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CS-W001157 4
Total: USD 88.00

Methyl indole-3-carboxylate

  • CAS No. 942-24-5

  • Cat. No. CS-D1229
  • Purity≥98%
  • MDL No.MFCD00189407

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

Methyl indole-3-carboxylate|CS-D1229

Structure of 942-24-5

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General Information

  • CAS No. 942-24-5
  • Cat. No. CS-D1229
  • Purity ≥98%
  • MDL No. MFCD00189407
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.19
  • Synonym(s) None
  • SMILES O=C(OC)C1=CNC2=CC=CC=C21

Description

Methyl indole-3-carboxylate (3-Methoxycarbonylindole, 3-Carbomethoxyindole, Methyl indolyl-3-carboxylate) has been extracted from the marine Streptomyces sp. 060524. Its crystal structure indicates the presence of intermolecular N-HO hydrogen bond. It is also obtained during the isolation of sorazinones A and B from Sorangium cellulosum strain Soce895. It undergoes regioselective dibromination with bromine in acetic acid to afford methyl 5,6-dibromoindole-3-carboxylate.Reactant for preparation of:Nitric oxide synthase (nNOS) inhibitorSProtein kinase c alpha (PKC) inhibitorsInhibitors of the C-terminal domain of RNA polymerase II as antitumor agentsKinase insert domain receptor (KDR) inhibitorsOrganocatalysts for the anti-Mannich reactionVery late antigen-4 (VLA-4) antagonistsInhibitors of Human 5-LipoxygenaseSerotonin 5-HT4 receptor antagonistsHyaluronidase inhibitorsReactant for:Enantioselective Meerwein-Eschenmoser Claisen rearrangement reactions

Synthesis

  • Route1
    • null|null
      494836-60-1
    • ~96%
    • In-stock
      Methyl indole-3-carboxylate|CS-D1229
      942-24-5

    References

    • Okuro, Kazumi; Gurnham, Joanna; Alper, Howard Journal of Organic Chemistry, 2011 , vol. 76, # 11 p. 4715 - 4720
  • Route2

    References

    • Venkat Ragavan; Vijayakumar; Rajesh; Palakshi Reddy; Karthikeyan; Suchetha Kumari Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 12 p. 4193 - 4197
  • Route3
    • null|null
      131424-24-3
    • ~%
    • In-stock
      Methyl indole-3-carboxylate|CS-D1229
      942-24-5

    References

    • Heterocycles, , vol. 31, # 8 p. 1431 - 1433

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   42.09
  • LogP   1.9545
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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