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CS-W001157 4
Total: USD 88.00

2-(7-Amino-2-oxo-2H-chromen-4-yl)acetic acid

  • CAS No. 85157-21-7

  • Cat. No. CS-W005187
  • Purity≥95%
  • MDL No.None

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

2-(7-Amino-2-oxo-2H-chromen-4-yl)acetic acid|CS-W005187

Structure of 85157-21-7

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General Information

  • CAS No. 85157-21-7
  • Cat. No. CS-W005187
  • Purity ≥95%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO₄
  • Molecular Weight 219.19
  • Synonym(s) 7-Amino-4-carboxymethyl coumarin
  • SMILES O=C(O)CC(C1=C(O2)C=C(N)C=C1)=CC2=O

Description

This chromene-based carboxylic acid integrates a reactive acetic acid handle with a fluorescent 7-amino-2-oxo-2H-chromen-4-yl moiety, enabling direct conjugation in bioconjugation workflows. The electron-rich chromone scaffold enhances solubility and stability under standard conditions.

Application

2-(7-Amino-2-oxo-2H-chromen-4-yl)acetic acid serves as a versatile building block for the synthesis of coumarin-based scaffolds with enhanced solubility and functional group handle availability. The carboxylic acid moiety enables direct amidation or esterification, while the 7-amino group supports derivatization via acylation or diazotization. Its stability under standard bench conditions facilitates purification and integration into multi-step sequences, making it suitable for medicinal chemistry campaigns targeting kinase inhibitors and fluorescent probes.

Synthesis

  • Route1
    • null|null
      85157-20-6
    • ~53%
    • In-stock
      2-(7-Amino-2-oxo-2H-chromen-4-yl)acetic acid|CS-W005187
      85157-21-7
    • null|null
      95633-23-1

    References

    • Chemical and pharmaceutical bulletin, , vol. 32, # 10 p. 3926 - 3933
  • Route2
    • 2-(7-((Ethoxycarbonyl)amino)-2-oxo-2H-chromen-4-yl)acetic acid|CS-0571593
      343310-64-5
    • ~70%
    • In-stock
      2-(7-Amino-2-oxo-2H-chromen-4-yl)acetic acid|CS-W005187
      85157-21-7

    References

    • Punescu, Emilia; Louise, Ludivine; Jean, Ludovic; Romieu, Anthony; Renard, Pierre-Yves Dyes and Pigments, 2011 , vol. 91, # 3 p. 427 - 434
  • Route3
    • null|null
      141692-64-0
    • ~76%
    • In-stock
      2-(7-Amino-2-oxo-2H-chromen-4-yl)acetic acid|CS-W005187
      85157-21-7

    References

    • Besson, Thierry; Joseph, Benoit; Moreau, Pascale; Viaud, Marie-Claude; Coudert, Gerard; Guillaumet, Gerald Heterocycles, 1992 , vol. 34, # 2 p. 273 - 291

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   93.53
  • LogP   1.0023
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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