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CS-W001157 4
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1-Methyl-1H-indol-4-amine

  • CAS No. 85696-95-3

  • Cat. No. CS-0061752
  • Purity≥97%
  • MDL No.MFCD08061153

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

1-Methyl-1H-indol-4-amine|CS-0061752

Structure of 85696-95-3

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General Information

  • CAS No. 85696-95-3
  • Cat. No. CS-0061752
  • Purity ≥97%
  • MDL No. MFCD08061153
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀N₂
  • Molecular Weight None
  • Synonym(s) 4-AMINO-N-METHYLINDOLE
  • SMILES NC1=CC=CC2=C1C=CN2C

Description

1-Methyl-1H-indol-4-amine features a methyl-substituted indole core with a primary amine at the 4-position, delivering enhanced solubility and stability compared to unsubstituted analogs. This scaffold integrates readily into bioactive molecule design, particularly in kinase inhibitors and CNS-targeted therapeutics. The electron-rich aromatic system supports efficient coupling reactions under standard conditions.

Application

1-Methyl-1H-indol-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indole scaffolds through standard coupling and functionalization reactions. Its moderate basicity and bench stability facilitate straightforward handling and purification, while the C4 amine group provides a reliable site for derivatization in peptide-like couplings and transition-metal-catalyzed transformations.

Synthesis

  • Route1

    References

    • Ple, Patrick A.; Green, Tim P.; Hennequin, Laurent F.; Curwen, Jon; Fennell, Michael; Allen, Jack; Lambert-Van Der Brempt, Christine; Costello, Gerard Journal of Medicinal Chemistry, 2004 , vol. 47, # 4 p. 871 - 887
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 48, # 9 p. 3417 - 3427
  • Route3
    • null|null
      85696-93-1
    • ~72%
    • In-stock
      1-Methyl-1H-indol-4-amine|CS-0061752
      85696-95-3

    References

    • Ley, Steven V.; Porter, Roderick A. Journal of the Chemical Society, Chemical Communications, 1982 , # 23 p. 1356 - 1357

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   30.95
  • LogP   1.7605
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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