Design and synthesis of quinazolinyl acetamides for their analgesic and anti-inflammatory activities

Abstract

A variety of novel 2-(substituted)-N-(4-oxo-2-phenylquinazolin-3(3H)-yl)acetamides were synthesized by the reaction of 2-chloro-N-(4-oxo-2-phenylquinazolin-3(3H)-yl)acetamide with various amines. The starting material, 2-chloro-N-(4-oxo-2-phenylquinazolin-3(3H)-yl) acetamide, was synthesized from anthranilic acid by the multistep process. The title compounds were investigated for analgesic, anti-inflammatory, and ulcerogenic index activities. Among those, the compound 2-(ethylamino)-N-(4-oxo-2-phenylquinazolin-3(3H)-yl) acetamide (V9) showed most potent analgesic and antiinflammatory activities of the series and it is moderately more potent compared to the reference standard diclofenac sodium. Interestingly, the test compounds showed only mild ulcerogenic potential compared to aspirin.