Imidazo[1,2-a]pyridine derivatives

Abstract

The present invention relates to a compound of formula (I). [Formula 1] The present invention relates to a process and method for preparing a compound of formula (I) (wherein the formula, the substituents are as defined in claim 1), a pesticide composition comprising a compound of formula (I) as defined in claim 1, the preparation of such compositions, and the use of the compounds or compositions in agriculture or horticulture for the control, prevention or control of ectoparasitic infestations of plants, harvested food crops, seeds or non-biological materials by plant pathogenic microorganisms, particularly fungi.

Description

Technical Field

[0001] The present invention relates to microbicidal activity, particularly fungicidal activity, more specifically activity against oomycetes, for example, microbicidal imidazo[1,2-a]pyridine derivatives as active ingredients. The present invention relates to the preparation of these imidazo[1,2-a]pyridine derivatives, intermediates useful for the preparation of these imidazo[1,2-a]pyridine derivatives, the preparation of these intermediates, pesticidal compositions comprising at least one of the imidazo[1,2-a]pyridine derivatives, the preparation of these compositions, and the use of imidazo[1,2-a]pyridine derivatives or compositions in agriculture or horticulture for controlling, preventing or eradicating the ectoparasitism of phytopathogenic microorganisms, particularly fungi, more specifically oomycetes, on plants, harvested food crops, seeds or abiotic materials.

Summary of the Invention

Problems to be Solved by the Invention

[0002] Surprisingly, it has now been found that certain novel imidazo[1,2-a]pyridine derivatives have particularly advantageous fungicidal properties against oomycetes.

Means for Solving the Problems

[0003] Thus, in a first aspect, the present invention provides a compound of formula (I)

Chemical Formula

[0004] In a second aspect, the present invention provides a pesticide composition comprising a compound of formula (I), more specifically, a pesticide composition comprising a fungicidally effective amount of a compound of formula (I). The composition may further comprise at least one compound selected from additional active ingredients, suitable inert ingredients, carriers, auxiliaries, and any mixtures thereof.

[0005] Compounds of formula (I) can be used to control plant pathogenic microorganisms. Therefore, to control plant pathogens, compounds of formula (I) according to the present invention, or compositions containing compounds of formula (I), can be applied directly to plant pathogens, to the habitats of plant pathogens, to plants particularly susceptible to attack by plant pathogens, or to the reproductive material of plants.

[0006] Accordingly, in a third aspect, the present invention provides the use of a compound of formula (I), or a composition comprising a compound of formula (I), as described herein, for eradicating, preventing or controlling plant pathogens.

[0007] In a fourth aspect, the present invention provides a method for eradicating, preventing or controlling a plant pathogen, comprising applying a compound of formula (I) or a composition containing a compound of formula (I), as described herein, to the plant pathogen, to the habitat of the plant pathogen, particularly to plants susceptible to attack by the plant pathogen, or to the reproductive material of the plant. According to this fourth aspect of the present invention, methods of treating the human or animal body by surgery or treatment can be excluded from this method.

[0008] Compounds of formula (I) are particularly effective in eradicating, preventing, or controlling plant pathogenic fungi, especially oomycetes. Accordingly, in a fifth aspect, the present invention provides the use of compounds of formula (I) described herein, or compositions containing compounds of formula (I), for controlling plant pathogenic fungi, especially oomycetes.

[0009] In a sixth aspect, the present invention provides a method for eradicating, preventing, or controlling plant pathogenic diseases such as plant pathogenic fungi, comprising applying a compound of formula (I) described herein or a composition containing a compound of formula (I) to the plant pathogenic fungi or the habitat of the plant pathogenic fungi (particularly plants susceptible to damage from plant pathogenic fungi, especially oomycetes) or plant reproductive material. According to this sixth aspect of the present invention, methods of treating the human or animal body by surgery or therapy can be excluded from this method.

[0010] When it is indicated that one group is substituted (e.g., alkyl), this includes these groups being part of the other groups (e.g., alkyl in alkylthio). [Modes for carrying out the invention]

[0011] Definition: - The terms "halogen" or "halo" refer to fluorine (fluoro or F), chlorine (chloro or Cl), bromine (bromo or Br), or iodine (iod or I), preferably fluorine, chlorine, or bromine.

[0012] - The term "amino" refers to the -NH2 group.

[0013] -The term "alkyl" as used herein, either alone or as part of a chemical group, preferably refers to a linear or branched hydrocarbon having 1 to 6 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, t-butyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,2-dimethylpropyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,2-dimethylpropyl, 1,3-dimethylbutyl, 1,4-dimethylbutyl, 2,3-dimethylbutyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethylbutyl, and 2-ethylbutyl. A alkyl group having 1 to 4 carbon atoms is preferred, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, or t-butyl.

[0014] -The term "alkenyl," either alone or as part of a chemical group, preferably represents a linear or branched hydrocarbon having 2 to 6 carbon atoms and at least one double bond, such as vinyl, 2-propenyl, 2-butenyl, 3-butenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-2-propenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl -2-pentenyl, 4-methyl-2-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3- This represents dimethyl-2-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, and 1-ethyl-2-methyl-2-propenyl. An alkenyl group having 2 to 4 carbon atoms is preferred, for example, 2-propenyl, 2-butenyl, or 1-methyl-2-propenyl.

[0015] -The term "alkynyl," either alone or as part of a chemical group, preferably refers to a linear or branched hydrocarbon having 2 to 6 carbon atoms and at least one triple bond, such as 2-propynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 1-methyl-2-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 2-hexynyl, 3-hexynyl This represents 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl, 3-methyl-4-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl, 1-ethyl-1-methyl-2-propynyl, and 2,5-hexadinyl. Alkynnyls having 2 to 4 carbon atoms are preferred, for example, ethinyl, 2-propynyl, or 2-butynyl-2-propenyl.

[0016] - The term "haloalkyl" refers to an alkyl radical, as generally defined above, that is substituted by one or more of the same or different halogen atoms, such as fluoromethyl, fluoroethyl, difluoromethyl, trifluoromethyl, or 2,2,2-trifluoroethyl.

[0017] - The term "cyanoalkyl" refers to an alkyl radical, as generally defined above, that is substituted with one or more cyano groups.

[0018] -The term "cycloalkyl," either alone or as part of a chemical group, preferably refers to a saturated or partially unsaturated monocyclic, bicyclic, or tricyclic hydrocarbon having 3 to 10 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, bicyclo[2.2.1]heptyl, bicyclo[2.2.2]octyl, or adamantyl. Cycloalkyls having 3, 4, 5, 6, or 7 carbon atoms are preferred, such as cyclopropyl or cyclobutyl.

[0019] - The term "halocycloalkyl" refers to a cycloalkyl ring as defined above, which is substituted by one or more of the same or different halogen atoms.

[0020] - The term "cyanocycloalkyl" refers to a cycloalkyl radical as generally defined above, substituted with one or more cyano groups.

[0021] - The term "alkoxy" is derived from the formula -OR a It refers to the radical of, in the formula, R a These are alkyl radicals as generally defined above. Examples of alkoxy groups include, but are not limited to, methoxy, ethoxy, propoxy, isopropoxy, and tert-butoxy. The term "alkoxyalkyl" refers to alkyl radicals substituted with the aforementioned alkoxy groups (as described above). Examples include methoxymethyl, methoxyethyl, ethoxymethyl, and propoxymethyl.

[0022] - The term "alkylsulfanyl" is derived from the formula -SR a It refers to the radical of, in the formula, R a This is an alkyl radical as generally defined above.

[0023] - The term "alkylsulfinyl" is derived from the formula -S(O)R a It refers to the radical of, in the formula, R a This is an alkyl radical as generally defined above.

[0024] - The term "alkylsulfonyl" is derived from the formula -S(O)2R a It refers to the radical of, in the formula, R a This is an alkyl radical as generally defined above.

[0025] - The term "alkylcarbonyl" is derived from the formula R a This refers to the C(O)- radical, and in the formula, R a This is an alkyl radical as generally defined above.

[0026] - The term "alkoxycarbonyl" is derived from the formula R a This refers to the OC(O)- radical, and in the formula, R a This is an alkyl radical as generally defined above.

[0027] - The term "alkylamino" is derived from the formula R a This refers to the NH- radical, and in the formula, R a This is an alkyl radical as generally defined above.

[0028] - The term "alkoxyamino" is derived from the formula R a This refers to the NH- radical, and in the formula, R a This is an alkoxy radical as generally defined above.

[0029] - The term "cycloalkylamino" is derived from the formula R a This refers to the NH- radical, and in the formula, R a This is a cycloalkyl radical as generally defined above.

[0030] - The term "alkylaminocarbonyl" is derived from the formula R a This refers to the NHC(O)- radical, and in the formula, R a This is an alkyl radical as generally defined above.

[0031] -Hydroxyl or hydroxyl represents the -OH group.

[0032] The term "aryl" refers to an aromatic ring system consisting solely of carbon and hydrogen atoms, which may be monocyclic or bicyclic. Examples of such ring systems include phenyl, naphthalenyl, or indenyl.

[0033] The term "heteroaryl" refers to a 5- to 10-membered aromatic monocyclic or bicyclic ring radical containing one, two, three, or four heteroatoms individually selected from N, O, and S. Examples of heteroaryls include, but are not limited to, furanyl, pyrrolyl, thienyl, pyrazolyl, imidazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, triazolyl, tetrazolyl, pyrazinyl, pyridadinyl, pyrimidyl, pyridyl, quinolyl, indolyl, or benzimidazolyl.

[0034] In relation to the present invention, the terms “to eradicate,” “to prevent,” or “to control,” and their variations thereof, mean reducing pathogenicity, more specifically plant pathogenicity, any undesirable effects such as fungi including oomycetes, exocytosis or attack on plants or plant-derived products, and pathogenic damage, to a level in which improvement is demonstrated.

[0035] As used herein, the term "effective amount" refers to the amount of a compound, its salt, or N-oxide that produces the desired effect through one or more applications.

[0036] The effective dose is readily determined by those skilled in the art by using known techniques and observing the results obtained under similar circumstances. Numerous factors are considered in determining the effective dose, including, but not limited to, the type of plant or derivative product to be applied; the pathogen being controlled and its life cycle; the specific compound to be applied; the type of application; and other relevant circumstances.

[0037] Compounds of formula (I) having at least one basic center include, for example, strong inorganic acids such as mineral acids, such as perchloric acid, sulfuric acid, nitric acid, nitrite, phosphoric acid, or hydrohalic acid, and strong organic carboxylic acids such as unsubstituted or halogenated C. 1-4 Alkane carboxylic acids, such as acetic acid; saturated or unsaturated dicarboxylic acids, such as oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid, or phthalic acid; hydroxycarboxylic acids, such as ascorbic acid, lactic acid, malic acid, tartaric acid, or citric acid; or benzoic acid, together with organic sulfonic acids, such as unsubstituted or halogenated C 1-4 Compounds of formula (I) having at least one acidic group can form salts with, for example, alkanes or aryl sulfonic acids, such as methane or p-toluenesulfonic acid. For example, salts with a base, such as mineral salts, such as alkali metal or alkaline earth metal salts, such as sodium, potassium or magnesium salts, or salts with ammonia or organic amines, such as morpholine, piperidine, pyrrolidine, mono-, di- or tri-lower alkylamines, such as ethyl-, diethyl-, triethyl or dimethylpropylamine, or mono-, di- or trihydroxy lower alkylamines, such as mono-, di- or triethanolamine.

[0038] In each case, the compound of formula (I) according to the present invention exists in a free form, an oxidized form as an N-oxide, a covalently hydrated form, or a salt form, for example, an agrochemically usable or agrochemically acceptable salt form. The N-oxide is an oxidized form of a tertiary amine or an oxidized form of a nitrogen-containing heteroaromatic compound. These are described, for example, in the book "Heterocyclic N-oxides" by A. Albini and S. Pietra, CRC Press, Boca Raton 1991. The compound of formula (I) according to the present invention also includes hydrates that may be formed during salt formation.

[0039] The compounds of formula (I) according to the present invention also include hydrates that may be formed during the formation of their salts.

[0040] In further embodiments, the present invention relates to a compound of formula (I), wherein R 1a , R 1b and R 1c However, hydrogen, C 1-6 Alkyl, C 3-6 Cycloalkyl, C 1-6 Alkoxy-C 1-6 Alkyl, C 3-6 Cycloalkyl-C 1-4 Alkyl and C 1-6 Compounds are provided that are independently selected from alkoxys. In a particular embodiment, R 1a , R 1b and R 1c is hydrogen and C 1-6 It can be selected independently of alkyl groups. In another specific embodiment, R 1a and R 1c is hydrogen; and R 1b These are hydrogen, hydroxyl, halogen, CN, and C 1-6 Alkyl, C 3-6 Cycloalkyl, C 1-6 Alkoxy-C 1-6 Alkyl, C 3-6 Cycloalkyl-C 1-4 Alkyl, C 1-6 Alkoxy, amino, and NHC(O)C 1-6 Alkyl can be selected.

[0041] In further embodiments, the present invention relates to a compound of formula (I), wherein R 2 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Each alkylcarbonyl group may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 2 However, hydrogen, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, and C 1-6 Selected independently from alkoxycarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl and C 1-6 Alkoxy-C 1-6 Alkoxy, and C 1-6 Each of the alkoxycarbonyl groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; more preferably R 2 However, hydrogen, halogen, CN, C 1-6 Alkyl and C 1-6 Compounds are provided that are independently selected from alkoxys.

[0042] In further embodiments, the present invention relates to a compound of formula (I), wherein R 3 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, amino, C 1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6 Selected from cycloalkylaminos, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, amino, C 1-6 Alkylamino, diC 1-6 -Alkylamino and C 3-6 Compounds are provided in which each of the cycloalkylamino groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs. More preferably, R 3 These are hydrogen, hydroxyl, halogen, CN, and C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl and C 1-6 Selected from alkoxycarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl and C 1-6 Each of the alkoxycarbonyl groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs. In a more preferred embodiment, R 3 It could be hydrogen.

[0043] In a further embodiment, the compound of formula (I) according to the present invention comprises four A 2CR 2 A 3 A compound is provided in which is N.

[0044] In further embodiments, the compound of formula (I) according to the present invention, wherein, [ka] but [ka] And preferably three A 2 CR 2 A 3 CR 3 A compound is provided.

[0045] In further embodiments, the compound of formula (I) according to the present invention, wherein, [ka] but [ka] And preferably three A 2 CR 2 A 3 CR 3 A compound is provided.

[0046] In a further embodiment, the compound of formula (I) according to the present invention, wherein four A 2 CR 2 A 3 CR 3 Preferably [ka] but [ka] A compound is provided.

[0047] In a particular embodiment, in the formula, [ka] but [ka] And R 2 However, as defined in the present invention; preferably, R 2 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Each alkylcarbonyl group may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 2 However, hydrogen, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl and C 1-6Alkoxy-C 1-6 Selected independently of alkoxy, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl and C 1-6 Alkoxy-C 1-6 Each of the alkoxy groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; more preferably R 2 However, hydrogen, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxycarbonyl and C 1-6 It is selected independently of alkoxy.

[0048] In further embodiments, the present invention relates to a compound of formula (I), wherein R 4 However, heteroaryl-C 1-4 Alkyl and aryl-C 1-4 Selected from alkyl groups; where heteroaryl or aryl is a halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, and C 3-6 Compounds are provided which may be optionally substituted with 1 to 3 substituents independently selected from cycloalkyl groups. Preferably, R 4 Phenylen-C 1-4 Alkyl, 5-membered heteroaryl-C 1-4 Alkyl, 6-membered heteroaryl-C 1-4 Selected from alkyl groups, where phenyl, a 5-membered heteroaryl, or a 6-membered heteroaryl is a halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, and C 3-6 It may be optionally substituted with 1 to 3 substituents independently selected from the cycloalkyl group.

[0049] In a further embodiment, the compound of formula (I) according to the present invention, wherein A 3 CR 3 And here, R 3 And, R4 Heteroaryl-C from the base 1-4 C of alkyl 1-4 Alkyl or aryl-C 1-4 C of alkyl 1-4 Together with the alkyl, a ring, preferably a 5- to 8-membered heterocycle, preferably a 6-membered heterocycle, more preferably one of the rings W1, W2, or W3 as described by the compound of formula (I) below: [ka] A compound that forms [a certain shape] is provided. The carbon and / or nitrogen atoms forming the ring (W1, W2, or W3) are, in particular, R 3' It can be substituted with the base, where R 3' is hydrogen, C 1-6 Alkyl and C 3-6 Selected from cycloalkyl, C 1-6 Alkyl and C 3-6 Each cycloalkyl group may be optionally substituted with 1 to 3 substituents independently selected from halogens and CN. For example, the compound of formula (I-W3) may be as follows: [ka]

[0050] In preferred embodiments, the compounds of formulas (I-W1), (I-W2), and (I-W3) may be as follows: [ka]

[0051] The carbon and / or nitrogen atoms forming the ring (W1, W2, or W3) are, in particular, R 3' It can be substituted with the base, where R 3' is hydrogen, C 1-6 Alkyl and C 3-6 Selected from cycloalkyl, C 1-6 Alkyl and C 3-6Each cycloalkyl group may be optionally substituted with 1 to 3 substituents independently selected from halogens and CN. For example, the compound of formula (I-W3) may be as follows: [ka]

[0052] In the compounds of formula (I-W1, I-W2, and I-W3), the "(hetero)aryl" group is defined as R as defined in the present invention. 4 Heteroaryl-C from the base 1-4 Alkyl heteroaryl, or R 4 Aryl-C from the base 1-4 It means any of the alkyl and aryl groups.

[0053] In further embodiments, the present invention relates to a compound of formula (I), wherein R 5 However, C 1-6 Alkyl, C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl and C 1-6 Alkoxy C 1-6 Compounds are provided which are selected from alkyl groups, where each of the groups may be optionally substituted with 1 to 3 substituents independently selected from halogens and CN.

[0054] In a particular embodiment, the compound of formula (I) according to the present invention, wherein the formula includes, Z is O; A 1 N is; R 1a , R 1b and R 1c However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 3-6 Cycloalkyl, C 1-6 Alkoxy-C 1-6 Alkyl, C 3-6 Cycloalkyl-C 1-4 Alkyl, C 1-6Alkoxy, amino, and NHC(O)C 1-6 Selected independently of alkyl, preferably R 1a , R 1b and R 1c However, hydrogen and C 1-6 Selected independently of alkyl; more preferably R 1a and R 1c is hydrogen; The four A's 2 CR 2 And here, R 2 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, and C 1-6 Independently selected from alkylsulfonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, and C 1-6 Each alkylsulfonyl group may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 2However, hydrogen, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl and C 1-6 Alkoxy-C 1-6 Selected independently of alkoxy, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl and C 1-6 Alkoxy-C 1-6 Each alkoxy may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; more preferably R 2 However, hydrogen, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Selected independently from alkoxycarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, and C 1-6 Each alkoxycarbonyl group may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; A 3 CR 3 And here, R 3 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6Alkylsulfonyl, amino, C 1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6 Selected from cycloalkylaminos, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkylsulfonyl, amino, C 1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6 Each of the cycloalkylamino groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 3 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylsulfonyl, amino, C 1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6 Selected from cycloalkylaminos, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylsulfonyl, amino, C 1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6Each of the cycloalkylamino groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydrogen, and CN; more preferably R 3 is hydrogen; R 4 However, heteroaryl-C 1-4 Alkyl and aryl-C 1-4 Selected from alkyl groups; Here, the heteroaryl or aryl is a halogen, CN, and C 1-4 It may be optionally substituted with 1 to 3 substituents independently selected from the alkyl group; and R 5 However, C 1-6 Alkyl, C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxy C 1-6 Alkyl, C 1-6 Alkylamino, diC 1-6 Alkylamino, and C 1-6 Alkyl C 1-6 Selected from alkoxyaminos, where each of the groups may be optionally substituted with 1 to 3 substituents independently selected from halogens and CN, preferably R 5 However, C 1-6 Alkyl, C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl and C 1-6 Alkoxy C 1-6 Compounds are provided which are selected from alkyl groups, where each of the groups may be optionally substituted with 1 to 3 substituents independently selected from halogens and CN.

[0055] In a preferred embodiment, [ka] teeth [ka] And in the formula, R 2 This is as defined in the present invention; preferably R 2 These are hydrogen, hydroxyl, halogen, CN, and C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Each alkylcarbonyl group is optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 2 Hydrogen, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl and C 1-6 Alkoxy-C 1-6 Selected independently of alkoxy, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C1-6 Alkoxycarbonyl and C 1-6 Alkoxy-C 1-6 Each of the alkoxy groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; more preferably, R 2 Hydrogen, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxycarbonyl and C 1-6 It is selected independently of alkoxy.

[0056] In further embodiments, the compounds according to the present invention are selected from the following: Methyl N-[5-[6-[(4-fluoro-3-methoxyphenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]-8-methylimidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate, Methyl N-[5-[6-[(4-fluoro-3-methoxyphenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate, Methyl N-[5-[6-[(3-fluoro-4-methoxyphenyl)-(2-furylmethyl)carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate, Methyl N-[5-[6-[(3-chlorophenyl)-(1H-imidazole-2-ylmethyl)carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate, Methyl N-[5-[6-[(3-fluorophenyl)-(2-furylmethyl)carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate, Methyl N-[5-[6-[(4-chlorophenyl)-(2-furylmethyl)carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate, Methyl N-[5-[6-[benzyl-(4-fluorophenyl)carbamoyl]imidazo[1,2-a]pyridin-3-yl]-2-pyridyl]carbamate, and Methyl N-[5-[6-[(4-fluorophenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate.

[0057] The methods according to the present invention have advantageous properties for protecting plants from pathogenic attacks or ectoparasites that cause disease and damage to plants, such as plant pathogenic fungi, particularly oomycetes, and in the case of plants in particular, the present invention can control, limit or prevent pathogenic damage to plants, parts of plants, plant propagation materials and / or grown plants.

[0058] The compounds listed in Tables 1.1 to 1.66 below are examples of compounds of the present invention. Table 1.1 provides 546 compounds E1.1 to E1.546 of formula (Ia). [ka] (In the formula, R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is CH, Z is O, R 4 , R 1b , A 2a , A 2b This is as defined in Table Z.

[0059] [Table 1-1]

[0060] [Table 1-2]

[0061] [Table 1-3]

[0062] Table 1-4

[0063] Table 1-5

[0064] Table 1-6

[0065] Table 1-7

[0066] Table 1-8

[0067] Table 1-9

[0068] Table 1-10

[0069] Table 1-11

[0070] Table 1-12

[0071] Table 1-13

[0072] Table 1-14

[0073] Table 1-15

[0074] Table 1-16

[0075] Table 1-17

[0076] Table 1-18

[0077] Table 1-19

[0078] Table 1-20

[0079] Table 1-21

[0080] Table 1-22

[0081] Table 1-23

[0082] Table 1-24

[0083] Table 1-25

[0084] Table 1-26

[0085] Table 1-27

[0086] Table 1-28

[0087] Table 1-29

[0088] Table 1-30

[0089] Table 1-31

[0090] Table 1-32

[0091] Table 1-33

[0092] Table 1-34

[0093] Table 1-35

[0094] Table 1-36

[0095] Table 1-37

[0096] Table 1-38

[0097] Table 1-39

[0098] Table 1-40

[0099] Table 1-41

[0100] Table 1-42

[0101] Table 1-43

[0102] Table 1-44

[0103] [Table 1-45]

[0104] [Table 1-46]

[0105] Table 1.2 provides 546 compounds E2.1 to E2.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is CCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.3 provides 546 compounds E3.1 to E3.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is CCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.4 provides 546 compounds E4.1 to E4.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is CF, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.5 provides 546 compounds E5.1 to E5.546 of formula (Ia), where R1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is CCl, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.6 provides 546 compounds E6.1 to E6.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is CBr, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.7 provides 546 compounds E7.1 to E7.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is CCN, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.8 provides 546 compounds E8.1 to E8.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is COCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.9 provides 546 compounds E9.1 to E9.546 of formula (Ia), where R 1a H is R 1c H is R5 It is CH3, and A 1 CH is A 2c is COCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.10 provides 546 compounds E10.1 to E10.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is COCH2CH2OCH3, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.11 provides 546 compounds E11.1 to E11.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 CH is A 2c is COH, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.12 provides 546 compounds E12.1 to E12.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is CH, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.13 provides 546 compounds E13.1 to E13.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A1 is N, and A 2c is CCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.14 provides 546 compounds E14.1 to E14.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is CCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.15 provides 546 compounds E15.1 to E15.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is CF, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.16 provides 546 compounds E16.1 to E16.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is CCl, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.17 provides 546 compounds E17.1 to E17.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2cis CBr, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.18 provides 546 compounds E18.1 to E18.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is CCN, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.19 provides 546 compounds E19.1 to E19.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is COCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.20 provides 546 compounds E20.1 to E20.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is COCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.21 provides 546 compounds E21.1 to E21.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is COCH2CH2OCH3, Z is O, and R4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.22 provides 546 compounds E22.1 to E22.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is CH3, and A 1 is N, and A 2c is COH, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.23 provides 546 compounds E23.1 to E23.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is CH, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.24 provides 546 compounds E24.1 to E24.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is CCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.25 provides 546 compounds E25.1 to E25.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is CCH2CH3, Z is O, R 4 , R 1b , A2a , A 2b This is defined in Table Z. Table 1.26 provides 546 compounds E26.1 to E26.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is CF, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.27 provides 546 compounds E27.1 to E27.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is CCl, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.28 provides 546 compounds E28.1 to E28.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is CBr, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.29 provides 546 compounds E29.1 to E29.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is CCN, Z is O, R 4 , R 1b , A 2a , A 2bThis is defined in Table Z. Table 1.30 provides 546 compounds E30.1 to E30.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is COCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.31 provides 546 compounds E31.1 to E31.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is COCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.32 provides 546 compounds E32.1 to E32.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is COCH2CH2OCH3, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.33 provides 546 compounds E33.1 to E33.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 CH is A 2c is COH, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.34 provides 546 compounds E34.1 to E34.546 of formula (Ia), wherein R 1a is H, R 1c is H, R 5 is OCH3, A 1 is N, A 2c is CH, Z is O, R 4 , R 1b , A 2a , A 2b are as defined in Table Z. Table 1.35 provides 546 compounds E35.1 to E35.546 of formula (Ia), wherein R 1a is H, R 1c is H, R 5 is OCH3, A 1 is N, A 2c is CCH3, Z is O, R 4 , R 1b , A 2a , A 2b are as defined in Table Z. Table 1.36 provides 546 compounds E36.1 to E36.546 of formula (Ia), wherein R 1a is H, R 1c is H, R 5 is OCH3, A 1 is N, A 2c is CCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b are as defined in Table Z. Table 1.37 provides 546 compounds E37.1 to E37.546 of formula (Ia), wherein R 1a is H, R 1c is H, R 5 is OCH3, A 1 is N, A 2c is CF, Z is O, R 4 , R 1b , A 2a , A 2b are as defined in Table Z. Table 1.38 provides 546 compounds E38.1 to E38.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 is N, and A 2c is CCl, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.39 provides 546 compounds E39.1 to E39.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 is N, and A 2c is CBr, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.40 provides 546 compounds E40.1 to E40.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 is N, and A 2c is CCN, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.41 provides 546 compounds E41.1 to E41.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is OCH3, and A 1 is N, and A 2c is COCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.42 provides 546 compounds E42.1 to E42.546 of formula (Ia), wherein R 1a is H, R 1c is H, R 5 is OCH3, A 1 is N, A 2c is COCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b are as defined in Table Z. Table 1.43 provides 546 compounds E43.1 to E43.546 of formula (Ia), wherein R 1a is H, R 1c is H, R 5 is OCH3, A 1 is N, A 2c is COCH2CH2OCH3, Z is O, R 4 , R 1b , A 2a , A 2b are as defined in Table Z. Table 1.44 provides 546 compounds E44.1 to E44.546 of formula (Ia), wherein R 1a is H, R 1c is H, R<e0000x77>is OCH3, A 1 is N, A 2c is COH, Z is O, R 4 , R 1b , A 2a , A 2b are as defined in Table Z. Table 1.45 provides 546 compounds E45.1 to E45.546 of formula (Ia), wherein R 1a is H, R 1c is H, R 5 is cyclopropyl, A 1 is CH, A 2c is CH, Z is O, R 4 , R 1b , A 2a , A 2b are as defined in Table Z. Table 1.46 provides 546 compounds E46.1 to E46.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is CCH3, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.47 provides 546 compounds E47.1 to E47.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is CCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.48 provides 546 compounds E48.1 to E48.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is CF, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.49 provides 546 compounds E49.1 to E49.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is CCl, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.50 provides 546 compounds E50.1 to E50.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is CBr, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.51 provides 546 compounds E51.1 to E51.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is CCN, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.52 provides 546 compounds E52.1 to E52.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is COCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.53 provides 546 compounds E53.1 to E53.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is COCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.54 provides 546 compounds E54.1 to E54.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is COCH2CH2OCH3, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.55 provides 546 compounds E55.1 to E55.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 CH is A 2c is COH, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.56 provides 546 compounds E56.1 to E56.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is CH, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.57 provides 546 compounds E57.1 to E57.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is CCH3, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.58 provides 546 compounds E58.1 to E58.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is CCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.59 provides 546 compounds E59.1 to E59.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is CF, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.60 provides 546 compounds E60.1 to E60.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is CCl, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.61 provides 546 compounds E61.1 to E61.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is CBr, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.62 provides 546 compounds E62.1 to E62.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is CCN, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.63 provides 546 compounds E63.1 to E63.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is COCH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.64 provides 546 compounds E64.1 to E64.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is COCH2CH3, Z is O, R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.65 provides 546 compounds E65.1 to E65.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is COCH2CH2OCH3, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z. Table 1.66 provides 546 compounds E66.1 to E66.546 of formula (Ia), where R 1a H is R 1c H is R 5 It is cyclopropyl, and A 1 is N, and A 2c is COH, Z is O, and R 4 , R 1b , A 2a , A 2b This is defined in Table Z.

[0106] The compounds according to the present invention may have numerous advantages, including, in particular, favorable levels of biological activity for protecting plants from fungal diseases, or excellent properties for use as agricultural chemical active ingredients (e.g., high biological activity, favorable activity spectrum, increased safety profile, improved physicochemical properties, or improved biodegradability). The compounds according to the present invention have particularly favorable levels of biological activity for protecting plants from oomycetes such as Phytophthora, Plasmopara, and Pythium.

[0107] Compounds of formula (I) (wherein Z is O) can be prepared as shown in schemes 1 to 19 below, where, unless otherwise specified, the definitions of each variable are as defined in this invention.

[0108] The compound of formula (I) is prepared in a suitable solvent such as dimethylformamide, dioxane, tetrahydrofuran, ethanol, or water, in the presence of a base such as Cs2CO3, K2CO3, or NaOtBu, and in the presence of a suitable palladium catalyst such as tetrakistriphenylphosphine palladium, palladium chloride, [1,1-bis(diphenylphosphine)ferrocene]dichloropalladium(II), palladium acetate, or bis(diphenylphosphine)palladium(II) chloride, by combining the compound of formula (II) (wherein X is chloro(Cl), bromo(Br), or iodine(I)) with the compound of formula (III) (wherein R 7Hydrogen and C are independent of each other. 1-6 Alkyl or two R 7 together become C 3-8 It can be prepared by Suzuki cross-coupling (which can form a cycloalkyl group). This transformation is shown in Scheme 1. [ka] Scheme 1

[0109] Compounds of formula (II) (wherein X is Cl, Br, or I) can be prepared by reacting compound (IV) (wherein X is Cl, Br, or I) with compound (V) and a coupling agent, such as N,N'-dicyclohexylcarbodiimide, bis(2-oxo-3-oxazolidinyl)phosphinate chloride, 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, propylphosphonic anhydride, or cyanuric acid chloride, and optionally a base such as triethylamine, ethyldiisopropylamine, or N-methylmorpholine, in a suitable solvent such as ethyl acetate, dimethylformamide, tetrahydrofuran, or dichloromethane. This conversion is shown in Scheme 2. [ka] Scheme 2

[0110] The compound of formula (IV) (wherein X is Cl, Br, or I) is commercially available, or alternatively, the compound of formula (VI) (wherein X is Cl, Br, or I, R 8 C 1-6 Alkyl compounds can be prepared by saponifying them in a suitable solvent such as methanol, ethanol, or water at room temperature to reflux using a base such as NaOH or LiOH. This conversion is shown in Scheme 3. [ka] Scheme 3

[0111] Alternatively, a compound of formula (II) (wherein X is Cl, Br, or I) in a suitable solvent such as tetrahydrofuran or toluene, in the presence of trimethylaluminum or bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct, a compound of formula (VI) (wherein X is Cl, Br, or I, R 8 C 1-6 These compounds can be prepared directly by reacting an alkyl compound with the compound of formula (V). These conversions are described in the literature (see, for example, Weinreb, SM et al. Tetrahedron Lett. 1977, 48, 4171; Woodward, S. et al. (Tetrahedron Letters 2006, 47, 5767); Woodward S. et al. (Org. Process Res. Dev., 2015, 19, 831)). This conversion is shown in Scheme 4. [ka] Scheme 4

[0112] Compound of formula (VI) (wherein X is Cl, Br or I, and R 8 C 1-6 The alkyl compound (wherein R) is commercially available or, instead, in a suitable solvent such as dichloromethane, chloroform, tetrahydrofuran, or acetonitrile, the compound of formula (VII) (wherein R) 8 C 1-6 It can be prepared by reacting an alkyl group with a halogenating agent such as N-chlorosuccinimide, N-bromosuccinimide, N-iodosuccinimide, or bromine. This conversion is shown in Scheme 5. [ka] Scheme 5

[0113] Compound of formula (VII) (wherein R 8 C 1-6A compound of formula (VIII) (wherein X is Cl, Br, or I), carbon monoxide, and alcohol R (which is commercially available or alternatively available in the presence of a catalyst such as [1,1'-bis-(diphenylphosphino)-ferrocene]-dichloropalladium(II) and optionally a base such as triethylamine) is mixed with carbon monoxide and alcohol R 8 OH (in the formula, R 8 However, C 1-6 It can be prepared by reaction with an alkyl group. This transformation is shown in Scheme 6. [ka] Scheme 6

[0114] The compound of formula (VIII) is commercially available, or alternatively, in a solvent such as water, ethanol, acetone, or acetonitrile, the compound of formula (IX) (wherein X is Cl, Br, or I) and the compound of formula (X) (wherein X is Cl, Br, or I) or its corresponding acetal of formula (XI) (wherein X is Cl, Br, or I, R 9 C 1-6 Alkyl or two R 9 together become C 3-8 It can be prepared by reacting with a compound of formula (XII) (wherein R 8 C 1-6 (It is alkyl) From the compound of formula (VII) (wherein R 8 C 1-6 This can be used to prepare alkyl compounds and to prepare compounds of formula (XIII) from compounds of formula (XIV). These transformations are shown in Scheme 7. [ka] Scheme 7

[0115] Compounds of formula (IX) (wherein X is Cl, Br or I), compounds of formula (XII) (wherein R 8 C 1-6 Compounds of formula (XIV), which are alkyl groups, are prepared by known methods or are commercially available.

[0116] Alternatively, the compound of formula (I) can be prepared by reacting the compound of formula (XV) with the compound of formula (V) and a coupling agent, such as N,N'-dicyclohexylcarbodiimide, bis(2-oxo-3-oxazolidinyl)phosphinate chloride, 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, propylphosphonic anhydride, or cyanurate chloride, and optionally a base such as triethylamine, ethyldiisopropylamine, or N-methylmorpholine, in a suitable solvent such as ethyl acetate, dimethylformamide, tetrahydrofuran, or dichloromethane. This conversion is shown in Scheme 8. [ka] Scheme 8

[0117] Compound (XV) is prepared at room temperature to reflux in a suitable solvent such as methanol, ethanol, or water, using a base such as NaOH or LiOH. Compound (XVI) (wherein R) 8 C 1-6 It can be prepared by saponification of an alkyl group. This transformation is shown in Scheme 9. [ka] Scheme 9

[0118] Compound of formula (XVI) (wherein R 8 C 1-6The alkyl compound is prepared in a suitable solvent such as dimethylformamide, dioxane, tetrahydrofuran, ethanol, or water, in the presence of a base such as Cs2CO3, K2CO3, or NaOtBu, and in the presence of a suitable palladium catalyst such as tetrakistriphenylphosphine palladium, palladium chloride, [1,1-bis(diphenylphosphine)ferrocene]dichloropalladium(II), palladium acetate, or bis(diphenylphosphine)palladium(II) chloride, to form the compound of formula (VI) (wherein X is Cl, Br, or I, and R 8 C 1-6 (It is alkyl) and the compound of formula (III) (wherein R 7 Hydrogen and C are independent of each other. 1-6 Alkyl or two R 7 together become C 3-8 These compounds can be prepared by Suzuki cross-coupling (which can form a cycloalkyl group). Furthermore, this conversion can be used to prepare the compound of formula (XV) from the compound of formula (IV). These conversions are shown in Scheme 10. [ka] Scheme 10

[0119] Alternatively, the compound of formula (II) (wherein X is Cl, Br, or I) can be prepared by reacting the compound of formula (XVII) with a halogenating agent such as N-chlorosuccinimide, N-bromosuccinimide, N-iodosuccinimide, or bromine in a suitable solvent such as dichloromethane, chloroform, tetrahydrofuran, or acetonitrile. This conversion is shown in Scheme 11. [ka] Scheme 11

[0120] The compound of formula (XVII) can be prepared by reacting the compound of formula (XIII) with the compound of formula (V) and a coupling agent, such as N,N'-dicyclohexylcarbodiimide, bis(2-oxo-3-oxazolidinyl)phosphinate chloride, 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, propylphosphonic anhydride, or cyanurate chloride, and optionally a base such as triethylamine, ethyldiisopropylamine, or N-methylmorpholine, in a suitable solvent such as ethyl acetate, dimethylformamide, tetrahydrofuran, or dichloromethane. This conversion is shown in Scheme 12. [ka] Scheme 12

[0121] Alternatively, the compound of formula (II) can be prepared by reacting the compound of formula (XVIII) with the compound of formula (XIX) (wherein Y is Cl, Br, I, OSO2CF3, OSO2C6H4CH3, or OSO2CH3) in the presence of a base such as Cs2CO3, K2CO3, or NaOtBu. This transformation is shown in Scheme 13. [ka] Scheme 13

[0122] Compounds of formula (XVIII) (wherein X is Cl, Br, or I) can be prepared by reacting compound (IV) (wherein X is Cl, Br, or I) with compound (XX) and a coupling agent, such as N,N'-dicyclohexylcarbodiimide, bis(2-oxo-3-oxazolidinyl)phosphinate chloride, 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, propylphosphonic anhydride, or cyanuric acid chloride, and optionally a base such as triethylamine, ethyldiisopropylamine, or N-methylmorpholine, in a suitable solvent such as ethyl acetate, dimethylformamide, tetrahydrofuran, or dichloromethane. This conversion is shown in Scheme 14. [ka] Scheme 14

[0123] Alternatively, the compound of formula (I) can be prepared by reacting the compound of formula (XXI) with the compound of formula (XXII) (wherein Y is OH) and a coupling agent, such as N,N'-dicyclohexylcarbodiimide, bis(2-oxo-3-oxazolidinyl)phosphinate chloride, 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, propylphosphonic anhydride, or cyanuric acid chloride, and optionally a base such as triethylamine, ethyldiisopropylamine, or N-methylmorpholine, in a suitable solvent such as ethyl acetate, dimethylformamide, tetrahydrofuran, or dichloromethane. This conversion can also be carried out by reacting the compound of formula (XXI) with the compound of formula (XXII) (wherein Y is Cl) and optionally a base such as triethylamine, ethyldiisopropylamine, or pyridine in a suitable solvent such as ethyl acetate, pyridine, or tetrahydrofuran. This conversion is shown in Scheme 15. [ka] Scheme 15

[0124] The compound of formula (XXI) is prepared in a suitable solvent such as dimethylformamide, dioxane, tetrahydrofuran, ethanol, or water, in the presence of a base such as Cs2CO3, K2CO3, or NaOtBu, and in the presence of a suitable palladium catalyst such as tetrakistriphenylphosphine palladium, palladium chloride, [1,1-bis(diphenylphosphine)ferrocene]dichloropalladium(II), palladium acetate, or bis(diphenylphosphine)palladium(II) chloride, by mixing the compound of formula (II) (wherein X is Cl, Br, or I) with the compound of formula (XXIII) (R 7 Hydrogen and C are independent of each other. 1-6 Alkyl or two R 7 together become C 3-8 It can be prepared by Suzuki cross-coupling (which can form a cycloalkyl group). This transformation is shown in Scheme 16. [ka] Scheme 16

[0125] Compounds of formula (V) and (XX) can be commercially available or prepared by known methods. For example, M.Milen, B.Nyulasi, T.Nagy, G.Simig, B.Volk, Beilstein J.Org.Chem.2022,18,653; M.Imanishi, M.Sonoda, H.Miyazato, Ko Sugimoto, M.Akagawa, S.Tanimori,ACS Omega 2017,2,1875;JXQiao,TCWang,R.Ruel,C.Thibeault,A.L'Heureux,WASchumacher,SASpronk,S.Hiebert,G.Bouthillier,J.Lloyd,Z.Pi,DMSchnur,LM Abell, J. Hua, LAPrice, E. Liu, Q. Wu, TESteinbacher, JSBostwick, M. Chang, J. Zheng, Q. Gao, B. Ma, PA McDonnell, CS Huang, R. Rehfuss, RR Wexler, PYSLam. J.Med.Chem.2013,56,9275-9295;AMMcKinney,KRJackson,R.Nicholas Salvatore,E.-M.Savrides,MJEdattel,T.Gavin,J.Heterocyclic Chem.2005,42,1031;S.Ucar,S.Essiz,A.Dastan,Tetrahedron 2017,73,1618-1632;F.Fache,Synlett 2004,15,2827-2829;Y.-G.Zhou,Acc.Chem.Res.2007,40,1357-1366;A.Ferry,J.Stemper,A.Marinetti,A.Voituriez,X.Guinchard,Eur.J.Org.Chem.2014,188-193.

[0126] Compound of formula (III) and compound of formula (XXIII) (wherein R 7 Hydrogen and C are independent of each other. 1-6 Alkyl or two R 7 together become C 3-8Compounds (which can form cycloalkyl groups) are prepared by known methods or are commercially available. For example, GSBasarab, JIManchester, S. Bist, PABoriack-Sjodin, B. Dangel, R. Illingworth†, BASherer, S. Sriram, M. Uria-Nickelsen, AEEakin, J. Med. Chem. 2013, 56, 8712-8735; M. Gra vel,KAThompson,M.Zak,C.Berube,DGHall,J.Org.Chem.,2002,67,3-15;S.Kitamura,KLHvorecny,J.Niu,BDHammock,DRMadden,C.Morisseau,J.Med.Chem.2016,59,4790-4799;J. Maity, D. Honcharenko, R. Stroemberg, Tetrahedron Letters See 2015, 56, 4780-4783.

[0127] Those skilled in the art will understand that the above amide coupling reactions between an acid, an amine, and a coupling agent can also be carried out using the corresponding acid chlorides and amines. The conversion of an acid to its corresponding acid chloride is well known to those skilled in the art.

[0128] The compound of formula (Ib) can be prepared by reacting the compound of formula (I) (wherein Z is O) with phosphorus pentasulfide or Lawson's reagent (CAS: 19172-47-5) in a suitable solvent such as toluene, xylene, or dichloromethane. This conversion is shown in Scheme 17. [ka] Scheme 17

[0129] Alternatively, the compound of formula (Ib) (wherein Z is S) can be prepared by reacting the compound of formula (XXIV) with the compound of formula (XXII) (wherein Y is OH) and a coupling agent, such as N,N'-dicyclohexylcarbodiimide, bis(2-oxo-3-oxazolidinyl)phosphinate chloride, 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, propylphosphonic anhydride, or cyanuric acid chloride, and optionally a base such as triethylamine, ethyldiisopropylamine, or N-methylmorpholine, in a suitable solvent such as ethyl acetate, dimethylformamide, tetrahydrofuran, or dichloromethane. This conversion can also be carried out by reacting the compound of formula (XXIV) with the compound of formula (XXII) (where Y is Cl) and optionally a base such as triethylamine, ethyldiisopropylamine, or pyridine in a suitable solvent such as ethyl acetate, pyridine, or tetrahydrofuran. These conversions are shown in Scheme 18. [ka] Scheme 18

[0130] The compound of formula (XXIV) can be prepared by reacting the compound of formula (XXI) with phosphorus pentasulfide or Lawson's reagent (CAS: 19172-47-5) in a suitable solvent such as toluene, xylene, or dichloromethane. This conversion is shown in Scheme 19. [ka] Scheme 19

[0131] It will be understood by those skilled in the art that the above amide coupling reactions between acids, amines, and coupling agents can also be carried out using the corresponding acid chlorides and amines. The conversion of acids to their corresponding acid chlorides is well known by those skilled in the art.

[0132] When the term "compound according to the present invention" is used, it refers to the compound according to the present invention.

[0133] Alternatively, the compounds according to the present invention can be obtained by transformations using standard synthetic techniques known to those skilled in the art. Non-exclusive examples include oxidation reactions, reduction reactions, hydrolysis reactions, coupling reactions, aromatic nucleophilic or electrophilic substitution reactions, nucleophilic substitution reactions, nucleophilic addition reactions, olefination reactions, oxime formation, alkylation, and halogenation reactions.

[0134] The compounds according to the present invention can be converted to other compounds according to the present invention in a manner known by means of substituting one or more substituents of the starting compound according to the present invention with other substituents according to the present invention in a conventional manner.

[0135] Depending on the appropriate reaction conditions and selection of starting materials for each case, for example, only one substituent may be substituted with another substituent according to the present invention in a single reaction step, or multiple substituents may be substituted with other substituents according to the present invention in the same reaction step.

[0136] Salts of the compounds according to the present invention can be prepared by known methods. For example, acid addition salts of the compounds according to the present invention 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.

[0137] The salts of the compounds according to the present invention can be converted to the free compounds by conventional methods, for example, by treating the acid addition salt with a suitable basic compound or a suitable ion exchange reagent, and by treating the salt with the base with a suitable acid or a suitable ion exchange reagent.

[0138] Salts of the compounds according to the present invention can be converted in a manner known in itself to other salts of the compounds according to the present invention (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 suitable solvent (e.g., in which the inorganic salt forming silver chloride is insoluble and therefore precipitates from the reaction mixture).

[0139] Depending on the method or reaction conditions, the compounds according to the present invention that have salt-forming properties can be obtained in free form or salt form.

[0140] The compounds according to the present invention, and optionally their tautomers, may exist in free or salt form, 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, in the form of pure stereoisomers such as enantiomers and / or diastereomers, or as mixtures of enantiomers, such as racemic compounds, diastereomer mixtures, or racemic compound mixtures, in one form of a possible stereoisomer or as a mixture thereof. The present invention relates to pure stereoisomers and to all possible mixtures of stereoisomers, and should be understood in this sense above and below, respectively, even if the details of stereochemistry are not specifically described for each.

[0141] The diastereomer or racemic mixture of compounds according to the present invention, in the free or salt form obtained depending on the selected starting materials and procedure, can be separated into pure diastereomers or racemic compounds based on the physicochemical differences of the components by known methods, such as fractional crystallization, distillation and / or chromatography.

[0142] Enantiomer mixtures such as racemates obtained by similar methods can be broken down into optical enantiomers by known methods, for example, by recrystallization from an optically active solvent, by chromatography in a chiral adsorbent, for example by high-performance liquid chromatography (HPLC) in acetylcellulose using a suitable microorganism, by cleavage by a specific immobilized enzyme via the formation of an inclusion compound, or by conversion to a diastereomer salt, for example by reacting the basic final product racemate with an optically active acid such as a carboxylic acid, for example camphoric acid, tartaric acid, or malic acid, or a sulfonic acid, for example camphor sulfonic acid, and separating the diastereomer mixture thus obtained, for example by fractional crystallization based on different solubility, to obtain a diastereomer from which the desired enantiomer can be released by the action of a suitable substance, for example a basic substance.

[0143] Pure diastereomers or enantiomers can be obtained according to the present invention not only by separating a suitable mixture of stereoisomers, but also by generally known diastereoselective or enantioselective synthesis methods, such as the method according to the present invention using suitable stereochemical starting materials.

[0144] N-oxides can be prepared by reacting the compounds according to the present invention with a suitable oxidizing agent, such as an H2O2 / urea adduct, in the presence of an acid anhydride, such as trifluoroacetic anhydride. Such oxidation is known from the literature, for example from J.Med.Chem.,32(12),2561-73,1989 or International Publication No. 00 / 15615.

[0145] When individual components have different biological activities, it is advantageous to isolate or synthesize the more biologically effective stereoisomers, such as enantiomers or diastereomers, or stereoisomer mixtures, such as enantiomer mixtures or diastereomer mixtures, in each case.

[0146] The compounds according to the present invention and optionally their tautomers may be obtained in free form or salt form, optionally in hydrate form, and / or in other solvents, such as solvents that have been used to crystallize compounds existing in solid form.

[0147] The following examples illustrate, but are not limiting, the present invention.

[0148] The present invention also provides intermediates useful for preparing the compounds according to the present invention.

[0149] The following intermediates form further embodiments of the present invention.

[0150] Compound of formula (II) [ka] (In the formula, Z is O or S, preferably Z is O; R 1a , R 1b and R 1c These are hydrogen, hydroxyl, halogen, CN, and C 1-6 Alkyl, C 3-6 Cycloalkyl, C 1-6 Alkoxy-C 1-6 Alkyl, C 3-6 Cycloalkyl-C 1-4 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxy, amino, and -NHC(O)C 1-6 Selected independently of alkyl; preferably R 1a and R 1c is hydrogen; A 2 CR is independent. 2 or N, provided there are 3 or fewer A 2 is N, preferably two or fewer A 2 is N, preferably one or less A 2 is N, and more preferably four A 2 CR2 and; R 2 These are hydrogen, hydroxyl, halogen, CN, and C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Each alkylcarbonyl group may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 2 These are hydrogen, hydroxyl, halogen, CN, and C 1-6 Alkyl, C 1-6Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Each alkylcarbonyl group may be optionally substituted with one substituent selected from halogen, hydroxyl, and CN; A 3 CR 3 or N; R 3 These are hydrogen, hydroxyl, halogen, CN, and C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, amino, C1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6 Selected from cycloalkylaminos, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, amino, C 1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6 Each of the cycloalkylamino groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 3 These are hydrogen, hydroxyl, halogen, CN, and C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 1-6 Alkyl sulfonyl, amino, C 1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6 Selected from cycloalkylaminos, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 1-6 Alkyl sulfonyl, amino, C1-6 Alkylamino, diC 1-6 -alkylamino and C 3-6 Each of the cycloalkylamino groups may be optionally substituted with one substituent selected from halogen, hydroxyl, and CN; more preferably R 3 is hydrogen; R 4 is heteroaryl-C 1-4 Alkyl and aryl-C 1-4 Selected from alkyl groups; Here, heteroaryl or aryl is a halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, C 3-6 Cycloalkyl, C 1-4 Haloalkyl, C 1-4 Cyanoalkyl, C 1-4 Alkoxy-C 1-4 Alkyl, C 3-6 Halocycloalkyl, C 3-6 Cyanocycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl and C 1-4 Alkoxy-C 3-6 It may be optionally substituted with 1 to 3 substituents independently selected from the cycloalkyl group; Here, the heteroaryl-C 1-4 C of alkyl 1-4 Alkyl or the aforementioned aryl-C 1-4 C of alkyl 1-4 Alkyl, halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, and C 3-6 It may be optionally substituted with a cycloalkyl group; Here, the heteroaryl-C 1-4 C of alkyl 1-4 Alkyl or the aforementioned aryl-C 1-4 C of alkyl 1-4 Alkyl and A 3 They come together to form a ring, preferably a 5-8 membered heterocycle, more preferably a 6-membered heterocycle; and X is Cl, Br, or I; or its salt or N-oxide.

[0151] The compounds of formula (I) as defined in this invention can be used, for example, as active ingredients for controlling plant pathogens, or as non-living substances for controlling potentially harmful microorganisms or organisms to humans in the agricultural sector and related fields of use. These novel compounds are distinguished by their excellent activity at low doses, the fact that plants exhibit sufficient tolerance, and their environmental safety. They possess highly useful therapeutic, preventive, and systemic properties and can be used to protect many cultivated plants. Compounds of formula (I) as defined in this invention can also be used to suppress or eradicate pathogens appearing on plants or plant parts (fruits, flowers, leaves, stems, tubers, roots) of different crops of useful plants, while simultaneously protecting those parts of the plant that will grow later from plant pathogenic microorganisms.

[0152] Compounds of formula (I) as defined in the present invention may also be used as mycicides. As used herein, the term “mycicide” means a compound that controls, modifies, or prevents the growth of fungi. The term “mycicidal amount” means the amount of such compound or combination of such compounds that can produce an effect against the growth of fungi. Controlling or modifying effects include all deviations from natural occurrence, such as fungicidal or delayed growth, while prevention includes the formation of barriers or other defenses in plants to prevent fungal infections.

[0153] For protection against fungal infections and plant pathogenic fungi occurring in the soil, the compounds of formula (I) as defined in this invention may also be used as coating agents for treating plant propagation materials, such as seeds such as fruits, tubers or grains, or plant cuttings (e.g., rice). The propagation material may be treated with a composition containing the compound of formula (I) as defined in this invention before planting: for example, seeds may be coated before sowing. The compounds of formula (I) as defined in this invention may also be applied to grains (coated) either by impregnating the seeds in a liquid formulation or by coating the seeds with a solid formulation. The composition may also be applied to the planting site when the propagation material is planted, for example, in the planting furrow during sowing. This invention also relates to such methods for treating plant propagation materials and to plant propagation materials treated in this manner.

[0154] Furthermore, the compounds of formula (I) as defined in the present invention can be used to control fungi in related fields, for example, in the protection of industrial materials including wood and wood-related industrial products, food storage, and hygiene management.

[0155] Furthermore, the present invention can also be used to protect non-biological materials, such as sawn timber, wall coverings, and paints, from fungal attacks.

[0156] The compounds of formula (I) as defined in this invention, and fungicidal compositions containing them, can be used to control plant diseases caused by broad-spectrum fungal plant pathogens. They are effective in controlling a wide range of plant diseases, including those affecting ornamental plants, turfgrasses, vegetables, crops, grains, and fruit crops.

[0157] The fungi and fungal vectors, as well as plant pathogenic bacteria and viruses, that can be controlled for these diseases include, for example, the following: This includes species such as Absidia corymbifera, Alternaria spp., Aphanomyces spp., Ascochyta spp., Aspergillus spp. (including A. flavus, A. fumigatus, A. nidulans, A. niger, A. terrus), Aureobasidium spp. (including A. pullulans), Blastomyces dermatitidis, Blumeria graminis, and Bremia lactucaea. Species of the genus Botryosphaeria, including B. lactucae, B. dothidea, and B. obtusa; species of the genus Botrytis, including B. cinerea; species of Candida, including C. albicans, C. glabrata, C. krusei, C. lusitaniae, C. parapsilosis, and C. tropicalis; species of Cephaloascus fragrans and Ceratocystis. Species of the genus Cercospora (spp.), including C. arachidicola, Cercosporidium personatum, species of the genus Cladosporium (spp.), Claviceps purpurea, Coccidioides immitis, species of the genus Cochliobolus (spp.), and species of the genus Colletotrichum (spp.), including C. musae. Cryptococcus neoformans, species of the genus Diaporthe, species of Didymella, species of Drechslera, species of Elsinoe, Species of the genus Epidermophyton (spp.), Erwinia amylovora, and Erysiphe species (spp.), including E. cichoracearum. Fusarium spp., including species of the genus Fusarium such as Eutypa lata, F. culmorum, F. graminearum, F. langsethiae, F. moniliforme, F. oxysporum, F. proliferatum, F. subglutinans, and F. solani, as well as Gaeumannomyces graminis, Gibberella fujikuroi, Gloeodes pomigena, and Gloeosporium musarum. *musarum*, *Glomerella cingulate*, *Guignardia bidwellii*, *Gymnosporangium juniperi-virginianae*, species of the genus *Helminthosporium*, species of the genus *Hemileia*, species of the genus *Histoplasma* including *H. capsulatum*, *Laetisaria fuciformis*, *Leptographium lindbergi*, *Leveillula taurica*, *Lophodermium seditissum* This includes *Mycosphaerella* species, including *Mycosphaerella spp.*,), Oncobasidium theobromaeon, Ophiostoma piceae, species of the genus Paracoccidioides spp., species of the genus Penicillium including P. digitatum and P. italicum, species of the genus Petriellidium spp., species of the genus Peronosclerospora including P. maydis, P. philippinensis and P. sorghi, species of the genus Peronospora spp., wheat blight fungus (Phaeosphaeria) Species of the genus *Phakopsora nodorum*, Phakopsora pachyrhizi, Phellinus igniarus, species of *Phialophora*, species of *Phoma*, species of *Phytophthora* including *Phomopsis viticola* and *P. infestans*, species of *Plasmopara* including *P. halstedii* and *P. viticola*, species of *Pleospora*, and species of *Podosphaera* including apple powdery mildew fungus (*P. leucotricha*). spp.), Polymyxa graminis, Polymyxa betae, Pseudocercosporella herpotrichoides, species of the genus Pseudomonas (Pseudomonas spp.), species of the genus Pseudoperonospora including P. cubensis and P. humuli (Pseudoperonospora spp.), Pseudopeziza tracheiphila, P.Species of the genus Puccinia (P.hordei, P.recondita, P.striiformis, P.triticina), species of the genera Pyrenopeziza, Pyrenophora, species of Pyricularia (P.oryzae), species of Pythium (P.ultimum), species of Ramularia, species of Rhizoctonia, Rhizomucor pusillus, and Rhizopus This includes species of the genus Rhynchosporium (including *arrhizus*), species of the genus Sedosporium (including *S. apiospermum* and *S. prolificans*), and *Schizothyrium pomi*. Species of the genera Sclerotinia, Sclerotium, Septoria (including S. nodorum and S. tritici), Sphaerotheca macularis, Sphaerotheca fusca (Sphaerotheca fuliginea), Sporothorix, Stagonospora nodorum, Stemphylium, Stereum hirsutum, and Thanatephorus cucumeris. This includes species of the genus *Tilletia* (including *Tilletia cucumeris*), *Tilletia basicola*, *Tilletia spp.*, *Tilletia harzianum*, *Tilletia pseudokoningii*, and *Tilletia viride*, as well as species of the genus *Trichoderma* (including *Tilletia viride*). Species of the genera Trichophyton, Typhula, Uncinula necator, Urocystis, Ustilago, Venturia (including V. inaequalis), Verticillium, and Xanthomonas.

[0158] In particular, compounds of formula (I) as defined in the present invention and fungicidal compositions containing them can be used to control plant diseases caused by a wide range of fungal plant pathogens in the classes Basidiomycete, Ascomycete, Oomycete and / or Deuteromycete, Blasocladiomycete, Chrytidiomycete, Glomeromycete and / or Mucoromycete. More particularly, compounds of formula (I) as defined in the present invention can be used to control Oomycetes.

[0159] These pathogens may include the following: Phytophthora diseases, such as those caused by Phytophthora capsici, Phytophthora infestans, Phytophthora sojae, Phytophthora fragariae, Phytophthora nicotianae, Phytophthora cinnamomi, Phytophthora citricola, Phytophthora citrophthora, and Phytophthora erythroseptica; and Pythium aphanidermatum and Pythium arenomanes. Pythium diseases, such as those caused by *Pythium arrhenomanes*, *Pythium graminicola*, *Pythium irregulare*, *Pythium sylvaticum*, and *Pythium ultimum*; *Peronospora destructor*, *Peronospora parasitica*, *Plasmopara viticola*, *Plasmopara halstedii*, *Pseudoperonospora cubensis*, *Albugo candida*, and *Sclerophthora macrospora*. Diseases caused by Peronosporales, such as macrospora and Bremia lactucae;Oomycetes, including other species such as Aphanomyces cochlioides, Labyrinthula zosterae, Peronosclerospora sorghi, and Sclerospora graminicola; Ascomycetes, for example, Stemphylium solani, Stagonospora tainanensis, Spirocaea oleaginea, Setosphaeria turcica, Pyrenochaeta lycoperisici, Pleospora herbarum, Phoma destructiva, Phaeosphaeria herpotrichoides, Phaeocryptocus gaeumannii, and Ophiosphaerella graminicola. graminicola), Ophiobolus graminis, Leptosphaeria maculans, Hendersonia creberrima, Helminthosporium triticirepentis, Setosphaeria turcica, Drechslera glycines, Didymella bryoniae, Cycloconium oleagineum, Corynespora cassiicola, Cochliobolus sativus, Bipolaris cactivora cactivora), apple scab fungus (Venturia inaequalis), Pyrenophora teres, wheat yellow spot fungus (Pyrenophora tritici-repentis), Alternaria alternata, Alternaria bracisicola (AlternariaPleosporales species such as brassicicola, Alternaria solani, and Alternaria tomatophila, Septoria tritici, Septoria nodorum, Septoria glycines, Cercospora arachidicola, Cercospora sojina, Cercospora zeae-maydis, Cercosporella capsellae, and Cercosporella herpotrichoides. Capnodiales (such as herpotrichoides), Cladosporium carpophilum, Cladosporium effusum, Passalora fulva, Cladosporium oxysporum, Dothistroma septosporum, Isariopsis clavispora, Mycosphaerella fijiensis, Wheat leaf blight fungus (Mycosphaerella graminicola), Mycovellosiella koepkeii, Phaeoisariopsis bataticola, Pseudocercospora vitis, Pseudocercosporella herpotrichoides, Ramularia beticola, Ramularia collo-cygni, Gaeumannomyces graminis, Magnaporthe grisea, rice blast fungus (Pyricularia) Magnaporthales (such as oryzae), Anisogramma anomala, Apiognomonia errabunda, Cytospora platani, Diaporthe phaseolorum, Discula destructiva, Gnomonia fructicola, Greeneria uvicola, Melanconium juglandinum, Phomopsis viticola, Sirococcus clavigignenti-juglandacearum, Tubakia doria (dryina), species of the genus Dicarpella (Dicarpella spp.)), Diaporthales species such as Valsa ceratosperma, as well as Actinothyrium graminis, Ascochyta pisi, Aspergillus flavus, Aspergillus fumigatus, Aspergillus nidulans, Asperisporium caricae, Blumerierella jaapii, Candida spp., Capnodium ramosum, and Cephaloascus species. (spp.), Cephalosporium gramineum, Ceratocystis paradoxa, Chaetomium spp., Hymenoscyphus pseudoalbidus, Coccidioides spp., Cylindrosporium padi, Diplocarpon malae, Drepanopeziza campestris, Elsinoe ampelina, Epicoccum nigrum, Epidermophyton spp.), Eutypa lata, Geotrichum candidum, Gibellina cerealis, Gloeocercospora sorghi, Gloeodes pomigena, Gloeosporium perennans, and others, canker and / or rot, including staining, spotting, blast, or canker and / or rot; Gloeotinia temulenta, Griphospaeria corticola, Kabatiella lini, Leptographium microsporum microsporum), Leptosphaerulinia crassiasca, Lophodermium seditiosum, Marssonina graminicola, Microdochium nivale, Monilinia fructicola, Monographella albescens, Monosporascus cannonballus, species of Naemacyclus, Ophiostoma novo-ulmi, Paracoccidioides brasiliensis, Penicillium expansum *Pestalotia expansum*, *Pestalotia rhododendri*, species of the genus *Petrielidium*, species of the genus *Pezicula*.), phialophora gregata, Phyllachora pomigena, Phymatotrichum omnivora, Physalospora abdita, Plectosporium tabacinum, Polyscytalum pustulans, Pseudopeziza medicaginis, Pyrenopeziza brassicae, Ramulispora sorghi, Rhabdocline pseudotsugae, Rhynchosporium secalis, . Rice leaf rot fungus (Sacrocladium oryzae), species of the genus Scedosporium (Scedosporium spp.), Schizothyrium pomi, Sclerotinia sclerotiorum, Sclerotinia minor; species of the genus Sclerotium (Sclerotium spp.), Typhula ishikariensis, Seimatosporium mariae, Lepteutpa cupressi, Septocyta ruborum, Sphaceloma perseae, Sporonema fascidioides Phacidioides, Stigmina palmivora, Tapesia yallundae, Taphrina bullata, Thielviopsis basicola, Trichoseptoria fructigena, Zygophiala jamaicensis;For example, Blumeria graminis, Erysiphe polygoni, Uncinula necator, Sphaerotheca fuligena, apple powdery mildew fungus (Podosphaera leucotricha), Podospaera macularis, Golovinomyces cichoracearum, Leveillula taurica, Microsphaera diffusa, Oidiopsis gossypii, Phyllactinia guttata, and Oidium arachidis. Powdery mildew diseases caused by the Erysiphales order, such as Dothiorella aromatica, Diplodia seriata, Guignardia bidwellii, Botrytis cinerea, Botryotinia allii, Botryotinia fabae, Fusicoccum amygdali, Lasiodiplodia theobromae, Macrophoma theicola, Macrophomina phaseolina, and Phyllosticta cucurbitacearum. Molds such as those caused by Botryosphaeriales (e.g., Cucurbitacearum);Anthracnose caused by species of the genus Glommerelales, such as Colletotrichum gloeosporioides, Colletotrichum lagenarium, Colletotrichum gossypii, Glomerella cingulata, and Colletotrichum graminicola; and anthracnose caused by species of the genus Glommerelales, such as Acremonium strictum, Claviceps purpurea, Fusarium culmorum, Fusarium graminearum, and Fusarium bilgriforme. Fusarium virguliforme, Fusarium oxysporum, Fusarium subglutinans, Panama banana disease fungus (Fusarium oxysporum f.sp.cubense), Gerlachia nivale, Gibberella fujikuroi, Gibberella zeae, species of the genus Gliocladium, Myrothecium verrucaria, Nectria ramulariae, Trichoderma viride, Trichothecium roseum, and Verticillium theobromae Wilt or canker disease caused by Hypocreales (such as theobromae); Basidiomycete, which includes the following: smut fungi such as those caused by the order Ustilaginales, such as Ustilaginoidea virens, Ustilago nuda, Ustilago tritici, and Ustilago zeae; and Puccinia arachidis, Puccinia cacabata, and Puccinia graminis. Puccinia graminis), Puccinia recondita, Puccinia sorghi, Puccinia hordei, Puccinia striiformis f.sp. Hordei, Puccinia striiformis f.sp. cecalisPucciniales, including species such as Secalis, Pucciniastrum coryli, Cronartium ribicola, Gymnosporangium juniperi-viginianae, Melampsora medusae, Phakopsora pachyrhizi, Phragmidium mucronatum, Physopella ampelosidis, Tranzschelia discolor, and Uromyces viciae-fabee. Caused by the order Uredinales, such as viciae-fabae; as well as species of the genera Cryptococcus, Exobasidium vexans, Marasmiellus inoderma, and Mycena.), Sphacelotheca reiliana, Typhula ishikariensis, Urocystis agropyri, Itersonilia perplexans, Corticium invisum, Laetisaria fuciformis, Waitea circinata, Rhizoctonia solani (rice sheath blight fungus), Thanetephorus cucurmeris (sugar beet root rot fungus), Entyloma dahliae, Entylomella microspora, Neovossia molliniae Basidiomycetes are fungi that cause other rot and disease, such as those caused by *Tilletia moliniae* and *Tilletia caries*. Blastocladiomycetes, such as Physoderma maydis. Mucoromycete species, such as Choanephora cucurbitarum, Mucor spp., and Rhizopus arrhizus. Furthermore, diseases caused by other species and genera closely related to those listed above.

[0160] In addition to their fungicidal activity, compositions comprising the compounds defined in the present invention and the compound of formula (I) may also be active against bacteria such as Erwinia amylovora, Erwinia caratovora, Xanthomonas campestris, Pseudomonas syringae, Streptomyces scabies, and other related species, as well as certain protozoa.

[0161] Within the scope of the present invention, target crops and / or useful plants to be protected are typically berry plants, e.g., blackberries, blueberries, cranberries, raspberries and strawberries; cereals, e.g., barley, corn, millet, oats, rice, rye, sorghum, rye and wheat; fiber plants, e.g., cotton, flax, hemp, jute and sisal; crops, e.g., sugar and fodder beets, coffee, hops, mustard, rapeseed (canola), poppies, sugarcane, sunflowers, tea and tobacco; fruit trees, e.g., apples, apricots, avocados, bananas, cherries, citrus fruits, nectarines, peaches, pears and plums; grasses, e.g., Bermuda grass, bluegrass, bentgrass, centipede grass, fescue, ryegrass, St. Augustine grass and zoysia grass Herbs, such as basil, borage, chives, coriander, lavender, 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, coconuts, olives, and rubber trees; vegetables, such as asparagus, eggplant, broccoli, cabbage, carrots, cucumbers, garlic, lettuce, mallow, melon, okra, onions, peppers, potatoes, pumpkins, rhubarb, spinach, and tomatoes; and climbing plants, such as grapes and other perennial and annual crops.

[0162] Useful plants and / or target crops according to the present invention include conventional varieties such as insect-resistant (e.g., Bt. and VIP varieties), disease-resistant, herbicide-resistant (e.g., glyphosate- and glufosinate-resistant maize varieties, commercially available under trade names RoundupReady® and LibertyLink®), and nematode-resistant varieties, as well as genetically enhanced or genetically modified varieties. As an example, suitable genetically enhanced or genetically modified crop varieties include Stoneville 5599BR cotton and Stoneville 4892BR cotton varieties.

[0163] The terms “useful plants” and / or “target crops” should be understood to also include useful plants that have been given resistance to herbicides such as bromoxynil or certain classifications of herbicides (e.g., HPPD inhibitors, ALS inhibitors such as primisulfuron, prosulfuron and trifloxysulfuron, EPSPS (5-enol-pyrovir-sikimate-3-phosphate-synthase) inhibitors, GS (glutamine synthetase) inhibitors, or PPO (protoporphyrinogen-oxidase) inhibitors) by conventional crossbreeding or genetic engineering methods. An example of a crop that has been given resistance to imidazolinones, such as imazamox, by conventional breeding (mutation) methods is Clearfield® summer rapeseed (canola). Examples of crops in which resistance to herbicides or a certain class of herbicides has been induced through genetic engineering include glyphosate and glufosinate-resistant maize varieties marketed under trade names RoundupReady®, Herculex I®, and LibertyLink®.

[0164] The terms “useful plants” and / or “target crops” should be understood to include those that are naturally resistant to or conferred resistance to harmful insects. This includes plants transformed by the use of recombinant DNA technology, for example, to be able to synthesize one or more selectively acting toxins, such as those known from toxin-producing bacteria. Examples of toxins that can be expressed include δ-endotoxin, vegetative insecticidal protein (Vip), insecticidal protein from nematode-symbiotic bacteria, and toxins produced by scorpions, arachnids, wasps, and fungi. An example of a crop modified to express Bacillus thuringiensis toxin is Bt maize KnockOut® (Syngenta Seeds). An example of a crop containing two or more genes encoding insecticidal resistance and therefore expressing two or more toxins is VipCot® (Syngenta Seeds). Crops or their seed materials can also possess resistance to multiple types of pests (so-called superimposed transgenic events when genetically modified). For example, a plant, such as Herculex I® (Dow AgroSciences, Pioneer Hi-Bred International), can be both herbicide-resistant and capable of expressing insecticidal proteins.

[0165] The terms “useful plants” and / or “target crops” should be understood to also include useful plants transformed using recombinant DNA technology to enable the synthesis of selectively acting antipathogenic substances, such as so-called “infection-specific proteins” (PRPs, see, e.g., European Patent Application Publication No. 0 392 225). Examples of such antipathogenic substances and transgenic plants capable of synthesizing such antipathogenic substances are known, for example, from European Patent Application Publication No. 0 392 225, International Publication No. 95 / 33818 and European Patent Application Publication No. 0 353 191. Methods for producing such transgenic plants are generally known to those skilled in the art and are described, for example, in the aforementioned publications.

[0166] Toxins that can be expressed by transgenic plants include, for example, insecticidal proteins from Bacillus cereus or Bacillus popilliae; or insecticidal proteins from Bacillus thuringiensis such as δ-endotoxins like Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or vegetative insecticidal proteins (Vip) such as Vip1, Vip2, Vip3 or Vip3A; or species of the genus Photorhabdus (Photorhabdus spp.) or Xenorhabdus (Xenorhabdus nematophilus), such as Photorhabdus luminescens or Xenorhabdus nematophilus. Insecticidal proteins of nematode-symbiotic bacteria such as spp.; toxins produced by animals such as scorpion toxin, spider toxin, large wasp (wasp) toxin and other insect-specific neurotoxins; toxins produced by fungi such as Streptomycete toxin, plant lectins such as pea lectin, barley lectin or snowdrop lectin; aglutinin; proteinase inhibitors such as trypsin inhibitors, serine protease inhibitors, patain, cystatin, and papain inhibitors; lysine, Examples include ribosome-inactivating proteins (RIPs) such as corn-RIP, abrin, rufin, saporin, or briodin; steroid metabolic enzymes such as 3-hydroxysteroid xidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysone inhibitors, and HMG-COA-reductase; ion channel blockers such as sodium or calcium blockers; juvenile hormone esterase, diuretic hormone receptor, stilbene synthase, bibenzyl synthase, chitinase, and glucanase.

[0167] Furthermore, it should be understood that in connection with the present invention, there exist δ-endotoxins, such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, or plant insecticidal proteins (Vip), such as Vip1, Vip2, Vip3, or Vip3A, as well as explicitly hybrid toxins, cleavage toxins, and modified toxins. Hybrid toxins are produced by recombinant synthesis through novel combinations of different domains of these proteins (see, for example, International Publication No. 02 / 15701). Cleavage toxins, such as cleavage Cry1Ab, are known. In the case of modified toxins, one or more amino acids of a naturally occurring toxin are replaced. In such amino acid substitutions, preferably, a protease recognition sequence that does not naturally exist is inserted into the toxin, for example, in the case of Cry3A055, and a cathepsin-G recognition sequence is inserted into the Cry3A toxin (see International Publication No. 03 / 018810).

[0168] Additional examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed, for example, in European Patent Application Publication No. 0374753, International Publication No. 93 / 07278, International Publication No. 95 / 34656, European Patent Application Publication No. 0427529, European Patent Application Publication No. 451878, and International Publication No. 03 / 052073.

[0169] The preparation processes for such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparations are known, for example, from International Publication No. 95 / 34656, European Patent Application Publication No. 0367474, European Patent Application Publication No. 0401979, and International Publication No. 90 / 13651.

[0170] The toxins contained in transgenic plants confer resistance to harmful insects. Such insects can exist in any of the insect taxa, but are typically found in beetles (Coleoptera), diptera, and butterflies (Lepidoptera).

[0171] Transgenic plants containing one or more genes encoding insecticide resistance and expressing one or more toxins are known, and some of them are commercially available. Examples of such plants include: YieldGard® (maize variety expressing Cry1Ab toxin); YieldGard Rootworm® (maize variety expressing Cry3Bb1 toxin); YieldGard Plus® (maize variety expressing Cry1Ab and Cry3Bb1 toxins); Starlink® (maize variety expressing Cry9C toxin); Herculex I® (maize variety expressing Cry1Fa2 toxin and the enzyme phosphinothrysin N-acetyltransferase (PAT) to achieve resistance to the herbicide glufosinate ammonium); NuCOTN 33B® (cotton variety expressing Cry1Ac toxin); Bollgard I® (cotton variety expressing Cry1Ac toxin); Bollgard These include II (registered trademark) (cotton varieties expressing Cry1Ac and Cry2Ab toxins); VipCot (registered trademark) (cotton varieties expressing Vip3A and Cry1Ab toxins); NewLeaf (registered trademark) (potato varieties expressing Cry3A toxin); NatureGard (registered trademark), Agrisure (registered trademark) GT Advantage (GA21 glyphosate-tolerant trait), Agrisure (registered trademark) CB Advantage (Bt11 corn borer (CB) trait), and Protecta (registered trademark).

[0172] Further examples of such transgenic crops are as follows: 1. Bt11 maize, manufactured by Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31, 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize (Zea mays) conferred resistance to attacks by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) through transgenic expression of the cleavage-type Cry1Ab toxin. Bt11 maize has also acquired resistance to the herbicide glufosinate ammonium by transgenic expression of the enzyme PAT. 2. Bt176 maize, manufactured by Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. Genetically modified maize (Zea mays) conferred resistance to attacks by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) through transgenic expression of the cleavage-type Cry1Ab toxin. Bt176 maize has also acquired resistance to the herbicide glufosinate ammonium by transgenic expression of the enzyme PAT. 3. Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France, MIR604 maize, registration number C / FR / 96 / 05 / 10. Maize conferred insect resistance by transgenic expression of modified Cry3A toxin. This toxin is Cry3A055, modified by insertion of a cathepsin-G protease recognition sequence. Preparation of such transgenic maize plants is described in International Publication No. 03 / 018810. 4. Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium. MON 863 maize, registration number C / DE / 02 / 9. MON 863 expresses the Cry3Bb1 toxin and is resistant to certain Coleoptera insects. 5. Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium. IPC 531 cotton, registration number C / ES / 96 / 02. 6. 1507 maize, manufactured by Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Genetically modified maize for the expression of the protein Cry1F to acquire resistance to certain Lepidoptera insects and the PAT protein to acquire resistance to the herbicide glufosinate ammonium. 7. Monsanto Europe SA270-272 Avenue de Tervuren, B-1150 Brussels, Belgium. NK603×MON810 maize, registration number C / GB / 02 / M3 / 03. This is a conventional hybrid maize variety created by crossing the genetically modified varieties NK603 and MON 810. NK603×MON810 maize transgenically expresses the protein CP4 EPSPS obtained from the CP4 strain of Agrobacterium sp., thereby conferring resistance to the herbicide Roundup® (containing glyphosate). It also transgenically expresses the Cry1Ab toxin obtained from Bacillus thuringiensis subsp. kurstaki, which provides resistance to certain lepidopteran moths, including the European corn borer.

[0173] As used herein, the term “habitat” means a field in which plants grow or on which seeds of cultivated plants are sown or in which seeds will be sown in the soil. It includes the soil, seeds and seedlings, and established vegetation.

[0174] The term "plant" refers to all physical parts of a plant, including seeds, seedlings, saplings, roots, tubers, stems, stalks, leaves, and fruits.

[0175] The term “plant propagation material” is understood to refer to plant materials, such as potatoes, including reproductive parts like seeds, and cuttings or tubers, that can be used for plant propagation. Examples include plant seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes, and parts. Germinated plants and seedlings that will be transplanted after germination or emergence from the soil may also be included. These seedlings may be protected before transplantation by full or partial treatment by immersion. Preferably, “plant propagation material” is understood to mean seeds.

[0176] The pesticides referred to herein by their common names are publicly known, for example, from "The Pesticide Manual," 19th Ed., British Crop Protection Council 2021.

[0177] The compounds of formula (I) as defined in this invention may be used in their original form or, preferably, in combination with auxiliaries conventionally used in the art of formulation. For this purpose, they may be appropriately incorporated in known forms into emulsifiable concentrates, coating pastes, ready-to-spray or dilutable solutions or suspensions, diluted emulsions, wettable powders, soluble powders, powders, granules, as well as encapsulations in polymeric substances. As with the types of compositions, the methods of application, such as spraying, misting, powdering, granulation, coating, or pouring, are selected according to the intended purpose and general circumstances. The compositions may also include further auxiliaries such as stabilizers, defoamers, viscosity modifiers, binders, or tackifiers, and other formulations for obtaining fertilizers, sources of micronutrients, or special effects.

[0178] Suitable carriers and / or auxiliary materials, for example, carriers and auxiliary materials for agricultural use, may be solids or liquids and are substances useful in compounding techniques, such as natural or recycled inorganic substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders, or fertilizers. Such carriers are described, for example, in International Publication No. 97 / 33890.

[0179] A suspension concentrate is an aqueous formulation in which finely ground solid particles of an active compound are suspended. Such formulations contain anti-settling agents and dispersants, and may further contain wetting agents, defoaming agents, and crystal growth inhibitors to enhance activity. When used, these concentrates are diluted with water and typically applied as a spray to the area to be treated. The amount of the active ingredient may range from 0.5% to 95% of the concentrate.

[0180] Wettable powders are in the form of finely ground particles that disperse easily in water or other liquid carriers. The particles contain the active ingredient held within a solid matrix. Typical solid matrices include Fuller's earth, kaolin clay, silica, and other easily hygroscopic organic or inorganic solids. Wettable powders typically contain 5% to 95% of the active ingredient and small amounts of wetting agents, dispersants, or emulsifiers.

[0181] Emulsifying concentrates are homogeneous liquid compositions that are dispersible in water or other liquids and may consist solely of an active compound and a liquid or solid emulsifier, or they may also contain liquid carriers such as xylene, high-boiling aromatic naphtha, isophorone, and other non-volatile organic solvents. When used, these concentrates are dispersed in water or other liquids and typically applied as a spray to the area to be treated. The amount of active ingredient may range from 0.5% to 95% of the concentrate.

[0182] Granular formulations include both extruded materials and relatively coarse particles and are typically applied undiluted to the area requiring treatment. Typical carriers for granular formulations include sand, fuller's soil, attapulgite clay, bentonite clay, montmorillonite clay, vermiculite, perlite, calcium carbonate, brick, pumice, pyrophyllite, kaolin, dolomite, gypsum, wood flour, crushed corn cobs, crushed peanut shells, sugars, sodium chloride, sodium sulfate, sodium silicate, sodium borate, magnesia, mica, iron oxide, zinc oxide, titanium oxide, antimony oxide, cryolite, gypsum, diatomaceous earth, calcium sulfate, and other organic or inorganic materials that can absorb or be coated with the active compound. Granular formulations typically contain 5% to 25% active ingredients, which may include surfactants such as heavy aromatic naphtha, kerosene and other petroleum fractions, or vegetable oils; and / or stickers such as dextrin, glue or synthetic resins.

[0183] The powder for spraying is a free-flowing mixture of the active ingredient and finely ground solids such as talc, clay, powder, and other organic and inorganic solids that act as a dispersant and carrier.

[0184] Microcapsules are typically droplets or granules of an active ingredient encapsulated in an inert, porous shell that allows for the release of the encapsulated material into the surroundings at a controlled rate. Encapsulated droplets are typically 1 to 50 microns in diameter. The encapsulated liquid typically constitutes 50 to 95% of the capsule's weight and may include a solvent in addition to the active compound. Encapsulated granules are generally porous granules having a porous membrane that seals the pore openings of the granules, retaining the active species in liquid form within the granular pores. Granules are typically in the range of 1 millimeter to 1 centimeter in diameter, preferably 1 to 2 millimeters. Granules are formed by extrusion, agglomeration, or prilling, or they exist naturally. Examples of such materials include vermiculite, calcined clay, kaolin, attapulgite clay, sawdust, and granular carbon. Shell or membrane materials include natural and synthetic rubber, cellulosic materials, styrene-butadiene copolymers, polyacrylonitrile, polyacrylates, polyesters, polyamides, polyureas, polyurethanes, and starch xanthetes.

[0185] Other useful formulations for agricultural applications include simple solutions of the active ingredient in a solvent in which it is completely dissolved at the desired concentration, such as acetone, alkylated naphthalene, xylene, and other organic solvents. Pressurized sprayers may also be used, in which the active ingredient is dispersed in a finely pulverized form as a result of evaporation of a low-boiling point dispersible solvent carrier.

[0186] Suitable agricultural additives and / or carriers useful for formulating the compositions of the present invention in the above-mentioned formulation types are well known to those skilled in the art.

[0187] Examples of liquid carriers that can be used include water, toluene, xylene, petroleum naphtha, crop oil, acetone, methyl ethyl ketone, cyclohexanone, acetic anhydride, acetonitrile, acetophenone, amyl acetate, 2-butanone, chlorobenzene, cyclohexane, cyclohexanol, alkyl acetate, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol abietate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethylformamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, diproxitol, alkylpyrrolidinone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-Trichloroethane, 2-Heptanone, Alpha-pinene, d-Limonene, Ethylene glycol, Ethylene glycol butyl ether, Ethylene glycol methyl ether, γ-Butyrolactone, Glycerol, Glycerol diacetate, Glycerol monoacetate, Glycerol triacetate, Hexadecane, Hexylene glycol, Isoamyl acetate, Isobornyl acetate, Isooctane, Isophorone, Isopropylbenzene, Isopropyl myristate, Lactic acid, Laurylamine, Mesityl oxide, Methoxypropanol, Methyl isoamyl ketone, Methyl isobutyl ketone, Methyl laurate, Methyl octanoate, Methyl oleate, Methylene chloride, m-Xylene, n-Hexane, n-Octylamine, Octadeca Examples include sodium phosphate, octylamine acetate, oleic acid, oleylamine, o-xylene, phenol, polyethylene glycol (PEG400), propionic acid, propylene glycol, propylene glycol monomethyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylene sulfonic acid, paraffin, mineral oil, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, methanol, ethanol, isopropanol and amyl alcohol, tetrahydrofurfuryl alcohol, hexanol, octanol and other high molecular weight alcohols, ethylene glycol, propylene glycol, glycerin and N-methyl-2-pyrrolidinone. Water is generally a preferred carrier for diluting concentrates.

[0188] Suitable solid carriers include, for example, talc, titanium dioxide, pyroferrite clay, silica, attapulgite clay, diatomaceous earth (kieselguhr), white pigment, diatomaceous earth (diatomaxeous earth), lime, calcium carbonate, bentonite clay, fuller's earth, cottonseed husks, wheat flour, soybean flour, pumice, wood flour, walnut shell flour, and lignin.

[0189] A wide range of surfactants are advantageously used in both the liquid and solid compositions, particularly those designed to be diluted with a carrier before application. These agents, when used, typically constitute 0.1% to 15% by mass of the formulation. They may be anionic, cationic, nonionic, or polymeric in nature and can be used as emulsifiers, wetting agents, suspending agents, or for other purposes. Typical surfactants include alkyl sulfate salts, e.g., diethanolammonium lauryl sulfate; alkylaryl sulfonates, e.g., calcium dodecylbenzenesulfonate; alkylphenol-alkylene oxide addition products, e.g., nonylphenol-C.sub.18 ethoxylate; alcohol-alkylene oxide addition products, e.g., tridecyl alcohol-C.sub.16 ethoxylate; soaps, e.g., sodium stearate; alkylnaphthalene sulfonate salts, e.g., sodium dibutylnaphthalenesulfonate; dialkyl esters of sulfosuccinate salts, e.g., sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, e.g., sorbitol oleate; quaternary amines, e.g., lauryltrimethylammonium chloride; polyethylene glycol esters of fatty acids, e.g., polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; and salts of mono and dialkyl phosphate esters.

[0190] Other additives commonly used in agricultural compositions include crystallization inhibitors, viscosity modifiers, suspending agents, spray droplet regulators, pigments, antioxidants, foaming agents, defoaming agents, light-shielding agents, compatibilizers, defoaming agents, metal ion chelating agents, neutralizing agents and buffering agents, corrosion inhibitors, dyes, odorants, spreading agents, penetration aids, micronutrients, mitigating agents, lubricants and fixing agents.

[0191] In addition, other biocides or compositions may be combined with the compositions of the present invention and used in the methods of the present invention, and may be applied simultaneously with or sequentially to the compositions of the present invention. When applied simultaneously, these further active ingredients may be formulated together with the compositions of the present invention or mixed, for example, in a spray tank. These further biocides may be fungicides, herbicides, insecticides, bactericides, acaricides, nematicides, plant growth regulators, and / or biological formulations.

[0192] The following combinations of the compound of formula I and another active substance in a 1:1 weight ratio are preferred (where the abbreviation "TX" means "one compound selected from the compounds defined in Tables 1.1 to 1.66 and Table A"): (7E,9Z)-Dodeca-7,9-diene-1-ylacetate+TX, (9Z,11E)-Tetradeca-9,11-diene-1-ylacetate+TX, (9Z,12E)-Tetradeca-9,12-diene-1-ylacetate+TX, (E)-6-methylhepta-2-en-4-ol+TX, (E)-Deca-5-en-1-ylacetate and (E)-Deca-5-en-1-ol+TX, (E)-Trideca-4-en-1-ylacetate+TX, (E,Z)-Tetradeca-4,10-diene-1-ylacetate+TX Luacetate + TX, (Z)-Dodeca-7-en-1-Illacetate + TX, (Z)-Hexadeca-11-en-1-Illacetate + TX, (Z)-Hexadeca-11-Enal + TX, (Z)-Hexadeca-13-en-11-in-1-Illacetate + TX, (Z)-Icosa-13-en-10-on + TX, (Z)-Tetradeca-7-en-1-ar + TX, (Z)-Tetradeca-9-en-1-all + TX, (Z)-Tetradeca-9-en-1-Illacetate + TX, 1,2-Dibromo -3-chloropropane + TX, 1,2-dichloropropane + TX, 1,2-dichloropropane and 1,3-dichloropropene + TX, 1,3-dichloropropene + TX, 14-methyloctadeca-1-ene + TX, 1-hydroxy-1H-pyridine-2-thione + TX, 2-(octylthio)-ethanol + TX, 2-chlorophenyl N-methylcarbamate (CPMC) + TX, 3-(4-chlorophenyl)-5-methylrhodanine + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide + T X, 4-(quinoxaline-2-ylamino)benzenesulfonamide + TX, 4-methylnonan-5-ol and 4-methylnonan-5-one + TX, 5-methyl-6-thioxo-1,3,5-thiadiadinane-3-ylacetic acid + TX, 6-isopentenylaminopurine + TX, 8-hydroxyquinoline sulfate + TX, abamectin + TX, acequinosyl + TX, acetamiprid + TX, acetoprol + TX, acrinatrin + TX, acinonapyr + TX, Adoxophyes orana GV + TX, afidopiropen + TX, afoxolaner + TX, Agrobacterium radiobacterradiobacter)+TX, AKD-3088+TX, alanicarb+TX, aldicarb+TX, aldoxycarb+TX, alletrin+TX, alpha-cypermethrin+TX, alphamethrin+TX, alpha-multistriatin+TX, Amblyseius spp.+TX, amidoflumet+TX, amino acids+TX, aminocarb+TX, Anagrapha falcifera NPV+TX, Anagrus atomus+TX, Aphelinus abdominalis+TX, Aphidius colemani+TX, Aphidoletes aphidimyza+TX, aphorate+TX, Autographa californica NPV+TX, AZ 60541+TX, Azadirachtin+TX, Azocyclotin+TX, Bacillus aizawai+TX, Bacillus chitinosporus AQ746 (NRRL acceptance number B-21 618)+TX, Bacillus firmus+TX, Bacillus kurstaki+TX, Bacillus mycoides AQ726 (NRRL acceptance number B-21664)+TX, Bacillus pumilus (NRRL acceptance number B-30087)+TX, Bacillus pumilus AQ717 (NRRL acceptance number B-21662)+TX, Bacillus genus sp.)AQ175 (ATCC acceptance number 55608) + TX, Bacillus sp. AQ177 (ATCC acceptance number 55609) + TX, Bacillus sp. AQ178 (ATCC acceptance number 53522) + TX, Bacillus sphaericus Neide + TX, Bacillus subtilisBacillus subtilis) AQ153 (ATCC acceptance number 55614) + TX, Bacillus subtilis AQ30002 (NRRL acceptance number B-50421) + TX, Bacillus subtilis AQ30004 (NRRL acceptance number B-50455) + TX, Bacillus subtilis AQ713 (NRRL acceptance number B-21661) + TX, Bacillus subtilis AQ743 (NRRL acceptance number B-21665) + TX, nonspecific Bacillus subtilis + TX, Bacillus thuringiensis (Bacillus Bacillus thuringiensis)AQ52 (NRRL acceptance number B-21619) + TX, Bacillus thuringiensis BD#32 (NRRL acceptance number B-21530) + TX, Bacillus thuringiensis Berliner + TX, Bacillus thuringiensis subsp. Aizawai + TX, Bacillus thuringiensis subsp. israelensis + TX, Bacillus thuringiensis subsp. Japonensis + TX, Bacillus thuringiensis subsp. Kurstaki + TX, Bacillus thuringiensis subsp. Tenebrionis + TX, Bacillus thuringiensis subspec. Kurstaki BMP 123 + TX, Beauveria bassiana + TX, Beauveria blongniartii brongniartii)+TX, bencrotiaz+TX, benomyl+TX, bensultap+TX, benzoximate+TX, benzpyrimoxane+TX, beta-cyfluthrin+TX, beta-cypermethrin+TX, bethoxazine+TX, bifenazate+TX, bifenthrin+TX, binapacrill+TX, biorethrin+TX, biorethmetrin+TX, bis(tributyltin)oxide+TX, bisadil+TX, bistriflurone+TX, bisulfurphen+TX X, Brevicomin+TX, Brofuranilide+TX, Broflutrinate+TX, Bromoacetamide+TX, Bromophos-ethyl+TX, Bronopol+TX, Busulfan+TX, Butocarboxime+TX, Butopyronoxyl+TX, Butoxy(polypropylene glycol)+TX, Butylpyridaben+TX, Kazsaphos+TX, Calcium arsenate+TX, Carbaryl+TX, Carbofuran+TX, Carbon disulfide+TX, Carbosulfan+TX, Cartap+TX, CAS number: 1594624-87-9+TX, CAS number:1922957-47-8+TX, CAS number: 1255091-74-7+TX, CAS number: 1365070-72-9+TX, CAS number: 1445683-71-5+TX, CAS number: 1445684 -82-1+TX, CAS number: 1594626-19-3+TX, CAS number: 1594637-65-6+TX, CAS number: 1632218-00-8+TX, CAS number: 1808115-49-2+T X, CAS number: 1922957-46-7+TX, CAS number: 1922957-48-9+TX, CAS number: 1956329-03-5+TX, CAS number: 1990457-52-7+TX, CAS number :1990457-55-0+TX, CAS number:1990457-57-2+TX, CAS number:1990457-66-3+TX, CAS number:1990457-77-6+TX, CAS number:199045 7-85-6+TX, CAS number:2032403-97-5+TX, CAS number:2044701-44-0+TX, CAS number:2095470-94-1+TX, CAS number:2128706-04-5+ TX, CAS number:2128706-05-6+TX, CAS number:2133042-31-4+TX, CAS number:2133042-44-9+TX, CAS number:2171099-09-3+TX, CAS number Product code: 2220132-55-6+TX, CAS number: 2396747-83-2+TX, CAS number: 2408220-91-5+TX, CAS number: 2408220-94-8+TX, CAS number: 2415706-16-8+TX, Piperfuranilide (CAS number: 2615135-05-0)+TX, CAS number: 2719848-60-7+TX, CAS number: RNA (Colorado leaf beetle (Leptinotarsa ​​decemLineata)-specific recombinant double-strand interference GS2)+TX, Chlorantraniliprole+TX, Chlordane+TX, Chlorfenapyr+TX, Chloropicrin+TX, Chloroprarethrin+TX, Chlorpyrifos+TX, Chromafenozide+TX, Yamato lacewing (Chrysoperla)carnea)+TX, clenpyrine+TX, chloetocarb+TX, clothianidin+TX, chodrelua+TX, chodremon+TX, copper acetoarsenite+TX, copper dioctanoate+TX, copper hydroxide+TX, copper sulfate+TX, cresol+TX, cluthomate+TX, Cryptolaemus montrouzieri + TX, Kyurua + TX, Cyanophenphos + TX, Cyantraniliprole + TX, Sibutrin + TX, Cyclaniliprole + TX, Cyclobtrifluram + TX, Cycloprothrin + TX, Cycloxapride + TX, Cydia pomonella GV + TX, Cyenopyrafen + TX, Cietopyrafen + TX, Cyflumetofen + TX, Cyfluthrin + TX, Cyhalodian + TX, Shirohalothrin + TX, Cypermethrin + TX, Cyphenothrin + TX, Cyprofuranilide + TX, Cyromazine + TX, Cytokinin + TX, Dacnusa sibirica)+TX, dazomet+TX, DBCP+TX, DCIP+TX, deltamethrin+TX, diafenthiuron+TX, dialiphos+TX, diamidaphos+TX, dibrom+TX, dibutyl adipate+TX, dibutyl phthalate+TX, dibutyl succinate+TX, diclofenthion+TX, diclofenthion+TX, diclofen+TX, dichlorophene+TX, dicliphos+TX, dichloromezothiaz+TX, diethyltoluamide+TX, diflubenzuron+TX, Diglyphus sibirica isaea)+TX, dimatif+TX, dimethoate+TX, dimethylcarbate+TX, dimethyl phthalate+TX, dinpropyridaz+TX, dinactin+TX, dinocap+TX, dinotefuran+TX, dioxabenzophos+TX, dipirithione+TX, disparla+TX, D-limonene+TX, dodeca-8-en-1-ylacetate+TX, dodeca-9-en-1-ylacetate+TX, dodeca-8,10-dien-1-ylacetate+TX, dodicine+TX, dominicalle+TX, doramectin+TX, emamectin+TX, emamectin benzoate+TX, empenthrin+TX, Encarsia formosa)+TX, endotal+TX, endrin+TX, eprinomectin+TX, epsilon-monfluorothrin+TX, epsilon-metofluthrin+TX, desert dung wasp (Eretmocerus eremicus)+TX, esfenvalerate+TX, ethion+TX, ethiprole+TX, etoprophos+TX, 4-methyloctanoate ethyl+TX,Ethylhexanediol + TX, ethylene dibromide + TX, etofenprox + TX, etoxazole + TX, etopyrafen + TX, eugenol + TX, fermentation products derived from seaweed extract and melasse + TX, fermentation products derived from melasse containing seaweed extract and urea + TX, seaweed extract and fermented plant products + TX, fermented plant products containing seaweed extract and plant hormones, vitamins, EDTA-chelated copper, zinc, and iron + TX, femfur + TX, phenaminosulf + TX, phenamiphos + TX, phenazaquin + TX, fenfluthrin + TX, fenitro Thione + TX, Fenmezodithiaz + TX, Phenobucarb + TX, Phenothiocarb + TX, Phenoxycarb + TX, Fenpropathrin + TX, Fenpyrad + TX, Fenpyroximate + TX, Fensulfothion + TX, Fenthion + TX, Fentin + TX, Fentin acetate + TX, Fenvalerate + TX, Ferric phosphate + TX, Fipronil + TX, Flomethoquin + TX, Flonicamide + TX, Fluacrypyrim + TX, Fluazindolidine + TX, Fluazuron + TX, Flubendiamide + TX, Flubendimine + TX, F Luchlordiniliprole + TX, Flucitrinate + TX, Flucycloxurone + TX, Flucitrinate + TX, Fluensulfone [318290-98-1] + TX, Fluensulfone + TX, Fluphenelim + TX, Flufenprox + TX, Flufiprole + TX, Fluhexaphon + TX, Flumethrin + TX, Fluopyram + TX, Flupyradiflon + TX, Flupyrimin + TX, Flupyroxystrobin + TX, Fluralaner + TX, Fluvalinate + TX, Fluxamethamide + TX, Formaldehyde + TX, Fosthiazate + TX, Phosthietan + TX, Frontalin + TX, Furfural + TX, Gamma-cyhalotrin + TX, Gossyplure (registered trademark) (1:1 mixture of (Z,E) and (Z,Z) isomers of hexadeca-7,11-dien-1-yl acetate) + TX, Grandolure + TX, Grandolure I + TX, Grandolure II + TX, Grandolure III + TX, Grandolure IV + TX, Granulovirus + TX, Guadipyr + TX, GY-81 + TX, Halfenprox + TX, Halofenozide + TX, Harpin + TX,Helicoverpa armigera nuclear polyhedrosis virus + TX, Helicoverpa zea NPV + TX, Helicoverpa zea nuclear polyhedrosis virus + TX, Heliothis punctigera nuclear polyhedrosis virus + TX, Heliothis virescens nuclear polyhedrosis virus + TX, Hemel + TX, Hempa + TX, Heptafluthrin + TX, Heterophos + TX, Heterorhabditis bacteriophora and H. megidis + TX, Hexarua + TX, Hexaamide + TX, Hexithiazox + TX, Hypodamia conbergensis (convergens) + TX, hydramethylnon + TX, hydralgafen + TX, slaked lime + TX, imiciaphos + TX, imidacloprid + TX, imiprothrin + TX, indazapiroxameth + TX, indoxacarb + TX, iodomethane + TX, iprodione + TX, ipsdienol + TX, ipsenol + TX, isamidophos + TX, isazofos + TX, isocycloserum + TX, isoflualanum (CAS number: 2892524-05-7) + TX, isothioate + TX, ivermectin + TX, japonilua + TX, kappa-bifenthrin + TX, kappa-tefluthrin + TX, Kasugamycin + TX, Kasugamycin hydrochloride hydrate + TX, Kinetin + TX, Lambda-cyhalotrin + TX, Redoprona + TX, Lepimectin + TX, Leptomastix dactylopii + TX, Lineatin + TX, Littlea + TX, Lupulua + TX, Lotilaner + TX, Lufenuron + TX, Macrolophus caliginosus + TX, Mamestra brassicae NPV + TX, Mecarfon + TX, Medrua + TX, Megatomoic acid + TX, Metaflumizone + TX, Metaldehyde + TX, Metam + TX, Metam-potassium + TX, Metam-sodium + TX, Metaphycus helvolus + TX, Metarhizium anisoplie var. acridum Metarhizium anisopliae var. acridum) + TX, Metarhizium anisopliae var. anisopliae + TX, Metarhizium spp. + TX, Metepa + TX, Methiocarb + TX, Methiotepa + TX, Methomyl + TX, Methquin-butyl + TX, Methoxyphenozide + TX, Methyl aphorate + TX, Methyl bromide + TX, Methyl eugenol + TX, Methyl isothiocyanate + TX, Methyl neodecanamide + TX, Metofluthrin + TX, Metocarb + TX, Mexacalvert + TX, Milbemectin + TX, Milbemycin oxime + TX, Monfluorothrin + TX, Morzide + TX, Moxidectin + TX, Muscodor + TX, Muscodor albus albus)620 (NRRL acceptance number 30547) + TX, Muscodor roseus A3-5 (NRRL acceptance number 30548) + TX, Mulberry dark spot disease fungus (Myrothecium verrucaria) composition + TX, Nabam + TX, NC-184 + TX, Neem tree-based product + TX, Pine sawfly (Neodiprion)N. sertifer) NPV and N. lecontei NPV + TX, Nickel bis(dimethyldithiocarbamate) + TX, Niclosamide + TX, Niclosamide-olamine + TX, Nicofluprole + TX, Nitenpyram + TX, Nichiazine + TX, Nitrapyrine + TX, Octadeca-2,13-diene-1-ylacetate + TX, Octadeca-3,13-diene-1-ylacetate + TX, Octylinone + TX, Omethoate + TX, Orflurua + TX, Orius spp. + TX, Orictalua + TX, Ostramon + TX, Oxamate + TX, Oxamyl + TX, Oxazosulfyl + TX, Oxolinic acid + TX, Oxytetracycline + TX, Paecilomyces humosoroseus fumosoroseus)+TX, Paecilomyces lilacinus+TX, parathion-ethyl+TX, Pasteuria nishizawae+TX, Pasteuria penetrans+TX, Pasteuria ramosa+TX, Pasteuria thornei+TX, Pasteuria usgae+TX, P-cymene+TX, penfluron+TX, pentachlorophenol+TX, permethrin+TX, phenothrin+TX, phorate+TX, phosphamidone+TX, phosphocarb+TX, Phytoseiulus persimilis)+TX, picaridin+TX, pioxaniliprole+TX, piperazine+TX, piperonyl butoxide+TX, pyrimicarb+TX, pyrimiphos-ethyl+TX, pyrimiphos-methyl+TX, diamondback moth (Plutella xylostella) granulovirus+TX, diamondback moth (PlutellaXylostella) Nuclear Polyhedrosis Virus + TX, Polyhedrosis Virus + TX, Potassium and Molybdenum and EDTA Chelated Manganese + TX, Potassium Ethylxanthogenic Acid + TX, Potassium Hydroxyquinoline Sulfate + TX, Prallethrin + TX, Probenazole + TX, Profenofos + TX, Profluthrin + TX, Propargit + TX, Propetamphos + TX, Propoxur + TX, Prothiofos + TX, Protrifenbut + TX, Piflubmid + TX, Pymetrozine + TX, Pyraclofos + TX, Pyrafluprole + TX, Pyrethrum + TX, Pyridaben + TX, Pyridaryl + TX, Pyridine-4-amine + TX, Pyrifluquinazone + TX, Pyrimidifen + TX, Pyriminostrobin + TX, Pyriprole [394730-71-3] + TX, Pyriprole + TX, Pyriproxyfen + TX, QRD 420 (Terpenoid Blend) + TX, QRD 452 (terpenoid blend) + TX, QRD 460 (terpenoid blend) + TX, Soap Tree (Quillaja saponaria) + TX, Quinoclamine + TX, Quinonamide + TX, Resmethrin + TX, Rhodococcus globerulus AQ719 (NRRL acceptance number B-21663) + TX, Saloraner + TX, S-Biorethrin + TX, Cebuphos + TX, Selamectin + TX, Siglua + TX, Silafluofen + TX, Simazine + TX, Sodium Pentachlorophenoxide + TX, Solzidine + TX, Spidoxamato + TX, spinetoram + TX, spinosad + TX, spirobudifen + TX, spirodiclofen + TX, spiromesifen + TX, spiropidione + TX, spirotetramato + TX, Spodoptera exigua multicapsid polyhedrosis virus + TX, Spodoptera frugiperda polyhedrosis virus + TX, Steinernema bibionis + TX, Steinernema carpocapsae + TX, Steinernema feltiae + TX, Steinernema glaseri + TX, Steinernema riobrave (Steinernema riobrave)+TX, Steinernema riobravis+TX, Steinernema scapterisci+TX, Steinernema spp. species+TX, Streptomyces galbus (NRRL acceptance number 30232)+TX, Streptomyces sp.)(NRRL acceptance number B-30145)+TX, streptomycin+TX, streptomycin sesquisulfate+TX, strychnine+TX, sulcatol+TX, sulfiflumin (CAS number: 2377084-09-6)+TX, sulfoxaflor+TX, tadimucarb+TX, tebufenozide+TX, tebufenpyrad+TX, tebupirimiphos+TX, tecrophthalam+TX, tefluthrin+TX, temephos+TX, tepa+TX, tarbaam+TX, terbuphos+TX, terpenoid blend+TX, tetrachlorantraniliprole+TX, tetrachlorothiophene+TX, tetradeca-11-en-1-yl acetate+TX, tetradiphon+TX, tetramethrin+TX, tetramethylfluthrin+TX, tetranactin+TX, tetraniliprole+ TX, Theta-cypermethrin + TX, Thiacloprid + TX, Thiafenox + TX, Thiamethoxam + TX, Thiocyclam + TX, Thiodicarb + TX, Thiofanox + TX, Thiohempa + TX, Thiomersal + TX, Thiometon + TX, Thionadin + TX, Thiophanate + TX, Thiosultap + TX, Thiotepa + TX, Tigolaner + TX, Thiolantraniliprole + TX, Thioxazafen + TX, Tolfenpyrad + TX, Toxaphene + TX, Tralomethrin + TX, Transfluthrin + TX, Tretamine + TX, Triazamate + TX, Triazophos + TX, Triazurone + TX, Tributyltin oxide + TX, Trichlorfon + TX, Trichloronate + TX, Trichlorfon + TX, Species of the genus Trichogramma spp.)+TX, triphenmorph+TX, trifluenfronate+TX, triflumezopyrim+TX, trimedrua+TX, trimedrua A+TX, trimedrua B1+TX, trimedrua B2+TX, trimedrua C+TX, trimetacarb+TX, triphenyltin acetate+TX, triphenyltin hydroxide+TX, trunk-call+TX, cyclopyrazoflor+TX, Typhlodromus occidentalis+TX, uredepa+TX, Verticillium lecanii+TX, Verticillium spp.) + TX, xylenol + TX, YI-5302 + TX, zeatin + TX, zeta-cypermethrin + TX; N-[(1R)-1-benzyl-3-chloro-1-methylbuta-3-enyl]-8-fluoroquinoline-3-carboxamide+TX, N-[(1S)-1-benzyl-3-chloro-1-methylbuta-3-enyl]-8-fluoroquinoline-3-carboxamide+TX, N-ethyl-N'-[5-methoxy-2-methyl-4-[(2-trifluoromethyl)tetrahydrofuran-2-yl]phenyl]-N-methyl-formamidine (these compounds (These compounds may be prepared by the method described in International Publication No. 2019 / 110427) + TX, (3',4',5'-trifluorobiphenyl-2-yl)-amide + TX, (3-methylisoxazole-5-yl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methanone (These compounds may be prepared by the method described in International Publication No. 2017 / 220485) + TX, (4-phenoxyphenyl) Tyl 2-amino-6-methylpyridine-3-carboxylate (this compound can be prepared by the method described in International Publication No. 2014 / 006945) + TX, (5-methyl-2-pyridyl)-[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methanone + TX, (7E,9Z)-dodeca-7,9-diene-1-ylacetate + TX, (9Z,11E)-tetradeca-9,11-diene-1-ylacetate TX, (9Z,12E)-tetradeca-9,12-diene-1-ylacetate+TX, (E)-6-methylhepta-2-en-4-ol+TX, (E)-deca-5-en-1-ylacetate and (E)-deca-5-en-1-ol+TX, (E)-trideca-4-en-1-ylacetate+TX, (E,Z)-tetradeca-4,10-diene-1-ylacetate+TX, (R)-3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylindan-4-yl]pyrazole-4-carboxamide + TX, (Z)-dodeca-7-en-1-ylacetate + TX, (Z)-hexadeca-11-en-1-ylacetate + TX, (Z)-hexadeca-11-enal + TX, (Z)-hexadeca-13-en-11-in-1-ylacetate + TX, (Z)-icosa-13-en-10-one + TX, (Z)-tetradeca-7-en-1-al + TX, (Z)-tetradeca-9-en-1-ol + TX, (Z)-tetradeca-9-en-1-ylacetate + TX, (Z (Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazole-3-yl]oxy-2-methoxyimino-N,3-dimethyl-penta-3-enamide (this compound can be prepared by the method described in International Publication No. 2018 / 153707) + TX, (Z,2E)-5-[1-(4-chlorophenyl)pyrazole-3-yl]oxy-2-methoxyimino-N,3-dimethyl-penta-3-enamide + TX, [2-[3-[2-[1-[2-[3,5-bis(difluoromethyl)pyrazole-1-yl]acetyl]-4-piperidyl]thiazole -4-yl]-4,5-dihydroisoxazole-5-yl]-3-chlorophenyl]methanesulfonic acid + TX, 1-(4,5-dimethylbenzimidazole-1-yl)-4,4,5-trifluoro-3,3-dimethylisoquinoline + TX, 1-(4,5-dimethylbenzimidazole-1-yl)-4,4-difluoro-3,3-dimethylisoquinoline + TX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridine-3-yl)-4,4,5-trifluoro-3,3-dimethylisoquinoline + TX, 1-(6,7-dimethylpyrazolo[ 1,5-a]pyridine-3-yl)-4,4,6-trifluoro-3,3-dimethylisoquinoline + TX, 1-(6-chloro-7-methyl-pyrazolo[1,5-a]pyridine-3-yl)-4,4-difluoro-3,3-dimethylisoquinoline (these compounds can be prepared by the method described in International Publication No. 2017 / 025510) + TX, 1,1-bis(4-chlorophenyl)-2-ethoxyethanol + TX, 1,1-dichloro-2,2-bis(4-ethylphenyl)ethane + TX, 1,2-dibromo-3-chloropropane + TX, 1,2-Dichloropropane and 1,3-Dichloropropene + TX, 1,3-Dichloropropene + TX, 1,3-Dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea + TX, 1-[2-[[1-(4-chlorophenyl)pyrazole-3-yl]oxymethyl]-3-methylphenyl]-4-methyltetrazole-5-one + TX, 10-Diene-1-ylacetate + TX, 14-Methyloctadeca-1-ene + TX, 1-Bromo-2-chloroethane + TX,1-dichloro-1-nitroethane + TX,1-hydroxy-1H-pyridine-2-thione + TX,1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea + TX,1-methyl-4-[3-methyl-2-[[2-methyl-4-(3,4,5-trimethylpyrazole-1-yl)phenoxy]methyl]phenyl]tetrazol-5-one + TX,2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl ) Pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-((3R)-1,1,3-trimethylindan-4-yl)pyridine-3-carboxamide + TX, 2-(1,3-dithiolan-2-yl)phenyldimethylcarbamate + TX, 2-(2-butoxyethoxy)ethylpiperonilate + TX, 2-(2-butoxyethoxy)ethylthiocyanate + TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenylmethylcarbamate + TX, 2-(4-chloro-3,5-xylyloxy) Ethanol + TX, 2-(difluoromethyl)-N-(3-ethyl-1,1-dimethylindan-4-yl)pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethylindan-4-yl]pyridine-3-carboxamide + TX, 2-(difluoromethyl)-N-[(3S)-3-ethyl-1,1-dimethylindan-4-yl]pyridine-3-carboxamide (this compound can be prepared by the method described in International Publication No. 2014 / 095675) + TX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethylindan-4-yl]pyridine-3-carboxamide + TX, 2-(octylthio)ethanol + TX, 2,2,2-trichloro-1-(3,4-dichlorophenyl)ethyl acetate + TX, 2,2-dichlorovinyl 2-ethylsulfinylethylmethyl phosphate + TX, 2,2-difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]acetamide + TX, 2,4-dichlorophenyl Nylbenzenesulfonate + TX, 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetron (this compound can be prepared by the method described in International Publication No. 2011 / 138281) + TX, 2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phenyl]propan-2-ol + TX, 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazo TX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazole-1-yl)propan-2-ol (this compound can be prepared by the method described in International Publication No. 2017 / 029179) + TX, 2-chlorovinyl diethyl phosphate + TX, 2-fluoro-N-methyl-N-1-naphthylacetamide + TX, 2- Imidazolidone + TX, 2-Isovalerylindan-1,3-dione + TX, 2-Methyl(propa-2-inyl)aminophenylmethylcarbamate + TX, 2-Oxo-N-propyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]acetamide (this compound can be prepared by the method described in International Publication No. 2018 / 065414) + TX, 2-Thiocyanatoethyl laurate + TX, 3-(4,4-Difluoro-3,3-dimethyl-1-isoquinolyl)-7,8-Dihydro-6H-cyclopenta[e]benzimidazole (these compounds can be prepared by the method described in International Publication No. 2016 / 156085) + TX, 3-(4,4-difluoro-3,4-dihydro-3,3-dimethylisoquinoline-1-yl)quinolone + TX, 3-(4-chlorophenyl)-5-methylrhodanine + TX, 3-(difluoromethyl)-1-methyl-N-[1,1,3-trimethylin Dan-4-yl]pyrazole-4-carboxamide + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide + TX, 3-[2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile (this compound may be prepared by the method described in International Publication No. 2016 / 156290) + TX, 3-[2-(1-chlorocyclopropyl)-3 -(3-chloro-2-fluorophenyl)-2-hydroxy-propyl]imidazole-4-carbonitride (this compound can be prepared by the method described in International Publication No. 2016 / 156290) + TX, 3-bromo-1-chloropropa-1-ene + TX, 3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine + TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid + TX, 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]urea + TX, 3-methyl-1-phenylpyrazole-5-yldimethylcarbamate + TX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine + TX, 4-(2,6-difluorophenyl)-6-methyl-5-phenylpyridazine-3-carbonitrile + TX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-2,5-dimethylpyrazole-3-amine + TX, 4-(quinoxaline-2-ylamino)benzenesulfonamide + TX, 4,4-difluoro-1-(5-fluoro-4-methyl-benzimidazole-1-yl)-3,3-dimethylisoquinoline + TX, 4,4-difluoro-3,3-dimethyl-1-(6-methylpyrazole[ 1,5-a]pyridine-3-yl)isoquinoline + TX, 4,4-difluoro-3,3-dimethyl-1-(7-methylpyrazolo[1,5-a]pyridine-3-yl)isoquinoline + TX, 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]isoxazolidine-3-one + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1,2,4-triazole-1-yl)propyl]-3-pyridyl]oxy]benzoni Tolyl + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazole-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, 4-[[6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazole-1-yl)propyl]-3-pyridyl]oxy]benzonitrile + TX, 4-chloro-2-(2-chloro-2-methyl-propyl)-5-[(6-Y [-3-pyridyl)methoxy]pyridazine-3-one + TX, 4-chlorophenylphenylsulfone + TX, 4-methyl(propane-2-inyl)amino-3,5-xylylmethylcarbamate + TX, 4-methylnonan-5-ol and 4-methylnonanan-5-one + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohexa-2-enone + TX, 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]isoxazolidine-3-one + TX,5,5-dimethyl-3-oxocyclohexa-1-enyldimethylcarbamate + TX, 5-amino-1,3,4-thiadiazole-2-thiol zinc salt (2:1) + TX, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid + TX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide (International Publication No. 2020 / 1) (Can be prepared from the method described in International Publication No. 09391) + TX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoro-ethyl]-5-methylpyridazine-4-carboxamide (Can be prepared from the method described in International Publication No. 2020 / 109391) + TX, 6-chloro-4,4-difluoro-3,3-dimethyl-1-(4-methylbenzimidazole-1-yl)isoquinoline + TX, 6-chloro-N-[ 2-(2-chloro-4-methylphenyl)-2,2-difluoroethyl]-3-(3-cyclopropyl-2-fluorophenoxy)-5-methylpyridazine-4-carboxamide (which can be prepared by the method described in International Publication No. 2020 / 109391) + TX, 6-ethyl-5,7-dioxo-pyrrolo[4,5][1,4]dithiino[1,2-c]isothiazole-3-carbonitrile + TX, 6-isopentenylaminopurine + TX, 8-fluoro-N-[(1R)-1- [(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide +TX, 8-fluoro-N-[(1S)-1-[(3-fluorophenyl)methyl]-1,3-dimethyl-butyl]quinoline-3-carboxamide +TX, 8-hydroxyquinoline sulfate +TX, acetylone +TX, acetoprol +TX, acibenzol +TX, acibenzol-S-methyl +TX, acrylonitrile +TX, Adoxophyes orana GV +TX, Agrobacterium radiobacter +TX, aldoxycarb +TX, aldrin +TX, allosamidin +TX, alixicarb +TX, alpha-chlorohydrin +TX, alpha-ecdysone +TX,Alpha-multistriatin + TX, aluminum phosphide + TX, Amblyseius spp. + TX, amectotrazine + TX, amidithione + TX, amidothioate + TX, aminocarb + TX, aminopyriphen + TX, amisulbrom + TX, amiton + TX, amiton hydrogen oxalate + TX, amitraz + TX, anabasin + TX, Anagrapha falcifera NPV + TX, Anagrus atomus + TX, ancimidor + TX, anilazine + TX, anisifurupurine + TX, anthraquinone + TX, Antzu + TX, Aphelinus abdominalis + TX, Aphidius colemani + TX, Aphidoletes aphidimyza)+TX, aphorate+TX, aramite+TX, arsenic trioxide+TX, atidathion+TX, Autographa californica NPV+TX, azaconazole+TX, azamethiphos+TX, azobenzene+TX, azothoate+TX, azoxystrobin+TX, Bacillus sphaericus Neide+TX, Bacillus thuringiensis delta-endotoxin+TX, barium carbonate+TX, barium hexafluoridosilicate+TX, barium polysulfide+TX, bartholin+TX, Bayer 22 / 190+TX, Bayer 22408+TX, Beauveria bronniartii brongniartii)+TX, Benalaxyl+TX, Bencrotiaz+TX, Benomyl+TX, Benoxaphos+TX, Bentiavaricarb+TX, Benzothiostrobin+TX, Benzovindiflupir+TX, Benzyl benzoate+TX, Beta-cyfluthrin+TX, Beta-cypermethrin+TX, Betoxazine+TX, Bioetanomethrin+TX, Biopermethrin+TX, Bis(2-chloroethyl) ether+TX, Bis(tributyltin) oxide+TX, Bisadyl+TX, Bisthiosemi+TX, Vitertanol+TX,Bixafen + TX, Blastocydin-S + TX, Borax + TX, Bordeaux mixture + TX, Boscalid + TX, Brevicomin + TX, Brodifacum + TX, Brofenvalerate + TX, Bromadiolon + TX, Bromethalin + TX, Bromfenbinphos + TX, Bromoacetamide + TX, Bromocyclene + TX, Bromo-DDT + TX, Bromophos + TX, Bromopropylate + TX, Bromuconazole + TX, Bronopol + TX, Bufencarb + TX, Bupirimate + TX, Buprofezin + TX, Busulfan + TX, Buta-3-inyl N-[6-[[(Z)-[(1-methyltetrazole- 5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate + TX, butacarb + TX, butathiophos + TX, butocarboxyme + TX, butonate + TX, butopyronoxyl + TX, butoxy(polypropylene glycol) + TX, butoxycarboxyme + TX, butylpyridaben + TX, calcium arsenate + TX, calcium cyanide + TX, calcium polysulfide + TX, camphechlor + TX, captahole + TX, captan + TX, carbanolate + TX, carbendazim + TX, carbon disulfide + TX, carbon tetrachloride + TX, carbophenothion + TX, carboxyne + TX, Cartap hydrochloride + TX, CAS number: 2132414-04-9 + TX, CAS number: 2344721-61-3 + TX, Sebazin + TX, Quinomethionate + TX, Chloralose + TX, Chlorbenside + TX, Chlorbicyclene + TX, Chlordane + TX, Chlordecone + TX, Chlordimeform + TX, Chlordimeform hydrochloride + TX, Chlorphenetol + TX, Chlorfensone + TX, Chlorophenesulfide + TX, Lorobenzilate + TX, Chloroform + TX, Chloroinconazide + TX, Chloromebform + TX, Chloromethirone + TX, Chloroneb + ​​TX, Chlorofacinone + TX, Chloropicrin + TX, Chloropropylate + TX, Chlorothalonil + TX, Chlorphoxime + TX, Chlorprazophos + TX, Chlorthiophos + TX, Clozolinate + TX, Cholecalciferol + TX, Chrysoperla carnea)+TX, Synerin I+TX, Synerin II+TX, Synerin derivatives+TX, Cysmethrin+TX, Cis-resmethrin+TX, Crocitrin+TX, Closantel+TX, Chodrelua+TX, Chodremon+TX, Copper acetoarsenite+TX, Copper arsenate+TX, Copper dioctanoate+TX, Copper hydroxide+TX, Copper naphthenate+TX, Copper oleate+TX, Copper oxide+TX, Copper oxychloride+TX, Copper sulfate+TX, Kuma Chloride + TX, Coumafuryl + TX, Coumaphos + TX, Coumatetralyl + TX, Cumethoxystrobin (Diaxiangjunzhi) + TX, Cumithoate + TX, Comoxystrobin + TX, Cresol + TX, Crimidine + TX, Crotamiton + TX, Clothoxyphos + TX, Curuhomet + TX, Cryolite + TX, Cryptolaemus montrouzieri + TX, CS 708 + TX, Kyurua + TX, Cufraneb + ​​TX, Cyanophenphos + TX, Cyanophos + TX, Cyanthoate + TX, Cyazofamide + TX, Sibutrin + TX, Ciclethrin + TX, Cyclobtriflurum + TX, Cydia pomonera (CydiaPomonella GV+TX, Cyflufenamid+TX, Simiazole+TX, Cymoxanil+TX, Cyproconazole+TX, Cyprodinil+TX, Cythioate+TX, Cytokinin+TX, Dacnusa sibirica+TX, DAEP+TX, Dazomet+TX, DCIP+TX, DCPM+TX, DDT+TX, Debacarb+TX, Decarbofuran+TX, Demefion+TX, Demefion-O+TX, Demefion-S+TX, Demeton-Methyl+TX, Demeton-O+TX, Demeton-O-Methyl+TX, Demeton-S+TX, Demeton-S-Methyl+TX, Demeton-S-Methylsulfone+TX, Diamidaphos+TX, Dibutyl Adipate+TX, Dibutyl Phthalate+TX, Dibutyl Succinate+TX, Dicapton+TX, Diclobentiazox + TX, Diclofenthion + TX, Diclofluanide + TX, Diclon + TX, Dichlorofen + TX, Dichlorvos + TX, Diclozoline + TX, Dicliphos + TX, Diclosimet + TX, Diclomedin + TX, Dichloran + TX, Dicresil + TX, Dicyclanil + TX, Dicyclopentadiene + TX, Dieldrin + TX, Dienochlor + TX, Dietofencarb + TX, Diethyl 5-methylpyrazole-3-ylphosphate + TX, Diethyltoluamide + TX, Diphenacum + TX, Difenoconazole + TX, Difethiaron + TX, Diflovidazine + TX, Diglyphus isaea)+TX, Zirol+TX, Dimatif+TX, Dimefluthrin+TX, Dimehox+TX, Dimethane+TX, Dimethyrimol+TX, Dimethomorph+TX, Dimethrin+TX, Dimethylcarbate+TX, Dimethylvinphos+TX, Dimethilane+TX, Dimoxystrobin+TX, Dynex+TX, Dynex-Dicrexin+TX, Diniconasol+TX, Dinocap-4+TX, Dinocap-6+TX, Dinoctone+TX, Dinopenton+TX, Dinoprop+TX, Dinosam+TX, Dinoseb+TX, Dinosulfone+TX, Dinoterbone+TX, Geophenolane +TX, Dioxabenzophos +TX, Dioxathion +TX, Diphacinone +TX, Diphenylsulfone +TX, Dipimethitron +TX, Dipirithione +TX, Dispara +TX, Disulfira +TX, Dithianone +TX, Diticlophos +TX, DNOC +TX, Dodeca-8-en-1-yl acetate +TX, Dodeca-9-en-1-yl acetate +TX, Dodeca-8 +TX, Dodemorph +TX, Dodicin +TX, Dozin +TX, Dofenapine +TX, Dominicalle +TX, Doramectin +TX, DSP +TX, d-tetramethrin +TX, Ecdysterone +TX, Edifenphos +TX, EI 1642+TX, EMPC+TX, Encarsia formosa+TX, Endotar+TX, Endothion+TX, Enestrobrin+TX, Enoxastrobin+TX, EPBP+TX, Epoxyconazole+TX, Eprinomectin+TX, Eretmocerus eremicus+TX,Ergocalciferol + TX, Etaphos + TX, Etaboxam + TX, Ethiofencarb + TX, Ethyrimol + TX, Ethoate-methyl + TX, Ethyl 1-[[4-[(Z)-2-ethoxy-3,3,3-trifluoropropa-1-enoxy]phenyl]methyl]pyrazole-3-carboxylate (may be prepared from the method described in International Publication No. 2020 / 056090) + TX, Ethyl 1-[[4-[[2-(trifluoromethyl)-1,3-dioxolan-2-yl]methoxy]phenyl]methyl]pyrazole-3-carboxylate (International (This compound may be prepared by the method described in Publication No. 2020 / 056090) + TX, ethyl 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]pyrazole-4-carboxylate + TX, ethyl 1-[[5-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]-2-thienyl]methyl]pyrazole-4-carboxylate (This compound may be prepared by the method described in International Publication No. 2018 / 158365) + TX, ethyl 4-methyloctanoate + TX, ethyl formate + TX, Tylhexanediol + TX, ethylene dibromide + TX, ethylene dichloride + TX, ethylene oxide + TX, etridiazole + TX, etrimphos + TX, eugenol + TX, EXD + TX, famoxadone + TX, farnesol + TX, farnesol and nerolidol + TX, phenamidom + TX, phenaminosulf + TX, phenaminestrobin + TX, phenalimol + TX, phenazaflor + TX, fenbuconazole + TX, fenbutatin oxide + TX, fenchlorphos + TX, phenetacarb + TX, fenflam + TX, fenhe Xamide + TX, Fenitrothion + TX, Phenothiocarb + TX, Phenoxacrim + TX, Phenoxanil + TX, Fenpiclonil + TX, Fenpicoxamide + TX, Fenpyritrin + TX, Fenpropidine + TX, Fenpropimorph + TX, Fenpyrad + TX, Fenpyrazamine + TX, Fenpyroximate + TX, Fenson + TX, Fensulfothione + TX, Fenthion + TX, Fenthion-ethyl + TX, Fentin + TX, Fentriphanil + TX, Farbam + TX, Ferimzon + TX, Ferric phosphate + TX,Flucumafen + TX, Floryl picoxamide + TX, Fluazinam + TX, Flubeneteram + TX, Flubendimine + TX, Flucoflon + TX, Flucycloxurone + TX, Fludioxonil + TX, Fluenetil + TX, Fluphenoxadiazam + TX, Fluphenoxystrobin + TX, Fluindapir + TX, Flumethylsulfolimu + TX, Flumorph + TX, Fluopicolide + TX, Fluopimomid + TX, Fluopyram + TX, Fluolbenside + TX, Fluoroacetamide + TX, Fluorimide + TX, Fluoxapiproline + TX, Fluoxastrobin + TX, Fluoxythioconazole + TX, Flupropazine + TX, Flupropazine hydrochloride + TX, Fluquinconazole + TX, Flusilazole + TX, Flusulfamide + TX, Fluthianil + TX, Flutolanil + TX, Flutriahol + TX, Fluxapiroxad + TX, FMC 1137+TX, Forpet+TX, Formaldehyde+TX, Formetanate+TX, Formetanate hydrochloride+TX, Formparanate+TX, Fosetil-aluminum+TX, Fosmethilan+TX, Fosspire+TX, Fosthietan+TX, Frontalin+TX, Fuberidazole+TX, Flalaxil+TX, Flamethopyr+TX, Flathiocarb+TX, Freslin+TX, Furfural+TX, Gamma-HCH+TX, Gliodin+TX, Grandolure+TX, Grandolure I+TX, Grandolure II+TX, Grandolure III+TX, Grandolure IV+TX, Guazatine+TX, Guazatine acetate+TX, Halfenprox+TX, HCH+TX, Hemel+TX, Hempa+TX, HEOD+TX, Heptachlor+TX, Heterophos+TX, Heterorhabditis bacteriophora and H. megidis+TX, Hexaconazole+TX, Hexadecylcyclopropanecarboxylate+TX, Hexarua+TX, Hexaamide+TX, HHDN+TX, Hypodamia conbergens (concentrates) + TX, hydralgafen + TX, slaked lime + TX, hydrogen cyanide + TX, himexazole + TX, hikincarb + TX, imanin + TX, imazalil + TX, imibenconazole + TX, iminoctadine + TX, impflufluxam + TX, ipconazole + TX, ipfentrifluconazole + TX, ipflufenoquin + TX, iprobenphos + TX, iprodione + TX, iprovalicarb + TX, ipsdienol + TX, ipsenol + TX, IPSP + TX, isamidophos + TX, isazofos + TX, isobenzan + TX, isocarbophos + TX, isodrine + TX, iso Fenphos+TX, Isofetamide+TX, Isoflucipram+TX, Isolan+TX, Isoprothiolan+TX, Isopyrazam+TX, Isothianil+TX, Isoxathion+TX, Japonila+TX, Jasmolin I+TX, Jasmolin II+TX, Iodophenphos+TX, Juvenile Hormone I+TX, Juvenile Hormone II+TX, Juvenile Hormone III+TX, Cadetrin+TX, Kasugamycin+TX, Kasugamycin Hydrochloride Hydrate+TX, Kereban+TX, Kinetin+TX, Quinoprene+TX, Kresoxim-Methyl+TX, Lead Arsenate+TX, Leptomastix Dactylopia Dactylopii) + TX, Leptophos + TX, Lindane + TX, Lineatin + TX, Lilimphos + TX, Littlea + TX, Lupulua + TX, Rubenmixianan + TX, Lithidathione + TX, Macrolophus caliginosus + TX, Magnesium phosphide + TX, Maronoben + TX, Mamestrabrassicae) NPV+TX, Mancapper+TX, Manzeb+TX, Mandestrobin+TX, Mandipropamide+TX, Maneb+TX, Magidox+TX, m-Cumenylmethylcarbamate+TX, Mecarbam+TX, Mecarfon+TX, Medrua+TX, Mefentrifluconazole+TX, Megatomoic acid+TX, Menazone+TX, Mepanipyrim+TX, Meperfluthrin+TX, Mephosphorane+TX, Mepronil+TX, Mercuric oxide+TX, Mercurous chloride+TX, Mesulfen+TX, Mesulfenphos+TX, Metalaxyl+TX, Metam+TX, Metam-potassium+TX, Metam-sodium+TX, Metaphycus helvolus+TX, Metarhizium anisopliae var. acridum var.acridum)+TX, Metarhizium anisopliae variety anisopliaevar. anisoopliae) + TX, methallyl picoxamide + TX, metconazole + TX, metepa + TX, methacryphos + TX, methanesulfonate fluoride + TX, metasulfocarb + TX, methiotepa + TX, metoclotophos + TX, methoprene + TX, metoquin-butyl + TX, methotrin + TX, methoxychlor + TX, methyl(Z)-2-(5-cyclohexyl-2-methylphenoxy)-3-methoxypropa-2-enoate + TX, methyl(Z)-2-(5-cyclopentyl-2-methylphenoxy (Z)-3-methoxypropa-2-enoate (These compounds can be prepared from the method described in International Publication No. 2020 / 193387) + TX, Methyl(Z)-2-[5-(3-isopropylpyrazole-1-yl)-2-methylphenoxy]-3-methoxypropa-2-enoate + TX, Methyl(Z)-3-methoxy-2-[2-methyl-5-(3-propylpyrazole-1-yl)phenoxy]propa-2-enoate + TX, Methyl(Z)-3-methoxy-2-[2-methyl-5-(4-propyltriazole- 2-yl)phenoxy]propa-2-enoate + TX, methyl(Z)-3-methoxy-2-[2-methyl-5-[3-(trifluoromethyl)pyrazole-1-yl]phenoxy]propa-2-enoate (these compounds can be prepared from the method described in International Publication No. 2020 / 079111) + TX, methyl(Z)-3-methoxy-2-[2-methyl-5-[4-(trifluoromethyl)triazole-2-yl]phenoxy]propa-2-enoate + TX, methyl aphorate + TX, methyl bromide + TX, methyl oil Genol + TX, methyl isothiocyanate + TX, methyl N-[[4-[1-(2,6-difluoro-4-isopropyl-phenyl)pyrazole-4-yl]-2-methyl-phenyl]methyl]carbamate (may be prepared from the method described in International Publication No. 2020 / 097012) + TX, methyl N-[[4-[1-(4-cyclopropyl-2,6-difluoro-phenyl)pyrazole-4-yl]-2-methyl-phenyl]methyl]carbamate (may be prepared from the method described in International Publication No. 2020 / 097012) + TX, Methyl N-[[5-[4-(2,4-dimethylphenyl)triazole-2-yl]-2-methylphenyl]methyl]carbamate + TX, methylchloroform + TX, methylene chloride + TX, methylneodecanamide + TX, methylram + TX, methylcarb + TX, metminostrobin + TX, methoxadiazone + TX, metraphenone + TX, methyltetraprole + TX, MGK 264 + TX, milbemycin oxime + TX, mipahox + TX, myrex + TX, monoclotophos + TX, morphothion + TX, molzide + TX, moxidectin + TX, muscarua + TX, mycrobutanil + TX, microzolin + TX, mulberry dark spot fungus (Myrothecium) verrucaria) composition + TX, N-((1R)-1-benzyl-3-chloro-1-methyl-buta-3-enyl)-8-fluoro-quinoline-3-carboxamide (These compounds may be prepared by the method described in International Publication No. 2017 / 153380) + TX, N-((1S)-1-benzyl-3-chloro-1-methyl-buta-3-enyl)-8-fluoro-quinoline-3-carboxamide (These compounds may be prepared by the method described in International Publication No. 2017 / 153380) + TX, N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methyl-formamidine + TX, N'-(2-chloro-5-methyl-4-phenoxyphenyl)-N-ethyl-N-methyl-formamidine + TX, N,2-dimethoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide + TX, N,N-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]-1,2,4-triazole-3-amine (These compounds can be prepared by the methods described in International Publication Nos. 2017 / 055473, 2017 / 055469, 2017 / 093348 and 2017 / 118689) + TX, N-[(1R)-1-benzyl-1,3-dimethylbutyl]-7,8-difluoroquinoline-3-carboxamide + TX, N-[(1R)-1-benzyl-1,[3-dimethyl-butyl]-8-fluoroquinoline-3-carboxamide+TX, N-[(1R)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide+TX, N-[(1S)-1-benzyl-1,3-dimethyl-butyl]-7,8-difluoroquinoline-3-carboxamide+TX, N-[(1S)-1-benzyl-1,3-dimethyl-butyl] ]-8-fluoroquinoline-3-carboxamide+TX, N-[(1S)-1-benzyl-3,3,3-trifluoro-1-methyl-propyl]-8-fluoroquinoline-3-carboxamide+TX, N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzamide+TX, N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoro [Oxadiazole-3-yl]benzamide + TX, N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]propanamide + TX, N-[2-[2,4-dichlorophenoxy]phenyl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide + TX, N-[2-[2-chloro-4-(trifluoromethyl] [Cyl)phenoxy]phenyl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide + TX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methyl-formamidine (this compound may be prepared by the method described in International Publication No. 2016 / 202742) + TX, N'-[4-(4,5-dichlorothiazole-2-yl)oxy-2,5-dimethylphenyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxyethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-(1-methyl-2-propoxyethoxy)-3-pyridyl]-N-isopropyl-N-methyl-formamidine (These compounds were prepared by the method described in International Publication No. 2015 / 155075) (can be prepared by the method described in IPCOM000249876D) + TX, N'-[5-bromo-2-methyl-6-(2-propoxypropoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine (this compound can be prepared by the method described in IPCOM000249876D) + TX, N'-[5-bromo-2-methyl-6-[(1R)-1-methyl-2-propoxyethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-bromo-2-methyl-6-[(1S)-1-methyl [Tyl-2-propoxyethoxy]-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N'-[5-chloro-2-methyl-6-(1-methyl-2-propoxyethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine + TX, N-[N-methoxy-C-methyl-carbonimidoyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzamide (These compounds are from International Publication No. 2018 / 20242) (These compounds may be prepared by the method described in No. 8) + TX, N'-[4-(1-cyclopropyl-2,2,2-trifluoro-1-hydroxy-ethyl)-5-methoxy-2-methyl-phenyl]-N-isopropyl-N-methyl-formamidine (These compounds may be prepared by the method described in International Publication No. 2018 / 228896) + TX, Nabam + TX, Naphthalophos + TX, Nared + TX, Naphthalene + TX, NC-170 + TX, Neodiprion sertifer NPV and N. lecontei NPV + TX, Nerolidol + TX, N-ethyl-2-methyl-N-[[4-[5-(trifluoromethyl)-1,2,4-Oxadiazole-3-yl]phenyl]methyl]propanamide + TX, N-ethyl-N'-[5-methoxy-2-methyl-4-[(2-trifluoromethyl)oxetane-2-yl]phenyl]-N-methyl-formamidine + TX, Nickel bis(dimethyldithiocarbamate) + TX, Niclosamide-olamine + TX, Nicotin + TX, Nicotin sulfate + TX, Niflulidide + TX, Nikcomycin + TX, N-isopropyl-N'-[5-methoxy-2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-phenyl-ethyl)phenyl]-N-methyl-formamidine + TX, Nichiazine + TX, Nitrapyrine + TX, Nitrilacarb + TX, Nitrila Lubricant 1:1 zinc chloride complex + TX, nitrotar-isopropyl + TX, N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]phenyl]methyl]cyclopropanecarboxamide + TX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzamide + TX, N-methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazole-3-yl]benzenecarbothioamide + TX, norbolmid + TX, nualimol + TX, O,O,O',O'-tetrapropyldithiopyrophosphate + TX, octadeca-2,13-dien-1-yl acetate + TX, octadeca-3,13-Diene-1-ylacetate + TX, Octylinone + TX, Ofrace + TX, Oleic acid + TX, Omethoate + TX, Orflurua + TX, Orius spp. + TX, Orictalua + TX, Orysastrobin + TX, Ostramon + TX, Oxadixyl + TX, Oxamate + TX, Oxatiapiproline + TX, Oxine-copper + TX, Oxolinic acid + TX, Oxocarboxyne + TX, Oxideprophos + TX, Oxydisulfon + TX, Oxytetracycline + TX, Paclobutrazol + TX, Paecilomyces humosoroseus Fumosoroseus) + TX, Para-dichlorobenzene + TX, Parathion + TX, Parathion-methyl + TX, Pefurazoate + TX, Penconazole + TX, Pencyclon + TX, Penflufen + TX, Penflulon + TX, Pentachlorophenol + TX, Pentachlorophenyl laurate + TX, Penthiopyrad + TX, Permethrin + TX, PH 60-38 + TX, Phenamacryl + TX, Fenkapton + TX, Fosacetim + TX, Phosalon + TX, Phosdiphen + TX, Phospholepha + TX, Phosphorane + TX, Phosglycine + TX, Phosnichlor + TX, Phosphamide + TX, Phosphine + TX, Phoxime-methyl + TX, Phthalide + TX, Predatory mites (Phytoseiulus) persimilis)+TX, picarbtrazox+TX, picaridin+TX, picoxystrobin+TX, pindone+TX, piperazine+TX, piperonyl butoxide+TX, piprotal+TX, pyrimetaphos+TX, polychlorodicyclopentadiene isomer+TX, polychloroterpene+TX, polynactin+TX, polyoxin+TX, potassium arsenite+TX, potassium ethylxanthogenicate+TX, potassium hydroxyquinoline sulfate+TX, potassium thiocyanate+TX, pp'-DDT+TX, Precosen I + TX, Precosen II + TX, Precosen III + TX, Primidophos + TX, Probenazole + TX, Prochloraz + TX, Proclonol + TX, Procymidone + TX, Profluthrin + TX, Promacil + TX, Promecarb + TX, Propamocarb + TX, Propiconazole + TX, Propineb + ​​TX, Propoxur + TX, Propropyl isomer + TX, Proquinazide + TX, Protidathion + TX, Prothioconazole + TX, Prothiophos + TX, Protoate + TX, Pidiflumetofen + TX, Piraclostrobin + TX, Piramethostrobin + TX, Piraoxystrobin + TX, Pirapropoin + TX, Pyraziflumid + TX, Pyrazofos + TX, Pyrethrite Pyrethrin+TX, Pyrethrin I+TX, Pyrethrin II+TX, Pyrethrin+TX, Pyribencarb+TX, Pyridaclomethyl+TX, Pyridafenthion+TX, Pyridine-4-amine+TX, Pyriphenox+TX, Pyrimethanil+TX, Pyrimate+TX, Pyrimorph+TX, Pyrinulone+TX, Pyriophenone+TX, Pyrisoxazole+TX, Pyrroquilon+TX, Cassia+TX, Quinalphos+TX, Quinalphos-methyl+TX, Quinoclamine+TX, Quinofumelin+TX, Quinonamide+TX, Quinothione+TX, Quinoxifen+TX, Quinoxifen+TX, Quinthiophos+TX, Quintozen+TX, R-1492+TX, Lafoxanide+TX, Resmethrin+TX, Japanese knotweed (Reynoutria)Sachalinensis extract + TX, Ribavirin + TX, R-metalaxyl + TX, Rotenone + TX, Lianya + TX, Lianodine + TX, S421 + TX, Sabajira + TX, Shuladan + TX, Siriloside + TX, Seboctilamine + TX, Cebuphos + TX, Sedaxane + TX, Selamectin + TX, Sesamex + TX, Sesasmorin + TX, SI-0009 + TX, Siglua + TX, Simazine + TX, Simeconazole + TX, Sub Sodium arsenate + TX, sodium cyanide + TX, sodium fluoride + TX, sodium fluoroacetate + TX, sodium hexafluorosilicate + TX, sodium pentachlorophenoxide + TX, sodium selenate + TX, sodium tetrathiocarbonate + TX, sodium thiocyanate + TX, sofamide + TX, sordidine + TX, spiroxamine + TX, SSI-121 + TX, Steinernema viviones *Steinernema bibionis* + TX, *Steinernema carpocapsae* + TX, *Steinernema feltiae* + TX, *Steinernema glaseri* + TX, *Steinernema riobrave* + TX, *Steinernema riobravis* + TX, *Steinernema scapterisci* + TX, *Steinernema* species(spp.) + TX, Streptomycin + TX, Streptomycin sesquisulfate + TX, Strychnine + TX, Sulcatol + TX, Sulcoflon + TX, Sulcoflon-sodium + TX, Sulfiram + TX, Sulfuramide + TX, Sulfotep + TX, Sulfoxide + TX, Sulfur + TX, Sulfuryl fluoride + TX, Sulprophos + TX, Tar oil + TX, Tau-fluvalinate + TX, Tadimucarb + TX, TDE + TX, Tebuconazole + TX, Tebufloxin + TX, Tebupyrimphos + TX, Tecrofta Ram+TX, Temephos+TX, Tepa+TX, TEPP+TX, Terarethrin+TX, Turbam+TX, tert-butyl N-[6-[[[(1-methyltetrazole-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate+TX, tetrachloroethane+TX, tetrachlorothiophene+TX, tetraconazole+TX, tetradeca-11-en-1-yl acetate+TX, tetradiphon+TX, tetramethylfluthrin+TX, tetrasul+TX, thallium sulfate+TX, thiabenda Zol+TX, Thiafenox+TX, Thiapronil+TX, Cyclophos+TX, Tifluzamide+TX, Thiocarboxyme+TX, Thiocyclam+TX, Thiocyclam oxalate+TX, Thiodiazole copper+TX, Thiofanox+TX, Thiohempa+TX, Thiomersal+TX, Thiometon+TX, Thionadin+TX, Thiophanate+TX, Thiophanate-methyl+TX, Thioquinox+TX, Thiosultap+TX, Thiosultap-sodium+TX, Thiotepa+TX, Thyram+TX, Turingien Syn+TX, Thiazinyl+TX, Tolchlorophos-methyl+TX, Tolprocarb+TX, Trilfluanide+TX, Tralomethrin+TX, Transpermethrin+TX, Tretamine+TX, Triadimefone+TX, Triadimenol+TX, Triamiphos+TX, Triatene+TX, Triazamate+TX, Triazophos+TX, Triazoxide+TX, Triazurone+TX, Tributyltin oxide+TX, Trichlormetaphos-3+TX, Trichloronate+TX, Species of the genus Trichogrammaspp.)+TX, Triclopyricarb+TX, Tricyclazole+TX, Tridemorph+TX, Triphenmorph+TX, Triphenofos+TX, Trifloxystrobin+TX, Triflumizole+TX, Triforine+TX, Trimedrua+TX, Trimedrua A+TX, Trimedrua B1+TX, Trimedrua B2+TX, Trimedrua C+TX, Trimetacarb+TX, Trinactin+TX, Trinexapac+TX, Triphenyltin acetate+TX, Triphenyltin hydroxide+TX, Triplene+TX, Triticonazole+TX, Trunc-call+TX, Typhlodromus occidentalis Occidentalis + TX, Uredepa + TX, Validamycin + TX, Valifenarate + TX, Bamidthion + TX, Vaniliprole + TX, Veratridine + TX, Veratrin + TX, Berbutin + TX, Verticillium lecanii + TX, Vinclozoline + TX, Warfarin + TX, XMC + TX, Xylenol + TX, Zeatin + TX, Zetametrin + TX, Zhongshengmycin + TX, Zinc naphthenate + TX, Zinc phosphide + TX, Thiazole zinc + TX, Zineb + ​​TX, Ziram + TX, Zolaprofos + TX; Acinetobacter lwoffii + TX, Acremonium alternatum + TX, Acremonium cephalosporium + TX, Acremonium diospyri + TX, Acremonium obclavatum + TX, Adoxophyes orana granulovirus (AdoxGV) (Capex®) + TX, Agrobacterium radiobacter strain K84 (Galltrol-A®) + TX, Alternaria alternate + TX, Alternaria cassia + TX, Alternaria destoluene (Alternaria destruens)(Smolder(registered trademark))+TX, Ampelomyces quisqualis(AQ10(registered trademark))+TX, Aspergillus flavus AF36(AF36(registered trademark))+TX, Aspergillus flavus NRRL 21882(Aflaguard(registered trademark))+TX, species of the genus Aspergillus (Aspergillus spp.)+TX, Aureobasidium pullulans+TX, Azospirillum (MicroAZ®, TAZO B®)+TX, Azotobacter+TX, Azotobacter chroocuccum (Azotomeal®)+TX, Azotobacter cysts (Bionatural Blooming Blossoms®)+TX, Bacillus amyloliquefaciens+TX, Bacillus cereus+TX, Bacillus chitinosporus strain AQ746+TX, Bacillus Bacillus chitinosporus strain CM-1 + TX, Bacillus circulans + TX, Bacillus firmus (BioSafe®, BioNem-WP®), especially strain CNMC 1-1582 (e.g., VOTIVO® from BASF SE) + TX, Bacillus licheniformis strain 3086 (EcoGuard®, Green Releaf®) + TX, Bacillus licheniformis strain HB-2 (Biostart®, formerly Rhizoboost®) + TX, Bacillus macerans + TX, Bacillus marismortui + TX, Bacillus megatherium megaterium)+TX, Bacillus mycoides strain AQ726+TX, Bacillus papillae (Milky Spore Powder®)+TX, Bacillus pumilus spp.)+TX, Bacillus pumilus strain AQ717+TX, Bacillus pumilus strain GB34 (Yield Shield®)+TX, Bacillus pumilus strain QST 2808 (Sonata®, Ballad Plus®)+TX, Bacillus sphaericus (VectoLex®)+TX, Bacillus spp. +TX, Bacillus spp. strain AQ175+TX, Bacillus spp. strain AQ177+TX, Bacillus spp. spp.) strain AQ178+TX, Bacillus subtilis strain AQ153+TX, Bacillus subtilis strain AQ743+TX, Bacillus subtilis strain QST 713 (CEASE®, Serenade®, Rhapsody®)+TX, Bacillus subtilis strain QST 714 (JAZZ®)+TX, Bacillus subtilis strain QST3002+TX, Bacillus subtilis strain QST3004+TX, Bacillus subtilis var. amyloriquefaciensamyloliquefaciens) strain FZB24 (Taegro®, Rhizopro®) + TX, Bacillus thuringiensis aizawai GC 91 (Agree®) + TX, Bacillus thuringiensis Cry 2Ae + TX, Bacillus thuringiensis Cry 1Ab + TX, Bacillus thuringiensis israelensis (BMP123®, Aquabac®, VectoBac®) + TX, Bacillus thuringiensis krustaki (Bacillus thuringiensis Bacillus thuringiensis kurstaki (Javelin®, Deliver®, CryMax®, Bondide®, Scutella WP®, Turilav WP®, Astuto®, Dipel WP®, Biobit®, Foray®) + TX, Bacillus thuringiensis kurstaki BMP 123 (Baritone®) + TX, Bacillus thuringiensis kurstaki HD-1 (Bioprotec-CAF / 3P®) + TX, Bacillus thuringiensis strain AQ52 + TX, Bacillus thuringiensis Bacillus thuringiensis) strain BD#32+TX, Bacillus thuringiensis tenebrionis (Novodor®, BtBooster)+TX, Bacillus thuringiensis var. aizawai (XenTari®, DiPel®)+TX, species of the genus Bacteria (bacteria spp.))(GROWMEND(registered trademark), GROWSWEET(registered trademark), Shootup(registered trademark))+TX, Clavipacter michiganensis bacteriophage (AgriPhage(registered trademark), Bakflor(registered trademark))+TX, Beauveria bassiana (Beaugenic(registered trademark), Brocaril WP(registered trademark))+TX, Beauveria bassiana GHA (Mycotrol ES(registered trademark), Mycotrol O(registered trademark), BotaniGuard(registered trademark))+TX, Beauveria brongniartii (Engerlingspilz(registered trademark), Schweizer Beauveria(registered trademark), Melocont(registered trademark))+TX, Beauveria species (Beauveria spp.)+TX, Botrytis cineria cineria)+TX, soybean rhizobia (Bradyrhizobium japonicum) (TerraMax®)+TX, Brevibacillus brevis+TX, Burkholderia cepacia (Deny®, Intercept®, Blue Circle®)+TX, Burkholderia gladii+TX, Burkholderia gladioli+TX, Burkholderia spp.)+TX, Canadian thistle fungus (CBH Canadian Bioherbicide®)+TX, Candida butyri+TX, Candida famata+TX, Candida fructus+TX, Candida glabrata+TX, Candida guilliermondii+TX, Candida melibiosica+TX, Candida oleophila strain O+TX, Candida parapsilosis+TX, Candida pelliculosa+TX, Candida pulcherrima(Candida) Candida pulcherrima)+TX, Candida reukaufii+TX, Candida saitoana (Bio-Coat®, Biocure®)+TX, Candida sake+TX, Candida spp. species+TX, Candida tenius+TX, Cedecea davisae+TX, Cellulomonas flavigena+TX, Chaetomium cochliodes (Nova-Cide®)+TX, Chaetomium globosum (Nova-Cide®)+TX, Chromobacterium subtsugae (subtsugae) strain PRAA4-1T (Grandevo(registered trademark)) + TX, Cladosporium chlorocephalum + TX, . Cladosporium cladosporioides + TX, Cladosporium oxysporum + TX, Cladosporium spp. species + TX, Cladosporium tenuissimum + TX, Clonostachys rosea (EndoFine®) + TX, Colletotrichum acutatum + TX, Coniothyrium minitans (Cotans WG®) + TX, Coniothyrium spp. species)+TX, Cryptococcus albidus (YIELDPLUS(registered trademark))+TX, Cryptococcus humicola+TX, Cryptococcus infirmo-miniatus+TX, Cryptococcus laurentii+TX, Cryptophlebia leucotreta granulovirus (Cryptex(registered trademark))+TX, Cupriavidus campinensis+TX, Cydia pomonella granulovirus (CYD-X(registered trademark), Madex(registered trademark), Madex(registered trademark)Plus, Madex Max, Carpovirusine®) + TX, Cylindrobasidium laeve (Stumpout®) + TX, Cylindrocladium + TX, Debaryomyces hansenii + TX, Drechslera hawaiinensis + TX, Enterobacter cloacae + TX, Enterobacteriaceae + TX, Entomophtora virulenta (Vektor®) + TX, Epicoccum nigrum + TX, Epicoccum purpurascens + TX, Epicoccum spp.)+TX, Filobasidium floriforme+TX, Fusarium acuminatum+TX, Fusarium chlamydosporum+TX, Fusarium oxysporum (Fusaclean®, Biofox C®)+TX, Fusarium proliferatum+TX, Fusarium spp.+TX, Galactomyces geotrichum+TX, Gliocladium catenulatum (Primastop®, Prestop®)+TX, Gliocladium roseum roseum)+TX, Gliocladium spp. (SoilGard®)+TX, Gliocladium virens (Soilgard®)+TX, Granulovirus (Granupom®)+TX, Halobacillus halophilus+TX, Halobacillus litoralis+TX, Halobacillus trueperi+TX, Halomonas spp.)+TX, Halomonas subglaciescola+TX, Halovibrio variabilis+TX, Hanseniaspora uvarum+TX, Helicoverpa armigera nuclear polyhedra virus (Helicovex®)+TX, Helicoverpa zea nuclear polyhedra virus (Gemstar®)+TX, Isaria fumosorosea (formerly known as Paecilomyces fumosoroseus, PFR-97®, PreFeRal®)+TX, isoflavone formononetin (Myconate®)+TX, Kloeckera apiculata apiculata)+TX, species of the genus Kloeckera (Kloeckera spp.))+TX, Lagenidium giganteum (Laginex®)+TX, Lecanicillium lecanii (formerly known as Verticillium lecanii (Mycotal®)) conidia of strain KV01 (e.g., Vertalec® by Koppert / Arysta)+TX, greenhouse whitefly (Lecanicillium longisporum) (Vertiblast®)+TX, Lecanicillium muscarium (Vertikil®)+TX, gypsy moth (Lymantria Dispar) nuclear polyhedron virus (Disparvirus®)+TX, Marinococcus halophilus+TX, Meira geuraconigii geulakonigii)+TX, Metarhizium anisopliae (Destruxin WP(registered trademark))+TX, Metarhizium anisopliae (Met52(registered trademark))+TX, Metschnikowia fruticola (Shemer(registered trademark))+TX, Metschnikowia pulcherrima+TX, Microdochium dimerum (Antibot(registered trademark))+TX, Micromonospora coerulea+TX, Microsphaeropsis ochracea+TX, Muscodor albus albus)620(Muscudor(registered trademark))+TX, Muscodor roseus, especially strain A3-5 (acceptance number NRRL 30548)+TX, species of the genus Mycorrhizae.)(AMykor(registered trademark), Root Maximizer(registered trademark))+TX, Mulberry dark spot disease fungus (Myrothecium verrucaria) strain AARC-0255 (DiTera(registered trademark), BROS PLUS(registered trademark))+TX, Ophiostoma piliferum strain D97 (Sylvanex(registered trademark))+TX, Paecilomyces farinosus+TX, Paecilomyces lilacinus strain 251 (MeloCon WG(registered trademark))+TX, Paecilomyces linacinus (Biostat WP(registered trademark))+TX, Paenibacillus polymyxa polymyxa)+TX, Pantoea agglomerans (BlightBan C9-1(registered trademark))+TX, Pantoea spp. species+TX, Pasteuria nishizawae, especially strain Pn1 (CLARIVA from Syngenta / ChemChina)+TX, Pasteuria spp. (Econem(registered trademark))+TX, Penicillium aurantiogriseum+TX, Penicillium billai (Jumpstart(registered trademark), TagTeam(registered trademark))+TX, Penicillium brevicompactum+TX, Penicillium phlequentans (Penicillium * Penicillium viridicatum + TX, Phlebiopsis gigantean (Rotstop®) + TX, Phosphollytic bacteria (Phosphomeal®) + TX, Phytophthora cryptogea + TX, Phytophthora palmivora (Devine®) + TX, Pichia anomala + TX, Pichia guilliermondii + TX, Pichia membranaefaciens + TX, Pichia onychis + TX, Pichia stipites + TX, Pseudomonas Pseudomonas aeruginosa) + TX, Pseudomonas aureofasciens (Spot-Less Biofungicide®) + TX, Pseudomonas cepacia + TX, Pseudomonas chlororaphis (AtEze®) + TX, Pseudomonas corrugate + TX, Pseudomonas fluorescens (Zequanox®) + TX, Pseudomonas fluorescens strain A506 (BlightBan A506®) + TX, Pseudomonas putida + TX, Pseudomonas reactance (Pseudomonas reactans)+TX, species of the genus Pseudomonas (Pseudomonas spp.))+TX, Pseudomonas syringae (Bio-Save®)+TX, Pseudomonas viridiflava+TX, Pseudozyma flocculosa strain PF-A22UL (Sporodex L®)+TX, Puccinia canaliculata+TX, Puccinia thlaspeos (Wood Warrior®)+TX, Pythium paroecandrum+TX, Pythium oligandrum (Polygandron®, Polyversum®)+TX, Pythium periprocum (Pythium periplocum)+TX, Rhanella aquatilis+TX, Rhanella spp. species+TX, Rhizobia (Dormal®, Vault®)+TX, Rhizoctonia+TX, Rhodococcus globerulus strain AQ719+TX, Rhodosporidium diobovatum+TX, Rhodosporidium toruloides+TX, Rhodotorula glutinis+TX, Rhodotorula graminis+TX, Rhodotorula mucilagnosa+TX, Rhodotorula rubra rubra)+TX, species of the genus Rhodotorula (Rhodotorula spp.))+TX, Saccharomyces cerevisiae+TX, Salinococcus roseus+TX, Sclerotinia minor (SARRITOR®)+TX, Sclerotinia minor+TX, Scytalidium spp.+TX, Scytalidium uredinicola+TX, Serratia marcescens+TX, Serratia plymuthica+TX, Serratia spp.)+TX, Sordaria fimicola+TX, Spodoptera exigua nuclear polyhedron virus (Spod-X®, Spexit®)+TX, Spodoptera littoralis nuclear polyhedron virus (Littovir®)+TX, Sporobolomyces roseus+TX, Stenotrophomonas maltophilia+TX, Streptomyces albaduncus+TX, Streptomyces exfoliates+TX, Streptomyces galbus+TX, Streptomyces glyceoplanus (Streptomyces griseoplanus)+TX, Streptomyces griseoviridis (Mycostop®)+TX, Streptomyces hygroscopicus+TX, Streptomyces lydicus (Actinovate®)+TX, Streptomyces lydicus WYEC-108 (ActinoGrow®)+TX, Streptomyces violaceus+TX, Tilletiopsis minor+TX, Tilletiopsis spp. species+TX, Trichoderma asperellum (T34 Biocontrol® + TX, Trichoderma atroviride (Plantmte®) + TX. Trichoderma gamsii (Tenet®) + TX, Trichoderma hamatum TH 382 + TX, Trichoderma harzianum rifai (Mycostar®) + TX, Trichoderma harzianum T-22 (Trianum-P®, PlantShield HC®, RootShield®, Trianum-G®) + TX, Trichoderma harzianum T-39 (Trichodex®) + TX, Trichoderma inhamatum + TX, Trichoderma coningii (Trichoderma Trichoderma koningii)+TX, Trichoderma lignorum+TX, Trichoderma longibrachiatum+TX, Trichoderma polysporum (Binab T(registered trademark))+TX, Trichoderma spp. LC52 (Sentinel(registered trademark))+TX, Trichoderma taxi+TX, Trichoderma virens (formerly Gliocladium virens GL-21) (SoilGuard(registered trademark))+TX, Trichoderma virens+TX, Trichoderma viride+TX, Trichoderma viride (Trichoderma viride) strain ICC 080 (Remedier®) + TX, Trichosporon pullulans + TX, Trichosporon spp. species + TX, Trichothecium roseum + TX, Trichothecium spp. species)+TX, Typhula phacorrhiza strain 94670+TX, Typhula phacorrhiza strain 94671+TX, Ulocladium atrum+TX, Ulocladium oudemansii (Botry-Zen®)+TX, Ustilago maydis+TX, various bacteria and auxiliary micronutrients (Natural II®)+TX, various fungi (Millennium Microbes®)+TX, Verticillium chlamydosporium+TX, Vip3Aa20 (VIPtera®)+TX, Virgibaclillus marismortzii marismortui)+TX, Xanthomonas campestris pv. Poae (Camperico®)+TX, Xenorhabdfus bovienii+TX, Xenorhabdus nematophilus+TX;. AGNIQUE® MMF + TX, Azadirachtin (Plasma Neem Oil®, AzaGuard®, MeemAzal®, Molt-X®, e.g., AZATIN XL from Certis, USA) + TX, Botanical Insect Growth Regulators (Botanical IGRs) (Neemazad®, Neemix®) + TX, BugOil® + TX, Rapeseed Oil (Lilly Miller Vegol®) + TX, American Ant-Grain Grass (Chenopodium ambrosioides near ambrosioides) (Requiem®) + TX, Chrysanthemum Extract (Crisant®) + TX, Lamiaceae Essential Oil (Botania®) + TX, Neem Oil Extract (Trilogy®) + TX, Clove, Rosemary, Peppermint and Thyme Oil Extracts (Garden insect Killer® + TX, Garlic + TX, Glycine Betaine (Greenstim®) + TX, Kaolin (Screen®) + TX, Lemongrass Oil (GreenMatch®) + TX, Melaleuca alternifolia Extract (also known as Tea Tree Oil) (Timorex Gold®) + TX, Clove Peppermint Garlic Oil and Mint Mixture (Soil Shot®) + TX, Clove Rosemary and Peppermint Extract Mixture (EF 400®) + TX, Rosemary Sesame Peppermint Thyme and Cinnamon Extract Mixture (EF 300®) + TX, Neem Oil + TX, Catnip Oil (Nepeta cataria) + TX, Catnip Oil Cataria) + TX, Nicotine + TX, Oregano oil (MossBuster®) + TX, Pedaliaceae oil (Nematon®) + TX, Pine oil (Retenol®) + TX, Pyrethrum + TX, Soap tree (Quillaja saponaria) (NemaQ®) + TX, Japanese knotweed (Reynoutria)sachalinensis (Regalia®, Sakalia®) + TX, rotenone (Eco Roten®) + TX, Rutaceae plant extract (Soleo®) + TX, soybean oil (Ortho ecosense®) + TX, brown algae storage glucan (Laminarin®) + TX, thyme oil + TX; (E,Z)-7,9-Dodecadiene-1-yl acetate + TX, (E,Z,Z)-3,8,11-Tetradecatrienylate + TX, (Z,Z,E)-7,11,13-Hexadecatrienal + TX, 2-Methyl-1-butanol + TX, Biolure® + TX, Blackheaded Fireworm Pheromone (3M Sprayable Blackheaded Fireworm Pheromone®) + TX, Calcium Acetate + TX, Check-Mate® + TX, Codling Moth Pheromone (Paramount dispenser-(CM) / Isomate C-Plus®) + TX, Entostat Powder (Exosex CM®) (Exosex extract from palm trees) + TX, Grape Berry Moth Pheromone (3M MEC-GBM Sprayable Pheromone(registered trademark) + TX, Lavanzuryl senecioate + TX, Leafroller pheromone (3M MEC-LR Sprayable Pheromone(registered trademark)) + TX, Muscamone (Snip7 Fly Bait(registered trademark)) + TX, Oriental Fruit Moth pheromone (3M oriental fruit moth sprayable pheromone(registered trademark)) + TX, Peachtree Borer pheromone (Isomate-P(registered trademark)) + TX, Scenturion(registered trademark) + TX, Starbar Premium Fly Bait(registered trademark)) + TX, Tomato pinworm pheromone (3M Sprayable pheromone(registered trademark)) + TX; Acerophagus papaya + TX, Adalia bipunctata (Adalia-System®) + TX, Adalia bipunctata (Adaline®) + TX, Adalia bipunctata (Aphidalia®) + TX, Ageniaspis citricola + TX, Ageniaspis fuscicollis + TX, Amblyseius andersoni (Anderline®, Andersoni-System®) + TX, Amblyseius californicus (Amblyline®, Spical®) + TX, Amblyseius cucumeris cucumeris) (Thripex®, Bugline cucumeris®) + TX, Amblyseius fallacis (Fallacis®) + TX, Amblyseius swirskii (Bugline swirskii®, Swirskii-Mite®) + TX, Amblyseius womersleyi (WomerMite®) + TX, Amitus hesperidum + TX, Anagrus atomus + TX, Anagyrus fusciventris + TX, Anagyrus kamali + TX, Anagyrus roeckii (Anagyrus loecki)+TX, Anagyrus pseudococci (Citripar(registered trademark))+TX, Anicetus benefices+TX, Anisopteromaluscalandrae)+TX, Anthocoris nemoralis (Anthocoris-System(registered trademark))+TX, Aphelinus abdominalis (Apheline(registered trademark), Aphiline(registered trademark))+TX, Aphelinus asychis+TX, Aphidius colemani (Aphipar(registered trademark))+TX, Aphidius ervi (Aphelinus-System(registered trademark))+TX, Aphidius ervi (Ervipar(registered trademark))+TX, Aphidius gifuensis+TX, Aphidius matricariae (Aphidius matricariae)(Aphipar-M(registered trademark))+TX, Aphidoletes aphidimyza(Aphidend(registered trademark), Aphidoline(registered trademark))+TX, Aphytis lingnanensis+TX, Aphytis melinus+TX, Aprostocetus hagenowii+TX, Atheta coriaria(Staphyline(registered trademark))+TX, Bombus spp. species+TX, Bombus terrestris(Beeline(registered trademark), Tripol(registered trademark))+TX, Bombus terrestris(Natupol Beehive (registered trademark) + TX, Cephalonomia stephanoderis + TX, Chilocorus nigritus + TX, Chrysoperla carnea (Chrysoline (registered trademark), Chrysopa (registered trademark)) + TX, Chrysoperla rufirabris (Chrysoperlarufilabris)+TX, Cirrospilus ingenuus+TX, Cirrospilus quadristriatus+TX, Citrostichus phyllocnistoides+TX, Closterocerus chamaeleon+TX, Closterocerus spp. species+TX, Coccidoxenoides perminutus (Planopar®)+TX, Coccophagus cowperi+TX, Coccophagus lycimnia+TX, Cotesia flavipes)+TX, Cotesia plutellae+TX, Cryptolaemus montrouzieri (Cryptobug®, Cryptoline®)+TX, Cybocephalus nipponicus+TX, Dacnusa sibirica (Minusa®, DacDigline®, Minex®)+TX, Delphastus catalinae (Delphastus®)+TX, Delphastus pusillus+TX, Diachasmimorpha krausii+TX, Diachasmimorpha longicauda longicaudata)+TX, Diaparsis jucunda+TX, Diaphorencyrtus aligarhensis+TX, Diglyphusisaea) (Diminex(registered trademark), Miglyphus(registered trademark), Digline(registered trademark)) + TX, species of the genus Diversinervus (Diversinervus spp.) + TX, Encarsia citrina + TX, Greenhouse parasitic wasp (Encarsia formosa) (Encarsia max(registered trademark), Encarline(registered trademark), En-Strip(registered trademark)) + TX, Encarsia guadeloupae + TX, Encarsia haitiensis + TX, Slender hoverfly (Episyrphus balteatus) (Syrphidend(registered trademark)) + TX, Eretmoceris siphonini + TX, Eretmocerus californicus (Eretmocerus californicus)+TX, desert parasitic wasp (Eretmocerus eremicus) (Enermix(registered trademark), Ercal(registered trademark), Eretline e(registered trademark), Bemimix(registered trademark))+TX, Eretmocerus hayati+TX, Eretmocerus mundus (Bemipar(registered trademark), Eretline m(registered trademark))+TX, Eretmocerus siphonini+TX, Exochomus quadripustulatus+TX, Feltiella acarisuga (Feltiline(registered trademark))+TX, Feltiella acarisuga (Spidend(registered trademark))+TX, Phopius alisanus (Fopius arisanus)+TX, Fopius ceratitivorus+TX, formononetin (Wirless Beehome®)+TX, FranklinothripsVespiformis) (Vespop(registered trademark)) + TX, Galendromus occidentalis + TX, Goniozus legneri + TX, Habrobracon hebetor + TX, Harmonia axyridis (HarmoBeetle®) + TX, Heterorhabditis bacteriophora (NemaShield HB®, Nemaseek®, Terranem-Nam®, Terranem®, Larvanem®, B-Green®, NemAttack®, Nematop®) + TX, Heterorhabditis megidis (Nemasys H®, BioNem H®, Exhibitline hm®, Larvanem-M®) + TX, Heterorhabditis spp. (LawnPatrol®) + TX, Hippodamia convergens) + TX, Hypoaspis aculeifer (Aculeifer-System®, Entomite-A®) + TX, Hypoaspis miles (Hypoline m®, Entomite-M®) + TX, Lbalia leucospoides + TX, Lecanoideus floccissimus + TX, Lemophagus errabundus + TX, Leptomastidea abnormis + TX, Leptomastix dactylopii (Leptopar®) + TX, Leptomastix epona epona)+TX, Lindorus lophanthae+TX, Lipolexis oregmae+TX, Lucilia caesar (Natufly(registered trademark))+TX, Lysiphlebus testacepestestaceipes)+TX, Macrolophus caliginosus (Mirical-N(registered trademark), Macroline c(registered trademark), Mirical(registered trademark))+TX, Mesoseiulus longipes+TX, Metaphycus flavus+TX, Metaphycus lounsburyi+TX, Micromus angulatus (Milacewing(registered trademark))+TX, Microterys flavus+TX, Muscidifurax raptorellus and Spalangia cameroni (Biopar(registered trademark))+TX, Neodryinus typhrosifei typhlocybae)+TX, Neoseiulus californicus+TX, Neoseiulus cucumeris (THRYPEX®)+TX, Neoseiulus fallacis+TX, Nesideocoris tenuis (NesidioBug®, Nesibug®) + TX, Ophyra aenescens (Biofly®) + TX, Orius insidiosus (Thripor-L®, Oriline i®) + TX, Orius laevigatus (Thripor-L®, Oriline l®) + TX, Orius majusculus (Oriline m®) + TX, Orius strigicollis (Thripor-S®) + TX, Pauesia juniperorum Juniperorum) + TX, Pediobius foveolatus + TX, Phasmarhabditis hermaphrodita (Nemaslug®) + TX, Phymastichus coffea + TX, Phytoseiulus macropilus + TX, Phytoseiulus persimilis (Spidex®, Phytoline p®) + TX, Podisus maculiventris (Podisus®) + TX, Pseudacteon curvatus + TX, Pseudacteon obtusus + TX, Pseudacteon trixspis (Pseudacteon tricuspis)+TX, Pseudaphycus maculipennis+TX, Pseudleptomastix mexicana+TX, Psyllaephagus pilosus+TX, Psyttalia concolorconcolor) (complex) + TX, Quadrastichus spp. species + TX, Rhyzobius lophanthae + TX, Rodolia cardinalis + TX, Rumina decollate + TX, Semielacher petiolatus + TX, Sitobion avenae (Ervibank®) + TX, Steinernema carpocapsae (Nematac C®, Millenium®, BioNem C®, NemAttack®, Nemastar®, Capsanem®) + TX, Steinernema feltiae (NemaShield®, Nemasys) F (registered trademark), BioNem F (registered trademark), Steinernema-System (registered trademark), NemAttack (registered trademark), Nemaplus (registered trademark), Exhibitline sf (registered trademark), Scia-rid (registered trademark), Entonem (registered trademark)) + TX, Steinernema kraussei (Nemasys L (registered trademark), BioNem L (registered trademark), Exhibitline srb (registered trademark)) + TX, Steinernema riobrave (BioVector (registered trademark), BioVektor (registered trademark)) + TX, Steinernema scapterisci (Nematac S (registered trademark)) + TX, species of the genus Steinernema (Steinernema spp.) + TX, species of the genus Steinernema (Steinernematid spp.) (Guardian Nematodes (registered trademark)) + TX, Stethorus punctillum (Stethorus (registered trademark)) + TX, Tamarixia radiata (Tamarixiaradiate)+TX, Tetrastichus setifer+TX, Thripobius semiluteus+TX, Torymus sinensis+TX, Trichogramma brassicae (Tricholine b(registered trademark))+TX, Trichogramma brassicae (Tricho-Strip(registered trademark))+TX, Trichogramma evanescens+TX, Trichogramma minutum+TX, Trichogramma ostriniae+TX, Trichogramma platneri+TX, Trichogramma plethiosum(Trichogramma pretiosum)+TX, Xanthopimpla stemmator+TX; Abscisic acid + TX, Aminomite® + TX, BioGain® + TX, bioSea® + TX, CAS number: 2643947-26-4 + TX, Chondrostereum purpureum (Chontrol Paste®) + TX, Colletotrichum gloeosporioides (Collego®) + TX, Copper octanoate (Cueva®) + TX, Delta Trap (Trapline d®) + TX, Erwinia amylovora (Harpin) (ProAct®), Ni-HIBIT Gold CST(registered trademark))+TX, fatty acids derived from natural by-products of extra virgin olive oil (FLIPPER(registered trademark))+TX, ferric phosphate (Ferramol(registered trademark))+TX, funnel trap (Trapline y(registered trademark))+TX, Gallex(registered trademark)+TX, Grower's Secret(registered trademark)+TX, homobrassonolide+TX, iron phosphate (Lilly Miller Worry Free Ferramol Slug & Snail Bait(registered trademark))+TX, MCP hail trap (Trapline f(registered trademark))+TX, Microctonus hyperodae+TX, Mycoleptodiscus terrestris (Des-X(registered trademark))+TX, Nosema locustae (Semaspore Organic Grasshopper Control(registered trademark))+TX, pheromone trap (Thripline ams(registered trademark)) + TX, potassium bicarbonate (MilStop(registered trademark)) + TX, potassium iodide + potassium thiocyanate (Enzicur(registered trademark)) + TX, potassium salt of fatty acid (Sanova(registered trademark)) + TX, potassium silicate solution (Sil-Matrix(registered trademark)) + TX, spider venom + TX, sticky trap (Trapline)YF(registered trademark), Rebell Amarillo(registered trademark))+TX, SuffOil-X(registered trademark)+TX, Trap(Takitrapline y+b(registered trademark))+TX; Bacillus mojavensis strain R3B (acceptance number NCAIM(P)B001389) (International Publication No. 2013 / 034938) + TX, Bacillus pumilus, in particular strain BU F-33 (BASF CARTISSA®, EPA registration number 71840-19) with NRRL acceptance number 50185 + TX, Bacillus subtilis, Bacillus sp., in particular strain D747 (available as DOUBLE NICKEL® from Kumiai Chemical Industry Co., Ltd.), with acceptance number FERM BP-8234, U.S. Patent No. 7,094,592 + TX, Bacillus subtilis Bacillus subtilis var. amyloliquefaciens strain FZB24 (available from Novozymes as TAEGRO® or TAEGRO® ECO (EPA registration number 70127-5)) +TX, with strain BU1814 (VELONDIS® PLUS, VELONDIS® FLEX, and VELONDIS® EXTRA from BASF SE, acceptance number DSM 10271), Bacillus subtilis, particularly strain QST713 / AQ713 (NRRL acceptance number B-21661, described in U.S. Patent No. 6,060,051, Bayer CropScience Paenibacillus polymyxa, particularly strain AC-1 (e.g., TOPSEED® from Green Biotech Company Ltd.) +TX, with acceptance number NRRL B-50972 or acceptance number NRRL B-67129 (Paenibacillus sp.)), International Publication No. 2016 / 154297+TX, Pantoea agglomerans, in particular strain E325 (acceptance number NRRL B-21856) (available as BLOOMTIME BIOLOGICAL® FD BIOPESTICIDE from Northwest Agri Products)+TX, Pseudomonas proradix (e.g., PRORADIX® from Sourcon Padena)+TX; Aureobasidium pullulans, in particular spores of strain DSM 14940, spores of strain DSM 14941, or a mixture of spores of strains DSM14940 and DSM14941 (e.g., BOTECTOR® and BLOSSOM PROTECT® from bio-ferm,CH) + TX, Pseudozyma aphidis (disclosed in International Publication No. 2011 / 151819 by Yissum Research Development Company of the Hebrew University of Jerusalem) + TX, Saccharomyces cerevisiae, in particular Lesaffre et al. Strains CNCM No. 1-3936, CNCM No. 1-3937, CNCM No. 1-3938 or CNCM No. 1-3939 from Compagnie, FR (International Publication No. 2010 / 086790) + TX; Agrobacterium radiobacter strain K84 (e.g., GALLTROL-A® from AgBioChem, CA) + TX, Bacillus amyloliquefaciens isolate B246 (e.g., AVOGREEN® from University of Pretoria) + TX, Bacillus amyloliquefaciens strain F727 (also known as strain MBI110) (NRRL acceptance number B-50768, International Publication No. 2014 / 028521) (STARGUS® from Marrone Bio Innovations) + TX, Bacillus amyloliquefaciens strain FZB42, acceptance number DSM 23117 (available as RHIZOVITAL® from ABiTEP, DE) + TX, Bacillus amyloliquefaciens, particularly strain D747 (available as Double Nickel® from Kumiai Chemical Industry Co., Ltd., with acceptance number FERM BP-8234, U.S. 7,094,Specification No. 592) + TX, Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (QUARTZO® (WG) and PRESENCE® (WP) manufactured by FMC Corporation) + TX, Bacillus licheniformis, in particular strain SB3086 with acceptance number ATCC55406, International Publication No. 2003 / 000051 (available from Novozymes as ECOGUARD® Biofungicide and GREEN RELEAF®) + TX, Bacillus methylotrophicus strain BAC-9912 (manufactured by the Chinese Academy of Sciences' Institute of Applied Ecology) + TX, Bacillus mycoides mycoides), isolate, acceptance number B-30890 (available from Certis USA LLC as BMJ TGAI® or WG and LifeGard®) + TX, Bacillus pumilus, in particular strain GB34 (available from Bayer AG, DE as Yield Shield®) + TX, Bacillus pumilus, in particular strain QST2808 (available from Bayer CropScience LP, US as SONATA®, acceptance number NRRL B-30087, US 6,245,(as described in Specification No. 551) +TX, Bacillus subtilis CX-9060 +TX from Certis USA LLC, Bacillus subtilis IAB / BS03 (AVIV (trademark) from STK Bio-Ag Technologies, PORTENTO (registered trademark) from Idai Nature) +TX, Bacillus subtilis KTSB strain (FOLIACTIVE (registered trademark) from Donaghys) +TX, Bacillus subtilis strain BU1814 (VELONDIS (registered trademark) PLUS, VELONDIS (registered trademark) FLEX and VELONDIS (registered trademark) EXTRA from BASF SE) +TX, Bacillus subtilis strain GB03 (available as Kodiak (registered trademark) from Bayer AG, DE) +TX, Bacillus subtilis Bacillus subtilis strain MBI 600 (available from BASF SE as SUBTILEX), acceptance number NRRL B-50595, U.S. Patent No. 5,061,495 + TX, Bacillus subtilis strain Y1336 (available from Bion-Tech, Taiwan as BIOBAC® WP, registered in Taiwan as a biological fungicide under registration numbers 4764, 5454, 5096 and 5277) + TX, Bacillus subtilis var. amyloliquefaciens strain FZB24 (available from Novozymes as TAEGRO® or TAEGRO® ECO (EPA registration number 70127-5)) + TX, Bacillus subtilis subtilis)Y1336(Bion-Tech,Paenibacillus epiphyticus (International Publication No. 2016 / 020371) +TX from BASF SE, Paenibacillus polymyxa ssp. plantarum (International Publication No. 2016 / 020371) +TX from BASF SE, Paenibacillus sp. strains with acceptance number NRRL B-50972 or acceptance number NRRL B-67129, International Publication No. 2016 / 154297 +TX, Pseudomonas chlororaffis Pseudomonas chlororaphis strain AFS009, acceptance number NRRL B-50897, International Publication No. 2017 / 019448 (e.g., HOWLER® and ZIO® by AgBiome Innovations, US) + TX, Pseudomonas chlororaphis, in particular strain MA342 (e.g., CEDOMON®, CERALL®, and CEDRESS® by Bioagri and Koppert) + TX, Pseudomonas fluorescens strain A506 (e.g., BLIGHTBAN® A506 by NuFarm) + TX, Pseudomonas proradix (e.g., PRORADIX® by Sourcon Padena) + TX, Streptomyces glyceobilidis griseoviridis) strain K61 (also known as Streptomyces galbus strain K61) (acceptance number DSM 7206) (MYCOSTOP® by Verdera, PREFENCE® by BioWorks, Crop Protection 2006, 25)See pages 468-475) +TX, Streptomyces lydicus strain WYEC108 (also known as Streptomyces lydicus strain WYCD108US) (manufactured by Novozymes under ACTINO-IRON® and ACTINOVATE®) +TX; Trichoderma atroviride, strain T11 (IMI352941 / CECT20498) + TX; Ampelomyces quisqualis strain AQ10 (e.g., AQ10® by IntrachemBio Italia) + TX with acceptance number CNCM 1-807; Ampelomyces quisqualis, in particular strain AQ10 (e.g., AQ10® by IntrachemBio Italia) + TX; Aspergillus flavus strain NRRL 21882 (product known as AFLA-GUARD® by Syngenta / ChemChina) + TX; Aureobasidium pullulans, in particular strain DSM 14941 spores + TX, Aureobasidium pullulans, especially strain DSM14940 spores + TX, Aureobasidium pullulans, especially a mixture of spores of strains DSM14940 and DSM14941 (e.g., bio-ferm,Botector® by CH + TX, Chaetomium cupreum (acceptance number CABI 353812) (e.g., BIOKUPRUM® by AgiLife) + TX, Chaetomium globosum (available as RIVADIOM® by Rivale) + TX, Cladosporium cladosporioides, strain H39, acceptance number CBS122244, U.S. Patent Application Publication No. 2010 / 0291039 (by Stichting Dienst Landbouwkundig Onderzoek) + TX, Coniothyrium minitans, particularly strain CON / M / 91-8 (acceptance number DSM9660, e.g., Bayer CropScience Biologics) Contans(registered trademark) +TX from GmbH, Cryptococcus flavescens, strain 3C (NRRL Y-50378) +TX, Dactylaria candida, Dilophosphora alopecuri (available as TWIST FUNGUS(registered trademark)), Fusarium oxysporum, strain Fo47 (available as FUSACLEAN(registered trademark) from Natural Plant Protection) +TX, Gliocladium catenulatum (synonym: Clonostachys rosea f. catenulate) strain J1446 (e.g., Prestop(registered trademark) by Lallemand) +TX, Gliocladium roseum roseum) (also known as Clonostachys rosea f rosea) strain IK726 (Jensen DF,(et al. Development of a biocontrol agent for plant disease control with special emphasis on the near commercial fungal antagonist Clonostachys rosea strain 'IK726', Australasian Plant Pathol. 2007, 36(2):95-101) + TX, Gliocladium roseum (also known as Clonostachys rosea f rosea), particularly strain 321U from Adjuvants Plus, strain ACM941 disclosed in Xue AG (Efficacy of Clonostachys rosea strain ACM941 and fungicide seed treatments for controlling the root tot complex of field pea, Can Jour Plant Sci 2003, 83(3): 519-524) + TX, Metschnikowia fructicola, particularly strain NRRL Y-30752+TX, Microsphaeropsis ochracea, Penicillium steckii (DSM 27859, International Publication No. 2015 / 067800) +TX manufactured by BASF SE, A mixture of Trichoderma asperellum strain ICC 012 (also known as Trichoderma harzianum ICC012) with acceptance number CABI CC IMI 392716 and Trichoderma gamsii (formerly T. viride) strain ICC 080 (e.g., BIO-TAM® from Isagro USA, Inc. or BIODERMA® by Agrobiosol de Mexico, SAde CV) with acceptance number IMI 392151 + TX, Penicillium vermiculatum + TX, and Phlebiopsis gigantea strain VRA 1992 (Danstar). ROTSTOP(registered trademark) C) + TX from Ferment, Pseudozyma flocculosa, strain PF-A22 UL (available as SPORODEX(registered trademark) L from Plant Products Co., CA) + TX, Saccharomyces cerevisiae strain LAS117 cell wall (CEREVISANE(registered trademark) from Lesaffre, ROMEO(registered trademark) from BASF SE) + TX, Saccharomyces cerevisiae strains CNCM No. 1-3936, CNCM No. 1-3937, CNCM No. 1-3938, CNCM No. 1-3939 from Lesaffre et Compagnie, FR (International Publication No. 2010 / 086790) + TX, Saccharomyces cerevisiae Cerevisiae), especially strain LASO2 (from Agro-Levures et Derives) + TX, Simplicillium lanosoniveum + TX, strain T34 (e.g., T34 Biocontrol by Biocontrol Technologies SL, ES) or strain ICC 012 + TX from Isagro, strain WRL-076 (NRRLY-30842), U.S. Patent No. 7,579,183 + TX, Talaromyces flavus, strain V117b + TX, Trichoderma asperelloides JM41R (acceptance number NRRL B-50759) (TRICHO PLUS® manufactured by BASF SE) + TX, Trichoderma sperellum, in particular strain SKT-1, acceptance number FERM P-16510 (e.g., ECO-HOPE® manufactured by Kumiai Chemical Industry) + TX, Trichoderma asperellum, in particular strain kd (e.g., T-Gro manufactured by Andermatt Biocontrol) + TX, Trichoderma atroviride strain 77B (Andermatt Biocontrol's T77)+TX, Trichoderma atroviride strain ATCC 20476 (IMI 206040)+TX, Trichoderma atroviride strain LC52 (e.g., Tenet by Agrimm Technologies Limited)+TX, Trichoderma atroviride strain LU132 (e.g., Sentinel by Agrimm Technologies Limited)+TX, Trichoderma atroviride strain NMI number V08 / 002388+TX, Trichoderma atroviride strain NMI number V08 / 002389+TX, Trichoderma atroviride (Trichoderma Trichoderma atroviride strain NMI number V08 / 002390+TX, Trichoderma atroviride strain number V08 / 002387+TX, Trichoderma atroviride strain SKT-1 (FERMP-16510), Japanese Patent Publication No. 11-253151 + TX, Trichoderma atroviride strain SKT-2 (FERMP-16511), Japanese Patent Publication No. 11-253151 + TX, Trichoderma atroviride strain SKT-3 (FERMP-17021), Japanese Patent Publication No. 11-253151 + TX, Trichoderma atroviride, particularly strain SC1 (acceptance number CBS 122089, International Publication No. 2009 / 116106 and U.S. Patent No. 8,431,120 (from Bi-PA)) + TX, Trichoderma atroviride strain CNCM 1-1237 (e.g., Esquive® WP from Agrauxine, FR) + TX, Trichoderma fertile (e.g., BASF product TrichoPlus) + TX, Trichoderma gamsii (formerly T. viride) + TX, Trichoderma gamsii (formerly T. viride) strain ICC 080 (IMI CC 392151 CABI) (available as BIODERMA® by AGROBIOSOL DE MEXICO, SADE CV) + TX, Trichoderma gamsii strain ICC080 (IMI CC 392151 CABI, e.g., AGROBIOSOL DE MEXICO, SADE BioDerma + TX by CV, Trichoderma harmatum + TX, Trichoderma harmatum +TX, Trichoderma harzianum +TX, Trichoderma harzianum rifai T39 (e.g., Trichodex® from Makhteshim, US) +TX, Trichoderma harzianum strain Cepa Simb T5 (from Simbiose Agro) +TX, Trichoderma harzianum strain DB 103 (available as T-GRO® 7456 from Dagutat Biolab) +TX, Trichoderma harzianum strain ITEM 908 (e.g., Trianum-P from Koppert) + TX, Trichoderma harzianum strain T-22 (e.g., Trianum-P from Andermatt Biocontrol or Koppert) + TX, Trichoderma harzianum strain TH35 (e.g., Root-Pro by Mycontrol) + TX, Trichoderma polysporum strain IMI 206039 (e.g., Binab TF WP by BINAB Bio-Innovation AB, Sweden) + TX, Trichoderma stromaticum with acceptance number Ts3550 (e.g., Tricovab by CEPLAC, Brazil) + TX, Trichoderma virens (Gliocladium virens) Also known as virens), especially strain GL-21 (e.g., Certis,Ulocladium audemancyi with SoilGard (US) + TX, Trichoderma virens strain G-41 (formerly known as Gliocladium virens) (acceptance number ATCC 20906) (e.g., ROOTSHIELD® PLUS WP and TURFSHIELD® PLUS WP from BioWorks, US) + TX, Trichoderma viride, especially strain B35 (Pietr et al., 1993, Zesz. Nauk. AR w Szczecinie 161:125-137) + TX, Trichoderma viride strain TV1 (e.g., Trianum-P by Koppert) + TX, acceptance number NM 99 / 06216 oudemansii) strain U3 (e.g., BOTRY-ZEN® by Botry-Zen Ltd, New Zealand and BOTRYSTOP® from BioWorks, Inc.) + TX, Verticillium albo-atrum (formerly V. dahliae), strain WCS850 with acceptance number WCS850 deposited at the Central Bureau for Fungi Cultures (e.g., DUTCH TRIG® by Tree Care Innovations) + TX, Verticillium chlamydosporium + TX; A mixture of Azotobacter vinelandii and Clostridium pasteurianum (available as INVIGORATE® from Agrinos) + TX, a mixture of Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (available as QUARTZO® (WG) and PRESENCE® (WP) from FMC Corporation) + TX, Azorhizobium caulinodans, especially strain ZB-SK-5 + TX, Azospirillum brasilense (e.g., VIGOR® from KALO, Inc.) + TX, Azospirillum lipoferum Bacillus lipoferum (e.g., VERTEX-IF™ manufactured by TerraMax, Inc.) + TX, Azotobacter chroococcum, especially strain H23 + TX, Azotobacter vinelandii, especially strain ATCC 12837 + TX, Bacillus amyloliquefaciens BS27 (acceptance number NRRL B-5015) + TX, Bacillus amyloliquefaciens, especially strain FZB42 (e.g., RHIZOVITAL™ manufactured by ABiTEP, DE) + TX, Bacillus amyloliquefaciens Bacillus amyloliquefaciens), especially strain IN937a+TX, Bacillus amyloliquefaciens pm414 (LOLI-PEPTA® manufactured by Biofilm Crop Protection)+TX, Bacillus amyloliquefaciensBacillus amyloliquefaciens)SB3281 (ATCC#PTA-7542, International Publication No. 2017 / 205258) + TX, Bacillus amyloliquefaciens TJ1000 (available from Novozymes as QUIKROOTS®) + TX, Bacillus cereus member EE128 (NRRL number B-50917) + TX, Bacillus cereus member EE349 (NRRL number B-50928) + TX, Bacillus cereus, especially strain BP01 (ATCC 55675, e.g., MEPICHLOR® from Arysta Lifescience, US) + TX, Bacillus mycoides Bacillus mycoides BT155 (NRRL number B-50921) + TX, Bacillus mycoides BT46-3 (NRRL number B-50922) + TX, Bacillus mycoides EE118 (NRRL number B-50918) + TX, Bacillus mycoides EE141 (NRRL number B-50916) + TX, Bacillus pumilus, especially strain GB34 (e.g., YIELD SHIELD (registered trademark) from Bayer Crop Science, DE) + TX, Bacillus pumilus, especially strain QST2808 (acceptance number NRRL number B-30087) + TX, Bacillus siamensis Bacillus subtilis, particularly strain KCTC 13613T+TX, Bacillus subtilis, particularly strain AQ30002 (acceptance number NRRL, acceptance number B-50421 and U.S. Patent Application Publication No. 13 / 330,576)+TX, Bacillus subtilis, particularly strain AQ30004 (acceptance number NRRL, acceptance number B-50455 and U.S. Patent Application Publication No. 13 / 330,576)+TX, Bacillus subtilisBacillus subtilis, especially strain MBI 600 (e.g., SUBTILEX® from BASF SE) + TX, Bacillus subtilis rm303 (RHIZOMAX® from Biofilm Crop Protection) + TX, Bacillus subtilis strain BU1814 (available from BASF SE as TEQUALIS®) + TX, Bacillus tequilensis, especially strain NII-0943 + TX, Bacillus thuringiensis BT013A (NRRL number B-50924), also known as Bacillus thuringiensis 4Q7 + TX, soybean rhizobia (Bradyrhizobium) japonicum (e.g., Novozymes' OPTIMIZE®) + TX, Delftia acidovorans, especially strain RAY209 (e.g., Brett Young Seeds' BIOBOOST®) + TX, Lactobacillus sp. (e.g., LACTOPLANT® from LactoPAFI) + TX, Mesorhizobium cicer (e.g., NODULATOR from BASF SE) + TX, Paenibacillus polymyxa, especially strain AC-1 (e.g., TOPSEED® from Green Biotech Company Ltd.) + TX, Pseudomonas aeruginosa, especially strain PN1 + TX, Pseudomonas proradix (e.g., Sourcon PRORADIX® (registered trademark) + TX from Padena, Hairy vetch rhizobia (Rhizobium leguminosarium biovar viciae) (e.g., NODULATOR from BASF SE) + TX, Rhizobium leguminosariumLeguminosarum), especially strain bv. viceae Z25 (acceptance number CECT 4585) + TX; Serratia marcescens, especially strain SRM (acceptance number MTCC 8708) + TX; Alfalfa rhizobia (Sinorhizobium meliloti) strain NRG-185-1 (NITRAGIN® GOLD from Bayer CropScience) + TX; Thiobacillus sp. (e.g., CROPAID® from Cropaid Ltd UK) + TX; Myrothecium verrucaria strain AARC-0255 (e.g., DiTera® from Valent Biosciences) + TX, Penicillium bilaii strain ATCC 22348 (e.g., JumpStart® from Acceleron BioAg) + TX, Penicillium bilaii strain ATCC ATCC20851 + TX, Purpureocillium lilacinum (formerly known as Paecilomyces lilacinus) strain 251 (AGAL 89 / 030550, e.g., BioAct from Bayer CropScience Biologics GmbH) + TX, Pythium oliligandrum Pythium oligandrum strain DV74+TX, Pythium oligandrum strain M1 (ATCC 38472, e.g., Polyversum from Bioprepraty, CZ)+TX, Rhizopogon amylopogon (Myco-Sol from Agri-Enterprise, LLC (formerly Helena Chemical Company))+TX, Rhizopogon fulvigleba (Myco-Sol from Agri-Enterprise, LLC (formerly Helena Chemical Company))+TX, Talaromyces flavus strain V117b+TX, Trichoderma asperellum strain (Plant Health Products,Eco-T)+TX from ZA, Trichoderma asperellum strain kd (e.g., T-Gro from Andermatt Biocontrol)+TX, Trichoderma atroviride, particularly strain number V08 / 002387+TX, Trichoderma atroviride strain CNCM 1-1237 (e.g., Esquive® WP from Agrauxine, FR)+TX, Trichoderma atroviride strain LC52 (also known as Trichoderma atroviride strain LU132, e.g., Sentinel from Agrimm Technologies Limited)+TX, Trichoderma atroviride Trichoderma atroviride strain number NMI number V08 / 002388+TX, Trichoderma atroviride strain number NMI number V08 / 002389+TX, Trichoderma atroviride strain number NMI number V08 / 002390+TX, Trichoderma atroviride strain SC1 (described in International Publication No. 2009 / 116106)+TX, Trichoderma harzianum strain 1295-22+TX, Trichoderma harzianum strain ITEM 908+TX, Trichoderma harzianum strain T-22 (e.g., Andermatt Biocontrol or Koppert's Trianum-P)+TX, Trichoderma harzianum strain TSTh20+TX, Trichoderma virens strain GI-3+TX, Trichoderma virens strain GL-21 (e.g., Certis,SoilGard® (USA-made) +TX, Trichoderma viride strain B35 (Pietr et al., 1993, Zesz. Nauk. AR w Szczecinie 161:125-137) +TX, Verticillium albo-atrum (formerly V. dahliae) strain WCS850 (CBS 276.92, e.g., Dutch Trig from Tree Care Innovations) +TX; Agrobacterium radiobacter strain K84 (Galltrol from AgBiochem Inc.) + TX, Bacillus amyloliquefaciens, especially strain PTS-4838 (e.g., AVEO from Valent Biosciences, US) + TX, Bacillus mycoides, isolate J. (e.g., BmJ from Certis USA LLC) + TX, Bacillus sphaericus, especially Serotype H5a5b strain 2362 (strain ABTS-1743) (e.g., VECTOLEX® from Valent BioSciences, US) + TX, Bacillus thuringiensis israelensis strain BMP 144 (e.g., Becker Microbial Products IL's AQUABAC(registered trademark)+TX, Bacillus thuringiensis subsp. aizawai strain GC-91+TX, Bacillus thuringiensis subsp. aizawai, especially serotype H-7 (e.g., FLORBAC(registered trademark) WG from Valent BioSciences, US)+TX, Bacillus thuringiensis subsp. aizawai, especially strain ABTS-1857 (SD-1372, e.g., XENTARI(registered trademark) from Valent BioSciences)+TX, Bacillus thuringiensis subsp. israelensis (serotype H-14) strain AM65-52 (acceptance number ATCC) 1276) (e.g., VECTOBAC® by Valent BioSciences, US) + TX, Bacillus thuringiensis subsp. crustachyBacillus thuringiensis subsp. kurstaki strain ABTS 351 + TX, Bacillus thuringiensis subsp. kurstaki strain BMP 123 (BARITONE, manufactured by Becker Microbial Products, IL and Bayer CropScience) + TX, Bacillus thuringiensis subsp. kurstaki strain EG 2348 (LEPINOX, manufactured by Certis, US) + TX, Bacillus thuringiensis subsp. kurstaki strain EG 7841 (CRYMAX®, manufactured by Certis, US) + TX, Bacillus thuringiensis subsp. kurstaki strain HD-1 (e.g., Valent BioSciences, US-made DIPEL(registered trademark) ES) + TX, Bacillus thuringiensis subsp. kurstaki strain PB 54 + TX, Bacillus thuringiensis subsp. kurstaki strain SA 11 (Certis, US-made JAVELIN) + TX, Bacillus thuringiensis subsp. kurstaki strain SA 12 (Certis, US-made THURICIDE) + TX, Bacillus thuringiensis subsp. tenebrionis strain NB 176 (SD-5428, e.g., BioFa DE-made NOVODOR(registered trademark) FC) + TX, Bacillus thuringiensis variety Colmeli (Bacillus Bacillus thuringiensis var. Colmeri) (e.g., TIANBAOBTC by Changzhou Jianghai Chemical Factory) + TX, Bacillus thuringiensis var. japonensisBacillus thuringiensis var. kurstaki strain EVB-113-19 (e.g., BIOPROTEC® from AEF Global) +TX, Brevibacillus laterosporus +TX, Burkholderia spp. species, especially Burkholderia rinojensis strain A396 (also known as Burkholderia rinojensis strain MBI 305) (acceptance number NRRL B-50319, international publications 2011 / 106491 and 2013 / 032693, e.g., MBI206 from Marrone Bio Innovations) TGAI and ZELTO (registered trademarks) + TX, Chromobacterium subtsugae, especially strain PRAA4-1T (e.g., MBI-203, e.g., GRANDEVO (registered trademark) from Marrone Bio Innovations) + TX, Lecanicillium muscarium Ve6 (MYCOTAL from Koppert) + TX, Paenibacillus popilliae (formerly Bacillus popilliae, e.g., St.MILKY SPORE POWDER (trademark) or MILKY SPORE GRANULAR (trademark) manufactured by Gabriel Laboratories + TX; Serratia entomophila (e.g., INVADE (registered trademark) by Wrightson Seeds) + TX; Serratia marcescens, especially strain SRM (acceptance number MTCC 8708) + TX; Trichoderma asperellum (TRICHODERMAX manufactured by Novozymes) + TX; Wolbachia pipientis ZAP strain (e.g., ZAP MALES (registered trademark) manufactured by MosquitoMate) + TX; Beauveria bassiana strain ATCC 74040 (e.g., NATURALIS® from Intrachem Bio Italia) + TX, Beauveria bassiana strain ATP02 (acceptance number DSM 24665), strain Apopka 97 (PREFERAL® from SePRO) + TX, Beauveria bassiana strain GHA (acceptance number ATCC74250, e.g., BOTANIGUARD® ES and MYCONTROL-O® from Laverlam International Corporation) + TX, Metarhizium anisopliae 3213-1 (deposited under NRRL acceptance number 67074, disclosed in International Publication No. 2017 / 066094, Pioneer Hi-Bred International) +TX, Metarhizium robertsii 15013-1 (deposited under NRRL receipt number 67073) +TX, Metarhizium robertsii 23013-3 (deposited under NRRL receipt number 67075) +TX, Paecilomyces lilacinus strain 251 (MELOCON® registered trademark from Certis, US) +TX; Cydia pomonella (codlinga) granulovirus (GV) + TX, Helicoverpa armigera (tobacco budworm) nuclear polyhedra disease virus (NPV) + TX, Adoxophyes orana (apple leafroller) granulovirus (GV) + TX, Spodoptera exigua (white fall armyworm) mNPV + TX, Spodoptera frugiperda (white fall armyworm) mNPV + TX; Species of the genus Burkholderia (Burkholderia spp.), especially Burkholderia cepacia (formerly known as Pseudomonas cepacia) + TX, species of the genus Gigaspora + TX, species of the genus Glomus + TX, species of the genus Laccaria + TX, Lactobacillus buchneri + TX, species of the genus Paraglomus + TX, Pisolithus tinctorus + TX, species of the genus Pseudomonas + TX, species of the genus Rhizobium, especially clover rhizobia (Rhizobium) trifolii)+TX, Rhizopogon spp.+TX, Scleroderma spp.+TX, Streptomyces spp.+TX, Suillus spp.+TX, Agrobacterium spp.+TX, Azorhizobium caulinodans+TX, Azospirillum spp.+TX, Azotobacter spp.+TX, Bradyrhizobium spp.+TX, Gigaspora monosporum+TX; Garlic (Allium sativum) (NEMGUARD by Eco-Spray, BRALIC by ADAMA) + TX, Armour-Zen + TX, Wormwood (Artemisia absinthium) + TX, Biokeeper WP + TX, Brassicaceae extract, especially rapeseed powder or mustard powder + TX, Cassia nigricans + TX, Celastrus angulatus + TX, American anthelminticum (Chenopodium anthelminticum) + TX, Quinoa (Chenopodium quinoa) saponin extract from quinoa seeds (e.g., Heads Up plant Protectants,CA-made Head Up (Saponins of Quinoa) + TX, Chitin + TX, Dryopteris filix-mas + TX, Equisetum arvense + TX, Fortune Aza + TX, Fungastop + TX, Melaleuca alternifolia extract (STK-made TIMOREX GOLD) + TX, Natural Blad polypeptide extracted from lupine seeds (FMC-made FRACTURE) + TX, Natural Blad polypeptide extracted from lupine seeds (Certis EU-made PROBLAD) + TX, Pyrethrins + TX, Quassia amara + TX, Quercus + TX, Quillaja extract (BASF-made QL AGRI 35) + TX, Marrone Bio-made REGALIA MAXX+TX, Requiem® Insecticide+TX, Japanese knotweed (Reynoutria sachalinensis) extract (REGALLIA)+TX, ryania / ryanodine+TX, Symphytum officinale+TX, Tansy (Tanacetum vulgare)+TX, Thymol+TX, Thymol mixed with geraniol (CEDROZ, Eden Research)+TX, Thymol mixed with geraniol and eugenol (MEVALONE, Eden Research)+TX, Triact 70+TX, TriCon+TX, Nasturtium (Tropaeulum majus)+TX, Urtica dioica+TX, Veratrine+TX, Viscum album+TX; Mercuric oxide + TX, octylinone + TX, thiophanate-methyl + TX; MGK 264 + TX, 2-(2-butoxyethoxy)ethyl piperonylate + TX, 2-isovalerylindan-1,3-dione + TX, 4-(quinoxaline-2-ylamino)benzenesulfonamide + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohexa-2-enone + TX, acibenzolar + TX, acibenzolar-S-methyl + TX, alpha-bromadiolone + TX, alpha-chlorohydrin + TX, aluminum phosphide + TX, anthraquinone + TX, anthu + TX, arsenic trioxide + TX, barium carbonate + TX X, Benoxacol + TX, Bisthiosemi + TX, Brodifacum + TX, Bromadiolon + TX, Bromethalin + TX, Calcium cyanide + TX, Chloralose + TX, Chlorophacinone + TX, Cholecalciferol + TX, Croquintocet (including Croquintocet-Mexyl) + TX, Copper naphthenate + TX, Copper oxychloride + TX, Coumacrol + TX, Coumafuryl + TX, Coumatetralyl + TX, Crimidine + TX, Cyprosulfamide + TX, Diazinon + TX, Dichlormid + TX, Dicyclopentadiene + TX, Diphenacum + TX, Difethiaron + TX, Difacinone + TX, Ergocalciferol + TX, Farnesol + TX, Farnesol and Nerolidol + TX, Fenchlorazole (including fenchlorazole-ethyl) + TX, Fenchlorim + TX, Furocumafen + TX, Fluoroacetamide + TX, Flupropazine + TX, Flupropazine hydrochloride + TX, Fluxofenim + TX, Frillazole + TX, Gamma-HCH + TX, Guazatine + TX, Guazatine acetate + TX, HCH + TX, Hydrogen cyanide + TX, Imanine + TX, Iodomethane + TX, Isoxadifen (containing isoxadifen-ethyl) + TX, Lindane + TX, Magnesium phosphide + TX, MB-599 + TX, Mefenyphen (containing mefenyphen-diethyl) + TX, Metocamifen + TX, Methiocarb + TX, Methyl bromide + TX, Nerolidol + TX, Norbolmid + TX, Petroleum + TX, Fosacetim + TX, Phosphine + TX, Phosphate + TX, Pincdon + TX, Piperonyl butoxide + TX, Piprotal + TX, Potassium arsenite + TX, Probenazole + TX, Propyl isomer + TX, Pyridine-4-amine + TX,Pyrinulone + TX, Japanese knotweed (Reynoutria sachalinensis) extract + TX, Ribavirin + TX, S421 + TX, Ciriloside + TX, Sesamex + TX, Sesasmorin + TX, Sodium arsenite + TX, Sodium cyanide + TX, Sodium fluoroacetate + TX, Strychnine + TX, Sulfoxide + TX, Thallium sulfate + TX, Thyram + TX, Trimetacarb + TX, Warfarin + TX, Zinc naphthenate + TX, Zinc phosphide + TX, Ziram + TX.

[0193] In addition, the compositions of the present invention may be applied together with one or more systemic acquired resistance inducers ("SAR" inducers). SAR inducers are known, for example, as described in U.S. Patent No. 6,919,298, and include, for example, salicylates and the commercially available SAR inducer acibenzolar-S-methyl.

[0194] The compounds of formula (I) as defined in the present invention are typically used in the form of compositions and can be applied to a planted area or a plant to be treated, simultaneously with or in succession to further compounds. These further compounds may be, for example, fertilizers or micronutrient donors or other preparations that affect plant growth. They may also be selective or non-selective herbicides, as well as insecticides, fungicides, bactericidal agents, nematicides, molluscicides, or mixtures of these preparations, together with further carriers, surfactants, or application-enhancing adjuvants as commonly used in the art of formulation, as needed.

[0195] The compounds of formula (I) as defined in the present invention can be used in the form of a (fungicidal) composition for the control or protection of plant pathogenic microorganisms, comprising, as an active ingredient, at least one compound of formula (I) as defined in the present invention or at least one preferred individual compound defined in free form or in an agrochemically usable salt form, and at least one of the above-mentioned auxiliary agents.

[0196] Accordingly, the present invention provides a composition, preferably a fungicidal composition, comprising at least one compound of formula (I) as defined in the present invention, an agriculturally acceptable carrier, and optionally an auxiliary agent. The agriculturally acceptable carrier is, for example, a carrier suitable for agricultural use. Agricultural carriers are well known in the art. Preferably, in addition to the compound of formula (I) as defined in the present invention, the composition may contain at least one or more toxic biological compounds, such as additional fungicidal active ingredients.

[0197] Further aspects of the present invention relate to a method for controlling or preventing ectoparasitism by plant pathogenic or putrefactive microorganisms or organisms, particularly fungi, that are potentially harmful to humans, of plants, for example, useful plants, for example, crop plants, their reproductive materials, for example, seeds, harvested crops, for example, harvested food crops, or non-biological materials, the method comprising applying a compound of formula (I) as defined in the present invention or any of the preferred individual compounds defined above as an active ingredient to any part of a plant, a part of a plant or its habitat, its reproductive material, or non-biological material.

[0198] Control or prevention means reducing ectopic parasites by insects, plant pathogenic or putrefactive microorganisms, or organisms potentially harmful to humans, particularly fungi, to a level where improvement is demonstrated.

[0199] Preferred methods for controlling or preventing ectoparasitism of crop plants by plant pathogenic microorganisms, particularly fungi, include the application of a pesticide composition containing a compound of formula (I) as defined in the present invention, or at least one of the said compounds, as a foliar treatment. The frequency and amount of application will depend on the risk of ectoparasitism by the corresponding pathogen or insect. However, a compound of formula (I) as defined in the present invention can also be introduced into plants through the soil via the roots (osmotic action) by drenching the plant habitat with a liquid formulation or by applying the compound in solid form, such as granular form, to the soil (soil application). In rice crops, such granular material can be applied to flooded paddy fields. A compound of formula (I) as defined in the present invention can also be applied to seeds (coating) by either impregnating the seeds or tubers with a liquid formulation of the fungicide or coating them with a solid formulation.

[0200] Formulations such as compositions containing the compound of formula (I) as defined in the present invention, and optionally a solid or liquid additive or a monomer that encapsulates the compound of formula (I) as defined in the present invention, can typically be prepared by known methods by closely mixing and / or grinding the compound together with an expander, such as a solvent, a solid carrier, and optionally a surface-active compound (surfactant).

[0201] Methods of application for this composition, i.e., spraying, atomizing, scattering, brushing, powdering, diffusion, or pouring (these should be selected according to the intended purpose in general situations), methods for controlling the above-mentioned types of pathogens, and the use of the composition for controlling the above-mentioned types of pathogens are also subjects of the present invention. Typical concentration ratios are 0.1 to 1000 ppm, preferably 0.1 to 500 ppm of the active ingredient. The application rate per hectare is preferably 1 g to 2000 g of the active ingredient per hectare, more preferably 10 to 1000 g / ha, and most preferably 10 to 600 g / ha. When used as a seed drenching agent, a convenient application rate is 10 mg to 1 g of the active substance per kg of seed.

[0202] When the combination of the present invention is used for seed treatment, it is generally sufficient to use a ratio of the compound of formula (I) of 0.001 to 50 g per kg of seed, preferably 0.01 to 10 g per kg of seed.

[0203] Preferably, a composition comprising a compound of formula (I) according to the present invention as defined herein is applied either preventively (meaning before the onset of disease) or therapeutically (meaning after the onset of disease).

[0204] The compositions of the present invention may be any of the conventional forms, for example, two-component systems, dry seed treatment powder (DS), seed treatment emulsion (ES), seed treatment fluid concentrate (FS), seed treatment solution (LS), seed treatment water-dispersible powder (WS), seed treatment capsule suspension (CF), seed treatment gel (GF), emulsion concentrate (EC), suspension concentrate (SC), suspension emulsion (SE), capsule suspension (CS), water-dispersible granules (WG), emulsifying granules It can be employed in the form of granules (EG), water-in-oil (EO) emulsions, oil-in-water (EW) emulsions, microemulsions (ME), oil dispersions (OD), oil-miscible flowables (OF), oil-miscible liquids (OL), soluble concentrates (SL), ultra-low volume suspensions (SU), ultra-low volume liquids (UL), industrial concentrates (TK), dispersible concentrates (DC), wettable powders (WP), or any technically feasible formulation combined with agriculturally acceptable adjuvants.

[0205] Such compositions can be produced by conventional methods, for example, by mixing an active ingredient with a suitable formulation deactivator (diluent, solvent, filler, and optionally other formulation components such as surfactants, biocides, antifreezes, spreading agents, thickeners, and compounds that provide auxiliary effects). Conventional sustained-release formulations can also be used when sustained effectiveness over a long period is desired. In particular, formulations applied in spray form, such as water-dispersible concentrates (e.g., EC, SC, DC, OD, SE, EW, EO, etc.), wettable powders, and granules, may contain surfactants, such as wetting agents and dispersants, and other compounds that provide auxiliary effects, such as formaldehyde, and condensation products of naphthalene sulfonates, alkylaryl sulfonates, lignin sulfonates, fatty alkyl sulfates, and ethoxylated alkylphenols and ethoxylated fatty alcohols.

[0206] The seed coating formulation is applied to seeds in a manner known to the art, utilizing the combination and diluent of the present invention in a preferred seed coating formulation form, such as an aqueous suspension or a dry powder form having good adhesion to seeds. Such seed coating formulations are known in the art. The seed coating formulation may contain a single active ingredient or a combination of active ingredients in encapsulated form, such as slow-release capsules or microcapsules.

[0207] Generally, a formulation comprises 0.01 to 90% by weight of an active agent, 0 to 20% of an agrochemically acceptable surfactant, and 10 to 99.99% of a solid or liquid inert formulation and auxiliary agents, wherein the active agent consists of at least a compound of formula (I) as defined in this invention, together with components (B) and (C), and optionally other active agents such as particularly microbial agents or preservatives. The concentrated form of the composition generally contains about 2 to 80%, preferably about 5 to 70% by weight of the activator. The application form of the formulation may contain, for example, 0.01 to 20% by weight, preferably 0.01 to 5% by weight of the activator. Commercial products are preferably formulated as concentrates, but end users will typically use diluted formulations.

[0208] While it is preferable to incorporate commercially available products as concentrates, end users typically utilize dilute formulations. [Examples]

[0209] The following examples illustrate the present invention. Certain compounds of the present invention can be distinguished from known compounds by their greater potency at lower doses, which can be verified by those skilled in the art using the experimental procedures outlined in the examples.

[0210] Combination example

[0211] [Table 2]

[0212] By thoroughly mixing the active ingredient with an auxiliary agent and thoroughly grinding the mixture in a suitable pulverizer, a wettable powder can be obtained that can be diluted with water to form a suspension of the desired concentration.

[0213] [Table 3]

[0214] The active ingredient is thoroughly mixed with an auxiliary agent, and the mixture is thoroughly ground in a suitable mill to obtain a powder that can be used directly for seed treatment.

[0215] emulsifiable concentrate Active ingredient [compound of formula (I)] 10% Octylphenol polyethylene glycol ether 3% (4-5 mol of ethylene oxide) Calcium dodecylbenzenesulfonate 3% Castor oil polyglycol ether (ethylene oxide 35 mol) 4% Cyclohexanone 30% Xylene mixture 50%

[0216] Emulsions of any required dilution suitable for plant protection can be obtained from this concentrate by dilution with water.

[0217] [Table 4]

[0218] Ready-to-use powders are obtained by mixing the active ingredient with a carrier and grinding the mixture in a suitable mill. Such powders can also be used for drying and coating seeds.

[0219] Extruded granules Active ingredient [compound of formula (I)] 15% Sodium lignin sulfonate 2% Carboxymethylcellulose 1% Kaolin 82%

[0220] The active ingredient is mixed with an auxiliary agent and ground, and the mixture is moistened with water. The mixture is then extruded and dried in an airflow.

[0221] Coated granules Active ingredient [compound of formula (I)] 8% Polyethylene glycol (molecular weight 200) 3% Kaolin 89%

[0222] The finely ground active ingredient is uniformly applied to kaolin moistened with polyethylene glycol in a mixer. A non-dusting coated granule is thus obtained.

[0223] Suspension concentrate Active ingredient [compound of formula (I)] 40% Propylene glycol 10% Nonylphenol polyethylene glycol ether (ethylene oxide 15 mol) 6% Sodium lignin sulfonate 10% Carboxymethylcellulose 1% Silicone oil (in the form of a 75% emulsion in water) 1% water 32%

[0224] The finely ground active ingredient is tightly mixed with an auxiliary agent to obtain a suspension concentrate. By diluting this with water, a suspension of the desired dilution can be obtained. Using such dilutions, not only growing plants but also plant propagation materials can be treated by spraying, pouring, or immersion to protect them from microbial ectoparasitism.

[0225] Flowable formulation for seed treatment Active ingredient [compound of formula (I)] 40% Propylene glycol 5% Copolymer Butanol PO / EO 2% Tristyrenephenol 2% with 10-20 moles of EO 1,2-Benzisothiazolin-3-one (20% aqueous solution) 0.5% Monoazo pigment calcium salt 5% Silicone oil (in the form of a 75% emulsion in water) 0.2% Water 45.3%

[0226] The finely ground active ingredient is tightly mixed with an auxiliary agent to obtain a suspension concentrate. By diluting this with water, a suspension of the desired dilution can be obtained. Using such dilutions, not only growing plants but also plant propagation materials can be treated by spraying, pouring, or immersion to protect them from microbial ectoparasitism.

[0227] Sustained-release capsule suspension Mix 28 parts of the compound combination of formula (I) with 2 parts of aromatic solvent and 7 parts of a toluene diisocyanate / polymethylene-polyphenyl isocyanate mixture (8:1). Emulsify this mixture in a mixture of 1.2 parts of polyvinyl alcohol, 0.05 parts of antifoaming agent, and 51.6 parts of water until the desired particle size is reached. Add a mixture of 2.8 parts of 1,6-diaminohexane in 5.3 parts of water to this emulsion. Stir the mixture until the polymerization reaction is complete. The resulting capsule suspension is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersant. The capsule suspension formulation contains 28% of the active ingredient. The diameter of the capsules is 8 to 15 micrometers.

[0228] The resulting formulation is applied to seeds as an aqueous suspension using equipment suitable for the purpose.

[0229] Analysis method Throughout this specification, temperatures are expressed in degrees Celsius (°C), and "mp" indicates the melting point. LC / MS stands for liquid chromatography-mass spectrometry, and the apparatus and method are described below.

[0230] Method A: Equipment: Shimadzu LCMS 2020 mass spectrometer; Column: HALO C 18 2.7 μm, 3.0 mm × 30 mm; Mobile phase: MeCN (containing either 0.05% HCOOH or 0.05% TFA) - Water (containing either 0.05% HCOOH or 0.05% TFA); Gradient: 5% to 95% MeCN over 1.4 min, hold for 0.6 min, total run time 2.5 min; Flow rate: 1.8 mL / min; Column temperature: 50°C; Wavelength: 214 and 254 nm PDA.

[0231] Method B: Spectra were recorded using the following: an ACQUITY mass spectrometer (SQD or SQDII single quadrupole mass spectrometer) from Waters Corporation equipped with an electrospray source (polarity: positive or negative ions, capillary voltage: 3.0kV, cone voltage: 30V, extractor voltage: 3.00V, source temperature: 150°C, desolvation temperature: 400°C, cone gas flow rate: 60L / hour, desolvation gas flow rate: 700L / hour, mass range: 140~800Da), and an ACQUITY UPLC from Waters Corporation equipped with a solvent degasser, binary pump, heated column compartment, and diode array detector. Column: Waters UPLC HSS T3, 1.8 μm, 30 × 2.1 mm, Temperature: 60°C, DAD wavelength range (nm): 210~400, Solvent gradient: A = Water / Methanol 9:1 + 0.1% Formic Acid, B = Acetonitrile + 0.1% Formic Acid, Gradient: 0~100% B over 2.5 minutes, Flow rate (mL / min) 0.75.

[0232] Method C: The spectra were obtained using a Waters Corporation mass spectrometer (SQD, SQDII, or QDA single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive and negative ions), capillary voltage: 0.8~3.00kV, cone voltage: 5~30V, source temperature: 120~150℃, desolvation temperature: 350~600℃, cone gas flow rate: 50~150 l / hour, desolvation gas flow rate: 650~1000 l / hour, mass range: 110~950 Da, and a Waters Corporation Acquity UPLC: binary pump, heated column compartment, diode array detector, and ELSD, with a Waters UPLC HSS column. T3, 1.8 μm, 30 × 2.1 mm, Temperature: 60°C, DAD wavelength range (nm): 210~400, Run time: 1.5 min; Solvent: A = Water + 5% MeOH + 0.05% HCOOH, B = Acetonitrile + 0.05% HCOOH; Flow rate (mL / min) 0.85, Gradient: 0.2 min at 10% B constant composition, then 1.0 min at 10~100% B, 0.2 min at 100% B constant composition, 0.05 min at 100~10% B, 0.05 min at 10% B constant composition.

[0233] Table A below summarizes the compounds of formula (I): -LC-MC data, e.g., retention time (RT), [M+H] + etc. -Type of method (Method A or Method B), and / or - Melting point (mp).

[0234] [Table 5-1]

[0235] [Table 5-2]

[0236] [Table 5-3]

[0237] Example 1: This example illustrates the preparation of methyl N-[5-[6-[(4-fluoro-3-methoxyphenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]-8-methylimidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate (Compound 1). Step 1: Preparation of methyl 8-methylimidazo[1,2-a]pyridine-6-carboxylate [ka] A mixture of methyl 8-bromoimidazo[1,2-a]pyridine-6-carboxylate (CAS 123461608-0) (1.00 g, 3.80 mmol, 1.00 equivalent), methylboronic acid (0.460 g, 7.50 mmol, 2.00 equivalent), and potassium carbonate (1.00 g, 7.50 mmol, 2.00 equivalent) in 2-methyltetrahydrofuran (28 mL) was flushed with argon for 5 minutes. Then, XPhos Pd G4 (CAS 1599466-81-5) (0.17 g, 0.19 mmol, 0.05 equivalent) was added, and the reaction mixture was heated at 80°C and stirred for a further 16 hours. The reaction mixture was cooled to room temperature, and then water was added. The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified on a silica gel cartridge (cyclohexane / ethyl acetate) to obtain methyl 8-methylimidazo[1,2-a]pyridine-6-carboxylate as a light brown solid. LC / MS (Method C) retention time = 0.14 min; [M+H] + =190 1 H NMR(400MHz, CDCl3)δ ppm 8.81(s,1H),7.70(d,J=1.2Hz,1H),7.66(d,J=1.2Hz,1H),7.54(s,1H),3.95(s,3H),2.65(s,3H).

[0238] Step 2: Preparation of methyl 3-bromo-8-methylimidazo[1,2-a]pyridine-6-carboxylate [ka] To a stirred solution of methyl 8-methylimidazo[1,2-a]pyridine-6-carboxylate (3.00 g, 16.0 mmol, 1.00 equivalent) in acetonitrile (79 mL) at room temperature, N-bromosuccinimide (3.2 g, 17.0 mmol, 1.00 equivalent) was added, and the mixture was stirred for a further 2 hours. The reaction mixture was quenched with a saturated aqueous solution of sodium bisulfite, and the precipitate was collected by filtration. The filtered cake was washed with water and dried overnight in vacuum at 40°C. The crude residue was purified on silica gel (cyclohexane / ethyl acetate) to obtain methyl 3-bromo-8-methylimidazo[1,2-a]pyridine-6-carboxylate as a pale yellow solid. LC / MS (Method C) Retention time=0.79;[M+H] + =269 / 271 1 H NMR (400MHz, CDCl3) δ ppm 8.78 (br s, 1H), 7.68 (s, 1H), 7.60-7.64 (m, 1H), 3.99 (s, 3H), 2.60 (s, 3H).

[0239] Step 3: Preparation of 3-bromo-8-methylimidazo[1,2-a]-6-carboxylic acid [ka] Lithium hydroxide (1.25 g, 52.0 mmol, 2.00 equivalent) was added to a stirred solution of methyl 3-bromo-8-methylimidazo[1,2-a]pyridine-6-carboxylate (7.00 g, 26.0 mmol, 1.00 equivalent) in tetrahydrofuran / water (1:1; 120 mL). The resulting mixture was stirred at room temperature for 1 hour. The reaction product was diluted with water and extracted with diethyl ether. The aqueous layer was then acidified to pH=2 with 2 M aqueous HCl, the precipitate was collected by filtration, washed with water, and concentrated under reduced pressure to obtain 3-bromo-8-methylimidazo[1,2-a]pyridine-6-carboxylic acid. LC / MS (Method C) Retention time=0.44;[M+H]+=255 / 257 1H NMR (400MHz, DMSO-d6) δ ppm 13.46 (br s, 1H), 8.64 (br s, 1H), 7.82 (s, 1H), 7.58 (s, 1H), 2.54 (s, 3H).

[0240] Step 4: Preparation of 4-fluoro-3-methoxy-N-[(1-methylpyrazole-4-yl)methyl]aniline [ka] To a mixture of (1-methylpyrazole-4-yl)methaneamine (2.50 g, 22.5 mmol, 1.00 equivalent), 4-bromo-1-fluoro-2-methoxybenzene (5.53 g, 27.0 mmol, 1.20 equivalent), and potassium tert-butoxide (6.31 g, 56.2 mmol, 2.50 equivalent), toluene (80.0 mL) was added. The mixture was flushed with argon for 5 minutes, and (5-diphenylphosphanyl-9,9-dimethyl-xanthene-4-yl)-diphenylphosphan (0.651 g, 1.12 mmol, 0.05 equivalent) and tris(dibenzylideneacetone)dipalladium(0) (0.721 g, 0.787 mmol, 0.035 equivalent) were added. The reaction mixture was heated to 80°C and stirred for a further 1.5 hours. The reaction mixture was cooled to room temperature, and then water was added. The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified using a silica gel cartridge (dichloromethane / methanol) to obtain 4-fluoro-3-methoxy-N-[(1-methylpyrazole-4-yl)methyl]aniline as a brown oil. LC / MS (Method A) Retention time=0.89;[M+H] + =236

[0241] Step 5: Preparation of 3-bromo-N-(4-fluoro-3-methoxyphenyl)-8-methyl-N-[(1-methylpyrazole-4-yl)methyl]imidazo[1,2-a]pyridine-6-carboxamide [ka] To a mixture of 3-bromo-8-methylimidazo[1,2-a]pyridine-6-carboxylic acid (239 mg, 0.935 mmol, 1.00 equivalent) in N,N-dimethylformamide (10.0 mL), 1-methylimidazole (154 mg, 1.87 mmol, 2.00 equivalent) and [chloro(dimethylamino)methylene]-dimethyl-ammonium hexafluorophosphate (315 mg, 1.12 mmol, 1.20 equivalent) were added. The solution was stirred at room temperature for 15 minutes, then 4-fluoro-3-methoxy-N-[(1-methylpyrazole-4-yl)methyl]aniline (220 mg, 0.935 mmol, 1.00 equivalent) was added, and the resulting mixture was stirred at room temperature for a further 3 hours. The reaction mixture was then cooled to room temperature, and water was added. The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified on a silica gel cartridge (ethyl acetate / petroleum ether) to obtain 3-bromo-N-(4-fluoro-3-methoxyphenyl)-8-methyl-N-[(1-methylpyrazole-4-yl)methyl]imidazo[1,2-a]pyridine-6-carboxamide as a brown solid. LC / MS (Method A) Retention time=1.10;[M+H] + = 472 / 474

[0242] Step 6: Preparation of methyl N-[5-[6-[(4-fluoro-3-methoxyphenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]-8-methylimidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate (compound 1) [ka] Potassium carbonate (124 mg, 0.90 mmol, 2.50 equivalents) was added to a solution of 3-bromo-N-(4-fluoro-3-methoxyphenyl)-8-methyl-N-[(1-methylpyrazole-4-yl)methyl]imidazo[1,2-a]pyridine-6-carboxamide (170 mg, 0.360 mmol, 1.00 equivalent) and methyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridyl]carbamate (150 mg, 0.540 mmol, 1.50 equivalent) in 1,4-dioxane / water (3:1, 5 mL). The mixture was purged with an argon stream for 2 minutes, and [1,1'-bis-(diphenylphosphino)-ferrocene]-dichloropalladium(II) (40 mg, 0.054 mmol, 0.15 equivalents) was added. The resulting reaction mixture was heated to 65°C and stirred for a further 2 hours. After cooling to room temperature, the reaction mixture was filtered through a Celite pad, washed with water and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified in a silica gel cartridge (dichloromethane / methanol) to obtain methyl N-[5-[6-[(4-fluoro-3-methoxyphenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]-8-methylimidazo[1,2-a]pyridin-3-yl]-2-pyridyl]carbamate as a yellow solid. LC / MS (Method A) Retention time=0.95;[M+H]+=544 1 H NMR(400MHz,DMSO-d6)δ ppm 10.44(s,1H),8.33(d,J=1.9Hz,1H),8.10(s,1H),7.99(d,J=8.6Hz,1H),7. 72(s,1H),7.61(dd,J=8.7,2.3Hz,1H),7.55(s,1H),7.26(s,1H),7.21(dd, J=7.8,2.4Hz,1H),7.16(s,1H),6.98(dd,J=11.2,8.6Hz,1H),6.46(d,J=7. 8Hz,1H),4.85(s,2H),3.75(s,3H),3.74(s,3H),3.72(s,3H),2.43(s,3H).

[0243] Example 2: This example illustrates the preparation of methyl N-[5-[6-[(4-fluoro-3-methoxyphenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate (compound 2). Step 1: Preparation of 3-bromo-N-(4-fluoro-3-methoxyphenyl)-N-[(1-methylpyrazole-4-yl)methyl]imidazo[1,2-a]pyridine-6-carboxamide [ka] To a mixture of 3-bromoimidazo[1,2-a]pyridine-6-carboxylic acid (256 mg, 1.06 mmol, 1.00 equivalent) in N,N-dimethylformamide (10.0 mL), 1-methylimidazole (174 mg, 2.13 mmol, 2.00 equivalent) and [chloro(dimethylamino)methylene]-dimethyl-ammonium hexafluorophosphate (358 mg, 1.28 mmol, 1.20 equivalent) were added. The solution was stirred at room temperature for 15 minutes, then 4-fluoro-3-methoxy-N-[(1-methylpyrazole-4-yl)methyl]aniline (250 mg, 1.06 mmol, 1.00 equivalent) was added, and the resulting solution was stirred at room temperature for a further 3 hours. The reaction mixture was cooled to room temperature, and then water was added. The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified on a silica gel cartridge (ethyl acetate / petroleum ether) to obtain 3-bromo-N-(4-fluoro-3-methoxyphenyl)-N-[(1-methylpyrazole-4-yl)methyl]imidazo[1,2-a]pyridine-6-carboxamide as a brown gum. LC / MS (Method A) Retention time=1.04;[M+H] + =458 / 460

[0244] Step 2: Preparation of methyl N-[5-[6-[(4-fluoro-3-methoxyphenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate (compound 2) [ka] Potassium carbonate (133 mg, 0.96 mmol, 2.00 equivalents) was added to a solution of 3-bromo-N-(4-fluoro-3-methoxyphenyl)-N-[(1-methylpyrazole-4-yl)methyl]imidazo[1,2-a]pyridine-6-carboxamide (220 mg, 0.480 mmol, 1.00 equivalent) and methyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridyl]carbamate (200 mg, 0.720 mmol, 1.50 equivalent) in 1,4-dioxane / water (4:1, 5 mL). The mixture was purged with an argon stream for 2 minutes, and [1,1'-bis-(diphenylphosphino)-ferrocene]-dichloropalladium(II) (35 mg, 0.048 mmol, 0.10 equivalents) was added. The resulting reaction mixture was heated to 65°C and stirred for a further 2 hours. After cooling to room temperature, the reaction mixture was filtered through a Celite pad, washed with water and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude residue was purified in a silica gel cartridge (dichloromethane / methanol) to obtain methyl N-[5-[6-[(4-fluoro-3-methoxyphenyl)-[(1-methylpyrazole-4-yl)methyl]carbamoyl]imidazo[1,2-a]pyridin-3-yl]-2-pyridyl]carbamate as a white solid. LC / MS (Method A) Retention time=0.92;[M+H] + =530 1H NMR(400MHz,DMSO-d6)δ ppm 10.46(s,1H),8.40(dd,J=2.5,0.9Hz,1H),8.35(s,1H),8.01(dd,J=8.7,0. 8Hz,1H),7.77(s,1H),7.74(dd,J=8.7,2.5Hz,1H),7.56(s,1H),7.53-7.47 (m,1H),7.26(d,J=0.8Hz,1H),7.24-7.17(m,2H),6.99(dd,J=11.3,8.6Hz, 1H),6.59-6.45(m,1H),4.87(s,2H),3.75(s,3H),3.74(s,3H),3.72(s,3H).

[0245] Example 3: This example illustrates the preparation of methyl N-[5-[6-[(4-chlorophenyl)-(2-furylmethyl)carbamoyl]imidazo[1,2-a]pyridin-3-yl]-2-pyridyl]carbamate (compound 6). Step 1: Preparation of 3-[6-(methoxycarbonylamino)-3-pyridyl]imidazo[1,2-a]pyridine-6-carboxylic acid [ka] Sodium carbonate (0.132 g, 1.24 mmol, 3.00 equivalent) was added to a solution of 3-bromoimidazo[1,2-a]pyridine-6-carboxylic acid (CAS 886362-00-1; 0.100 g, 0.415 mmol, 1.00 equivalent) and methyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridyl]carbamate (0.173 g, 0.622 mmol, 1.50 equivalent) in 1,4-dioxane / water (4:1, 2.00 mL). The mixture was purged with an argon stream for 2 minutes, then tetrakistriphenylphosphine palladium (0) (0.024 g, 0.021 mmol, 0.050 equivalent) was added, and the resulting reaction mixture was heated to 90°C for 4 hours. Next, the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was diluted with water, the aqueous layer was acidified to pH=2 with a 2M aqueous HCl solution, the precipitate was collected by filtration, washed with water, and concentrated under reduced pressure to obtain 3-[6-(methoxycarbonylamino)-3-pyridyl]imidazo[1,2-a]pyridine-6-carboxylic acid as a grayish-white solid. LC / MS (Method B) Retention time=0.82;[M+H] + =313 1 H NMR(400MHz,CD3OD)δ ppm 9.13-9.17(m,1H)8.68-8.73(m,1H)8.50-8.57(m,1H)8.33-8.44(m,3H)8.11-8.17(m,1H)7.98-8.05(m,1H)3.85(s,3H).

[0246] Step 2: Preparation of methyl N-[5-[6-[(4-fluorophenyl)-(2-furylmethyl)carbamoyl]imidazo[1,2-a]pyridin-3-yl]-2-pyridyl]carbamate (compound 6) [ka] To a mixture of 4-chloro-N-(2-furylmethyl)aniline (CAS1018075-41-6, 18 mg, 0.087 mmol, 1.2 equivalents) and 3-[6-(methoxycarbonylamino)-3-pyridyl]imidazo[1,2-a]pyridine-6-carboxylic acid (24 mg, 0.077 mmol, 1.00 equivalent) in 0.5 ml of dry acetonitrile, 2-chloro-N-methylpyridinium iodide (27 mg, 0.11 mmol, 1.40 equivalents) and diisopropylethylamine (31 mg, 0.24 mmol, 3.1 equivalents) were added. The reaction mixture was stirred at room temperature for 30 minutes, then heated to 80°C and stirred for a further 12 hours. The mixture was then cooled to room temperature and the solvent was evaporated under reduced pressure. The resulting residue was dissolved in dimethyl sulfoxide, the solution was filtered, and the crude product was purified by HPLC (water (0.1% formic acid) / acetonitrile (0.1% formic acid)) to obtain methyl N-[5-[6-[(4-fluorophenyl)-(2-furylmethyl)carbamoyl]imidazo[1,2-a]pyridine-3-yl]-2-pyridyl]carbamate. LC / MS (Method B) Retention time=1.20;[M+H] + =502

[0247] Biological examples: The fungicidal activity of the compound of the present invention was tested as follows: Phytophthora infestans / Tomato / Leaf blight prevention agent (leaf blight) Tomato leaf fragments are placed on agar plates in a multi-well plate (24-well type), and the formulated test compound, diluted in water, is sprayed onto them. One day after application, a suspension of fungal spores is inoculated onto the leaf fragments. The inoculated leaf fragments are incubated in a climate cabinet at 16°C and 75% rh under a light environment of 24 hours in darkness followed by 12 hours of light / 12 hours in darkness. The activity of the compound is evaluated as the disease control rate compared to untreated leaf fragments when an appropriate level of disease appears on untreated test leaf fragments (5-7 days after application).

[0248] The following compounds, at 200 ppm, provided at least 80% control of Phytophthora infestans, which exhibited severe disease development, compared to an untreated control under identical conditions: 1, 2, 6, 8.

[0249] Plasmopara viticola / Grape / Leaf blight preventative (leaf blight) Grapevine leaflets are placed on agar plates in a multi-well plate (24-well type), and the test compound, diluted with water, is sprayed onto them. One day after application, a fungal spore suspension is inoculated onto the leaflets. The inoculated leaflets are incubated in a climate cabinet at 19°C and 80% rh under a 12-hour light / 12-hour darkness environment. The activity of the compound is evaluated as the disease control rate compared to untreated leaflets when an appropriate level of disease appears on untreated test leaflets (6-8 days after application).

[0250] The following compounds, at 200 ppm, provided at least 80% control of Plasmopara viticola compared to an untreated control that showed widespread disease development under identical conditions: 1, 2, 8.

[0251] Pythium ultimum / Liquid culture (Seedling blight) Newly grown fungal mycelial fragments and oospores from liquid culture are directly mixed into a nutrient medium (PDB potato dextrose medium). After adding a (DMSO) solution of the test compound to a microtiter plate (96-well type), the nutrient medium containing the fungal mycelial / spore mixture is added. The test plate is incubated at 24°C, and the inhibition of growth is measured by photometry 2-3 days after application.

[0252] The following compounds, when compared under identical conditions to an untreated control that showed severe disease outbreaks, provided at least 80% control of Pythium ultimum at 20 ppm: 1, 2, 6, 7, 8.

Claims

1. Equation (I) 【Chemistry 1】 (wherein Z is O or S, preferably Z is O; A 1 is CH or N, preferably A 1 is N; R 1a 、 R 1b and R 1c are independently selected from hydrogen, hydroxy, halogen, CN, C 1-6 alkyl, C 3-6 cycloalkyl, C 1-6 alkoxy-C 1-6 alkyl, C 3-6 cycloalkyl-C 1-4 alkyl, C 1-6 alkylsulfanyl, C[[ID=2l]] 1-6 alkylsulfinyl, C 1-6 alkylsulfonyl, C 1-6 alkoxy, amino, and -NHC(O)C 1-6 alkyl; A 2 However, CR became independent. 2 or N, provided there are three or fewer A's. 2 is N, preferably two or fewer A 2 is N, preferably one or less A 2 N is more preferably four A 2 CR 2 Provided that; R 2 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Each alkylcarbonyl group may be optionally substituted with one to three substituents independently selected from halogens, hydroxyls, and CNs; A 3 However, CR 3 or N; R 3 is selected from hydrogen, hydroxy, halogen, CN, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkoxy-C 1-6 alkyl, C 1-6 alkoxy-C 1-6 alkoxy, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, C 3-6 cycloalkyl-C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkylsulfanyl, C 1-6 alkylsulfinyl, C 1-6 alkylsulfonyl, amino, C 1-6 alkylamino, diC 1-6 -alkylamino, and C 3-6 cycloalkylamino, wherein each of the C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkoxy-C 1-6 alkyl, C 1-6 alkoxy-C 1-6 alkoxy, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, C 3-6 cycloalkyl-C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkylsulfanyl, C 1-6 alkylsulfinyl, C 1-6 alkylsulfonyl, amino, C 1-6 alkylamino, diC 1-6 -alkylamino, and C 3-6 cycloalkylamino group may be optionally substituted with 1 to 3 substituents independently selected from halogen, hydroxy, and CN; R 4 However, heteroaryl-C 1-4 Alkyl and aryl-C 1-4 Selected from alkyl groups; Here, the heteroaryl or aryl is a halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, C 3-6 Cycloalkyl, C 1-4 Haloalkyl, C 1-4 Cyanoalkyl, C 1-4 Alkoxy-C 1-4 Alkyl, C 3-6 Halocycloalkyl, C 3-6 Cyanocycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl and C 1-4 Alkoxy-C 3-6 It may be optionally substituted with 1 to 3 substituents independently selected from the cycloalkyl group; Here, the heteroaryl-C 1-4 Alkyl C 1-4 Alkyl or the aforementioned aryl-C 1-4 Alkyl C 1-4 Alkyl, halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, and C 3-6 It may also be optionally substituted with a cycloalkyl group; Here, the heteroaryl-C 1-4 Alkyl C 1-4 Alkyl or the aforementioned aryl-C 1-4 Alkyl C 1-4 Alkyl and A 3 They come together to form a ring, preferably a 5-8 membered heterocycle, more preferably a 6-membered heterocycle; and R 5 However, C 1-6 Alkyl, C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxy C 1-6 Alkyl, C 1-6 Alkylamino, diC 1-6 Alkylamino, C 1-6 Alkoxyamino acids, and C 1-6 Alkyl C 1-6 Selected from alkoxyaminos, where C 1-6 Alkyl, C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxy C 1-6 Alkyl, C 1-6 Alkylamino, diC 1-6 Alkylamino, C 1-6 Alkoxyamino acids, and C 1-6 Alkyl C 1-6 Each alkoxyamino group may be optionally substituted with 1 to 3 substituents independently selected from halogens and CNs; A compound thereof, or its salt or N-oxide.

2. R 1a , R 1b and R 1c However, hydrogen, C 1-6 Alkyl, C 3-6 Cycloalkyl, C 1-6 Alkoxy-C 1-6 Alkyl, C 3-6 Cycloalkyl-C 1-4 Alkyl and C 1-6 A compound according to claim 1, independently selected from alkoxys.

3. R 1a , R 1b and R 1c However, hydrogen and C 1-6 A compound according to claim 1 or 2, independently selected from alkyl groups.

4. R 1a and R 1c is hydrogen, R 1b However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 3-6 Cycloalkyl, C 1-6 Alkoxy-C 1-6 Alkyl, C 3-6 Cycloalkyl-C 1-4 Alkyl, C 1-6 Alkoxy, amino, and -NHC(O)C 1-6 A compound according to claim 1, selected from alkyl groups.

5. R 2 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 The compound according to any one of claims 1 to 4, wherein each alkylcarbonyl group may be optionally substituted with one to three substituents independently selected from halogens, hydroxyls, and CNs.

6. R 3 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, amino, C 1-6 Alkylamino, diC 1-6 - Alkylamino, and C 3-6 Selected from cycloalkylamino, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkoxycarbonyl, amino, C 1-6 Alkylamino, diC 1-6 - Alkylamino, and C 3-6 The compound according to any one of claims 1 to 5, wherein each of the cycloalkylamino groups may be optionally substituted with one to three substituents independently selected from halogens, hydroxyls, and CNs.

7. The four A's 2 CR 2 A 3 A compound according to any one of claims 1 to 6, wherein is N. 【Request Item 8】 【Chemistry 2】 but 【Transformation 3】 Preferably three A 2 CR 2 A 3 CR 3 The compound according to any one of claims 1 to 6. 【Request Item 9】 【Chemistry 4】 but 【Transformation 5】 Preferably three A 2 CR 2 A 3 CR 3 The compound according to any one of claims 1 to 6.

10. The four A's 2 CR 2 A 3 CR 3 Preferably, 【Transformation 6】 but 【Transformation 7】 The compound according to any one of claims 1 to 6.

11. R 4 However, heteroaryl-C 1-4 Alkyl and aryl-C 1-4 Selected from alkyl groups; where the heteroaryl or aryl is a halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, and C 3-6 It may be optionally substituted with 1 to 3 substituents independently selected from the cycloalkyl group; preferably, R 4 However, phenyl-C 1-4 Alkyl, 5-membered heteroaryl-C 1-4 Alkyl and 6-membered heteroaryl-C 1-4 Selected from alkyl, where the phenyl, 5-membered heteroaryl, or 6-membered heteroaryl is a halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, and C 3-6 The compound according to any one of claims 1 to 10, which may be optionally substituted with one to three substituents independently selected from the cycloalkyl group.

12. R 5 However, C 1-6 Alkyl, C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl and C 1-6 Alkoxy C 1-6 The compound according to any one of claims 1 to 11, selected from alkyl groups, wherein each of the groups may be optionally substituted with 1 to 3 substituents independently selected from halogens and CNs.

13. A composition comprising a fungicidal amount of the compound described in any one of claims 1 to 12.

14. The composition according to claim 13, further comprising at least one compound selected from additional active ingredients, suitable inactive ingredients, carriers, auxiliaries, and any mixture thereof.

15. A method for eradicating, preventing, or controlling plant pathogenic diseases, comprising applying a fungicidal amount of a compound according to any one of claims 1 to 12, or a composition containing a compound according to any one of claims 1 to 12, or a composition according to claim 13 or 14, to a plant pathogen, a habitat of a plant pathogen, a plant susceptible to damage by a plant pathogen, or a plant reproductive material thereof.

16. Formula (II) 【Transformation 8】 (wherein Z is O or S, preferably Z is O; R 1a , R 1b and R 1c However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 3-6 Cycloalkyl, C 1-6 Alkoxy-C 1-6 Alkyl, C 3-6 Cycloalkyl-C 1-4 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxy, amino, and -NHC(O)C 1-6 Selected independently of alkyl groups; preferably R 1a and R 1c is hydrogen; A 2 However, CR became independent. 2 or N, provided there are three or fewer A's. 2 is N, preferably two or fewer A 2 is N, preferably one or less A 2 N is more preferably four A 2 CR 2 And; R 2 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Each alkylcarbonyl group may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 2 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Independently selected from alkylcarbonyls, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 3-6 Cycloalkyl, C 1-6 Alkyl sulfonyl, C 1-6 Alkoxycarbonyl, C 1-6 Alkylaminocarbonyl, diC 1-6 Alkylaminocarbonyl, and C 1-6 Each alkylcarbonyl group may be optionally substituted with one substituent selected from halogens, hydroxyls, and CNs; A 3 However, CR 3 or N; R 3 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, amino, C 1-6 Alkylamino, diC 1-6 - Alkylamino, and C 3-6 Selected from cycloalkylamino, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 2-6 Alkenil, C 2-6 Alkinyl, C 3-6 Cycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl, C 1-6 Alkyl sulfanyl, C 1-6 Alkyl sulfinyl, C 1-6 Alkyl sulfonyl, amino, C 1-6 Alkylamino, diC 1-6 - Alkylamino, and C 3-6 Each of the cycloalkylamino groups may be optionally substituted with 1 to 3 substituents independently selected from halogens, hydroxyls, and CNs; preferably R 3 However, hydrogen, hydroxyl, halogen, CN, C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 1-6 Alkyl sulfonyl, amino, C 1-6 Alkylamino, diC 1-6 - Alkylamino, and C 3-6 Selected from cycloalkylamino, where C 1-6 Alkyl, C 1-6 Alkoxy, C 1-6 Alkoxy-C 1-6 Alkyl, C 1-6 Alkoxy-C 1-6 Alkoxy, C 1-6 Alkoxycarbonyl, C 1-6 Alkyl sulfonyl, amino, C 1-6 Alkylamino, diC 1-6 - Alkylamino, and C 3-6 Each of the cycloalkylamino groups may be optionally substituted with one substituent selected from halogen, hydroxyl, and CN; more preferably R 3 is hydrogen; R 4 However, heteroaryl-C 1-4 Alkyl and aryl-C 1-4 Selected from alkyl groups; Here, the heteroaryl or aryl is a halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, C 3-6 Cycloalkyl, C 1-4 Haloalkyl, C 1-4 Cyanoalkyl, C 1-4 Alkoxy-C 1-4 Alkyl, C 3-6 Halocycloalkyl, C 3-6 Cyanocycloalkyl, C 3-6 Cycloalkyl-C 1-6 Alkyl and C 1-4 Alkoxy-C 3-6 It may be optionally substituted with 1 to 3 substituents independently selected from the cycloalkyl group; Here, the heteroaryl-C 1-4 Alkyl C 1-4 Alkyl or the aforementioned aryl-C 1-4 Alkyl C 1-4 Alkyl, halogen, CN, C 1-4 Alkyl, C 1-4 Alkoxy, and C 3-6 It may also be optionally substituted with a cycloalkyl group; Here, the heteroaryl-C 1-4 Alkyl C 1-4 Alkyl or the aforementioned aryl-C 1-4 Alkyl C 1-4 Alkyl and A 3 They come together to form a ring, preferably a 5-8 membered heterocycle, more preferably a 6-membered heterocycle; and X is Cl, Br, or I); A compound thereof, or its salt or N-oxide.

Images