Effective Preparation of [18F]Flumazenil Using Copper-Mediated Late-Stage Radiofluorination of a Stannyl Precursor

Haskali, MB; Roselt, PD; O&#39;Brien, TJ; Hutton, CA; Ali, I; Vivash, L; Jupp, B

Author(s): Haskali, MB; Roselt, PD; O'Brien, TJ; Hutton, CA; Ali, I; Vivash, L; Jupp, B;
Details: Publication Year 2022-09-13,Volume 27,Issue #18,Page 5931
Journal Title: Molecules
Publication Type: Research article
Abstract: (1) Background: [18F]Flumazenil 1 ([18F]FMZ) is an established positron emission tomography (PET) radiotracer for the imaging of the gamma-aminobutyric acid (GABA) receptor subtype, GABAA in the brain. The production of [18F]FMZ 1 for its clinical use has proven to be challenging, requiring harsh radiochemical conditions, while affording low radiochemical yields. Fully characterized, new methods for the improved production of [18F]FMZ 1 are needed. (2) Methods: We investigate the use of late-stage copper-mediated radiofluorination of aryl stannanes to improve the production of [18F]FMZ 1 that is suitable for clinical use. Mass spectrometry was used to identify the chemical by-products that were produced under the reaction conditions. (3) Results: The radiosynthesis of [18F]FMZ 1 was fully automated using the iPhase FlexLab radiochemistry module, affording a 22.2 +/- 2.7% (n = 5) decay-corrected yield after 80 min. [18F]FMZ 1 was obtained with a high radiochemical purity (>98%) and molar activity (247.9 +/- 25.9 GBq/micromol). (4) Conclusions: The copper-mediated radiofluorination of the stannyl precursor is an effective strategy for the production of clinically suitable [18F]FMZ 1.
Keywords: *Copper/chemistry; *Flumazenil; Fluorine Radioisotopes/chemistry; Positron-Emission Tomography/methods; Radiopharmaceuticals; gamma-Aminobutyric Acid; Flumazenil 1; Gabaa; PET imaging; benzodiazepine; radiochemistry; radiofluorination; stannane; stannyl
Department(s): Cancer Imaging
PubMed ID: 36144667
Publisher's Version: https://doi.org/10.3390/molecules27185931
Open Access at Publisher's Site: https://doi.org/10.3390/molecules27185931
Terms of Use/Rights Notice: Refer to copyright notice on published article.

Creation Date: 2024-11-01 04:30:28

Last Modified: 2024-11-01 04:31:35