Fenbufen

Nonsteroidal anti-inflammatory drug, now withdrawn From Wikipedia, the free encyclopedia

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

ATC code
Legal status
  • UK: POM (Prescription only)
Quick facts Clinical data, AHFS/Drugs.com ...
Fenbufen
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
ATC code
Legal status
Legal status
  • UK: POM (Prescription only)
Identifiers
  • 4-(4-Biphenylyl)-4-oxobutanoic acid
    or
    4-Oxo-4-(4-phenylphenyl)butanoic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.048.148 Edit this at Wikidata
Chemical and physical data
FormulaC16H14O3
Molar mass254.285 g·mol−1
3D model (JSmol)
Melting point186 °C (367 °F)
  • O=C(O)CCC(=O)c2ccc(c1ccccc1)cc2
  • 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) checkY
  • Key:ZPAKPRAICRBAOD-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
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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 Due to liver toxicity, it was withdrawn from markets in the developed world in 2010.[3][4]:370,383–384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

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