Photoreactivity of the Non-Steroidal Anti-inflammatory Drug Oxaprozin

Abstract

Oxaprozin is a phototoxic, non-steroidal anti-inflammatory drug (NSAID) which is generally used in the treatment of inflammation, swelling, stiffness, and joint pain associated with osteoarthritis and rheumatoid arthritis. In addition to these beneficial properties some adverse phototoxic effects are also associated with this drug. For this reason here in we have investigate the photochemical behavior of selected phototoxic drug Oxaprozin. In the present study the methanolic solution of Oxaprozin was irradiated with UVA light under different experimental conditions such as aerobic and anaerobic conditions. The reaction progress was strictly monitored by using thin layer chromatography which confirms the formation of three photoproducts. The isolation of the photoproduct was done by column chromatography. The structural morphology of the isolated photoproducts was established by various spectroscopic techniques such as IR, NMR, 13C NMR mass spectroscopy and High Resolution Mass Spectrometry (HRMS). On the basis of structure the photoproducts are identified as 2-(4,5diphenyl oxazol-2-yl) acetaldehyde (2), 2-(4,5diphenyl oxazol-2yl) ethanol (3), 2ethyl-4,5diphenyl Oxazole (4) by spectral studies.