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CS-W001157 4
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2-Methyl-1H-indole-6-carboxylic acid

  • CAS No. 73177-33-0

  • Cat. No. CS-0043734
  • Purity≥98%
  • MDL No.MFCD13178486

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

2-Methyl-1H-indole-6-carboxylic acid|CS-0043734

Structure of 73177-33-0

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General Information

  • CAS No. 73177-33-0
  • Cat. No. CS-0043734
  • Purity ≥98%
  • MDL No. MFCD13178486
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 2-Methyl-1H-indole-6-Carbocylic acid
  • SMILES O=C(C1=CC2=C(C=C1)C=C(C)N2)O

Description

2-Methyl-1H-indole-6-carboxylic acid features a sterically hindered indole core with a carboxylic acid group at the 6-position, enabling direct conjugation in medicinal chemistry scaffolds. The methyl substituent enhances metabolic stability while maintaining solubility under standard conditions. This derivative serves as a key building block for bioactive molecule synthesis.

Application

2-Methyl-1H-indole-6-carboxylic acid serves as a versatile building block for the synthesis of indole-based pharmaceuticals and agrochemicals. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions under standard conditions. The methyl group at the 2-position enhances metabolic stability and modulates electronic properties, while the indole core provides a robust scaffold for medicinal chemistry optimization. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      3-Amino-4-chlorobenzoic acid|CS-W021834
      2840-28-0
    • null|null
      67-64-1
    • ~%
    • In-stock
      2-Methyl-1H-indole-6-carboxylic acid|CS-0043734
      73177-33-0

    References

    • Bard, Raymond R.; Bunnett, Joseph F. Journal of Organic Chemistry, 1980 , vol. 45, # 8 p. 1546 - 1547

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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