Bucetin

Bucetin (INN, BAN) is an analgesic and antipyretic that is no longer marketed.[1][2] Chemically, it is similar to phenacetin with which it shares the risk of carcinogenesis.[3] Bucetin was withdrawn from use in 1986 due to renal toxicity.[4]

Bucetin
Clinical data
ATC code
Identifiers
IUPAC name
  • N-(4-Ethoxyphenyl)-3-hydroxybutanamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.012.827
Chemical and physical data
FormulaC12H17NO3
Molar mass223.272 g·mol−1
3D model (JSmol)
SMILES
  • O=C(Nc1ccc(OCC)cc1)CC(O)C
InChI
  • InChI=1S/C12H17NO3/c1-3-16-11-6-4-10(5-7-11)13-12(15)8-9(2)14/h4-7,9,14H,3,8H2,1-2H3,(H,13,15)
  • Key:LIAWQASKBFCRNR-UHFFFAOYSA-N

See also

References
  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 184–. ISBN 978-1-4757-2085-3.
  2. "WHOCC - ATC/DDD Index". WHO Collaborating Centre for Drug Statistics Methodology. December 19, 2013.
  3. Togei K, Sano N, Maeda T, Shibata M, Otsuka H (November 1987). "Carcinogenicity of bucetin in (C57BL/6 X C3H)F1 mice". Journal of the National Cancer Institute. 79 (5): 1151–8. doi:10.1093/jnci/79.5.1151. PMID 3479641.
  4. Fung M, Thornton A, Mybeck K, Wu JH, Hornbuckle K, Muniz E (2001). "Evaluation of the Characteristics of Safety Withdrawal of Prescription Drugs from Worldwide Pharmaceutical Markets-1960 to 1999". Drug Information Journal. 35: 293–317. doi:10.1177/009286150103500134. S2CID 73036562.
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