Radioiodinated (+)-4-[(αR)-α-[(2S, 5R)-4-(iodopropen-2-yl)-2,5- dimethyl-1-piperazinyl]-3-hydroxybenzyl]-N, N-diethylbenzamide: A potential ligand for in vitro and in vivo investigations of δ-opioid receptors

Published

Journal Article

(+)-4-[(αR)-α-[(2S, 5R)-4-(Iodopropen-2-yl)-2,5-dimethyl-1- piperazinyl]-3-hydroxybenzyl]-N, N-diethylbenzamide (1), a novel radioiodinated derivative of the selective δ-opioid antagonist (+)-BW373U86, was synthesized and evaluated in vitro for binding to opioid receptor subtypes. This new compound was found to have high affinity (Ki = 0.57 ± 0.10 nM) and good selectivity for delta (δ) opioid receptors over mu (μ) (Ki μ/δ = 13.6) and kappa (κ) (Ki κ/δ = 175) receptors. The corresponding 123I and 125I derivatives were prepared by oxidative radioiododestannylation from a trans-vinyltributyltin precursor. The radiochemical yield was 72-78% EOS (74.3 ± 2.6%, n = 3) for 125I-1 and 40-62% EOS (53.9 ± 9.8%, n = 3) for 123I-1. The specific activities were 200-300 mCi/μmol and >5,000 mCi/μmol for the 125I and 123I-labeled tracers, respectively.

Full Text

Duke Authors

Cited Authors

  • Waterhouse, RN; Campa, MJ; Park, J; Patz, EF

Published Date

  • September 1, 1998

Published In

Volume / Issue

  • 41 / 9

Start / End Page

  • 801 - 810

International Standard Serial Number (ISSN)

  • 0362-4803

Digital Object Identifier (DOI)

  • 10.1002/(SICI)1099-1344(1998090)41:9<801::AID-JLCR130>3.0.CO;2-C

Citation Source

  • Scopus