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Synthesis of novel WAY 100635 derivatives containing a norbornene group and radiofluorination of [18F]AH1.MZ as a serotonin 5-HT1A receptor antagonist for molecular imaging

✍ Scribed by Matthias M. Herth; Vasko Kramer; Frank Rösch


Publisher
John Wiley and Sons
Year
2009
Tongue
French
Weight
265 KB
Volume
52
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

5‐HT~1A~ receptors are involved in a variety of psychiatric disorders and in vivo molecular imaging of the 5‐HT~1A~ status represents an important approach to analyze and treat these disorders. We report herein the synthesis of three new fluoroethylated 5‐HT~1A~ ligands (AH1.MZ, AH2.MZ and AH3.MZ) as arylpiperazine derivatives containing a norbornene group. AH1.MZ (K~i~= 4.2 nM) and AH2.MZ (K~i~=30 nM) showed reasonable in vitro affinities to the 5‐HT~1A~ receptor, whereas AH3.MZ appeared to be non‐affine toward the 5‐HT~1A~ receptor. The receptor profile of AH1.MZ and AH2.MZ showed selectivity within the 5‐HT system. ^18^F‐labelling via [^18^F]FETos to [^18^F]AH1.MZ was carried out in radiochemical yields of >70%. The final formulation of injectable solutions including [^18^F]FETos synthon synthesis, radiosynthesis and semi‐preparative high‐performance liquid chromatography (HPLC) separation took no longer than 130 min and provided [^18^F]AH1.MZ with a purity of  >98% as indicated by analytical HPLC analyses. Copyright © 2009 John Wiley & Sons, Ltd.