Phenacetin

Phenacetin
Clinical data
ATC code	N02BE03 (WHO) ;
Identifiers
	IUPAC name N-(4-Ethoxyphenyl)acetamide;
CAS Number	62-44-2 ;
PubChem CID	4754;
IUPHAR/BPS	7402;
DrugBank	DB03783 ;
ChemSpider	4590 ;
UNII	ER0CTH01H9;
KEGG	D00569 ;
ChEBI	CHEBI:8050 ;
ChEMBL	ChEMBL16073 ;
CompTox Dashboard (EPA)	DTXSID1021116 ;
ECHA InfoCard	100.000.485
Chemical and physical data
Formula	C10H13NO2
Molar mass	179.219 g·mol−1
3D model (JSmol)	Interactive image;
Density	1.24 g/cm3
Melting point	134 to 137.5 °C (273.2 to 279.5 °F)
Solubility in water	0.766 g/L (25 °C (77 °F))
	SMILES O=C(Nc1ccc(OCC)cc1)C;
	InChI InChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12) ; Key:CPJSUEIXXCENMM-UHFFFAOYSA-N ;
	(verify)

Phenacetin (acetophenetidin, N-(4-ethoxyphenyl)acetamide^[1]) is a pain-relieving and fever-reducing drug, which was widely used following its introduction in 1887. It was withdrawn from medicinal use as dangerous from the 1970s (e.g., withdrawn in Canada in 1973,^[2] and by the U.S. Food and Drug Administration in 1983^[3]).

^ Cite error: The named reference canada was invoked but never defined (see the help page).
^ "Phenacetin". DrugBank. Retrieved 28 April 2020.
^ "Drugs withdrawn from the market containing phenacetin" (PDF). Department of Health and Human Services - FDA. 5 October 1983. Archived from the original (PDF) on 30 September 2014.

[canada-1] Cite error: The named reference canada was invoked but never defined (see the help page).

[2] "Phenacetin". DrugBank. Retrieved 28 April 2020.

[3] "Drugs withdrawn from the market containing phenacetin" (PDF). Department of Health and Human Services - FDA. 5 October 1983. Archived from the original (PDF) on 30 September 2014.

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Clinical data


ATC code	N02BE03 (WHO)
Identifiers
IUPAC name N-(4-Ethoxyphenyl)acetamide
CAS Number	62-44-2^Y
PubChem CID	4754
IUPHAR/BPS	7402
DrugBank	DB03783^Y
ChemSpider	4590^Y
UNII	ER0CTH01H9
KEGG	D00569^Y
ChEBI	CHEBI:8050^Y
ChEMBL	ChEMBL16073^Y
CompTox Dashboard (EPA)	DTXSID1021116
ECHA InfoCard	100.000.485
Chemical and physical data
Formula	C₁₀H₁₃NO₂
Molar mass	179.219 g·mol⁻¹
3D model (JSmol)	Interactive image
Density	1.24 g/cm³
Melting point	134 to 137.5 °C (273.2 to 279.5 °F)
Solubility in water	0.766 g/L (25 °C (77 °F))
SMILES O=C(Nc1ccc(OCC)cc1)C
InChI InChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)^Y Key:CPJSUEIXXCENMM-UHFFFAOYSA-N^Y
(verify)

Phenacetin

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