Method for controlling arthropod pest
An amide compound represented by formula (I): [wherein A represents a 3- to 7-membered saturated heterocyclic ring which contains, as ring-forming component(s), one or more atoms or groups selected from the group consisting of an oxygen atom and —S(O) t —, t represents 0, etc., R 1 and R 2 are the same or different and represent a hydrogen atom, etc., n represents 0, etc., the following formula (II): represents a 5-membered aromatic ring, in which Z represents a nitrogen atom or a carbon atom and X 1 , X 2 and X 3 are the same or different and represent a nitrogen atom, etc., R 3 and R 4 are the same or different and represent a hydrogen atom, etc., m represents 0 to 2, Q represents one group selected from group A or a C1 to C8 chain hydrocarbon group optionally having one group selected from group A, Y represents an oxygen atom, etc., u represents 0, etc., and v represents 0, etc.] has excellent arthropod pest controlling effects.
1. An amide compound represented by formula (I-s):
wherein A represents a 3 to 7-membered saturated heterocyclic ring which contains, as ring-forming component(s), one or more atoms or groups selected from the group consisting of an oxygen atom and —S(O) t —, and the saturated heterocyclic ring may have one to three atoms or groups selected from group D,
t represents 0, 1 or 2,
R 1 and R 2 are the same or different and represent a C1 to C4 alkyl group optionally having one or more halogen atoms or a hydrogen atom,
n represents 0, 1 or 2,
R 5 is a halogen atom, a cyano group, a formyl group, a carboxyl group, a C1 to C4 alkoxycarbonyl group optionally having one or more halogen atoms, a carbamoyl group, a C1 to C3 hydrocarbon group optionally having one or more atoms or groups selected from the group consisting of —OR 7 and halogen atoms, or a hydrogen atom,
R 7 represents —C(═S)SR 8 or a hydrogen atom,
R 8 represents a C1 to C3 hydrocarbon group optionally having one or more halogen atoms,
R 3 and R 4 are the same or different and represent a C1 to C4 alkyl group optionally having one or more halogen atoms, a halogen atom, a phenyl group optionally having one or more atoms or groups selected from group B, or a hydrogen atom,
Y represents a single bond, an oxygen atom or —S(O) u —,when Y is a single bond, m represents 0, when Y is an oxygen atom or —S(O) u —, m represents 0, 1, 2, 3, 4, 5, 6 or 7,
when Y is a single bond, Q represents a C1 to C8 chain hydrocarbon group having one or more atoms or groups selected from group F,
when Y is an oxygen atom, and m is 0, 2, 3, 4, 5, 6 or 7, or when Y is —S(O) u —, Q represents a C1 to C8 chain hydrocarbon group optionally having one or more atoms or groups selected from group G, or a group selected from group A, and
when Y is an oxygen atom, and m is 1, Q represents a C1 to C8 chain hydrocarbon group optionally having one or more atoms or groups selected from group G, or a group selected from group H,
u represents 0, 1 or 2,
Group A: A group consisting of C3 to C8 cycloalkylgroups optionally having one or more atoms or groups selected from group B, indanyl groups optionally having one or more atoms or groups selected from group B, 1,2,3,4-tetrahydronaphthyl groups optionally having one or more atoms or groups selected from group B, phenyl groups optionally having one or more atoms or groups selected from group B, naphthyl groups optionally having one or more atoms or groups selected from group B,
Group B: A group consisting of C1 to C4 alkyl groups optionally having one or more halogen atoms, C1 to C4 alkyl groups optionally having one or more benzyloxy groups, C1 to C4 alkoxy groups optionally having one or more halogen atoms, C1 to C4 alkylthio groups optionally having one or more halogen atoms, C1 to C4 alkylsulfinyl groups optionally having one or more halogen atoms, C1 to C4 alkylsulfonyl groups optionally having one or more halogen atoms, C1 to C4 alkoxycarbonyl groups optionally having one or more halogen atoms, vinyl groups optionally having one or more atoms or groups selected from group E, ethynyl groups optionally having an atom or group selected from group E, a phenyl group, a phenoxy group, a cyano group, a nitro group, a carboxyl group, a hydroxyl group, —CONR 12 R 13 group, a methoxymethyl group, and halogen atoms,
R 12 and R 13 are the same or different and represent a C1 to C4 alkyl group optionally having one or more halogen atoms or a hydrogen atom,
Group D: A group consisting of C1 to C4 alkyl groups optionally having one or more halogen atoms, C1 to C4 alkoxy groups optionally having one or more halogen atoms, and halogen atoms,
Group E: A group consisting of C1 to C4 alkyl groups optionally having one or more halogen atoms and halogen atoms,
Group F: A group consisting of C3 to C8 cycloalkyl groups optionally having one or more atoms or groups selected from group B, indanyl groups optionally having one or more atoms or groups selected from group B, 1,2,3,4-tetrahydronaphthyl groups optionally having one or more atoms or groups selected from group B, phenyl groups optionally having one or more atoms or groups selected from group B, naphthyl groups optionally having one or more atoms or groups selected from group B, halogen atoms, C1 to C4 alkoxycarbonyl group optionally having one or more halogen atoms, a cyano group, a nitro group, a carboxyl group, a hydroxyl group, and —CONR 12 R 13 group,
Group G: A group consisting of C3 to C8 cycloalkyl groups optionally having one or more atoms or groups selected from group B, indanyl groups optionally having one or more atoms or groups selected from group B, 1,2,3,4-tetrahydronaphthyl groups optionally having one or more atoms or groups selected from group B, phenyl groups optionally having one or more atoms or groups selected from group B, phenoxy groups optionally having one or more atoms or groups selected from group B, naphthyl groups optionally having one or more atoms or groups selected from group B, halogen atoms, C1 to C4 alkoxycarbonyl group optionally having one or more halogen atoms, a cyano group, a nitro group, a carboxyl group, a hydroxyl group, and —CONR 12 R 13 group,
Group H: A group consisting of C3 to C8 cycloalkyl groups optionally having one or more atoms or groups selected from group B, indanyl groups optionally having one or more atoms or groups selected from group B.
2. The amide compound according to claim 1 , wherein
R 5 is a halogen atom, a cyano group, a methyl group or a hydrogen atom,
R 3 and R 4 are the same or different, and are a C1 to C4 alkyl group optionally having one or more halogen atoms, a halogen atom or a hydrogen atom,
when Y is an oxygen atom, or —S(O) u —, m is 0, 1, 2, 3, or 4, Q is a C1 to C8 chain hydrocarbon group optionally having one or more atoms or groups selected from group F, and
group B is a group consisting of C1 to C4 alkyl groups optionally having one or more halogen atoms, C1 to C4 alkoxy groups optionally having one or more halogen atoms, C1 to C4 alkylthio groups optionally having one or more halogen atoms, C1 to C4 alkylsulfinyl groups optionally having one or more halogen atoms, C1 to C4 alkylsulfonyl groups optionally having one or more halogen atoms, C1 to C4 alkoxycarbonyl groups optionally having one or more halogen atoms, vinyl groups optionally having one or more atoms or groups selected from group E, ethynyl groups optionally having an atom or group selected from group E, a cyano group, a nitro group, a carboxyl group, a hydroxyl group, —CONR 12 R 13 group, a methoxymethyl group, and halogen atoms.
3. The amide compound according to claim 1 , wherein A is a group represented by the following formula (III-a) or (III-b):
wherein A 1 represents an oxygen atom or a sulfur atom, D 1 represents an atom or group selected from group D, r represents 0 or 1, p represents 0, 1 or 2, and q represents 0 or 1.
4. The amide compound according to claim 1 , wherein A is a group represented by the following formula (III-c):
wherein p represents 0, 1 or 2.
5. The amide compound according to claim 1 , wherein n is 1.
6. The amide compound according to claim 1 , wherein m is 1.
7. The amide compound according to claim 1 , wherein Y is an oxygen atom.
8. The amide compound according to claim 1 , wherein Y is a single bond.