Abstract
(R)-2-Aryl-2-tropinone (9) was synthesized from (R)-2-carbomethoxy-3-tropinone (5) and was used as the key intermediate for the synthesis of (R)-2 beta, 3 beta- and (R)-2 alpha, 3 alpha-diaryltropanes. Inhibition of radioligand binding studies at the dopamine, serotonin, and norepinephrine transporters showed that the (R)-3 beta-(4-methylphenyl)-2 beta-phenyltropane (3b, RTI-422) possessed an IC50 value of 1.96 nM at the dopamine transporter and was highly selective for this transporter relative to the serotonin and norepinephrine transporters.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Carrier Proteins / metabolism*
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Dopamine / metabolism
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Dopamine Plasma Membrane Transport Proteins
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Membrane Glycoproteins / metabolism*
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Membrane Transport Proteins*
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Nerve Tissue Proteins*
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Norepinephrine / metabolism
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Norepinephrine Plasma Membrane Transport Proteins
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Protein Binding
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Radioligand Assay
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Serotonin / metabolism
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Serotonin Plasma Membrane Transport Proteins
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Symporters*
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Tropanes / chemical synthesis*
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Tropanes / metabolism
Substances
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Carrier Proteins
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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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Symporters
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Tropanes
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Serotonin
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Dopamine
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Norepinephrine