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CS-W001157 4
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(5-Chloro-1H-indol-2-yl)methanamine

  • CAS No. 21109-27-3

  • Cat. No. CS-0140589
  • Molecule weight180.63
  • Purity≥95%
  • MDL No.MFCD02089399

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

(5-Chloro-1H-indol-2-yl)methanamine|CS-0140589

Structure of 21109-27-3

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General Information

  • CAS No. 21109-27-3
  • Cat. No. CS-0140589
  • Purity ≥95%
  • MDL No. MFCD02089399
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉ClN₂
  • Molecular Weight 180.63
  • Synonym(s) 1H-indole-2-methanamine, 5-chloro-
  • SMILES NCC(N1)=CC2=C1C=CC(Cl)=C2

Description

(5-Chloro-1H-indol-2-yl)methanamine is a bench-stable, moisture-tolerant indole derivative featuring a primary amine at the 2-position. This functionality enables direct coupling in amide bond formation and facilitates incorporation into bioactive molecules. The electron-deficient chloro-substituted ring enhances reactivity in electrophilic substitution reactions, making it valuable for medicinal chemistry and materials synthesis.

Application

(5-Chloro-1H-indol-2-yl)methanamine serves as a versatile building block for indole-based pharmaceutical intermediates, enabling efficient access to biologically relevant scaffolds. Its primary amine functionality facilitates direct coupling reactions and reductive amination, while the 5-chloro substituent supports palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and is readily purified by chromatography or crystallization, making it well-suited for iterative synthesis in medicinal chemistry campaigns.

Safety Information

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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   2.28
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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