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N1'-(p-[18F]Fluorobenzyl)naltrindole (p-[18F]BNTI) as a potential PET imaging agent for DOP receptors

✍ Scribed by Eyup Akgün; Munawwar Sajjad; Philip S. Portoghese

Publisher
John Wiley and Sons
Year
2006
Tongue
French
Weight
155 KB
Volume
49
Category
Article
ISSN
0022-2135

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✦ Synopsis

The N1'-(p-fluorobenzyl)naltrindole 5 has been synthesized by reaction of 3-O-benzyl NTI 3 with p-fluorobenzylbromide under phase transfer catalysis. The subsequent 3-O-benzyldeprotection of 4 in HBr/CH 3 COOH gave the target compound 5 in three steps from naltrindole 2. p-FBNTI 5 is a novel delta opioid receptor antagonist (K i =0.00312 nM) and antagonizes the delta opioid (DOP) agonist, DPDPE, with a K e =1.55 nM in the mouse vas deferens preparation. Using the same synthetic strategy the synthesis of p-[ 18 F]BNTI 10 was undertaken. The final yield was 4% and the specific activity varied in a range of 250-400 mCi/mmol.

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