Design, synthesis and pharmacological evaluation of novel azole derivatives of aryl acetic acid as anti-inflammatory and analgesic agents.
A series of substituted azole derivatives (3a-e, 4a-e and 5a-e) were synthesised by the cyclisation of N(1)(diphenylethanoyl)-N(4)-substituted phenyl thiosemicarbazides under various reaction conditions. These compounds were tested in vivo for their anti-inflammatory activity. The compounds which showed activity comparable to the standard drug ibuprofen, were screened for their analgesic, ulcerogenic and lipid peroxidation activities. The compounds 5-(diphenylmethyl)-N-(4-fluorophenyl)-1,3,4-oxadiazol-2-amine (3b) and 5-(diphenylmethyl)-N-(3-chloro-4-fluorophenyl)-1,3,4-oxadiazol-2-amine (3c) emerged as the most active compounds of the series, and were moderately more potent than the standard drug, ibuprofen. (This abstract was published in Inflammation Research, Supplement 2, Volume 56, page A101, 2008.).
Amir
Mohammad
M
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hamdard University, New Delhi, India. mamir_s2003@yahoo.co.in
Saifullah
Khalid
K
Akhter
Wasim
W
D000085:Acetates / Q000737:chemistry; D000700:Analgesics / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D015195:Drug Design; D005753:Gastric Mucosa / Q000187:drug effects / Q000378:metabolism / Q000503:physiopathology; D007052:Ibuprofen / Q000494:pharmacology; D007249:Inflammation / Q000188:drug therapy; D015227:Lipid Peroxidation / Q000187:drug effects; D051379:Mice; D023421:Models, Animal; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D051381:Rats; D017208:Rats, Wistar; D012663:Semicarbazides / Q000737:chemistry; D012720:Severity of Illness Index; D013276:Stomach Ulcer / Q000139:chemically induced / Q000188:drug therapy
C559946:5-(diphenylmethyl)-N-(3-chloro-4-fluorophenyl)-1,3,4-oxadiazol-2-amine; C559945:5-(diphenylmethyl)-N-(4-fluorophenyl)-1,3,4-oxadiazol-2-amine; D000085:Acetates; D000700:Analgesics; D000893:Anti-Inflammatory Agents; D010069:Oxadiazoles; D011720:Pyrazoles; D012663:Semicarbazides; C005151:thiosemicarbazide; D007052:Ibuprofen