All Photos(4)

A7085

Sigma-Aldrich

Acetaminophen

BioXtra, ≥99.0%

Synonym(s):
APAP, N-Acetyl-4-aminophenol, Paracetamol, 4-Acetamidophenol, 4′-Hydroxyacetanilide, N-(4-Hydroxyphenyl)acetamide
Linear Formula:
CH3CONHC6H4OH
CAS Number:
Molecular Weight:
151.16
Beilstein:
2208089
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

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 (SO42-): ≤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%

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

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General description

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

Application

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

Analgesic.

Packaging

100, 500 g in glass bottle
1 kg in glass bottle

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Raphaël F-X Tomasi et al.
Cell reports, 31(8), 107670-107670 (2020-05-28)
As three-dimensional cell culture formats gain in popularity, there emerges a need for tools that produce vast amounts of data on individual cells within the spheroids or organoids. Here, we present a microfluidic platform that provides access to such data...
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)
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)
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)
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)

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