Synthesis and binding affinity of novel 3-aminoethyl-1-tetralones, potential atypical antipsychotics

Mario Alvarado; Alberto Coelho; Christian F Masaguer; Enrique Raviña; José Brea; J Fernando Padín; María I Loza

doi:10.1016/j.bmcl.2005.04.022

Synthesis and binding affinity of novel 3-aminoethyl-1-tetralones, potential atypical antipsychotics

Bioorg Med Chem Lett. 2005 Jun 15;15(12):3063-6. doi: 10.1016/j.bmcl.2005.04.022.

Authors

Mario Alvarado¹, Alberto Coelho, Christian F Masaguer, Enrique Raviña, José Brea, J Fernando Padín, María I Loza

Affiliation

¹ Departamento de Química Orgánica, Laboratorio de Química Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela. E-15782, Santiago de Compostela, Spain.

PMID: 15878662
DOI: 10.1016/j.bmcl.2005.04.022

Abstract

A series of 3-aminoethyl-1-tetralones, conformationally constrained higher homologues of haloperidol (standard for typical antipsychotic profile), have been obtained by a four-step route from valerolactone. Their binding affinities at dopamine D(2) and serotonin 5-HT2A and 5-HT2C receptors were determined, showing in some cases an atypical antipsychotic profile.

Publication types

Comparative Study
Research Support, Non-U.S. Gov't

MeSH terms

Antipsychotic Agents / chemical synthesis*
Antipsychotic Agents / metabolism*
Binding Sites
Haloperidol / analogs & derivatives
Haloperidol / chemical synthesis*
Haloperidol / metabolism*
Receptors, Dopamine D2 / metabolism
Receptors, Serotonin, 5-HT2 / metabolism
Tetralones / chemical synthesis*
Tetralones / metabolism*

Substances

Antipsychotic Agents
Receptors, Dopamine D2
Receptors, Serotonin, 5-HT2
Tetralones
Haloperidol