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CS-W001157 4
Total: USD 88.00

2-(1H-Indol-2-yl)acetic acid

  • CAS No. 32588-36-6

  • Cat. No. CS-W018701
  • Purity≥95%
  • MDL No.MFCD00957069

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

2-(1H-Indol-2-yl)acetic acid|CS-W018701

Structure of 32588-36-6

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General Information

  • CAS No. 32588-36-6
  • Cat. No. CS-W018701
  • Purity ≥95%
  • MDL No. MFCD00957069
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight None
  • Synonym(s) Indole-2-acetic acid
  • SMILES [NH]2C1=CC=CC=C1C=C2CC(=O)O

Description

2-(1H-Indol-2-yl)acetic acid features a rigid indole core linked to a flexible carboxylic acid side chain, enabling integration into bioactive scaffolds. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating use in synthetic medicinal chemistry workflows.

Application

2-(1H-Indol-2-yl)acetic acid serves as a versatile building block for the synthesis of indole-containing bioactive molecules, including serotonin analogs and pharmaceutical intermediates. Its carboxylic acid functionality enables straightforward derivatization via esterification, amidation, or coupling reactions. The molecule exhibits good bench stability and facilitates efficient incorporation into heterocyclic scaffolds through standard synthetic protocols.

Synthesis

  • Route1
    • Methyl 2-(1H-indol-2-yl)acetate|CS-0150704
      21422-40-2
    • ~73%
    • In-stock
      2-(1H-Indol-2-yl)acetic acid|CS-W018701
      32588-36-6

    References

    • Merck Sharp and Dohme, Ltd. Patent: US5814644 A1, 1998 ; US 5814644 A
  • Route2

    References

    • Weber, Dirk; Berger, Claudia; Eickelmann, Peter; Antel, Jochen; Kessler, Horst Journal of Medicinal Chemistry, 2003 , vol. 46, # 10 p. 1918 - 1930
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 108, # 21 p. 6808 - 6809

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

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   1.795
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   2

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