Isoxazoline-substituted benzamide compound and pest control agent
Novel pest control agents, particularly insecticides or miticides are provided. Isoxazoline-substituted benzamide compounds of General Formula (1) or a salt thereof: (where A 1 , A 2 and A 3 are independently C or N, G is a benzene ring, etc., Q is a structure of Q-1, Q-2 or Q3: (where, for example, R 1 in Q-1 is a C 1 to C 4 haloalkyl, etc., and R 2 is H, etc., R 1 in Q-2 is —OR 1a , etc., R 1a is a C 1 to C 4 alkyl, etc., and R 2 is H, etc.), W is O or S, X is a halogen atom, a C 1 to C 2 haloalkyl, etc., Y is a halogen atom, a C 1 to C 2 alkyl, etc., R 3 is a C 1 to C 2 haloalkyl, etc., m is an integer of 1-3, etc., and n is an integer of 0 or 1, etc.), and pest control agents containing the compounds.
1. An isoxazoline-substituted benzamide compound represented by General Formula (1):
where:
A 1 represents a carbon atom or a nitrogen atom;
each of A 2 and A 3 represents a carbon atom;
G represents a benzene ring;
W represents an oxygen atom or a sulfur atom;
Q is a structure represented by Q-1:
R 1 represents a C 1 to C 4 haloalkyl, a C 1 to C 2 alkoxy(C 1 to C 2 ) alkyl, a C 3 to C 4 cycloalkyl, a C 2 to C 4 alkenyl, —C(O)N(R 13 )R 12 , a phenyl substituted with (Z) p1 , D-22, D-52 or D-55, wherein
R 12 represents a C 1 to C 4 alkyl, a C 1 to C 4 haloalkyl, a C 3 to C 4 alkenyl or a C 3 to C 4 alkynyl,
R 13 represents a hydrogen atom or a methyl,
Z represents a cyano or a nitro,
p1 represents 1, and
D-22, D-52 or D-55 individually represent an aromatic heterocycle represented by Structural Formulae:
wherein
Z represents a cyano or a nitro,
p2 represents an integer of 0 or 1,
p3 and p4 represent an integer of 0 or 1, and
t represents 0, and
R 2 represents a hydrogen atom, a C 1 to C 2 alkyl, a cyanomethyl, a C 1 to C 2 alkoxymethyl, a propargyl, —C(O)R 15 or —C(O)OR 16 , wherein
R 15 represents a C 1 to C 2 alkyl, a C 1 to C 2 alkoxymethyl, a cyclopropyl or a vinyl, and
R 16 represents a C 1 to C 2 alkyl;
each X independently represents a halogen atom, a cyano, —SF 5 , a C 1 to C 2 haloalkyl, a C 1 to C 2 haloalkoxy or a C 1 to C 2 haloalkylthio,
Y represents a halogen atom, a cyano, a nitro, a C 1 to C 2 alkyl, a C 1 to C 2 haloalkyl, a C 1 to C 2 alkoxymethyl, a C 2 to C 3 alkenyl, a C 2 to C 3 alkynyl, a C 1 to C 2 haloalkoxy, a C 1 to C 2 haloalkylthio, —N(R 7 )R 6 or —C(S)NH 2 , wherein
R 6 represents a hydrogen atom, a C 1 to C 2 alkyl or a C 1 to C 2 alkylcarbonyl, and
R 7 represents a hydrogen atom or a C 1 to C 2 alkyl;
R 3 represents a C 1 to C 2 haloalkyl;
m represents an integer of 1 to 3;
n represents an integer of 0 or 1;
or a salt thereof.
2. The isoxazoline-substituted benzamide compound according to claim 1 , wherein
A 1 represents a carbon atom,
W represents an oxygen atom,
Q represents Q-1,
each X independently represents a halogen atom or a trifluoromethyl,
Y represents a halogen atom, a methyl, an ethyl or a trifluoromethyl,
R 1 represents a C 1 to C 2 haloalkyl, —C(O)NHR 12 , D-22 or D-52,
R 2 represents a hydrogen atom,
R 3 represents a trifluoromethyl or a chlorodifluoromethyl,
R 12 represents a C 1 to C 2 haloalkyl, and
p2 and p4 represent 0, or
a salt thereof.
3. A control agent against internal or external parasites of the mammal or the bird comprising:
a solid or liquid carrier; and
one or more of the isoxazoline-substituted benzamide compounds of claim 1 , or a salt thereof, as an active ingredient.
4. An insecticide or a miticide comprising:
a surfactant;
a solid or liquid carrier; and
one or more of the isoxazoline-substituted benzamide compounds of claim 1 , or a salt thereof, as an active ingredient.