Phenyl compound and plant disease control method

1 . A compound represented by the following formula (II) or an N-oxide thereof, or a salt thereof:

wherein

Q A represents a group represented by Q A 1; and m represents 0, 1, or 2;

the group represented by Q A 1 represents a group represented by the following formula, wherein # represents a binding site to the phenyl group; and • represents a binding site to the sulfur atom;

R 6A and R 7A are the same or different from each other, and each represent a hydrogen atom or a fluorine atom;

Z A represents a C2-C6 chain hydrocarbon group, a C3-C6 cycloalkyl group, wherein the C2-C6 chain hydrocarbon group and the C3-C6 cycloalkyl group are optionally substituted with at least one halogen atom; or a 5-10 membered aromatic heterocyclic group optionally substituted with at least one substituent selected from Group E A ;

R 3A represents a C1-C6 chain hydrocarbon group optionally substituted with at least one substituent selected from Group A A ; a C3-C6 cycloalkyl group, a C6-C10 aryl group, a 5-10 membered aromatic heterocyclic group, wherein the C3-C6 cycloalkyl group, the C6-C10 aryl group, and the 5-10 membered aromatic heterocyclic group are optionally substituted with at least one substituent selected from Group C A ; a hydrogen atom, a halogen atom, a nitro group, a cyano group, a —OR 10A , a —S(O) p R 11A , a —C(O)R 12A , a —CR 13A ═N—O—R 14A , a —O—N═CR 15A R 16A , a —N═N—CR 17A R 18A R 19A , a —C(O)NR 20A R 21A , a —NR 22A C(O)R 23A , a —C(O)N(OR 24A )R 25A , a —N(OR 26A )C(O)R 27A , a —NR 28A C(O)NR 29A R 30A , a —OC(O)NR 31A R 32A , a —NR 33A C(O)OR 34A , a —NR 35A C(O)C(O)NR 36A R 37A , a —CR 38A R 39A NR 40A C(O)C(O)NR 41A R 42A , or a —NR 43A C(O)C(O)N(OR 44A )R 45A ;

R 2A and R 4A are the same or different from each other, and each represent a C1-C6 chain hydrocarbon group optionally substituted with at least one substituent selected from Group A A ; a C3-C6 cycloalkyl group, a C6-C10 aryl group, a 5-10 membered aromatic heterocyclic group, wherein the C3-C6 cycloalkyl group, the C6-C10 aryl group, and the 5-10 membered aromatic heterocyclic group are optionally substituted with at least one substituent selected from Group C A ; a hydrogen atom, a halogen atom, a nitro group, a cyano group, a —OR 10A , a —C(O)R 12A , a —CR 13A ═N—O—R 14A , a —O—N—CR 15A R 16A , a —N═N—CR 17A R 18A R 19A , a —C(O)NR 20A R 21A , a —NR 22A C(O)R 23B , a —C(O)N(OR 24A )R 25A , a —N(OR 26A )C(O)R 27A , a —NR 28A C(O)NR 29A R 30A , a —OC(O)NR 31A R 32A , a —NR 33A C(O)OR 34A , a —NR 35A C(O)C(O)NR 36A R 37A , a —CR 38A R 39A NR 40A C(O)C(O)NR 41A R 42A , or a —NR 43A C(O)C(O)N(OR 44A )R 45A ;

R 1A and R 5A are the same or different from each other, and each represent a C1-C6 chain hydrocarbon group optionally substituted with at least one substituent selected from Group A A ; a C3-C6 cycloalkyl group, a C6-C10 aryl group, a 5-10 membered aromatic heterocyclic group, wherein the C3-C6 cycloalkyl group, the C6-C10 aryl group, and the 5-10 membered aromatic heterocyclic group are optionally substituted with at least one substituent selected from Group C A ; a hydrogen atom, a halogen atom, a nitro group, a cyano group, a —OR 10A , a —S(O) p R 11A , a —C(O)R 12A , a —CR 13A N—O—R 14A , a —O—N═CR 15A R 16A , a —N═N—CR 17A R 18A R 19A , a —C(O)NR 20A R 21A , a —NR 22B C(O)R 23A , a —C(O)N(OR 24A )R 25A , a —N(OR 26A ) C(O)R 27A , a —NR 28B C(O)NR 29A R 30A , a —OC(O)NR 31A R 32A , a —NR 33B C(O)OR 34A , a —NR 35A C(O)C(O)NR 36A R 37A , a —CR 38A R 39A NR 40A C(O)C(O)NR 41A R 42A , or a —NR 43A C(O)C(O)N(OR 44A )R 45A ;

provided that at least one of R 1A , R 2A , R 3A , R 4A , and R 5A is not a hydrogen atom; or

R 1A and R 2A are optionally combined with the carbon atoms to which they are attached to form a C4-C7 carbocycle or a 5-7 membered heterocycle, wherein the C4-C7 carbocycle and the 5-7 membered heterocycle are optionally substituted with at least one substituent selected from Group B A ; or

R 2A and R 3A are optionally combined with the carbon atoms to which they are attached to form a C4-C7 carbocycle or a 5-7 membered heterocycle, wherein the C4-C7 carbocycle and the 5-7 membered heterocycle are optionally substituted with at least one substituent selected from Group B A ;

R 10A , R 12A , R 13A , R 14A , R 15A , R 16A , R 17A , R 18A , R 19A , R 20A , R 21A , R 22A , R 23A , R 24A , R 25A , R 26A , R 27A , R 28A , R 29A , R 30A , R 31A , R 32A , R 33A , R 35A , R 36A , R 37A , R 38A , R 39A , R 40A , R 41A , R 42A , R 43A , R 44A , and R 45A are the same or different from each other, and each represent a C1-C6 chain hydrocarbon group optionally substituted with at least one substituent selected from Group D A ; a C3-C6 cycloalkyl group, a C6-C10 aryl group, a 5-10 membered aromatic heterocyclic group, wherein the C3-C6 cycloalkyl group, the C6-C10 aryl group, and the 5-10 membered aromatic heterocyclic group are optionally substituted with at least one substituent selected from Group C A ; or a hydrogen atom;

R 34A , R 22B , R 28B , and R 33B are the same or different from each other, and each represent a C1-C6 chain hydrocarbon group optionally substituted with at least one substituent selected from Group D A ; a C3-C6 cycloalkyl group, a C6-C10 aryl group, or a 5-10 membered aromatic heterocyclic group, wherein the C3-C6 cycloalkyl group, the C6-C10 aryl group, and the 5-10 membered aromatic heterocyclic group are optionally substituted with at least one substituent selected from Group C A ;

R 23B represents a C1-C6 chain hydrocarbon group optionally substituted with at least one substituent selected from Group D A ; a C3-C6 cycloalkyl group, or a C6-C10 aryl group, wherein the C3-C6 cycloalkyl group and the C6-C10 aryl group are optionally substituted with at least one substituent selected from Group C A ; or a hydrogen atom;

R 11A represents a C1-C6 chain hydrocarbon group optionally substituted with at least one substituent selected from Group D A ; or a C3-C6 cycloalkyl group, wherein the C3-C6 cycloalkyl group is optionally substituted with at least one substituent selected from the group consisting of a halogen atom and a cyano group; and

p represents 0, 1, or 2;

wherein

Group A A consists of a C3-C6 cycloalkyl group, a C1-C3 alkoxy group, a C1-C3 alkylsulfanyl group, a C1-C3 alkylsulfinyl group, a C1-C3 alkylsulfonyl group, wherein the C3-C6 cycloalkyl group, the C1-C3 alkoxy group, the C1-C3 alkylsulfanyl group, the C1-C3 alkylsulfinyl group, and the C1-C3 alkylsulfonyl group are optionally substituted with at least one halogen atom; a halogen atom, and a cyano group;

Group B A consists of a C1-C3 chain hydrocarbon group, a C3-C6 cycloalkyl group, a C1-C3 alkoxy group, wherein the C1-C3 chain hydrocarbon group, the C3-C6 cycloalkyl group, and the C1-C3 alkoxy group are optionally substituted with at least one halogen atom; a halogen atom, a nitro group, and a cyano group;

Group C A consists of a C1-C3 chain hydrocarbon group, a C3-C6 cycloalkyl group, a C1-C3 alkoxy group, a C1-C3 alkylsulfanyl group, a C1-C3 alkylsulfinyl group, a C1-C3 alkylsulfonyl group, wherein the C1-C3 chain hydrocarbon group, the C3-C6 cycloalkyl group, the C1-C3 alkoxy group, the C1-C3 alkylsulfanyl group, the C1-C3 alkylsulfinyl group, and the C1-C3 alkylsulfonyl group are optionally substituted with at least one substituent selected from the group consisting of a halogen atom and a cyano group; a halogen atom, and a cyano group;

Group D A consists of a C1-C3 alkoxy group, a C1-C3 alkylsulfanyl group, a C1-C3 alkylsulfinyl group, a C1-C3 alkylsulfonyl group, wherein the C1-C3 alkoxy group, the C1-C3 alkylsulfanyl group, the C1-C3 alkylsulfinyl group, and the C1-C3 alkylsulfonyl group are optionally substituted with at least one halogen atom; a C3-C6 cycloalkyl group, a C6-C10 aryl group, a 5-10 membered aromatic heterocyclic group, wherein the C3-C6 cycloalkyl group, the C6-C10 aryl group, and the 5-10 membered aromatic heterocyclic group are optionally substituted with at least one substituent selected from Group C A ; a halogen atom, and a cyano group;

Group E A consists of a C1-C3 chain hydrocarbon group, a C3-C6 cycloalkyl group, a C1-C3 alkoxy group, wherein the C1-C3 chain hydrocarbon group, the C3-C6 cycloalkyl group, and the C1-C3 alkoxy group are optionally substituted with at least one halogen atom; a halogen atom, and a cyano group.

2 . The compound or an N-oxide thereof, or a salt thereof according to claim 1 , wherein

R 3A represents a C1-C6 chain hydrocarbon group optionally substituted with at least one halogen atom; a C3-C6 cycloalkyl group, wherein the C3-C6 cycloalkyl group is optionally substituted with at least one substituent selected from the group consisting of a C1-C3 chain hydrocarbon group and a halogen atom; a hydrogen atom, a halogen atom, a nitro group, a cyano group, a —OR 10A , a —S(O) p R 11A , a —C(O)R 12A , a —CR 13A ═N—O—R 14A , a —C(O)NR 20A R 21A , a —NR 22A C(O)R 23A , a —C(O)N(OR 24A )R 25A , a —N(OR 26A )C(O)R 27A , or a —NR 33A C(O)OR 34A ;

R 2A and R 4A are the same or different from each other, and each represent a C1-C6 chain hydrocarbon group optionally substituted with at least one halogen atom, a C3-C6 cycloalkyl group, wherein the C3-C6 cycloalkyl group is optionally substituted with at least one substituent selected from the group consisting of a C1-C3 chain hydrocarbon group and a halogen atom; a hydrogen atom, a halogen atom, a nitro group, a cyano group, a —OR 10A , a —C(O)R 12A , a —CR 13A ═N—O—R 14A , a —C(O)NR 20A R 21A , a —NR 22A C(O)R 23B , a —C(O)N(OR 24A )R 25A , a —N(OR 26A )C(O)R 27A , or a —NR 33A C(O)OR 34A ; and

R 1A and R 5A are the same or different from each other, and each represent a C1-C6 chain hydrocarbon group optionally substituted with at least one halogen atom, a C3-C6 cycloalkyl group, wherein the C3-C6 cycloalkyl group is optionally substituted with at least one halogen atom; a hydrogen atom, a halogen atom, a nitro group, a cyano group, a —OR 10A , a —S(O) p R 11A , a —C(O)R 12A , a —CR 13A ═N—O—R 14A , a —C(O)NR 20A R 21A , a —NR 22B C(O)R 23A , a —C(O)N(OR 24A )R 25A , a —N(OR 26A )C(O)R 27A , or a —NR 33B C(O)OR 34A ;

provided that at least one of R 1A , R 2A , R 3A , R 4A , and R 5A is not a hydrogen atom; or

R 1A and R 2A are optionally combined with the carbon atoms to which they are attached to form a C4-C7 carbocycle or a 5-7 membered heterocycle, wherein the C4-C7 carbocycle and the 5-7 membered heterocycle are optionally substituted with at least one substituent selected from Group B A ; or

R 2A and R 3A are optionally combined with the carbon atoms to which they are attached to form a C4-C7 carbocycle or a 5-7 membered heterocycle, wherein the C4-C7 carbocycle and the 5-7 membered heterocycle are optionally substituted with at least one substituent selected from Group B A .

3 . The compound or an N-oxide thereof, or a salt thereof according to claim 1 , wherein R 6A and R 7A each represent a hydrogen atom.

4 . A composition for controlling a plant disease, comprising:

the compound or an N-oxide thereof, or a salt thereof according to claim 1 .

5 . A method for controlling a plant disease, the method comprising:

applying an effective amount of the compound or an N-oxide thereof, or a salt thereof according to claim 1 to a plant or soil for cultivating a plant.

6 . A composition, comprising:

at least one component selected from the group consisting of an insecticidal active ingredient, a miticidal active ingredient, a nematicidal active ingredient, a fungicidal active ingredient, a plant growth regulatory ingredient, and a repellent ingredient, and

the compound or an N-oxide thereof, or a salt thereof according to claim 1 .

7 . A seed or a vegetative reproduction organ holding an effective amount of the compound or an N-oxide thereof, or a salt thereof according to claim 1 .

8 . A seed or a vegetative reproduction organ holding an effective amount of the composition according to claim 6 .