Structure-affinity relationships of the affinity of 2-pyrazolyl adenosine analogues for the adenosine A2A receptor

Bioorg Med Chem Lett. 2002 Oct 21;12(20):2935-9. doi: 10.1016/s0960-894x(02)00609-1.

Abstract

The structure-affinity relationships of two novel 2-substituted adenosine series containing a substituted pyrazole attached at the N-1 or C-4 position for the adenosine (ADO) A2A receptor are described. Compounds in the 2-(N-1-pyrazolyl) adenosine series IV provided the highest affinity for the ADO A2A receptor as compared to the 2-(C-4-pyrazolyl) series V. The main structural differences between the two series point to the N-1 nitrogen of series IV imparting more favorable binding interactions with the receptor than those of series V.

MeSH terms

  • Adenosine / analogs & derivatives
  • Adenosine / chemical synthesis*
  • Adenosine / pharmacology*
  • Binding Sites
  • Humans
  • Models, Molecular
  • Molecular Conformation
  • Purinergic P1 Receptor Antagonists*
  • Receptor, Adenosine A2A
  • Structure-Activity Relationship
  • Vasodilator Agents / chemical synthesis*
  • Vasodilator Agents / pharmacology*

Substances

  • 2-pyrazolyl adenosine
  • Purinergic P1 Receptor Antagonists
  • Receptor, Adenosine A2A
  • Vasodilator Agents
  • Adenosine