Alkaline hydrolysis of ethyl-4,5,6,7-tetrahydro benzo (b) thiophene-2-amino-3-carboxylate by ethanolic sodium hydroxide resulted into the corresponding 3-carboxylic acid which upon microwave irradiation with succinic and maleic anhydrides yielded amic acids. The antiinflammatory activity of these compounds was evaluated by rat hind paw edema method on albino rats. An in-vitro COX-1 and COX-2 enzyme inhibition assay was also performed. The results confirmed the synthesized derivatives as potential anti-inflammatory drugs and support the prototype model of the arachidonic acid binding site of cyclooxygenase enzyme proposed by Peter Gund and T. Y. Shen. The novel derivatives have been characterized by 1H NMR, mass, and IR spectroscopic studies.