A7085

Acetaminophen

Name: Acetaminophen
Brand: SIAL

BioXtra, ≥99.0%

Synonym(s):

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

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All Photos(4)

About This Item

Linear Formula:

CH₃CONHC₆H₄OH

CAS Number:

103-90-2

Molecular Weight:

151.16

UNSPSC Code:

12352111

NACRES:

NA.25

PubChem Substance ID:

24891173

EC Number:

203-157-5

Beilstein/REAXYS Number:

2208089

MDL number:

MFCD00002328

Product Name

Acetaminophen, BioXtra, ≥99.0%

InChI key

RZVAJINKPMORJF-UHFFFAOYSA-N

InChI

1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)

SMILES string

CC(=O)Nc1ccc(O)cc1

product line

BioXtra

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%

Quality Level

200

Gene Information

human ... FAAH(2166), PTGS1(5742), PTGS2(5743), TRPV1(7442)

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Related Categories

Biochemicals

High-Purity Biochemicals and Reagents

Application

Analgesic.

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

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.

General description

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

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

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

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Effects on feeding rate and biomarker responses of marine mussels experimentally exposed to propranolol and acetaminophen

Sole M, et al.

Analytical and Bioanalytical Chemistry, 396(2), 649-656 (2010)

Interactions between Acetaminophen and Phytotherapies: Overview for the Rational Use of Phytotherapics

Ribeiro J, et al.

Journal of Natural Product and Plant Resources, 8(3), 1-14 (2018)

Paracetamol: mechanisms and updates

Sharma CV and Mehta V

Continuing education in anaesthesia, critical care & pain, 14(4), 153-158 (2013)

Early detection of acute druginduced liver injury in mice by non-invasive NIR fluorescence imaging

Vasquez KO and Peterson JD

Journal of Pharmacology and Experimental Therapeutics, 1(4), 23-23 (2017)

Comparative Sensitivity of Human-Induced Pluripotent Stem Cell-Derived Neuronal Subtypes to Chemically Induced Neurodegeneration

Cohen JD and Tanaka Y

Applied In Vitro Toxicology, 4(4), 347-364 (2018)

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