Abstract
3alpha-(substituted phenyl)nortropane-2beta-carboxylic acid methyl esters (8a-h) showed high affinity for the norepinephrine transporter (NET). The most potent and selective compound was 3alpha-(3-fluoro-4-methylphenyl)nortropane-2beta-carboxylic acid methyl ester (8d), with a Ki of 0.43 nM at the NET and 21- and 55-fold selectivity relative to binding at the dopamine and serotonin transporters. The development of 8d makes available compounds selective for all three transporters from the same structural class.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Animals
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Binding, Competitive
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Brain / metabolism
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Cocaine / analogs & derivatives*
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Cocaine / chemical synthesis*
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Cocaine / chemistry
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Cocaine / pharmacology
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Dopamine / metabolism
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Dopamine Plasma Membrane Transport Proteins
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In Vitro Techniques
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Male
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Membrane Glycoproteins / metabolism
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Membrane Transport Proteins / metabolism
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Nerve Tissue Proteins / metabolism
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Norepinephrine / metabolism*
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Norepinephrine Plasma Membrane Transport Proteins
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Radioligand Assay
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Rats
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Rats, Sprague-Dawley
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Serotonin / metabolism
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Serotonin Plasma Membrane Transport Proteins
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Structure-Activity Relationship
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Symporters / metabolism*
Substances
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3-(3-fluoro-4-methylphenyl)nortropane-2-carboxylic acid methyl ester
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Dopamine Plasma Membrane Transport Proteins
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Membrane Glycoproteins
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Membrane Transport Proteins
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Nerve Tissue Proteins
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Norepinephrine Plasma Membrane Transport Proteins
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Serotonin Plasma Membrane Transport Proteins
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Slc6a2 protein, rat
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Slc6a4 protein, rat
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Symporters
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Serotonin
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Cocaine
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Dopamine
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Norepinephrine