6533b7dafe1ef96bd126e148
RESEARCH PRODUCT
Efficient microwave-assisted direct radiosynthesis of [(18)F]PR04.MZ and [(18)F]LBT999: selective dopamine transporter ligands for quantitative molecular imaging by means of PET.
Patrick J. RissFrank Roeschsubject
Fluorine RadioisotopesStereochemistryClinical BiochemistryPharmaceutical Sciencechemistry.chemical_elementCesiumLigandsBiochemistryChemical synthesischemistry.chemical_compoundFluoridesNucleophileCocaineDrug DiscoveryMicrowavesMolecular BiologyDopamine Plasma Membrane Transport ProteinsLigandOrganic ChemistryRadiosynthesischemistryModels ChemicalCaesiumIsotope LabelingPositron-Emission TomographyMolecular MedicineRadiopharmaceuticalsSelectivityAliphatic compoundFluorideNuclear chemistryTropanesdescription
Abstract PR04.MZ 8-(4-fluoro-but-2-ynyl)-3- p -tolyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester ( 1 ) and LBT999 8-(( E )-4-fluoro-but-2-enyl)-3b- p -tolyl-8-aza-bicyclo[3.2.1]octane-2β-carboxylic acid methyl ester ( 2 ) are selective dopamine reuptake inhibitors, derived from cocaine. Compounds 1 and 2 were labelled with fluorine-18 at their terminally fluorinated N-substituents employing microwave enhanced direct nucleophilic fluorination. K[ 18 F]F − Kryptofix ® 222 cryptate, tetrabutyl ammonium [ 18 F]fluoride and caesium [ 18 F]fluoride were compared as fluoride sources under conventional and microwave enhanced conditions. Fluorination yields were remarkably increased under microwave irradiation for all three fluoride salts. Radiochemically pure (>98%) [ 18 F]PR04.MZ (0.95–1.09 GBq, 42–135 GBq/μmol) was obtained within 34–40 min starting from 3.0 GBq [ 18 F]fluoride ion in 32–36% non-decay-corrected overall yield using K[ 18 F]F − Kryptofix ® 222 cryptate in MeCN.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2009-07-01 | Bioorganicmedicinal chemistry |