Facile synthesis of fused 1,2,4-triazolo[1,5-c]pyrimidine derivatives as human adenosine A3 receptor ligands

Bioorg Med Chem Lett. 2004 May 17;14(10):2443-6. doi: 10.1016/j.bmcl.2004.03.010.


A facile synthetic method for fused triazolopyrimidine derivatives having high affinity and selectivity for human adenosine A(3) receptors is reported. The fused triazolopyrimidine derivatives were easily prepared by one-pot reaction using acylhydrazines and imidates prepared from amine derivatives bearing cyano group and orthoesters in situ. This synthetic method was useful in finding new tricyclic adenosine A(3) receptor antagonists and also in diversifying the substituents at two positions on the fused triazolopyrimidine ring.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine A3 Receptor Antagonists*
  • Humans
  • Inhibitory Concentration 50
  • Ligands
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / pharmacology*
  • Structure-Activity Relationship
  • Triazoles / chemical synthesis
  • Triazoles / pharmacology


  • 1,2,4-triazolo(1,5-c)pyrimidine
  • Adenosine A3 Receptor Antagonists
  • Ligands
  • Pyrimidines
  • Triazoles