocarb, oxathiapiproline, fluo Xapiproline, acibenzolar-S-methyl, isothianil, phosphorous acid, cyflufenamide, tebufloquine, picarbtrazox, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide D, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methylpropyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7, 8-difluoroquinoline-3-carboxamide, 8-fluoro-N-[(1R)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethylbutyl]quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-( (1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl)-8-fluoroquinoline-3-carboxamide, methyl(Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazole-2-yl)phenoxy]prop-2-enoate, methyl( Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-( 5-Cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3,4]octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4- [Pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (Registered Trademark) (Bacillus amyloricephaciens) A fungicidal composition comprising a compound selected from (amyloliquefaciens) FZB24 strain, Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as Timorex Gold®, a broad-spectrum plant-derived biofungicide)), Reynoutria sachalinensis extract (marketed as REGALIA®), a plant extract based on Quillaja saponaria molina extract (marketed as BOTRISTOP®), and aureobasidin A.
2. Component (A) is a compound of formula (I), and R 1 is C 1 ~C 3 - Selected from alkyl groups; R 2 is hydrogen, or C 1 ~C 3 - Selected from alkyl groups; R 3 is hydrogen; R 4 R is selected from hydrogen or methyl; 5 and R 6 is hydrogen; R 7 is hydrogen, or C 1 ~C 3 - Selected from alkyl groups; Z 1 is selected from 2,4-difluorophenyl, 3,5-difluoro-2-pyridyl, 2-fluorophenyl, or 4-fluorophenyl; X 1 CH is X 2 CH is X 3 is S; or X 1 is S, X 2 CH is X 3 is CH; or X 1 CH is X 2 is N, X 3 is S; or X 1 is S, X 2 is N, X 3 is N; A 1 A 2 and A 3 is independently selected from CH, N, O, or S, provided that A 1 A 2 and A 3 At least one of is selected from N, O, or S, and A 1 A 2 and A 3 One or fewer of these are either O or S. The fungicidal composition according to claim 1.
3. Component (A) is given by formula (I-A) 【Chemistry 2】 A compound, wherein, in the formula, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , X 1 , X 2 , X 3 , and Z 1 correspond to the same definitions as the compound of formula (I) according to claim 1 or claim 2, and A is A2, A9, or A10: 【Transformation 3】 Selected from; In the formula, the zigzag line indicates bonding to the C(=O) group, and the arrow points to the Z 1 Shows bonding to the group, The fungicidal composition according to claim 1 or claim 2.
4. Component (A) is [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[(4R,7S)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.01); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7R)-4,7-dimethyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.02); [5-(2,4 [5-(2,4-difluorophenyl) isoxazole-3-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone(X.03); [5-(2,4-difluorophenyl)-1,3,4-thiadiazole-2-yl]-[rac-(4R,7S)-7-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-yl]methanone(X.04); [5-(2,4-difluorophenyl [4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.05); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-methyl-4-(1-methylpyrazole-4-yl)-5,7-dihydrothieno[2,3-c]pyridine-6-yl]methanone (X.06); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-methyl-7-(1-methylpyrazole-4- [Iyl)-4,6-dihydrothieno[3,2-c]pyridine-5-yl]methanone (X.07); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[4-(1-methylpyrazole-4-yl)-5,7-dihydro-4H-isothiazolo[5,4-c]pyridine-6-yl]methanone (X.08); [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thiadiazolo[4,5-c]pyridine-5-yl]methanone (X.09);A fungicidal composition according to any one of claims 1 to 3, selected from [5-(2,4-difluorophenyl)isoxazole-3-yl]-[7-(1,5-dimethylpyrazole-4-yl)-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.10) or [5-(2,4-difluorophenyl)isoxazole-3-yl]-[rac-(4S,7S)-7-(1,5-dimethylpyrazole-4-yl)-4-methyl-6,7-dihydro-4H-thieno[3,2-c]pyridine-5-yl]methanone (X.11).
5. Ingredient (B) is: Pidiflumetofen, Benzovindiflupir, Bixafen, Fluxapyroxad, Isopyrazam, Penthiopyrad, Sedaxane, Boscalid, Fluopyram, Tifluzamide, Pyraziflumid, Isoflucipram, Impilfluxam, Fluindapir, Cyclobtrifluram, Pyraclostrobin, Trifloxystrobin, Azoxystrobin, Methyltetraprole, Fenpicoxamide, Florylpicoxamide, Metallylpicoxamide, Fluazinam, Fenpropidine, Fenhexamide, Cyproconazole Difenoconazole, Metconazole, Penconazole, Propiconazole, Tebuconazole, Tetraconazole, Prothioconazole, Mefentrifluconazole, Flufenoxadiazam, Ipflufenoquin, Quinofumelin, Metalaxyl-M, Cyprodinil, Pyrimethanil, Mancozeb, Copper compounds (various salts), Sulfur, Forpet, Chlorthalonil, Dithianone, Proquinazide, Fludioxonil, Metraphenone, Oxathiapiproline, Fluoxapiproline, Acibenzolar-S-methyl, Phosphorous acid, Cyfluf Enamide, Tricyclazole, N-Methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-Dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, 1,3-Dimethoxy-1-[[4-[5- (trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea, N-[(1R)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3-chloro-1-methyl-buto-3-enyl]-8-fluoroquinoline-3-carboxamide, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-3,3,3-Trifluoro-1-methylpropyl]-8-Fluoroquinoline-3-Carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-Difluoroquinoline-3-Carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-7,8-Difluoroquinoline-3-Carboxamide, 8-Fluoro-N-[(1R)-1-[(3-Fluorophenyl)methyl]-1,3-dimethylbutyl]Quinoline-3-Carboxamide, 8-Fluoro-N-[(1S)-1-[(3-Fluorophenyl)methyl] N-1,3-dimethylbutyl quinoline-3-carboxamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-((1R)-1-benzyl-3-chloro-1-methylbut-3-enyl)-8-fluoroquinoline-3-carboxamide, N-((1S)-1-benzyl-3-chloro-1-methylbut-3-enyl)-8-fluoroquinoline-3-carboxamide , methyl(Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazole-2-yl)phenoxy]prop-2-enoate, methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxyprop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phen Xy]prop-2-enoate, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]prop-2-enoate, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octane-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-hexyl-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-( 2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydrofuran-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-Dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as Timorex Gold®, a broad-spectrum plant biofungicide), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria molina The fungicidal composition according to any one of claims 1 to 4, comprising a plant extract based on an extract of Molina (commercially available as BOTRISTOP®), or a compound selected from aureobasidin A.
6. Ingredient (B) is: Pidiflumetofen, Benzovindiflupir, Azoxystrobin, Florylpicoxamide, Difenoconazole, Prothioconazole, Mefentrifluconazole, Cyprodinil, Fludioxonil, Acibenzoral-S-methyl, N-[(1R)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide, 2-[Cyano-(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-ylthiazole-4-carboxamide Luboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, TAEGRO® (registered trademark) (i.e., Bacillus amyloricefaciens) A fungicidal composition according to any one of claims 1 to 5, comprising a compound selected from (amyloliquefaciens) strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (commercially available as Timorex Gold®, a broad-spectrum plant biofungicide)), Reynoutria sachalinensis extract (commercially available as REGALIA®), a plant extract based on Quillaja saponaria Molina extract (commercially available as BOTRISTOP®), or Aureobasidin A.
7. The fungicidal composition according to any one of claims 1 to 6, wherein component (B) is a compound selected from pidflumetofen, benzovindiflupyr, azoxystrobin, florylpicoxamide, difenoconazole, prothioconazole, mefentrifluconazole, cyprodinil, fludioxonil, or acibenzoral-S-methyl.
8. The fungicidal composition according to any one of claims 1 to 7, wherein the weight ratio of component (A) to component (B) is 20:1 to 1:
40.
9. The fungicidal composition according to any one of claims 1 to 8, wherein the weight ratio of component (A) to component (B) is 12:1 to 1:
25.
10. The fungicidal composition according to any one of claims 1 to 9, wherein the weight ratio of component (A) to component (B) is 5:1 to 1:
15.
11. The fungicidal composition according to any one of claims 1 to 10, wherein the weight ratio of component (A) to component (B) is 2:1 to 1:
5.
12. The composition includes: pidflumetofen, benzovindiflupir, bixafen, fluxapyroxad, isopyrazam, penflufen, penthiopyrad, sedaxane, boscalid, fluopyram, tifluzamide, pyraziflumid, isoflucipram, impilfluxam, isofetamide, fluindapir, cyclobutrifluram, fluoxastrobin, phenamidon, mandestrobin, picoxystrobin, pyraclostrobin, famoxadone, kresoximmethyl, trifloxystrobin, azoxystrobin, methyltetrap Rol, amisulbrom, cyazofamide, fenpicoxamide, florylpicoxamide, methallylpicoxamide, ametoctrazine, fluazinam, fentin hydroxide, silthiofam, fenpropimorph, fenpropidine, spiroxamine, fenhexamide, imazalil, pyrisoxazole, bromconazole, cyproconazole, difenoconazole, epoxyconazole, flutriafoll, hexaconazole, ipconazole, metconazole, mycrobutanil, penconazole, propiconazole, tebuconazole Tetraconazole, triticonazole, prothioconazole, fluoxythioconazole, mefentrifluconazole, flufenoxadiazam, ipuflufenokine, quinofumerine, metalaxyl M, cyprodinil, pyrimethanil, kasugamycin, mancozeb, copper-based fungicides, sulfur, zinc thiazole, captan, forpet, chlorothalonil, dithianone, quinoxyfen, proquinazide, fludioxonil, iprodione, procymidone, thiabendazole, zoxamide, metraphenone, fluopicolide, propamoclav , oxathiapiproline, fluoxapiproline, acibenzoral-S-methyl, isothianil, phosphorous acid, cyflufenamide, tebufloquine, picarbtrazox, tricyclazole, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, N-[(1S)-1-benzyl-1,3-dimethylbutyl]-8-fluoroquinoline-3-carboxamide, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxyprop-2-enoate (this compound can be prepared by the method described in International Publication No. 2020 / 193387), 2-[cyano-(2,6-difluoro [L-4-pyridyl)amino]-5-methyl-N-spiro[3.4]octan-3-yl-thiazole-4-carboxamide, 2-[cyano-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methoxyacetyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole Zol-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(tetrahydropyran-4-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(oxetane-3-carbonyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro [2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[acetyl-(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, 2-[(2,6-difluoro-4-pyridyl)-(2-methylpropanoyl)amino]-N-(2,2-Dimethylcyclobutyl)-5-methylthiazole-4-carboxamide, TAEGRO® (i.e., Bacillus amyloliquefaciens strain FZB24), Melaleuca alternifolia oil (extract of the tea tree plant Melaleuca alternifolia (marketed as Timorex Gold®, a broad-spectrum plant biofungicide)), Reynoutria sachalinensis extract (marketed as REGALIA®), Quillaja saponaria molina The fungicidal composition according to any one of claims 1 to 11, further comprising one or more pesticides selected from the group consisting of a plant extract based on an extract of Molina (commercially available as BOTRISTOP®) or aureobasidin A.
13. The fungicidal composition according to any one of claims 1 to 12, further comprising an agriculturally acceptable carrier and optionally a surfactant and / or a compounding aid.
14. A method for controlling or preventing plant pathogenic diseases, particularly plant pathogenic fungi, of useful plants or their reproductive materials, comprising applying a fungicidal composition containing component (A) and component (B) described in any one of claims 1 to 12 to the useful plant, its field, or its reproductive material.
15. The method according to claim 14, wherein components (A) and (B) are applied sequentially.