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CS-W001157 4
Total: USD 88.00

2-(6-Methoxy-1H-indol-3-yl)acetic acid

  • CAS No. 103986-22-7

  • Cat. No. CS-0038760
  • Purity≥95%
  • MDL No.MFCD01548400

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

2-(6-Methoxy-1H-indol-3-yl)acetic acid|CS-0038760

Structure of 103986-22-7

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General Information

  • CAS No. 103986-22-7
  • Cat. No. CS-0038760
  • Purity ≥95%
  • MDL No. MFCD01548400
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO₃
  • Molecular Weight 205.21
  • Synonym(s) 6-METHOXYINDOLE-3-ACETIC ACID
  • SMILES COC1=CC2=C(C=C1)C(=CN2)CC(=O)O

Description

This indole-acetic acid derivative features a methoxy-substituted indole core linked to a carboxylic acid side chain. The electron-donating methoxy group enhances solubility and modulates electronic properties, enabling integration into bioactive scaffolds. Bench-stable and moisture-tolerant, it serves as a key intermediate in the synthesis of serotonin analogs and pharmaceutical candidates targeting neurological pathways.

Application

2-(6-Methoxy-1H-indol-3-yl)acetic acid serves as a versatile building block for indole-based pharmaceutical intermediates, enabling efficient conjugation via amide and ester formation. Its methoxy-substituted indole core offers enhanced metabolic stability and tunable solubility, while the carboxylic acid functionality facilitates straightforward derivatization. The compound exhibits excellent bench stability and is readily purified by recrystallization or chromatography, supporting scalable synthesis in medicinal chemistry campaigns.

Synthesis

  • Route1
    • Methyl 2-(6-methoxy-1H-indol-3-yl)acetate|CS-1153356
      123380-87-0
    • ~99%
    • In-stock
      2-(6-Methoxy-1H-indol-3-yl)acetic acid|CS-0038760
      103986-22-7

    References

    • Phytochemistry, , vol. 68, # 12 p. 1651 - 1663
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 54, # 25 p. 5985 - 5988
  • Route3

    References

    • Phytochemistry, , vol. 68, # 12 p. 1651 - 1663

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   62.32
  • LogP   1.8036
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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