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

  • CAS No. 202745-73-1

  • Cat. No. CS-0135275
  • Purity≥98%
  • MDL No.MFCD08690250

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

1-Methyl-1H-indole-6-carboxylic acid|CS-0135275

Structure of 202745-73-1

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General Information

  • CAS No. 202745-73-1
  • Cat. No. CS-0135275
  • Purity ≥98%
  • MDL No. MFCD08690250
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) 1-METHYL-1H-INDOLE-6-CARBOXYLIC ACID 97
  • SMILES O=C(C1=CC2=C(C=C1)C=CN2C)O

Description

1-Methyl-1H-indole-6-carboxylic acid features a sterically accessible carboxylic acid group positioned at the 6-position of a methylated indole core. This electron-rich heterocycle integrates readily into bioactive molecule scaffolds, offering enhanced solubility and metabolic stability in medicinal chemistry applications.

Application

1-Methyl-1H-indole-6-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based scaffolds through standard amide coupling and electrophilic functionalization. The methyl group at the nitrogen enhances solubility and metabolic stability, while the carboxylic acid facilitates conjugation with amines and nucleophiles under common coupling conditions. Its bench-stable nature and compatibility with diverse reaction environments make it well-suited for high-throughput synthesis and API development workflows.

Synthesis

  • Route1

    References

    • METHYLGENE, INC. Patent: WO2005/30704 A1, 2005 ; Location in patent: Page/Page column 199-200 ;
  • Route2

    References

    • US5856517 A1, ;
  • 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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