Syntheses and Applications of 1,2,3-Triazole-Fused Pyrazines and Pyridazines

Molecules. 2022 Jul 22;27(15):4681. doi: 10.3390/molecules27154681.

Abstract

Pyrazines and pyridazines fused to 1,2,3-triazoles comprise a set of heterocycles obtained through a variety of synthetic routes. Two typical modes of constructing these heterocyclic ring systems are cyclizing a heterocyclic diamine with a nitrite or reacting hydrazine hydrate with dicarbonyl 1,2,3-triazoles. Several unique methods are known, particularly for the synthesis of 1,2,3-triazolo[1,5-a]pyrazines and their benzo-fused quinoxaline and quinoxalinone-containing analogs. Recent applications detail the use of these heterocycles in medicinal chemistry (c-Met inhibition or GABAA modulating activity) as fluorescent probes and as structural units of polymers.

Keywords: 1,2,3-triazole; 1,2,3-triazolo[1,5-a]pyrazine; 1,2,3-triazolo[1,5-b]pyridazine; 1,2,3-triazolo[4,5-b]pyrazine; 1,2,3-triazolo[4,5-c]pyridazine; 1,2,3-triazolo[4,5-d]pyridazine; fused 1,2,3-triazole; practical applications; synthesis; triazolopyrazine; triazolopyridazine.

Publication types

  • Review

MeSH terms

  • Pyrazines
  • Pyridazines* / chemistry
  • Quinoxalines
  • Triazoles / chemistry

Substances

  • Pyrazines
  • Pyridazines
  • Quinoxalines
  • Triazoles

Grants and funding

This research received no external funding.