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CS-W001157 4
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8-Bromo-6-chloroimidazo[1,2-b]pyridazine

  • CAS No. 933190-51-3

  • Cat. No. CS-W003791
  • Purity≥95%
  • MDL No.MFCD11520890

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

8-Bromo-6-chloroimidazo[1,2-b]pyridazine|CS-W003791

Structure of 933190-51-3

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General Information

  • CAS No. 933190-51-3
  • Cat. No. CS-W003791
  • Purity ≥95%
  • MDL No. MFCD11520890
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrClN₃
  • Molecular Weight 232.47
  • Synonym(s) 8-broMo-6-chloroiMidazo[1
  • SMILES BrC1=CC(Cl)=NN2C=CN=C12

Description

8-Bromo-6-chloroimidazo[1,2-b]pyridazine features a fused heterocyclic core with complementary halogen substituents at the 8- and 6-positions, enabling selective cross-coupling reactions. The electron-deficient pyridazine ring facilitates efficient palladium-catalyzed transformations, while the sterically accessible positions support modular derivatization in medicinal chemistry applications.

Application

8-Bromo-6-chloroimidazo[1,2-b]pyridazine serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its complementary halogenation pattern enables sequential cross-coupling reactions, including Pd-catalyzed Suzuki and Buchwald–Hartwig transformations, facilitating the construction of complex imidazopyridazine scaffolds with high functional group tolerance and bench stability.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG; HERMANN, Johannes Cornelius; KUGLSTATTER, Andreas; LUCAS, Matthew C.; PADILLA, Fernando; WANNER, Jutta; ZHANG, Xiaohu Patent: WO2013/64445 A1, 2013 ; Location in patent: Page/Page column 51 ;
  • Route2
    • null|null
      107-20-0
    • In-stock
      4-Bromo-6-chloro-3-pyridazinamine|CS-D1538
      446273-59-2
    • ~72%
    • In-stock
      8-Bromo-6-chloroimidazo[1,2-b]pyridazine|CS-W003791
      933190-51-3

    References

    • CENTRO NACIONAL DE INVESTIGACIONES ONCOLÓGICAS (CNIO); SNODIN, Michael D; PASTOR FERNANDEZ, Joaquín; MARTÍNEZ GONZÁLEZ, Sonia; BLANCO-APARICIO, Carmen; LORENZO GARCÍA, Milagros; RAMOS LIMA, Francisco Javier Patent: WO2013/5041 A1, 2013 ; Location in patent: Page/Page column 71 ; WO 2013/005041 A1
  • Route3
    • null|null
      107-20-0
    • In-stock
      4-Bromo-6-chloro-3-pyridazinamine|CS-D1538
      446273-59-2
    • ~%
    • In-stock
      8-Bromo-6-chloroimidazo[1,2-b]pyridazine|CS-W003791
      933190-51-3
    • 6,8-Dichloroimidazo[1,2-b]pyridazine|CS-0134548
      1161847-29-5

    References

    • WO2011/51342 A1, ; Page/Page column 69 ; WO 2011/051342 A1

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   30.19
  • LogP   2.1452
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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