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CS-W001157 4
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(1H-Indol-5-yl)methanamine

  • CAS No. 81881-74-5

  • Cat. No. CS-W004014
  • Purity≥96%
  • MDL No.MFCD01719220

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

(1H-Indol-5-yl)methanamine|CS-W004014

Structure of 81881-74-5

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General Information

  • CAS No. 81881-74-5
  • Cat. No. CS-W004014
  • Purity ≥96%
  • MDL No. MFCD01719220
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀N₂
  • Molecular Weight 146.19
  • Synonym(s) INDOLE-5-METHYLAMINE
  • SMILES NCc1ccc2c(c1)cc[nH]2

Description

(1H-Indol-5-yl)methanamine is a bench-stable, electron-rich heteroarylalkylamine featuring a pendant amine group at the 5-position of the indole core. This scaffold integrates seamlessly into bioactive molecule design, offering enhanced solubility and targeted interactions in medicinal chemistry applications.

Application

(1H-Indol-5-yl)methanamine serves as a versatile building block for the synthesis of indole-based pharmaceutical intermediates and functionalized heterocycles. Its primary amine functionality enables straightforward derivatization via amidation, alkylation, and reductive amination, while the indole core supports electrophilic substitution and transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and is readily purified by crystallization or flash chromatography, facilitating integration into multi-step synthetic sequences for drug discovery and materials science applications.

Synthesis

  • Route1

    References

    • Cody, Wayne Livingston; Edmunds, Jeremy John; Holsworth, Daniel Dale; Powell, Noel Aaron Patent: US2004/204455 A1, 2004 ; Location in patent: Page/Page column 18 ;

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   41.81
  • LogP   1.6266
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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