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CS-W001157 4
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1-Methyl-1H-indazol-7-amine

  • CAS No. 41926-06-1

  • Cat. No. CS-0006064
  • Purity≥98%
  • MDL No.MFCD09870043

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

1-Methyl-1H-indazol-7-amine|CS-0006064

Structure of 41926-06-1

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General Information

  • CAS No. 41926-06-1
  • Cat. No. CS-0006064
  • Purity ≥98%
  • MDL No. MFCD09870043
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) 7-Amino-1-methylindazole
  • SMILES NC1=CC=CC2=C1N(C)N=C2

Description

1-Methyl-1H-indazol-7-amine features a methyl-substituted indazole core with a primary amine at the 7-position, delivering enhanced solubility and metabolic stability. This scaffold integrates readily into kinase inhibitor designs and bioactive heterocycles, offering a robust platform for medicinal chemistry optimization.

Application

1-Methyl-1H-indazol-7-amine serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through palladium-catalyzed cross-coupling and electrophilic substitution reactions. Its moderate basicity and stability under standard reaction conditions facilitate straightforward functionalization at the 7-position, while the indazolyl core provides structural rigidity and hydrogen-bonding capacity valuable in target-directed compound design.

Synthesis

  • Route1
    • 1-Methyl-7-nitro-1H-indazole|CS-0052430
      58706-36-8
    • ~88%
    • In-stock
      1-Methyl-1H-indazol-7-amine|CS-0006064
      41926-06-1

    References

    • Gamage, Swarna A.; Spicer, Julie A.; Rewcastle, Gordon W.; Milton, John; Sohal, Sukhjit; Dangerfield, Wendy; Mistry, Prakash; Vicker, Nigel; Charlton, Peter A.; Denny, William A. Journal of Medicinal Chemistry, 2002 , vol. 45, # 3 p. 740 - 743
  • Route2

    References

    • Miloudi, Abdellah; El Abed, Douniazed; Boyer, Gerard; Galy, Jean-Pierre Heterocycles, 2006 , vol. 68, # 12 p. 2595 - 2605
  • Route3

    References

    • Gamage, Swarna A.; Spicer, Julie A.; Rewcastle, Gordon W.; Milton, John; Sohal, Sukhjit; Dangerfield, Wendy; Mistry, Prakash; Vicker, Nigel; Charlton, Peter A.; Denny, William A. Journal of Medicinal Chemistry, 2002 , vol. 45, # 3 p. 740 - 743

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   43.84
  • LogP   1.1555
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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