Patent ID: 8748613

Claim:
A quinuclidine ester of 1-azaheterocyclylacetic acid represented by formula (I): wherein: A is a single bond, double bond, O, S, SO, SO 2 , NR 3 , C(R 3 )R 4 , CO, C(O)N(R 3 ), N(R 3 )C(O)O, SO 2 N(R 3 ), N(R 3 )C(O), OC(O)N(R 3 ), N(R 3 )SO 2 , C(R 3 )═C(R 4 ) and C(R 3 )—(CH 2 )—C(R 4 ); m is an integer of 1 to 4; n is 0 or an integer of 1 to 4; R1 is (C 1 -C 10 )-alkyl, aryl, (C 3 -C 8 )-cycloalkyl, heteroaryl, aryl(C 1 -C 6 )alkyl, or heteroaryl(C 1 -C 6 )alkyl, each of which may be optionally substituted by one or more substituents selected from the group consisting of a halogen atom, OH, oxo (═O), SH, NO 2 , CN, CON(R 3 ) 2 , COOH, CO 2 R 3 , CF 3 , (C 1 -C 10 )-alkoxycarbonyl, (C 1 -C 10 )-alkylsulfanyl, (C 1 -C 10 )-alkylsulfinyl, (C 1 -C 10 )-alkylsulfonyl, (C 1 -C 10 )-alkyl, (C 1 -C 10 )-alkoxyl, aryloxy and heteroaryl; X − is a physiologically acceptable anion; R2 is a group of formula (Y): —(CH 2 ) p -P—(CH 2 ) q -W (Y) wherein p is 0 or an integer of 1 to 4; q is 0 or an integer of 1 to 4; P is absent or is selected from the group consisting of O, S, SO, SO 2 , CO, NR 3 , CH═CH, N(R 3 )SO 2 , N(R 3 )COO, N(R 3 )C(O), SO 2 N(R 3 ), CO(O)N(R 3 ), and C(O)N(R 3 ); W is H, (C 1 -C 10 )-alkyl, (C 1 -C 10 )-alkoxyl, (C 3 -C 8 )-cycloalkyl, aryl, heteroaryl, or (C 5 -C 10 )heterocycloalkyl, wherein each of said (C 1 -C 10 )-alkyl, (C 1 -C 10 )-alkoxyl, (C 3 -C 8 )-cycloalkyl, aryl, heteroaryl, and (C 5 -C 10 )heterocycloalkyl groups may be optionally substituted by one or more substituents selected from the group consisting of a halogen atom, OH, oxo (═O), SH, NO 2 , CN, CON(R 3 ) 2 , COOH, NH 2 , NHCOR 3 , CO 2 R 3 , (C 1 -C 10 )-alkoxycarbonyl, (C 1 -C 10 )-alkylsulfanyl, (C 1 -C 10 )-alkylsulfinyl, (C 1 -C 10 )-alkylsulfonyl, (C 1 -C 10 )-alkyl, (C 1 -C 10 )-alkoxyl, (C 1 -C 10 )alkanoyl, and aryl; R3 and R4 are each independently H, a halogen atom, CONH 2 , (C 1 -C 10 )alkyl, (C 2 -C 6 )alkynyl, (C 2 -C 6 )alkenyl, (C 1 -C 10 )alkanoyl, (C 3 -C 8 )cycloalkyl, heteroaryl, or aryl, wherein each of said CONH 2 , (C 1 -C 10 )alkyl, (C 2 -C 6 )alkynyl, (C 2 -C 6 )alkenyl, (C 1 -C 10 )alkanoyl, (C 3 -C 8 )cycloalkyl, heteroaryl, and aryl groups may be optionally substituted by one or more substituents selected from the group consisting of a halogen atom, OH, oxo (═O), SH, NO 2 , CN, CONH 2 , COOH, (C 1 -C 10 )-alkoxycarbonyl, (C 1 -C 10 )-alkylsulfanyl, (C 1 -C 10 )-alkylsulfinyl, (C 1 -C 10 )-alkylsulfonyl, (C 1 -C 10 )-alkyl, (C 1 -C 10 )-alkoxyl, and (C 3 -C 7 )-cycloalkyl.