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/CH3COOH gave the target compound 5 in three steps from naltrindole 2. p-FBNTI 5 is a novel delta opioid receptor antagonist (Ki = 0.00312 nM) and antagonizes the delta opioid (DOP) agonist, DPDPE, with a Ke = 1.55 nM in the mouse vas deferens preparation. Using the same synthetic strategy the synthesis of p-[18F]BNTI 10 was undertaken. The final yield was 4% and the specific activity varied in a range of 250-400 mCi/μmol.
|Original language||English (US)|
|Number of pages||10|
|Journal||Journal of Labelled Compounds and Radiopharmaceuticals|
|State||Published - Sep 1 2006|
- Delta opioid receptors
- Positron emission tomography