Abstract
A series of enantiomerically pure 1-naphthyl and 4-indolyl arylalkylamines were prepared and evaluated for their binding affinities to the monoamine transporters. The two series of enantiomers displayed considerable differences in binding selectivity between the monoamine transporters, leading to the design of (S)-4-(3,4-dichlorophenyl)-4-(1H-indol-4-yl)-N-methylbutan-1-amine as a potent inhibitor for the dopamine and serotonin transporters.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Amines
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Animals
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Antidepressive Agents, Second-Generation
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Biogenic Monoamines / metabolism*
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Dopamine Antagonists / chemical synthesis
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Dopamine Uptake Inhibitors / chemical synthesis
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Drug Design
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Humans
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Neurotransmitter Uptake Inhibitors / chemical synthesis*
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Neurotransmitter Uptake Inhibitors / pharmacology*
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Protein Binding
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Selective Serotonin Reuptake Inhibitors / chemical synthesis
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Serotonin Antagonists / chemical synthesis
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Stereoisomerism
Substances
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Amines
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Antidepressive Agents, Second-Generation
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Biogenic Monoamines
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Dopamine Antagonists
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Dopamine Uptake Inhibitors
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Neurotransmitter Uptake Inhibitors
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Serotonin Antagonists
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Serotonin Uptake Inhibitors