Grundinformationen
- Standard-SMILES
CC(=O)Nc1ccc(O)cc1- InChIKey
RZVAJINKPMORJF-UHFFFAOYSA-N- Summenformel
- C8H9NO2
- Durchschnittliche Molmasse
- 151,16 g/mol
- Monoisotopische Masse
- 151,06332853
Namen und Bezeichner
- Bevorzugter Name
- Acetaminophen
- IUPAC
- N-(4-hydroxyphenyl)acetamide
- Lokaler Name
- Paracetamol
- Englischer Name
- Acetaminophen
- Summenformel
- C8H9NO2
- Molmasse
- 151.16
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
103-90-2- PubChem CID
- 1983
- DTXSID
DTXSID2020006- ChEMBL
CHEMBL112- ChEBI
CHEBI:46195- UNII
- 362O9ITL9D
- EC Number
- 203-157-5
- Nikkaji
- J4.025H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,5
- Polarare Oberfläche (TPSA)
- 49,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 139
Physikochemische Eigenschaften
- Schmelzpunkt
- 168 · 168-172 °C(lit.)
- Siedepunkt
- 273.17 °C · 273.17°C (rough estimate)
- Dichte
- 1 · 1,293 g/cm3
- Dampfdruck
- 0.008 Pa · 0.008Pa at 25℃
- Brechungsindex
- 1.581 · 1.5810 (rough estimate)
- Flammpunkt
- 11 °C · 11 °C
- storage temp.
- Inert atmosphere,Room Temperature
- Löslichkeit
- 0.5 M, · ethanol: soluble0.5M, clear, colorless
- Aggregatzustand
- Crystals or Crystalline Powder
- pka
- 9.86 · 9.86±0.13(Predicted)
- Farbe
- White
- PH
- 5.5 · 5.5-6.5 (H2O, 20℃)(saturated solution)
- Geruch (Odor)
- odorless
- Explosionsgrenze
- 15 % · 15%(V)
- Wasserlöslichkeit
- 14 g/L · 14 g/L (20 ºC)
- Merck
- 14 · 14,47
- BRN
- 2208089 · 2208089
- Henry's Law Constant
- 1.5 · 1.5×107 mol/(m3Pa) at 25℃, HSDB (2015)
- BCS Class
- 3 · 3,4
- Major Application
- pharmaceutical (small molecule)
- Kosmetik-Inhaltsstoffe Funktionen
- SKIN CONDITIONING
- 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
- SMILES
- CC(=O)Nc1ccc(O)cc1
- LogP
- 1.098 at · 1.098 at 25℃
- CAS Datenbank
- 103 · 103-90-2(CAS DataBase Reference)
- NIST chemische Informationen
- Acetaminophen(103-90-2)
- EPA chemische Informationen
- Acetaminophen (103-90-2)
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- 1
- tsca
- TSCA listed
- ridadr
- UN 3077 9/PG III
- hs_code
- 29242930
- RTECS-Nr.
- AE4200000
- risk_code
- 22-36/37/38-52/53-36/38-40-39/23/24/25-23/24/25-11
- Toxizität
- LD50 in mice (mg/kg): 338 orally (Starmer), 500 i.p. (Dahlin, Nelson)
- hazard_code
- Xn,T,F
- safety_code
- 26-36-61-37/39-22-45-36/37-16-7
- hazard_class
- 9
- packing_group
- III
- Speicherklasse
- 11 - Combustible Solids
- Giftige Stoffe Daten
- 103-90-2(Hazardous Substances Data)
- Hazard Classifications
- Acute Tox. 4 Oral
- Selbstentzündungstemperatur
- 540 °C
Chemie und Industrie
Anwendungen
BeschreibungAcetaminophen differs from the nonsteroidal anti-inflammatory agents described in that it is devoid of anti-inflammatory and antirheumatic properties. It was recently shown that acetaminophen, like aspirin, inhibits cyclooxygenase action in the brain and is even stronger than aspirin. On the other hand, the mechanism of analgesic action of acetaminophen is not fully clear, since it acts poorly on peripheral cyclooxygenase.
HistoryAcetaminophen was first discovered by H. N. Morse in 1878. Although many studies on its use as an analgesic were performed, it wasn’t until 1950 that it was marketed under the name Triagesic. Today, its most common trade names are Tylenol and Panadol, but a large percentage of its sales are as a generic drug. It is the most commonly used medication for pain and fever in both the United States and Europe. It is on the World Health Organization's List of Essential Medicines.
VerwendenAcetaminophen is widely used as an analgesic and fever-reducing agent. Acetaminophen is designed for moderate analgesia. It is also effective like aspirin and is used in analgesia for headaches (from weak to moderate pain), myalgia, arthralgia, chronic pain, for oncological and post-operational pain, etc.
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