Ring-substituted 2-amino-1,2,3,4-tetrahydronaphthalenes

Details Ring-substituted 2-amino-1,2,3,4-tetrahydronaphthalenes Ring-substituted 2-amino-1,2,3,4-tetrahydronaphthalenes

C - Chemistry, Metallurgy

07

D

167/208, 260/267

C07D 243/08 (2006.01) A61K 31/495 (2006.01) C07D 295/00 (2006.01) C07D 295/033 (2006.01) C07D 295/073 (2006.01) C07D 295/096 (2006.01) C07D 295/112 (2006.01) C07D 295/155 (2006.01)

Patent

CA 1335591

This invention provides ring-substituted 2-amino-1,2,3,4- tetrahydronaphthalenes of the formula Image (I) in which R is hydrogen or methyl; R1 is hydrogen or methyl; X is -CH2CH2- or -CH2CH2CH2-; R2 is selected from the group consisting of hydrogen, halo, C1- C3 alkoxy, C1-C3 thioalkyl, C1-C3 alkyl, and hydroxy; R3 is selected from the group consisting of hydrogen and halo; R4 is selected from the group consisting of hydrogen, halo, C1- C3 alkyl, C1-C3 alkoxy, C1-C3 thioalkyl, and hydroxy; R5 is selected from the group consisting of hydrogen, halo, C1- C3 alkyl, C1-C3 alkoxy, C1-C3 acyl, fluorosubstituted C2-C3 acyl, fluoro- substituted C1-C3 alkyl, cyano, carboxamido, carboxyl, and C1-C3 hydroxyalkyl; all subject to the following provisos: (a) if R1 is methyl, both R2 and R4 may be hydrogen; (b) if R1 is hydrogen, one of R2 and R4 is hydrogen and the other is other than hydrogen; (c) R5 may be other than hydrogen only when R2 is other than hydrogen; and (d) R3 may be halo only when R4 is other than hydrogen; and pharmaceutically acceptable acid addition salts thereof. The compounds of the invention are selective inhibitors of serotonin reuptake.

598544

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