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CS-W001157 4
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Methyl 5-methoxy-1H-indole-3-carboxylate

  • CAS No. 172595-68-5

  • Cat. No. CS-0042964
  • Purity≥97%
  • MDL No.None

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

Methyl 5-methoxy-1H-indole-3-carboxylate|CS-0042964

Structure of 172595-68-5

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General Information

  • CAS No. 172595-68-5
  • Cat. No. CS-0042964
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁NO₃
  • Molecular Weight 205.21
  • Synonym(s) Methyl 5-Methoxy-indole-3-carboxylate
  • SMILES O=C(C1=CNC2=C1C=C(OC)C=C2)OC

Description

Methyl 5-methoxy-1H-indole-3-carboxylate features a methoxy-substituted indole core with a methyl ester at the 3-position, offering enhanced solubility and stability under standard conditions. This bench-stable derivative serves as a key intermediate in the synthesis of bioactive heterocycles, particularly in medicinal chemistry and natural product analogs.

Application

Methyl 5-methoxy-1H-indole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted indole scaffolds. The methyl ester group facilitates subsequent transformations such as hydrolysis, reduction, or coupling reactions, while the 5-methoxy substituent enhances electron density at C5 and improves solubility. Its bench-stable nature and compatibility with standard coupling protocols make it a practical choice for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • SANWA KAGAKU KENKYUSHO CO., LTD. Patent: EP1595866 A1, 2005 ; Location in patent: Page/Page column 18 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      5-Methoxyindole|CS-W007328
      1006-94-6
    • null|null
      76-02-8
    • ~92%
    • In-stock
      Methyl 5-methoxy-1H-indole-3-carboxylate|CS-0042964
      172595-68-5

    References

    • Linton, Elizabeth C.; Kozlowski, Marisa C. Journal of the American Chemical Society, 2008 , vol. 130, # 48 p. 16162 - 16163
  • Route3

    References

    • Okuro, Kazumi; Gurnham, Joanna; Alper, Howard Journal of Organic Chemistry, 2011 , vol. 76, # 11 p. 4715 - 4720

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   51.32
  • LogP   1.9631
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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