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CS-W001157 4
Total: USD 88.00

1-Methyl-1H-indol-5-amine

  • CAS No. 102308-97-4

  • Cat. No. CS-W021349
  • Purity≥98%
  • MDL No.MFCD03839873

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

1-Methyl-1H-indol-5-amine|CS-W021349

Structure of 102308-97-4

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General Information

  • CAS No. 102308-97-4
  • Cat. No. CS-W021349
  • Purity ≥98%
  • MDL No. MFCD03839873
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀N₂
  • Molecular Weight 146.19
  • Synonym(s) 5-Amino-N-Methylindole
  • SMILES NC1=CC2=C(N(C)C=C2)C=C1

Description

1-Methyl-1H-indol-5-amine features a methylated indole core with a primary amine at the 5-position, delivering enhanced solubility and metabolic stability. This electron-rich scaffold integrates readily into bioactive molecules, serving as a key building block in medicinal chemistry for targeting CNS receptors and kinase pathways.

Application

1-Methyl-1H-indol-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indole scaffolds via palladium-catalyzed cross-coupling and electrophilic substitution reactions. The methyl group enhances solubility and metabolic stability, while the primary amine facilitates conjugation and derivatization. Its bench-stable nature and compatibility with common protecting group strategies make it ideal for multi-step synthesis and API development workflows.

Synthesis

  • Route1

    References

    • Ferlin, Maria Grazia; Chiarelotto, Gianfranco; Dall'Acqua, Stefano; MacIocco, Elisabetta; Mascia, Maria Paola; Pisu, Maria Giuseppina; Biggio, Giovanni Bioorganic and Medicinal Chemistry, 2005 , vol. 13, # 10 p. 3531 - 3541
  • Route2

    References

    • Bioorganic and Medicinal Chemistry, , vol. 13, # 10 p. 3531 - 3541
  • Route3

    References

    • Schulz, Thomas; Torborg, Christian; Enthaler, Stephan; Schaeffner, Benjamin; Dumrath, Andreas; Spannenberg, Anke; Neumann, Helfried; Boerner, Armin; Beller, Matthias Chemistry - A European Journal, 2009 , vol. 15, # 18 p. 4528 - 4533

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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