{"ATC Code":"N02BE01","Abbreviation":"","Aliases":["acetaminophen","4-Acetamidophenol","Tylenol","N-(4-Hydroxyphenyl)acetamide","APAP","Panadol","N-Acetyl-p-aminophenol","4'-Hydroxyacetanilide","Acetaminofen","Datril","p-Acetamidophenol","p-Hydroxyacetanilide","Algotropyl","Lonarid","Naprinol","Doliprane","Injectapap","Acamol","Acenol","Anelix","Multin","p-Acetaminophenol","Abensanil","Acetagesic","Acetalgin"],"Biological Half-Life":"The half-life for adults is 2.5 h after an intravenous dose of 15 mg/kg. After an overdose, the half-life can range from 4 to 8 hours depending on the severity of injury to the liver, as it heavily metabolizes acetaminophen.","Boiling Point":"\u003e500","CAS":"103-90-2","ChEBI":"CHEBI:46195","ChEMBL":"CHEMBL112","ChemicalClasses":["aniline"],"Chirality":"achiral","Classes":["Nonsteroidal anti-inflammatory drug"],"Color/Form":"Large monoclinic prisms from water","Density":"1.293 at 70 °F (NTP, 1992) - Denser than water; will sink g/cm\u003csup\u003e3\u003c/sup\u003e","Drug Classes":"Breast Feeding; Lactation; Milk, Human; Analgesics, Non-Narcotic","Drug Indication":"In general, acetaminophen is used for the treatment of mild to moderate pain and reduction of fever. It is available over the counter in various forms, the most common being oral forms.  Acetaminophen _injection_ is indicated for the management of mild to moderate pain, the management of moderate to severe pain with adjunctive opioid analgesics, and the reduction of fever.  Because of its low risk of causing allergic reactions, this drug can be administered in patients who are intolerant to salicylates and those with allergic tendencies, including bronchial asthmatics. Specific dosing guidelines should be followed when administering acetaminophen to children.","Drug Warnings":"The U.S. Food and Drug Administration (FDA) is informing the public that acetaminophen has been associated with a risk of rare but serious skin reactions.  These skin reactions, known as Stevens-Johnson Syndrome (SJS), toxic epidermal necrolysis (TEN), and acute generalized exanthematous pustulosis (AGEP), can be fatal.  Acetaminophen is a common active ingredient to treat pain and reduce fever; it is included in many prescription and over-the-counter (OTC) products.  Reddening of the skin, rash, blisters, and detachment of the upper surface of the skin can occur with the use of drug products that contain acetaminophen.  These reactions can occur with first-time use of acetaminophen or at any time while it is being taken. ... Anyone who develops a skin rash or reaction while using acetaminophen or any other pain reliever/fever reducer should stop the drug and seek medical attention right away.  Anyone who has experienced a serious skin reaction with acetaminophen should not take the drug again and should contact their health care professional to discuss alternative pain relievers/fever reducers.  Health care professionals should be aware of this rare risk and consider acetaminophen, along with other drugs already known to have such an association, when assessing patients with potentially drug-induced skin reactions.","EINECS":"203-157-5","Erowid Experience Reports":null,"Esters":[],"European Community (EC) Number":"203-157-5","Formating":[],"HMDB ID":"HMDB0001859","HeavyAtomCount":11,"Human Drugs":"Breast Feeding; Lactation; Milk, Human; Analgesics, Non-Narcotic","IUPACName":"N-(4-hydroxyphenyl)acetamide","Impurities":["p-aminophenol","p-chloroacetanilide","parapropamol","4'-hydroxyacetophenone oxime","hydroxyacetophenone","4-acetylamino-2-chlorophenol","diacetamate","phenol, 4,4'-iminobis-","4,4'-oxybis(acetanilide)","2'-hydroxyacetophenone","acetaminophen dimer"],"InChI":"InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)","InChIKey":"RZVAJINKPMORJF-UHFFFAOYSA-N","MeSH Pharmacological Classification":"Drugs that are used to reduce body temperature in fever. (See all compounds classified as Antipyretics.)","Melting Point":"336 to 342 °F (NTP, 1992)","MolecularFormula":"C\u003csub\u003e8\u003c/sub\u003eH\u003csub\u003e9\u003c/sub\u003eNO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"151.16 g/mol","Odor":"Odorless","Pharmacodynamics":"Animal and clinical studies have determined that acetaminophen has both antipyretic and analgesic effects. This drug has been shown to lack anti-inflammatory effects. As opposed to the _salicylate_ drug class, acetaminophen does not disrupt tubular secretion of uric acid and does not affect acid-base balance if taken at the recommended doses. Acetaminophen does not disrupt hemostasis and does not have inhibitory activities against platelet aggregation. Allergic reactions are rare occurrences following acetaminophen use.","Physical Description":"4-hydroxyacetanilide is an odorless white crystalline solid. Bitter taste. pH (saturated aqueous solution) about 6. (NTP, 1992)","PubChemId":1983,"Record Description":["LiverTox|Analgesic|Mild-Moderate Pain|NSAID"],"RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Paracetamol","Name":"Paracetamol","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB00316","Name":"Paracetamol","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/1983","Name":"Paracetamol","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL112","Name":"Paracetamol","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:46195","Name":"Paracetamol","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=103-90-2","Name":"Paracetamol","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0001859","Name":"Paracetamol","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C06804","Name":"Paracetamol","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/362O9ITL9D","Name":"Paracetamol","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID2020006","Name":"Paracetamol","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 1983, Paracetamol. Accessed July 19, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/1983\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/1983\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Paracetamol. UNII: 362O9ITL9D. Global Substance Registration System. Accessed July 19, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/362O9ITL9D\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/362O9ITL9D\u003c/a\u003e"],"Reported Fatal Dose":"In adults, hepatic toxicity rarely has occurred with acute overdoses of less than 10 g, although hepatotoxicity has been reported in fasting patients ingesting 4-10 g of acetaminophen. Fatalities are rare with less than 15 g.","SMILES":"CC(=O)NC1=CC=C(C=C1)O","SaltData":[],"Salts":[],"Solubility":"\u003e22.7 [ug/mL] (The mean of the results at pH 7.4)","Stability/Shelf Life":"Stable under recommended storage conditions.","StereoisomerData":[],"Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 87.353 42.032\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h88v43H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m86.315 8.471-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M74.336 15.387v12.022M71.897 15.387v12.022\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"M74.336 27.409v-6.011M71.897 27.409v-6.011\" class=\"hi\"/\u003e\u003c/g\u003e\u003cpath d=\"m73.117 16.091-10.045-5.8M56.765 10.291l-10.045 5.8\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m46.725 31.339-.005-15.248M44.286 29.932l-.004-12.434\"/\u003e\u003c/g\u003e\u003cpath d=\"m46.725 31.339-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m20.324 31.331 13.203 7.628M22.762 29.923l10.765 6.22\"/\u003e\u003c/g\u003e\u003cpath d=\"m20.324 31.331-.005-15.249\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m33.517 8.462-13.198 7.62M33.517 11.278 22.758 17.49\"/\u003e\u003c/g\u003e\u003cpath d=\"M46.72 16.091 33.517 8.462M20.324 31.331l-9.92 5.727\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M75.376 31.328q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.757 0-1.263-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.733 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.458.393.53 1.221.53.839 0 1.22-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453\" class=\"atom\"/\u003e\u003cg fill=\"#3050f8\" stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M61.859 10.921h-.72l-2.62-4.066h-.029l.029.595q.024.357.024.732v2.739h-.565v-4.9h.714l2.607 4.054h.03l-.018-.327q-.012-.221-.023-.476-.006-.262-.006-.483V6.021h.577zM61.722 5.459h-.619V3.173h-2.512v2.286h-.613V.56h.613v2.072h2.512V.56h.619z\"/\u003e\u003c/g\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M9.385 38.948q0 .756-.256 1.327-.256.566-.756.881t-1.245.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.733 0 1.233.315.5.31.756.875.256.566.256 1.328m-3.864 0q0 .923.387 1.458.393.53 1.22.53.84 0 1.221-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453M4.305 41.401h-.62v-2.286H1.173v2.286H.56v-4.9h.613v2.072h2.512v-2.072h.62z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#3050f8\" d=\"m63.072 10.291 5.023 2.9M63.072 10.291l5.023 2.9M56.765 10.291l-5.023 2.9M56.765 10.291l-5.023 2.9\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m10.404 37.058 4.96-2.864M10.404 37.058l4.96-2.864\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Subjective Effects":null,"Taste":"Slightly bitter taste","Therapeutic Uses":"Analgesics, Non-Narcotic; Antipyretics","Title":"Paracetamol","UNII":"362O9ITL9D","Wikipedia":"Paracetamol","XLogP":0.5,"pH":"Saturated aqueous solution: 5.5-6.5"}