3alpha-(4-Substituted phenyl)nortropane-2beta-carboxylic acid methyl esters show selective binding at the norepinephrine transporter.
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.
Blough
B E
BE
Chemistry and Life Sciences, Research Triangle Institute, Research Trirangle Park, NC 27709, USA.
Holmquist
C R
CR
Abraham
P
P
Kuhar
M J
MJ
Carroll
F I
FI
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
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