Nonsteroidal antiinflammatory drugs fenoprofen

Nonsteroidal Antiinflammatory Drugs. Nonsteroidal antiinflammatory dmgs (NSAIDs) include, among the numerous agents of this class, aspirin (acetylsaflcyhc acid), the arylacetic acids indomethacin and sulindac, and the arylpropionic acids, (5)-(147) and (R)-(148) ibuprofen, (5)-(149) and (R)- (150), flurbiprofen naproxen (41), and fenoprofen (see Analgesics, antipyretics, and antiinflammatory agents Salicylic acid and related compounds). 

Note that the product acid has one more carbon than the starling alkyl halide. An example occurs in the commercial synthesis of fenoprofen, a nonsteroidal antiinflammatory drug, or NSAID, marketed under the trade name Nalton. (See Chapter 15 Focus On.)... 

Analysis of non-steroidal anti-inflammatory drugs (ibuprofen, ketoprofen, naproxen, fenoprofen, flurbiproen, and suprofen) Impurity profiling of ketorolac, a chiral nonsteroidal antiinflammatory drug Impurity profiling of a non-steroidal analgesic drug... 

Aryl propionic acid nonsteroidal antiinflammatory drugs. The compounds from this class of agents that have been stereochemically resolved include ibuprofen, flurbiprofen, naproxen, benoxaprofen, pirprofen, su-profen, fenoprofen, indoprofen, and ketoprofen (94). 

Naproxen, a propionic acid derivative, is a nonsteroidal antiinflammatory agent (NSAIA). The drug is structurally and pharmacologically related to fenoprofen and ibuprofen (1). 

Many nonsteroidal anti-inflammatory drugs (NSAIDs) are substituted 2-arylpropionic acids. Most NSAIDs also have a chiral carbon next to the carboxylate and are administered as a racemic mixture of the two enantiomers. In general, the (S)-enantiomcr is responsible for most of the antiinflammatory activity of these agents. It was found that the (/ -enantiomer is converted to the (S)-enantiomer but the reverse does not occur (23). As with amino acid conjugation, the pathway involves reaction with ATP to form an AMP ester, which is, in turn, converted to a Co-A ester, and it is the Co-A ester that undergoes chiral inversion (Fig. 7.14). Substrates include ibuprofen, naproxen, and fenoprofen. 

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