Development of a bivalent dopamine D₂ receptor agonist.

Basic Information

ID: ALA1914371

Journal: J Med Chem

Title: Development of a bivalent dopamine D₂ receptor agonist.

Authors: Kühhorn J, Götz A, Hübner H, Thompson D, Whistler J, Gmeiner P.

Abstract: Bivalent D₂ agonists may function as useful molecular probes for the discovery of novel neurological therapeutics. On the basis of our recently developed bivalent dopamine D₂ receptor antagonists of type 1, the bivalent agonist 2 was synthesized when a spacer built from 22 atoms was employed. Compared to the monovalent control compound 6 containing a capped spacer, the bis-aminoindane derivative 2 revealed substantial steepening of the competition curve, indicating a bivalent binding mode. Dimer-specific Hill slopes were not a result of varying functional properties because both the dopaminergic 2 and the monovalent control agent 6 proved to be D₂ agonists substantially inhibiting cAMP accumulation and inducing D₂ receptor internalization. Investigation of the heterobivalent ligands 8 and 9, containing an agonist and a phenylpiperazine-based antagonist pharmacophore, revealed moderate steepening of the displacement curves and antagonist to very weak partial agonist properties.

CiteXplore: 21999579

DOI: 10.1021/jm2009919

Patent ID: