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- W2061684910 abstract "A novel entry to tropane analogs of cocaine was developed based on the reaction of rhodium-stabilized vinylcarbenoids with pyrroles. These analogs were tested in binding to dopamine, serotonin (5-HT), and norepinephrine transporters in membranes from rat striatum and frontal cortex. In all the analogs, the aryl group at the 3 position was directly bound to the tropane ring and an ethyl ketone moiety was present at the 2 position. By appropriate modification of the aryl and nitrogen substituents, highly potent and 5-HT selective tropanes were prepared. The most potent and selective compound was 3 beta-[4-(1-methylethenyl)phenyl]-2 beta-propanoyl-8-azabicyclo[3.2.1]octane (13b) which had a Ki of 0.1 nM at 5-HT transporters and was 150 times more potent at 5-HT vs dopamine transporters and almost 1000 times more potent at 5-HT vs norepinephrine transporters." @default.
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- W2061684910 date "2010-08-04" @default.
- W2061684910 modified "2023-09-26" @default.
- W2061684910 title "ChemInform Abstract: Synthesis of 3β-Aryl-8-azabicyclo(3.2.1)octanes with High Binding Affinities and Selectivities for the Serotonin Transporter Site." @default.
- W2061684910 cites W2952698597 @default.
- W2061684910 doi "https://doi.org/10.1002/chin.199639245" @default.
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