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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 209920-43-4

  • Cat. No. CS-W022510
  • Purity≥98%
  • MDL No.MFCD06203633

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

6-Methyl-1H-indole-3-carboxylic acid|CS-W022510

Structure of 209920-43-4

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General Information

  • CAS No. 209920-43-4
  • Cat. No. CS-W022510
  • Purity ≥98%
  • MDL No. MFCD06203633
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 6-METHYLINDOLE-3-CARBOXYLIC ACID
  • SMILES CC1=CC=C2C(=C1)[NH]C=C2C(=O)O

Description

6-Methyl-1H-indole-3-carboxylic acid features a sterically hindered indole core with a carboxylic acid group at the 3-position, enabling direct conjugation in peptide and heterocyclic syntheses. The methyl substituent enhances metabolic stability and modulates electronic properties for use in medicinal chemistry scaffolds.

Application

6-Methyl-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based scaffolds through standard amide coupling and decarboxylation protocols. Its carboxylic acid functionality exhibits excellent compatibility with diverse coupling reagents, while the methyl group enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions reliably in multistep syntheses targeting bioactive heterocycles.

Synthesis

  • Route1
    • 2,2,2-Trifluoro-1-(6-methyl-1H-indol-3-yl)ethan-1-one|CS-0524396
      676476-82-7
    • ~80%
    • In-stock
      6-Methyl-1H-indole-3-carboxylic acid|CS-W022510
      209920-43-4

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 18, # 14 p. 3844 - 3847
  • Route2

    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

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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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