Synthesis and biological characterization of [3H] (2-amino-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl)-(4-chlorophenyl)-methanone, the first radiolabelled adenosine A1 allosteric enhancer

Bioorg Med Chem Lett. 2006 Mar 1;16(5):1402-4. doi: 10.1016/j.bmcl.2005.11.037.


Among the adenosine A(1) allosteric enhancers reported so far, compound (2-amino-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl)-(4-chlorophenyl)-methanone 1 (named T-62) has shown biological properties similar to those of PD 81,723, the reference A(1) allosteric enhancer and it has been more fully pharmacologically investigated. The preparation of the radiolabelled form of compound 1 and its characterization by saturation binding experiments are reported. These studies allowed us to demonstrate for the first time the existence of a specific, allosteric site on the A(1) receptor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allosteric Regulation / drug effects
  • Animals
  • CHO Cells
  • Cricetinae
  • Humans
  • Molecular Structure
  • Receptor, Adenosine A1 / metabolism*
  • Structure-Activity Relationship
  • Thiophenes / chemical synthesis*
  • Thiophenes / chemistry
  • Thiophenes / pharmacology*
  • Tritium


  • (2-amino-4,5,6,7-tetrahydrobenzo(b)thiophen-3-yl)-(4-chlorophenyl)methanone
  • Receptor, Adenosine A1
  • Thiophenes
  • Tritium