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7-Methoxy-1H-indole-2-carboxylic acid

  • CAS No. 24610-33-1

  • Cat. No. CS-0097832
  • Purity≥98%
  • MDL No.MFCD06800927

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

7-Methoxy-1H-indole-2-carboxylic acid|CS-0097832

Structure of 24610-33-1

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General Information

  • CAS No. 24610-33-1
  • Cat. No. CS-0097832
  • Purity ≥98%
  • MDL No. MFCD06800927
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₃
  • Molecular Weight 191.18
  • Synonym(s) 7-Methoxyindole-2-carboxylic acid
  • SMILES O=C(C(N1)=CC2=C1C(OC)=CC=C2)O

Description

7-Methoxy-1H-indole-2-carboxylic acid features a planar indole core with a methoxy group at the 7-position and a carboxylic acid function at C2, enabling direct conjugation in synthetic routes. This combination imparts enhanced solubility and stability under standard conditions, facilitating use in medicinal chemistry and material science applications.

Application

7-Methoxy-1H-indole-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to indole-based scaffolds through standard coupling reactions. Its methoxy group enhances solubility and modulates electronic properties, while the carboxylic acid functionality facilitates direct amidation, esterification, or derivatization under mild conditions. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for high-throughput synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • WO2004/22061 A1, ; Page/Page column 75-77 ; WO 2004/022061 A1
  • Route2

    References

    • Coowar, Djalil; Bouissac, Julien; Hanbali, Mazen; Paschaki, Marie; Mohier, Eliane; Luu, Bang Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6270 - 6282
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 47, # 25 p. 6270 - 6282

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-P330-P362+P364-P405-P501

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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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