(2'-nitro-1'-imidazolyl)-2,3-isopropylidene-y-tosylbutanol, a precursor to .sup.18 Ffluoroerythronitroimidazole PET imaging agent

摘要

The present invention involves a rapid synthesis of .sup.18 F- FMISO and analogs thereof. New precursors such as 1-(2'-nitro-1'- imidazolyl)-2- 0-acetyl-3-0-tosylpropanol, glycerol-1,3-ditosylate-2-0- acetylate, 1-(2'- nitro-1'-imidazolyl)-2,3-0-diacetylate, are also important aspects of the invention.PPA further aspect of the invention is the development of a hydrophilic PET ligand to image tumor hypoxia. Erythrotosyl analogue of 2-nitroimidazone (Ts-ETNIM) was prepared from a mixture of 2-nitromidazole, ditosylthreitol and cesium carbonate at 60. degree. C. for 1 hr. Ts-ETNIM was isolated at 70% yield. [.sup.18 F] fluoroerythronitroimidazole (FETNIM) when prepared from Ts- ETNIM and K. sup.18 F/kryptofix®. The yield for [.sup.18 F]FETNIM was 26-30% (60 min, decay corrected). Results of biodistribution and PET studies indicate that [.sup.18 F]FETNIM has the potential to detect tumor hypoxia and is indicated to be less neurotoxic.