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CS-W001157 4
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2-(Trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyrazine

  • CAS No. 681249-57-0

  • Cat. No. CS-W006224
  • Molecule weight192.14
  • Purity≥95%
  • MDL No.MFCD09834979

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

2-(Trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyrazine|CS-W006224

Structure of 681249-57-0

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General Information

  • CAS No. 681249-57-0
  • Cat. No. CS-W006224
  • Purity ≥95%
  • MDL No. MFCD09834979
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇F₃N₄
  • Molecular Weight 192.14
  • Synonym(s) 2-(trifluoromethyl)-5H,6H,7H,8H-[1,2,4]triazolo[1,5-a]pyrazine
  • SMILES FC(C2=N[N]1CCNCC1=N2)(F)F

Description

This tetrahydrotriazolopyrazine features a trifluoromethyl group that imparts enhanced electron-withdrawing character and metabolic stability. The saturated ring system ensures improved solubility and compatibility in synthetic transformations. This scaffold serves as a privileged core in bioactive molecule design, particularly for kinase inhibitors and CNS-targeted therapeutics.

Application

2-(Trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to complex nitrogen-rich scaffolds. Its trifluoromethyl group enhances metabolic stability and modulates lipophilicity, while the saturated triazolopyrazine core offers favorable functional group tolerance and compatibility with standard coupling reactions. The compound demonstrates bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns and lead optimization workflows.

Synthesis

  • Route1

    References

    • WO2006/9886 A1, ; Page/Page column 45 ; WO 2006/009886 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   42.74
  • LogP   0.4001
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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