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CS-W001157 4
Total: USD 88.00

8-Chloroimidazo[1,2-a]pyrazine

  • CAS No. 69214-33-1

  • Cat. No. CS-W004033
  • Purity≥98%
  • MDL No.MFCD09834910

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

8-Chloroimidazo[1,2-a]pyrazine|CS-W004033

Structure of 69214-33-1

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General Information

  • CAS No. 69214-33-1
  • Cat. No. CS-W004033
  • Purity ≥98%
  • MDL No. MFCD09834910
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight None
  • Synonym(s) None
  • SMILES ClC1=NC=CN2C=CN=C12

Description

8-Chloroimidazo[1,2-a]pyrazine is a heterocyclic compound featuring a chlorinated imidazo[1,2-a]pyrazine core, offering high stability and compatibility in synthetic transformations. This electron-deficient scaffold integrates readily into pharmaceutical intermediates, enabling efficient coupling reactions under mild conditions. Its bench-stable nature facilitates handling and storage without degradation.

Application

8-Chloroimidazo[1,2-a]pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to biologically active scaffolds. Its chloro substituent facilitates nucleophilic substitution and palladium-catalyzed coupling reactions, while the fused imidazopyrazine core offers enhanced metabolic stability and favorable binding interactions in target-directed synthesis. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for high-throughput screening campaigns and API development.

Synthesis

  • Route1
    • In-stock
      3-Chloro-2-pyrazinamine|CS-W007499
      6863-73-6
    • null|null
      2032-35-1
    • ~85%
    • In-stock
      8-Chloroimidazo[1,2-a]pyrazine|CS-W004033
      69214-33-1

    References

    • Oncotherapy Science, Inc. Patent: US2012/59162 A1, 2012 ; Location in patent: Page/Page column 38-39 ;
  • Route2
    • In-stock
      3-Chloro-2-pyrazinamine|CS-W007499
      6863-73-6
    • null|null
      3400-56-4
    • ~99%
    • In-stock
      8-Chloroimidazo[1,2-a]pyrazine|CS-W004033
      69214-33-1

    References

    • BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; JAUTELAT, Rolf; KOSEMUND, Dirk; BOHLMANN, Rolf; BADER, Benjamin; LIENAU, Philip; SIEMEISTER, Gerhard Patent: WO2012/80229 A1, 2012 ; Location in patent: Page/Page column 39-40 ; WO 2012/080229 A1
  • Route3

    References

    • MERCK SHARP and DOHME LIMITED Patent: WO2004/41826 A1, 2004 ; Location in patent: Page 26 ;

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   1.3827
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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