Claims
- 1. Benzamide derivatives represented by the general formula (I): {wherein Z1 is an oxygen atom or a sulfur atom; R is a hydrogen atom, an unsubstituted C1-C6 alkyl group, a substituted C1-C6 alkyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkoxyl group, a C1-C6 alkylthio group, a C1-C6 alkylamino group and a di-C1-C6 alkylamino group whose C1-C6 alkyl groups may be the same or different, or a C1-C6 alkoxycarbonyl group;X, which may be the same or different, are halogen atoms, cyano groups, nitro groups, C3-C6 cycloalkyl groups, halo-C3-C6 cycloalkyl groups, tri-C1-C6 alkylsilyl groups whose C1-C6 alkyl groups may be the same or different, unsubstituted phenyl groups, substituted phenyl groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and halo-C1-C6 alkylsulfonyl group, unsubstituted heterocyclic groups, substituted heterocyclic groups having one or more substitutents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or —A1—R1 [wherein A1 is —O—, —S—, —SO—, —SO2—, —C(═O)—, —C(═NOR2)— (wherein R2 is a hydrogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C3-C6 alkenyl group, a halo-C3-C6 alkenyl group, a C3-C6 alkynyl group, a C3-C6 cycloalkyl group, an unsubstituted phenyl-C1-C4 alkyl group, or a substituted phenyl-C1-C4 alkyl group having one or more substitutents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group), a C1-C6 alkylene group, a halo-C1-C6 alkylene group, a C2-C6 alkenylene group, a halo-C2-C6 alkenylene group, a C2-C6 alkynylene group and a halo C3-C6 alkynylene group, and R1 is as follows: (1) when A1 is —O—, —S—, —SO— or —SO2—, then R1 is a halo-C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkenyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or —A2—R3 (wherein A2 is a C1-C6 alkylene group, a halo-C1-C6 alkylene group, a C3-C6 alkenylene group, a halo-C3-C6 alkenylene group, a C3-C6 alkynylene group or a halo-C3-C6 alkynylene group; R3 is a hydrogen atom, a halogen atom, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, a C1-C6 alkoxycarbonyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or —A3—R4 (wherein A3 is —O—, —S—, —SO—, —SO2— or —C(═O)—; R4 is a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C3-C6 alkenyl group, a halo-C3-C6 alkenyl group, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, or a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group)); (2) when A1 is —C(═O)— or —C(═NOR2)— (wherein R2 is the same as defined above), then R1 is a hydrogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C2-C6 alkenyl group, a halo-C2-C6 alkenyl group, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 alkylthio group, a mono-C1-C6 alkylamino group, a di-C1-C6 alkylamino group whose C1-C6 alkyl groups may be the same or different, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenylamino group, a substituted phenylamino group having one or more substituents which may be same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, or a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group; (3) when A1 is a C1-C6 alkylene group, a halo-C1-C6 alkylene group, a C2-C6 alkenylene group, a halo-C2-C6 alkenylene group, a C2-C6 alkynylene group or a halo-C3-C6 alkynylene group, then R1 is a hydrogen atom, a halogen atom, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, a C1-C6 alkoxycarbonyl group, a tri-C1-C6 alkylsilyl group whose C1-C6 alkyl groups may be the same or different, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or —A4—R5 (wherein A4 is —O—, —S—, —SO— or —SO2—; R5 is a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or —A5—R6 (wherein A5 is a C1-C6 alkylene group, a halo-C1-C6 alkylene group, a C2-C6 alkenylene group, a halo-C2-C6 alkenylene group, a C2-C6 alkynylene group, or a halo-C3-C6 alkynylene group; R6 is a hydrogen atom, a halogen atom, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenoxy group, a substituted phenoxy group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenylthio group, a substituted phenylthio group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, or a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group))]; n is an integer of 0 to 4; further X may be taken together with carbon atoms adjacent thereto on the phenyl ring to form a condensed ring, and said condensed ring may have one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, and a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group; B1, B2, B3 and B4 are carbon atoms; Y, which may be the same or different, are halogen atoms, cyano groups, nitro groups, halo-C3-C6 cycloalkyl groups, unsubstituted phenyl groups, substituted phenyl groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, unsubstituted heterocyclic groups, substituted heterocyclic groups having one or more substituents which may be same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or —A1—R1 (wherein A1 and R1 are the same as defined above); m is an integer of 1 to 5; further Y may be taken together with carbon atoms adjacent thereto on the aromatic ring to form a condensed ring, and said condensed ring may have one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group, a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, and a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group; Q is a heterocyclic group represented by each one of the following Q1, Q3 or Q4: (wherein W is an oxygen atom, a sulfur atom or —(NR8)— (wherein R8 is a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy-C1-C6 alkyl group, a halo-C1-C6 alkoxy-C1-C6 alkyl group, a C1-C6 alkylthio-C1-C6 alkyl group, a halo-C1-C6 alkylthio-C1-C6 alkyl group, a C1-C6 alkylsulfinyl-C1-C6 alkyl group, a halo-C1-C6 alkylsulfinyl-C1-C6 alkyl group, a C1-C6 alkylsulfonyl-C1-C6 alkyl group, a halo-C1-C6 alkylsulfonyl-C1-C6 alkyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, a C1-C6 alkylcarbonyl group, a halo-C1-C6 alkylcarbonyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylaminocarbonyl group, di-C1-C6 alkylaminocarbonyl group whose C1-C6 alkyl groups may be the same or different, an unsubstituted phenylcarbonyl group, a substituted phenylcarbonyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenyl-C1-C4 alkoxycarbonyl group, or a substituted phenyl-C1-C4 alkoxycarbonyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group); R7 is —(A6)r—Gl (wherein A6 is a C1-C8 alkylene group, a C3-C6 alkenylene group or C3-C6 alkynylene group; r is an integer of 0 or 1; G, which may be the same or different, are hydrogen atoms, halogen atoms, cyano groups, nitro groups, halo-C1-C6 alkyl groups, C3-C6 cycloalkyl groups, halo-C3-C6 cycloalkyl groups, C1-C6 alkoxycarbonyl groups, di-C1-C6 alkoxyphosphoryl groups whose C1-C6 alkoxy groups may be the same or different, di-C1-C6 alkoxythiophosphoryl groups whose C1-C6 alkoxy groups may be the same or different, diphenylphosphino groups, diphenylphosphono groups, unsubstituted phenyl groups, substituted phenyl groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, unsubstituted biphenyl groups, substituted biphenyl groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, unsubstituted heterocyclic groups, substituted heterocyclic groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or —A7—R9 [wherein A7 is —O—, —S—, —SO—, —SO2—, —N(R10)— (wherein R10 is a hydrogen atom, a C1-C6 alkylcarbonyl group, a halo-C1-C6 alkylcarbonyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylaminocarbonyl group, a di-C1-C6 alkylaminocarbonyl group whose C1-C6 alkyl groups may be the same or different, an unsubstituted phenylcarbonyl group, a substituted phenylcarbonyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenyl-C1-C4 alkoxycarbonyl group, a substituted phenyl-C1-C4 alkoxycarbonyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, a C1-C6 alkylsulfonyl group or a halo-C1-C6 alkylsulfonyl group), —C(═O)— or —C(═NOR2)—, (wherein R2 is the same as defined above) and R9 is as follows: (1) when A7 is —O—, —S— or —N(R10)— (wherein R10 is the same as defined above), then R9 is a hydrogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C3-C6 alkenyl group, a halo-C3-C6 alkenyl group, a C3-C6 alkynyl group, a halo-C3-C6 alkynyl group, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, a C1-C6 alkylcarbonyl group, a halo-C1-C6 alkylcarbonyl group, a C1-C6 alkoxycarbonyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenyl-C1-C4 alkyl group, a substituted phenyl-C1-C4 alkyl group having one or more substituents in the phenyl ring which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, or a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group; (2) when A7 is —SO—, —SO2—, —C(═O)— or —C(═NOR2)— (wherein R2 is the same as defined above), then R9 is a hydrogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C3-C6 alkenyl group, a halo-C3-C6 alkenyl group, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 alkylthio group, a mono-C1-C6 alkylamino group, a di-C1-C6 alkylamino group whose C1-C6 alkyl groups may be the same or different, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenylamino group, a substituted phenylamino group having one or more substituents which may be the same or different in the phenyl ring and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, or a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group]; l is an integer of 1 to 4); and p is as follows, (1) when Q is Q1, then p is an integer of 1-4; and R7 may form 5-7 membered heterocyclic group by bonding together with carbon atoms adjacent thereto on the heterocyclic group, and the newly formed 5-7 membered heterocyclic group may be interrupted by 1-3 heteroatoms which may be the same or different and selected from oxygen atom, sulfur atom and nitrogen atom, additionally, R7 may form 3-7 membered heterocyclic group by bonding together with the same carbon atoms being bonded thereto on the heterocyclic group, and the newly formed 3-7 membered heterocyclic group may be interrupted by 1-3 heteroatoms which may be the same or different and selected from oxygen atom, sulfur atom and nitrogen atom; (2) when Q is Q3, then p is an integer of 1-2; and R7 may form 5-7 membered heterocyclic group by bonding together with carbon atoms adjacent thereto on the heterocyclic group, and the newly formed 5-7 membered heterocyclic group may be interrupted by 1-3 heteroatoms which may be the same or different and selected from oxygen atom, sulfur atom and nitrogen atom; (3) when Q is Q4, then p is an integer of 1-2)}.
- 2. The benzamide derivatives according to claim 1, wherein Z1 is an oxygen atom; R is a hydrogen atom or a C1-C6 alkyl group; X, which may be the same or different, are halogen atoms, nitro groups, halo-C1-C6 alkyl groups, halo-C1-C6 alkoxy groups, or halo-C1-C6 alkylthio groups; n is an integer of 0 to 4; B1, B2, B3 and B4 are carbon atoms; Y, which may be the same or different, are halogen atoms, C1-C6 alkyl groups, halo-C1-C6 alkyl groups, C1-C6 alkoxy groups, halo-C1-C6 alkoxy groups, C1-C6 alkylthio groups, halo-C1-C6 alkylthio groups, halo-C1-C6 alkoxyhalo-C1-C6 alkyl groups, halo-C1-C6 alkoxyhalo-C1-C6 alkoxy groups, halo-C1-C6 alkoxyhalo-C1-C6 alkylthio groups, halo-C1-C6 alkylsulfinyl groups, halo-C1-C6 alkylsulfonyl groups, substituted phenyl groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, substituted phenoxy groups having one or more of substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or substituted pyridyloxy groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group; m is an integer of 1 to 5; further, Y may be taken together with the carbon atoms adjacent thereto on the aromatic ring to form a condensed ring, and said condensed ring may have one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group;Q is a heterocyclic group represented by the following Q1, Q3 or Q4 or; (wherein W is an oxygen atom, a sulfur atom or —N(R8)— (wherein R8 is a C1-C6 alkyl group, a C1-C6 alkylcarbonyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylaminocarbonyl group, or di-C1-C6 alkylaminocarbonyl group whose C1-C6 alkyl groups may be the same or different); R7 is —(A6)r—Gl (wherein A6 is a C1-C8 alkylene group; r is an integer of 0 or 1; G, which may be the same or different, are hydrogen atoms, halogen atoms, cyano groups, C3-C6 cycloalkyl groups, halo-C3-C6 cycloalkyl groups, C1-C6 alkoxycarbonyl groups, unsubstituted phenyl groups, substituted phenyl groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, unsubstituted biphenyl groups, substituted biphenyl groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, unsubstituted heterocyclic groups, substituted heterocyclic groups having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, or —A7—R9 [wherein A7 is —O—, —S—, —SO—, —SO2—, —N(R10)— (wherein R10 is a hydrogen atom, a C1-C6 alkylcarbonyl group, a halo-C1-C6 alkylcarbonyl group, a C1-C6 alkoxycarbonyl group, a C1-C6 alkylaminocarbonyl group, a di-C1-C6 alkylaminocarbonyl group whose C1-C6 alkyl groups may be the same or different, a C1-C6 alkylsulfonyl group or a halo-C1-C6 alkylsulfonyl group), —C(═O)— or —C(═NOR2)— (wherein R2 is a hydrogen atom, a C1-C6 alkyl group or a halo-C1-C6 alkyl group), and R9 is as follows: (1) when A7 is —O—, —S— or —N(R10)— (wherein R10 is the same as defined above), then R9 is a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted phenyl-C1-C4 alkyl group, a substituted phenyl-C1-C4 alkyl group having one or more substituents in the phenyl ring which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, or a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group; (2) when A7 is —SO—, —SO2—, —C(═O)— or —C(NOR2)— (wherein R2 is the same as defined above), then R9 is a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C3-C6 cycloalkyl group, a halo-C3-C6 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 alkylthio group, a mono-C1-C6 alkylamino group, a di-C1-C6 alkylamino group whose C1-C6 alkyl groups may be the same or different, an unsubstituted phenyl group, a substituted phenyl group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group, an unsubstituted heterocyclic group, or a substituted heterocyclic group having one or more substituents which may be the same or different and are selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a halo-C1-C6 alkyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a C1-C6 alkylthio group, a halo-C1-C6 alkylthio group, a C1-C6 alkylsulfinyl group, a halo-C1-C6 alkylsulfinyl group, a C1-C6 alkylsulfonyl group and a halo-C1-C6 alkylsulfonyl group]; l is an integer of 1 to 4); and p is as follows, (1) when Q is Q1, then p is an integer of 1-4; and R7 may form 5-7 membered heterocyclic group by bonding together with carbon atoms adjacent thereto on the heterocyclic group, and the newly formed 5-7 membered heterocyclic group may be interrupted by 1-3 heteroatoms which may be the same or different and selected from oxygen atom, sulfur atom and nitrogen atom, additionally, R7 may form 3-7 membered heterocyclic group by bonding together with the same carbon atoms being bonded thereto on the heterocyclic group, and the newly formed 3-7 membered heterocyclic group may be interrupted by 1-3 heteroatoms which may be the same or different and selected from oxygen atom, sulfur atom and nitrogen atom; (2) when Q is Q3, then p is an integer of 1-2; and R7 may form 5-7 membered heterocyclic group by bonding together with carbon atoms adjacent thereto on the heterocyclic group, and the newly formed 5-7 membered heterocyclic group may be interrupted by 1-3 heteroatoms which may be the same or different and selected from oxygen atom, sulfur atom and nitrogen atom; (3) when Q is Q4, then p is an integer of 1-2).
- 3. A benzamide derivative according to claim 2, wherein Q is Q3 or Q4.
- 4. A benzamide derivative according to claim 2, wherein Q is Q1 and W is an oxygen atom.
- 5. An agricultural and horticultural insecticide characterized by containing, as the effective ingredient, the benzamide derivative according to claim 1.
- 6. A method for applying the agricultural and horticultural insecticide, characterized by treating an objective crop or soil with an effective amount of an agricultural and horticultural insecticide according to claim 5 in order to protect useful crops against insect pests.
Priority Claims (1)
Number |
Date |
Country |
Kind |
11-179999 |
Jun 1999 |
JP |
|
Parent Case Info
This application is the national phase of international application PCT/JP00/04135 filed Jun. 23, 2000 which designated the U.S.
PCT Information
Filing Document |
Filing Date |
Country |
Kind |
PCT/JP00/04135 |
|
WO |
00 |
Publishing Document |
Publishing Date |
Country |
Kind |
WO01/00599 |
1/4/2001 |
WO |
A |
US Referenced Citations (4)
Number |
Name |
Date |
Kind |
5086184 |
Burow, Jr. |
Feb 1992 |
A |
5962685 |
Ueda et al. |
Oct 1999 |
A |
6107251 |
Ueda et al. |
Aug 2000 |
A |
6310005 |
Assmann et al. |
Oct 2001 |
B1 |
Foreign Referenced Citations (5)
Number |
Date |
Country |
0 609 734 |
Aug 1994 |
EP |
0 776894 |
Jun 1997 |
EP |
WO 9316053 |
Aug 1993 |
WO |
WO 9417059 |
Aug 1994 |
WO |
WO 964278 |
Feb 1996 |
WO |