US 7,485,727 B2
Cyclic amine compound and pest control agent
Isami Hamamoto, Odawara (Japan); Jun Takahashi, Odawara (Japan); Makio Yano, Odawara (Japan); Daisuke Hanai, Aizuwakamatsu (Japan); and Takao Iwasa, Odawara (Japan)
Assigned to Nippon Soda Co., Ltd., Tokyo (Japan)
Appl. No. 10/599,388
PCT Filed Mar. 30, 2005, PCT No. PCT/JP2005/006887
§ 371(c)(1), (2), (4) Date Sep. 27, 2006,
PCT Pub. No. WO2005/095380, PCT Pub. Date Oct. 13, 2005.
Claims priority of application No. 2004-106668 (JP), filed on Mar. 31, 2004; and application No. 2004-374007 (JP), filed on Dec. 24, 2004.
Prior Publication US 2008/0045569 A1, Feb. 21, 2008
Int. Cl. C07D 221/22 (2006.01)
U.S. Cl. 546—183  [540/585; 540/477] 16 Claims
 
1. A chemical compound represented by the formula [I]:

OG Complex Work Unit Drawing
wherein R1 represents a hydroxyl group, a halogen atom, a cyano group, a nitro group, a formyl group, a C1-6 alkyl group which may be substituted by G1, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 haloalkyl group, a C1-6 haloalkenyl group, a C1-6 alkylcarbonyl group, a C1-6 alkoxy group which may be substituted by G2, a C1-6 haloalkoxy group, a C2-6 alkenyloxy group, a C2-6 haloalkenyloxy group, a C2-6 alkynyloxy group, a C1-6 alkylcarbonyloxy group, a C1-6 alkoxycarbonyloxy group, a C1-6 alkylthiocarbonyloxy group, an amino group which may be substituted by G3, a C1-6 alkylthio group, a C1-6 haloalkylthio group, a C1-6 alkylsulfinyl group, a C1-6 haloalkylsulfinyl group, a C1-6 alkylsulfonyl group, a C1-6 haloalkylsulfonyl group, a C1-6 alkylsulfonyloxy group, a C1-6 haloalkylsulfonyloxy group, a dioxolanyl group which may be substituted by G4, a tetrahydrofuranyl group which may be substituted by G4, a dihydrofuranyl group, an oxadiazoyl group which may be substituted by G4, an oxazolizinyl group which may be substituted by G4, an oxadiazolyl group which may be substituted by G4, an oxazolyl group which may be substituted by G4, or any one of substituents represented by the following formula:
—Y1C(═Y2)—Y3R8
—O—A
—CO2—R10

OG Complex Work Unit Drawing
wherein R8 represents a C1-6 alkyl group, Y1, Y2 and Y3 each independently represents an oxygen atom or a sulfur atom, A represents a tetrahydrofuranyl group which may be substituted by G4, R10 represents a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkyl C1-6 alkoxy group, a C1-6 haloalkyl group, or a tetrahydrofuranyl group which may be substituted by G4, R11 and R12 each independently represents a hydrogen atom, a C1-6 alkyl group, a C2-6 alkenyl group, or a C2-6 alkynyl group, R13 and R14 each independently represents a C1-6 alkyl group, and R13 and R14 may be bound together to form a ring, m represents 0 or an integer of 1 to 5,
R2 represents a halogen atom, a nitro group, a C1-6 alkyl group, a C1-6 alkoxy group, a C1-6 haloalkyl group, a pyrazolyl group, or a C1-6 haloalkoxy group, k represents 0 or an integer of 1 to 4,
R3, R31, R4, R41, R5, R51, R6, R61, and R7 each independently represents a hydrogen atom, a C1-6 alkyl group, a C1-6 alkoxycarbonyl group, or a C1-6 alkoxy group, provided that both R3 and R4, or both R5 and R6, are bound together to form an azabicyclooctane core or an azabicyclononane core,
X represents an oxygen atom, a sulfur atom, a sulfinyl group, or a sulfonyl group,
G1 represents a hydroxyl group, a C1-6 alkoxycarbonyl group, a C1-6 alkoxy group, a C1-6 alkoxy C1-6 alkoxy group, or a C3-6 cycloalkyl group,
G2 represents a hydroxyl group, a cyano group, an amino group which may be substituted by G4, a C1-6 alkoxycarbonyl group, a C1-6 alkylthio group, a C1-6 alkylsulfonyl group, a C1-6 alkoxy group, a C1-6 alkoxy C1-6 alkoxy group, C3-6 cycloalkyl group, or a C6-10 aryl group which may be substituted by a halogen atom or a C1-6 alkyl group,
G3 represents a C1-6 alkyl group, a C1-6 alkylcarbonyl group, or a C1-6 alkylsulfonyl group,
G4 represents a C1-6 alkyl group, or a C1-6 alkoxy group, and
n represents 1,
or a salt or an N-oxide of the chemical compound represented by formula (I).