Abstract
A series of 3-[2-(diarylmethoxyethylidene)]-8-alkylaryl-8-azabicyclo[3.2.1]octanes was synthesized and the binding affinities of the compounds were determined at the dopamine and serotonin transporters. The 8-phenylpropyl analogues 8a (K(i)=4.1 nM) and 8b (K(i)=3.7 nM) were the most potent compounds of the series with binding affinities 3 times greater than GBR-12909. In addition, 8a (SERT/DAT=327) was over 300-fold more selective for the dopamine transporter than the serotonin transporter.
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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Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
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Bridged Bicyclo Compounds, Heterocyclic / chemistry
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Bridged Bicyclo Compounds, Heterocyclic / pharmacology*
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Caudate Nucleus / metabolism
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Dopamine Plasma Membrane Transport Proteins
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Membrane Glycoproteins*
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Membrane Transport Modulators*
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Membrane Transport Proteins / antagonists & inhibitors*
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Membrane Transport Proteins / metabolism
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Nerve Tissue Proteins*
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Octanes / chemical synthesis
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Octanes / chemistry
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Octanes / pharmacology
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Protein Binding
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Rats
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Structure-Activity Relationship
Substances
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Bridged Bicyclo Compounds, Heterocyclic
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Dopamine Plasma Membrane Transport Proteins
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Membrane Glycoproteins
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Membrane Transport Modulators
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Membrane Transport Proteins
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Nerve Tissue Proteins
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Octanes
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Slc6a3 protein, rat