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Aspirin

Anti-inflammatory medicationNot to be confused with Robert Asprin.Pharmaceutical compoundClinical dataPronunciation Trade namesBayer Aspirin, othersOther names2-acetoxybenzoic acid2-(acetyloxy)benzoic acid2-(ethanoyloxy)benzoic acido-acetylsalicylic acidacetylsalicylic acidacetyl salicylatesalicylic acid acetateo-carboxyphenyl acetatemonoacetic acid ester of salicylic acidAHFS/Drugs.comMonographMedlinePlusa682878License dataUS DailyMed: Acetylsalicylic acidPregnancycategoryAU: CRoutes ofadministrationOral, rectalDrug classNonsteroidal anti-inflammatory drug (NSAID)ATC codeA01AD05 (WHO) B01AC06 (WHO), N02BA01 (WHO)Legal statusLegal statusAU: S6 (Poison) / Schedule 5; Schedule 4; Schedule 2 Appendix F, clause 4CA: OTCUK: General sales list (GSL, OTC)US: OTC / Rx-onlySE: OTCPharmacokinetic dataBioavailability80–100%Protein binding80–90%MetabolismLiver (CYP2C19 and possibly CYP3A), some is also hydrolysed to salicylate in the gut wall.Elimination half-lifeDose-dependent; 2–3 h for low doses (100 mg or less), 15–30 h for larger doses.ExcretionUrine (80–100%), sweat, saliva, fecesIdentifiersIUPAC name2-acetyloxybenzoic acidCAS Number50-78-2PubChemCID2244IUPHAR/BPS4139DrugBankDB00945ChemSpider2157UNIIR16CO5Y76EKEGGD00109C01405ChEBICHEBI:15365ChEMBLChEMBL25PDB ligandAIN (PDBe, RCSB PDB)CompTox Dashboard(EPA)DTXSID5020108ECHA InfoCard100.000.059Chemical and physical dataFormulaC9H8O4Molar mass180.159 g·mol3D model (JSmol)Interactive imageDensity1.40 g/cmMelting point135 °C (275 °F) Boiling point140 °C (284 °F) (decomposes)Solubility in water3 g/LSMILESO=C(C)Oc1ccccc1C(=O)OInChIInChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)Key:BSYNRYMUTXBXSQ-UHFFFAOYSA-NAspirin () is the genericized trademark for acetylsalicylic acid (ASA), a nonsteroidal anti-inflammatory drug (NSAID) used to reduce pain, fever, and inflammation, and as an antithrombotic.

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