P. Srinivas, A. Subramanian, S. Raghavan
Nov 1, 1998
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Pharmacy and Pharmacology Communications
Abstract
We report the first synthesis of 1-(4-fluorobenzoyl)-3-acetyl indole (3) and its arylpiperazinyl mannich bases with potential 5-hydroxytryptamine and dopamine receptor modulatory activity. Treatment of 3-acetyl indole with 4-fluorobenzoyl chloride in the presence of anhydrous triethylamine in benzene gave 3 in good yields. Mannich reaction of 3 with substituted arylpiperazines and paraformaldehyde in ethanol gave the respective arylpiperazinyl mannich bases. Title compounds were tested for modulation of serotonergic (5-HT2) and dopaminergic (D1/D2) receptors in mice. The compounds showed moderate to good antagonism of D1/D2 receptors. A 4-methoxyphenyl piperazinyl mannich base of 3 showed good antagonism of the 5-HT2 receptor, and had a profile of an atypical antipsychotic.