Agricultural fungicides

Abstract

The problem of the present invention is to provide an agricultural and horticultural fungicidal composition that has excellent fungicidal activity and that is free from phytotoxicity to useful plants.　The present invention is an agricultural and horticultural fungicidal composition containing component (I) and component (II) as active ingredients, component (I) being a compound represented by formula (I) or a salt thereof, and component (II) being a fungicide, insecticide, acaricide, etc., other than component (I).

Description

[Technical Field]

[0001] The present invention relates to a fungicidal composition for agricultural and horticultural use, and more particularly to a fungicidal composition for agricultural and horticultural use that exhibits excellent fungicidal activity and safety. This application claims priority to Japanese Patent Application No. 2021-076292, filed on 28 April 2021, the contents of which are incorporated herein by reference. [Background technology]

[0002] Various compounds have been proposed that possess control activity against crop diseases in the cultivation of agricultural and horticultural crops. For such compounds to be used as fungicides in agriculture and horticulture, they must not only be sufficiently effective, but also be less likely to cause drug resistance, not cause phytotoxicity to plants or soil contamination, and have low toxicity to livestock and fish. Patent Document 1 describes a compound represented by formula (A) and a fungicide for agricultural and horticultural use containing the same. [ka] [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] WO 2013 / 071169 A [Overview of the project] [Problems that the invention aims to solve]

[0004] The object of the present invention is to provide a fungicidal composition for agricultural and horticultural use that has superior fungicidal activity and does not pose a risk of phytotoxicity to useful plants. [Means for solving the problem]

[0005] As a result of diligent research to solve the above problems, we have completed the present invention, which encompasses the following forms.

[0006] That is, the present invention is as follows. [1] An agricultural and horticultural fungicidal composition containing component (I) and component (II) as active ingredients, wherein component (I) is a compound represented by formula (I) or a salt thereof:

Chemical formula

Advantages of the Invention

[0007] The fungicidal composition for agricultural and horticultural use of the present invention has an excellent control effect, does not cause phytotoxicity to plants, and has little toxicity to humans, livestock, fish and impact on the environment.

Modes for Carrying Out the Invention

[0008] The fungicidal composition for agricultural and horticultural use of the present invention is a composition containing component (I) and component (II). The fungicidal composition for agricultural and horticultural use of the present invention is, of course, one in which component (I) and component (II) are applied as a mixture, and also includes embodiments in which component (I) and component (II) are not mixed and each component is applied separately. Component (I) of the present invention is at least one selected from the group consisting of the compound represented by formula (I) and its salts. This compound can be used as a fungicide for agricultural and horticultural use.

[0009]

Chemical

[0010] In formula (I), Y 1 , Y 2 , X 1 , X 2 , X 3A and Q represent the above-mentioned elements, respectively, and the term "unsubstituted" in the description means that only the core group is present. When only the name of the core group is given, it means "unsubstituted" unless otherwise specified. In this invention, on the other hand, the term "substituted" means that one of the hydrogen atoms of the core group is substituted with a group that has the same or different structure as the core group. Therefore, a "substituent" is another group bonded to the core group. There may be one substituent or two or more substituents. The two or more substituents may be the same or different.

[0011] The "substituents" are chemically acceptable and not particularly limited insofar as they have the effects of the present invention. The following are specific examples of groups that can act as "substituents." Halogeno groups such as fluoro groups, chloro groups, bromo groups, and iod groups; C1-6 alkyl groups such as methyl group, ethyl group, n-propyl group, i-propyl group, n-butyl group, s-butyl group, i-butyl group, t-butyl group, n-pentyl group, and n-hexyl group; C2-6 alkenyl groups such as vinyl group, 1-propenyl group, 2-propenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 1-methyl-2-propenyl group, 2-methyl-2-propenyl group, 1-pentenyl group, 2-pentenyl group, 3-pentenyl group, 4-pentenyl group, 1-methyl-2-butenyl group, 2-methyl-2-butenyl group, 1-hexenyl group, 2-hexenyl group, 3-hexenyl group, 4-hexenyl group, and 5-hexenyl group; C2-6 alkynyl groups such as ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group, 3-butynyl group, 1-methyl-2-propynyl group, 2-methyl-3-butynyl group, 1-pentynyl group, 2-pentynyl group, 3-pentynyl group, 4-pentynyl group, 1-methyl-2-butynyl group, 2-methyl-3-pentynyl group, 1-hexynyl group, and 1,1-dimethyl-2-butynyl group;

[0012] C3-6 cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups; C3-6 cycloalkenyl groups such as 2-cyclopropenyl, 2-cyclopentenyl, and 3-cyclohexenyl groups; C6-10 aryl groups such as phenyl and naphthyl groups; C6-10 aryl C1-6 alkyl groups such as benzyl and phenethyl groups; A heterocyclyl group with 3 to 6 members; 3-6 membered heterocyclyl C1-6 alkyl groups;

[0013] Hydroxyl group; C1-6 alkoxy groups such as methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, i-butoxy, and t-butoxy groups; C2-6 alkenyloxy groups such as vinyloxy groups, allyloxy groups, propenyloxy groups, and butenyloxy groups; C2-6 alkynyloxy groups such as ethynyloxy groups and propargyloxy groups; C6-10 aryloxy groups such as phenoxy and naphthoxy groups; C6-10 aryl C1-6 alkoxy groups such as benzyloxy groups and phenethyloxy groups;

[0014] Carboxy group; Formyl group; C1-6 alkylcarbonyl groups such as acetyl groups and propionyl groups; Formyloxy group; C1-6 alkylcarbonyloxy groups such as acetyloxy groups and propionyloxy groups; C1-6 alkoxycarbonyl groups such as methoxycarbonyl groups, ethoxycarbonyl groups, n-propoxycarbonyl groups, i-propoxycarbonyl groups, n-butoxycarbonyl groups, and t-butoxycarbonyl groups;

[0015] C1-6 haloalkyl groups such as chloromethyl, chloroethyl, trifluoromethyl, 1,2-dichloro-n-propyl, 1-fluoro-n-butyl, and perfluoro-n-pentyl groups; C2-6 haloalkenyl groups such as 2-chloro-1-propenyl group and 2-fluoro-1-butenyl group; C2-6 haloalkynyl groups such as 4,4-dichloro-1-butynyl, 4-fluoro-1-pentynyl, and 5-bromo-2-pentynyl; C3-6 halocycloalkyl groups such as 3,3-difluorocyclobutyl group; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, trifluoromethoxy, and 2,2,2-trifluoroethoxy; C2-6 haloalkenyloxy groups such as 2-chloropropenyloxy groups and 3-bromobutenyloxy groups; C1-6 haloalkylcarbonyl groups such as chloroacetyl, trifluoroacetyl, and trichloroacetyl groups;

[0016] amino group; C1-6 alkyl-substituted amino groups such as methylamino groups, dimethylamino groups, and diethylamino groups; C6-10 arylamino groups such as anilino groups and naphthylamino groups; C6-10 aryl C1-6 alkylamino groups such as benzylamino groups and phenethylamino groups;

[0017] Formylamino group; C1-6 alkylcarbonylamino groups such as acetylamino group, propionylamino group, butyrylamino group, and i-propylcarbonylamino group; C1-6 alkoxycarbonylamino groups such as methoxycarbonylamino groups, ethoxycarbonylamino groups, n-propoxycarbonylamino groups, and i-propoxycarbonylamino groups; Unsubstituted or substituted aminocarbonyl groups such as carbamoyl groups, dimethylaminocarbonyl groups, phenylaminocarbonyl groups, and N-phenyl-N-methylaminocarbonyl groups; Imino C1-6 alkyl groups such as iminomethyl group, (1-imino)ethyl group, and (1-imino)-n-propyl group; Substituted or unsubstituted N-hydroxyimino C1-6 alkyl groups such as N-hydroxyiminomethyl group, (1-(N-hydroxy)-imino)ethyl group, (1-(N-hydroxy)-imino)propyl group, N-methoxyiminomethyl group, and (1-(N-methoxy)-imino)ethyl group; aminocarbonyloxy group; C1-6 alkyl-substituted aminocarbonyloxy groups such as ethylaminocarbonyloxy groups and dimethylaminocarbonyloxy groups;

[0018] Mercapto group; C1-6 alkylthio groups such as methylthio group, ethylthio group, n-propylthio group, i-propylthio group, n-butylthio group, i-butylthio group, s-butylthio group, and t-butylthio group; C1-6 haloalkylthio groups such as trifluoromethylthio group and 2,2,2-trifluoroethylthio group; C2-6 alkenylthio groups such as vinylthio groups and allylthio groups; C2-6 alkynylthio groups such as ethynylthio groups and propargylthio groups; C1-6 alkyl sulfinyl groups such as methyl sulfinyl group, ethyl sulfinyl group, and t-butyl sulfinyl group; C1-6 haloalkylsulfinyl groups such as trifluoromethylsulfinyl group and 2,2,2-trifluoroethylsulfinyl group; C2-6 alkenyl sulfinyl groups such as allyl sulfinyl groups; C2-6 alkynyl sulfinyl groups such as propargyl sulfinyl groups; C1-6 alkylsulfonyl groups such as methylsulfonyl groups, ethylsulfonyl groups, and t-butylsulfonyl groups; C1-6 haloalkylsulfonyl groups such as trifluoromethylsulfonyl group and 2,2,2-trifluoroethylsulfonyl group; C2-6 alkenylsulfonyl groups such as allylsulfonyl groups; C2-6 alkynylsulfonyl groups such as propargylsulfonyl groups; aminothiocarbonyl group; C1-6 alkyl sulfoxiimino groups such as S,S-dimethyl sulfoxiimino groups;

[0019] TriC1-6 alkyl-substituted silyl groups such as trimethylsilyl group, triethylsilyl group, and t-butyldimethylsilyl group; Tri-C6-10 aryl-substituted silyl groups such as triphenylsilyl groups; Cyano group; Nitro group;

[0020] Terms such as "C1-6" indicate that the number of carbon atoms in the parent group is 1 to 6. This number of carbon atoms does not include the number of carbon atoms in the substituent. For example, the ethoxybutyl group is classified as a C2 alkoxy C4 alkyl group because its parent group is a butyl group and its substituent is an ethoxy group.

[0021] Furthermore, the above-mentioned "3- to 6-membered heterocyclyl group" includes 1 to 4 heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur atoms as constituent atoms of the ring. Examples of "3- to 6-membered heterocyclyl groups" include 3- to 6-membered saturated heterocyclyl groups, 5- to 6-membered heteroaryl groups, and 5- to 6-membered partially unsaturated heterocyclyl groups.

[0022] Examples of saturated heterocyclyl groups with 3 to 6 members include azilidinyl group, epoxy group, azetidinyl group, oxetanyl group, pyrrolidinyl group, tetrahydrofuranyl group, thiazolidinyl group, tetrahydro-2H-pyranyl group, piperidyl group, piperazinyl group, morpholinyl group, dioxolanyl group, and dioxanyl group.

[0023] Examples of 5-membered heteroaryl groups include pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl groups. Examples of six-membered heteroaryl groups include pyridyl, pyrazinyl, pyrimidinyl, pyridadinyl, and triazinyl groups. Examples of partially unsaturated heterocyclyl groups in a five-membered ring include pyrrolinyl, dihydrofuranyl, imidazolinyl, pyrazolinyl, oxazolinyl, and isoxazolinyl groups. Examples of partially unsaturated heterocyclyl groups in a six-membered ring include the dihydropyranyl group. These "substituents" may have any hydrogen atom in the substituent substituted with a group of a different structure.

[0024] [Y 1 , Y 2 ] Y 1 Y represents an oxygen atom or a sulfur atom. 2 This represents an oxygen atom or a sulfur atom. In the present invention, preferred Y 1 is an oxygen atom, and is preferred Y 2 It is an oxygen atom.

[0025] [X 1 ] X 1 This represents a hydrogen atom, a halogen group, or a substituted or unsubstituted C1-6 alkyl group.

[0026] X 1 Examples of "halogeno groups" in this context include fluoro groups, chloro groups, bromo groups, and iod groups.

[0027] X 1 The "C1-6 alkyl group" in this expression may be a straight chain or a branched chain. 1Examples of "C1-6 alkyl groups" in this context include methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, i-propyl group, i-butyl group, s-butyl group, t-butyl group, i-pentyl group, neopentyl group, 2-methylbutyl group, and i-hexyl group.

[0028] X 1 Substituents on the "C1-6 alkyl group" in this include halogeno groups such as fluoro, chloro, bromo, and iod groups; hydroxyl groups; C1-6 alkoxy groups such as methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, i-butoxy, and t-butoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, and trifluoromethoxy; C3-6 cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl; C6-10 aryl groups such as phenyl and naphthyl; and C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkyl groups such as 4-methylphenyl, 4-methoxyphenyl, 4-chlorophenyl, 4-trifluoromethylphenyl, and 4-trifluoromethoxyphenyl. Preferred are: C6-10 aryl groups substituted with one or more substituents of any alkoxy group; 5-membered heteroaryl groups such as pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl groups; 5-membered heteroaryl groups substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups; 6-membered heteroaryl groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridadinyl, and triazinyl groups; 6-membered heteroaryl groups substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups; or cyano groups.

[0029] In the present invention, preferred X 1 Examples include hydrogen atoms or substituted or unsubstituted C1-6 alkyl groups. 1 Hydrogen atoms are even more preferable.

[0030] [X 2 ] X 2 R 1 ON=CR 6 This indicates a group represented by -. R 1 This represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R 6 This represents a hydrogen atom or a substituted or unsubstituted C1-6 alkyl group.

[0031] R 1 and R 6 In this context, "C1-6 alkyl groups" are X 1 The same examples given in the previous section can be cited.

[0032] R 1 Examples of "C2-6 alkenyl groups" in this context include vinyl group, 1-propenyl group, 2-propenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 1-methyl-2-propenyl group, 2-methyl-2-propenyl group, 1-pentenyl group, 2-pentenyl group, 3-pentenyl group, 4-pentenyl group, 1-methyl-2-butenyl group, 2-methyl-2-butenyl group, 1-hexenyl group, 2-hexenyl group, 3-hexenyl group, 4-hexenyl group, and 5-hexenyl group.

[0033] R 1Examples of "C2-6 alkynyl groups" in this context include ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group, 3-butynyl group, 1-methyl-2-propynyl group, 2-methyl-3-butynyl group, 1-pentynyl group, 2-pentynyl group, 3-pentynyl group, 4-pentynyl group, 1-methyl-2-butynyl group, 2-methyl-3-pentynyl group, 1-hexynyl group, and 1,1-dimethyl-2-butynyl group. R 1 In the case of "C1-6 alkyl groups", "C2-6 alkenyl groups", "C2-6 alkynyl groups", or R 6 In this context, the substituents on the "C1-6 alkyl group" are X 1 The same substituents on the "C1-6 alkyl group" as exemplified can be given.

[0034] R 1 Examples of "C3-6 cycloalkyl groups" in this context include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, and cyclohexyl groups.

[0035] R 1 Examples of "C6-10 aryl groups" in this context include phenyl group, naphthyl group, indanyl group, indenyl group, tetralinyl group, and others.

[0036] R 1 In this context, a "5-6 membered heterocyclyl group" is a group that contains one, two, three, or four heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur atoms as constituent atoms of the ring. When there are two or more heteroatoms, they may be the same or different. Examples of "5-6 membered heterocyclyl groups" include 5-6 membered saturated heterocyclyl groups, 5-6 membered heteroaryl groups, and 5-6 membered partially unsaturated heterocyclyl groups.

[0037] Examples of saturated heterocyclyl groups with 5-6 member rings include pyrrolidinyl group, tetrahydrofuranyl group, thiazolidinyl group, tetrahydro-2H-pyranyl group, piperidyl group, piperazinyl group, morpholinyl group, dioxolanyl group, and dioxanyl group. Examples of 5- to 6-membered heteroaryl groups include 5-membered heteroaryl groups such as pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl groups; and 6-membered heteroaryl groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridadinyl, and triazinyl groups. Examples of partially unsaturated heterocyclyl groups with 5- to 6 member rings include pyrrolinyl groups, dihydrofuranyl groups, imidazolinyl groups, pyrazolinyl groups, oxazolinyl groups, and isoxazolinyl groups; and partially unsaturated heterocyclyl groups with 6 member rings, such as dihydropyranyl groups.

[0038] R 1The substituents on the following groups are: C3-6 cycloalkyl groups, C6-10 aryl groups, and 5-6 membered heterocyclyl groups; halogen groups such as fluoro, chloro, bromo, and iod groups; C1-6 alkyl groups such as methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, and n-hexyl groups; chloromethyl, chloroethyl, trifluoromethyl, 1,2-dichloro-n-propyl, and 1-fluoro-n-butyl groups. C1-6 haloalkyl groups such as hydroxyl groups; C1-6 alkoxy groups such as methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, i-butoxy, and t-butoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, and trifluoromethoxy groups; C6-10 aryl groups such as phenyl and naphthyl groups; 4-methylphenyl, 4-methoxyphenyl, 4-chlorophenyl, and 4-trifluoromethylphenyl groups. C6-10 aryl groups substituted with one or more substituents such as a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group, such as a 4-trifluoromethoxyphenyl group; 5-membered heteroaryl groups such as pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, triazolyl group, oxadiazolyl group, thiadiazolyl group, and tetrazolyl group; C1-6 alkyl A 5-membered ring heteroaryl group substituted with one or more substituents of a C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group; a 6-membered ring heteroaryl group such as a pyridyl group, pyrazinyl group, pyrimidinyl group, pyridadinyl group, or triazinyl group; a 6-membered ring heteroaryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group; or a cyano group is preferred. Furthermore, as substituents, "C3-6 cycloalkyl groups" or "5-6 membered heterocyclyl groups" are preferred, and oxo groups are also preferred.

[0039] "R 1 ON=CR 6 Specific examples of the group represented by "-" include the (hydroxyimino)methyl group, the (ethoxyimino)methyl group, the 1-(ethoxyimino)ethyl group, and the 1-(i-propoxyimino)ethyl group.

[0040] [X 3 ] X 3 This represents a substituted or unsubstituted linear C1-6 alkyl group.

[0041] X 3 Examples of "linear C1-6 alkyl groups" in this context include methyl, ethyl, n-propyl, n-butyl, n-pentyl, and n-hexyl groups.

[0042] The substituents on the linear C1-6 alkyl group can be one or more substituents selected from the following group of substituents (hereinafter, this substituent may be represented by the symbol "G"). Furthermore, if there are two or more substituents (G), two of them may combine to form a divalent organic group. The substituent groups are shown below. Halogeno group, substituted or unsubstituted C1-6 alkyl group, substituted or unsubstituted C2-6 alkenyl group, substituted or unsubstituted C2-6 alkynyl group, hydroxyl group, substituted or unsubstituted C1-6 alkoxy group, substituted or unsubstituted C2-6 alkenyloxy group, substituted or unsubstituted C2-6 alkynyloxy group, substituted or unsubstituted C1-6 alkylthio group, substituted or unsubstituted C1-6 alkylsulfinyl group, substituted or unsubstituted C1-6 alkylsulfonyl group, substituted or unsubstituted C 3-6 cycloalkyl groups, substituted or unsubstituted C3-6 cycloalkyloxy groups, substituted or unsubstituted C6-10 aryl groups, substituted or unsubstituted C6-10 aryloxy groups, substituted or unsubstituted C6-10 arylthio groups, substituted or unsubstituted C6-10 arylsulfinyl groups, substituted or unsubstituted C6-10 arylsulfonyl groups, substituted or unsubstituted 3-10 membered heterocyclyl groups, substituted or unsubstituted 3-10 membered heterocyclyloxy groups, nitro groups, cyano groups, R a Groups represented by -CO-, carboxyl groups, R b A group represented as -O-CO-, R c R d The group represented by N-, R c R d The group represented by N-CO-, R c R d N-NR d A group represented by -CO-, R a A group represented by -CO-O-, R a -CO-NR e - represents a group, R a -CO-CO-NR e - represents a group, R a -CO-NR e -NR e - represents a group, R a -CO-NR e -NR e A group represented by -CO-, R b A group represented by -O-CO-O-, R b -O-CO-NR e - represents a group, R c R d The group represented by N-CO-O-, R c Rd N-CO-NR e - represents a group, R c R d N-CO-CO-NR e - represents a group, R a -CS-NR e - represents a group, R c R d N-CS-NR e - represents a group, R b SO2-NR e - represents a group, R c R d The group represented by N-SO2-, R a ON=CR f - represents a group, R h R i The group represented by C=NO-, R a -C(=NR g )-NR e - represents a group, R c R d NC (=NR) g )- represents a group, R h R i The group represented by S(=O)=N-CO-, R h R i The group represented by S=N-CO-

[0043] Among the above group of substituents, R a Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 3-10 membered heterocyclyl group. R b Each of these independently represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R cEach of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R d Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C1-6 alkoxy group, or a substituted or unsubstituted C6-10 aryl group, where R c and R d These may combine to form a divalent organic group. R e Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C1-6 alkoxy group, or a substituted or unsubstituted C6-10 aryl group. R f This represents a hydrogen atom, an amino group, or a substituted or unsubstituted C1-6 alkyl group. R g Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group. R h Each of these independently represents a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group. R i Each independently represents a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group, where R h and R i These may combine to form a divalent organic group.

[0044] Examples of "halogeno groups" in G include fluoro groups, chloro groups, bromo groups, and iod groups.

[0045] The "C1-6 alkyl group" in G may be a straight chain or a branched chain. Examples of "C1-6 alkyl groups" in G include methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, i-propyl group, i-butyl group, s-butyl group, t-butyl group, i-pentyl group, neopentyl group, 2-methylbutyl group, and i-hexyl group.

[0046] Examples of "C2-6 alkenyl groups" in G include vinyl group, 1-propenyl group, 2-propenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 1-methyl-2-propenyl group, 2-methyl-2-propenyl group, 1-pentenyl group, 2-pentenyl group, 3-pentenyl group, 4-pentenyl group, 1-methyl-2-butenyl group, 2-methyl-2-butenyl group, 1-hexenyl group, 2-hexenyl group, 3-hexenyl group, 4-hexenyl group, and 5-hexenyl group.

[0047] Examples of "C2-6 alkynyl groups" in G include ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group, 3-butynyl group, 1-methyl-2-propynyl group, 2-methyl-3-butynyl group, 1-pentynyl group, 2-pentynyl group, 3-pentynyl group, 4-pentynyl group, 1-methyl-2-butynyl group, 2-methyl-3-pentynyl group, 1-hexynyl group, and 1,1-dimethyl-2-butynyl group.

[0048] Examples of "C1-6 alkoxy groups" in G include methoxy group, ethoxy group, n-propoxy group, n-butoxy group, n-pentyloxy group, n-hexyloxy group, i-propoxy group, i-butoxy group, s-butoxy group, t-butoxy group, and i-hexyloxy group. Examples of "C2-6 alkenyloxy groups" in G include vinyloxy groups, allyloxy groups, propenyloxy groups, and butenyloxy groups. Examples of "C2-6 alkynyloxy groups" in G include ethynyloxy groups and propargyloxy groups.

[0049] Examples of "C1-6 alkylthio groups" in G include methylthio group, ethylthio group, n-propylthio group, n-butylthio group, n-pentylthio group, n-hexylthio group, and i-propylthio group. Examples of "C1-6 alkyl sulfinyl groups" in G include methyl sulfinyl group, ethyl sulfinyl group, and t-butyl sulfinyl group. Examples of "C1-6 alkylsulfonyl groups" in G include methylsulfonyl groups, ethylsulfonyl groups, and t-butylsulfonyl groups.

[0050] Substituents on the "C1-6 alkyl group", "C2-6 alkenyl group", "C2-6 alkynyl group", "C1-6 alkoxy group", "C2-6 alkenyloxy group", "C2-6 alkynyloxy group", "C1-6 alkylthio group", "C1-6 alkylsulfinyl group", or "C1-6 alkylsulfonyl group" in G include halogen groups such as fluoro groups, chloro groups, bromo groups, and iod groups; hydroxyl groups; C1-... groups such as methoxy groups, ethoxy groups, n-propoxy groups, i-propoxy groups, n-butoxy groups, s-butoxy groups, i-butoxy groups, and t-butoxy groups. 6-alkoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, and trifluoromethoxy; C1-6 alkylthio groups such as methylthio and ethylthio; C1-6 alkylsulfinyl groups such as methylsulfinyl and ethylsulfinyl; C1-6 alkylsulfonyl groups such as methylsulfonyl and ethylsulfonyl; C3-6 cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl; C6-10 aryl groups such as phenyl and naphthyl; 4-methyl phosphate C6-10 aryl groups substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups, such as phenyl groups, 4-methoxyphenyl groups, 4-chlorophenyl groups, 4-trifluoromethylphenyl groups, and 4-trifluoromethoxyphenyl groups; pyrrolyl groups, furyl groups, thienyl groups, imidazolyl groups, pyrazolyl groups, oxazolyl groups, isoxazolyl groups, thiazolyl groups, isothiazolyl groups, triazolyl groups, oxadiazolyl groups, thiadiazolyl groups, and tetrazolyl groups. Preferred are 5-membered heteroaryl groups such as: 5-membered ring heteroaryl groups; 5-membered ring heteroaryl groups substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; 6-membered ring heteroaryl groups such as pyridyl groups, pyrazinyl groups, pyrimidinyl groups, pyridadinyl groups, triazinyl groups; 6-membered ring heteroaryl groups substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; or cyano groups.

[0051] Examples of "C3-6 cycloalkyl groups" in G include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, and cyclohexyl groups. Examples of "C3-6 cycloalkyloxy groups" in G include cyclopropyloxy group, cyclobutyloxy group, cyclopentyloxy group, and cyclohexyloxy group.

[0052] Examples of "C6-10 aryl groups" in G include phenyl groups and naphthyl groups. Examples of "C6-10 aryloxy groups" in G include phenoxy groups and naphthoxy groups.

[0053] Examples of "C6-10 arylthio groups" in G include phenylthio groups and naphthylthio groups. Examples of "C6-10 aryl sulfinyl groups" in G include phenyl sulfinyl groups and naphthyl sulfinyl groups. Examples of "C6-10 arylsulfonyl groups" in G include phenylsulfonyl groups and naphthylsulfonyl groups.

[0054] In G, a "3- to 10-membered heterocyclyl group" is a group that contains one, two, three, or four heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur atoms as constituent atoms of the ring. When there are two or more heteroatoms, they may be the same or different. It may be either monocyclic or polycyclic. Examples of "3- to 10-membered heterocyclyl groups" include 3- to 6-membered saturated heterocyclyl groups, 5- to 10-membered heteroaryl groups, and 5- to 10-membered partially unsaturated heterocyclyl groups.

[0055] Examples of saturated heterocyclyl groups with 3 to 6 members include azilidinyl group, epoxy group, azetidinyl group, oxetanyl group, pyrrolidinyl group, tetrahydrofuranyl group, thiazolidinyl group, tetrahydro-2H-pyranyl group, piperidyl group, piperazinyl group, morpholinyl group, dioxolanyl group, and dioxanyl group. Examples of 5- to 10-membered heteroaryl groups include: 5-membered heteroaryl groups such as pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl groups; 6-membered heteroaryl groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridadinyl, and triazinyl groups; 9-membered heteroaryl groups such as indolyl, isoindolyl, benzofuranyl, benzothienyl, indazolyl, benzimidazolyl, benzoxazolyl, benzoisoxaozolyl, benzothiazolyl, and benzoisothiazolyl groups; and 10-membered heteroaryl groups such as quinolinyl, isoquinolinyl, synnolinyl, phthalazinyl, quinazolyl, and quinoxalinyl groups. Examples of partially unsaturated heterocyclyl groups with 5 to 10 member rings include: partially unsaturated heterocyclyl groups with 5 member rings such as pyrrolinyl group, dihydrofuranyl group, imidazolinyl group, pyrazolinyl group, oxazolinyl group, and isoxazolinyl group; partially unsaturated heterocyclyl groups with 6 member rings such as dihydropyranyl group; partially unsaturated heterocyclyl groups with 9 member rings such as indolinyl group, isoindolinyl group, 2,3-dihydrobenzofuranyl group, and 1,3-dihydrobenzofuranyl group; and partially unsaturated heterocyclyl groups with 10 member rings such as 1,2,3,4-tetrahydroquinolinyl group.

[0056] In G, the "3- to 10-membered heterocyclyloxy group" has a structure in which a 3- to 10-membered heterocyclyl group is bonded to an oxy group. Specific examples include thiazolyloxy groups and pyridyloxy groups.

[0057] Substituents on G include "C3-6 cycloalkyl groups", "C3-6 cycloalkyloxy groups", "C6-10 aryl groups", "C6-10 aryloxy groups", "C6-10 arylthio groups", "C6-10 arylsulfinyl groups", "C6-10 arylsulfonyl groups", "3-10 membered heterocyclyl groups", or "3-10 membered heterocyclyloxy groups", such as halogeno groups like fluoro groups, chloro groups, bromo groups, and iod groups; methyl groups, ethyl groups, n-propyl groups, i-propyl groups, n-butyl groups, s-butyl groups, i- C1-6 alkyl groups such as butyl group, t-butyl group, n-pentyl group, n-hexyl group; C1-6 haloalkyl groups such as chloromethyl group, chloroethyl group, trifluoromethyl group, 1,2-dichloro-n-propyl group, 1-fluoro-n-butyl group; hydroxyl group; C1-6 alkoxy groups such as methoxy group, ethoxy group, n-propoxy group, i-propoxy group, n-butoxy group, s-butoxy group, i-butoxy group, t-butoxy group; C1-6 haloalkyl groups such as 2-chloro-n-propoxy group, 2,3-dichlorobutoxy group, trifluoromethoxy group Glucooxy group; C3-6 cycloalkyl C1-6 alkoxy group; C6-10 aryl C1-6 alkoxy group; (C6-10 aryl) C1-6 alkoxy group substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy group; 5-membered ring heteroaryl C1-6 alkoxy group; (5-membered ring substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy group) Heteroaryl)C1-6 alkoxy groups; 6-membered heteroaryl C1-6 alkoxy groups; (6-membered heteroaryl)C1-6 alkoxy groups substituted with one or more substituents of any of the following: C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; C1-6 alkylthio groups such as methylthio groups and ethylthio groups; C1-6 alkylsulfinyl groups such as methylsulfinyl groups and ethylsulfinyl groups; C1-6 alkylsulfonyl groups such as methylsulfonyl groups and ethylsulfonyl groups;C1-6 haloalkylthio groups such as trifluoromethylthio group and 2,2,2-trifluoroethylthio group; C1-6 haloalkylsulfinyl groups such as trifluoromethylsulfinyl group and 2,2,2-trifluoroethylsulfinyl group; C1-6 haloalkylsulfonyl groups such as trifluoromethylsulfonyl group and 2,2,2-trifluoroethylsulfonyl group; C3-6 cycloalkyl groups such as cyclopropyl group and cyclobutyl group; C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 halo C3-6 cycloalkyl groups substituted with one or more substituents of a lucyl group, a C1-6 haloalkoxy group, or a cyano group; C3-6 cycloalkenyl groups; C6-10 aryl groups such as phenyl groups and naphthyl groups; and one or more substitutions of C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups, such as 4-methylphenyl group, 4-methoxyphenyl group, 4-chlorophenyl group, 4-trifluoromethylphenyl group, and 4-trifluoromethoxyphenyl group. C6-10 aryl groups substituted with groups; saturated heterocyclyl groups of 3-4 membered rings such as azilidinyl groups, epoxy groups, azetidinyl groups, and oxetanyl groups; saturated heterocyclyl groups of 3-4 membered rings substituted with one or more substituents of C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; pyrrolidinyl groups, tetrahydrofuranyl groups, thiazolidinyl groups, tetrahydro-2H-pyranyl groups, piperidyl groups, piperazinyl groups, morpholinyl groups, and dioxolanyl groups. , a saturated heterocyclyl group of 5-6 member rings such as a dioxanyl group; a saturated heterocyclyl group of 5-6 member rings substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group; a heteroaryl group of 5 member rings such as a pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, triazolyl group, oxadiazolyl group, thiadiazolyl group, tetrazolyl group, etc.Five-membered heteroaryl groups substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; six-membered heteroaryl groups such as pyridyl groups, pyrazinyl groups, pyrimidinyl groups, pyridadinyl groups, and triazinyl groups; six-membered heteroaryl groups substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; pyrrolinyl groups, dihydrofuranyl groups, imidazolinyl groups, pyrazoli Partially unsaturated heterocyclyl groups of five-membered rings, such as nyl groups, oxazolinyl groups, and isoxazolinyl groups; partially saturated heterocyclyl groups of five-membered rings substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; partially unsaturated heterocyclyl groups of six-membered rings, such as dihydropyranyl groups; partially saturated heterocyclyl groups of six-membered rings substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; R G1 A group represented by -CO- (wherein R in the formula) G1C1-6 alkyl groups; C1-6 alkyl groups substituted with one or more substituents of a halogen group, C1-6 alkoxy group, C1-6 haloalkoxy group, C3-6 cycloalkyl group, phenyl group, or 5-6 membered heteroaryl group; (C6-10 aryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; (5-6 membered heteroaryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; C2-6 alkenyl groups; C2-6 haloalkenyl groups; C2- This represents a 6-alkynyl group; a C2-6 haloalkynyl group; a C3-6 cycloalkyl group; a C3-6 cycloalkyl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, C1-6 haloalkoxy group, or cyano group; a C6-10 aryl group; a C6-10 aryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group; a 5-6 membered heteroaryl group; or a 5-6 membered heteroaryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group. The following R G1 The same applies to this case as well. Carboxy group; R G2 A group represented by -O-CO- (wherein R in the formula) G2C1-6 alkyl groups; C1-6 alkyl groups substituted with one or more substituents of a halogen group, C1-6 alkoxy group, C1-6 haloalkoxy group, C3-6 cycloalkyl group, phenyl group, or 5-6 membered heteroaryl group; (C6-10 aryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; (5-6 membered heteroaryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; C2-6 alkenyl groups; C2-6 haloalkenyl groups ;C2-6 alkynyl group;C2-6 haloalkynyl group;C3-6 cycloalkyl group;C3-6 cycloalkyl group substituted with a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, C1-6 haloalkoxy group, or cyano group;C6-10 aryl group;C6-10 aryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group;5-6 membered heteroaryl group;or;5-6 membered heteroaryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group;The following R G2 The same applies to this case as well. R G1 R G1 The group represented by N- (R in the formula) G1 They may be the same or different. G1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R G1 R G1 The group represented by N-CO- (R in the formula) G1 They may be the same or different. G1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R G1 A group represented by -CO-O-; R G1 -CO-NR G3 - is represented by the base (wherein R G3 This represents a hydrogen atom; a C1-6 alkyl group; a C1-6 alkyl group substituted with one or more substituents from among a halogen group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a C3-6 cycloalkyl group, a phenyl group, or a 5-6 membered heteroaryl group; a C6-10 aryl (substituted with one or more substituents from among a C1-6 alkyl group, a C1-6 alkoxy group, a halogen group, a C1-6 haloalkyl group, or a C1-6 haloalkoxy group); or a C1-6 alkyl group (a 5-6 membered heteroaryl (substituted with one or more substituents from among a C1-6 alkyl group, a C1-6 alkoxy group, a halogen group, a C1-6 haloalkyl group, or a C1-6 haloalkoxy group). The following R G3 The same applies to this case as well. R G2 A base represented by -O-CO-O-; R G2 -O-CO-NR G3 - represents the base; R G1 R G1 The group represented by N-CO-O- (R in the formula) G1 They may be the same or different. G1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R G1 R G1 N-CO-NR G3 - is represented by the base (R in the formula) G1 They may be the same or different. G1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. G2 SO2-NR G3 - represents the base; R G1 R G1 The group represented by N-SO2- (R in the formula) G1 They may be the same or different. G1These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R G1 -ON=C(R G4 )- represents a base (where R in the formula) G4 This represents a hydrogen atom or a C1-6 alkyl group. G1 ) The group represented by 2C=NO- (R in the formula G1 They may be the same or different. G1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. A pentafluorosulfanil group, a nitro group, or a cyano group is preferred. Furthermore, oxo groups are also preferred as substituents on "C3-6 cycloalkyl groups," "C3-6 cycloalkyloxy groups," "3-10 membered heterocyclyl groups," or "3-10 membered heterocyclyloxy groups."

[0058] "R" in G a In the group represented by -CO-, R a This represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 3-10 membered heterocyclyl group.

[0059] R a Examples of "C1-6 alkyl groups" in this context include methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, i-propyl group, i-butyl group, s-butyl group, t-butyl group, i-pentyl group, neopentyl group, 2-methylbutyl group, and i-hexyl group. R a Examples of "C2-6 alkenyl groups" in this context include vinyl groups and 1-propenyl groups. R aExamples of "C2-6 alkynyl groups" in this context include the ethynyl group and the 1-propynyl group. R aSubstituents on the "C1-6 alkyl group", "C2-6 alkenyl group", or "C2-6 alkynyl group" include: halogen groups such as fluoro, chloro, bromo, and iod groups; hydroxyl groups; C1-6 alkoxy groups such as methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, i-butoxy, and t-butoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, and trifluoromethoxy groups; and C1-6 alkylthio groups such as methylthio and ethylthio groups. C1-6 alkyl sulfinyl groups such as ethyl sulfinyl and ethyl sulfinyl groups; C1-6 alkyl sulfonyl groups such as methyl sulfonyl and ethyl sulfonyl groups; carboxyl groups; C1-6 alkoxycarbonyl groups such as methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, i-propoxycarbonyl, n-butoxycarbonyl, and t-butoxycarbonyl groups; C3-6 cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups; C6-10 alkyl groups such as phenyl and naphthyl groups. aryl groups; C6-10 aryl groups substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups, such as 4-methylphenyl group, 4-methoxyphenyl group, 4-chlorophenyl group, 4-trifluoromethylphenyl group, and 4-trifluoromethoxyphenyl group; pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, triazolyl group, oxadiazolyl group, thiadiazolyl group Heteroaryl groups of five members, such as lyl groups and tetrazolyl groups; heteroaryl groups of five members substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; heteroaryl groups of six members, such as pyridyl groups, pyrazinyl groups, pyrimidinyl groups, pyridadinyl groups, and triazinyl groups; heteroaryl groups of six members substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups;Alternatively, a cyano group is preferred.

[0060] R a Examples of "C3-6 cycloalkyl groups" in this context include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, and cyclohexyl groups. R a Examples of "C6-10 aryl groups" in this context include phenyl, naphthyl, indenyl, indanyl, and tetralinyl groups.

[0061] R a In this context, a "3- to 10-membered heterocyclyl group" refers to a group containing one, two, three, or four heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur atoms as constituent atoms of the ring. When there are two or more heteroatoms, they may be the same or different. The group may be monocyclic or polycyclic. Examples of "3- to 10-membered heterocyclyl groups" include 3- to 6-membered saturated heterocyclyl groups, 5- to 10-membered heteroaryl groups, and 5- to 10-membered partially unsaturated heterocyclyl groups. Examples of "saturated heterocyclyl groups with 3 to 6 members" include azilidinyl group, epoxy group, azetidinyl group, oxetanyl group, pyrrolidinyl group, tetrahydrofuranyl group, thiazolidinyl group, tetrahydro-2H-pyranyl group, piperidyl group, piperazinyl group, morpholinyl group, dioxolanyl group, and dioxanyl group. Examples of "5- to 10-membered heteroaryl groups" include: 5-membered heteroaryl groups such as pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl groups; 6-membered heteroaryl groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridadinyl, and triazinyl groups; 9-membered heteroaryl groups such as indolyl, isoindolyl, benzofuranyl, benzothienyl, indazolyl, benzimidazolyl, benzoxazolyl, benzoisoxaozolyl, benzothiazolyl, and benzoisothiazolyl groups; and 10-membered heteroaryl groups such as quinolinyl, isoquinolinyl, synnolinyl, phthalazinyl, quinazolyl, and quinoxalinyl groups. Examples of "5- to 10-membered partially unsaturated heterocyclyl groups" include: 5-membered partially unsaturated heterocyclyl groups such as pyrrolinyl group, dihydrofuranyl group, imidazolinyl group, pyrazolinyl group, oxazolinyl group, and isoxazolinyl group; 6-membered partially unsaturated heterocyclyl groups such as dihydropyranyl group; 9-membered partially unsaturated heterocyclyl groups such as indolinyl group, isoindolinyl group, 2,3-dihydrobenzofuranyl group, and 1,3-dihydrobenzofuranyl group; and 10-membered partially unsaturated heterocyclyl groups such as 1,2,3,4-tetrahydroquinolinyl group.

[0062] R aSubstituents on the "C3-6 cycloalkyl group", "C6-10 aryl group", or "3-10 membered heterocyclyl group" in this context include halogeno groups such as fluoro, chloro, bromo, and iod groups; C1-6 alkyl groups such as methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, and n-hexyl groups; and C1-6 halomethyl groups such as chloromethyl, chloroethyl, trifluoromethyl, 1,2-dichloro-n-propyl, and 1-fluoro-n-butyl groups. Cyl group; hydroxyl group; C1-6 alkoxy groups such as methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, i-butoxy, and t-butoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, and trifluoromethoxy groups; C3-6 cycloalkyl C1-6 alkoxy groups; C6-10 aryl C1-6 alkoxy groups; (any of C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups) C6-10 aryl)C1-6 alkoxy groups substituted with one or more substituents; 5-membered ring heteroaryl C1-6 alkoxy groups; 5-membered ring heteroaryl)C1-6 alkoxy groups substituted with one or more substituents of any of the following: C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; 6-membered ring heteroaryl C1-6 alkoxy groups; (one or more substituents of any of the following: C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups) substituted 6-membered ring heteroaryl) C1-6 alkoxy groups; C1-6 alkylthio groups such as methylthio groups and ethylthio groups: C1-6 alkylsulfinyl groups such as methylsulfinyl groups and ethylsulfinyl groups; C1-6 alkylsulfonyl groups such as methylsulfonyl groups and ethylsulfonyl groups; C1-6 haloalkylthio groups such as trifluoromethylthio groups and 2,2,2-trifluoroethylthio groups: C1-6 haloalkylsulfinyl groups such as trifluoromethylsulfinyl groups and 2,2,2-trifluoroethylsulfinyl groups;C1-6 haloalkylsulfonyl groups such as trifluoromethylsulfonyl group and 2,2,2-trifluoroethylsulfonyl group; C3-6 cycloalkyl groups such as cyclopropyl group, cyclobutyl group, and cyclopentyl group; C3-6 cycloalkyl groups substituted with one or more substituents of any C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, C1-6 haloalkoxy group, or cyano group; C3-6 cycloalkenyl group; C6-10 aryl groups such as phenyl group and naphthyl group; 4-methylphenyl group, 4-methylphenyl group C6-10 aryl groups substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups, such as toxyphenyl, 4-chlorophenyl, 4-trifluoromethylphenyl, and 4-trifluoromethoxyphenyl; saturated heterocyclyl groups of 3-4 membered rings, such as azilidinyl, epoxy, azetidinyl, and oxetanyl groups; C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups. Saturated heterocyclyl groups of 3-4 membered rings substituted with one or more substituents of xy groups; saturated heterocyclyl groups of 5-6 membered rings such as pyrrolidinyl group, tetrahydrofuranyl group, thiazolidinyl group, tetrahydro-2H-pyranyl group, piperidyl group, piperazinyl group, morpholinyl group, dioxolanyl group, and dioxanyl group; saturated heterocyclyl groups of 5-6 membered rings substituted with one or more substituents of C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; pyrrolyl group, furyl group , 5-membered heteroaryl groups such as thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, triazolyl group, oxadiazolyl group, thiadiazolyl group, tetrazolyl group, etc.; 5-membered heteroaryl groups substituted with one or more substituents of any C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group; 6-membered heteroaryl groups such as pyridyl group, pyrazinyl group, pyrimidinyl group, pyridadinyl group, triazinyl group, etc.Heteroaryl groups of six-membered rings substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; partially unsaturated heterocyclyl groups of five-membered rings such as pyrrolinyl groups, dihydrofuranyl groups, imidazolinyl groups, pyrazolinyl groups, oxazolinyl groups, and isoxazolinyl groups; partially saturated heterocyclyl groups of five-membered rings substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; partially unsaturated heterocyclyl groups of six-membered rings such as dihydropyranyl groups; partially saturated heterocyclyl groups of six-membered rings substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; R q1 A group represented by -CO- (wherein R in the formula) q1C1-6 alkyl groups; C1-6 alkyl groups substituted with one or more substituents of a halogen group, C1-6 alkoxy group, C1-6 haloalkoxy group, C3-6 cycloalkyl group, phenyl group, or 5-6 membered heteroaryl group; (C6-10 aryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; (5-6 membered heteroaryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; C2-6 alkenyl groups; C2-6 haloalkenyl groups; C2- This represents a 6-alkynyl group; a C2-6 haloalkynyl group; a C3-6 cycloalkyl group; a C3-6 cycloalkyl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, C1-6 haloalkoxy group, or cyano group; a C6-10 aryl group; a C6-10 aryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group; a 5-6 membered heteroaryl group; or a 5-6 membered heteroaryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group. The following R q1 The same applies to this case as well. Carboxy group; R q2 A group represented by -O-CO- (wherein R in the formula) q2C1-6 alkyl groups; C1-6 alkyl groups substituted with one or more substituents of a halogen group, C1-6 alkoxy group, C1-6 haloalkoxy group, C3-6 cycloalkyl group, phenyl group, or 5-6 membered heteroaryl group; (C6-10 aryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; (5-6 membered heteroaryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; C2-6 alkenyl groups; C2-6 haloalkenyl groups; C2-6 This indicates a lucynyl group; a C2-6 haloalkynyl group; a C3-6 cycloalkyl group; a C3-6 cycloalkyl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, C1-6 haloalkoxy group, or cyano group; a C6-10 aryl group; a C6-10 aryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group; a 5-6 membered heteroaryl group; or a 5-6 membered heteroaryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group. The following R q2 The same applies to this. R q1 R q1 The group represented by N- (R in the formula) q1 They may be the same or different. q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R q1 R q1 The group represented by N-CO- (R in the formula) q1 They may be the same or different. q1These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R q1 A group represented by -CO-O-; R q1 -CO-NR q3 - is represented by the base (wherein R q3 This represents a hydrogen atom; a C1-6 alkyl group; a C1-6 alkyl group substituted with one or more substituents from among a halogen group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a C3-6 cycloalkyl group, a phenyl group, or a 5-6 membered heteroaryl group; a C6-10 aryl (substituted with one or more substituents from among a C1-6 alkyl group, a C1-6 alkoxy group, a halogen group, a C1-6 haloalkyl group, or a C1-6 haloalkoxy group); or a C1-6 alkyl group (a 5-6 membered heteroaryl (substituted with one or more substituents from among a C1-6 alkyl group, a C1-6 alkoxy group, a halogen group, a C1-6 haloalkyl group, or a C1-6 haloalkoxy group). The following R q3 The same applies to this. R q2 A base represented by -O-CO-O-; R q2 -O-CO-NR q3 - represents the base; R q1 R q1 The group represented by N-CO-O- (R in the formula) q1 They may be the same or different. q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R q1 R q1 N-CO-NR q3 - is represented by the base (R in the formula) q1 They may be the same or different. q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. q2 SO2-NR q3 - represents the base; R q1 R q1 The group represented by N-SO2- (R in the formula)q1 They may be the same or different. q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R q1 -ON=C(R q4 )- represents a base (where R in the formula) q4 This represents a hydrogen atom or a C1-6 alkyl group. q1 ) The group represented by 2C=NO- (R in the formula q1 They may be the same or different. q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. A pentafluorosulfanil group, a nitro group, or a cyano group is preferred. Furthermore, oxo groups are also preferred as substituents on the "C3-6 cycloalkyl group" or the "3-10 membered heterocyclyl group".

[0063] "R a Specific examples of groups represented by "-CO-" include the formyl group, acetyl group, and i-propylcarbonyl group.

[0064] "R" in G b In the group represented by -O-CO-, R b This represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R b A specific example of a substituent in R is a The same examples given in the previous section can be cited.

[0065] "R bSpecific examples of groups represented by "-O-CO-" include the methoxycarbonyl group, ethoxycarbonyl group, n-propoxycarbonyl group, i-propoxycarbonyl group, n-butoxycarbonyl group, and t-butoxycarbonyl group.

[0066] "R" in G c R d In the group represented by N-, R c R represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. d This represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C1-6 alkoxy group, or a substituted or unsubstituted C6-10 aryl group. R c or R d A specific example of a substituent in R is a The same examples given in the previous section can be cited. R d Examples of "C1-6 alkoxy groups" in this context include methoxy group, ethoxy group, n-propoxy group, n-butoxy group, n-pentyloxy group, n-hexyloxy group, i-propoxy group, i-butoxy group, s-butoxy group, t-butoxy group, and i-hexyloxy group. R dSubstituents on the "C1-6 alkoxy group" in this include halogen groups such as fluoro, chloro, bromo, and iod groups; hydroxyl groups; C1-6 alkoxy groups such as methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, i-butoxy, and t-butoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, and trifluoromethoxy groups; cyclopropyl, cyclobutyl, and cyclopentyl groups. Preferred are C3-6 cycloalkyl groups such as cyclohexyl groups; C6-10 aryl groups such as phenyl groups and naphthyl groups; C6-10 aryl groups substituted with one or more substituents of C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups, such as 4-methylphenyl group, 4-methoxyphenyl group, 4-chlorophenyl group, 4-trifluoromethylphenyl group, and 4-trifluoromethoxyphenyl group; or cyano groups.

[0067] Here, R c and R d These may combine to form a divalent organic group. Examples of divalent organic groups that can be formed include substituted or unsubstituted C2-5 alkylene groups, substituted or unsubstituted C1-3 alkyleneoxy C1-3 alkylene groups, substituted or unsubstituted C1-3 alkylentho C1-3 alkylene groups, or substituted or unsubstituted C1-3 alkyleneimino C1-3 alkylene groups. Furthermore, examples of silicon-containing divalent hydrocarbon groups include -CH2CH2-Si(CH3)2-CH2CH2-. Examples of "C2-5 alkylene groups" include dimethylene groups, trimethylene groups, and tetramethylene groups. Examples of "C1-3 alkylene oxy C1-3 alkylene groups" include the dimethylene oxydimethylene group. Examples of "C1-3 alkylenthiole C1-3 alkylene group" include the dimethylenthiole dimethylene group. Examples of "C1-3 alkylene iminoC1-3 alkylene group" include the dimethylene iminodimethylene group. Here, the imino group in "C1-3 alkylene alkylene imino C1-3 alkylene group" refers to -NH-. Preferred substituents on the "C2-5 alkylene group", "C1-3 alkyleneoxy C1-3 alkylene group", "C1-3 alkylentio C1-3 alkylene group", and "C1-3 alkyleneimino C1-3 alkylene group" are halogeno groups such as fluoro groups, chloro groups, bromo groups, and iod groups; C1-6 alkyl groups such as methyl groups, ethyl groups, n-propyl groups, i-propyl groups, n-butyl groups, s-butyl groups, i-butyl groups, and t-butyl groups; methylidene groups; or C1-6 haloalkyl groups such as chloromethyl groups, chloroethyl groups, trifluoromethyl groups, 1,2-dichloro-n-propyl groups, and 1-fluoro-n-butyl groups.

[0068] "R c R d Specific examples of groups represented by "N-" include amino groups, methylamino groups, dimethylamino groups, and i-propylamino groups.

[0069] "R" in G c R d In the group represented by N-CO-, R c and R d The above "R c R d This has the same meaning as in "groups represented by N-". "R c R d Specific examples of groups represented by "N-CO-" include the carbamoyl group, N,N-dimethylaminocarbonyl group, N-(i-propyl)aminocarbonyl group, and N-(i-propyl)-N-methylaminocarbonyl group.

[0070] "R" in G c R d N-NR d In the group represented by -CO-, R c and R dThe above "RcR d This has the same meaning as in "groups represented by N-". "R c R d N-NR d Specific examples of groups represented by "-CO-" include the 2,2-dimethylhydrazine-1-carbonyl group.

[0071] "R" in G a In the group represented by -CO-O-, R a The above "R a This has the same meaning as in "a group represented by -CO-". "R a Specific examples of groups represented by "-CO-O-" include the acetyloxy group.

[0072] "R" in G a -CO-NR e - in the base represented by -, R a The above "R a This has the same meaning as in "a group represented by -CO-". R e This represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C1-6 alkoxy group, or a substituted or unsubstituted C6-10 aryl group. R e A specific example of a substituent in R is a and R d The same examples given in the previous section can be cited. "R a -CO-NR e Specific examples of groups represented by "-" include acetylamino group, propionylamino group, butyrylamino group, and i-propylcarbonylamino group.

[0073] "R" in G a -CO-CO-NR e - in the base represented by -, R a The above "R a This has the same meaning as in "groups represented by -CO-". eThe above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R a -CO-CO-NR e Specific examples of groups represented by "-" include the oxopropanamide group.

[0074] "R" in G a -CO-NR e -NR e - in the base represented by -, R a The above "R a This has the same meaning as in "groups represented by -CO-". e The above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R a -CO-NR e -NR e Specific examples of the group represented by "-" include the acetylhydrazinyl group and the i-propylcarbonylhydrazinyl group.

[0075] "R" in G a -CO-NR e -NR e In the group represented by -CO-, R a The above "R a This has the same meaning as in "groups represented by -CO-". e The above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R a -CO-NR e -NR e Specific examples of groups represented by "-CO-" include the 2-acetylhydrazine-1-carbonyl group.

[0076] "R" in G b In the group represented by -O-CO-O-, R b The above "R bThis has a similar meaning to that of the "group represented by -O-CO-". "R b Specific examples of groups represented by "-O-CO-O-" include the methoxycarbonyloxy group and the ethoxycarbonyloxy group.

[0077] "R" in G b -O-CO-NR e - in the base represented by -, R b The above "R b This has a similar meaning to that in the group represented by -O-CO-. e The above "R b -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R b -O-CO-NR e Specific examples of the group represented by "-" include the methoxycarbonylamino group.

[0078] "R" in G c R d In the group represented by N-CO-O-, R c and R d The above "R c R d This has the same meaning as in "groups represented by N-". "R c R d Specific examples of groups represented by "N-CO-O-" include the carbamoyloxy group and the N,N-dimethylaminocarbonyloxy group.

[0079] "R" in G c R d N-CO-NR e - in the base represented by -, R c and R d The above "R c R d This has the same meaning as in "groups represented by N-". e The above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R c R d N-CO-NR e Specific examples of the group represented by "-" include the carbamoylamino group and the N,N-dimethylaminocarbonylamino group.

[0080] "R" in G c R d N-CO-CO-NR e - in the base represented by -, R c and R d The above "R c R d This has the same meaning as in "groups represented by N-". e The above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R c R d N-CO-CO-NR e Specific examples of the group represented by "-" include the 2-(methylamino)-2-oxoacetamide group and the 2-(t-butylamino)-2-oxoacetamide group.

[0081] "R" in G a -CS-NR e - in the base represented by -, R a The above "R a This has the same meaning as in "groups represented by -CO-". e The above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R a -CS-NR e Specific examples of groups represented by "-" include the ethanethioamide group, the propanethioamide group, and the 2-methylpropanethioamide group.

[0082] "R" in G c R d N-CS-NR e - in the base represented by -, R c and Rd The above "R c R d This has the same meaning as in "groups represented by N-". e The above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R c R d N-CS-NR e Specific examples of the group represented by "-" include the 3,3-dimethylthioureide group.

[0083] "R" in G b SO2-NR e - in the base represented by -, R b The above "R b This has a similar meaning to that in the group represented by -O-CO-. e The above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". "R b SO2-NR e Specific examples of the group represented by "-" include the methanesulfonylamino group.

[0084] "R" in G c R d In the group represented by N-SO2-, R c and R d The above "R c R d This has the same meaning as in "groups represented by N-". "R c R d Specific examples of the group represented by "N-SO2-" include the N,N-dimethylaminosulfonyl group.

[0085] "R" in G a ON=CR f - in the base represented by -, R a The above "R a This has the same meaning as in "a group represented by -CO-". R f This represents a hydrogen atom, an amino group, or a substituted or unsubstituted C1-6 alkyl group. R f A specific example of a substituent in R is a The same examples given in the previous section can be cited. "R a ON=CR f Specific examples of groups represented by "-" include the (hydroxyimino)methyl group and the (ethoxyimino)methyl group.

[0086] "R" in G a -C(=NR g )-NR e - in the base represented by -, R a The above "R a This has the same meaning as in "groups represented by -CO-". e The above "R a -CO-NR e This indicates a similar meaning to that in "the base represented by -". R g Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group. R g A specific example of a substituent in R is a The same examples given in the previous section can be cited.

[0087] "R" in G c R d NC (=NR) g In the group represented by )-, R c and R d The above "R c R d This has the same meaning as in "groups represented by N-". g The above "R a -C(=NR g )-NR e This indicates a similar meaning to that in "the base represented by -".

[0088] "R" in G h Ri In the group represented by S(=O)=N-CO-, R h Each independently represents a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group, and R i Each of these independently represents a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group. R h or R i A specific example of a substituent in R is a The same examples given in the previous section can be cited.

[0089] Here, R h and R i These may combine to form a divalent organic group. Examples of divalent organic groups that can be formed include substituted or unsubstituted C2-5 alkylene groups or substituted or unsubstituted C1-3 alkylene oxy C1-3 alkylene groups. Examples of "C2-5 alkylene groups" include dimethylene groups, trimethylene groups, and tetramethylene groups. Examples of "C1-3 alkylene oxy C1-3 alkylene groups" include the dimethylene oxydimethylene group. Preferred substituents on the "C2-5 alkylene group" or "C1-3 alkyleneoxy C1-3 alkylene group" are halogeno groups such as fluoro groups, chloro groups, bromo groups, and iod groups; C1-6 alkyl groups such as methyl groups, ethyl groups, n-propyl groups, i-propyl groups, n-butyl groups, s-butyl groups, i-butyl groups, and t-butyl groups; or C1-6 haloalkyl groups such as chloromethyl groups, chloroethyl groups, trifluoromethyl groups, 1,2-dichloro-n-propyl groups, and 1-fluoro-n-butyl groups.

[0090] "R" in G h R i In the group represented by S=N-CO-, R h or R i The above "R h R iThis has the same meaning as in the group represented by S(=O)=N-CO-.

[0091] "R" in G h R i In the group represented by C=NO-, R h and R i The above "R h R i This has the same meaning as in the group represented by S=NO-. "R h R i Specific examples of groups represented by C=NO- include the (propane-2-ylideneamino)oxy group.

[0092] When there are two or more substituents (G), examples of divalent organic groups that can be formed by two of them together include substituted or unsubstituted C1-5 alkylene groups, substituted or unsubstituted oxy C1-4 alkylene groups, substituted or unsubstituted oxy C2-3 alkylene oxy groups, or substituted or unsubstituted C1-3 alkylene oxy C1-3 alkylene groups. Examples of "C1-5 alkylene groups" include methylene groups, dimethylene groups, trimethylene groups, and tetramethylene groups. Examples of "oxy C1-4 alkylene groups" include oxymethylene groups and oxydimethylene groups. Examples of "oxy C2-3 alkylene oxy groups" include oxydimethylene oxy groups. Examples of "C1-3 alkylene oxy C1-3 alkylene groups" include the dimethylene oxydimethylene group. Preferred substituents on the "C1-5 alkylene group", "oxy C1-4 alkylene group", "oxy C2-3 alkylene oxy group", and "C1-3 alkylene oxy C1-3 alkylene group" are halogeno groups such as fluoro groups, chloro groups, bromo groups, and iod groups; C1-6 alkyl groups such as methyl groups, ethyl groups, n-propyl groups, i-propyl groups, n-butyl groups, s-butyl groups, i-butyl groups, and t-butyl groups; or C1-6 haloalkyl groups such as chloromethyl groups, chloroethyl groups, trifluoromethyl groups, 1,2-dichloro-n-propyl groups, and 1-fluoro-n-butyl groups.

[0093] In the present invention, preferred Gs include halogeno groups, substituted or unsubstituted C1-6 alkyl groups, substituted or unsubstituted C1-6 alkoxy groups, substituted or unsubstituted C1-6 alkylthio groups, substituted or unsubstituted C1-6 alkylsulfinyl groups, substituted or unsubstituted C1-6 alkylsulfonyl groups, substituted or unsubstituted C3-6 cycloalkyl groups, substituted or unsubstituted C6-10 aryl groups, substituted or unsubstituted 3-10 membered heterocyclyl groups, and R b A group represented as -O-CO-, R c R d The group represented by N-, R c R d The group represented by N-CO-, R a A group represented by -CO-O-, R a -CO-NR e - represents a group, R b -O-CO-NR e - represents a group, R c R d The group represented by N-CO-O-, R c R d N-CO-NR e - represents a group, R c R d N-CS-NR e - represents a group, R b SO2-NR e - represents a group, R a ON=CR f - A group represented by - or R h R iOne example is the group represented by C=NO-.

[0094] [A] A represents a substituted or unsubstituted C1-6 alkylene group.

[0095] Examples of "C1-6 alkylene groups" in A include methylene groups, dimethylene groups, trimethylene groups, and tetramethylene groups.

[0096] The substituents on the C1-6 alkylene group can be one or more substituents selected from the following group of substituents (hereinafter, this substituent may be represented by the symbol "Ga"). Furthermore, if there are two or more substituents (Ga), two of them may combine to form a divalent organic group. The substituent groups are shown below. Halogeno group, substituted or unsubstituted C1-6 alkyl group, substituted or unsubstituted C2-6 alkenyl group, substituted or unsubstituted C2-6 alkynyl group, hydroxyl group, substituted or unsubstituted C1-6 alkoxy group, substituted or unsubstituted C2-6 alkenyloxy group, substituted or unsubstituted C2-6 alkynyloxy group, substituted or unsubstituted C3-6 cycloalkyloxy group, nitro group, cyano group, R a1 A group represented by -CO-O-, R b1 A group represented as -O-CO-, R b1 A group represented by -O-CO-O-, R c1 R d1 The group represented by N-CO-O-, R g1 R h1 The group represented by C=NO-, the oxo group (O=)R a1 A divalent base represented by ON=.

[0097] Among the above group of substituents, R a1Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R b1 Each of these independently represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R c1 Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R d1 Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group, where R c1 and R d1 These may combine to form a divalent organic group. R g1 This represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R h1 R represents a hydrogen atom or a substituted or unsubstituted C1-6 alkyl group, where R g1 and R h1 These may combine to form a divalent organic group.

[0098] Examples of "halogeno groups" in Ga include fluoro groups, chloro groups, bromo groups, and iod groups.

[0099] The "C1-6 alkyl group" in Ga may be a linear or branched chain. Examples of "C1-6 alkyl groups" in Ga include methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, i-propyl group, i-butyl group, s-butyl group, t-butyl group, i-pentyl group, neopentyl group, 2-methylbutyl group, and i-hexyl group.

[0100] Examples of "C2-6 alkenyl groups" in Ga include vinyl group, 1-propenyl group, 2-propenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 1-methyl-2-propenyl group, 2-methyl-2-propenyl group, 1-pentenyl group, 2-pentenyl group, 3-pentenyl group, 4-pentenyl group, 1-methyl-2-butenyl group, 2-methyl-2-butenyl group, 1-hexenyl group, 2-hexenyl group, 3-hexenyl group, 4-hexenyl group, and 5-hexenyl group.

[0101] Examples of "C2-6 alkynyl groups" in Ga include ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group, 3-butynyl group, 1-methyl-2-propynyl group, 2-methyl-3-butynyl group, 1-pentynyl group, 2-pentynyl group, 3-pentynyl group, 4-pentynyl group, 1-methyl-2-butynyl group, 2-methyl-3-pentynyl group, 1-hexynyl group, and 1,1-dimethyl-2-butynyl group.

[0102] Examples of "C1-6 alkoxy groups" in Ga include methoxy group, ethoxy group, n-propoxy group, n-butoxy group, n-pentyloxy group, n-hexyloxy group, i-propoxy group, i-butoxy group, s-butoxy group, t-butoxy group, and i-hexyloxy group. Examples of "C2-6 alkenyloxy groups" in Ga include vinyloxy groups, allyloxy groups, propenyloxy groups, and butenyloxy groups. Examples of "C2-6 alkynyloxy groups" in Ga include ethynyloxy groups and propargyloxy groups.

[0103] In Ga, the substituents include "C1-6 alkyl groups", "C2-6 alkenyl groups", "C2-6 alkynyl groups", "C1-6 alkoxy groups", "C2-6 alkenyloxy groups", or "C2-6 alkynyloxy groups", and the substituents thereon include halogen groups such as fluoro groups, chloro groups, bromo groups, and iod groups; hydroxyl groups; C1-6 alkoxy groups such as methoxy groups, ethoxy groups, n-propoxy groups, i-propoxy groups, n-butoxy groups, s-butoxy groups, i-butoxy groups, and t-butoxy groups; and C such as 2-chloro-n-propoxy groups, 2,3-dichlorobutoxy groups, and trifluoromethoxy groups. Preferably, 1-6 haloalkoxy groups; C3-6 cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups; C6-10 aryl groups such as phenyl and naphthyl groups; C6-10 aryl groups substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups, such as 4-methylphenyl, 4-methoxyphenyl, 4-chlorophenyl, 4-trifluoromethylphenyl, and 4-trifluoromethoxyphenyl groups; or cyano groups.

[0104] Examples of "C3-6 cycloalkyloxy groups" in Ga include cyclopropyloxy group, cyclobutyloxy group, cyclopentyloxy group, and cyclohexyloxy group.

[0105] Substituents on the "C3-6 cycloalkyloxy group" in Ga include: halogen groups such as fluoro, chloro, bromo, and iod groups; C1-6 alkyl groups such as methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, and n-hexyl groups; C1-6 haloalkyl groups such as chloromethyl, chloroethyl, trifluoromethyl, 1,2-dichloro-n-propyl, and 1-fluoro-n-butyl groups; hydroxyl groups; methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, and i-butoxy groups. Preferably, the following groups are used: C1-6 alkoxy groups such as t-butoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy groups, 2,3-dichlorobutoxy groups, and trifluoromethoxy groups; C6-10 aryl groups such as phenyl groups and naphthyl groups; C6-10 aryl groups substituted with one or more substituents of C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups, such as 4-methylphenyl groups, 4-methoxyphenyl groups, 4-chlorophenyl groups, 4-trifluoromethylphenyl groups, and 4-trifluoromethoxyphenyl groups; or cyano groups.

[0106] "R" in Ga a1 In the group represented by -CO-O-, R a1 This represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group.

[0107] R a1 Examples of "C1-6 alkyl groups" in this context include methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, i-propyl group, i-butyl group, s-butyl group, t-butyl group, i-pentyl group, neopentyl group, 2-methylbutyl group, and i-hexyl group. R a1Examples of "C2-6 alkenyl groups" in this context include vinyl groups and 1-propenyl groups. R a1 Examples of "C2-6 alkynyl groups" in this context include the ethynyl group and the 1-propynyl group. R a1 Substituents on the "C1-6 alkyl group", "C2-6 alkenyl group", or "C2-6 alkynyl group" include halogen groups such as fluoro, chloro, bromo, and iod groups; hydroxyl groups; C1-6 alkoxy groups such as methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, s-butoxy, i-butoxy, and t-butoxy groups; and C1-6 alkyl groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, and trifluoromethoxy groups. 6-haloalkoxy groups; C3-6 cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl groups; C6-10 aryl groups such as phenyl and naphthyl groups; C6-10 aryl groups substituted with one or more substituents of a halogeno group, a C1-6 haloalkyl group, or a C1-6 haloalkoxy group, such as 4-chlorophenyl, 4-trifluoromethylphenyl, and 4-trifluoromethoxyphenyl groups; or cyano groups are preferred.

[0108] R a1 Examples of "C3-6 cycloalkyl groups" in this context include cyclopropyl groups, cyclobutyl groups, cyclopentyl groups, and cyclohexyl groups. R a1 Examples of "C6-10 aryl groups" in this context include phenyl groups and naphthyl groups.

[0109] R a1In this context, a "5-6 membered heterocyclyl group" is a group that contains one, two, three, or four heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur atoms as constituent atoms of the ring. When there are two or more heteroatoms, they may be the same or different. Examples of "5-6 membered heterocyclyl groups" include 5-6 membered saturated heterocyclyl groups, 5-6 membered heteroaryl groups, and 5-6 membered partially unsaturated heterocyclyl groups. Examples of saturated heterocyclyl groups with 5-6 member rings include pyrrolidinyl group, tetrahydrofuranyl group, thiazolidinyl group, tetrahydro-2H-pyranyl group, piperidyl group, piperazinyl group, morpholinyl group, dioxolanyl group, and dioxanyl group. Examples of 5- to 6-membered heteroaryl groups include 5-membered heteroaryl groups such as pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl groups; and 6-membered heteroaryl groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridadinyl, and triazinyl groups. Examples of partially unsaturated heterocyclyl groups with 5- to 6 member rings include pyrrolinyl groups, dihydrofuranyl groups, imidazolinyl groups, pyrazolinyl groups, oxazolinyl groups, and isoxazolinyl groups; and partially unsaturated heterocyclyl groups with 6 member rings, such as dihydropyranyl groups.

[0110] R a1Substituents on the "C3-6 cycloalkyl group", "C6-10 aryl group", or "5-6 membered heterocyclyl group" in the above include: halogen groups such as fluoro, chloro, bromo, and iod groups; C1-6 alkyl groups such as methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, and n-hexyl groups; C1-6 haloalkyl groups such as chloromethyl, chloroethyl, trifluoromethyl, 1,2-dichloro-n-propyl, and 1-fluoro-n-butyl groups; hydroxyl groups; methoxy, ethoxy, n-propoxy, i-propoxy, and n-butoxy groups. Preferably, C1-6 alkoxy groups such as s-butoxy, i-butoxy, and t-butoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy, 2,3-dichlorobutoxy, and trifluoromethoxy groups; C6-10 aryl groups such as phenyl and naphthyl groups; C6-10 aryl groups substituted with one or more substituents of C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups, such as 4-methylphenyl, 4-methoxyphenyl, 4-chlorophenyl, 4-trifluoromethylphenyl, and 4-trifluoromethoxyphenyl groups; or cyano groups. "R a1 Specific examples of groups represented by "-CO-O-" include the acetyloxy group.

[0111] "R" in Ga b1 In the group represented by -O-CO-, R b1 This represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R b1 A specific example of a substituent in R is a1 The same examples given in the previous section can be cited.

[0112] "Rb1 Specific examples of groups represented by "-O-CO-" include the methoxycarbonyl group, ethoxycarbonyl group, and t-butoxycarbonyl group.

[0113] "R" in Ga b1 In the group represented by -O-CO-O-, R b1 The above "R b1 This has a similar meaning to that of the "group represented by -O-CO-". "R b1 Specific examples of groups represented by "-O-CO-O-" include the methoxycarbonyloxy group and the ethoxycarbonyloxy group.

[0114] "R" in Ga c1 R d1 In the group represented by N-CO-O-, R c1 and R d1 The above "R c1 R d1 This has the same meaning as in "groups represented by N-". "R c1 R d1 Specific examples of groups represented by "N-CO-O-" include the carbamoyloxy group and the N,N-dimethylaminocarbonyloxy group.

[0115] "R" in Ga g1 R h1 In the group represented by C=NO-, R g1 R represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. h1 This represents a hydrogen atom or a substituted or unsubstituted C1-6 alkyl group. R g1 or R h1 A specific example of a substituent in R is a1 The same examples given in the previous section can be cited. Here, R g1 and R h1 These may combine to form a divalent organic group. Examples of divalent organic groups that can be formed include substituted or unsubstituted C2-5 alkylene groups or substituted or unsubstituted C1-3 alkylene oxy C1-3 alkylene groups. Examples of "C2-5 alkylene groups" include dimethylene groups, trimethylene groups, and tetramethylene groups. Examples of "C1-3 alkylene oxy C1-3 alkylene groups" include the dimethylene oxydimethylene group. Preferred substituents on the "C2-5 alkylene group" or "C1-3 alkyleneoxy C1-3 alkylene group" are halogeno groups such as fluoro groups, chloro groups, bromo groups, and iod groups; C1-6 alkyl groups such as methyl groups, ethyl groups, n-propyl groups, i-propyl groups, n-butyl groups, s-butyl groups, i-butyl groups, and t-butyl groups; or C1-6 haloalkyl groups such as chloromethyl groups, chloroethyl groups, trifluoromethyl groups, 1,2-dichloro-n-propyl groups, and 1-fluoro-n-butyl groups. "R g1 R h1 Specific examples of groups represented by C=NO- include the (propane-2-ylideneamino)oxy group.

[0116] "R" in Ga a1 Among the divalent base represented by ON=, R a1 The above "R a1 This has the same meaning as in "a group represented by -CO-O-". "R a1 Specific examples of divalent groups represented by "ON=" include the N-hydroxyimino group and the N-methoxyimino group.

[0117] When there are two or more substituents (Ga), examples of divalent organic groups that can be formed by two of them together include substituted or unsubstituted C1-5 alkylene groups, substituted or unsubstituted oxy C1-4 alkylene groups, substituted or unsubstituted oxy C2-3 alkylene oxy groups, or substituted or unsubstituted C1-3 alkylene oxy C1-3 alkylene groups. Examples of "C1-5 alkylene groups" include methylene groups, dimethylene groups, trimethylene groups, and tetramethylene groups. Examples of "oxy C1-4 alkylene groups" include oxymethylene groups and oxydimethylene groups. Examples of "oxy C2-3 alkylene oxy groups" include oxydimethylene oxy groups. Examples of "C1-3 alkylene oxy C1-3 alkylene groups" include the dimethylene oxydimethylene group. Preferred substituents on the "C1-5 alkylene group", "oxy C1-4 alkylene group", "oxy C2-3 alkylene oxy group", and "C1-3 alkylene oxy C1-3 alkylene group" are halogeno groups such as fluoro groups, chloro groups, bromo groups, and iod groups; C1-6 alkyl groups such as methyl groups, ethyl groups, n-propyl groups, i-propyl groups, n-butyl groups, s-butyl groups, i-butyl groups, and t-butyl groups; or C1-6 haloalkyl groups such as chloromethyl groups, chloroethyl groups, trifluoromethyl groups, 1,2-dichloro-n-propyl groups, and 1-fluoro-n-butyl groups.

[0118] In the present invention, preferred Ga are hydroxyl groups, substituted or unsubstituted C1-6 alkoxy groups, substituted or unsubstituted C2-6 alkenyloxy groups, substituted or unsubstituted C2-6 alkynyloxy groups, R a1 A group represented as -CO-O-, an oxo group (O=), or R a1 We can list the divalent base represented by ON=.

[0119] [Q] Q represents a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-10 membered heterocycline ring.

[0120] Examples of "C6-10 aryl groups" in Q include phenyl groups, naphthyl groups, indenyl groups, indanyl groups, and tetralinyl groups.

[0121] In Q, a "5- to 10-membered heterocyclyl group" refers to a group containing one, two, three, or four heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur atoms as constituent atoms of the ring. When there are two or more heteroatoms, they may be the same or different. It may be either monocyclic or polycyclic. Examples of "5- to 10-membered heterocyclyl groups" include saturated heterocyclyl groups with 5- to 6 members, heteroaryl groups with 5- to 10 members, and partially unsaturated heterocyclyl groups with 5- to 10 members.

[0122] Examples of "saturated heterocyclyl groups with 5-6 member rings" include pyrrolidinyl group, tetrahydrofuranyl group, thiazolidinyl group, tetrahydro-2H-pyranyl group, piperidyl group, piperazinyl group, morpholinyl group, dioxolanyl group, and dioxanyl group. Examples of "5- to 10-membered heteroaryl groups" include: 5-membered heteroaryl groups such as pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl groups; 6-membered heteroaryl groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridadinyl, and triazinyl groups; 9-membered heteroaryl groups such as indolyl, isoindolyl, benzofuranyl, benzothienyl, indazolyl, benzimidazolyl, benzoxazolyl, benzoisoxaozolyl, benzothiazolyl, and benzoisothiazolyl groups; and 10-membered heteroaryl groups such as quinolinyl, isoquinolinyl, synnolinyl, phthalazinyl, quinazolyl, and quinoxalinyl groups. Examples of "5- to 10-membered partially unsaturated heterocyclyl groups" include: 5-membered partially unsaturated heterocyclyl groups such as pyrrolinyl group, dihydrofuranyl group, imidazolinyl group, pyrazolinyl group, oxazolinyl group, and isoxazolinyl group; 6-membered partially unsaturated heterocyclyl groups such as dihydropyranyl group; 9-membered partially unsaturated heterocyclyl groups such as indolinyl group, isoindolinyl group, 2,3-dihydrobenzofuranyl group, and 1,3-dihydrobenzofuranyl group; and 10-membered partially unsaturated heterocyclyl groups such as 1,2,3,4-tetrahydroquinolinyl group.

[0123] Substituents on the "C6-10 aryl group" or "5-10 membered heterocyclyl group" in Q include halogen groups such as fluoro, chloro, bromo, and iod groups; C1-6 alkyl groups such as methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, and n-hexyl groups; C2-6 alkenyl groups such as vinyl groups; C2-6 alkynyl groups such as ethynyl groups; chloromethyl, chloroethyl, trifluoromethyl, and 1,2-dichloro-n-propyl groups. C1-6 haloalkyl groups such as pyr group and 1-fluoro-n-butyl group; C1-6 alkoxyC1-6 alkyl groups such as methoxymethyl group; hydroxyl group; C1-6 alkoxy groups such as methoxy group, ethoxy group, n-propoxy group, i-propoxy group, n-butoxy group, s-butoxy group, i-butoxy group, t-butoxy group; hydroxyC1-6 alkoxy groups such as hydroxyethoxy group; C1-6 alkoxyalkoxy groups such as methoxymethoxy group and methoxyethoxy group; trimethylsilyloxyethoxy group, t-butyldimethylsilyl Tri-C1-6 alkyl-substituted silyloxy-C1-6 alkoxy groups such as lyloxyethoxy groups; C1-6 haloalkoxy groups such as 2-chloro-n-propoxy groups, 2,3-dichlorobutoxy groups, and trifluoromethoxy groups; C3-6 cycloalkyl-C1-6 alkoxy groups; C6-10 aryl-C1-6 alkoxy groups; (C6-10 aryl) C1-6 alkoxy groups substituted with one or more substituents of any of the following: C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups; 5 Heteroaryl C1-6 alkoxy groups of a five-membered ring; (heteroaryl C1-6 alkoxy groups of five members substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group); heteroaryl C1-6 alkoxy groups of six-membered rings; (heteroaryl C1-6 alkoxy groups of six members substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group);C1-6 alkylthio groups such as methylthio group and ethylthio group; C1-6 alkylsulfinyl groups such as methylsulfinyl group and ethylsulfinyl group; C1-6 alkylsulfonyl groups such as methylsulfonyl group and ethylsulfonyl group; C1-6 haloalkylthio groups such as trifluoromethylthio group and 2,2,2-trifluoroethylthio group; C1-6 haloalkylsulfinyl groups such as trifluoromethylsulfinyl group and 2,2,2-trifluoroethylsulfinyl group; trifluoromethylsulfonyl group and 2,2,2-trifluoroethylsulfinyl C1-6 haloalkylsulfonyl groups such as cysulfonyl groups; C3-6 cycloalkyl groups such as cyclopropyl groups, cyclobutyl groups, and cyclopentyl groups; C3-6 cycloalkyl groups substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, C1-6 haloalkoxy groups, or cyano groups; C3-6 cycloalkenyl groups such as cyclopropenyl groups, cyclobutenyl groups, and cyclopentenyl groups; C6-10 aryl groups such as phenyl groups and naphthyl groups; 4-methylphenyl groups, 4- C6-10 aryl groups substituted with one or more substituents of any C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or C1-6 haloalkoxy groups, such as methoxyphenyl group, 4-chlorophenyl group, 4-fluorophenyl group, 4-trifluoromethylphenyl group, and 4-trifluoromethoxyphenyl group; saturated heterocyclyl groups of 3-4 membered rings such as azilidinyl group, epoxy group, azetidinyl group, and oxetanyl group; C1-6 alkyl groups, C1-6 alkoxy groups, halogeno groups, C1-6 haloalkyl groups, or saturated heterocyclyl groups of 3-4 membered rings substituted with one or more substituents of any C1-6 haloalkoxy groups; saturated heterocyclyl groups of 5-6 membered rings such as pyrrolidinyl group, tetrahydrofuranyl group, thiazolidinyl group, tetrahydro-2H-pyranyl group, piperidyl group, piperazinyl group, morpholinyl group, dioxolanyl group, dioxanyl group, etc.; saturated heterocyclyl groups of 5-6 membered rings substituted with one or more substituents of any C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group;Five-membered heteroaryl groups such as pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, triazolyl, oxadiazolyl, thiadiazolyl, and tetrazolyl groups; five-membered heteroaryl groups substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups; six-membered heteroaryl groups such as pyridyl, pyrazinyl, pyrimidinyl, pyridadinyl, and triazinyl groups; any of C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups Six-membered heteroaryl groups substituted with one or more substituents; five-membered partially unsaturated heterocyclyl groups such as pyrrolinyl, dihydrofuranyl, imidazolinyl, pyrazolinyl, oxazolinyl, and isoxazolinyl groups; five-membered partially saturated heterocyclyl groups substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups; six-membered partially unsaturated heterocyclyl groups such as dihydropyranyl groups; six-membered partially saturated heterocyclyl groups substituted with one or more substituents of any C1-6 alkyl, C1-6 alkoxy, halogeno, C1-6 haloalkyl, or C1-6 haloalkoxy groups; R Q1 A group represented by -CO- (wherein R in the formula) Q1C1-6 alkyl groups; C1-6 alkyl groups substituted with one or more substituents of a halogen group, C1-6 alkoxy group, C1-6 haloalkoxy group, C3-6 cycloalkyl group, phenyl group, or 5-6 membered heteroaryl group; (C6-10 aryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; (5-6 membered heteroaryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; C2-6 alkenyl groups; C2-6 haloalkenyl groups; C2- This represents a 6-alkynyl group; a C2-6 haloalkynyl group; a C3-6 cycloalkyl group; a C3-6 cycloalkyl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, C1-6 haloalkoxy group, or cyano group; a C6-10 aryl group; a C6-10 aryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group; a 5-6 membered heteroaryl group; or a 5-6 membered heteroaryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group. The following R Q1 The same applies to this case as well. Carboxy group; R Q2 A group represented by -O-CO- (wherein R in the formula) Q2C1-6 alkyl groups; C1-6 alkyl groups substituted with one or more substituents of a halogen group, C1-6 alkoxy group, C1-6 haloalkoxy group, C3-6 cycloalkyl group, phenyl group, or 5-6 membered heteroaryl group; (C6-10 aryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; (5-6 membered heteroaryl groups substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogen group, C1-6 haloalkyl group, or C1-6 haloalkoxy group) C1-6 alkyl groups; C2-6 alkenyl groups; C2-6 haloalkenyl groups ;C2-6 alkynyl group;C2-6 haloalkynyl group;C3-6 cycloalkyl group;C3-6 cycloalkyl group substituted with a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, C1-6 haloalkoxy group, or cyano group;C6-10 aryl group;C6-10 aryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group;5-6 membered heteroaryl group;or;5-6 membered heteroaryl group substituted with one or more substituents of a C1-6 alkyl group, C1-6 alkoxy group, halogeno group, C1-6 haloalkyl group, or C1-6 haloalkoxy group;The following R Q2 The same applies to this case as well. R Q1 R Q1 The group represented by N- (R in the formula) Q1 They may be the same or different. Q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R Q1 R Q1 The group represented by N-CO- (R in the formula) Q1 They may be the same or different. Q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R Q1 A group represented by -CO-O-; R Q1 -CO-NR Q3 - is represented by the base (wherein R Q3 This represents a hydrogen atom; a C1-6 alkyl group; a C1-6 alkyl group substituted with one or more substituents from among a halogen group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a C3-6 cycloalkyl group, a phenyl group, or a 5-6 membered heteroaryl group; a C6-10 aryl (substituted with one or more substituents from among a C1-6 alkyl group, a C1-6 alkoxy group, a halogen group, a C1-6 haloalkyl group, or a C1-6 haloalkoxy group); or a C1-6 alkyl group (a 5-6 membered heteroaryl (substituted with one or more substituents from among a C1-6 alkyl group, a C1-6 alkoxy group, a halogen group, a C1-6 haloalkyl group, or a C1-6 haloalkoxy group). The following R Q3 The same applies to this case as well. R Q2 A base represented by -O-CO-O-; R Q2 -O-CO-NR Q3 - represents the base; R Q1 R Q1 The group represented by N-CO-O- (R in the formula) Q1 They may be the same or different. Q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R Q1 R Q1 N-CO-NR Q3 - is represented by the base (R in the formula) Q1 They may be the same or different. Q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. Q2 SO2-NR Q3 - represents the base; R Q1 R Q1 The group represented by N-SO2- (R in the formula) Q1 They may be the same or different. Q1These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. R Q1 -ON=C(R Q4 )- represents a base (where R in the formula) Q4 This represents a hydrogen atom or a C1-6 alkyl group. Q1 ) The group represented by 2C=NO- (R in the formula Q1 They may be the same or different. Q1 These groups may combine to form a trimethylene group, a tetramethylene group, a pentamethylene group, or a dimethyleneoxydimethylene group. A pentafluorosulfanyl group, a trimethylsilylethynyl group, a nitro group, or a cyano group is preferred. Furthermore, oxo groups are also preferred as substituents on the "5-10 membered heterocyclyl group".

[0124] 〔salt〕 The salt of compound (I) is not particularly limited as long as it is an agrohorticulturally acceptable salt. Examples include salts of inorganic acids such as hydrochloric acid and sulfuric acid; salts of organic acids such as acetic acid and lactic acid; salts of alkali metals such as lithium, sodium, and potassium; salts of alkaline earth metals such as calcium and magnesium; salts of transition metals such as iron and copper; salts of organic bases such as triethylamine, tributylamine, pyridine, and hydrazine; and ammonium.

[0125] [Manufacturing method] The method for producing compound (I) or a salt of compound (I) is not limited. For example, compound (I) or a salt of compound (I) of the present invention can be obtained by known methods as described in the examples. Alternatively, a salt of compound (I) can be obtained from compound (I) by known methods.

[0126] (Reaction Scheme 1) For example, among the compounds (I), the compound of formula (I-1) shown below can be prepared by condensing the compound of formula (III-1) and the compound of formula (A), as shown in reaction scheme 1 below.

[0127] [ka]

[0128] In formula (I-1), X 1# This is X in equation (I). 1 It has a similar meaning, or by general methods, X 1 This shows a structure that can be guided to X. 2# This is X in equation (I). 2 It has a similar meaning, or by general methods, X 2 This shows a structure that can be guided to X. 3# This is X in equation (I). 3 It has a similar meaning, or by general methods, X 3 This shows a structure that can be guided to Q. # This either has the same meaning as Q in equation (I), or it represents a structure that can be derived to Q by a general method. # This indicates a structure that has the same meaning as A in equation (I), or a structure that can be derived to A by a general method. The symbols in equation (III-1) have the same meaning as those in equation (I-1). X in equation (A) 3# The symbol has the same meaning as in formula (I-1). L indicates a leaving group. For example, when using a compound of formula (A) having a leaving group such as a methanesulfonyloxy group in L, it can be prepared by reacting it in the presence of an inorganic base. For example, if a compound of formula (A) in which L is a hydroxyl group is used, it can be prepared by using the Mitsunobu reaction.

[0129] (Reaction Scheme 2) The compound of formula (III-1) can be prepared by condensing the compound of formula (B) and the compound of formula (C), as shown in reaction scheme 2 below.

[0130] [ka]

[0131] The symbols in formula (B) have the same meaning as those in formula (I-1). The symbols in formula (C) have the same meaning as those in formula (I-1). Hal indicates a halogen group. For example, the compound of formula (B) and the compound of formula (C) can be prepared by reacting them in the presence of an inorganic base.

[0132] (Reaction Scheme 3) Among the compounds of formula (B), X 2# Part R 1 ON=CR 6 The compound of formula (B-1), which has a group represented by -, can be prepared by condensing the compound of formula (D) and the compound of formula (E), as shown in reaction scheme 3 below.

[0133] [ka]

[0134] R in equation (B-1) 1 and R 6 The symbol has the same meaning as the one in equation (I). 1# This has the same meaning as in equation (I-1). R in equation (D) 6 The symbol has the same meaning as the one in equation (I). 1# This has the same meaning as in equation (I-1). R in equation (E) 1 The symbol has the same meaning as in formula (I). Note that the hydrochloride salt of the compound in formula (E) may also be used. For example, it can be prepared by reacting the compound of formula (D) with the compound of formula (E) in an alcohol solvent.

[0135] (Reaction Scheme 4) Among the compounds of formula (I-1), X 2# Part R 1 ON=CR 6 The compound of formula (I-2), which has a group represented by -, can be prepared by condensing the compound of formula (F) and the compound of formula (E), as shown in the reaction scheme 4 below.

[0136] [ka]

[0137] R in equation (I-2) 1 and R 6 The symbol has the same meaning as in equation (I). The other symbols have the same meaning as in equation (I-1). R in equation (F) 6 The symbol has the same meaning as in equation (I). The other symbols have the same meaning as in equation (I-1). R in equation (E) 1 The symbol has the same meaning as in formula (I). Note that the hydrochloride salt of the compound in formula (E) may also be used. For example, it can be prepared by reacting the compound of formula (F) with the compound of formula (E) in an alcohol solvent.

[0138] (Reaction Scheme 5) The compound of formula (I-1) can also be prepared by condensing the compound of formula (IV-1) with the compound of formula (C), as shown in reaction scheme 5 below.

[0139] [ka]

[0140] The symbols in formula (IV-1) have the same meaning as those in formula (I-1). The symbols in formula (C) have the same meaning as those in formula (I-1). Hal indicates a halogen group. For example, the compound of formula (IV-1) and the compound of formula (C) can be prepared by reacting them in the presence of an inorganic base.

[0141] Specifically, the compounds and salts of formula (I) are: The following compounds are particularly favorable examples.

[0142] [ka]

[0143] Component (II), used in combination with component (I) of the present invention, is a compound (fungicide) having bactericidal activity other than that of formula (I). Component (II) may also be any of the following: insecticides / acaricides, nematicides, soil pesticides, plant growth regulators, fertilizers, or phytotoxicity reducers. It is more preferable that component (II) is a fungicide, insecticide / acaricide, or plant growth regulator other than component (I). Component (II) may be at least one compound, and two or more compounds may be selected and used in combination.

[0144] The fungicides, insecticides / acaricides, and plant growth regulators that can be used as component (II), and their amounts, are not particularly limited as long as they are effective. As fungicides that can be used as component (II), preferred examples include compounds listed on the FRAC (Fungicide Resistance Action Committee) website (https: / / www.frac.info / ), or agriculturally acceptable salts or derivatives thereof. Specifically, examples of compounds selected from the following groups can be given.

[0145] (A) Agents that act on nucleic acid synthesis metabolism: A1) RNA polymerase I inhibitors Benalaxyl, Benalaxyl-M, Furalaxyl, Metalaxyl, Metalaxyl-M, Oxadixyl, Ofurace. A2) Adenosine deaminase inhibitors Bupirimate, dimethirimol, ethirimol. A3) DNA / RNA biosynthesis inhibitors Hymexazole, octhilinone. A4) DNA topoisomerase type II inhibitors Oxolinic acid.

[0146] (B) Agents that act on the cytoskeleton and motor proteins: B1)~B3) β-tubulin polymerization inhibitors Benomyl, carbendazim, fuberidazole, thiabendazole, thiophanate, thiophanate-methyl, diethofencarb, zoxamide, etaboxam, chlorfenazole, debacarb, trichlamide, zarilamid. B4) Cell division inhibitors (mechanism of action unknown) Pencycuron. B5) Delocalization inhibitors of spectrin-like proteins Fluopicolide, fluopimomide. B6) Actin / myosin / fimbrin function inhibitors Phenamacril, metrafenone, pyriophenone.

[0147] (C) Agents that affect respiration: C1) Complex I: NADH oxidoreductase inhibitor Diflumetorim, tolfenpyrad, fenazaquin. C2) Complex II: Succinate dehydrogenase inhibitor benodanil, flutolanil, mepronil, isofetamide, fluopyram, cyclobutrifluram, fenfuram, carboxin, oxycarboxin, thifluzamide, benzovindiflupyr, bixafen, fluindapyr, fluxapyr Fluxapyroxad, furametpyr, inpyrfluxam, isopyrazam, penflufen, penthiopyrad, sedaxane, isoflucypram, pydiflumetofen, boscalid, pyraziflumid, flubeneteram, furmecyclox. C3) Complex III: Cytochrome bc1 (ubiquinol oxidase) Qo site (cyt b gene) inhibitor Azoxystrobin, coumoxystrobin, enoxastrobin, flufenoxystrobin, picoxystrobin, pyraoxystrobin, mandestrobin (mandestrobin), pyraclostrobin, pyrametostrobin, triclopyricarb, kresoxim-methyl, trifloxystrobin, dimoxystrobin, fenaminstrobin, metominostrobin, orysastrobin, famoxadone, fluoxastrobin, fenamidone, pyribencarb, metyltetraprole. C4) Complex III: Cytochrome bc1 (ubiquinone reductase) Qi site inhibitor Cyazofamide, amisulbrom, fenpicoxamide, florylpicoxamide, and metarylpicoxamide. C5) Uncoupling inhibitors of oxidative phosphorylation Binapacryl, dinocap, meptyldinocap, fluazinam. C6) Oxidative phosphorylation, inhibitor of ATP synthase Triphenyltin acetate, triphenyltin chloride, and triphenyltin hydroxide. C7) ATP transport inhibitors Silthiofam. C8) Complex III: Cytochrome bc1 (ubiquinone reductase) Qo site, stigmatelin-binding subsite inhibitor Ametoctradin.

[0148] (D) Agents that act on amino acid and protein synthesis: D1) Methionine biosynthesis (cgs gene) inhibitors Cyprodinil, mepanipyrim, pyrimethanil. D2) Protein synthesis (ribosome translation termination stage) inhibitors Blastoicidin-S. D3), ​​D4) Protein synthesis (ribosome translation initiation stage) inhibitors Kasugamycin, kasugamycin hydrochloride, streptomycin. D5) Protein synthesis (ribosomal polypeptide elongation stage) inhibitors Oxytetracycline.

[0149] (E) Agents that act on signal transduction: E1) Signal transduction inhibitor (mechanism of action unknown) Quinoxyfen, proquinazid. E2) MAP / histidine kinase (os-2, HOG1) inhibitors in osmotic signaling Fenpiclonil, fludioxonil. E3) MAP / histidine kinase (os-1, Daf1) inhibitors in osmotic signaling Chlozolinate, dimethachlone, iprodione, procymidone, vinclozolin.

[0150] (F) Agents that act on lipid biosynthesis or transport / cell membrane structure or function: F1) Dicarboxyimide-based fungicides F2) Phospholipid biosynthesis, methyltransferase inhibitors Edifenphos, iprobenfos, pyrazophos, isoprothiolane. F3) Cell peroxidation inhibitors Biphenyl, chloroneb, dichloran, quintozene, tecnazene, tolclofos-methyl, etridiazole. F4) Cell membrane permeability, fatty acid inhibitors Iodocarb, propamocarb, propamocarb hydrochloride, prothiocarb. F5) Carboxylic acid amide (CAA) fungicides F8) Ergosterol-binding inhibitors Natamycin; F9) Lipid homeostasis and transport / storage inhibitors Oxathiapiprolin, fluoxapiprolin.

[0151] (G) Inhibitors of cell membrane sterol biosynthesis G1) Inhibitors of demethylase (erg11 / cyp51) at the C14 position of sterol biosynthesis Triforine, pyrifenox, pyrisoxazole, fenarimol, nuarimol, imazalil, oxpoconazole, pefurazoate, prochloraz, triflumizole, azaconazole, bitertol anol), bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxyconazole, etaconazole, fenbuconazole, fluquinconazole, flusilazole, flutriahol (flutr) iafol), hexaconazole, imibenconazole, ipconazole, mefentrifluconazole, metconazole, myclobutanil, penconazole, propiconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, prothioconazole, fluoxythioconazole, furconazole, furconazole-cis, diniconazole-M. G2) Inhibitors of Δ14 reductase and Δ8→Δ7-isomerase (erg24, erg2) in sterol biosynthesis Aldimorph, dodemorph, dodemorph acetate, fenpropimorph, tridemorph, fenpropidin, piperalin, spiroxamine, butiobate. G3) Inhibitors of 3-keto reductase (erg27) in C4-position demethylation of the sterol biosynthesis pathway Fenhexamide, fenpyrazamine. G4) Squalene epoxidase (ERG1) inhibitors of the sterol biosynthesis pathway Pyributicarb, naftifine, terbinafine.

[0152] (H) Cell wall biosynthesis inhibitors: H4) Chitin synthase inhibitors Polyoxin, polyoxorim. H5) Cellulose synthase inhibitors Dimethomorph, flumorph, pyrimorph, benthiavalicarb, iprovalicarb, valifenalate, mandipropamid.

[0153] (I) Inhibitors of melanin synthesis in the cell wall: I1) Melanin biosynthesis reductase inhibitors Futhalide, pyroquilon, tricyclazole. I2) Dehydration inhibitors of melanin biosynthesis Carpropamid, diclocimet, fenoxanil. I3) Polyketide synthase inhibitors of melanin biosynthesis Tolprocarb.

[0154] (P) Agents that act to induce resistance in host plants: P01~P03) Agents related to salicylic acid signaling Acibenzolar-S-methyl, probenazole, tiadinil, isotianil. P04) Polysaccharide elicitors Laminarin. P05) Anthraquinone elicitor Extract from Japanese knotweed (Reynoutria sachalinensis). P06) Microbial elicitor Cell walls of Bacillus mycoides isolate J and Saccharomyces cerevisiae strain LAS117. P07) Phosphosphate Phosphorous acids and salts such as fosetyl-Al, phosphite and calcium phosphite, aluminum phosphite, sodium phosphite (disodium phosphonate), etc. P08) Agents related to salicylic acid signaling Diclobentiazox.

[0155] (U) Agents with an unknown mechanism of action: Cymoxanil, teclofthalam, triazoxide, flusulfamide, diclomezine, cyflufenamid, dodine, dodine free base, flutianil, ferimzone, tebufloquin, picarbutrazox, validamycin, bethoxazin, cyprofuram, flumetover, nitrothal-isopropyl, propamidine, ipflufenoquin, pyridaclomethyl (pyridachlometyl), pyrapropoyne, aminopyrifen, ipfentrifluconazole, quinofumelin, dipymetitrone, chloroinconazide, seboctylamine, flumetylsulforim, flufenoxadiazam.

[0156] (M) Agents with multi-point contact activity: Copper (various salts), basic copper sulfate, Bordeaux mixture, copper hydroxide, copper naphthalate, copper oxychloride, copper sulfate, cuprous oxide, oxine copper, sulfur, lime sulfur, amobam, ferbam, mancozeb, maneb, metiram, propineb, thiram, thiazole zinc Thiazole, zineb, ziram, captan, captafol, folpet, chlorothalonil, dichlofluanid, tolylfluanid; guazatine, guazatine acetates, iminoctadine, iminoctadine triacetate, iminoctadine albesylate Trialbesilate, anilazine, dithianon, chinomethionate / quinomethionate, fluoroimide, methasulfocarb, dazomet, cufraneb, mancopper, polycarbamate.

[0157] (BM) Biopesticides / biologically derived pesticides with multiple mechanisms of action: a) Plant extracts Polypeptides (lectins), phenols, sesquiterpenes, triterpenoids, coumarins, terpene hydrocarbons, terpene alcohols, terpene phenols, extract from the cotyledons of lupine plantlets, extract from Swinglea glutinosa, extract from Melaleuca alternifolia (tea tree oil), plant oils (mixtures), eugenol, geraniol, thymol, α-pinene, α -Terpinene (Alpha-terpinene), α-terpineol, α-terpinoline, γ-terpinene, d-limonene, orange oil, linalool, menthol, ursolic acid, oleanolic acid, neem oil. b) Microorganisms (microbial strains or their extracts or metabolites) Trichoderma atroviride strain I-1237, Trichoderma atroviride strain LU132, Trichoderma atroviride strain SC1, Trichoderma atroviride strain SKT-1, and Trichoderma atroviride strain 77B; Trichoderma asperellum strain T34, Trichoderma asperellum strain kd; Trichoderma harzianum strain T-22; Trichoderma species (Trichoderma spp.), such as Trichoderma virens strain G-41. Gliocladium spp., such as Gliocladium catenulatum strain J1446. Clonostachys species (Clonostachys spp.), such as Clonostachys rosea strain CR-7. Coniothyrium spp., such as Coniothyrium minitans strain CON / M / 91-08. Talaromyces spp., such as Talaromyces flavus strain SAY-Y-94-01. Saccharomyces spp., such as Saccharomyces cerevisae strain LAS02. Bacillus amyloliquefaciens strain QST713, Bacillus amyloliquefaciens strain FZB24, Bacillus amyloliquefaciens strain MBI600, Bacillus amyloliquefaciens strain D747, Bacillus amyloliquefaciens strain F727, Bacillus amyloliquefaciens strain AT-332; Bacillus spp., including strains AFS032321, Y1336, and HAI-0404; and Bacillus simplex. Paenibacillus spp. (a genus of fungi). Burkholderia spp. (a genus of fungi). Fusarium spp. (a genus of fungi). Pseudomonas spp., including Pseudomonas chlororaphis strain AFS009, Pseudomonas fluorescens, and Pseudomonas rhodesiae HAI-0804. Streptomyces spp., such as Streptomyces griseovirides strain K61 and Streptomyces lydicus strain WYEC108. Agrobacterium spp., such as Agrobacterium radiobacter. Non-pathogenic Erwinia carotovora subsp. carotovora and other species of the Erwinia genus (Erwinia spp.). Variovorax spp., such as Variovorax paradoxus. Lactobacillus species, such as Lactobacillus plantarum, are examples of bacteria belonging to the Lactobacillus genus (Lactobacillus spp.). c) Other agents Substances that may act as elicitors include yeast or its extract, β-glucan, chitin or chitosan or fragments thereof, β-aminobutyric acid, 2,6-dichloroisonicotinic acid, salicylic acid or its derivatives, algae extract, algae extract (hydrolyzed), jasmine flower extract, sodium alginate, oligosaccharides, trehalose, polysaccharides, lipids, lipopolysaccharides, fatty acids, glycolipids, glycoproteins, glycopeptides, proteins or peptides derived from plants and / or pathogenic microorganisms, and ergosterol.

[0158] (N) Unclassified agent Mineral oils, organic oils, inorganic salts, material of biological origin, potassium bicarbonate, sodium hydrogen carbonate, calcium carbonate, calcium hydroxide, potassium iodide, potassium phosphonates, chitosan hydrochloride, urea.

[0159] Component (II) may be an insecticide or acaricide. Preferred insecticides and acaricides that can be used as component (II) include compounds listed on the IRAC (Insecticide Resistance Action Committee) website (https: / / irac-online.org / ), or agriculturally acceptable salts or derivatives thereof. Specifically, examples of compounds selected from the following groups can be given.

[0160] (1A) Acetylcholinesterase (AChE) inhibitors (carbamates): Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Foretanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Piri micarb), Propoxur, Thiodicarb, Thiofanox, Trizamate, Trimethacarb, XMC, Xylylcarb, Aldoxycarb, Allyxycarb, Aminocarb, Bufencarb, Cloethocarb, Fenothiocarb, Promecarb.

[0161] (1B) Acetylcholinesterase (AChE) inhibitors (organophosphates): Acephate, Azamethiphos, Azinphos-ethyl, Azinphosmethyl, Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos, Chlorpyrifos-methyl, Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos / DDVP), Dicrotophos, Dimethoate, Dimethylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Fanhur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Imicyafos, Isofenphos, Isopropyl O-(methoxyaminothio-phosphoryl) salicylatesalicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl methyl), Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Trichlorfon, Vamidothion, Bromophos-e, Cyanofenphos, Demeton-S-methylsulfone), Dialifos, Dichlofenthion, Dioxabenzofos, Etrimfos, Fensulfothion, Fonofos, Formothion, Iodofenphos, Isazofos, Isocarbofos, Methacrifos, Phosphocarb, Pirimiphos-e, Propaphos, Prothoate, Sulprofos.

[0162] (2) GABAergic chloride ion channel blockers: Chlordane, Endosulfan, Ethiprole, Fipronil, Acetoprole, Camphechlor, Dienochlor, Heptachlor, Pyrafluprole, Pyriprole, Flufiprole.

[0163] (3A) Sodium channel modulator (pyrethroid type): Acrinathrin, Allethrin, d-cis-trans Allethrin, d-trans Allethrin, Bifenthrin, Bioallethrin, Bioallethrin-S-cyclopentenyl isomer S-cyclopentenyl-isomer), Bioresmethrin, Cycloprothrin, Cyfluthrin, β-Cyfluthrin, Cyhalothrin, λ-Cyhalothrin, γ-Cyhalothrin, Cypermethrin, α-Cypermethrin, β-Cypermethrin, θ-Cypermethrin, ζ-Cypermethrin, Cyphenothrin [(1R)-trans-isomers] ), Deltamethrin, Empenthrin[(EZ)-(1R)-isomers], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, tau-Fluvalinate, Halfenprox, Imiprothrin, Kadethrin, Permethrin, Phenothrin[(1R)-trans-isomer]), Prallethrin, Pyrethrins, Resmethrin, Silafluofen, Tefluthrin, Tetramethrin, Tetramethrin[(1R)-isomers] ), tralomethrin, transfluthrin, kappa-bifenthrin, biopermethrin, chloroplatrallethrin, dimefluthrin, fenfluthrin, fenpirithrin, flufenprox, heptafluthrin, meperfluthrin, ε-methof epsilon-metofluthrin, momfluorothrin, ε-epsilon-momfluorothrin, trans-permethrin, profluthrin, protrifenbute, kappa-tefluthrin, terrallethrin, tetramethylfluthrin, bioethanomethrin.

[0164] (3B) Sodium channel modulators (DDTs): DDT, Methoxychlor.

[0165] (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators: Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Thiacloprid, Thiamethoxam, Nicotine, Sulfoxaflor, Flupyradifurone, Triflumezopyrim, Nithiazine, Dichloromezotiaz, Flupyrimin.

[0166] (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators: Spinetoram, Spinosad.

[0167] (6) Glutamate-gated chloride ion (chloride ion) channel (GluCl) allosteric modulator. Abamectin, Emamectin, Emamectin-benzoate, Lepimectin, Milbemectin, Doramectin, Eprinomectin, Ivermectin, Moxidectin, Selamectin.

[0168] (7) Juvenile hormone analogues: Hydroprene, Kinoprene, Methoprene, Fenoxycarb, Pyriproxifen, Diofenolan, Epofenonane, Triprene.

[0169] (8) Other nonspecific (multisite) inhibitors: Alkyl halides such as methyl bromide, chloropicrin, sodium aluminum fluoride, sulfuryl fluoride, borax, boric acid, disodium octaborate, sodium borate, sodium metaborate, tartar emetic, dazomet, metam, metam potassium salt, metam sodium salt.

[0170] (9) String organ TRPV channel modulator: Pymetrozine, Pyrifluquinazon; Afidopyropen;

[0171] (10) Mite growth inhibitors: Clofentezine, diflovidazin, hexythiazox, etoxazole.

[0172] (11) Microbial-derived insect midgut endometrium disruptors: Bt subsp. israelensis, Bt subsp. aizawai, Bt subsp. kurstaki, Bt subsp. tenebrionis; Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / Cry35Ab1; Bacillus sphaericus. Note) "Bt" refers to Bacillus thuringiensis, and "proteins contained in Bt crops" refers to proteins produced in crops into which the gene for the toxic protein (Cry1Ab, etc.) produced by Bt (Bacillus thuringiensis) has been incorporated.

[0173] (12) Mitochondrial ATP synthase inhibitors: Diafenthiuron; Azocyclotin, Cyhexatin, Fenbutatin oxide, Propargite, Tetradifon.

[0174] (13) Oxidative phosphorylation uncoupling agents that disrupt the proton gradient: Chlorfenapyr, DNOC (4,6-dinitro-o-cresol), Sulfuramide. Binapacryl, Dinobuton, Dinocap.

[0175] (14) Nicotinic acetylcholine receptor (nAChR) channel blockers: Bensultap, Cartap hydrochloride, Thiocyclam, Thiosultap-sodium.

[0176] (15) Chitin biosynthesis inhibitors, type 0: Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron, Triflumuron, Fluazuron.

[0177] (16) Chitin biosynthesis inhibitors, type 1: Buprofezin.

[0178] (17) Molting inhibitors: Cyromazine.

[0179] (18) Ecdysone receptor agonists: Chromafenozide, Halofenozide, Methoxyfenozide, Tebufenozide.

[0180] (19) Octopamine receptor agonists: Amitraz, Chlordimeform.

[0181] (20) Mitochondrial electron transport chain complex III inhibitors: Hydramethylnon; acequinocyl; fluacrypyrim; bifenazate.

[0182] (21) Mitochondrial electron transport chain complex I inhibitors (METI): Fenazaquin, Fenpyroximate, Pyridaben, Pyrimidifen, Tebufenpyrad, Tolfenpyrad, Rotenone.

[0183] (22) Voltage-gated sodium channel blockers: Indoxacarb, Metaflumizone.

[0184] (23) Acetyl-CoA carboxylase inhibitors: Spirodiclofen, spiromesifen, spirotetramat, spiropidione.

[0185] (24) Mitochondrial electron transport chain complex IV inhibitors: Aluminum phosphide (Al-phosphide), calcium phosphide (Ca-phosphide), zinc phosphide (Zn-phosphide), phosphine, calcium cyanide (Ca-cyanide), sodium cyanide (Na-cyanide), potassium cyanide (K-cyanide).

[0186] (25) Mitochondrial electron transport chain complex II inhibitors: Cyenopyrafen, Cyflumetofen, Pyflubumide.

[0187] (26) ryanodine receptor modulators: Chlorantraniliprole, Cyantraniliprole, Cyclaniliprole, Flubendiamide, Cyhalodiamide, Tetrachlorantraniliprole, Tetraniliprole.

[0188] (27) Chord tone organ modulator Target site unspecified: Flonicamid.

[0189] (28) GABAergic chloride ion channel allosteric modulator: Broflanilide, Fluxametamide, Isocycloseram, Afoxolaner, Floralaner, Lotilaner, Sarolaner.

[0190] (29) Agents with unknown mechanism of action (UN): Azadirachtin, Benzoximate, Bromopropylate, Chinomethionate / Quinomethionate, Dicofol, Lime sulfur, Mancozeb, Pyridalyl, Sulfur.

[0191] (30) Other insecticides and acaricides: Acynonapyr, Amidoflumet, Benzomate, Benzpyrimoxan, Chlorobenzilate, Dicyclanil, Fenoxacrim, Fentrifanil, Flometoquin, Flubenzine, Flufenzine, Fluhexafon, Fluopyram, Metaflumizone, Metoxadiazone, Oxazosulfyl, Tetrasul, Triarathene, Tyclopyrazoflor.

[0192] Specific examples of plant growth regulators that can be used as component (II) are shown below. Abscisic acid, kinetin, benzylaminopurine, 1,3-diphenylurea, forchlorfenuron, thidiazuron, chlorfenuron, dihydrozeatin, gibberellin A, gibberellin A4, gibberellin A7, gibberellin A3, 1-methylcyclopropane, N-acetylaminoethoxyvinyl glycine (aviglycine), aminooxyacetate, silver nitrate, cobalt chloride chloride), IAA, 4-CPA, cloprop, 2,4-D, MCPB, indole-3-butyrate, dichlorprop, phenothiol, 1-naphthyl acetamide, etychlozate, cloxyfonac, maleic acid hydrazide, 2,3,5-triiodobenzoic acid (2,3,5-triiodobenzoic acid), salicylic acid, methyl salicylate, (-)-jasmonic acid, methyl jasmonate, (+)-strigol, (+)-deoxystrigol, (+)-orobanchol, (+)-sorgolactone, 4-oxo-4-(2-phenylethyl)aminobutyric acid, ethephon, chlormequat, mepiquat chloride, benzyladenine, 5-aminolevulinic acid Levulinic acid, daminozide.

[0193] Component (II) may be a fertilizer. Specifically, examples of fertilizers that can be used as component (II) include compounds selected from the following groups. Ammonium sulfate, magnesium sulfate, ammonium phosphate, ammonium nitrate, urea, nitrogen, phosphorus, potassium, etc.

[0194] Component (II) may be a drug-induced harm reduction agent (safener). Specifically, examples of compounds that can be used as component (II) to reduce drug damage include compounds selected from the following groups. Benoxacol, cloquintocet, cloquintocet-mexyl, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenchlorazole ethyl Examples include ole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, isoxadifen-ethyl, mefenpyr, mefenpyr-diethyl, mephenate, naphthalic anhydride, oxabetrinil, etc.

[0195] Preferred components (II) include thiophanate-methyl, triflumizole, cyflufenamide, iminoctadine acetate, iminoctadine albesylate, picarbutrazox, ipuflufenoquin, fluxapiroxad, cymoxanil, tebufenozide, prothioconazole, mefentrifluconazole, potassium phosphite, floryl picoxamide, methyltetraprole, captan, fipronil, fludioxonil, chlorantraniliprole, fluopyram, abamectin, sulfoxaflor, and the like.

[0196] In the fungicidal composition for agricultural and horticultural use of the present invention, the ratio of component (I) to component (II) can be arbitrarily selected. The weight ratio of component (I) to component (II) is usually in the range of 1:1000 to 1000:1, preferably in the range of 1:500 to 500:1, more preferably in the range of 200:1 to 1:200, more preferably in the range of 100:1 to 1:100, even more preferably in the range of 50:1 to 1:50, and particularly preferably in the range of 10:1 to 1:10. In particular, it is preferable to apply it in a mass ratio that exhibits a synergistic effect. The synergistic effect can be confirmed by Colby's equation, which will be discussed later.

[0197] Tables 1 and 2 show specific combinations of component (I) and component (II), as well as examples of preferred mass ratios.

[0198] [Table 1]

[0199] [Table 2]

[0200] The fungicidal composition for agricultural and horticultural use of the present invention can be used to control plant diseases caused by a wide range of filamentous fungi, such as algae (Oomycetes), ascomycetes, deuteromycetes, basidiomycetes, and zygomycetes.

[0201] Examples of plant diseases (pathogens) that are subject to control are shown below. Sugar beet: Cercospora beticola, Aphanomyces cochlioides, Root rot (Thanatephorus cucumeris), Leaf rot (Thananatephorus cucumeris), Rust (Uromyces betae), Powdery mildew (Oidium sp.), Spot disease (Ramularia beticola), Seedling damping off (Aphanomyces cochlioides, Pythium ultimum) etc. Peanuts: Brown spot disease (Mycosphaerella arachidis), stain spot disease (Ascochyta sp.), rust disease (Puccinia arachidis), damping-off disease (Pythium debaryanum), rust spot disease (Alternaria alternata), white mold disease (Sclerotium rolfsii), black stain disease (Mycosphaerella berkeleyi), black root rot (Calonectria ilicicola), etc. Cucumbers: Powdery mildew (Sphaerotheca fuliginea), downy mildew (Pseudoperonospora cubensis), vine blight (Mycosphaerella melonis), vine wilt (Fusarium oxysporum), sclerotinia rot (Sclerotinia sclerotiorum), gray mold (Botrytis cinerea), anthracnose (Colletotrichum orbiculare), black spot (Cladosporium cucumerinum), brown spot (Corynespora cassiicola), seedling blight (Pythium debaryanum, Rhizoctonia solani Kuhn), Phomopsis root rot (Phomopsis sp.), bacterial leaf spot (Pseudomonas syringae pv. Lachrymans), etc. Tomatoes: Botrytis cinerea, Cladosporium fulvum, Phytophthora infestans, Verticillium albo-atrum, Verticillium dahliae, Oidium neolycopersici, Alternaria solani, Pseudocercospora fuligena), bacterial wilt (Ralstonia solanacearum), Sclerotinia sclerotiorum, etc. Eggplant: Gray mold (Botrytis cinerea), black blight (Corynespora melongenae), powdery mildew (Erysiphe cichoracearum), sooty mold (Mycovellosiella nattrassii), sclerotinia sclerotiorum, verticillium wilt (Verticillium dahliae), brown spot disease (Phomopsis vexans), etc. Chili peppers: Late blight (Phytophthora capsici), gray mold (Botrytis cinerea), sclerotinia rot (Sclerotinia sclerotiorum), anthracnose (Colletotrichum aenigma, Colletotrichum capsici, Colletotrichum fructicola, Colletotrichum jiangxiense), powdery mildew (Leveillula taurica), etc. Strawberries: Gray mold (Botrytis cinerea), powdery mildew (Sphaerotheca humuli), anthracnose (Colletotrichum acutatum, Colletotrichum fragariae), late blight (Phytophthora cactorum), soft rot (Rhizopus stolonifer), fusarium wilt (Fusarium oxysporum), wilt (Verticillium dahliae), sclerotinia sclerotiorum, etc. Onions: gray rot (Botrytis allii), gray mold (Botrytis cinerea), white spot leaf blight (Botrytis squamosa), downy mildew (Peronospora destructor), white blight (Phytophthora porri), small sclerotinia disease (Ciborinia allii), small sclerotinia rot (Botrytis squamosa), dry rot (Fusarium oxysporum), red root rot (Pyrenochaeta terrestris), black rot sclerotinia disease (Sclerotium cepivorum), rust (Puccinia allii), southern blight (Sclerotium rolfsii), etc. Leeks: soft rot (Pectobacterium carotovorum), downy mildew (Peronospora destructor), leaf blight (Pleospora allii), black rot sclerotinia disease (Sclerotium cepivorum), rust (Puccinia allii), white spot leaf blight (Botrytis squamosa), southern blight (Sclerotium rolfsii), red root rot (Pyrenochaeta terrestris), etc. Cabbages: clubroot (Plasmodiophora brassicae), soft rot (Erwinia carotovora), black rot (Xanthomonas campesrtis pv. campestris), black spot bacterial disease (Pseudomonas syringae pv. maculicola, P. s. pv. alisalensis), downy mildew (Peronospora parasitica), sclerotinia disease (Sclerotinia sclerotiorum), black soot disease (Alternaria brassicicola), gray mold (Botrytis cinerea), root rot (Phoma lingam), Pythium rot (Pythium aphanidermatum, Pythium ultimum), white rust (Albugo macrospora), etc. Lettuce: Diseases such as rot (Pseudomonas cichorii, Pseudomonas marginalis), soft rot (Pectobacterium carotovorum), downy mildew (Bremia lactucae), gray mold (Botrytis cinerea), sclerotinia sclerotiorum, big-vein disease (Mirafiori lettuce big-vein ophiovirus), root rot (Fusarium oxysporum), bottom blight (Rhizoctonia solani), powdery mildew (Golovinomyces orontii), etc. Green beans: Sclerotinia sclerotiorum, gray mold (Botrytis cinerea), anthracnose (Colletotrichum lindemuthianum), horn blotch (Phaeoisariopsis griseola), etc. Peas: Brown spot disease (Mycosphaerella blight), gray mold (Botrytis cinerea), sclerotinia sclerotiorum, powdery mildew (Erysiphe pisi), etc.

[0202] Apples: Powdery mildew (Podosphaera leucotricha), black spot (Venturia inaequalis), Monilinia mali, black spot (Mycosphaerella pomi), canker (Valsa mali), leaf spot (Alternaria mali), cedar-apple rust (Gymnosporangium yamadae), ring spot (Botryosphaeria berengeriana), anthracnose (Glomerella cingulata, Colletotrichum acutatum), brown spot (Diplocarpon mali), sooty spot (Zygophiala jamaicensis), sooty mold (Gloeodes pomigena), purple root rot (Helicobasidium mompa), white root rot (Rosellinia necatrix), gray mold (Botrytis cinerea), burn (Erwinia) Examples include amylovora, silver leaf disease (Chondrostereum purpureum), and crown gall disease (Rhizobium radiobacter, Rhizobium rhizogenes). Japanese apricot (Ume): Black spot disease (Cladosporium carpophilum), gray mold (Botrytis cinerea), gray mold (Monilinia mumecola), sooty mold (Peltaster sp.), fruit rot (Taphrina pruni), brown hole disease (Phloeosporella padi), etc. Persimmons: Powdery mildew (Phyllactinia kakicola), anthracnose (Gloeosporium kaki), horn spot leaf spot (Cercospora kaki), round leaf spot leaf spot (Mycosphaerella nawae), gray mold (Botrytis cinerea), sooty spot (Zygophiala jamaicensis), etc. Peaches: Monilinia fructicola, Monilia fructigena, Cladosporium carpophilum, Phomopsis sp., Xanthomonas campestris pv. pruni, Taphrina deformans, Colletotrichum gloeosporioides, Phloeosporella padi), Kawaratake disease (Coriolus versicolor), etc. Almonds: Gray mold (Monilinia laxa), leaf spot (Stigmina carpophila), black spot (Cladosporium carpophilum), leaf blisters (Polystigma rubrum), leaf spot disease (Alternaria alternata), anthracnose (Colletotrichum gloeospoides), etc. Prunus: Monilinia fructicola, Colletotrichum acutatum, Alternaria sp., Monilinia kusanoi, Mycosphaerella cerasella, Podosphaera tridactyla, etc. Grapes: Gray mold (Botrytis cinerea), powdery mildew (Uncinula necator), late blight (Glomerella cingulata, Colletotrichum acutatum), downy mildew (Plasmopara viticola), black rot (Elsinoe ampelina), brown spot (Pseudocercospora vitis), black rot (Guignardia bidwellii), white rot (Coniella castaneicola), rust (Phakopsora ampelopsidis), white snow disease (pathogen unidentified), crown gall disease (Rhizobium radiobacter, Rhizobium vitis), etc. Pears: Black spot (Venturia nashicola), red-apple rust (Gymnosporangium asiaticum), black spot (Alternaria kikuchiana), ring spot (Botryosphaeria berengeriana), powdery mildew (Phyllactinia mali), canker (Phomopsis fukushii), brown spot (Stemphylium vesicarium), anthracnose (Glomerella cingulata), etc. Tea: Ring spot disease (Pestalotiopsis longiseta, P. theae), anthracnose (Colletotrichum theae-sinensis), net blight (Exobasidium reticulatum), red blight (Pseudomonas syringae), blight (Exobasidium vexans), etc. Citrus: Scab (Elsinoe fawcettii), blue mold (Penicillium italicum), green mold (Penicillium digitatum), gray mold (Botrytis cinerea), black spot (Diaporthe citri), canker (Xanthomonas campestris pv. Citri), powdery mildew (Oidium sp.), late blight (Phytophthora citrophthora), anthracnose (Colletotrichum fioriniae), etc. Kiwifruit: Bacterial flower blight (Pseudomonas marginalis, Pseudomonas syringae, Pseudomonas viridiflava), canker (Pseudomonas syringae), gray mold (Botrytis cinerea), soft rot (Botryosphaeria dothidea, Diaporthe sp., Lasiodiplodia theobromae), sooty mold (Pseudocercospora actinidiae), etc. Olive: Anthracnose (Colletotrichum acutatum, Colletotrichum gloeosporioides), Peacock spot (Spilocaea oleaginea), etc. Chestnut: Anthracnose (Colletotrichum gloeosporioides), etc.

[0203] Wheat: Powdery mildew (Blumeria graminis f.sp. tritici), Scab (Gibberella zeae, Fusarium avenaceum, Fusarium culmorum, Fusarium crookwellense, Microdochium nivale), Brown rust (Puccinia recondita), Yellow rust (Puccinia striiformis), Brown snow blight (Pythium iwayamai), Pink snow blight (Monographella nivalis), Eyespot (Pseudocercosporella herpotrichoides), Leaf blotch (Septoria tritici), Glume blotch (Leptosphaeria nodorum), Snow blight (Typhula incarnata), Large sclerotinia snow blight (Myriosclerotinia borealis), Take-all (Gaeumannomyces graminis), Ergot (Claviceps purpurea), Common bunt (Tilletia caries), Loose smut (Ustilago nuda), Blast (Pyricularia grisea), Damping off (Pythium spp, Fusarium spp, Rhizoctonia spp.), Seedling blight (Pythium spp, Fusarium spp, Rhizoctonia spp.), etc. Barley: Pyrenophora graminea, Pyrenophora teres, Rhynchosporium secalis, Ustilago tritici, U. nuda, Damping off (Pythium spp, Fusarium spp, Rhizoctonia spp.), Seedling blight (Pythium spp, Fusarium spp, Rhizoctonia spp.) etc. Rice: Blast disease (Pyricularia oryzae), sheath blight (Rhizoctonia solani), bakanae disease (Gibberella fujikuroi), sesame leaf spot (Cochliobolus miyabeanus), seedling blight (Pythium graminicola), bacterial leaf spot (Xanthomonas oryzae), bacterial seedling blight (Burkholderia plantarii), brown stripe disease (Acidovorax avenae), bacterial grain blight (Burkholderia glumae), streaky leaf spot (Cercospora oryzae), rice blast (Ustilaginoidea virens), brown rice (Alternaria alternata, Curvularia intermedia), black rice (Alternaria padwickii), reddish rice (Epicoccum purpurascens), etc. Tobacco: Sclerotinia sclerotiorum, powdery mildew (Erysiphe cichoracearum), plague (Phytophthora nicotianae), etc. Tulips: Gray mold (Botrytis cinerea), brown spot (Botrytis tulipae), leaf blight (Rhizoctonia solani), bulb rot (Fusarium oxysporum), skin rot (Rhizoctonia solani), etc. Roses: Black spot (Diplocarpon rosae), powdery mildew (Erysiphe simulans, Podosphaera pannosa), gray mold (Botrytis cinerea), etc. Chrysanthemums: Gray mold (Botrytis cinerea), white rust (Puccinia horiana), downy mildew (Paraperonospora minor, Peronospora danica), Pythium wilt (Pythium aphanidermatum, Pythium dissotocum, Pythium helicoides, Pythium oedochilum, Pythium sylvaticum), wilt (Rhizoctonia solani), Fusarium wilt (Fusarium solani), etc. Gerbera: Gray mold (Botrytis cinerea), powdery mildew (Podosphaera xanthii), etc. Lilies: Leaf blight (Botrytis elliptica, Pestalotiopsis sp.), gray mold (Botrytis cinerea), etc. Sunflowers: Downy mildew (Plasmopara halstedii), Sclerotinia sclerotiorum, Gray mold (Botrytis cinerea), etc. Bentgrass: Snow mold (Sclerotinia borealis), Large patch (Rhizoctonia solani), Brown patch (Rhizoctonia solani), Dollar spot (Sclerotinia homoeocarpa), Rice blast (Pyricularia sp.), Red blight (Pythium aphanidermatum), Anthracnose (Colletotrichum graminicola), etc. Orchardgrass: Powdery mildew (Erysiphe graminis), etc. Soybeans: Purple spot disease (Cercospora kikuchii), downy mildew (Peronospora manshurica), stem blight (Phytophthora sojae), rust (Phakopsora pachyrhizi), sclerotinia sclerotiorum, anthracnose (Colletotrichum truncatum), gray mold (Botrytis cinerea), black rot (Elsinoe glycines), black spot (Diaporthe phaseolorum var. sojae), damping off (Pythium spp, Fusarium spp, Rhizoctonia spp.), seedling blight (Pythium spp, Fusarium spp, Rhizoctonia spp.), etc. Potatoes: Late blight (Phytophthora infestans), summer blight (Alternaria solani), black spot disease (Thanatephorus cucumeris), Verticillium albo-atrum, V. dahliae, V. nigrescens, black foot disease (Pectobacterium atrosepticum), soft rot (Pectobacterium carotovorum), gray mold (Botrytis cinerea), scab (Streptomyces spp.), sclerotinia sclerotiorum, etc. Japanese yam (Dioscorea japonica): Leaf blotch (Cylindrosporium dioscoreae), anthracnose (Colletotrichum gloeosporioides), blue mold (Penicillium sclerotigenum), etc. Sweet potatoes: Purple root rot (Helicobasidium mompa), vine wilt (Fusarium oxysporum), etc. Taro: Late blight (Phytophthora colocasiae), stem rot (Rhizoctonia solani), etc. Ginger: Rhizome rot (Pythium ultimum, Pythium myriotylum), white spot disease (Phyllosticta zingiberis), etc. Bananas: Panama disease (Fusarium oxysporum), Sigatoka disease (Mycosphaerella fijiensis, M. musicola), etc. Mango: Anthracnose (Colletotrichum aenigma), canker (Xanthomonas campestris), stem rot (Diaporthe pseudophoenicicola, Lasiodiplodia theobromae, Lasiodiplodia spp, Neofusicoccum parvum, Neofusicoccum sp.), gray mold (Botrytis cinerea), etc. Rapeseed: Sclerotinia sclerotiorum, root rot (Phoma lingam), black spot (Alternaria brassicae), powdery mildew (Erysiphe cruciferarum, Erysiphe cichoracearum, Oidium matthiolae), downy mildew (Peronospora parasitica), etc. Coffee: Rust disease (Hemileia vastatrix), anthracnose (Colletotrichum coffeanum), brown eye disease (Cercospora coffeicola), etc. Sugarcane: Brown rust disease (Puccinia melanocephala), etc. Corn: Gloeocercospora sorghi, Puccinia sorghi, Puccinia polysora, Ustilago maydis, Cochliobolus heterostrophus, Setosphaeria turcica, Damping off (Pythium spp., Fusarium spp., Rhizoctonia spp.), Seedling blight (Pythium spp., Fusarium spp., Rhizoctonia spp.), etc. Cotton: Seedling blight (Pythium sp.), rust (Phakopsora gossypii), white mold (Mycosphaerella areola), anthracnose (Glomerella gossypii), etc. Hops: Downy mildew (Pseudoperonospora humuli), powdery mildew (Oidium sp, Podosphaera macularis), gray mold (Botrytis cinerea), etc.

[0204] The fungicidal composition for agricultural and horticultural use of the present invention can be applied to various parts of plants, such as leaves, stems, stalks, flowers, buds, fruits, seeds, sprouts, roots, tubers, rhizomes, shoots, and cuttings. It can also be used on improved varieties, cultivars, and even mutants, hybrids, and genetically modified organisms (GMOs) of these plants.

[0205] The fungicidal composition for agricultural and horticultural use of the present invention can be used for seed treatment, foliar spraying, soil application, water surface application, etc., to control various diseases that occur in agricultural and horticultural crops, including flowers, turf, and pasture grass.

[0206] The present invention also includes seeds coated with a layer containing a fungicidal composition for agricultural and horticultural use. The horticultural fungicidal composition of the present invention can be used as a seed treatment agent, and any form of seed treatment known to those skilled in the art can be used, such as immersing, submerging, or coating seeds with the composition. Seed treatment is performed before sowing the seeds. Applying this composition to seeds in the form of a coating is a preferred form. For coating, seeds can be coated using a variety of methods known in this field. For example, the coating process may include spraying a seed treatment composition onto the surface of the seeds while stirring them in appropriate equipment such as a tumbler or a bread granulator.

[0207] The fungicide composition for agricultural and horticultural use of the present invention may contain other components besides components (I) and (II). Examples of other components include known components used for formulation.

[0208] The formulation of the fungicidal composition for agricultural and horticultural use of the present invention can take any form that is possible with general pesticides, i.e., the formulation can take any form, such as a dusty powder (DP), a wettable powder (WP), an emulsion (EC), a flowable formulation (FL), a suspension (SC), a water-soluble powder (SP), a water-dispersible granule (WG), a tablet, a granule (GR), a suspo emulsion (SE), an oil dispersion (OD), or an emulsion oil in water (EW). The formulation is not particularly limited by method or procedure and can be carried out by known methods and procedures.

[0209] In embodiments of the present invention, the various carriers, solvents, additives, and other pharmaceutical auxiliary materials used in formulation are not particularly limited. One embodiment of the present invention is a bactericidal composition comprising an agriculturally chemistry-acceptable solid carrier and / or liquid carrier. When a solid dosage form is desired, solid carriers such as plant-based powders like soy flour and wheat flour, mineral-based fine powders like diatomaceous earth, apatite, gypsum, talc, bentonite, pyrophyllite, and clay, and organic and inorganic compounds like sodium benzoate, urea, and Glauber's salt can be used. For liquid dosage forms, liquid carriers such as petroleum fractions including kerosene, xylene, and solvent naphtha, cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, alcohol, acetone, trichloroethylene, methyl isobutyl ketone, mineral oil, vegetable oil, and water can be used.

[0210] In formulation, surfactants may be added as needed. Examples of surfactants include nonionic surfactants such as polyoxyethylene-added alkylphenyl ethers, polyoxyethylene-added alkyl ethers, polyoxyethylene-added higher fatty acid esters, polyoxyethylene-added sorbitan higher fatty acid esters, and polyoxyethylene-added tristyrylphenyl ether; sulfate salts of polyoxyethylene-added alkylphenyl ethers, alkylbenzene sulfonates, sulfate salts of higher alcohols, alkylnaphthalene sulfonates, polycarboxylates, lignin sulfonates, formaldehyde condensates of alkylnaphthalene sulfonates, and copolymers of isobutylene and maleic anhydride.

[0211] The bactericidal composition of the present invention allows for the appropriate setting of the active ingredient concentration depending on the dosage form. For example, the active ingredient concentration in a wettable powder is preferably 5 to 90% by weight, more preferably 10 to 85% by weight. The active ingredient concentration in an emulsion is preferably 3 to 70% by weight, more preferably 5 to 60% by weight. The active ingredient concentration in a granular formulation is preferably 0.01 to 50% by weight, more preferably 0.05 to 40% by weight.

[0212] The method of preparing the formulation is not particularly limited, and known preparation methods can be used depending on the dosage form. The following are some examples of formulations. The formulations shown below are merely illustrative and can be modified as long as they do not contradict the spirit of the present invention. The present invention is not limited in any way by the following formulation examples. Unless otherwise specified, "parts" means "parts by weight."

[0213] (Example of formulation 1: Wettable powder) 40 parts of compounds (I) and (II), 53 parts of diatomaceous earth, 4 parts of higher alcohol sulfate, and 3 parts of alkylnaphthalene sulfonate are uniformly mixed and finely ground to obtain a wettable powder with 40% active ingredient.

[0214] (Formulation example 2: Emulsion) Mix and dissolve 30 parts of compounds (I) and (II), 33 parts of xylene, 30 parts of dimethylformamide, and 7 parts of polyoxyethylene alkyl allyl ether to obtain an emulsion containing 30% of the active ingredient.

[0215] (Formulation example 3: Granules) Five parts of compounds (I) and (II), forty parts of talc, thirty-eight parts of clay, ten parts of bentonite, and seven parts of alkyl sodium sulfate are uniformly mixed, finely ground, and then granulated to a particle diameter of 0.5 to 1.0 mm to obtain granules containing 5% of the active ingredient.

[0216] (Formulation example 4: Granules) Five parts of compounds (I) and (II), 73 parts of clay, 20 parts of bentonite, 1 part of sodium dioctyl sulfosuccinate, and 1 part of potassium phosphate were uniformly mixed and ground. Water was added to this mixture and kneaded thoroughly. Then, it was granulated and dried to obtain granules containing 5% of the active ingredient.

[0217] (Formulation example 5: Suspension) Ten parts of compounds (I) and (II), four parts of polyoxyethylene alkyl allyl ether, two parts of sodium polycarboxylate, ten parts of glycerin, 0.2 parts of xanthan gum, and 73.8 parts of water are mixed and wet-milled until the particle size is 3 microns or less to obtain a suspension containing 10% of the active ingredient.

[0218] (Formulation example 6: Granular wettable powder) 40 parts of compounds (I) and (II), 36 parts of clay, 10 parts of potassium chloride, 1 part of sodium alkylbenzene sulfonate, 8 parts of sodium lignin sulfonate, and 5 parts of formaldehyde condensate of sodium alkylbenzene sulfonate are uniformly mixed and finely ground. An appropriate amount of water is then added and kneaded to form a clay-like substance. The clay-like substance is granulated and then dried to obtain a granular wettable powder containing 40% of the active ingredient.

[0219] Next, the present invention will be explained in more detail by showing an example of the synthesis of compound (I). However, the present invention is not limited in any way by the following synthesis example.

[0220] (Example of combination) Synthesis of N-((2S)-1-(3-(2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl)-5-((E)-1-(isopropoxyimino)ethyl)-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)propan-2-yl)isobutyramide

[0221] (Process 1) Synthesis of (E)-5-(1-(isopropoxyimino)ethyl)pyrimidine-2,4(1H,3H)-dione

[0222] [ka] 5-acetylpyrimidine-2,4(1H,3H)-dione (15.4g) was dissolved in ethanol (200ml) and chloroform (100ml), 2-(aminooxy)propane hydrochloride (14.0g) was added, and the mixture was stirred at 45°C for 3 hours. Water was added to the reaction mixture, extracted with methylene chloride, and then dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to obtain 20.6 g of the target compound. Yield: 98% The 1H-NMR spectrum of the obtained target product is shown below. 1H-NMR (DMSO-D6) δ: 11.26 (1H, s), 11.11 (1H, d, J = 5.9 Hz), 7.42 (1H, d, J = 5.9 Hz), 4.31-4.25 (1H, m), 1.99 (3H, s), 1.20 (6H, d, J= 6.3 Hz).

[0223] (Process 2) Synthesis of (E)-1-(2-(5-fluoro-2-methoxyphenyl)-2-oxoethyl)-5-(1-(isopropoxyimino)ethyl)pyrimidine-2,4(1H,3H)-dione (manufacturing intermediate) [ka] (E)-5-(1-(isopropoxyimino)ethyl)pyrimidine-2,4(1H,3H)-dione (2.11 g) was dissolved in N,N-dimethylformamide (30 ml), potassium carbonate (1.50 g) and 2-bromo-5'-fluoro-2'-methoxyacetophenone (2.55 g) were added, and the mixture was stirred at room temperature for 3 hours. Water was added to the reaction mixture, and the resulting solid was filtered to obtain 3.39 g of the target product. Yield: 90% The 1H-NMR spectrum of the obtained target product is shown below. 1H-NMR (CDCl3) δ: 8.23 ​​(1H, s), 7.67-6.98(3H, m), 7.34(1H, s), 5.13(2H, s), 4.35-4.32 (1H, m), 3.98(3H, s), 2.19 (3H, s), 1.25 (6H, d, J = 6.3 Hz).

[0224] (Step 3) Synthesis of (S,E)-N-(1-(3-(2-(5-fluoro-2-methoxyphenyl)-2-oxoethyl)-5-(1-(isopropoxyimino)ethyl)-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)propan-2-yl)isobutyramide [ka] (E)-1-(2-(5-fluoro-2-methoxyphenyl)-2-oxoethyl)-5-(1-(isopropoxyimino)ethyl)pyrimidine-2,4(1H,3H)-dione (0.56 g) was dissolved in tetrahydrofuran (7 ml), and tert-butyl (S)-(1-hydroxypropan-2-yl)carbamate (0.38 g), triphenylphosphine (0.58 g), and bis(2-methoxyethyl) azodicarboxylate (0.52 g) were added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was purified by silica gel column chromatography (eluent: hexane / ethyl acetate). The resulting solution was dissolved in 1,4-dioxane (7 ml), and 4 N hydrogen chloride / 1,4-dioxane solution (7 ml) was added. The mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated, and the resulting residue was dissolved in methylene chloride (7 ml). Under ice cooling, triethylamine (3 ml) and isobutanoyl chloride (0.1 ml) were added, and the mixture was stirred for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: chloroform / ethyl acetate) to obtain 0.45 g of the target compound. Yield: 60% The 1H-NMR spectrum of the obtained target product is shown below. 1H-NMR (CDCl3) δ: 7.62-6.99 (3H, m), 7.30(1H, s), 6.08-2.20(8H, m), 3.98 (3H,s), 2.15(3H, s), 1.25-1.03 (15H, m)

[0225] (Step 4) Synthesis of N-((2S)-1-(3-(2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl)-5-((E)-1-(isopropoxyimino)ethyl)-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)propan-2-yl)isobutyramide [ka] (S,E)-N-(1-(3-(2-(5-fluoro-2-methoxyphenyl)-2-oxoethyl)-5-(1-(isopropoxyimino)ethyl)-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)propan-2-yl)isobutyramide (0.25 g) was dissolved in methanol (2 ml) and tetrahydrofuran (2 ml), and under ice cooling, sodium borohydride (18 mg) was added and the mixture was stirred for 20 minutes. A saturated aqueous solution of ammonium chloride was added to the reaction mixture, extracted with ethyl acetate, washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was removed by reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: n-hexane / ethyl acetate) to obtain target compound 3 (0.11 g) and the isomer of compound 3 (0.11 g). The yield for each was 44%. The 1H-NMR spectrum of the obtained target product is shown below. Compound 3: 1H-NMR (CDCl3) δ: 7.38(1H, s),7.36-6.79 (3H, m), 5.64-4.22 (7H, m), 3.84 (3H, s), 3.80-3.11(2H, m), 2.25-2.16(1H, m), 2.12(3H, s), 1.24-1.02(15H, m) isomer of compound 3: 1H-NMR (CDCl3) δ: 7.42(1H, s),7.39-6.79 (3H, m), 5.72-2.16 (10H, m), 3.84 (3H, s), 2.14(3H, s), 1.27-1.02(15H, m)

[0226] The bactericidal effect of the horticultural bactericidal composition of the present invention is demonstrated in the following test examples. (Example test) Antimicrobial test for gray mold (growth inhibition rate) Conidia of the gray mold fungus (Botrytis cinerea) were added to a yeast extract sucrose medium and dispersed. Then, components (I) and (II) at predetermined concentrations dissolved in dimethyl sulfoxide were added and mixed. These mixtures were then dispensed onto 96-well microplates and incubated in the dark at 20°C for 3 to 5 days. After incubation, turbidity at a wavelength of 405 nm was measured using a microplate reader, and the percentage of gray mold growth inhibition compared to the untreated case was determined. The experiment was performed in two series. The results, along with the expected values ​​calculated as described below, are shown in Tables 3 to 7. The expected value was calculated using Colby's formula: E = M + N - MN / 100. Here, E represents the expected growth inhibition rate (%), M represents the growth inhibition rate (%) when component (I) is used alone (%), and N represents the growth inhibition rate (%) when component (II) is used alone (%). When the measured growth inhibition rate (%) in the composition of component (I) and component (II) is greater than the expected value E, the composition of component (I) and component (II) is said to have produced a synergistic effect. Tables 3-7 show that a good synergistic effect was observed in all combinations of component (I) and component (II).

[0227] [Table 3]

[0228] [Table 4]

[0229] [Table 5]

[0230] [Table 6]

[0231] [Table 7]

[0232] (Example of test) Cucumber powdery mildew control test 1) Preparation of test chemicals 5 parts by weight of component (I), 93.5 parts by weight of N,N-dimethylformamide, and 1.5 parts by weight of polyoxyethylene sorbitan monolaurate (TWEEN® 20) were mixed and dissolved to form a 5% emulsion of the active ingredient, which was then diluted to a predetermined concentration. Of the components (II), thiophanate-methyl, triflumizole, cyflufenamide, iminoctadine acetate, iminoctadine albesylate, picarbutrazox, ipuflufenoquine, prothioconazole, and mancozeb were prepared as 5% emulsions of the active ingredient as described above and diluted to the specified concentration. The other components (II) were prepared as aqueous solutions or suspensions of the specified concentration. 2) Exam Cucumber seedlings (variety "Shimo-shirazu Jibai", cotyledon stage) were sprayed with a mixture of components (I) and (II) at predetermined concentrations. After natural drying at room temperature, conidia of the cucumber powdery mildew fungus (Sphaerotheca fuliginea) were brushed off and inoculated, and the seedlings were kept in a constant temperature room at 20°C with alternating light and dark cycles every 12 hours for 7 to 10 days. The appearance of lesions on the leaves was compared with the untreated group, and the control efficacy was determined. The experiment was conducted in two consecutive trials. The results, along with the expected values ​​calculated as described below, are shown in Tables 8 to 12. The expected value was calculated using Colby's formula: E = M + N - MN / 100. Here, E represents the expected control value, M represents the control value when component (I) is used alone, and N represents the control value when component (II) is used alone. When the measured control efficacy of the composition of component (I) and component (II) is greater than the expected value E, the composition of component (I) and component (II) exhibits a synergistic effect. In Tables 8 to 12, a good synergistic effect was confirmed for all combinations of component (I) and component (II).

[0233] [Table 8]

[0234] [Table 9]

[0235] [Table 10]

[0236] [Table 11]

[0237] [Table 12]

[0238] By combining component (I) and component (II), a fungicide composition for agricultural and horticultural use with superior plant disease control effects, which cannot be obtained with each component alone, can be obtained. [Industrial applicability]

[0239] Since randomly selected compositions from the present invention all exhibit the effects described above, it can be understood that the compositions of the present invention, including those not exemplified, are excellent in controlling plant diseases with low phytotoxicity and high fungicidal efficacy, and are useful as fungicidal compositions for agricultural and horticultural use.

Claims

1. A fungicide composition for agricultural and horticultural use containing component (I) and component (II) as active ingredients, Component (I) is a compound represented by formula (I) or a salt thereof: 【Chemistry 1】 [In formula (I), Y １ This represents an oxygen atom; Y ２ This represents an oxygen atom; X １ This represents a hydrogen atom; X ２ R １ O-N=CR ６ The group represented by - is shown; R １ This represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R ６ This represents a hydrogen atom, or a substituted or unsubstituted C1-6 alkyl group; X ３ represents a substituted or unsubstituted linear C1-6 alkyl group; X ３ The substituents on the linear C1-6 alkyl group in are a halogeno group, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a hydroxyl group, a substituted or unsubstituted C1-6 alkoxy group, a substituted or unsubstituted C2-6 alkenyloxy group, a substituted or unsubstituted C2-6 alkynyloxy group, a substituted or unsubstituted C1-6 alkylthio group, a substituted or unsubstituted C1-6 alkylsulfinyl group, a substituted or unsubstituted C1-6 alkylsulfonyl group, Substituted or unsubstituted C3-6 cycloalkyl groups, substituted or unsubstituted C3-6 cycloalkyloxy groups, substituted or unsubstituted C6-10 aryl groups, substituted or unsubstituted C6-10 aryloxy groups, substituted or unsubstituted C6-10 arylthio groups, substituted or unsubstituted C6-10 arylsulfinyl groups, substituted or unsubstituted C6-10 arylsulfonyl groups, substituted or unsubstituted 3-10 membered heterocyclyl groups, substituted or unsubstituted 3-10 membered heterocyclyloxy groups, nitro groups, cyano groups, R ａ Groups represented by -CO-, carboxyl groups, R ｂ A group represented as -O-CO-, R ｃ R ｄ A group represented by N-, R ｃ R ｄ A group represented as N-CO-, R ｃ R ｄ N-NR ｄ A group represented by -CO-, R ａ A group represented by -CO-O-, R ａ -CO-NR ｅ A group represented by -, R ａ -CO-CO-NR ｅ A group represented by -, R ａ -CO-NR ｅ -NR ｅ A group represented by -, R ａ -CO-NR ｅ -NR ｅ A group represented by -CO-, R ｂ A group represented as -O-CO-O-, R ｂ -O-CO-NR ｅ A group represented by -, R ｃ R ｄ A group represented as N-CO-O-, R ｃ R ｄ N-CO-NR ｅ A group represented by -, R ｃ R ｄ N-CO-CO-NR ｅ A group represented by -, R ａ -CS-NR ｅ A group represented by -, R ｃ R ｄ N-CS-NR ｅ A group represented by -, R ｂ SO ２ -NR ｅ A group represented by -, R ｃ R ｄ N-SO ２ A group represented by -, R ａ O-N=CR ｆ A group represented by -, R ｈ R ｉ A group represented by C=N-O-, R ａ -C (=NR ｇ ) - NR ｅ A group represented by -, R ｃ R ｄ N-C (=NR ｇ ) - A group represented by R ｈ R ｉ The group represented by S(=O)=N-CO-, and R ｈ R ｉ One or more substituents selected from the group consisting of groups represented by S=N-CO-; R ａ Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 3-10 membered heterocyclyl group. R ｂ Each of these independently represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R ｃ Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R ｄ Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C1-6 alkoxy group, or a substituted or unsubstituted C6-10 aryl group, where R ｃ and R ｄ These may combine to form a divalent organic group. R ｅ Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C1-6 alkoxy group, or a substituted or unsubstituted C6-10 aryl group. R ｆ This represents a hydrogen atom, an amino group, or a substituted or unsubstituted C1-6 alkyl group. R ｇ Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group. R ｈ Each of these independently represents a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group. R ｉ Each independently represents a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group, where R ｈ and R ｉ These may combine to form a divalent organic group; If there are two or more substituents on a linear C1-6 alkyl group, two of them may combine to form a divalent organic group; A represents a substituted or unsubstituted C1-6 alkylene group; The substituents on the C1-6 alkylene group in A are a halogeno group, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a hydroxyl group, a substituted or unsubstituted C1-6 alkoxy group, a substituted or unsubstituted C2-6 alkenyloxy group, a substituted or unsubstituted C2-6 alkynyloxy group, a substituted or unsubstituted C3-6 cycloalkyloxy group, a nitro group, a cyano group, R ａ１ A group represented by -CO-O-, R ｂ１ A group represented as -O-CO-, R ｂ１ A group represented as -O-CO-O-, R ｃ１ R ｄ１ A group represented as N-CO-O-, R ｇ１ R ｈ１ Groups represented as C=N-O-, oxo groups (O=), R ａ１ One or more substituents selected from the group consisting of divalent groups represented as O-N=; R ａ１ Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R ｂ１ Each of these independently represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R ｃ１ each independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group, R ｄ１ Each of these independently represents a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, or a substituted or unsubstituted C6-10 aryl group, where R ｃ１ and R ｄ１ These may combine to form a divalent organic group. R ｇ１ This represents a substituted or unsubstituted C1-6 alkyl group, a substituted or unsubstituted C2-6 alkenyl group, a substituted or unsubstituted C2-6 alkynyl group, a substituted or unsubstituted C3-6 cycloalkyl group, a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-6 membered heterocyclyl group. R ｈ１ represents a hydrogen atom, or a substituted or unsubstituted C1-6 alkyl group, where R ｇ１ and R ｈ１ may together form a divalent organic group; If there are two or more substituents on the C1-6 alkylene group, two of them may combine to form a divalent organic group; Q represents a substituted or unsubstituted C6-10 aryl group, or a substituted or unsubstituted 5-10 membered heterocyclyl group. ] is at least one selected from the above. A fungicide composition for agricultural and horticultural use, wherein component (II) is at least one component selected from the group consisting of thiophanate-methyl, triflumizole, cyflufenamide, iminoctadine acetate, iminoctadine albesylate, picarbtrazox, ipuflufenoquin, fluxapyroxad, cymoxanil, tebufenozide, prothioconazole, mefentrifluconazole, potassium phosphite, floryl picoxamide, methyltetraprole, captan, fipronil, fludioxonil, chlorantraniliprole, fluopyram, abamectin, sulfoxaflor, Bacillus subtilis, Pseudomonas rodesia, sodium bicarbonate, potassium bicarbonate, orange oil, linalool, thymol, neem oil, mancozeb, and mineral oil.

2. The fungicidal composition for agricultural and horticultural use according to claim 1, wherein the weight ratio of compound (I) to compound (II) is 1:1000 to 1000:

1.

3. Seeds coated with a layer containing the fungicidal composition for agricultural and horticultural use according to claim 1 or 2.

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