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Synthesis and characterization of 2, 5-disubstituted-1, 3, 4-oxadiazoles as potential anti-inflammatory agents

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Author(s): Ilango K | Valentina P | Umarani N | Kumar T

Journal: Journal of Young Pharmacists
ISSN 0975-1483

Volume: 1;
Issue: 1;
Start page: 72;
Date: 2009;
Original page

Keywords: Anti-inflammatory activity | 1 | 3 | 4 - oxadiazoles | Ethyl - 4- acetamido phenoxy acetate | 4 - acetamido phenoxy acetyl hydrazide

ABSTRACT
The aim of this study was to design, synthesize, and investigate the in vivo anti-inflammatory 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, 1 HNMR, and MS spectral data. The titled compounds were screened for in vivo anti- inflammatory activity using the carrageenan-induced paw edema method. A few of them manifested promising activity when compared with the standard drug Diclofenac sodium.
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