Synthesis of a radiotracer for studying nicotinic acetylcholine receptors: (+/-)-Exo-2-(2-[18F]fluoro-5-pyridyl)-7-azabicyclo[2.2.1]heptane

Andrew Horti, Hayden T. Ravert, Edythe D. Londoni, Robert F. Dannals

Research output: Contribution to journalArticlepeer-review

Abstract

The radiochemical synthesis of (+/-)-exo-2-(2-[18F]fluoro-5-pyridyl)-7-azabicyclo[2.2.1]heptane ([18F]1) was accomplished by Kryptofix® 222 assisted nucleophilic no-carrier-added [18F]fluorination of (+/-)-exo-2-(2-bromo-5-pyridyl)-7-azabicyclo[2.2.1] heptane (3a). The average radiochemical yield of the final product was 10% and the average specific activity was greater than >2000 mCi/μmol, calculated at end-of-synthesis. The stable fluorine ligand ([19F]1) was prepared by Kryptofix® 222 assisted nucleophilic fluorination of (+/-)-exo-2-(2-bromo-5-pyridyl) - 7- methoxycarbonyl - 7 - azabicyclo[2.2.1]heptane (3b) followed by acid deprotection.

Original languageEnglish (US)
Pages (from-to)355-365
Number of pages11
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume38
Issue number4
DOIs
StatePublished - Jan 1 1996

Keywords

  • Acetylcholine
  • Epibatidine
  • F
  • Fluorination
  • Halogen-exchange
  • Nicotinic receptors
  • Positron emission
  • Radiotracer
  • Tomography

ASJC Scopus subject areas

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

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