SYNTHESIS AND ANTISEROTONIN ACTIVITY OF ETHYL 5-O-(4-METHYLPIPERAZIN-1-YLACETYL)-2-METHYLINDOLE-3-CARBOXYLATE AND 3-(4-METHYL-1-PIPERAZINYL-GLYOXYLYL)INDOLES

Abstract

Ethyl-5-O-chloroacetyl-2-methylindole-3-carboxylates (2a-e) have been synthesised by the reaction of ethyl 5-hydroxy-2-methylindole-3-carboxylates (1a-e) with chloroacetyl chloride in dry benzene containing triethylamine. These indoles (2a-e) on condensation with methylpiperazine in dry acetone in the presence of anhydrous K,CO3, afford ethyl 5-O-(4-methylpiperazin-1-ylcetyl)-2-methylindole-3-carboxylates (3a-e). Cmpound's (3a-e) are converted into their oxalate derivatives (4a-e). Indole-3-glyoxylyl. chlorides (6a-e) have been prepared from appropriate indoles (5a-e) by reaction with oxalyl chloride in dry ether. These derivatives on condensation with methylpiperazine yield 3-(4-methyl-1-piperazinylglyoxyl)indoles (7a-e) which are converted into oxalate salts (8a-e). Compounds 4a-e and 8a-e have been screened for their antiserotonin activity. Only compound 4d is found to exhibit antiserotonin activity.