title: Synthesis of [18F]NNC 12-0817 and [18F]NNC 12-0818; two potential radioligands for the dopamine transporter.
abstract: The preparation of no-carrier-added 18F labelled NNC 12-0817 (1-(2-[bis(4-fluorophenyl)methoxy]ethyl)-4-[4-oxo-4-(2- thienyl)butyl]piperazine) and NNC 12-0818 (1-(2[bis(4- fluorophenyl)methoxy]ethyl)-4-]4-hydroxy-4-(2-thienyl)butyl]piperazine) is described. NNC 12-0818 is the designation of the racemic mixture of two enantiomers. Fluorine-18 is introduced into 4-[18F]fluoro-4'-fluorobenzophenone from the corresponding triflate salt by a nucleophilic aromatic substitution reaction. A no-carrier-added synthesis was performed in 6 steps starting from N,N-dimethylaniline and 4-fluorobenzoyl chloride giving [18F]NNC 12-0817 and [18F]NNC 12-0818 in good yields and a radiochemical purity after HPLC-purification higher than 99%.
authors.affiliation: Novo Nordisk A/S, Pharmaceuticals Division, Maaloev, Denmark.
authors.forename: L
authors.initials: L
authors.lastname: Müller
authors.forename: C
authors.initials: C
authors.lastname: Halldin
authors.forename: C
authors.initials: C
authors.lastname: Foged
authors.forename: R
authors.initials: R
authors.lastname: Hohlweg
mesh_terms: D002352:Carrier Proteins / Q000032:analysis*; D002851:Chromatography, High Pressure Liquid; D050483:Dopamine Plasma Membrane Transport Proteins; D005462:Fluorine Radioisotopes; D007553:Isotope Labeling / Q000379:methods; D008562:Membrane Glycoproteins; D026901:Membrane Transport Proteins; D008872:Microwaves; D009419:Nerve Tissue Proteins; D010879:Piperazines / Q000138:chemical synthesis*; D011869:Radioligand Assay
chemical_list: D002352:Carrier Proteins; D050483:Dopamine Plasma Membrane Transport Proteins; D005462:Fluorine Radioisotopes; D008562:Membrane Glycoproteins; D026901:Membrane Transport Proteins; C096311:NNC 120817; C096312:NNC 120818; D009419:Nerve Tissue Proteins; D010879:Piperazines