Bucetin

Bucetin
Clinical data
ATC code	N02BE04 (WHO) ;
Identifiers
	IUPAC name N-(4-Ethoxyphenyl)-3-hydroxybutanamide;
CAS Number	1083-57-4 ;
PubChem CID	14130;
ChemSpider	13507;
UNII	6M7CVQ8PF8;
ChEMBL	ChEMBL1697856;
CompTox Dashboard (EPA)	DTXSID6020721 ;
ECHA InfoCard	100.012.827
Chemical and physical data
Formula	C12H17NO3
Molar mass	223.272 g·mol−1
3D model (JSmol)	Interactive image;
	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;

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Chemically, it is similar to phenacetin with which it shares the risk of carcinogenesis.^[3] Bucetin was withdrawn from use in 1986 due to renal toxicity.^[4]

References

^ 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.
^ "WHOCC - ATC/DDD Index". WHO Collaborating Centre for Drug Statistics Methodology. December 19, 2013.
^ 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.
^ 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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[Elks2014-1] 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.

[1]

[2]

[3]

[4]

Clinical data

ATC code	N02BE04 (WHO)
Identifiers
IUPAC name N-(4-Ethoxyphenyl)-3-hydroxybutanamide
CAS Number	1083-57-4^Y
PubChem CID	14130
ChemSpider	13507
UNII	6M7CVQ8PF8
ChEMBL	ChEMBL1697856
CompTox Dashboard (EPA)	DTXSID6020721
ECHA InfoCard	100.012.827
Chemical and physical data
Formula	C₁₂H₁₇NO₃
Molar mass	223.272 g·mol⁻¹
3D model (JSmol)	Interactive image
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

Bucetin

See also

References