Heterocyclic compound and harmful-arthropod-controlling composition containing same

A compound represented by formula (I):

• [wherein
• Z1 and Z2 are identical or different from each other and each represents an oxygen atom or a sulfur atom,
• a combination of G1, G2, and G3 represents
• a combination wherein G1 represents a nitrogen atom, G2 represents CR1c, and G3 represents CR1d;
• a combination wherein G1 represents CR1a, G2 represents a nitrogen atom or CR1c, G3 represents CR1d;
• or
• a combination wherein G1 represents CR1a, G2 represents CR1c, and G3 represents a nitrogen atom,
• R1b represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be optionally substituted with one or more substituents selected from Group A}, a C3-C7 cycloalkyl group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C3-C7 cycloalkyl group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group may be optionally substituted with one or more substituents selected from Group B}, a C3-C7 cycloalkenyl group which may be optionally substituted with one or more substituents selected from Group C, a phenyl group, a three- to seven-membered nonaromatic heterocyclic group {the phenyl group and the three- to seven-membered nonaromatic heterocyclic group may be optionally substituted with one or more substituents selected from Group D, a nitro group, NR2R3, or a halogen atom,
• R1c represents a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group {the C1-C6 chain hydrocarbon group and the C1-C6 alkoxy group may be optionally substituted with one or more substituents selected from Group A}, a C3-C7 cycloalkyl group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C3-C7 cycloalkyl group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group may be optionally substituted with one or more substituents selected from Group B}, a C3-C7 cycloalkenyl group which may be optionally substituted with one or more substituents selected from Group C, a phenyl group, a three- to seven-membered nonaromatic heterocyclic group {the phenyl group and the three- to seven-membered nonaromatic heterocyclic group may be optionally substituted with one or more substituents selected from Group D}, a nitro group, NR2R3, a halogen atom, or a hydrogen atom,
• R1a and R1d are identical or different from each other and each represents a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more halogen atoms, a halogen atom, or a hydrogen atom,
• Q represents a C6-C10 aryl group which may be optionally substituted with one or more substituents selected from Group H, or a five- to ten-membered aromatic heterocyclic group which may be optionally substituted with one or more substituents selected from Group 1,
• R2, R2a and R5 are identical or different from each other and each represents a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more halogen atoms, or a hydrogen atom,
• R3 and R3a are identical or different from each other and each represents a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more substituents selected from Group E, a C3-C7 cycloalkyl group, a C3-C7 cycloalkenyl group {the C3-C7 cycloalkyl group and the C3-C7 cycloalkenyl group may be optionally substituted with one or more substituents selected from Group C}, a phenyl group, a five- or six-membered aromatic heterocyclic group {the phenyl group and the five- or six-membered aromatic heterocyclic group may be optionally substituted with one or more substituents selected from Group F}, S(O)2R13, or a hydrogen atom,
• R13 represents a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more halogen atoms, or a phenyl group which may be optionally substituted with one or more substituents selected from Group F.
• Group A is a group consisting of a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a C3-C6 cycloalkyl group {the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group, the C1-C6 alkylsulfonyl group and the C3-C6 cycloalkyl group may be optionally substituted with one or more halogen atoms}, a hydroxy group, a cyano group and a halogen atom.
• Group B is a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group and the C3-C6 alkynyloxy group may be optionally substituted with one or more halogen atoms}, a hydroxy group, a cyano group, a nitro group and a halogen atom.
• Group C is a group consisting of a C1-C6 alkyl group which may be optionally substituted with one or more halogen atoms, a cyano group and a halogen atom.
• Group D is a group consisting of a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more halogen atoms, a five- or six-membered aromatic heterocyclic group which may be optionally substituted with one or more substituents selected from Group F, OR17, NR16R17, C(O)R17, C(O)NR16R17, OC(O)R16, OC(O)OR16a, NR17C(O)R16a, NR17C(O)OR16a, C(O)OR17, a cyano group, a nitro group and a halogen atom.
• R16a represents a C1-C6 alkyl group, or a C3-C6 cycloalkyl group {the C1-C6 alkyl group and the C3-C6 cycloalkyl group may be optionally substituted with one or more halogen atoms},
• R16 and R17 are identical or different from each other and each represents a C1-C6 alkyl group, a C3-C6 cycloalkyl group {the C1-C6 alkyl group and the C3-C6 cycloalkyl group may be optionally substituted with one or more halogen atoms}, or a hydrogen atom.
• Group E is a group consisting of a C1-C6 alkoxy group, a C3-C7 cycloalkyl group {the C1-C6 alkoxy group and the C3-C7 cycloalkyl group may be optionally substituted one or more halogen atoms}, a phenyl group, a five- or six-membered aromatic heterocyclic group {the phenyl group and the five- or six-membered aromatic heterocyclic group may be optionally substituted with one or more substituents selected from Group F}, a three- to seven-membered nonaromatic heterocyclic group which may be optionally substituted with one or more substituents selected from Group G, NHR14, NR14R15, an amino group, a cyano group and a halogen atom.
• R14 and R15 are identical or different from each other, and each represents a C1-C6 alkyl group which may be optionally substituted with one or more halogen atoms.
• Group F is a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group, a C1-C6 alkylsulfanyl group, a C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group, the C3-C6 alkynyloxy group, the C1-C6 alkylsulfanyl group, the C1-C6 alkylsulfinyl group and the C1-C6 alkylsulfonyl group may be optionally substituted with one or more halogen atoms}, NHR14, NR14R15, C(O)R14, OC(O)R14, C(O)OR14, a hydroxy group, a sulfanyl group, an amino group, a cyano group, a nitro group and a halogen atom.
• Group G is a group consisting of a C1-C6 chain hydrocarbon group, a C1-C6 alkoxy group, a C3-C6 alkenyloxy group, a C3-C6 alkynyloxy group {the C1-C6 chain hydrocarbon group, the C1-C6 alkoxy group, the C3-C6 alkenyloxy group and the C3-C6 alkynyloxy group may be optionally substituted with one or more halogen atoms}, and a halogen atom.
• Group H is a group consisting of a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more substituents selected from Group A, a C3-C7 cycloalkyl group which may be optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkenyl group which may be optionally substituted with one or more substituents selected from Group C, a phenyl group which may be optionally substituted with one or more substituents selected from Group D, a five- or six-membered aromatic heterocyclic group which may be optionally substituted with one or more substituents selected from Group D, OR3a, NR2aR3a NR2bR3b, NR5NR2aR3a NR5OR2a, NR2aC(O)R6a NR5NR2aC(O)R6a NR5NR2aC(O)OR7, NR2aC(O)NR8R9, NR5NR2aC(O)NR10R11, N═CHNR10R11, N═S(O)pR8R9, C(O)R12, C(O)NR10R11, C(O)NR2aS(O)2R13, CR5═NOR12, NR2aCR5═NOR12, S(O)mR13, a cyano group, a nitro group and a halogen atom.
• p is 0 or 1,
• m is 0, 1 or 2,
• R2b and R3b combine together with a nitrogen atom to which they are bounded to form a three- to seven-membered nonaromatic heterocyclic group which may be optionally substituted with one or more substituents selected from Group B,
• R6 represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be optionally substituted with one or more halogen atoms}, a phenyl group, a five- or six-membered aromatic heterocyclic group {the phenyl group and the five- or six-membered aromatic heterocyclic group may be optionally substituted with one or more substituents selected from Group F}, or a hydrogen atom.
• R6a represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be optionally substituted with one or more halogen atoms}, a phenyl group, or a five- or six-membered aromatic heterocyclic group {the phenyl group and the five- or six-membered aromatic heterocyclic group may be optionally substituted with one or more substituents selected from Group F},
• R7 represents a C1-C6 chain hydrocarbon group, a C3-C7 cycloalkyl group, a (C3-C6 cycloalkyl)C1-C3 alkyl group {the C1-C6 chain hydrocarbon group, the C3-C7 cycloalkyl group and the (C3-C6 cycloalkyl)C1-C3 alkyl group may be optionally substituted with one or more halogen atoms}, or a phenyl C1-C3 alkyl group {the phenyl moiety in the phenyl C1-C3 alkyl group may be optionally substituted with one or more substituents selected from Group F},
• R8 and R9 are identical or different from each other and each represents a C1-C6 alkyl group which may be optionally substituted with one or more halogen atoms,
• R10 represents a C1-C6 alkyl group which may be optionally substituted with one or more halogen atoms, or a hydrogen atom,
• R11 represents a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more substituents selected from Group B, or a C3-C7 cycloalkyl group which may be optionally substituted with one or more substituents selected from Group G, S(O)2R6a, or a hydrogen atom,
• R12 represents a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more halogen atoms, a phenyl group which may be optionally substituted with one or more substituents selected from Group F, or a hydrogen atom.
• Group I is a group consisting of a C1-C6 chain hydrocarbon group which may be optionally substituted with one or more substituents selected from Group A, a C3-C7 cycloalkyl group which may be optionally substituted with one or more substituents selected from Group B, a C3-C7 cycloalkenyl group which may be optionally substituted with one or more substituents selected from Group C, OR3a, NR2aR3a, NR2bR3b, NR5NR2aR3a, NR5OR2a, NR2aC(O)R6a NR5NR2aC(O)R6a NR5NR2aC(O)OR7, NR2aC(O)NR8R9, NR5NR2aC(O)NR10R11, N═CHNR10R11, N═S(O)pR8R9, C(O)R12, C(O)NR10R11, C(O)NR2aS(O)2R13, CR5═NOR12, NR2aCR5═NOR12, S(O)mR13, a cyano group, a nitro group and a halogen atom.],
• or its N-oxide or a salt thereof.