Home Pharmaceutical Chemistry Synthesis and Characterization of 2, 5-Disubstituted-1, 3, 4-oxadiazoles as Potential Anti-inß ammatory Agents

Synthesis and Characterization of 2, 5-Disubstituted-1, 3, 4-oxadiazoles as Potential Anti-inß ammatory Agents

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Published on: January 2009
Journal of Young Pharmacists, 2009; 1(1):72-76
Pharmaceutical Chemistry | doi:10.4103/0975-1483.51882
Authors:

Ilango K, Valentina P, Umarani N, Kumar T

Department of Pharmaceutical Chemistry, SRM College of Pharmacy, SRM University, Kattankulathur, Kancheepuram Dist, Tamil Nadu – 603 203, India

Address for correspondence: Dr. K. Ilango; E-mail: [email protected]

Abstract:

The aim of this study was to design, synthesize, and investigate the in vivo anti-inß ammatory activity of some novel 2, 5-disubstituted – 1, 3, 4-oxadiazole derivatives. Ethyl-4-acetamido phenoxy acetate (I) was prepared by the condensation of ethyl chloroacetate with starting material p-acetamidophenol in the presence of dry acetone and anhydrous potassium carbonate. Hydrazinolysis of (I) with hydrazine hydrate results in the formation of 4-acetamidophenoxy acetyl hydrazide (II), which on cyclisation with various substituted aromatic carboxylic acids in the presence of phosphorous oxychloride affords various 2, 5-disubstituted – 1, 3, 4-oxadiazole derivatives (IIIa-IIIi). The newly synthesized compounds were characterized by IR, 1HNMR, and MS spectral data. The titled compounds were screened for in vivo anti- inß ammatory activity using the carrageenan-induced paw edema method. A few of them manifested promising activity when compared with the standard drug Diclofenac sodium.

Key words: Anti-inß ammatory activity, 1, 3, 4 – oxadiazoles, Ethyl – 4- acetamido phenoxy acetate, 4 – acetamido phenoxy acetyl hydrazide.