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CS-W001157 4
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2-Hydroxy-N-phenylacetamide

  • CAS No. 4746-61-6

  • Cat. No. CS-0139260
  • Molecule weight151.16
  • Purity≥97%
  • MDL No.None

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

2-Hydroxy-N-phenylacetamide|CS-0139260

Structure of 4746-61-6

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General Information

  • CAS No. 4746-61-6
  • Cat. No. CS-0139260
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) N-Phenyl-2-hydroxyacetamide
  • SMILES O=C(NC1=CC=CC=C1)CO

Description

2-Hydroxy-N-phenylacetamide delivers a hydroxyl group adjacent to an amide linkage, enabling precise functionalization in synthetic routes. This bench-stable compound features a phenyl-substituted acetyl moiety, facilitating integration into bioactive scaffolds and serving as a key intermediate in pharmaceutical development.

Application

2-Hydroxy-N-phenylacetamide serves as a stable, bench-ready building block for heterocyclic synthesis and peptide derivatization. Its ortho-hydroxyl group enables facile cyclization to oxindole scaffolds, while the amide functionality offers compatibility with standard coupling protocols. The compound exhibits good solubility in common organic solvents and tolerates a range of reaction conditions, facilitating its use in medicinal chemistry campaigns targeting kinase inhibitors and other bioactive architectures.

Synthesis

  • Route1
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      74497-02-2
    • ~%
    • In-stock
      2-Hydroxy-N-phenylacetamide|CS-0139260
      4746-61-6

    References

    • Casadei, Maria Antonietta; Cesa, Stefania; Inesi, Achille; Moracci, Franco Micheletti Journal of Chemical Research, Miniprint, 1995 , # 5 p. 1064 - 1079
  • Route2
    • null|null
      106-49-0
    • ~%
    • In-stock
      2-Hydroxy-N-phenylacetamide|CS-0139260
      4746-61-6

    References

    • Zhang, Min; Imm, Sebastian; Baehn, Sebastian; Neubert, Lorenz; Neumann, Helfried; Beller, Matthias Angewandte Chemie - International Edition, 2012 , vol. 51, # 16 p. 3905 - 3909
  • Route3
    • In-stock
      Ethyl hydroxyacetate|CS-W019892
      623-50-7
    • null|null
      74497-02-2
    • ~%
    • In-stock
      2-Hydroxy-N-phenylacetamide|CS-0139260
      4746-61-6

    References

    • Shapiro et al. Journal of the American Chemical Society, 1959 , vol. 81, p. 6322,6323

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.33
  • LogP   0.6174
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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