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A5000

Sigma-Aldrich

Acetaminophen

meets USP testing specifications, 98.0-102.0%, powder

Synonym(s):

4′-Hydroxyacetanilide, 4-Acetamidophenol, N-(4-Hydroxyphenyl)acetamide, N-Acetyl-4-aminophenol, APAP, Paracetamol

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About This Item

Linear Formula:
CH3CONHC6H4OH
CAS Number:
103-90-2
Molecular Weight:
151.16
Beilstein/REAXYS Number:
2208089
MDL number:
MFCD00002328
UNSPSC Code:
12352111
PubChem Substance ID:
24890930
NACRES:
NA.25

agency

USP/NF
meets USP testing specifications

Quality Level

200

assay

98.0-102.0%

form

powder

mp

168-172 °C (lit.)

solubility

DMSO: 5 M
ethanol: 50 mg/mL
H2O: very slightly soluble

application(s)

pharmaceutical (small molecule)

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)

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Application

Analgesic.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV4785
MKCT8276
MKCT3819
MKCS3304
MKCQ8545

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Mohammad A Rahman et al.
Scientific reports, 9(1), 6571-6571 (2019-04-27)
Cellular CYP2E1 is well-known to mediate alcohol- (ALC) and acetaminophen- (APAP) induced toxicity in hepatic and extra-hepatic cells. Although exosomes have been gaining importance in understanding mechanism of intra- and inter-cellular communication, the functional role of drug metabolizing cytochrome P450
Garry G Graham et al.
Drug safety, 28(3), 227-240 (2005-03-01)
The excellent tolerability of therapeutic doses of paracetamol (acetaminophen) is a major factor in the very wide use of the drug. The major problem in the use of paracetamol is its hepatotoxicity after an overdose. Hepatotoxicity has also been reported
Mitchell R McGill et al.
Pharmaceutical research, 30(9), 2174-2187 (2013-03-07)
Acetaminophen (APAP) is one of the most widely used drugs. Though safe at therapeutic doses, overdose causes mitochondrial dysfunction and centrilobular necrosis in the liver. The first studies of APAP metabolism and activation were published more than 40 years ago.
Garry G Graham et al.
Inflammopharmacology, 21(3), 201-232 (2013-05-31)
Paracetamol is used worldwide for its analgesic and antipyretic actions. It has a spectrum of action similar to that of NSAIDs and resembles particularly the COX-2 selective inhibitors. Paracetamol is, on average, a weaker analgesic than NSAIDs or COX-2 selective
Karel Allegaert et al.
Archives of disease in childhood, 98(6), 462-466 (2013-04-23)
There remains a need for alternative medical treatments for patent ductus arteriosus (PDA) closure in extreme preterm neonates because of therapeutic failure and adverse effects associated with non-selective cyclo-oxygenase inhibitors. Reports of an association between paracetamol exposure and PDA closure
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