Prodrugs and mutual prodrugs: synthesis of some new pyrazolone and oxadiazole analogues of a few non-steroidal anti-inflammatory drugs.
Naproxen, probenecid, diclofenac, ibuprofen and indomethacin were converted to hydrazide derivatives via their methyl ester by reacting with hydrazine hydrate, which were further condensed with beta-keto esters to get the pyrazolone derivatives. The hydrazide derivatives of probenecid and diclofenac were also reacted with biphenyl acetic acid while naproxen hydrazide was reacted with p-chloro benzoic acid besides biphenyl acetic acid to synthesize their oxadiazole analogues. Some selected members of the compounds prepared were screened for their anti-inflammatory and analgesic activity.
Sharma
V
V
Department of Pharmaceutical Chemistry, Hamdard University, Hamdard Nagar, New Delhi, India. vibhasharma@worldnet.att.net
Khan
M S Y
MS
D000700:Analgesics / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis*; D002351:Carrageenan; D002855:Chromatography, Thin Layer; D004487:Edema / Q000139:chemically induced / Q000517:prevention & control; D005260:Female; D007202:Indicators and Reagents; D008297:Male; D051379:Mice; D009288:Naproxen / Q000031:analogs & derivatives / Q000138:chemical synthesis; D010069:Oxadiazoles / Q000138:chemical synthesis*; D010147:Pain Measurement / Q000187:drug effects; D011355:Prodrugs / Q000737:chemistry* / Q000494:pharmacology; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats
D000700:Analgesics; D000894:Anti-Inflammatory Agents, Non-Steroidal; D007202:Indicators and Reagents; D010069:Oxadiazoles; D011355:Prodrugs; D011720:Pyrazoles; D009288:Naproxen; D002351:Carrageenan