Synthesis of 6-chloro-3-((2-(S)-azetidinyl)methoxy)-5-(2-[ 18F]fluoropyridin-4-yl)pyridine ([18F]NIDA 522131), a novel potential radioligand for studying extrathalamic nicotinic acetylcholine receptors by PET

Yi Zhang, Andrew G. Horti

Research output: Contribution to journalArticle

Abstract

6-Chloro-3-((2-(S)-azetidinyl)methoxy)-5-(2-[18F]fluoropyridin- 4-yl)pyridine ([18F]NIDA 522131), a potential radioligand for studying extrathalamic nicotinic acetylcholine receptors by positron-emission tomography, was synthesized via no-carrier-added nucleophilic [ 18F]fluorination of 6-chloro-3-((1-(tert-butoxycarbonyl)-2-(S)- azetidinyl) methoxy)-5-(2-iodopyridin-4-yl)vinyl)pyridine, followed by acidic deprotection. The overall radiochemical yield of the radiosynthesis was 4-8% (non-decay-corrected), the specific radioactivity was in the range of 167-33 GBq/μmol (4500-9000 mCi/μmol) and the radiochemical purity was greater than 99%. Preparation of [18F]NIDA522131 via corresponding bromo-derivative 2 is also described.

Original languageEnglish (US)
Pages (from-to)947-952
Number of pages6
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume47
Issue number13
DOIs
StatePublished - Nov 1 2004
Externally publishedYes

Keywords

  • F
  • Nicotinic acetylcholine receptors
  • Nucleophilic halogen-exchange
  • Positron emission tomography

ASJC Scopus subject areas

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

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