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

  • CAS No. 90924-43-9

  • Cat. No. CS-W003238
  • Purity≥97%
  • MDL No.MFCD05664010

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

6-Methoxy-1H-indole-3-carboxylic acid|CS-W003238

Structure of 90924-43-9

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General Information

  • CAS No. 90924-43-9
  • Cat. No. CS-W003238
  • Purity ≥97%
  • MDL No. MFCD05664010
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₃
  • Molecular Weight 191.18
  • Synonym(s) 1H-Indole-3-carboxylic acid, 6-methoxy-
  • SMILES COc1ccc2c(c1)[nH]cc2C(=O)O

Application

6-Methoxy-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles. The carboxylic acid group facilitates amide bond formation and coupling reactions under standard conditions, while the 6-methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions effectively in peptide coupling, Suzuki-Miyaura cross-coupling, and solid-phase synthesis workflows.

Synthesis

  • Route1
    • In-stock
      NSC 92517|CS-D1149
      3189-13-7
    • null|null
      407-25-0
    • ~74%
    • In-stock
      6-Methoxy-1H-indole-3-carboxylic acid|CS-W003238
      90924-43-9

    References

    • PFIZER INC. Patent: WO2003/106462 A1, 2003 ; Location in patent: Page 55 ;
  • Route2

    References

    • Agouron Pharmaceuticals, Inc. Patent: US2004/9965 A1, 2004 ;
  • Route3
    • null|null
      1016163-40-8
    • ~%
    • In-stock
      6-Methoxy-1H-indole-3-carboxylic acid|CS-W003238
      90924-43-9

    References

    • Journal of Medicinal Chemistry, , vol. 51, # 6 p. 1849 - 1860

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   62.32
  • LogP   1.8747
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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