Acetaminophen


CAS No. : 103-90-2

Acetaminophen,103-90-2
Product Details
For research use only. Not Intended for Therapeutic Use!
Cat No:I000233
Synonyms: 4′-Hydroxyacetanilide, 4-Acetamidophenol, N-(4-Hydroxyphenyl)acetamide, N-Acetyl-4-aminophenol, APAP, Paracetamol
Molecular Formula:C8H9NO2
Molecular Weight:151.2
Target:COX
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Appearance: Powder
Grade: USP
Purity: 99.0%
Cat No:I000233
Cas No:103-90-2
Product-Name:Acetaminophen
Related Cas:16958-94-4 (sodium salt)
MDL No:MFCD00002328
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:OC1=CC=C(NC(C)=O)C=C1

Acetaminophen (paracetamol) is a selective cyclooxygenase-2 inhibitor. 

Acetaminophen acts functionally as a selective COX-2 inhibitor led us to investigate the hypothesis of whether it works via preferential COX-2 blockade. In vitro, acetaminophen elicited a 4.4-fold selectivity toward COX-2 inhibition (IC(50)=113.7 micromol/L for COX-1; IC(50)=25.8 micromol/L for COX-2). Following oral administration of the drug, maximal ex vivo inhibitions were 56% (COX-1) and 83% (COX-2). Acetaminophen plasma concentrations remained above the in vitro IC(50) for COX-2 for at least 5 h postadministration. Ex vivo IC(50) values (COX-1: 105.2 micromol/L; COX-2: 26.3 micromol/L) of acetaminophen compared favorably with its in vitro IC(50) values. In contrast to previous concepts, acetaminophen inhibited COX-2 by more than 80%, i.e., to a degree comparable to nonsteroidal antiinflammatory drugs (NSAIDs) and selective COX-2 inhibitors. However, a >95% COX-1 blockade relevant for suppression of platelet function was not achieved. 

[1]. Hinz, B., O. Cheremina, and K. Brune, Acetaminophen (paracetamol) is a selective cyclooxygenase-2 inhibitor in man. FASEB J, 2008. 22(2): p. 383-90.
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