Carbon-11 radiolabelling of organosulfur compounds: (11) C synthesis of the progesterone receptor agonist tanaproget

Chemistry. 2015 Jun 15;21(25):9034-8. doi: 10.1002/chem.201501089. Epub 2015 May 12.

Abstract

Herein a new (11) C radiolabelling strategy for the fast and efficient synthesis of thioureas and related derivatives using the novel synthon, (11) CS2 , is reported. This approach has enabled the facile labelling of a potent progesterone receptor (PR) agonist, [(11) C]Tanaproget, by the intramolecular reaction of the acyclic aminohydroxyl precursor with (11) CS2 , which has potential applications as a positron emission tomography radioligand for cancer imaging.

Keywords: carbon; imaging agents; positron emission tomography; radiopharmaceuticals; tanaproget.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoxazines / chemistry*
  • Breast Neoplasms
  • Carbon Radioisotopes / chemistry*
  • Humans
  • Parietal Lobe / chemistry*
  • Positron-Emission Tomography
  • Radiopharmaceuticals / chemistry*
  • Receptors, Progesterone / antagonists & inhibitors
  • Receptors, Progesterone / chemistry*
  • Thiones / chemistry*
  • Thiourea / chemical synthesis*
  • Thiourea / chemistry

Substances

  • Benzoxazines
  • Carbon Radioisotopes
  • Radiopharmaceuticals
  • Receptors, Progesterone
  • Thiones
  • Thiourea
  • tanaproget