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CS-W001157 4
Total: USD 88.00

3-Chloro-1H-indazol-6-amine

  • CAS No. 21413-23-0

  • Cat. No. CS-W003429
  • Molecule weight167.60
  • Purity≥97%
  • MDL No.MFCD07781648

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

3-Chloro-1H-indazol-6-amine|CS-W003429

Structure of 21413-23-0

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General Information

  • CAS No. 21413-23-0
  • Cat. No. CS-W003429
  • Purity ≥97%
  • MDL No. MFCD07781648
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClN₃
  • Molecular Weight 167.60
  • Synonym(s) 3-Chloro-1H-indazol-6-amine
  • SMILES NC1=CC=C(C(Cl)=NN2)C2=C1

Description

3-Chloro-2H-pyrazolo[3,4-c]pyridine is a heterocyclic scaffold featuring a chlorinated pyrazolopyridine core, offering a rigid, electron-deficient platform for medicinal chemistry. This structure integrates readily into kinase inhibitors and bioactive molecules, leveraging its planar geometry and halogen bonding potential to enhance target affinity and metabolic stability in drug discovery campaigns.

Application

3-Chloro-2H-pyrazolo[3,4-c]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical research. Its chloro substituent enables palladium-catalyzed cross-coupling reactions, while the fused pyrazolo[3,4-c]pyridine core provides structural rigidity and favorable pharmacophore properties. The compound exhibits good bench stability and facilitates the synthesis of diverse nitrogen-containing scaffolds through regioselective functionalization.

Synthesis

  • Route1
    • 3-Chloro-6-nitro-1H-indazole|CS-0042809
      50593-68-5
    • ~95%
    • In-stock
      3-Chloro-1H-indazol-6-amine|CS-W003429
      21413-23-0

    References

    • Stein, Philip D.; O'Connor, Stephen P.; Shi, Yan; Li, Chi Patent: US2002/25957 A1, 2002 ;
  • Route2

    References

    • Journal of Chemical Research, Miniprint, , # 11 p. 2601 - 2615
  • Route3
    • 6-Nitro-1H-indazol-3-ol|CS-0331188
      7364-33-2
    • ~%
    • In-stock
      3-Chloro-1H-indazol-6-amine|CS-W003429
      21413-23-0

    References

    • Journal of the Chemical Society, , p. 2412,2419

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

Quality Control

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   1.7985
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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