Paracetamol
PARACETAMOL · APAP · 4-ACETAMIDOPHENOL · N-(4-HYDROXYPHENYL)ACETAMIDE · PARACETAMOL POWDER · Panadol · Acetaminofen · 4-ACETAMINOPHENOL
Identifikatoren & physikalische Daten
| CAS No. | 103-90-2 |
|---|---|
| Summenformel | C8H9NO2 |
| Durchschnittliche Molmasse | 151,16 g/mol |
| Monoisotopische Masse | 151,06332853 g/mol |
| SMILES | CC(=O)Nc1ccc(O)cc1 |
| InChIKey | RZVAJINKPMORJF-UHFFFAOYSA-N |
| PubChem CID | 1983 |
| ChEMBL | CHEMBL112 |
| ChEBI | CHEBI:46195 |
| EC No. | 203-157-5 |
| DTXSID | DTXSID2020006 |
| Lokaler Name | Paracetamol |
Chemische & physikalische Eigenschaften
| XLogP | 0,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 49,3 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 139 |
| Schmelzpunkt | 168-172 °C(lit.) |
| Siedepunkt | 273.17°C (rough estimate) |
| Dichte | 1,293 g/cm3 |
| Dampfdruck | 0.008Pa at 25℃ |
| Brechungsindex | 1.5810 (rough estimate) |
| Flammpunkt | 11 °C |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | ethanol: soluble0.5M, clear, colorless14 g/L (20 ºC) |
| Aggregatzustand | Crystals or Crystalline Powder |
| pKa (Säurekonstante) | 9.86±0.13(Predicted) |
| Farbe | White |
| pH | 5.5-6.5 (H2O, 20℃)(saturated solution) |
| Geruch | odorless |
| Explosionsgrenze | 15%(V) |
| Merck | 14,47 |
| BRN | 2208089 |
| Henry-Konstante | 1.5×107 mol/(m3Pa) at 25℃, HSDB (2015) |
| BCS Class | 3,4 |
| Hauptanwendungen | 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 (Verteilungskoeffizient) | 1.098 at 25℃ |
| CAS Datenbank | 103-90-2(CAS DataBase Reference) |
| NIST chemische Informationen | Acetaminophen(103-90-2) |
| EPA chemische Informationen | Acetaminophen (103-90-2) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 1 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3077 9/PG III |
| Zollcode | 29242930 |
| RTECS-Nr. | AE4200000 |
| R-Sätze (R) | 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) |
| Gefahrensymbole | Xn,T,F |
| Sicherheitshinweise (S) | 26-36-61-37/39-22-45-36/37-16-7 |
| Gefahrenklasse | 9Acute Tox. 4 Oral |
| Verpackungsgruppe | III |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 103-90-2(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 540 °C |
Anwendungen & Verwendung
Beschreibung
Acetaminophen 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.
History
Acetaminophen 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.
Verwenden
Acetaminophen 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.