(Non-steroidal anti-inflammatory drugs (NSAIDs) are the most commonly used medications in the world, due to their Analgesic, Anti-inflammatory and Antipyretic properties. However, the use of NSAIDs results in serious upper gastrointestinal (GI) adverse effects. Prodrug designing is an important and productive area of drug research.The prodrug approach able to improve the safety and efficiency of existing NSAIDs. The present research work was attempted to develop synthetic scheme for the novel amide acids prodrugs of NSAIDs such as Aceclofenac and evaluated their capabilities to improve site specificity and reduce gastrointestinal toxicity by maintaining the desired pharmacological properties for better efficacy. All the prodrug derivatives were characterized by UV, IR and 1H NMR Spectroscopy along with solubility and partition coefficient study also has been carried out to discuss the lipophilicity of novel prodrugs. The biological evaluation of all the compounds was carried out by in-vitrohydrolysis in simulated gastric fluid (SGF) and hydrolysis in simulated intestinal fluid (SIF), in-vivo Anti-inflammatory, Anal-gesic activity and Ulcerative index. Prodrugs of Aceclofenac showed better anti-inflammatory and Analgesic activity than the parent drug. The ulcerative index of all the prodrug was lesser which revels the superiority of prodrugs than the parent drugs, concluded that the prodrug approach could successfully attained the goal of minimization of gastrointestinal toxicity by improving the desired Anti-inflammatory and Analgesic activities.