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• W1994876157 abstract "Viqualine, {4-[3-[3(R)-ethenyl-4(R)-piperidinyl]propyl]-6-methoxyquinoline}, has been labelled in the O-methyl position with no-carrier-added (nca) carbon-11 (t1/2 = 20.4 min; β+ = 99.8%) to provide a potential radioligand for PET studies of 5HT re-uptake sites. Direct treatment of desmethyl-viqualine with nca [11C]iodomethane gave [O-methyl-11C]viqualine as only a minor product. NMR data suggested that the dominant product is that from the [11C]alkylation of the competing piperidino-nitrogen. Protection of this nitrogen with the trityl group, followed by treatment with nca [11C]iodomethane in dimethyl sulphoxide with sodium hydroxide as base, and then rapid deprotection by mild acid hydrolysis gave nca [O-methyl-11C]viqualine as the main crude product (27% radiochemical yield, decay-corrected from [11C]iodomethane). Radiochemically and chemically pure nca [O-methyl-11C]viqualine was obtained by work up on C18 Sep-pak followed by reverse phase HPLC. The radiosynthesis, including final formulation for i.v. administration, takes 56 min after producing the carbon-11 as [11C]carbon dioxide by the 14N(p,α)11C reaction. This radiosynthesis illustrates the potential utility of the trityl group for the protection of nitrogen in rapid carbon-11 radiochemistry." @default.
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• W1994876157 date "1990-11-01" @default.
• W1994876157 modified "2023-09-26" @default.
• W1994876157 title "The radiosynthesis of nca [O-methyl-11C]viqualine, through an N-trityl-protected intermediate, as a potential pet radioligand for 5HT re-uptake sites" @default.
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• W1994876157 doi "https://doi.org/10.1002/jlcr.2580281114" @default.
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