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Acetaminophen

Medication for pain and feverPharmaceutical compoundClinical dataPronunciationParacetamol: also, Acetaminophen: Trade namesTylenol, Panadol, othersOther namesN-acetyl-para-aminophenol (APAP), acetaminophen (USANUS)AHFS/Drugs.comMonographMedlinePlusa681004License dataUS DailyMed: AcetaminophenPregnancycategoryAU: ARoutes ofadministrationBy mouth, intravenous, rectalDrug classAnalgesic;antipyreticATC codeN02BE01 (WHO) N02BE51 (WHO) N02BE71 (WHO)Legal statusLegal statusAU: S4 (Prescription only) OTC, and unscheduledCA: OTC / Rx-onlyUK: General sales list (GSL, OTC)US: OTC / Rx-onlyCN: OTCPharmacokinetic dataBioavailability63–89%Protein bindingnegligible to 10–25% in overdoseMetabolismPredominantly in the liverMetabolitesAPAP gluc, APAP sulfate, APAP GSH, APAP cys, AM404, NAPQIOnset of actionOral: 37 minutesIntravenous: 8 minutesElimination half-life1.9–2.5 hoursExcretionKidneyIdentifiersIUPAC nameN-(4-hydroxyphenyl)acetamideCAS Number103-90-2PubChemCID1983103-90-2IUPHAR/BPS5239DrugBankDB00316ChemSpider19061906UNII362O9ITL9DKEGGD00217ChEBICHEBI:46195ChEMBLChEMBL112PDB ligandTYL (PDBe, RCSB PDB)CompTox Dashboard(EPA)DTXSID2020006ECHA InfoCard100.002.870Chemical and physical dataFormulaC8H9NO2Molar mass151.165 g·mol3D model (JSmol)Interactive imageDensity1.293 g/cmMelting point169 °C (336 °F) Boiling point500 °C (932 °F) or higherSolubility in water7.21 g/kg (0 °C)8.21 g/kg (5 °C)9.44 g/kg (10 °C)10.97 g/kg (15 °C)12.78 g/kg (20 °C)~14 mg/ml (20 °C)SMILESCC(=O)Nc1ccc(O)cc1InChIInChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)Key:RZVAJINKPMORJF-UHFFFAOYSA-NParacetamol, or acetaminophen, is an analgesic and antipyretic agent used to treat fever and mild to moderate pain.

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