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CS-W001157 4
Total: USD 88.00

6-Hydroxyindole-2-carboxylic acid

  • CAS No. 40047-23-2

  • Cat. No. CS-W006192
  • Purity≥97%
  • MDL No.MFCD01549019

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

6-Hydroxyindole-2-carboxylic acid|CS-W006192

Structure of 40047-23-2

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General Information

  • CAS No. 40047-23-2
  • Cat. No. CS-W006192
  • Purity ≥97%
  • MDL No. MFCD01549019
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₃
  • Molecular Weight None
  • Synonym(s) 6-Hydroxy-1h-indole-2-carboxylic acid
  • SMILES O=C(C(N1)=CC2=C1C=C(O)C=C2)O

Description

6-Hydroxyindole-2-carboxylic acid features a hydroxyl group at the C6 position and a carboxylic acid at C2, enabling direct conjugation or derivatization in bioconjugate chemistry. The molecule integrates readily into peptide scaffolds and offers enhanced solubility compared to non-hydroxylated analogs.

Application

6-Hydroxyindole-2-carboxylic acid serves as a versatile building block for indole-based pharmaceuticals and natural product syntheses. The ortho-hydroxyl and carboxylic acid groups enable direct functionalization, metal coordination, or derivatization via esterification, amidation, or Suzuki coupling. Its stability under standard bench conditions and compatibility with common protecting group strategies facilitate efficient access to complex heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2008/157270 A1, 2008 ; Location in patent: Page/Page column 77 ;
  • Route2

    References

    • Passiniemi, Mikko; Myllymaeki, Mikko J.; Vuokko, Juha; Koskinen, Ari M.P. Letters in Organic Chemistry, 2011 , vol. 8, # 1 p. 48 - 52
  • Route3
    • 6-(Benzyloxy)-1h-indole-2-carboxylic acid|CS-0123145
      40047-22-1
    • ~%
    • In-stock
      6-Hydroxyindole-2-carboxylic acid|CS-W006192
      40047-23-2

    References

    • Beer et al. Journal of the Chemical Society, 1948 , p. 1605,1608

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

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Computational Chemistry Data

  • TPSA   73.32
  • LogP   1.5717
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   1

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