Synthesis of new N(6)-substituted 2-phenyl-8-azaadenosines. Their affinity for adenosine A1 and A2 receptors. A comparison with the corresponding 2-phenyl-9-benzyl-8-azaadenines. VI

Farmaco. 1995 Jan;50(1):13-9.

Abstract

Comparison of the affinity towards adenosine receptors of 2-phenyl-8-azaadenosines, bearing a lipophilic substituent on N(6), with the corresponding 2-phenyl-8-azaadenines was carried out. The compounds have good A1 affinity and high A1 selectivity. The obtained Ki(rib)/Ki(benz) ratios for A1 receptors, which showed variable values depending on the structure of the N(6) substituent, confirmed that 2-phenyl-8-azaadenines are characterized by greater freedom inside A1 receptors. This situation may be a favourable test of the hypothesized double disposition of these exogenous molecules within A1 receptors.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenine / analogs & derivatives*
  • Adenine / chemical synthesis
  • Adenine / metabolism
  • Adenosine / chemical synthesis*
  • Adenosine / metabolism
  • Animals
  • Aza Compounds / chemical synthesis*
  • Aza Compounds / metabolism
  • Receptors, Purinergic P1 / metabolism*
  • Sheep
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Aza Compounds
  • Receptors, Purinergic P1
  • Adenine
  • Adenosine
  • 8-azaadenine