Document Report Card

Basic Information

ID: ALA1133786

Journal: Bioorg Med Chem Lett

Title: Synthesis and dopaminergic properties of the two enantiomers of 3-(3,4-dimethylphenyl)-1-propylpiperidine, a potent and selective dopamine D4 receptor ligand.

Authors: Macchia B, Cervetto L, Demontis GC, Domiano P, Longoni B, Macchia M, Minutolo F, Orlandini E, Ortore G, Papi C.

Abstract: The synthesis of the two enantiomers of 3-(3,4-dimethylphenyl)-1-propylpiperidine 1, a potent and selective D4 dopaminergic ligand, was performed. The 3-(3,4-dimethylphenyl)- 1-propylpiperidine with the R configuration showed an affinity for the D4 receptors 6-fold higher than the corresponding enantiomer with the S configuration. Furthermore, the (R)-1 enantiomer proved to be highly selective for D4 receptors with respect to D2-D3 receptors, with a Ki ratio higher than 25,000, while the (S)-1 enantiomer was about 100-fold less selective than the (R)-1 one.

CiteXplore: 11206464

DOI: 10.1016/s0960-894x(00)00633-8