Fused heterocyclic compound and use thereof for pest control

1. A pest controlling composition comprising a fused heterocyclic compound of the formula (1):

and an inert carrier,

wherein:

A 1 represents —NR 8 —, an oxygen atom, or a sulfur atom;

A 2 represents —CR 9 —;

A 3 represents —CR 10 —;

R 1 represents an ethyl group;

R 2 , R 3 , R 4 , and R 5 are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, —OR 11 , —S(O) m R 11 , —NR 11 R 12 , —CO 2 R 11 , —C(O)R 11 , a cyano group, a nitro group, a halogen atom, —SF 5 , or a hydrogen atom, provided that at least two of R 2 , R 3 , R 4 , and R 5 represent a hydrogen atom;

R 6 and R 7 are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, —OR 11 , —S(O) m R 11 , —S(O) 2 NR 11 R 12 , —NR 11 R 12 , —NR 11 —CO 2 R 12 , —NR 11 C(O)R 12 , —CO 2 R 11 , —C(O)R 11 , a cyano group, a nitro group, a halogen atom, —SF 5 , or a hydrogen atom;

R 8 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group W, —CO 2 R 11 , —C(O)R 11 , a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y, or a hydrogen atom;

R 9 and R 10 are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, —OR 11 , —S(O) m R 11 , —NR 11 R 12 , —CO 2 R 11 , —C(O)R 11 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;

R 11 and R 12 are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom; and

m represents 0, 1, or 2; and n represents 0, 1, or 2;

(except in cases as follows: both R 6 and R 7 are a hydrogen atom; in —S(O) m R 11 , when m is 1 or 2, R 11 is a hydrogen atom)

the Group X consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;

the Group Y consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a hydroxy group, and a halogen atom;

the Group Z consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C1-C6 alkylamino group optionally having one or more halogen atoms, a C2-C8 dialkylamino group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a nitro group; and

the Group W consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group, a C2-C6 alkoxycarbonyl group, a C3-C6 cycloalkyl group, a halogen atom, a cyano group, and a hydroxy group.

2. The pest controlling composition according to claim 1 , wherein R 6 and R 7 are same or different and are independently a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, —OR 11 , —S(O) m R 11 , —NR 11 R 12 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom.

3. The pest controlling composition according to claim 1 , wherein R 6 and R 7 are same or different and are independently a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, —OR 11 , —S(O) m R 11 , a halogen atom, or a hydrogen atom.

4. The pest controlling composition according to claim 1 , wherein A 2 is ═CH—.

5. The pest controlling composition according to claim 1 , wherein A 3 is ═CR 10 —, and R 10 is a halogen atom or a hydrogen atom.

6. The pest controlling composition according to claim 1 , wherein R 2 , R 4 , and R 5 are same or different and are independently a hydrogen atom or a halogen atom, and R 3 is a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, —OR 11 , a halogen atom, or a hydrogen atom.

7. The pest controlling composition according to claim 1 , wherein A 1 is —NR 8 —, and R 8 is a C1-C6 chain hydrocarbon group having one C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a cyclopropyl group.

8. The pest controlling composition according to claim 1 , wherein A 1 is —NR 8 —, and R 8 is a methyl group, an ethyl group, a methoxymethyl group, or an ethoxymethyl group.

9. The pest controlling composition according to claim 1 , wherein A 1 is an oxygen atom.

10. The pest controlling composition according to claim 1 , wherein A 1 is a sulfur atom.

11. The pest controlling composition according to claim 1 , wherein the fused heterocyclic compound is represented by the formula (1-1):

wherein:

A 1a represents —NR 8a — or a sulfur atom;

A 3a represents ═CR 10a —;

R 1a represents an ethyl group;

R 2a , R 4a , and R 5a are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a halogen atom, or a hydrogen atom;

R 3a represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, —OR 11a , a halogen atom, or a hydrogen atom;

R 6a represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, —OR 11a , —S(O) m R 11a , a bromine atom, or an iodine atom;

R 8a represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms or a hydrogen atom;

R 10a represents a halogen atom or a hydrogen atom;

R 11a represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms; and

m represents 0, 1, or 2, and n represents 0, 1, or 2.

12. A method of controlling pests which comprises applying an effective amount of a fused heterocyclic compound of the formula (1), to pests or habitats of pests:

wherein:

A 1 represents —NR 8 —, an oxygen atom, or a sulfur atom;

A 2 represents ═CR 9 —;

A 3 represents ═CR 10 —;

R 1 represents an ethyl group;

R 2 , R 3 , R 4 , and R 5 are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, —OR 11 , —S(O) m R 11 , —NR 11 R 12 , —CO 2 R 11 , —C(O)R 11 , a cyano group, a nitro group, a halogen atom, —SF 5 , or a hydrogen atom, provided that at least two of R 2 , R 3 , R 4 , and R 5 represent a hydrogen atom;

R 6 and R 7 are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group X, a phenyl group optionally having one or more atoms or groups selected from Group Z, a 5-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, a 6-membered heterocyclic group optionally having one or more atoms or groups selected from Group Z, —OR 11 , —S(O) m R 11 , —S(O) 2 NR 11 R 12 , —NR 11 R 12 , —NR 11 —CO 2 R 12 , —NR 11 C(O)R 12 , —CO 2 R 11 , —C(O)R 11 , a cyano group, a nitro group, a halogen atom, —SF 5 , or a hydrogen atom;

R 8 represents a C1-C6 chain hydrocarbon group optionally having one or more atoms or groups selected from Group W, —CO 2 R 11 , —C(O)R 11 , a C3-C6 alicyclic hydrocarbon group optionally having one or more atoms or groups selected from Group Y, or a hydrogen atom;

R 9 and R 10 are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, —OR 11 , —S(C) m R 11 , —NR 11 R 12 , —CO 2 R 11 , —C(O)R 11 , a cyano group, a nitro group, a halogen atom, or a hydrogen atom;

R 11 and R 12 are same or different and independently represent a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a hydrogen atom; and

m represents 0, 1, or 2; and n represents 0, 1, or 2;

(except in cases as follows: both R 6 and R 7 are a hydrogen atom; in —S(O) m R 11 , when m is 1 or 2, R 11 is a hydrogen atom)

the Group X consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom;

the Group Y consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halo en atoms a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a hydroxy group, and a halogen atom;

the Group Z consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group optionally having one or more halogen atoms, a C2-C6 alkoxycarbonyl group optionally having one or more halogen atoms a C1-C6 alkylamino group optionally having one or more halogen atoms, a C2-C8 dialkylamino group optionally having one or more halogen atoms, a halogen atom, a cyano group, and a nitro group; and

the Group W consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C2-C6 alkenyloxy group optionally having one or more halogen atoms, a C2-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C2-C6 alkylcarbonyl group, a C2-C6 alkoxycarbonyl group, a C3-C6 cycloalkyl group, a halogen atom, a cyano group, and a hydroxy group.