Synthesis and biological data of 4-amino-1-(2-chloro-2-phenylethyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl esters, a new series of A1-adenosine receptor (A1AR) ligands

Bioorg Med Chem Lett. 2001 Sep 17;11(18):2529-31. doi: 10.1016/s0960-894x(01)00483-8.

Abstract

The synthesis of a new family of A1-adenosine receptor (A1AR) ligands 3a-n has been performed in a straightforward way. Affinity data at A1AR, A2AAR and A3AR in bovine membranes show that these new compounds bind the A1AR in a selective way over A2AAR and A3AR and one of them (3j) presents a very high affinity, probably due to the phenethylamine substituent at C-4.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cattle
  • Drug Design
  • Drug Evaluation, Preclinical
  • Ligands
  • Pyrazoles / chemistry*
  • Pyrazoles / metabolism
  • Pyrazoles / pharmacology*
  • Pyridines / chemistry*
  • Pyridines / metabolism
  • Pyridines / pharmacology*
  • Receptors, Purinergic P1 / metabolism*
  • Structure-Activity Relationship

Substances

  • 4-amino-1-(2-chloro-2-phenylethyl)-1H-pyrazolo(3,4-b)pyridine-5-carboxylic acid ethyl ester
  • Ligands
  • Pyrazoles
  • Pyridines
  • Receptors, Purinergic P1