Abstract
In our effort to develop novel molecules for the dopamine transporter, we converted our previously designed dopamine transporter specific 3,6-disubstituted piperidine template into corresponding pyran derivatives. cis-Pyran derivative 7b, like their piperidine counterparts, exhibited greater activity for the dopamine transporter compared to the trans-isomer. Further molecular modifications of the cis derivative led to the development of potent analogues which indicated successful bioisosteric replacement of the piperidine ring by a pyran moiety in these 3,6-disubstituted derivatives.
Publication types
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Comparative Study
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Animals
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Corpus Striatum / metabolism
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Dopamine / metabolism*
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Dopamine Plasma Membrane Transport Proteins
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Dopamine Uptake Inhibitors / chemical synthesis*
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Dopamine Uptake Inhibitors / chemistry
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Dopamine Uptake Inhibitors / pharmacology
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Ligands
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Membrane Glycoproteins*
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Membrane Transport Proteins / metabolism*
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Nerve Tissue Proteins*
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Piperidines / chemical synthesis*
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Piperidines / chemistry
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Piperidines / pharmacology
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Pyrans / chemical synthesis*
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Pyrans / chemistry
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Pyrans / pharmacology
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Rats
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Stereoisomerism
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Structure-Activity Relationship
Substances
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Dopamine Plasma Membrane Transport Proteins
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Dopamine Uptake Inhibitors
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Ligands
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Membrane Glycoproteins
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Membrane Transport Proteins
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Nerve Tissue Proteins
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Piperidines
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Pyrans
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Dopamine