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CS-W001157 4
Total: USD 88.00

4-Hydroxy-N-methylbenzamide

  • CAS No. 27642-27-9

  • Cat. No. CS-0138031
  • Purity≥98%
  • MDL No.MFCD03407464

*For research and further manufacturing use only, not for direct human use.

4-Hydroxy-N-methylbenzamide|CS-0138031

Structure of 27642-27-9

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General Information

  • CAS No. 27642-27-9
  • Cat. No. CS-0138031
  • Purity ≥98%
  • MDL No. MFCD03407464
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) N-Methyl 4-hydroxy benzamide
  • SMILES O=C(NC)C1=CC=C(O)C=C1

Description

4-Hydroxy-N-methylbenzamide features a hydroxyl group para to an amide-linked methyl-substituted benzene ring, delivering enhanced solubility and metabolic stability. This scaffold integrates readily into bioactive molecules, serving as a key building block in pharmaceutical research and medicinal chemistry workflows.

Application

4-Hydroxy-N-methylbenzamide serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles and pharmaceutical scaffolds. Its ortho-hydroxyl group facilitates cyclization reactions, while the N-methyl amide offers enhanced metabolic stability and favorable solubility. The compound exhibits good bench stability and is compatible with standard coupling and functionalization protocols, making it well-suited for modular synthesis workflows in API development.

Synthesis

  • Route1
    • 4-Hydroxyacetophenone oxime|CS-0111410
      34523-34-7
    • ~95%
    • In-stock
      4-Hydroxy-N-methylbenzamide|CS-0138031
      27642-27-9

    References

    • Tokmadzhyan Russian Journal of Organic Chemistry, 2011 , vol. 47, # 11 p. 1746 - 1749
  • Route2
    • 4-Hydroxyacetophenone Paracetamol Impurity|CS-0229792
      99-93-4
    • ~14%
    • In-stock
      4-Hydroxy-N-methylbenzamide|CS-0138031
      27642-27-9
    • In-stock
      Acetaminophen|CS-2819
      103-90-2
    • 4-Hydroxyacetophenone oxime|CS-0111410
      34523-34-7

    References

    • Cablewski, Teresa; Gurr, Paul A.; Raner, Kevin D.; Strauss, Christopher R. Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5814 - 5817
  • Route3
    • null|null
      28141-24-4
    • ~%
    • In-stock
      4-Hydroxy-N-methylbenzamide|CS-0138031
      27642-27-9
    • In-stock
      Methyl paraben, ≥99%|CS-1268984
      99-76-3

    References

    • Pharmacia Corporation Patent: US2003/80320 A1, 2003 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   0.7518
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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