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.
Okunrobo
L O
LO
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Benin, Benin City, Nigeria.
Usifoh
C O
CO
Okpo
S O
SO
D019342:Acetic Acid; D000577:Amides / Q000138:chemical synthesis / Q000494:pharmacology*; D000700:Analgesics / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D002351:Carrageenan; D004487:Edema / Q000139:chemically induced / Q000517:prevention & control; D005021:Ethylamines / Q000737:chemistry; D005260:Female; D005528:Foot; D008297:Male; D051379:Mice; D010146:Pain / Q000139:chemically induced / Q000517:prevention & control; D010797:Phthalimides / Q000737:chemistry; D051381:Rats; D017208:Rats, Wistar
D000577:Amides; D000700:Analgesics; D000893:Anti-Inflammatory Agents; D005021:Ethylamines; D010797:Phthalimides; D002351:Carrageenan; D019342:Acetic Acid