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

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

    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]


    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.