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CS-W001157 4
Total: USD 88.00

1-(4-Amino-2-hydroxyphenyl)ethanone

  • CAS No. 2476-29-1

  • Cat. No. CS-W005109
  • Purity≥97%
  • MDL No.MFCD00100636

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

1-(4-Amino-2-hydroxyphenyl)ethanone|CS-W005109

Structure of 2476-29-1

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General Information

  • CAS No. 2476-29-1
  • Cat. No. CS-W005109
  • Purity ≥97%
  • MDL No. MFCD00100636
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) 4'-Amino-2'-hydroxyacetophenone
  • SMILES NC1=CC(=C(C=C1)C(C)=O)O

Description

1-(4-Amino-2-hydroxyphenyl)ethanone features a dual functional group architecture with an electron-rich phenolic hydroxyl and a primary amine positioned ortho to the ketone. This arrangement enables direct integration into bioconjugation workflows and facilitates metal coordination in catalytic systems. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, making it suitable for synthetic intermediates in pharmaceutical and materials chemistry.

Application

1-(4-Amino-2-hydroxyphenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling direct access to hydroxylated and amino-substituted aromatic scaffolds. Its dual functionality—phenolic OH and primary amine—facilitates downstream derivatization via acylation, alkylation, or coupling reactions. The molecule exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis of bioactive compounds and heterocyclic systems.

Synthesis

  • Route1

    References

    • Hu, Yun; Yang, Yaqi; Yu, Yanjun; Wen, Gesi; Shang, Nana; Zhuang, Wei; Lu, Dihan; Zhou, Binhua; Liang, Baoxia; Yue, Xin; Li, Feng; Du, Jun; Bu, Xianzhang Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6033 - 6053
  • Route2
    • 3-Acetamidophenyl acetate|CS-0061069
      6317-89-1
    • ~%
    • In-stock
      1-(4-Amino-2-hydroxyphenyl)ethanone|CS-W005109
      2476-29-1

    References

    • Bulletin de la Societe Chimique de France, , p. 639
  • Route3

    References

    • Zhurnal Obshchei Khimii, , vol. 23, p. 2043,2045; engl. Ausg. S. 2159, 2160

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.177
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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