Antidepressant derivatives of cis-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine
AssigneePfizer Inc.
InventorsWillard M. Welch, Jr., Charles A. Harbert, B. Kenneth Koe, Allen R. Kraska
Life of this patent
Estimating the term…
Abstract
Novel cis-isomeric derivatives of 4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine are useful as antidepressant agents. These novel compounds act to block the synaptosomal uptake of serotonin (5-hydroxy-tryptamine), thereby alleviating serotonin abnormalities at central receptor sites. The preferred embodiment is the enantiomer cis-(1S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenam ine and its pharmaceutically acceptable acid addition salts.
Claims22
A compound selected from the group consisting of cis-isomeric bases of the formula ##STR8## and the pharmaceutically acceptable acid addition salts thereof, wherein R.sub.1 is selected from the group consisting of hydrogen and methyl,
- R.sub.2 is methyl,
- Z is selected from the group consisting of 3-chlorophenyl, 4-chlorophenyl, 4-methoxyphenyl, 3-trifluoromethyl-phenyl, 4-trifluoromethyl-phenyl, 3,4-dichlorophenyl, 3-bromophenyl, 4-bromophenyl and 3-trifluoromethyl-4-chloro-phenyl, and
- W is selected from the group consisting of hydrogen, fluoro, chloro, bromo, trifluoromethyl and alkoxy of from 1 to 3 carbon atoms,
- with said compound being either the (1S)-enantiomer or the racemic mixture of the (1S)-enantiomer with the corresponding (1R)-enantiomer.
Dependencies are inferred from the claim text.