Automated radiosynthesis of two 18F-labeled tracers containing 3-fluoro-2-hydroxypropyl moiety, [18F]FMISO and [18F]PM-PBB3, via [18F]epifluorohydrin

Abstract Background [ 18 F]Fluoromisonidazole ([ F]FMISO) and 1-[ F]fluoro-3-((2-((1 E ,3 )-4-(6-(methylamino)pyridine-3-yl)buta-1,3-dien-1-yl)benzo[d]thiazol-6-yl)oxy)propan-2-ol F]PM-PBB3 or F]APN-1607) are clinically used radiotracers for imaging hypoxia tau pathology, respectively. Both were produced by direct F-fluorination using the corresponding tosylate precursors 1 2 F]F − , followed removal of protecting groups. In this study, we synthesized F]FMISO F-fluoroalkylation F]epifluorohydrin F]5) clinical applications. Results First, F]5 was reaction 1,2-epoxypropyl (8) with purified distillation. Subsequently, reacted 2-nitroimidazole (6) PBB3 (7) as a precursor F-labeling, each mixture preparative high-performance liquid chromatography formulated to obtain injection. All synthetic sequences performed an automated F-labeling synthesizer. The obtained showed sufficient radioactivity (0.83 ± 0.20 GBq at end synthesis (EOS); n = 8) appropriate radiochemical yield based on (26 7.5 % EOS, decay-corrected; 8). also (0.79 0.10 EOS; 11) (16 3.2 11). Conclusions injections successfully F] 5 .