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CS-W001157 4
Total: USD 88.00

2-(1H-Indol-6-yl)acetic acid

  • CAS No. 39689-58-2

  • Cat. No. CS-W021376
  • Molecule weight175.18
  • Purity≥96%
  • MDL No.MFCD09837606

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

2-(1H-Indol-6-yl)acetic acid|CS-W021376

Structure of 39689-58-2

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General Information

  • CAS No. 39689-58-2
  • Cat. No. CS-W021376
  • Purity ≥96%
  • MDL No. MFCD09837606
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 1H-Indole-6-aceticacid
  • SMILES OC(=O)CC1=CC2=C(C=CN2)C=C1

Description

This indole-acetic acid derivative features a strategically positioned carboxylic acid group on the side chain, enabling direct conjugation or derivatization. The aromatic indolyl moiety imparts enhanced solubility and stability in aqueous systems, facilitating use in bioconjugation workflows and peptide modifications.

Application

2-(1H-Indol-6-yl)acetic acid serves as a versatile building block for the synthesis of indole-based bioactive molecules, enabling efficient conjugation via carboxylic acid functionalization. Its stability under standard reaction conditions and compatibility with common coupling protocols facilitate straightforward derivatization for medicinal chemistry applications. The molecule functions as a key scaffold in the development of heterocyclic compounds and pharmaceutical intermediates requiring direct indole substitution at the 6-position.

Synthesis

  • Route1

    References

    • Sato Pharmaceutical Co., Ltd.; NAGAI Keita; NAGASAWA Koh; TAKAHASHI Hirobumi; BABA Motoaki; FUJIOKA Shinichi; KONDOH Eri; TANAKA Kenichi; ITOH Yoshiki Patent: EP2669270 A1, 2013 ;

Safety Information

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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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