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

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)
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)
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...
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)

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