Synthesis of [18F]NNC 12-0817 and [18F]NNC 12-0818; two potential radioligands for the dopamine transporter

Appl Radiat Isot. 1995 May;46(5):323-8. doi: 10.1016/0969-8043(94)00004-j.

Abstract

The preparation of no-carrier-added 18F labelled NNC 12-0817 (1-(2-[bis(4-fluorophenyl)methoxy]ethyl)-4-[4-oxo-4-(2- thienyl)butyl]piperazine) and NNC 12-0818 (1-(2[bis(4- fluorophenyl)methoxy]ethyl)-4-]4-hydroxy-4-(2-thienyl)butyl]piperazine) is described. NNC 12-0818 is the designation of the racemic mixture of two enantiomers. Fluorine-18 is introduced into 4-[18F]fluoro-4'-fluorobenzophenone from the corresponding triflate salt by a nucleophilic aromatic substitution reaction. A no-carrier-added synthesis was performed in 6 steps starting from N,N-dimethylaniline and 4-fluorobenzoyl chloride giving [18F]NNC 12-0817 and [18F]NNC 12-0818 in good yields and a radiochemical purity after HPLC-purification higher than 99%.

Publication types

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

MeSH terms

  • Carrier Proteins / analysis*
  • Chromatography, High Pressure Liquid
  • Dopamine Plasma Membrane Transport Proteins
  • Fluorine Radioisotopes*
  • Isotope Labeling / methods
  • Membrane Glycoproteins*
  • Membrane Transport Proteins*
  • Microwaves
  • Nerve Tissue Proteins*
  • Piperazines / chemical synthesis*
  • Radioligand Assay

Substances

  • Carrier Proteins
  • Dopamine Plasma Membrane Transport Proteins
  • Fluorine Radioisotopes
  • Membrane Glycoproteins
  • Membrane Transport Proteins
  • NNC 120817
  • NNC 120818
  • Nerve Tissue Proteins
  • Piperazines