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CS-W001157 4
Total: USD 88.00

5-Methyl-1H-indole-3-carboxylic acid

  • CAS No. 10242-02-1

  • Cat. No. CS-W022409
  • Purity≥97%
  • MDL No.None

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

5-Methyl-1H-indole-3-carboxylic acid|CS-W022409

Structure of 10242-02-1

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General Information

  • CAS No. 10242-02-1
  • Cat. No. CS-W022409
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) None
  • SMILES O=C(C1=CNC2=C1C=C(C)C=C2)O

Description

5-Methyl-1H-indole-3-carboxylic acid integrates a methyl group at the 5-position of the indole core, enhancing electron density and metabolic stability. This substitution pattern supports improved solubility in organic solvents and facilitates direct coupling in peptide and heterocyclic syntheses. The carboxylic acid moiety enables straightforward derivatization for bioconjugation or polymer functionalization.

Application

5-Methyl-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles. Its carboxylic acid group facilitates amide coupling and esterification under standard conditions, while the methyl substituent enhances metabolic stability. The indole core provides a rigid, planar scaffold suitable for target-directed synthesis, with demonstrated utility in constructing kinase inhibitors and GPCR ligands. Bench-stable and readily purified by recrystallization, it supports scalable workflows in API development.

Synthesis

  • Route1
    • 2,2,2-Trifluoro-1-(5-methyl-1h-indol-3-yl)ethan-1-one|CS-0232871
      858515-93-2
    • ~76%
    • In-stock
      5-Methyl-1H-indole-3-carboxylic acid|CS-W022409
      10242-02-1

    References

    • Park, Chul Min; Kim, So Young; Park, Woo Kyu; Park, No Sang; Seong, Churl Min Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 14 p. 3844 - 3847
  • Route2
    • null|null
      124-38-9
    • In-stock
      5-Methylindole|CS-W001972
      614-96-0
    • ~99%
    • In-stock
      5-Methyl-1H-indole-3-carboxylic acid|CS-W022409
      10242-02-1

    References

    • Yoo, Woo-Jin; Capdevila, Montse Guiteras; Du, Xiangwei; Kobayashi, Shu Organic Letters, 2012 , vol. 14, # 20 p. 5326 - 5329,4
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 11 p. 2734 - 2737

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   53.09
  • LogP   2.17452
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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