Synthesis and pharmacological evaluation of 1,3,4-oxadiazole bearing bis(heterocycle) derivatives as anti-inflammatory and analgesic agents

• Published in: European journal of medicinal chemistry 2009-10, Vol.44 (10), p.3898-3902
• Main Authors: Jayashankar, B., Lokanath Rai, K.M., Baskaran, N., Sathish, H.S.
• Format: Article
• Language: English
• Subjects: 1,3,4-Oxadiazole; Analgesic; Analgesics; Analgesics - chemical synthesis; Analgesics - chemistry; Analgesics - therapeutic use; Animals; Anti-inflammatory; Anti-Inflammatory Agents - chemical synthesis; Anti-Inflammatory Agents - chemistry; Anti-Inflammatory Agents - therapeutic use; Biological and medical sciences; Bis(heterocycle); Bones, joints and connective tissue. Antiinflammatory agents; Chloramine-T; Edema - chemically induced; Edema - drug therapy; Female; Male; Medical sciences; Mice; Molecular Structure; Neuropharmacology; Oxadiazoles - chemical synthesis; Oxadiazoles - chemistry; Oxadiazoles - therapeutic use; Pain Measurement - drug effects; Pharmacology. Drug treatments; Rats; Stomach - drug effects; Structure-Activity Relationship
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/j.ejmech.2009.04.006

A series of novel ether-linked bis(heterocycle)s have been synthesized via [3 + 2]-cycloaddition reaction of nitrile oxide with allyl alcohol followed by intramolecular 1,3-diploar cycloaddition reaction of nitrile imine with carbonyl group. All the newly synthesized compounds were screened for their anti-inflammatory and analgesic activities. Among the list of compounds ( 7a– k) studied, 7d, 7g, 7j, and 7k exhibited excellent activity comparable to ibuprofen and aspirin at the similar dosages. A series of novel ether-linked bis(heterocycle)s have been synthesized via [3 + 2]-cycloaddition reaction of nitrile oxide with allyl alcohol followed by intramolecular 1,3-diploar cycloaddition reaction of nitrile imine with carbonyl group. [Display omitted]