1.0 2011-09-21 00:18:21 UTC 2025-11-19 02:42:20 UTC FDB022713 Acetaminophen The excellent tolerability of therapeutic doses of paracetamol (acetaminophen) is a major factor in the very wide use of the drug. The major problem in the use of paracetamol is its hepatotoxicity after an overdose. Hepatotoxicity has also been reported after therapeutic doses, but critical analysis indicates that most patients with alleged toxicity from therapeutic doses have taken overdoses. Importantly, prospective studies indicate that therapeutic doses of paracetamol are an unlikely cause of hepatotoxicity in patients who ingest moderate to large amounts of alcohol. (PMID 15733027) Single doses of paracetamol are effective analgesics for acute postoperative pain and give rise to few adverse effects. (PMID 14974073) Acetaminophen (AAP) overdose and the resulting hepatotoxicity is an important clinical problem. In addition, AAP is widely used as a prototype hepatotoxin to study mechanisms of chemical-induced cell injury and to test the hepatoprotective potential of new drugs and herbal medicines. Because of its importance, the mechanisms of AAP-induced liver cell injury have been extensively investigated and controversially discussed for many years. (PMID 16863451) [HMDB] 4-(Acetylamino)phenol 4-Acetamidophenol 4-Acetaminophenol 4-Hydroxyacetanilide 4-Hydroxyanilid kyseliny octove 4'-Hydroxyacetanilide A-Per A.F. Anacin Abenol Abensanil Abrol Abrolet Acamol Accu-Tap Acenol Acephen Acertol Aceta Elixir Aceta Tablets Acetagesic Acetalgin Acetaminofen Acetaminophen Acetaminophen Uniserts Acetaminophene Acetamol Acetofen Actamin Actamin Extra Actamin Super Actifed Plus Actimol Chewable Tablets Actimol Children's Suspension Actimol Infants' Suspension Actimol Junior Strength Caplets Actron Afebrin Afebryl Aferadol Algesidal Algina Algomol Algotropyl Allay alpha-Per Alpiny Alpinyl Alvedon Amadil Aminofen Aminofen Max Anacin-3 Anacin-3 Extra Strength Anadin dla dzieci Anaflon Analter Anapap Andox Anelix Anexsia Anexsia 10/660 Anexsia 5/325 Anexsia 7.5/325 Anexsia 7.5/650 Anhiba Anoquan Anti-Algos Antidol Apacet Apacet Capsules Apacet Elixir Apacet Extra Strength Caplets Apacet Extra Strength Tablets Apacet Regular Strength Tablets Apadon Apamid Apamide APAP Apitrelal Apo-Acetaminophen Arfen Asetam Asomal Aspac Aspirin Free Anacin Maximum Strength Caplets Aspirin Free Anacin Maximum Strength Gel Caplets Aspirin Free Anacin Maximum Strength Tablets Aspirin-Free Anacin Aspirin-Free Excedrin Caplets Asplin Atasol Caplets Atasol Drops Atasol Forte Caplets Atasol Forte Tablets Atasol Oral Solution Atasol Tablets Atralidon Babikan Bacetamol Bancap Bancap Hc Banesin Bayer Select Allergy-Sinus Bayer Select Head Cold Bayer Select Headache Pain Bayer Select Maximum Strength Headache Pain Relief Formula Bayer Select Menstrual Multi-Symptom Bayer Select Sinus Pain Relief Ben-u-ron Benmyo Bickie-mol Biocetamol Bucet Butalbital Butapap Cadafen Calapol Calmanticold Calpol Capital with Codeine Captin Causalon Cefalex Cetadol Children's Acetaminophen Elixir Drops Children's Acetaminophen Oral Solution Children's Tylenol Chewable Claradol Codeine Clixodyne Co-Gesic Cod-Acamol Forte Codabrol Codalgin Codapane Codicet Codisal Codisal Forte Codoliprane Codral Pain Relief Cofamol Conacetol Contac Cough & Sore Throat Formula Contra-Schmerz P Coricidin Coricidin D Coricidin Sinus Cosutone Croix Blanche Cuponol Curadon Curpol Custodial Dapa X-S Darocet Darvocet Darvocet-N 50 Datril Datril Extra-Strength Daygrip Demilets Deminofen Democyl Demogripal Desfebre Dhamol Dhc Plus Dial-a-gesic Dial-alpha-gesic Dimindol Dirox Disprol Dol-Stop Dolcor Dolefin Dolegrippin Dolene Ap-65 Dolgesic Doliprane Dolko Dolofugin Doloreduct Dolorfug Dolorol Forte Dolorstop Dolotec Dolprone Dorocoff Dresan Dristan Cold No Drowsiness Dristancito Duracetamol Duradyne Dhc Durapan Dymadon Dymadon Co Dymadon Forte Dypap Ecosetol Elixodyne Empracet Endecon Enelfa Eneril Esgic Esgic-Plus Eu-Med Excedrin Excedrin Caplets Excedrin Extra Strength Caplets Excipain Exdol Exdol Strong Fanalgic Farmadol Febranine Febrectal Febrectol Febrex Febricet Febridol Febrilix Febrin Febrinol Febro-Gesic Febrolin Femcet Fendon Fensum Fepanil Feverall Junior Strength Feverall Sprinkle Caps Junior Strength Fevor Finimal Finiweh Fioricet Fluparmol Fortalidon P Freka-cetamol Gattaphen T Gelocatil Geluprane Genapap Children's Elixir Genapap Children's Tablets Genapap Extra Strength Caplets Genapap Extra Strength Tablets Genapap Regular Strength Tablets Genebs Extra Strength Caplets Genebs Regular Strength Tablets Genebs X-Tra Geralgine-P Gripin Bebe Grippostad Gynospasmine Hedex Helon N Homoolan Hy-Phen Hycomine Compound Hydrocet Ildamol Inalgex Infadrops Infants' Feverall Influbene N Injectapap Intensin Janupap Junior Disprol Kataprin Kinder Finimal Korum Kratofin simplex Labamol Lekadol Lemgrip Lemsip Lestemp Liquagesic Liquigesic Co Liquiprin Liquiprin Children's Elixir Liquiprin Infants" Drops Lonarid Lonarid Mono Lorcet-Hd Lortab Lupocet Lyteca Lyteca Syrup Magnidol Malex N Malgis Malidens Maxadol Medigesic Plus Medinol Paediatric Medocodene Melabon Infantil Mexalen Midol Maximum Strength Midol PM Night Time Formula Midol Regular Strength Midol Teen Formula Migraleve Yellow Minafen Minoset Miralgin Momentum Mono Praecimed Multin N-(4-Hydroxyphenyl)acetamide N-Acetyl-4-aminophenol N-Acetyl-p-aminophenol Naldegesic NAPA Napafen Napap Naprinol Nealgyl Nebs Neo-Fepramol NeoCitran Neodol Neodolito Neopap Neotrend Neuridon New Cortal for Children NilnOcen Nina No-Febril Nobedon Nodolex Noral Norcet Norco o-Acetaminophenol Oltyl Oralgan Oraphen-PD Ortensan Oxycet Oxycocet Oxycodone 2.5/Apap 500 Oxycodone 5/Apap 500 p-(Acetylamino)phenol p-Acetamidophenol p-Acetaminophenol p-Acetylaminophenol p-Hydroxyacetanilide p-Hydroxyphenolacetamide Paceco Pacemo Pacemol Pacet Pacimol Paedialgon Paedol Painex Paldesic Pamol Panacete Panadeine Panadeine Co Panadiene Panado-Co Panado-Co Caplets Panadol Panadol Extra Strength Panadol Junior Strength Caplets Panadol Maximum Strength Caplets Panadol Maximum Strength Tablets Panaleve Panamax Panasorb Panasorbe Panets Panex Panodil Panofen Pantalgin Papa-Deine #3 Papa-Deine #4 Para-Suppo Para-Tabs Paracemol Paracenol Paracet Paracetamol Paracetamol AL Paracetamol Antipanin P Paracetamol Basics Paracetamol BC Paracetamol DC Paracetamol Dr. Schmidgall Paracetamol Fecofar Paracetamol Genericon Paracetamol Hanseler Paracetamol Harkley Paracetamol Heumann Paracetamol Hexal Paracetamol Italfarmaco Paracetamol Nycomed Paracetamol PB Paracetamol Raffo Paracetamol Ratiopharm Paracetamol Rosch Paracetamol Saar Paracetamol SmithKline Beecham Paracetamol Stada Paracetamol von ct Paracetamol Winthrop Paracetamole Paracetamolo Paracetamolum Paracetanol Paracetol Paracin Paracod Paracodol Parador Paradrops Parakapton Parake Paralen Paralief Paralink Paralyoc Paramol Paramolan Paranox Parapan Parasedol Parasin Paraspen Parcetol Parelan Parmol Parogal Paroma Pasolind Pasolind N PCM Paracetamol Lichtenstein Pe-Tam Pediapirin Pediatrix Pedric Percocet Percocet-5 Percocet-Demi Percogesic with Codeine Perdolan Mono Phenaphen Phenaphen Caplets Phenaphen W/Codeine Phendon Phenipirin Phogoglandin Phrenilin Phrenilin Forte Pinex Piramin Pirinasol Plicet Polmofen Predimol Predualito Prestwick_13 Prodol Prompt Prontina Propacet Propacet 100 Proval #3 Puernol Pulmofen Pyregesic-C Pyrigesic Pyrinazine Pyromed Quiet World Redutemp Reliv Remedol Rhinex D-Lay Tablets Rivalgyl Robigesic Robitussin Night Relief Rockamol Plus Rounox Roxicet Roxicet 5/500 Roxilox RubieMol Rubophen Rupemol Salzone Sanicet Sanicopyrine Scanol Scentalgyl Scherzatabletten Rezeptur 534 Schmerzex Sedalito Sedapap Semolacin Servigesic Seskamol Setakop Setamol Setol Sifenol Sinaspril Sine-Off Sinus Medicine Caplets Sinedol Sinmol Sinubid SK-Apap Snaplets-FR Spalt fur die nacht Spalt N St Joseph Aspirin-Free St Joseph Aspirin-Free for Children St. Joseph Cold Tablets for Children St. Joseph Fever Reducer Stanback Stopain Sudafed Severe Cold Formula Sudafed Sinus Sunetheton Supac Supadol mono Supofen Suppap Suppap-120 Suppap-325 Suppap-650 Supramol-M Synalgos-Dc-A Tabalgin Tachiprina Talacen Tapanol Extra Strength Caplets Tapanol Extra Strength Tablets Tapar Tavist Allergy/Sinus/Headache Tazamol Temlo Tempanal Tempra Tempra Caplets Tempra Chewable Tablets Tempra D.S Tempra Drops Tempra Syrup Tencon Termacet Termalgin Termalgine Termofren TheraFlu Tibinide Tibizide Tiffy Tisin Tisiodrazida Titralgan Tizide Tocris-1706 Toximer P Tralgon Treupel mon Treupel N Treuphadol Triad Triaminic Sore Throat Formula Triaprin Tricoton Tussapap Tycolet TYL Tylenol Tylenol Allergy Sinus Tylenol Arthritis Extended Relief Tylenol Caplets Tylenol Children's Chewable Tablets Tylenol Children's Elixir Tylenol Children's Suspension Liquid Tylenol Drops Tylenol Elixir Tylenol Extra Strength Adult Liquid Pain Reliever Tylenol Extra Strength Caplets Tylenol Extra Strength Gelcaps Tylenol Extra Strength Tablets Tylenol Gelcaps Tylenol Infants Drops Tylenol Infants" Suspension Drops Tylenol Junior Strength Caplets Tylenol Junior Strength Chewable Tablets Tylenol Regular Strength Caplets Tylenol Regular Strength Tablets Tylenol Tablets Tylex Tylex CD Tylol Tylox Tylox-325 Tymol Ultracet Upsanol Utragin Valadol Valgesic Valorin Valorin Extra Vanquish Veralgina Vermidon Verpol Viclor Richet Vicodin Vicodin Es Vicodin Hp Vips Viruflu Vivimed Volpan Wygesic Zatinol Zolben C8H9NO2 151.1626 151.063328537 N-(4-hydroxyphenyl)acetamide acetaminophen 103-90-2 CC(=O)NC1=CC=C(O)C=C1 InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10) RZVAJINKPMORJF-UHFFFAOYSA-N belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. 1-hydroxy-2-unsubstituted benzenoids Organic compounds Benzenoids Phenols 1-hydroxy-2-unsubstituted benzenoids Aromatic homomonocyclic compounds Benzene and substituted derivatives Carboximidic acids Hydrocarbon derivatives Organonitrogen compounds Organooxygen compounds Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds 1-hydroxy-2-unsubstituted benzenoid Aromatic homomonocyclic compound Carboximidic acid Carboximidic acid derivative Hydrocarbon derivative Monocyclic benzene moiety Organic 1,3-dipolar compound Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound a small molecule acetamides phenols Solid logp 0.51 ALOGPS logs -1.56 ALOGPS solubility 4.15e+00 g/l ALOGPS logp 0.91 ChemAxon pka_strongest_acidic 9.46 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac N-(4-hydroxyphenyl)acetamide ChemAxon average_mass 151.1626 ChemAxon mono_mass 151.063328537 ChemAxon smiles CC(=O)NC1=CC=C(O)C=C1 ChemAxon formula C8H9NO2 ChemAxon inchi InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10) ChemAxon inchikey RZVAJINKPMORJF-UHFFFAOYSA-N ChemAxon polar_surface_area 49.33 ChemAxon refractivity 42.9 ChemAxon polarizability 15.52 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 731 Specdb::NmrTwoD 1701 Specdb::MsIr 1381 Specdb::MsIr 1382 Specdb::MsIr 1383 Specdb::CMs 1301 Specdb::CMs 8768 Specdb::CMs 26864 Specdb::CMs 27405 Specdb::CMs 27419 Specdb::CMs 31356 Specdb::CMs 38150 Specdb::CMs 165569 Specdb::NmrOneD 1761 Specdb::NmrOneD 2079 Specdb::NmrOneD 2773 Specdb::NmrOneD 9702 Specdb::NmrOneD 9703 Specdb::NmrOneD 9704 Specdb::NmrOneD 9705 Specdb::NmrOneD 9706 Specdb::NmrOneD 9707 Specdb::NmrOneD 9708 Specdb::NmrOneD 9709 Specdb::NmrOneD 9710 Specdb::NmrOneD 9711 Specdb::NmrOneD 9712 Specdb::NmrOneD 9713 Specdb::NmrOneD 9714 Specdb::NmrOneD 9715 Specdb::NmrOneD 9716 Specdb::NmrOneD 9717 Specdb::NmrOneD 9718 Specdb::NmrOneD 9719 Specdb::NmrOneD 9720 Specdb::NmrOneD 9721 Specdb::MsMs 1732 Specdb::MsMs 1733 Specdb::MsMs 1734 Specdb::MsMs 5497 Specdb::MsMs 5498 Specdb::MsMs 5499 Specdb::MsMs 261696 Specdb::MsMs 261697 Specdb::MsMs 261698 Specdb::MsMs 281628 Specdb::MsMs 281629 Specdb::MsMs 281630 Specdb::MsMs 435677 Specdb::MsMs 435678 Specdb::MsMs 435679 Specdb::MsMs 435680 Specdb::MsMs 435681 Specdb::MsMs 435682 Specdb::MsMs 435683 Specdb::MsMs 435684 Specdb::MsMs 435685 Specdb::MsMs 435686 Specdb::MsMs 435687 Specdb::MsMs 435688 Specdb::MsMs 435689 HMDB01859 2386 TYL #<Reference:0x000055ce3277fe38> #<Reference:0x000055ce3277fc80> #<Reference:0x000055ce3277f960> #<Reference:0x000055ce3277f578> #<Reference:0x000055ce3277f168> #<Reference:0x000055ce3277eda8> #<Reference:0x000055ce3277e9c0> #<Reference:0x000055ce3277e5b0> #<Reference:0x000055ce3277e1c8> #<Reference:0x000055ce3277dea8> #<Reference:0x000055ce3277dc78> #<Reference:0x000055ce3277dac0> #<Reference:0x000055ce3277d868> #<Reference:0x000055ce3277d6b0> #<Reference:0x000055ce3277d430> #<Reference:0x000055ce3277d200> #<Reference:0x000055ce3277d048> #<Reference:0x000055ce3277cd78> #<Reference:0x000055ce3277cb70> Milk (Cow) Type 2 specific bitter