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1H-Indole-3-carboxamide

  • CAS No. 1670-85-5

  • Cat. No. CS-0063210
  • Purity≥97%
  • MDL No.MFCD00460642

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

1H-Indole-3-carboxamide|CS-0063210

Structure of 1670-85-5

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General Information

  • CAS No. 1670-85-5
  • Cat. No. CS-0063210
  • Purity ≥97%
  • MDL No. MFCD00460642
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.18
  • Synonym(s) 1H-Indole-3-carboxamide(9CI)
  • SMILES O=C(C1=CNC2=C1C=CC=C2)N

Description

1H-Indole-3-carboxamide serves as a key heterocyclic scaffold in medicinal chemistry, featuring a carboxamide group at the 3-position of the indole ring. This configuration supports hydrogen bonding and enhances solubility, enabling integration into bioactive molecules for kinase inhibition and receptor targeting. The compound exhibits bench-stable handling and compatibility with standard synthetic protocols.

Application

1H-Indole-3-carboxamide serves as a versatile scaffold in medicinal chemistry, enabling rapid access to diverse heterocyclic architectures. Its amide functionality offers robust stability and compatibility with common synthetic transformations, facilitating C–H functionalization, cross-coupling, and late-stage derivatization. The indole core provides inherent π-stacking and hydrogen-bonding capabilities, making it a valuable building block for bioactive molecule synthesis.

Synthesis

  • Route1
    • null|null
      59496-25-2
    • ~87%
    • In-stock
      1H-Indole-3-carboxamide|CS-0063210
      1670-85-5

    References

    • Phytochemistry, , vol. 53, # 1 p. 59 - 69
  • Route2

    References

    • Helvetica Chimica Acta, , vol. 77, # 7 p. 1886 - 1894
  • Route3

    References

    • Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, , vol. 42, # 12 p. 3148 - 3151

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   58.88
  • LogP   1.2668
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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