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CS-W001157 4
Total: USD 88.00

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine

  • CAS No. 53890-39-4

  • Cat. No. CS-0096418
  • Molecule weight169.57
  • Purity≥95%
  • MDL No.None

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

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine|CS-0096418

Structure of 53890-39-4

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General Information

  • CAS No. 53890-39-4
  • Cat. No. CS-0096418
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄ClN₅
  • Molecular Weight 169.57
  • Synonym(s) 6-Chloro[1,2,4]triazolo[4,3-b]pyridazin-3-amine
  • SMILES NC1=NN=C2C=CC(Cl)=NN21

Description

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine features a fused triazolopyridazine core with a chlorine substituent at the 6-position, imparting enhanced electron-withdrawing character. This scaffold serves as a rigid, planar building block for medicinal chemistry applications, particularly in kinase inhibitor design and heterocyclic drug discovery. The amine functionality at position 3 enables direct derivatization, facilitating diverse conjugation strategies under standard coupling conditions.

Application

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical discovery. Its chlorine substituent enables palladium-catalyzed cross-coupling reactions, while the triazolopyridazine core provides a rigid, electron-deficient scaffold with favorable metabolic stability. The amine functionality offers direct handle for derivatization via acylation, alkylation, or Ugi-type condensations, facilitating rapid library synthesis. Bench-stable and readily purified by column chromatography, it supports scalable implementation in target-oriented synthesis.

Synthesis

  • Route1
    • In-stock
      3-Chloro-6-hydrazinylpyridazine|CS-W002246
      17284-97-8
    • null|null
      506-68-3
    • ~%
    • null|null
      1178583-12-4
    • In-stock
      6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine|CS-0096418
      53890-39-4

    References

    • SANOFI-AVENTIS Patent: US2011/34452 A1, 2011 ; Location in patent: Page/Page column 58 ;
  • Route2
    • In-stock
      3-Chloro-6-hydrazinylpyridazine|CS-W002246
      17284-97-8
    • null|null
      506-68-3
    • ~%
    • In-stock
      6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine|CS-0096418
      53890-39-4

    References

    • Merrell Dow Pharmaceuticals Inc. Patent: US5011835 A1, 1991 ;
  • Route3
    • null|null
      1178583-12-4
    • ~%
    • In-stock
      6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-amine|CS-0096418
      53890-39-4

    References

    • sanofi-aventis Patent: US2011/34451 A1, 2011 ; Location in patent: Page/Page column 42 ;

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

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Computational Chemistry Data

  • TPSA   69.1
  • LogP   0.3599
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   0

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