[11C]PR04.MZ, a promising DAT ligand for low concentration imaging: Synthesis, efficient 11C-O-methylation and initial small animal PET studies

Patrick J. Riss, Jacob M. Hooker, David Alexoff, Sung Won Kim, Joanna S. Fowler, Frank Rösch

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

PR04.MZ was designed as a highly selective dopamine transporter inhibitor, derived from natural cocaine. Its binding profile indicates that [11C]PR04.MZ may be suited as a PET radioligand for the non-invasive exploration of striatal and extrastriatal DAT populations. As a key feature, its structural design facilitates both, labelling with fluorine-18 at its terminally fluorinated butynyl moiety and carbon-11 at its methyl ester function. The present report concerns the efficient [11C]MeI mediated synthesis of [11C]PR04.MZ from an O-desmethyl precursor trifluoroacetic acid salt with Rb2CO3 in DMF in up to 95 ± 5% labelling yield. A preliminary μPET-experiment demonstrates the reversible, highly specific binding of [11C]PR04.MZ in the brain of a male Sprague-Dawley rat.

Original languageEnglish
Pages (from-to)4343-4345
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume19
Issue number15
DOIs
StatePublished - 1 Aug 2009
Externally publishedYes

Keywords

  • Carbon-11
  • Dopamine transporter
  • MicroPET
  • O-methylation
  • Test-block

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