Convenient synthesis of 18F‐radiolabeled R‐(−)‐N‐n‐propyl‐2‐(3‐fluoropropanoxy‐11‐hydroxynoraporphine. (17th November 2014)

• Record Type: Journal Article
• Authors: Sromek, Anna W.; Zhang, Shaohui; Akurathi, Vamsidhar; Packard, Alan B.; Li, Wei; Alagille, David; Morley, Thomas J.; Baldwin, Ronald; Tamagnan, Gilles; Neumeyer, John L.
• Is Part Of: Journal of labelled compounds & radiopharmaceuticals. Volume 57:Number 14(2014)
• Page Start: 725
• Page End: 729
• Publication Date: 2014-11-17
• Subjects: Tracers (Chemistry) -- Periodicals; Radiopharmaceuticals -- Periodicals; 615.8424
• DOI: 10.1002/jlcr.3246
• Languages: English
• ISSNs: 0362-4803

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>Aporphines are attractive candidates for imaging D₂ receptor function because, as agonists rather than antagonists, they are selective for the receptor in the high affinity state. In contrast, D₂ antagonists do not distinguish between the high and low affinity states, and <italic>in vitro</italic> data suggests that this distinction may be important in studying diseases characterized by D₂ dysregulation, such as schizophrenia and Parkinson's disease. Accordingly, MCL‐536 (R‐(−)‐N‐n‐propyl‐2‐(3‐[¹⁸F]fluoropropanoxy‐11‐hydroxynoraporphine) was selected for labeling with ¹⁸F based on <italic>in vitro</italic> data obtained for the non‐radioactive (¹⁹F) compound. Fluorine‐18‐labeled MCL‐536 was synthesized in 70% radiochemical yield, &gt;99% radiochemical purity, and specific activity of 167 GBq/µmol (4.5 Ci/µmol) using <italic>p</italic>‐toluenesulfonyl (tosyl) both as a novel protecting group for the phenol and a leaving group for the radiofluorination.</p> </abstract>