Synthesis of new imidazolyl acetic acid derivatives with anti-inflammatory and analgesic activities.
We synthesized 2-(4-(4-fluorobenzylidene)-2-(4-fluorophenyl) 5-oxo-4,5-dihydroimidazol-1-yl) acetic acid 3. Chlorination afforded the chloro derivative 4, which reacted with different amines and hydrazine to afford compounds 5-8. Pyrazole, pyrazolone, and thiazolidinone derivatives were also synthesized from Imidazol-1-ylacetic acid hydrazide 8 to give compounds 9-12. Compounds were then evaluated for their anti-inflammatory activity against carrageenan-induced rat paw edema and their analgesic activity using the writhing test in albino mice. Compounds 5, 9, 10, 12 exhibited maximum anti-inflammatory activity, and all the compounds inhibited writhing, with 10 and 12 being two times more effective than the reference standard.
Khalifa
Maha M
MM
Pharmaceutical Chemistry, Al-Azhar University (Girls), Cairo, Egypt. maha_khalifa@hotmail.com
Abdelbaky
Nayira A
NA
D000085:Acetates / Q000138:chemical synthesis / Q000494:pharmacology*; D019342:Acetic Acid; D000700:Analgesics / Q000138:chemical synthesis / Q000494:pharmacology*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D002351:Carrageenan; D004195:Disease Models, Animal; D007093:Imidazoles / Q000138:chemical synthesis / Q000494:pharmacology*; D007249:Inflammation / Q000139:chemically induced / Q000517:prevention & control*; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D010146:Pain / Q000139:chemically induced / Q000517:prevention & control*; D010147:Pain Measurement; D051381:Rats
D000085:Acetates; D000700:Analgesics; D000893:Anti-Inflammatory Agents; D007093:Imidazoles; D002351:Carrageenan; D019342:Acetic Acid