A7085

Acetaminophen

BioXtra, ≥99.0%

• Synonym(s): 4′-Hydroxyacetanilide, 4-Acetamidophenol, N-(4-Hydroxyphenyl)acetamide, N-Acetyl-4-aminophenol, APAP, Paracetamol
• Linear Formula: CH₃CONHC₆H₄OH
• CAS Number: 103-90-2
• Molecular Weight: 151.16
• Beilstein/REAXYS Number: 2208089
• EC Number: 203-157-5
• MDL number: MFCD00002328
• UNSPSC Code: 12352111
• PubChem Substance ID: 24891173
• NACRES: NA.25

Properties

• product line: BioXtra
• Quality Level: 200
• assay: ≥99.0%
• form: powder
• impurities: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter
• ign. residue: ≤0.1%
• mp: 168-172 °C (lit.)
• solubility: ethanol: 0.5 M, clear, colorless
• anion traces: chloride (Cl^-): ≤0.05%; sulfate (SO₄^2-): ≤0.05%
• cation traces: Al: ≤0.0005%; Ca: ≤0.0005%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.0005%; NH₄⁺: ≤0.05%; Na: ≤0.005%; Pb: ≤0.001%; Zn: ≤0.0005%
• SMILES string: CC(=O)Nc1ccc(O)cc1
• InChI: 1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)
• InChI key: RZVAJINKPMORJF-UHFFFAOYSA-N
• Gene Information: human ... FAAH(2166) , PTGS1(5742) , PTGS2(5743) , TRPV1(7442)

Description

General description

Acetaminophen or paracetamol is an analgesic and antipyretic. It is however a weak non opioid analgesic.

Application

Acetaminophen has been used:

• as an anti-inflammatory drug to test its effect in lipid peroxidation in marine mussels
• to test its effect on neurite outgrowth in gamma-aminobutyric acid-ergic and glutamatergic neurons
• as a hepatocellular injury inducing agent in mice

Analgesic.

Biochem/physiol Actions

Acetaminophen or paracetamol is an inhibitor of prostaglandin synthesis. It is complexed with arachidonic acid in central nervous system resulting in the formation of N-arachidonoylphentolamine, which is essential for the activation of cannabinoid receptor. Acetaminophen is metabolized to toxic N-acetyl-p-benzoquinone imine. Paracetamol is prescribed for osteoarthritis pain and inhibits cyclooxygenase 1 and 2 activities. It is metabolized by the cytochrome P450 enzymes in liver and is implicated in liver toxicity.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: 364.3 °F - Pensky-Martens closed cup
• flash_point_c: 184.6 °C - Pensky-Martens closed cup
• ppe: dust mask type N95 (US), Eyeshields, Gloves