title: 3alpha-(4-Substituted phenyl)nortropane-2beta-carboxylic acid methyl esters show selective binding at the norepinephrine transporter.
abstract: A series of 3alpha-(4-substituted)nortropane-2beta-carboxylic acid methyl esters was synthesized and evaluated for the ability to inhibit radioligand binding at the dopamine, serotonin, and norepinephrine transporters. 3alpha-(4-Methylphenyl)nortropane-2beta-carboxylic acid methyl ester (4c) was found to be selective and highly potent for the norepinephrine transporter (NET) relative to the dopamine and serotonin transporters.
authors.affiliation: Chemistry and Life Sciences, Research Triangle Institute, Research Trirangle Park, NC 27709, USA.
authors.forename: B E
authors.initials: BE
authors.lastname: Blough
authors.forename: C R
authors.initials: CR
authors.lastname: Holmquist
authors.forename: P
authors.initials: P
authors.lastname: Abraham
authors.forename: M J
authors.initials: MJ
authors.lastname: Kuhar
authors.forename: F I
authors.initials: FI
authors.lastname: Carroll
mesh_terms: D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D002352:Carrier Proteins / Q000378:metabolism*; D003042:Cocaine / Q000494:pharmacology; D050483:Dopamine Plasma Membrane Transport Proteins; D008562:Membrane Glycoproteins / Q000378:metabolism; D026901:Membrane Transport Proteins; D008968:Molecular Conformation; D015394:Molecular Structure; D009419:Nerve Tissue Proteins; D050484:Norepinephrine Plasma Membrane Transport Proteins; D009662:Nortropanes / Q000138:chemical synthesis* / Q000378:metabolism* / Q000494:pharmacology; D011485:Protein Binding; D011869:Radioligand Assay; D050486:Serotonin Plasma Membrane Transport Proteins; D013329:Structure-Activity Relationship; D027981:Symporters
chemical_list: C421326:3-(4-Methylphenyl)nortropane-2-carboxylic acid methyl ester; D002264:Carboxylic Acids; D002352:Carrier Proteins; D050483:Dopamine Plasma Membrane Transport Proteins; D008562:Membrane Glycoproteins; D026901:Membrane Transport Proteins; D009419:Nerve Tissue Proteins; D050484:Norepinephrine Plasma Membrane Transport Proteins; D009662:Nortropanes; D050486:Serotonin Plasma Membrane Transport Proteins; D027981:Symporters; D003042:Cocaine