Fenbufen
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Fenbufen is a nonsteroidal anti-inflammatory drug used to treat pain. Fenbufen is a member of the propionic acid derivatives class of drugs. It was introduced by
American Cyanamid American Cyanamid Company was a leading American conglomerate which became one of the nation's top 100 manufacturing companies during the 1970s and 1980s, according to the Fortune 500 listings at the time. It started in fertilizer, but added ...
under the trade name Lederfen in the 1980s. Due to liver toxicity, it was withdrawn from markets in the developed world in 2010. As of 2015 it was available in Taiwan and Thailand under several brand names.


Preparation

Fenbufen can be synthesized by acylation of
biphenyl Biphenyl (also known as diphenyl, phenylbenzene, 1,1′-biphenyl, lemonene or BP) is an organic compound that forms colorless crystals. Particularly in older literature, compounds containing the functional group consisting of biphenyl less one ...
with
succinic anhydride Succinic anhydride, is an organic compound with the molecular formula (CH2CO)2O. This colorless solid is the acid anhydride of succinic acid. Preparation In the laboratory, this material can be prepared by dehydration of succinic acid. Such dehy ...
under Friedel-Crafts conditions.Castillo, Rafael; Suárez-Herrera, Margarita; Aparicio, Mayra; Hernández-Lui, Francisco; Hernández, Alicia (1995). "An Improved Synthesis of Fenbulen". Organic Preparations and Procedures International. 27 (5): 550–552. doi:10.1080/00304949509458497.


References

Hepatotoxins Nonsteroidal anti-inflammatory drugs Withdrawn drugs {{musculoskeletal-drug-stub