Products
Benoxaprofen was commercially available in tablet form (Oraflex, Opren) beginning in 1980. It was withdrawn from the market again in August 1982 because of the numerous adverse effects reported.
Structure and properties
Benoxaprofen (C16H12ClNO3, Mr = 301.7 g/mol) is a chlorinated benzoxazole derivative and exists as a racemate. It belongs to the propionic acid derivatives within the NSAIDs.
Effects
Benoxaprofen (ATC M01AE06) has analgesic, antipyretic, and anti-inflammatory properties. It has a long half-life of up to 35 hours and therefore can be administered once daily. The effects are due in part to inhibition of lipoxygenase.
Indications
For the treatment of pain and inflammatory diseases of various causes, for example, osteoarthritis and rheumatoid arthritis.
Adverse effects
The drug was withdrawn from the market due to its numerous potential adverse effects. The best-known adverse effect was photosensitization, which is an increased sensitivity to sun or UV radiation that can lead to sunburn and secondary damage. Other possible adverse effects include digestive disorders, nail dissolution, and liver and kidney disorders. The drug has caused numerous deaths and adverse effects in its two years of approval.