[11C] beta-CIT, a cocaine analogue. Preparation, autoradiography and preliminary PET investigations

Nucl Med Biol. 1993 Apr;20(3):249-55. doi: 10.1016/0969-8051(93)90045-v.

Abstract

beta-CIT (2 beta-carbomethoxy-3 beta-(4-iodophenyl)tropane) is a cocaine analogue with a high affinity for the dopamine transporter. [11C] beta-CIT was prepared by N-methylation of nor-beta-CIT with [11C]methyl iodide. The total radiochemical yield of [11C] beta-CIT was 40-50% with an overall synthesis time of 35-40 min. The radiochemical purity was > 99% and the specific radioactivity at the time of injection was about 1000 Ci/mmol (37 GBq/mumol). Autoradiographic examination of [11C] beta-CIT binding in human brains post-mortem demonstrated a high level of specific binding in the striatum. PET examination of [11C] beta-CIT in a Cynomolgus monkey showed a marked accumulation of radioactivity in the striatum. The ratio of radioactivity in the striatum-to-cerebellum approached 5 after 87 min. In a displacement experiment, radioactivity in the striatum but not in the cerebellum, was markedly reduced after injection of unlabelled cocaine. [11C] beta-CIT has a potential as ligand for PET examination of cocaine effects in man.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Autoradiography
  • Brain / diagnostic imaging
  • Brain / metabolism
  • Carbon Radioisotopes
  • Chromatography, High Pressure Liquid
  • Cocaine / analogs & derivatives*
  • Cocaine / chemical synthesis
  • Cocaine / pharmacokinetics
  • Humans
  • In Vitro Techniques
  • Isotope Labeling / methods
  • Macaca fascicularis
  • Male
  • Methylation
  • Tomography, Emission-Computed

Substances

  • Carbon Radioisotopes
  • 2beta-carbomethoxy-3beta-(4-iodophenyl)tropane
  • Cocaine