Reactions of phthalimides with 1-methylethylamine: Analgesic and anti-inflammatory properties of resulting carboxamides

The reaction of phthalimide derivatives [1a-c] with 1-methylethylamine in dimethylformamide [DMF] at room temperature afforded benzamido-N-prop-2-ynyl-2-[2-methylethyl]-carboxamide [3a], benzamido-N-cyclopentyl-2- [2-methylethyl]-car-boxamide [3b] and benzamido-N-benzyl-2-[2-methylethyl]-carboxamide [3c], respectively. In the carrageenan induced paw oedema test for anti-inflammatory activity, 3a [50 mg/kg] decreased the inflammatory response by 55% after 3 hrs while 3b and 3c exhibited significant reduction in the oedema level. The compounds 3a, 3b and 3c exhibited analgesic activities with 3b producing 76% inhibition. The activities were dose - dependent