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CAS 579-58-8

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N-(4-Hydroxyphenyl)-N-methylacetamide

Description:
N-(4-Hydroxyphenyl)-N-methylacetamide, also known as paracetamol or acetaminophen, is an organic compound characterized by its aromatic structure and functional groups. It features a hydroxyl group (-OH) attached to a phenyl ring, which contributes to its solubility in water and its ability to form hydrogen bonds. The compound has a methylacetamide group, which enhances its pharmacological properties. Paracetamol is widely recognized for its analgesic (pain-relieving) and antipyretic (fever-reducing) effects, making it a common over-the-counter medication. It is generally considered safe when used at recommended doses, but excessive intake can lead to hepatotoxicity due to the formation of reactive metabolites. The compound is typically administered orally and is well-absorbed in the gastrointestinal tract. Its mechanism of action involves the inhibition of cyclooxygenase enzymes, leading to a decrease in prostaglandin synthesis. Paracetamol is also notable for its relatively low anti-inflammatory properties compared to non-steroidal anti-inflammatory drugs (NSAIDs). Overall, N-(4-Hydroxyphenyl)-N-methylacetamide is a crucial compound in both medicinal chemistry and pharmacology.
Formula:C9H11NO2
InChI:InChI=1/C9H11NO2/c1-7(11)10(2)8-3-5-9(12)6-4-8/h3-6,12H,1-2H3
InChI key:InChIKey=STOAGEBURGENGQ-UHFFFAOYSA-N
SMILES:N(C(C)=O)(C)C1=CC=C(O)C=C1
Synonyms:
  • 4-Hydroxy-N-methylacetanilide
  • Acetanilide, 4'-hydroxy-N-methyl-
  • N-Methyl-p-acetamidophenol
  • N-Methylacetaminophen
  • NSC 4968
  • acetamide, N-(4-hydroxyphenyl)-N-methyl-
  • N-(4-Hydroxyphenyl)-N-methylacetamide
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