Fenbufen
Nonsteroidal anti-inflammatory drug, now withdrawn
- M01AE05 (WHO)
- UK: POM (Prescription only)
- 4-(4-Biphenylyl)-4-oxobutanoic acid
or
4-Oxo-4-(4-phenylphenyl)butanoic acid
- 36330-85-5
Y
- 3335
- DB08981 Y
- 3218 Y
- 9815R1WR9B
- D01344 Y
- CHEBI:31599 Y
- ChEMBL277522 Y
- DTXSID9023043
- Interactive image
- O=C(O)CCC(=O)c2ccc(c1ccccc1)cc2
InChI
- InChI=1S/C16H14O3/c17-15(10-11-16(18)19)14-8-6-13(7-9-14)12-4-2-1-3-5-12/h1-9H,10-11H2,(H,18,19)Y
- Key:ZPAKPRAICRBAOD-UHFFFAOYSA-NY
N
Y (what is this?) (verify)Fenbufen is a nonsteroidal anti-inflammatory drug used to treat pain.[1]
Fenbufen is a member of the propionic acid derivatives class of drugs.[2]
It was introduced by American Cyanamid under the trade name Lederfen in the 1980s. Due to liver toxicity, it was withdrawn from markets in the developed world in 2010.[3][4]: 370, 383–384
As of 2015 it was available in Taiwan and Thailand under several brand names.[5]
Preparation
Fenbufen can be synthesized by acylation of biphenyl with succinic anhydride under Friedel-Crafts conditions.[6]
References
- ^ Moore RA, Derry S, McQuay HJ (October 2009). "Single dose oral fenbufen for acute postoperative pain in adults". The Cochrane Database of Systematic Reviews. 2009 (4): CD007547. doi:10.1002/14651858.CD007547.pub2. PMC 4175557. PMID 19821427.
- ^ Brogden RN (1986). "Non-steroidal anti-inflammatory analgesics other than salicylates". Drugs. 32 (Suppl 4): 27–45. doi:10.2165/00003495-198600324-00004. PMID 3552584. S2CID 25471102.
- ^ "Deleted products 2010". Monthly Index of Medical Specialities (MIMS). Haymarket Media Group Ltd.
- ^ Lewis JH, Stine JG (2013). "Nonsteroidal Antiinflammatory Drugs and Leukotriene Receptor Antagonists. Chapter 22". In Kaplowitz N, DeLeve LD (eds.). Drug-Induced Liver Disease (3rd ed.). Academic Press. ISBN 978-0-12-387818-2.
- ^ "International listings for fenbufen". Drugs.com. Retrieved 25 June 2015.
- ^ Castillo R, Suárez-Herrera M, Aparicio M, Hernández-Lui F, Hernández A (October 1995). "An Improved Synthesis of Fenbulen". Organic Preparations and Procedures International. 27 (5): 550–552. doi:10.1080/00304949509458497.
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pyrazolidines
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Key: underline indicates initially developed first-in-class compound of specific group; #WHO-Essential Medicines; †withdrawn drugs; ‡veterinary use.
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