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CS-W001157 4
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5-Hydroxy-1H-indole-3-carboxylic acid

  • CAS No. 3705-21-3

  • Cat. No. CS-0097814
  • Purity≥98%
  • MDL No.None

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

5-Hydroxy-1H-indole-3-carboxylic acid|CS-0097814

Structure of 3705-21-3

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General Information

  • CAS No. 3705-21-3
  • Cat. No. CS-0097814
  • Purity ≥98%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NO₃
  • Molecular Weight 177.16
  • Synonym(s) 5-HYDROXYINDOLE-3-CARBOXYLIC ACID
  • SMILES O=C(C1=CNC2=C1C=C(O)C=C2)O

Description

5-Hydroxy-1H-indole-3-carboxylic acid features a fused indole core with strategically positioned hydroxyl and carboxylic acid groups, enabling direct integration into bioactive molecule scaffolds. The electron-rich indole system supports diverse functionalization, while the polar substituents enhance solubility and facilitate conjugation in synthetic pathways. This compound serves as a key building block for pharmaceutical intermediates and probe development.

Application

5-Hydroxy-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct access to substituted indole scaffolds through standard functional group manipulations. Its hydroxyl and carboxylic acid groups offer orthogonal reactivity for derivatization, including amidation, esterification, and metal-catalyzed coupling reactions. The molecule exhibits good bench stability and facilitates purification via recrystallization or flash chromatography, supporting reliable integration into multi-step syntheses of bioactive compounds.

Synthesis

  • Route1
    • 5-(Benzyloxy)-1h-indole-3-carboxylic acid|CS-0290491
      24370-73-8
    • ~%
    • In-stock
      5-Hydroxy-1H-indole-3-carboxylic acid|CS-0097814
      3705-21-3

    References

    • Kimmig et al. Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1958 , vol. 311, p. 234,237
  • Route2

    References

    • Kimmig et al. Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1958 , vol. 311, p. 234,237

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

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