Abstract
Optically pure 7-fluorotropanes 3a-c, were synthesized as structural probes of the dopamine transporter. The synthesis of these compounds was accomplished through the asymmetric 1,3-dipolar cycloaddition reaction of the oxidopyridinium betaine 4 with the chiral dipolarophile (R)-p-tolyl vinyl sulfoxide. In the preliminary analysis, tropane 3a was found to reduce the rewarding effects of cocaine in the brain stimulation reward paradigm.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Animals
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Behavior, Animal / drug effects
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Biological Transport
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Brain / drug effects*
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Brain / metabolism
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Carrier Proteins / metabolism*
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Cocaine / analogs & derivatives*
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Cocaine / metabolism
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Dopamine / metabolism
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Dopamine Plasma Membrane Transport Proteins
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Drug Design
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Ligands
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Mazindol / chemistry
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Mazindol / metabolism
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Membrane Glycoproteins*
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Membrane Transport Proteins*
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Molecular Probes
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Molecular Structure
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Nerve Tissue Proteins*
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Neurotransmitter Uptake Inhibitors / pharmacology
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Norepinephrine / metabolism
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Radioligand Assay
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Rats
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Reward
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Serotonin / metabolism
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Tropanes / chemical synthesis*
Substances
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Carrier Proteins
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Dopamine Plasma Membrane Transport Proteins
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Ligands
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Membrane Glycoproteins
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Membrane Transport Proteins
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Molecular Probes
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Nerve Tissue Proteins
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Neurotransmitter Uptake Inhibitors
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Tropanes
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Serotonin
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Mazindol
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Cocaine
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Dopamine
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Norepinephrine