Non-carboxylic analogues of naproxen: design, synthesis, and pharmacological evaluation of some 1,3,4-oxadiazole/thiadiazole and 1,2,4-triazole derivatives.
A series of substituted 1,3,4-oxadiazole (2-7 and 14-19), 1,2,4-triazole (20-25), and 1,3,4-thiadiazole (26-31) derivatives of naproxen have been synthesized by cyclization of 2-(6-methoxy-2-naphthyl)propanoic acid hydrazide 1 and N(1)[2-(6-methoxy-2-naphthyl) propanoyl]-N(4)-alkyl/aryl-thiosemicarbazides (8-13) under various reaction conditions. All the compounds were screened for their anti-inflammatory activity by carrageenan-induced rat paw edema test method. Compounds showing high anti-inflammatory activity were also tested for their analgesic, ulcerogenic, and lipid peroxidation. Few of the synthesized compounds showed significant anti-inflammatory and analgesic activities along with reduced ulcerogenic effect and lipid peroxidation.
Amir
Mohammad
M
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hamdard University, New Delhi, India. mamir_s2003@yahoo.co.in
Kumar
Harish
H
Javed
Sadique A
SA
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000009:adverse effects / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use; D056486:Chemical and Drug Induced Liver Injury / Q000209:etiology / Q000473:pathology; D015195:Drug Design; D004487:Edema / Q000188:drug therapy; D008099:Liver / Q000187:drug effects / Q000473:pathology; D008111:Liver Function Tests; D008297:Male; D051379:Mice; D015394:Molecular Structure; D009288:Naproxen / Q000031:analogs & derivatives*; D010069:Oxadiazoles / Q000009:adverse effects / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use; D010146:Pain / Q000188:drug therapy; D051381:Rats; D013276:Stomach Ulcer / Q000139:chemically induced; D013830:Thiadiazoles / Q000009:adverse effects / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use; D014230:Triazoles / Q000009:adverse effects / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use
D000894:Anti-Inflammatory Agents, Non-Steroidal; D010069:Oxadiazoles; D013830:Thiadiazoles; D014230:Triazoles; D009288:Naproxen