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

Eyup Akgün, Munawwar Sajjad, Philip S. Portoghese

Research output: Contribution to journalArticlepeer-review

9 Scopus citations


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 languageEnglish (US)
Pages (from-to)857-866
Number of pages10
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Issue number10
StatePublished - Sep 1 2006


  • Delta opioid receptors
  • Fluorine-18
  • Positron emission tomography

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