A new facile synthetic route to [11C]GSK189254, a selective PET radioligand for imaging of CNS histamine H3 receptor

Min Wang, Mingzhang Gao, Brandon L. Steele, Barbara E. Glick-Wilson, Clive Brown-Proctor, Anantha Shekhar, Gary D. Hutchins, Qi Huang Zheng

Research output: Contribution to journalArticle

14 Scopus citations

Abstract

GSK189254 and its corresponding precursor GSK185071B were synthesized from 3-methoxyphenylacetic acid with 6-chloropyridine-3-carbolic acid or 6-chloronicotinamide in 8 and 7 steps with either 6% or 7% and either 14% or 16% yield, respectively. [11C]GSK189254 was prepared from GSK185071B with [11C]CH3OTf through N-[11C]methylation and isolated by HPLC combined with solid-phase extraction (SPE) in 50-60% radiochemical yield based on [11C]CO2 and decay corrected to end of bombardment (EOB), with 370-740 GBq/μmol specific activity at EOB.

Original languageEnglish (US)
Pages (from-to)4713-4718
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume22
Issue number14
DOIs
StatePublished - Jul 15 2012

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Keywords

  • [C]GSK189254
  • Automation
  • Brain imaging
  • Histamine H receptor
  • Positron emission tomography (PET)
  • Radiosynthesis

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry

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