Synthesis of tritiated N1'-alkyl derivatives of the delta opioid receptor ligand naltrindole

John R. Lever, Suzanne M. Johnson

Research output: Contribution to journalArticle

Abstract

Tritiated N1'-methyl and N1'-ethyl analogues of naltrindole (NTI) have been synthesized for evaluation as radioligands for studies of delta opioid receptors. The two N1'-alkyl-5',7'-dibromoNTI precursors for radiolabeling were prepared by base-promoted alkylation of 2,4-dibromophenylhydrazine with either iodomethane or iodoethane followed by condensation with naltrexone using the Fischer indole synthesis. Catalytic debromotritiation followed by HPLC purification afforded [3H]MeNTI (17.3 Ci/mmol) and [3H]EtNTI (22.5 Ci/mmol) with high chemical and radiochemical purities (≤ 99.8%).

Original languageEnglish (US)
Pages (from-to)115-122
Number of pages8
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume39
Issue number2
DOIs
StatePublished - Feb 1 1997

Keywords

  • Delta opioid receptor
  • Naltrindole
  • Tritium

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Radiology Nuclear Medicine and imaging
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of tritiated N1'-alkyl derivatives of the delta opioid receptor ligand naltrindole'. Together they form a unique fingerprint.

  • Cite this