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A3035

Sigma-Aldrich

Acetaminophen

analytical standard

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
EC Number:
203-157-5
MDL number:
MFCD00002328
UNSPSC Code:
41116107
PubChem Substance ID:
24890717
NACRES:
NA.21

grade

analytical standard

Quality Level

300

form

powder

packaging

vial of 1 g

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

168-172 °C (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

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.

Packaging

Supplied in amber screw-cap vials

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
0000373100
0000366464
0000373099
0000321410
0000373100

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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
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
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.
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
Edward Munsterhjelm et al.
Anesthesiology, 103(4), 712-717 (2005-09-30)
Acetaminophen (paracetamol) is widely used for postoperative analgesia. Its mechanism of action is inhibition of prostaglandin synthesis in the central nervous system, and acetaminophen is traditionally not considered to influence platelet function. The authors studied the dose-dependent inhibition of platelet
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