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A7085 Sigma-Aldrich

Acetaminophen

BioXtra, ≥99.0%

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

  • CAS Number 103-90-2

  • Linear Formula CH3CONHC6H4OH

  • Molecular Weight 151.16

  •  Beilstein/REAXYS Number 2208089

  •  EC Number 203-157-5

  •  MDL number MFCD00002328

  •  PubChem Substance ID 24891173

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Properties

Related Categories Building Blocks, C6 to C8, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds,
Quality Level   200
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   human ... FAAH(2166), PTGS1(5742), PTGS2(5743), TRPV1(7442)

Description

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

1 kg in glass bottle

100, 500 g 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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
AE4200000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

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Peer-Reviewed Papers
15

References

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