NEW 4-ARILPIPERAZINAS AND 4-ARILPIPERIDINAS.

摘要

A compound represented by formula I, where: A is N or CH; W is C or SO; R1 and R2 are H or C1-C4 alkyl; n = 0-4; R3 and R4 are both H, or one of them is H and the other is C1-C4 alkyl or hydroxyl, or both taken together as oxygen to constitute a carbonyl group, with the proviso that when n = 0, R3 and R4 do not they can be taken together as oxygen; R5 and R6 are independently selected from any one of H, C1-C8 alkyl, C1-C8 alkoxy, nitro, halogen, haloalkyl, C1-C8 alkylthio, amino, mono- or di-C1-C8 amino alkyl, or C1 alkylamido -C8; R7 is O or S when W is C; R7 is O when W is SO; R8 and R9 are independently selected from any one of H, C1-C8 alkyl, C1-C8 aminoalkyl, phenyl- or naphthyl-alkyl where the alkyl portion is C1-C8, C1-C8 alkanoyl, C3 to C10 cycloalkyl; or -NR8R9 can be taken together to form a ring having 4-10 ring atoms, said ring can be saturated or unsaturated, and can contain one or more atoms of S, O or N in addition to the annular N, within the ring; or -NR8R9 can be combined with a 2-4 membered carbonaceous moiety to form a fused bicyclic ring, which may be saturated or unsaturated; or -NR8R9 can be combined with a 4-membered moiety containing at least two carbon atoms and up to two hetero atoms selected from S or O, to form a spirocycle ring system; which may be saturated or unsaturated, and said ring, spirocycle or fused bicyclic ring system may be substituted with one or more of C1-C8 alkyl, C1-C8 alkoxy, phenyl, substituted phenyl (where the phenyl is substituted with one any of the substituents listed for R10 or R11 of the substituted phenyl defined below), hydroxy, phenyl- or naphthyl-C1-C8 alkyl, oxo or thioxo; and Ar is an aryl or heteroaryl group selected from phenyl, naphthyl, pyrimidinyl, pyridinyl, pyridazinyl, pyrazinyl, imidazolyl, pyrrole, furan, thiophene, triazolyl, and thiazolyl, and said aryl or heteroaryl group is optionally substituted with one or more alkyl C1-C8, cycloalkyl, hydroxyalkyl, C1-C8 alkoxy, phenyloxy, naphthyloxy, hydroxyl, trifluoromethyl, trifluoromethoxy, cyano, C1-C8 alkylthio, halogen, nitro, C1-C8 haloalkyl, amino or mono- or di-C1-C8 alkylamino ; but compounds in which: A is N; W is SO; R1, R2, R3, R4, R5 and R6 are H; R7 is O; R8 and R9 are each independently H or C1-C4 alkyl; n is 0-3; and Ar is selected from (a) a 3- or 4- pyridyl group optionally substituted by one or two substituents each independently selected from C1-C4 alkyl and amino, (b) a 2-pyridyl group substituted by an amino group, ( c) a 2-imidazolyl group optionally substituted with one or two C1-C4 alkyl groups, and (d) a 2-, 3- or 4-pyridinyl group substituted by a nitro group; and pharmaceutically acceptable acid addition salts thereof.