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CS-W001157 4
Total: USD 88.00

6-Chloroimidazo[1,2-b]pyridazin-3-amine

  • CAS No. 166176-45-0

  • Cat. No. CS-W003682
  • Purity≥95%
  • MDL No.MFCD09881451

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

6-Chloroimidazo[1,2-b]pyridazin-3-amine|CS-W003682

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General Information

  • CAS No. 166176-45-0
  • Cat. No. CS-W003682
  • Purity ≥95%
  • MDL No. MFCD09881451
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₄
  • Molecular Weight 168.58
  • Synonym(s) 6-CHLORO-IMIDAZO[1,2-B]PYRIDAZIN-3-AMINE, Fandachem
  • SMILES Clc1ccc2n(n1)c(N)cn2

Description

6-Chloroimidazo[1,2-b]pyridazin-3-amine features a fused heterocyclic core with a chlorine substituent at the 6-position, enabling enhanced electron-withdrawing character and improved metabolic stability. This scaffold integrates readily into kinase inhibitor libraries and serves as a key building block for bioactive compounds in medicinal chemistry.

Application

6-Chloroimidazo[1,2-b]pyridazin-3-amine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic synthesis. Its chloro group enables palladium-catalyzed cross-coupling reactions, while the imidazopyridazin core provides structural rigidity and hydrogen-bonding capacity. The compound exhibits bench stability, facilitates purification via standard chromatography, and functions effectively in diversification campaigns targeting kinase inhibitors and CNS-active scaffolds.

Synthesis

  • Route1

    References

    • Kuwahara, Masaaki; Kawano, Yasuhiko; Shimazu, Hiroshi; Ashida, Yasuko; Miyake, Akio Chemical and Pharmaceutical Bulletin, 1996 , vol. 44, # 1 p. 122 - 131
  • Route2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 44, # 1 p. 122 - 131

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   56.21
  • LogP   0.9649
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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