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Synthesis and 124 I‐labeling of m ‐iodophenylpyrrolomorphinan as a potential PET imaging agent for delta opioid (DOP) receptors
Author(s) -
Akgün Eyup,
Portoghese Philip S.,
Sajjad Munawwar,
Nabi Hani A.
Publication year - 2007
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.1216
Subject(s) - chemistry , agonist , receptor , acetic acid , radiosynthesis , sodium acetate , μ opioid receptor , opioid , stereochemistry , selectivity , nuclear chemistry , positron emission tomography , chromatography , biochemistry , nuclear medicine , medicine , catalysis
Condensation of phenylazo‐β‐ketoamide 4 with oxymorphone 5 afforded an m ‐iodophenylpyrrolomorphinan ( m ‐IPPM) 6 mediated by elemental zinc in acetic acid/sodium acetate buffer. m ‐IPPM 6 is a novel opioid receptor agonist ( K i = 4.53 nM for DOP) with high selectivity for DOP receptors. m ‐IPPM 6 was converted into the positron emitter m ‐[ 124 I]PPM 8 via the stannylated intermediate 7 . The final yield was 24.5 ± 1.9 % ( n = 6) with a specific activity of 2.5 ± 1.2 Ci/µmol. Copyright © 2007 John Wiley & Sons, Ltd.