Synthesis and Evaluation of Prodrug of 2-Acetoxybenzoic Acid with Amino-Acids

2-Acetoxybenzoic acid suffers from the general side effects of NSAIDs, owing to presence of free carboxylic acid group. The study was aimed to retard the adverse effects of gastrointestinal origin. 4 prodrugs of 2-Acetoxybenzoic acid were synthesized by amidation with ethyl esters of amino acids, namely, glycine, L-phenylalanine, L-glutamic acid, L-aspartic acid. Purified synthesized prodrugs were characterized by m.p., TLC, solubility, elemental analyses, UV, FTIR, NMR. Synthesized prodrugs were subjected for Antypyretic, Analgesic, Anti-inflammatory activities and Ulcerogenic index. Marked reduction of ulcerogenic index and comparable Antypyretic, Analgesic, Anti-inflammatory activities were obtained in all cases as compared to 2-Acetoxybenzoic acid.