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

  • CAS No. 33050-38-3

  • Cat. No. CS-0081021
  • Purity≥97%
  • MDL No.MFCD00139673

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

3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine|CS-0081021

Structure of 33050-38-3

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General Information

  • CAS No. 33050-38-3
  • Cat. No. CS-0081021
  • Purity ≥97%
  • MDL No. MFCD00139673
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂Cl₂N₄
  • Molecular Weight 189.00
  • Synonym(s) 3,6-dichloro-1,2,4-triazolo(4,3-b)pyridazine
  • SMILES ClC1=NN2C(Cl)=NN=C2C=C1

Description

3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine is a heterocyclic scaffold featuring two chlorine substituents at electron-deficient positions, enabling direct functionalization in synthetic transformations. This rigid, planar core integrates readily into bioactive molecule design, offering enhanced metabolic stability and favorable electronic properties for pharmaceutical applications.

Application

3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of nitrogen-rich scaffolds. Its dichloro substitution pattern facilitates palladium-catalyzed cross-coupling reactions and nucleophilic aromatic substitution, offering high functional group tolerance and bench stability. The rigid, electron-deficient core enhances binding potential in target-directed synthesis and supports modular derivatization for probe and lead optimization.

Synthesis

  • Route1

    References

    • GENFIT; BOUROTTE, Maryline; DELHOMEL, Jean-François; DUBERNET, Mathieu; GOUY, Marie-Hélène Patent: WO2013/45519 A1, 2013 ; Location in patent: Page/Page column 43 ;
  • Route2

    References

    • Baloniak, S.; Katrusiak, A. Polish Journal of Chemistry, 1994 , vol. 68, # 4 p. 683 - 692
  • Route3
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    • In-stock
      3,6-Dichloro-[1,2,4]triazolo[4,3-b]pyridazine|CS-0081021
      33050-38-3

    References

    • Baloniak, S.; Katrusiak, A. Polish Journal of Chemistry, 1994 , vol. 68, # 4 p. 683 - 692

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   43.08
  • LogP   1.4311
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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