New centrally acting substituted phenylazacycloalkanes

Details New centrally acting substituted phenylazacycloalkanes New centrally acting substituted phenylazacycloalkanes

C - Chemistry, Metallurgy

07

D

C07D 211/08 (2006.01) A61K 31/40 (2006.01) A61K 31/445 (2006.01) C07D 207/08 (2006.01) C07D 207/09 (2006.01) C07D 211/14 (2006.01) C07D 211/18 (2006.01) C07D 211/22 (2006.01) C07D 211/24 (2006.01) C07D 211/28 (2006.01) C07D 211/34 (2006.01) C07D 211/76 (2006.01) C07D 223/04 (2006.01) C07D 401/00 (2006.01) C07D 403/00 (2006.01) C07D 405/00 (2006.01) C07D 409/06 (2006.01) C07D 409/10 (2006.01) C07D 413/00 (2006.01) C07D 417/00 (2006.01) C07D 455/02 (2006.01) C07D 487/04 (2006.01)

Patent

CA 2105666

A compound of formula (I), or a pharmaceutically acceptable salt thereof wherein n is 0-3; R1 and R2 are independently H (provided only one is H at the same time), -OH (provided R4 is other than hydrogen), CN, CH2CN, 2- or 4-CF3, CH2CF3, CH2CHF2, CH=CF2, (CH2)2CF3, ethenyl, 2-propenyl, OSO2CH3, OSO2CF3, SSO2CF3, COR4, COOR4, CON(R4)2, SO x CH3 (where, x is 0-2), SO x CF3, O(CH2)x CF3, SO2N(R4)2, CH=NOR4, COCOOR4, COCOON(R4)2, C1-8 alkyls, C3-8 cycloalkyls, CH2OR4, CH2(R4)2, NR4SO2CF3, NO2, halogen, a phenyl at positions 2, 3 or 4, thienyl, furyl, pyrrole, oxazole, thiazole, N-pyrroline, triazole, tetrazole or pyridine; R3 is hydrogen, CF3, CH2CF3, C1-C8 alkyl, C3-C8 cycloalkyl, C4-C9 cycloalkyl-methyl, C2-C8 alkenyl, C2-C8 alkynyl, 3,3,3- trifluoropropyl, 4,4,4-trifluorobutyl, -(CH2)m-R5 (where m is 1-8), CH2SCH3 or a C4-C8 alkyl bonded to said nitrogen and one of its adjacent carbon atoms inclusive to form a cyclic structure; R4 is independently hydrogen, CF3, CH2CF3, C1-Cg alkyl, C3- C8 cycloalkyl, C4-C9 cycloalkyl-methyl, C2-C8 alkenyl, C2-C8 alkynyl, 3,3,3-trifluoropropyl, 4,4,4-trifluorobutyl, - (CH2)m-R5 where m is 1-8; R5 is phenyl, phenyl (substituted with a CN, CF3, CH2CF3, C1-C8 alkyl, C3-C8 cycloalkyl, C4-C9 cycioalkyl-methyl, C2-C8 alkenyl, C2-C8 alkynyl), 2-thiophenyl, 3-thiophenyl, -NR6CONR6R7, or -CONR6R7; R6 and R7 are independently hydrogen, C2-C8 alkyl, C3-C8 cycloalkyl, C4-C9 cycloalkyimethyl, C2-C8 alkenyl or C2-C8 alkynyl; and with the proviso that when R1 is 2-CN or 4-CN, R2 is H, R3 is n-Pr and n is 1 or 3 then such compound is a pure enantiomer. The formula (I) compounds possess selective pharmacological properties and are useful in treating central nervous system disorders related to dopamine receptor activity including depression symptoms, geriatric disorders in the improvement of mental and motor functions, schizophrenia, narcolepsy, MBD, obesitas, and disturbances of sexual functions and impotence.

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