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Synthesis of [ 18 F]3‐[1‐(3‐fluoropropyl)‐( S )‐pyrrolidin‐2‐ylmethoxy]pyridine ([ 18 F]NicFP): a potential α 4 β 2 nicotinic acetylcholine receptor radioligand for PET
Author(s) -
Dumont Filip,
Sultana Abida,
Balter Andrew,
Waterhouse Rikki N.
Publication year - 2003
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.785
Subject(s) - chemistry , radiosynthesis , pyridine , nicotinic agonist , radioligand , nicotinic acetylcholine receptor , in vivo , acetylcholine , high performance liquid chromatography , stereochemistry , radiochemistry , medicinal chemistry , receptor , chromatography , pharmacology , biochemistry , medicine , microbiology and biotechnology , biology
Nicotinic acetylcholine receptors are widely distributed throughout the human brain and are believed to play a role in several neurological and psychiatric disorders. In order to identify an effective PET radioligand for in vivo assessment of the α 4 β 2 subtype of nicotinic receptor, we synthesized [ 18 F]3‐[1‐(3‐fluoropropyl)‐( S )‐pyrrolidin‐2‐ylmethoxy]pyridine (NicFP). The in vitro K D of NicFP was determined to be 1.1 nM, and the log P value obtained by HPLC analysis of the unlabelled standard was found to be 2.2. The radiosynthesis of [ 18 F]NicFP was carried out by a nucleophilic substitution reaction of anhydrous [ 18 F]fluoride and the corresponding mesylate precursor. After purification by HPLC, the radiochemical yield was determined to be 11.3±2.1% and the specific activity was 0.47±0.18 Ci/μmol (EOS, n = 3). The time of synthesis and purification was 99±2 min. The final product was prepared as a sterile saline solution suitable for in vivo use. Copyright © 2003 John Wiley & Sons, Ltd.