|
|
|
Substance Name: Acetaminophen [USP:JAN]
RN: 103-90-2
UNII: 362O9ITL9D
InChIKey: RZVAJINKPMORJF-UHFFFAOYSA-N
Note
- Analgesic antipyretic derivative of acetanilide. It has weak anti-inflammatory properties and is used as a common analgesic, but may cause liver, blood cell, and kidney damage.
Molecular Formula
- C8-H9-N-O2
Molecular Weight
- 151.1641
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Analgesic
- Analgesics
- Analgesics, Non-Narcotic
- Antipyretic
- Antipyretics
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Human Data
- Mutation Data
- Peripheral Nervous System Agents
- Reproductive Effect
- Sensory System Agents
- Tumor Data
Superlist Classification Code
- Overall Carcinogenic Evaluation: Group 3
* denotes mobile formatted website
Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Acetaminophen
- Acetaminophen [USP:JAN]
MeSH Heading
- Acetaminophen
Synonyms
- 222 AF
- 4'-Hydroxyacetanilide
- 4-(Acetylamino)phenol
- 4-13-00-01091 (Beilstein Handbook Reference)
- 4-Acetamidophenol
- 4-Hydroxyanilid kyseliny octove
- 4-Hydroxyanilid kyseliny octove [Czech]
- A-Per
- A.F. Anacin
- Abenol
- Abensanil
- Abrol
- Abrolet
- Acamol
- Acenol
- Acenol (pharmaceutical)
- Acephen
- Acertol
- Acetaco
- Acetagesic
- Acetalgin
- Acetamide, N-(p-hydroxyphenyl)-
- Acetaminofen
- Acetaminophen
- Acetamol
- Acetanilide, 4'-hydroxy-
- Acetofen
- Actron
- Afebrin
- Afebryl
- Aferadol
- Algesidal
- Algina
- Algomol
- Algotropyl
- Alpiny
- Alvedon
- Amadil
- Anacin-3
- Anadin dla dzieci
- Anaflon
- Analter
- Andox
- Anelix
- Anhiba
- Anti-Algos
- Antidol
- Apacet
- Apamide
- APAP
- Apitrelal
- Arfen
- Asetam
- Asomal
- Aspac
- Asplin
- Atasol
- Atralidon
- Babikan
- Bacetamol
- Banesin
- Ben-u-ron
- Benmyo
- Biocetamol
- Cadafen
- Calapol
- Calmanticold
- Calpol
- Capital with codeine
- Captin
- Causalon
- CCRIS 3
- Cefalex
- Children's Acetaminophen Elixir Drops
- Children's Acetaminophen Elixir Solution
- Children's Acetaminophen Oral Solution
- Children's Tylenol Chewable
- Claradol Codeine
- Clixodyne
- Cod-Acamol Forte
- Codabrol
- Codalgin
- Codapane
- Codicet
- Codisal
- Codisal Forte
- Codoliprane
- Codral Pain Relief
- Cofamol
- Contra-Schmerz P
- Cosutone
- Crocin
- Croix Blanche
- Cuponol
- Curadon
- Curpol
- Custodial
- Dafalgan
- Dafalgan Codeine
- Darocet
- Datril
- Daygrip
- Deminofen
- Democyl
- Demogripal
- Desfebre
- Dhamol
- Dial-a-gesic
- Dirox
- Disprol
- Dol-Stop
- Dolcor
- Dolefin
- Dolegrippin
- Dolgesic
- Doliprane
- Dolko
- Dolofugin
- Doloreduct
- Dolorfug
- Dolorol Forte
- Dolorstop
- Dolotec
- Dolprone
- Dorocoff
- Dresan
- Dristancito
- Duaneo
- Duorol
- Duracetamol
- Durapan
- Dymadon
- Dymadon Co
- Dymadon Forte
- EC 203-157-5
- Ecosetol
- EINECS 203-157-5
- Enelfa
- Eneril
- Eu-Med
- Excipain
- Exdol
- Fanalgic
- Farmadol
- Febranine
- Febrectal
- Febrectol
- Febrex
- Febricet
- Febridol
- Febrilix
- Febrin
- Febro-gesic
- Febrolin
- Fendon
- Fensum
- Fepanil
- Fever All
- Finimal
- Finiweh
- Flexsure
- Fluparmol
- Fortalidon P
- Freka-cetamol
- Gattaphen T
- Gelocatil
- Geluprane
- Geralgine-P
- Gripin Bebe
- Grippostad
- Gynospasmine
- Hedex
- Helon N
- Homoolan
- HSDB 3001
- Ildamol
- Inalgex
- Infadrops
- Infants' Feverall
- Influbene N
- Injectapap
- Junior Disprol
- Kataprin
- Kinder Finimal
- Kratofin simplex
- Labamol
- Lekadol
- Lemgrip
- Lemsip
- Lestemp
- Liquagesic
- Liquigesic Co
- Lonarid
- Lonarid Mono
- Lupocet
- Lyteca
- Magnidol
- Malex N
- Malgis
- Malidens
- Maxadol
- Medinol Paediatric
- Medocodene
- Melabon Infantil
- Mexalen
- Migraleve Yellow
- Minafen
- Minoset
- Miralgin
- Momentum
- Mono Praecimed
- Multin
- N-(4-Hydroxyphenyl)acetamide
- N-(4-Hydroxyphenyl)acetanilide
- N-Acetyl-p-aminophenol
- Naprinol
- NCI-C55801
- NCX 701
- NEBS
- Neo-Fepramol
- NeoCitran
- Neodol
- Neodolito
- Neopap
- Neuridon
- New Cortal for Children
- NilnOcen
- Nina
- No-Febril
- Nodolex
- Noral
- NSC 109028
- Ofirmev
- Oltyl
- Oralgan
- Ortensan
- Oxycocet
- p-Acetamidophenol
- p-Acetaminophenol
- p-Acetylaminophenol
- p-Hydroxyacetanilide
- Paceco
- Pacemo
- Pacemol
- Pacet
- Pacimol
- Paedialgon
- Paedol
- Paldesic
- Pamol
- Panacete
- Panadeine
- Panadeine Co
- Panadiene
- Panado-Co
- Panado-Co Caplets
- Panadol
- Panamax
- Panasorbe
- Panets
- Panodil
- Pantalgin
- Para-Suppo
- Para-Tabs
- Paracemol
- Paracenol
- Paracet
- Paracetamol
- Paracetamol AL
- Paracetamol Antipanin P
- Paracetamol Basics
- Paracetamol BC
- 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
- Paracetamol [INN:BAN]
- Paracetamolo
- Paracetamolo [Italian]
- Paracetamolum
- Paracetamolum [INN-Latin]
- Paracetol
- Paracin
- Paracod
- Paracodol
- Parador
- Paradrops
- Parakapton
- Parake
- Paralen
- Paralief
- Paralink
- Paralyoc
- Paramol
- Paramolan
- Paranox
- Parasedol
- Parasin
- Parcetol
- Parmol
- Parogal
- Paroma
- PCM Paracetamol Lichtenstein
- Pe-Tam
- Pediapirin
- Pediatrix
- Percocet-5
- Percocet-Demi
- Perdolan Mono
- Perfalgan
- Phenaphen
- Phenaphen W/Codeine
- Phenipirin
- Phogoglandin
- Pinex
- Piramin
- Pirinasol
- Plicet
- Polmofen
- Predimol
- Predualito
- Prodol
- Prontina
- Puernol
- Pulmofen
- Pyregesic-C
- Pyrigesic
- Pyrinazine
- Pyromed
- Reliv
- Remedol
- Resfenol
- Rockamol Plus
- Rounox
- RubieMol
- Rubophen
- Rupemol
- Salzone
- Sanicet
- Sanicopyrine
- Scanol
- Scentalgyl
- Scherzatabletten Rezeptur 534
- Schmerzex
- Sedalito
- Semolacin
- Servigesic
- Seskamol
- Setakop
- Setamol
- Setol
- Sifenol
- Sinaspril
- Sinedol
- Sinmol
- Spalt fur die nacht
- Spalt N
- St Joseph Aspirin-Free
- St Joseph Aspirin-Free for Children
- Stanback
- Stopain
- Sunetheton
- Supadol mono
- Supofen
- Suppap
- Supramol-M
- Tabalgin
- Tachiprina
- Tapar
- Tazamol
- Tempra
- Termacet
- Termalgin
- Termalgine
- Termofren
- Tiffy
- Titralgan
- Toximer P
- Tralgon
- Treupel mon
- Treupel N
- Treuphadol
- Tricoton
- Tussapap
- Tylenol
- Tylenol (caplet)
- Tylenol (geltab)
- Tylenol 8-Hour
- Tylex
- Tylex CD
- Tylol
- Tymol
- UNII-362O9ITL9D
- Upsanol
- Utragin
- Valadol
- Valgesic
- Veralgina
- Vermidon
- Verpol
- Viclor Richet
- Vips
- Viruflu
- Vivimed
- Volpan
- Zatinol
- Zolben
Systematic Names
- Acetamide, N-(4-hydroxyphenyl)-
- Acetaminophen
- Acetanilide, 4'-hydroxy-
- Paracetamol
Superlist Names
- Acetaminophen
- DEA No. 9804
- Paracetamol
- Tylenol
Mixture Names
- Actifed Plus
- Anexsia
- Aspirin-Free Anacin
- Bayer Select Allergy-Sinus
- Bayer Select Head Cold
- Bayer Select Headache Pain
- Bayer Select Menstrual Multi-Symptom
- Bayer Select Sinus Pain Relief
- Contac Cough & Sore Throat Formula
- Coricidin
- Coricidin D
- Coricidin Sinus
- Darvocet-N
- Demilets
- DHCplus
- Dristan Cold No Drowsiness
- Drixoral Cold & Flu
- Drixoral Sinus
- Empracet
- Endecon
- Hy-Phen
- Hycomine Compound
- Intensin
- Jin Gang
- Liquiprin
- Midol Maximum Strength
- Midol PM Night Time Formula
- Midol Regular Strength
- Midol Teen Formula
- Naldegesic
- Ornex Severe Cold Formula
- Percocet
- Percogesic with Codeine
- Propacet
- Quiet World
- Rhinex D-Lay Tablets
- Robitussin Night Relief
- Sine-Aid, Maximum Strength
- Sine-Off Sinus Medicine Caplets
- Sinubid
- St. Joseph Cold Tablets for Children
- Sudafed Cold and Cough
- Sudafed Severe Cold Formula
- Sudafed Sinus
- Supac
- Talacen
- TheraFlu
- Triaminic Sore Throat Formula
- Tylenol Allergy Sinus
- Tylox
- Vanquish
- Vicodin
Registry Numbers
CAS Registry Number
- 103-90-2
FDA UNII
- 362O9ITL9D
Other Registry Numbers
- 1430221-00-3
- 719293-04-6
- 8055-08-1
System Generated Number
- 0000103902
Structure Descriptors
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-NSmiles
c1(ccc(cc1)Toxicity
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| child | LDLo | oral | 50mg/kg (50mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA CARDIAC: OTHER CHANGES | American Journal of Emergency Medicine. Vol. 6, Pg. 510, 1988. |
| child | LDLo | oral | 140mg/kg/7D-I (140mg/kg) | BEHAVIORAL: COMA BLOOD: "CHANGES IN SERUM COMPOSITION (E.G., TP, BILIRUBIN, CHOLESTEROL)" LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" | Medical Journal of Australia. Vol. 171, Pg. 472, 1999. |
| child | LDLo | oral | 360mg/kg/2D (360mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING LIVER: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Journal of Pediatrics. Vol. 92, Pg. 832, 1978. |
| child | TDLo | oral | 591mg/kg/2D-I (591mg/kg) | BLOOD: APLASTIC ANEMIA LIVER: LIVER FUNCTION TESTS IMPAIRED KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" | Clinical Pediatrics Vol. 33, Pg. 42, 1994. |
| child | TDLo | oral | 801mg/kg (801mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC GASTROINTESTINAL: NAUSEA OR VOMITING LIVER: OTHER CHANGES | Pediatrics. Vol. 61, Pg. 68, 1978. |
| dog | LDLo | intravenous | 826mg/kg (826mg/kg) | BEHAVIORAL: ANALGESIA | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 149, Pg. 571, 1964. |
| dog | LDLo | oral | 2gm/kg (2000mg/kg) | BLOOD: CHANGES IN SPLEEN BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 24, Pg. 602, 1993. |
| frog | LDLo | subcutaneous | 50mg/kg (50mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 33, Pg. 216, 1894. |
| guinea pig | LD50 | oral | 2620mg/kg (2620mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: TREMOR BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 47, Pg. 479, 1958. |
| human | LDLo | oral | 143mg/kg (143mg/kg) | BEHAVIORAL: GENERAL ANESTHETIC | British Medical Journal. Vol. 282, Pg. 199, 1981. |
| human | LDLo | oral | 357mg/kg (357mg/kg) | BEHAVIORAL: ANOREXIA (HUMAN GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: COMA | Lancet. Vol. 1, Pg. 66, 1973. |
| infant | TDLo | oral | 1440mg/kg/6D (1440mg/kg) | BEHAVIORAL: IRRITABILITY GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | American Journal of Diseases of Children. Vol. 137, Pg. 386, 1983. |
| mammal (species unspecified) | LD50 | unreported | 891mg/kg (891mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(6), Pg. 22, 1983. | |
| mammal (species unspecified) | LDLo | oral | 512mg/kg (512mg/kg) | United States Patent Document. Vol. #4035499, | |
| man | LDLo | oral | 143mg/kg/24H- (143mg/kg) | BEHAVIORAL: ANOREXIA (HUMAN LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | American Journal of Medicine. Vol. 74, Pg. 349, 1983. |
| man | LDLo | oral | 714mg/kg (714mg/kg) | LIVER: OTHER CHANGES | Human Toxicology. Vol. 1, Pg. 25, 1981. |
| man | TDLo | oral | 9286ug/kg (9.286mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE SENSE ORGANS AND SPECIAL SENSES: OTHER: EAR SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Allergy. Vol. 50(Suppl, |
| man | TDLo | oral | 714mg/kg (714mg/kg) | CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE | Postgraduate Medical Journal. Vol. 69, Pg. 52, 1993. |
| mouse | LD50 | intraperitoneal | 367mg/kg (367mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 520, 1965. | |
| mouse | LD50 | intraperitoneal | 367mg/kg (367mg/kg) | BEHAVIORAL: ANALGESIA | Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 520, 1965. |
| mouse | LD50 | oral | 338mg/kg (338mg/kg) | Toxicology and Applied Pharmacology. Vol. 19, Pg. 20, 1971. | |
| mouse | LD50 | subcutaneous | 310mg/kg (310mg/kg) | Human Toxicology. Vol. 3, Pg. 13S, 1984. | |
| pig | LDLo | intravenous | 1gm/kg (1000mg/kg) | KIDNEY, URETER, AND BLADDER: OTHER CHANGES LIVER: OTHER CHANGES | Veterinary and Human Toxicology. Vol. 30, Pg. 324, 1988. |
| rat | LD50 | intraperitoneal | 1205mg/kg (1205mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR | Studi Sassaresi, Sezione 2. Vol. 57, Pg. 561, 1979. |
| rat | LD50 | oral | 1944mg/kg (1944mg/kg) | United States Patent Document. Vol. #4636513, | |
| women | LDLo | oral | 260mg/kg (260mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: COMA | JAMA, Journal of the American Medical Association. Vol. 236, Pg. 1874, 1976. |
| women | LDLo | oral | 400mg/kg (400mg/kg) | Journal of Toxicology, Clinical Toxicology. Vol. 35, Pg. 325, 1997. | |
| women | LDLo | oral | 400mg/kg (400mg/kg) | LIVER: LIVER FUNCTION TESTS IMPAIRED BEHAVIORAL: COMA | Journal of Toxicology, Clinical Toxicology. Vol. 35, Pg. 325, 1997. |
| women | LDLo | oral | 650mg/kg (650mg/kg) | American Journal of Emergency Medicine. Vol. 6, Pg. 511, 1988. | |
| women | LDLo | oral | 650mg/kg (650mg/kg) | VASCULAR: OTHER CHANGES VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | American Journal of Emergency Medicine. Vol. 6, Pg. 511, 1988. |
| women | TDLo | oral | 4962ug/kg (4.962mg/kg) | GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS LIVER: LIVER FUNCTION TESTS IMPAIRED BLOOD: OTHER CHANGES | Journal of Toxicology, Clinical Toxicology. Vol. 29, Pg. 223, 1991. |
| women | TDLo | oral | 13mg/kg (13mg/kg) | BEHAVIORAL: EXCITEMENT | Allergy. Vol. 50(Suppl, |
| women | TDLo | oral | 325mg/kg (325mg/kg) | KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" | Postgraduate Medical Journal. Vol. 68, Pg. 116, 1992. |
| women | TDLo | oral | 490mg/kg (490mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES | Southern Medical Journal. Vol. 71, Pg. 906, 1978. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| Melting Point | 170 | deg C | EXP | |
| pKa Dissociation Constant | 9.38 | (none) | EXP | |
| log P (octanol-water) | 0.46 | (none) | EXP | |
| Water Solubility | 1.40E+04 | mg/L | 25 | EXP |
| Vapor Pressure | 7.00E-06 | mm Hg | 25 | EST |
| Henry's Law Constant | 6.42E-13 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 1.77E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.