C4-substituted 1-beta-D-ribofuranosylpyrazolo[3,4-d]pyrimidines as adenosine agonist analogues

J Med Chem. 1983 Nov;26(11):1601-6. doi: 10.1021/jm00365a010.

Abstract

The synthesis of four novel C4-substituted 1-beta-D-ribofuranosylpyrazolo[3,4-d]pyrimidines is reported, and the compounds were examined as adenosine receptor agonist analogues. Neither receptor affinity nor biological activity was as potent as the purine counterparts. Adenosine agonists appear to be sensitive to modification of the purine base, with a nitrogen atom in the 7 position necessary for efficacy.

Publication types

  • Comparative Study

MeSH terms

  • Adenosine / metabolism
  • Allopurinol / analogs & derivatives*
  • Allopurinol / chemical synthesis
  • Allopurinol / metabolism
  • Allopurinol / pharmacology
  • Animals
  • Biological Assay
  • Brain / metabolism
  • Cell Membrane / metabolism
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Rats
  • Receptors, Cell Surface / drug effects*
  • Receptors, Cell Surface / metabolism
  • Receptors, Purinergic
  • Ribonucleosides / chemical synthesis*
  • Ribonucleosides / metabolism
  • Ribonucleosides / pharmacology
  • Spectrophotometry, Infrared
  • Structure-Activity Relationship

Substances

  • Indicators and Reagents
  • Receptors, Cell Surface
  • Receptors, Purinergic
  • Ribonucleosides
  • Allopurinol
  • Adenosine