Novel pyridyl-fused 3-amino chroman derivatives with dual action at serotonin transporter and 5-HT1A receptor

Dahui Zhou; Nicole T Hatzenbuhler; Jonathan L Gross; Boyd L Harrison; Deborah A Evrard; Michael Chlenov; Jeannette Golembieski; Geoffrey Hornby; Lee E Schechter; Deborah L Smith; Terrance H Andree; Gary P Stack

doi:10.1016/j.bmcl.2007.03.049

Novel pyridyl-fused 3-amino chroman derivatives with dual action at serotonin transporter and 5-HT1A receptor

Bioorg Med Chem Lett. 2007 Jun 1;17(11):3117-21. doi: 10.1016/j.bmcl.2007.03.049. Epub 2007 Mar 19.

Authors

Dahui Zhou¹, Nicole T Hatzenbuhler, Jonathan L Gross, Boyd L Harrison, Deborah A Evrard, Michael Chlenov, Jeannette Golembieski, Geoffrey Hornby, Lee E Schechter, Deborah L Smith, Terrance H Andree, Gary P Stack

Affiliation

¹ Chemical and Screening Sciences, Wyeth Research, CN 8000, Princeton, NJ 08543-8000, USA. [email protected]

PMID: 17407811
DOI: 10.1016/j.bmcl.2007.03.049

Abstract

Structural modifications of the initial lead, 3-aminochroman (4), led to the identification of a novel series of pyridyl-fused amino chroman derivatives (5-8) and the structural isomers (9-12). The compounds described were evaluated for dual 5-HT transporter inhibitory and 5-HT(1A) receptor activities. The design strategy, synthesis, and in vitro biological characterization for these novel compounds are described.

MeSH terms

Animals
Chromans / chemistry*
Chromans / pharmacology*
Humans
Rats
Receptor, Serotonin, 5-HT1A / drug effects*
Receptor, Serotonin, 5-HT1A / metabolism
Selective Serotonin Reuptake Inhibitors / chemical synthesis
Selective Serotonin Reuptake Inhibitors / chemistry*
Selective Serotonin Reuptake Inhibitors / pharmacology*
Serotonin Plasma Membrane Transport Proteins / drug effects*
Serotonin Plasma Membrane Transport Proteins / metabolism

Substances

Chromans
Serotonin Plasma Membrane Transport Proteins
Serotonin Uptake Inhibitors
Receptor, Serotonin, 5-HT1A