Two-step radiosynthesis of 18)F]FE-β-CIT and [18F]PR04.MZ

J Labelled Comp Radiopharm. 2013 Jun 15;56(7):356-9. doi: 10.1002/jlcr.3032. Epub 2013 Apr 1.

Abstract

The cocaine-derived dopamine reuptake inhibitors FE-β-CIT (8-(2-fluoroethyl)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester) (1) and PR04.MZ(8-(4-fluorobut-2-ynyl)-3-p-tolyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester) (2) were labelled with (18)F-fluorine using a two-step route. 2-[(18)F]Fluoroethyltosylate and 4-[(18)F]fluorobut-2-yne-1-yl tosylate were used as labelling reagents, respectively. Radiochemically pure (>98%) [(18)F]FE-β-CIT and [(18)F]PRD04.MZ (32-86 GBq/µmol) were obtained after a synthesis time of 100 min in about 25% non-decay-corrected overall yield.

Keywords: automated synthesis; dopamine transporter; fluorine-18; tropanes.

MeSH terms

  • Chemistry Techniques, Synthetic / methods
  • Cocaine / analogs & derivatives*
  • Cocaine / chemical synthesis
  • Cocaine / chemistry
  • Fluorine Radioisotopes / chemistry*
  • Isotope Labeling / methods
  • Radiopharmaceuticals / chemical synthesis*
  • Tropanes / chemical synthesis*

Substances

  • 8-(2-fluoroethyl)-3-(4-iodophenyl)-8-azabicyclo(3.2.1)octane-2-carboxylic acid methyl ester
  • Fluorine Radioisotopes
  • PR04.MZ compound
  • Radiopharmaceuticals
  • Tropanes
  • Cocaine