Fenbufen

Fenbufen is a nonsteroidal anti-inflammatory drug used to treat pain.^[1]

Fenbufen

Clinical data
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	M01AE05 (WHO)
Legal status
Legal status	UK: POM (Prescription only)
Identifiers
IUPAC name 4-(4-Biphenylyl)-4-oxobutanoic acid or 4-Oxo-4-(4-phenylphenyl)butanoic acid
CAS Number	36330-85-5 Y
PubChem CID	3335
DrugBank	DB08981 Y
ChemSpider	3218 Y
UNII	9815R1WR9B
KEGG	D01344 Y
ChEBI	CHEBI:31599 Y
ChEMBL	ChEMBL277522 Y
CompTox Dashboard (EPA)	DTXSID9023043
ECHA InfoCard	100.048.148
Chemical and physical data
Formula	C16H14O3
Molar mass	254.285 g·mol−1
3D model (JSmol)	Interactive image
Melting point	186 °C (367 °F)
SMILES 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-N Y
NY (what is this?)  (verify)

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 Due to liver toxicity, it was withdrawn from markets in the developed world in 2010.^{[3][4]: 370, 383–384}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]