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ID: ALA1136570

Journal: Bioorg Med Chem Lett

Title: Synthesis and dopamine transporter affinity of chiral 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(2-hydroxypropyl)piperazines as potential cocaine abuse therapeutic agents.

Authors: Hsin LW, Prisinzano T, Wilkerson CR, Dersch CM, Horel R, Jacobson AE, Rothman RB, Rice KC.

Abstract: A series of optically pure phenyl-and non-phenyl-substituted 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(2-hydroxypropyl)piperazines was synthesized and their binding affinity for dopamine transporter (DAT) was investigated. The analogues with a hydroxyl group in the S configuration were more selective for the DAT over the serotonin transporter (SERT) than the corresponding R enantiomers. Compound (+)-11 showed high affinity and selectivity for DAT over the SERT and, therefore, is a potential candidate for the development of a long-acting cocaine abuse therapeutic agent.

CiteXplore: 12565970

DOI: 10.1016/s0960-894x(02)00940-x