Preparation of tritium‐labeled 4‐hydroxy‐α‐[p‐(2‐(N‐pyrrolidinyl) ethoxy) phenyl]‐α′‐nitrostilbene (CN‐928), a biologically‐important metabolite of the antiestrogen CI‐628

John A. Katzenellenbogen, Tochiro Tatee, David W. Robertson

Research output: Contribution to journalArticlepeer-review

Abstract

3‐3H‐4‐hydroxy‐α‐[p‐(2‐(N‐pyrrolidinyl)ethoxy)phenyl]‐α'‐nitro‐stilbene (3H‐CN‐928), a tritium‐labeled metabolite of the Park‐Davis antiestrogen CI‐628, was prepared by catalytic hydrogenolysis of the corresponding 3‐iodo‐CN‐928 with carrier‐free tritium gas. The precursor was prepared either by iodination of CN‐928, or by total synthesis from 3‐iodo‐4‐hydroxybenzoic acid. The final material was obtained with a specific activity of 22 Ci per mmole, which is sufficiently high for receptor binding studies.

Original languageEnglish (US)
Pages (from-to)865-879
Number of pages15
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume18
Issue number6
DOIs
StatePublished - Jun 1981

Keywords

  • Catalytic hydrogenolysis
  • Friedel‐Crafts acylation
  • Triarylethylene antiestrogen
  • Tritium labeling

ASJC Scopus subject areas

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

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