1,4-diazabicyclo(3.2.2)nonanecarboxamide derivatives, preparation and therapeutic use thereof related to malfunction of nicotinic receptors

摘要

1,4-Diaza bicyclo(3.2.2)nonane carboxamide derivatives (I) and their acid addition salts are new. 1,4-diaza bicyclo(3.2.2)nonane carboxamide derivatives of formula (I) and their acid addition salts are new. X = N or CR2; P = C-R3; Q = C-R4; R = C-R5; W = C-R6, or one of P,Q,R, and W may be N; R1 and R2 = H or 1-6C alkyl; R3, R4, R5, and R6 = H, halogen, 1-6C alkyl or alkoxy, NO2, NH2, CF3, CN, -NR7R8, -NR7(COR8), -NR7C(O)NR8R9, -NR7(COOR8), -NR7(SO2NR8R9), -OR7, -OCO-R7, -OCOOR7, -OCOONR7R8, -OCOSR7, -COOR7, -COR7, -CONR7R8, -SR7, -SO-R7, -SO2R7, or -SO2NR7R8; R7, R8, and R9 = H, 1-6C alkyl, 2-6C alkenyl or alkynyl, 3-8C cycloalkyl, 4-8C cycloalkenyl, heterocycloalkyl having 3-8 ring atoms, 5-11C bicycloalkyl, 7-11C bicycloalkenyl, heterobicycloalkyl having 5 - 11 ring atoms, bicycloheteroalkenyl having 5 - 11 ring atoms, 6-11C aryl, or heteroaryl having 5 - 12 ring atoms, (these being optionally substituted by halo, 1-6C alkyl or alkoxy, NO2, NH2, CF3, CN, -NR10R11, -NR10(COR11), -NR10(COOR11), -NR10(SO2NR11R12), -OR10, -OCO-R10, -OCOOR10, -OCOONR10R11, -OCOSR10, -COOR10, -COR10, -CONR10R11, -SR10, -SO-R10, -SO2R10, or -SO2NR10R11); alternatively, R3 and R4, or R4 and R5, or R5 and R6, together with the two C atoms to which they are attached, = 6-membered aryl or heteroaryl group, optionally substituted by 1-4 substituents selected from those groups defined under R7; R10, R11, and R12 = H, 1-6C alkyl, 2-6C alkenyl or alkynyl, 3-8C cycloalkyl, 4-8C cycloalkenyl, heterocycloalkyl having 3 - 8 ring atoms, 5-11C bicycloalkyl, 7-11C bicycloalkenyl, heterobicycloalkyl having 5 - 11 ring atoms, bicycloheteroalkenyl having 5 - 11 ring atoms, 6-11C aryl, or heteroaryl having 5 - 12 ring atoms, these groups being optionally substituted by halogens, 1-6C alkyl or alkoxy, NO2, NH2, CF3, CN, -NR13R14, -NR13(COR14), -NR13C(O)NR14R15, -NR13(COOR14), -NR13(SO2NR14R15), -OR13, -OCO-R13, -OCOOR13, -OCOONR13R14, -OCOSR13, -COOR13, -COR13, -CONR13R14, -SR13, -SO-R13, -SO2R13, or -SO2NR13R14; R13, R14, and R15 = H, 1-6C alkyl, 2-6C alkenyl or alkynyl, 3-8C cycloalkyl, 4-8C cycloalkenyl, heterocycloalkyl having 3 - 8 ring atoms, 5-11C bicycloalkyl, 7-11C bicycloalkenyl, heterobicycloalkyl having 5 - 11 ring atoms, bicycloheteroalkenyl having 5 - 11 ring atoms, 6-11C aryl, or heteroaryl having 5 - 12 ring atoms. An Independent claim is also included for preparation method of (I).