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CS-W001157 4
Total: USD 88.00

8-Chloroimidazo[1,5-a]pyrazine

  • CAS No. 56468-23-6

  • Cat. No. CS-0097636
  • Purity≥97%
  • MDL No.None

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

8-Chloroimidazo[1,5-a]pyrazine|CS-0097636

Structure of 56468-23-6

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General Information

  • CAS No. 56468-23-6
  • Cat. No. CS-0097636
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight 153.57
  • Synonym(s) 8-Chlorimidazopyrazin
  • SMILES ClC1=NC=CN2C1=CN=C2

Description

8-Chloroimidazo[1,5-a]pyrazine is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 8-position, enhancing electron-withdrawing character. This configuration supports efficient coupling in C–H functionalization and enables incorporation into pharmaceutical intermediates requiring moderate lipophilicity and metabolic stability.

Application

8-Chloroimidazo[1,5-a]pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of biologically active scaffolds. Its chloro substituent facilitates palladium-catalyzed cross-coupling reactions, while the fused imidazopyrazine core offers enhanced metabolic stability and favorable pharmacokinetic properties. The compound exhibits good bench stability and compatibility with common functional groups, making it well-suited for modular synthesis in drug discovery campaigns.

Synthesis

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      8-Chloroimidazo[1,5-a]pyrazine|CS-0097636
      56468-23-6

    References

    • OSI PHARMACEUTICALS, INC. Patent: WO2007/64993 A2, 2007 ; Location in patent: Page/Page column 84 ; WO 2007/064993 A2

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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