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CS-W001157 4
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1-Methyl-1H-indole-5-carboxylic acid

  • CAS No. 186129-25-9

  • Cat. No. CS-0073862
  • Purity≥98%
  • MDL No.None

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

1-Methyl-1H-indole-5-carboxylic acid|CS-0073862

Structure of 186129-25-9

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General Information

  • CAS No. 186129-25-9
  • Cat. No. CS-0073862
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 1-methylindole-5-carboxylic Acid
  • SMILES O=C(O)C1=CC2=C(C=C1)N(C)C=C2

Description

1-Methyl-1H-indole-5-carboxylic acid features a sterically accessible carboxylic acid group positioned at the 5-position of a methyl-substituted indole core. This configuration supports direct derivatization in synthetic routes targeting bioactive heterocycles, offering enhanced solubility and stability under standard bench conditions.

Application

1-Methyl-1H-indole-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based scaffolds through standard coupling and functionalization reactions. Its carboxylic acid group facilitates direct amide formation, esterification, or activation for peptide-like linkages, while the methylated indole core provides enhanced metabolic stability and favorable solubility profiles. The molecule exhibits excellent bench stability and is compatible with common purification techniques, making it ideal for high-throughput synthesis workflows.

Synthesis

  • Route1

    References

    • Sumitomo Pharmaceuticals Company, Limited Patent: EP1479384 A1, 2004 ;
  • Route2
    • In-stock
      Indole-5-carboxylic acid, 98%|CS-D1057
      1670-81-1
    • null|null
      74-88-4
    • ~63%
    • In-stock
      1-Methyl-1H-indole-5-carboxylic acid|CS-0073862
      186129-25-9

    References

    • Kyowa Hakko Kirin Co., Ltd. Patent: EP2108642 A1, 2009 ; Location in patent: Page/Page column 79 ;
  • Route3

    References

    • Tetrahedron, , vol. 61, # 47 p. 11168 - 11176

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   42.23
  • LogP   1.8765
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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