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CS-W001157 4
Total: USD 88.00

[1,2,4]Triazolo[1,5-a]pyrazin-2-amine

  • CAS No. 88002-33-9

  • Cat. No. CS-W007311
  • Purity≥97%
  • MDL No.MFCD11847742

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

[1,2,4]Triazolo[1,5-a]pyrazin-2-amine|CS-W007311

Structure of 88002-33-9

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General Information

  • CAS No. 88002-33-9
  • Cat. No. CS-W007311
  • Purity ≥97%
  • MDL No. MFCD11847742
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅N₅
  • Molecular Weight 135.13
  • Synonym(s) None
  • SMILES NC1=NN2C(C=NC=C2)=N1

Description

This triazolopyrazine scaffold delivers a rigid, electron-deficient heterocyclic core ideal for medicinal chemistry applications. Featuring multiple nitrogen atoms in a fused ring system, it enables strategic hydrogen bonding and enhanced solubility in polar solvents. The compound serves as a key building block in the synthesis of kinase inhibitors and other bioactive molecules, where its planar geometry supports target engagement.

Application

[1,2,4]Triazolo[1,5-a]pyrazin-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of fused triazole-pyrazine scaffolds prevalent in kinase inhibitors and antiviral agents. Its nitrogen-rich framework exhibits robust bench stability, tolerates diverse functional groups, and participates reliably in nucleophilic substitution and transition-metal-catalyzed coupling reactions, facilitating efficient synthesis of complex molecular architectures.

Synthesis

  • Route1
    • null|null
      88002-29-3
    • ~67%
    • In-stock
      [1,2,4]Triazolo[1,5-a]pyrazin-2-amine|CS-W007311
      88002-33-9

    References

    • Vercek, Bojan; Ogorevc, Bozidar,; Stanovnik, Branko; Tisler, Miha Monatshefte fuer Chemie, 1983 , vol. 114, p. 789 - 798
  • Route2
    • N-(Ethoxy(hydroxy)methylene)-N'-(pyrazin-2-yl)carbamimidothioic acid|CS-1652895
      56406-73-6
    • ~0%
    • In-stock
      [1,2,4]Triazolo[1,5-a]pyrazin-2-amine|CS-W007311
      88002-33-9
    • null|null
      88002-32-8

    References

    • Vercek, Bojan; Ogorevc, Bozidar,; Stanovnik, Branko; Tisler, Miha Monatshefte fuer Chemie, 1983 , vol. 114, p. 789 - 798
  • Route3
    • null|null
      88002-31-7
    • ~19%
    • In-stock
      [1,2,4]Triazolo[1,5-a]pyrazin-2-amine|CS-W007311
      88002-33-9

    References

    • Vercek, Bojan; Ogorevc, Bozidar,; Stanovnik, Branko; Tisler, Miha Monatshefte fuer Chemie, 1983 , vol. 114, p. 789 - 798

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   69.1
  • LogP   -0.2935
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   0

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