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CS-W001157 4
Total: USD 88.00

6-Chloroimidazo[1,2-b]pyridazine

  • CAS No. 6775-78-6

  • Cat. No. CS-D1118
  • Purity≥95%
  • MDL No.MFCD07778345

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

6-Chloroimidazo[1,2-b]pyridazine|CS-D1118

Structure of 6775-78-6

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General Information

  • CAS No. 6775-78-6
  • Cat. No. CS-D1118
  • Purity ≥95%
  • MDL No. MFCD07778345
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight None
  • Synonym(s) 6-chloroimidazo(2,1-f)pyridazine
  • SMILES ClC1=NN2C(C=C1)=NC=C2

Description

6-Chloroimidazo[1,2-b]pyridazine is a heterocyclic compound featuring a chlorinated imidazopyridazine core. This electron-deficient scaffold serves as a key structural motif in medicinal chemistry, enabling direct incorporation into bioactive molecules. The chlorine substituent enhances electrophilicity at the adjacent ring position, facilitating downstream functionalization via nucleophilic substitution or transition-metal-catalyzed coupling. Its bench-stable nature supports straightforward handling and integration into synthetic sequences under standard conditions.

Application

6-Chloroimidazo[1,2-b]pyridazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to imidazopyridazine scaffolds prevalent in kinase inhibitors and CNS-targeted therapeutics. The chlorine atom facilitates nucleophilic substitution reactions under mild conditions, allowing for rapid diversification at the C6 position. Its stability under standard reaction conditions and compatibility with common coupling protocols make it ideal for modular synthesis workflows.

Synthesis

  • Route1
    • null|null
      107-20-0
    • In-stock
      3-Amino-6-chloropyridazine|CS-W019657
      5469-69-2
    • ~78%
    • In-stock
      6-Chloroimidazo[1,2-b]pyridazine|CS-D1118
      6775-78-6

    References

    • Biogen Idec Ma Inc. Patent: US2011/21513 A1, 2011 ; Location in patent: Page/Page column 17 ; US 20110021513 A1
  • Route2
    • In-stock
      3-Amino-6-chloropyridazine|CS-W019657
      5469-69-2
    • null|null
      2032-35-1
    • ~87%
    • In-stock
      6-Chloroimidazo[1,2-b]pyridazine|CS-D1118
      6775-78-6

    References

    • Almirall, S.A. Patent: EP2463289 A1, 2012 ; Location in patent: Page/Page column 17-18 ; EP 2463289 A1
  • Route3
    • In-stock
      Bromoacetoaldehyde dimethyl acetal|CS-W018536
      7252-83-7
    • null|null
      1453176-84-5
    • ~55%
    • In-stock
      6-Chloroimidazo[1,2-b]pyridazine|CS-D1118
      6775-78-6

    References

    • GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling Patent: WO2013/127268 A1, 2013 ; Location in patent: Page/Page column 65; 66 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   30.19
  • LogP   1.3827
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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