Preparation of [ 18F]β-CFT-FP and [ 11C]β-CFT-FP, selective radioligands for visualisation of the dopamine transporter using Positron Emission Tomography (PET)

Eeva Liisa Kämäräinen, Teija Kyllönen, Anu Airaksinen, Camilla Lundkvist, Meixiang Yu, Kjell Någren, Johan Sandell, Oliver Langer, Jouko Vepsäläinen, Jukka Hiltunen, Kim Bergström, Simo Lötjönen, Timo Jaakkola, Christer Halldin

Research output: Contribution to journalArticle

19 Scopus citations

Abstract

In this study the N-fluoropropyl analogue of the cocaine congener β-CFT (I), N-(3fluoropropyl)-2β-carbomethoxy-3β-(4-fluorophenyl)nortropane (β-CFT-FP, III), was labelled with 18F or 11C. Syntheses of the precursors nor-β-CFT (II) and β-CFT-FP acid (IV) as well as III itself are described. [ 18F]β-CFT-FP was prepared starting from I using two different labelling reagents [ 18F]fluoropropyl bromide (V) and [ 18F]fluoropropyl tosylate (VI). A reversed-phase HPLC system proved to be effective in separating the labelled product from precursor II. The radiochemical incorporation of V or VI to yield [ 18F]β-CFT-FP ( 18F-III) was in general 30-50% and the radiochemical purity was higher than 99%. [ 11C]βCFT-FP ( 11C-III) was synthesised by esterification of IV using [ 11C]methyl triflate (VII). An HPLC-purification system using a reversed-phase column proved to be effective in separating the product from the acid precursor. The radiochemical yield starting from [ 11C]carbon dioxide was 30-40% and the radiochemical purity was better than 99%. 18F-III and 11C-III have potential as radioligands for visualisation of the dopamine transporter (DAT) using Positron Emission Tomography (PET).

Original languageEnglish (US)
Pages (from-to)1235-1244
Number of pages10
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume43
Issue number12
DOIs
StatePublished - Nov 18 2000

Keywords

  • [ C]β-CFT-FP
  • [ F]β-CFT-FP
  • Dopamine Transporter
  • PET

ASJC Scopus subject areas

  • Analytical Chemistry
  • Drug Discovery
  • Organic Chemistry
  • Clinical Biochemistry
  • Molecular Medicine
  • Pharmacology

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