Heterocyclic cycloalkanol ethylamines as norepinephrine reuptake inhibitors

Joseph P Sabatucci; Paige E Mahaney; Jennifer Leiter; Grace Johnston; Kevin Burroughs; Scott Cosmi; Yingru Zhang; Douglas Ho; Darlene C Deecher; Eugene Trybulski

doi:10.1016/j.bmcl.2010.03.059

Heterocyclic cycloalkanol ethylamines as norepinephrine reuptake inhibitors

Bioorg Med Chem Lett. 2010 May 1;20(9):2809-12. doi: 10.1016/j.bmcl.2010.03.059. Epub 2010 Mar 15.

Authors

Joseph P Sabatucci¹, Paige E Mahaney, Jennifer Leiter, Grace Johnston, Kevin Burroughs, Scott Cosmi, Yingru Zhang, Douglas Ho, Darlene C Deecher, Eugene Trybulski

Affiliation

¹ Chemical Sciences, Wyeth Research, 500 Arcola Road, Collegeville, PA 19426, USA. sabatuj@wyeth.com

PMID: 20378347
DOI: 10.1016/j.bmcl.2010.03.059

Abstract

A series of heterocyclic cycloalkanol ethylamines have been prepared to expand our norepinephrine reuptake inhibitor (NRI) program. Synthesis of a variety of heterocycles identified (+)-S-21, a potent NRI efficacious in an animal model for thermoregulatory dysfunction.

MeSH terms

Animals
Crystallography, X-Ray
Ethylamines / chemical synthesis
Ethylamines / chemistry*
Ethylamines / pharmacology
Humans
Molecular Conformation
Neurotransmitter Uptake Inhibitors / chemical synthesis
Neurotransmitter Uptake Inhibitors / chemistry*
Neurotransmitter Uptake Inhibitors / pharmacology
Norepinephrine / chemistry
Norepinephrine / metabolism*
Piperazines / chemical synthesis
Piperazines / chemistry*
Piperazines / pharmacology
Rats
Structure-Activity Relationship
Thiophenes / chemical synthesis
Thiophenes / chemistry*
Thiophenes / pharmacology

Substances

Ethylamines
Neurotransmitter Uptake Inhibitors
Piperazines
Thiophenes
Norepinephrine