Portal de Periódicos da CAPES

Radiosynthesis of N ‐[4‐(4‐fluorobenzyl)piperidin‐1‐yl]‐ N ′‐(2‐[ 11 C]oxo‐1,3‐dihydrobenzimidazol‐5‐yl)oxamide, a NR2B‐selective NMDA receptor antagonist

2009; Wiley; Volume: 53; Issue: 2 Linguagem: Inglês

10.1002/jlcr.1702

1099-1344

Romain Labas, Franck Sobrio, Yann Bramoullé, Anne‐Sophie Hérard, Martine Guillermier, Philippe Hantraye, Frédéric Dollé, Louisa Barré,

Pharmacological Receptor Mechanisms and Effects

Abstract In order to perform in vivo imaging of the NR2B NMDA receptor system by positron emission tomography, a NR2B selective NMDA receptor antagonist has been labelled with carbon‐11 (half‐life: 20 min). N ‐[4‐(4‐fluorobenzyl)piperidin‐1‐yl]‐ N ′‐(2‐oxo‐1,3‐dihydrobenzimidazol‐5‐yl)oxamide has been described demonstrating high affinity and selectivity for the NR2B receptors (IC 50 of 5 nM in [ 3 H]Ro‐25,6981 binding assay). The labelling precursor and the reference compound were synthesized by coupling the 4‐(4‐fluorobenzyl)piperidine with the corresponding oxalamic acid. The reaction of [ 11 C]phosgene with phenylenediamine precursor led the formation of the [ 11 C]benzimidazolone ring present on the ligand. The labelling occurred in THF or acetonitrile and the decay corrected radiochemical yield was 30–40% from the produced [ 11 C]methane. HPLC purification and formulation led to 2.6–3.7 GBq (70–100 mCi) of radioligand within 30–35 min. The specific radioactivity was 72–127 GBq/µmol (2–3.4 Ci/µmol) at the end of synthesis. Copyright © 2009 John Wiley & Sons, Ltd.