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Merck
CN

00370

Acetaminophen

purum, ≥98.0% (HPLC)

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
EC Number:
203-157-5
UNSPSC Code:
12352100
MDL number:
MFCD00002328
Beilstein/REAXYS Number:
2208089

Key Documents

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grade

purum

assay

≥98.0% (HPLC)

ign. residue

≤0.5%

mp

168-172 °C

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

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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

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

Regulatory Information

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Anthony L Vaccarino et al.
Bioorganic & medicinal chemistry, 15(5), 2206-2215 (2006-08-22)
A series of acetaminophen (APAP) analogs, 2-(1,1-dioxido-3-oxo-1,2-benzisothiazol-2(3H)-yl)-N-(4-hydroxyphenyl)alkanecarboxamides, bearing a heterocyclic moiety linked to the p-acylaminophenol fragment, were prepared in a general project to develop APAP analogs with modulated pharmacokinetic profiles. Unexpectedly, the products described maintained the in vivo analgesic profile
Christian Sinning et al.
Journal of medicinal chemistry, 51(24), 7800-7805 (2008-12-05)
N-(4-hydroxyphenyl)-(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-enamide (AM404) is a metabolite of the well-known analgesic paracetamol. AM404 inhibits endocannabinoid cellular uptake, binds weakly to CB1 and CB2 cannabinoid receptors, and is formed by fatty acid amide hydrolase (FAAH) in vivo. We prepared three derivatives of this
Susruta Majumdar et al.
Bioorganic & medicinal chemistry letters, 16(13), 3590-3594 (2006-04-18)
Synthesis, characterization and hydrolysis in aqueous buffers of novel N-alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) derivatives of substituted phenols, theophylline (Th) and 6-mercaptopurine (6MP) were carried out. The mechanism of hydrolysis was further investigated by synthesis, characterization and hydrolysis of N-aryl-N-alkyloxycarbonylaminomethyl (NArNAOCAM) derivatives of
Wolfgang Friebolin et al.
Journal of medicinal chemistry, 51(5), 1260-1277 (2008-02-12)
Plasmodium parasites are exposed to higher fluxes of reactive oxygen species and need high activities of intracellular antioxidant systems providing a steady glutathione flux. As a future generation of dual drugs, 18 naphthoquinones and phenols (or their reduced forms) containing
Microsomal prostaglandin E2 synthase-1 (mPGES-1): a novel anti-inflammatory therapeutic target.
Richard W Friesen et al.
Journal of medicinal chemistry, 51(14), 4059-4067 (2008-05-08)
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