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CS-W001157 4
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6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine

  • CAS No. 7197-01-5

  • Cat. No. CS-0071235
  • Purity≥97%
  • MDL No.None

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

6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine|CS-0071235

Structure of 7197-01-5

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General Information

  • CAS No. 7197-01-5
  • Cat. No. CS-0071235
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₄
  • Molecular Weight 168.58
  • Synonym(s) None
  • SMILES ClC1=NN2C(C=C1)=NN=C2C

Description

6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine features a fused triazolopyridazine core with strategic chlorine and methyl substituents, enabling direct integration into bioactive molecule scaffolds. The electron-deficient heterocycle facilitates coupling reactions under mild conditions, while the chloro group serves as a versatile handle for nucleophilic substitution. This compound exhibits bench-stable handling and compatibility with diverse synthetic transformations.

Application

6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C6 chloride site via palladium-catalyzed cross-coupling. Its methyl group at C3 provides regiochemical control and enhances metabolic stability. The triazolopyridazine core exhibits excellent bench stability, facilitating straightforward purification and integration into complex scaffolds. This compound functions effectively in standard SNAr and transition-metal-mediated transformations, making it valuable for rapid library synthesis and API development.

Synthesis

  • Route1
    • In-stock
      3-Chloro-6-hydrazinylpyridazine|CS-W002246
      17284-97-8
    • null|null
      59681-36-6
    • ~86%
    • In-stock
      6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine|CS-0071235
      7197-01-5

    References

    • Heterocycles, , vol. 54, # 2 p. 1011 - 1019
  • Route2

    References

    • WO2006/39325 A2, ; Page/Page column 32; 41 ; WO 2006/039325 A2
  • Route3
    • In-stock
      3-Chloro-6-hydrazinylpyridazine|CS-W002246
      17284-97-8
    • ~19%
    • In-stock
      6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine|CS-0071235
      7197-01-5
    • null|null
      518050-86-7

    References

    • Arkivoc, , vol. 2010, # 9 p. 308 - 318

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.08
  • LogP   1.08612
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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