Discovery of novel and selective tertiary alcohol containing inhibitors of the norepinephrine transporter

Autor:	David R. Dobson, Joel Y. Lienard, Louise Haughton, Susan K. Hemrick-Luecke, Peter Thaddeus Gallagher, Manuel Javier Cases-Thomas, Andrew James Ledgard, Jeremy Findlay, Linda K. Thompson, Campbell Gordon Iain, Benjamin Bonnier, Craig White, Thierry Defrance, John R. Boot, John Joseph Masters, Thierry Giard, Michel Vanmarsenille, Vincent Mancuso, Magnus Wilhelm Walter, Nancy Dezutter, Sivi Ouwerkerk-Mahadevan, Lorna Hayhurst, Francoise J. Brunelle, Camy A. Herbots
Rok vydání:	2005
Předmět:	Stereochemistry Morpholines Clinical Biochemistry Pharmaceutical Science Crystallography X-Ray Biochemistry Reuptake Norepinephrine (medication) chemistry.chemical_compound Dopamine Drug Discovery medicine Neurotransmitter Molecular Biology Dopamine Plasma Membrane Transport Proteins Norepinephrine Plasma Membrane Transport Proteins biology Organic Chemistry Transporter chemistry Norepinephrine transporter Alcohols biology.protein Catecholamine Molecular Medicine Reuptake inhibitor medicine.drug
Zdroj:	Bioorganicmedicinal chemistry letters. 16(7)
ISSN:	0960-894X
Popis:	A novel series of tertiary alcohol containing 2-substituted benzyl morpholines have been discovered as potent and selective inhibitors of the norepinephrine transporter. Efficient synthetic routes were developed featuring a highly diastereoselective nucleophilic addition of benzyl Grignard reagents to enantiopure (4-benzylmorpholin-2-yl)phenylmethanone (11) as the key synthetic step. In vitro binding affinity for the norepinephrine, dopamine and serotonin transporters and in vivo examination of a select compound (16) in a pharmacodynamic animal model for norepinephrine reuptake inhibition are presented.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c9280be57b188a183ceb3ba484608838 https://pubmed.ncbi.nlm.nih.gov/16413778 Zobrazit plný text záznamu Full Text from ScienceDirect