Abstract
6-Methoxylated and 8-oxygenated benztropines were prepared and evaluated for their DAT and SERT activity (binding and uptake inhibition). Methoxylation at the two-carbon bridge of benztropine produced a novel class of potent and selective DAT ligands. An interesting enantioselectivity was also observed for this new class of chiral benztropines. The inactivity of the 8-oxygenated analogues seems to point out that, unlike cocaine and its analogues, interactions of benztropine ligands with DAT may be strongly governed by the nitrogen atom.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Benztropine / chemistry
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Benztropine / pharmacology*
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Carrier Proteins / drug effects
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Carrier Proteins / metabolism*
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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 Conformation
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Muscarinic Antagonists / chemistry
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Muscarinic Antagonists / pharmacology*
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Nerve Tissue Proteins*
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Structure-Activity Relationship
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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Muscarinic Antagonists
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Nerve Tissue Proteins
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Benztropine