Phenacetin

Phenacetin
Clinical data
ATC code
Identifiers
  • N-(4-Ethoxyphenyl)acetamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.485 Edit this at Wikidata
Chemical and physical data
FormulaC10H13NO2
Molar mass179.219 g·mol−1
3D model (JSmol)
Density1.24 g/cm3
Melting point134 to 137.5 °C (273.2 to 279.5 °F)
Solubility in water0.766 g/L (25 °C (77 °F))
  • O=C(Nc1ccc(OCC)cc1)C
  • 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) checkY
  • Key:CPJSUEIXXCENMM-UHFFFAOYSA-N checkY
  (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 It was withdrawn from medicinal use as dangerous from the 1970s (e.g., withdrawn in Canada in 1973,[2] and by the U.S. Food and Drug Administration in 1983[3]).

  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 ^ "Drugs withdrawn from the market containing phenacetin" (PDF).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.