No-carrier-added synthesis of 3-[18F]fluoro-1-(2-nitro-1-imidazolyl)-2-propanol. A potential PET agent for detecting hypoxic but viable tissues.
Four different approaches towards the synthesis of [18F]FMISO have been studied. The first approach was based on the reaction of epoxide 4 and [18F]fluoride. Both specific activity and radiochemical yield (less than 1%) for [18F]FMISO were low. Two new approaches, starting with compounds 8 and 9, have failed to give [18F]FMISO. The fourth approach, based on the reaction of [18F]epifluorohydrin 10, prepared from Tosylate 13 and [18F]KF/Kryptofix 222, has provided a reliable, no-carrier added synthesis of [18F]FMISO. The product was obtained in a radiochemical yield of 7-12% at end-of-synthesis (based on [18F]fluoride) with a specific activity of greater than 400 Ci/mmol and a synthesis time of 1.5 h. Preliminary PET studies suggest that [18F]FMISO may be a promising tracer for delineation of ischemic but viable myocardium.
Hwang
D R
DR
Edward Mallinckrodt Institute of Radiology, Washington University School of Medicine, St. Louis, MO 63110.
Dence
C S
CS
Bonasera
T A
TA
Welch
M J
MJ
D005462:Fluorine Radioisotopes; D008920:Misonidazole / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D009369:Neoplasms / Q000000981:diagnostic imaging*; D010100:Oxygen / Q000502:physiology*; D014055:Tomography, Emission-Computed
D005462:Fluorine Radioisotopes; C031843:fluoromisonidazole; D008920:Misonidazole; D010100:Oxygen