1-Methyl-, 1-phenyl-, and 1-(2-(2-dimethylaminoethoxy)-phenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole and their 2-substituted derivatives: Synthesis and pharmacological screening

Abstract

1-Methyl- and 1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (I and IV) were transformed via the chloroacetyl derivatives II and V to the 4-methylpiperazinoacetyl compounds III and VI; compound VI inhibits effectively the formation of the indomethacin-induced gastric ulcers in rats but is devoid of anticholinergic activity and does not inhibit the gastric secretion in rats. Reaction of tryptamine with 2-(2-dimethylaminoethoxy)benzaldehyde afforded compound IX which proved inactive in tests for antidepressant activity. Compounds IV and IX were treated with ethyl chloroformate and gave carbamates VI and X; compound VII does not show anticonvulsant activity.