Rapid synthesis and use of 18F-fluoromisonidazole and analogs

Details Rapid synthesis and use of 18F-fluoromisonidazole and analogs Rapid synthesis and use of 18F-fluoromisonidazole and analogs

1997-11-26

1999-03-23

Richter, Johann

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

5483414, 5483415, C07D23391

Patent

active

058861904

ABSTRACT:
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-diacetyl-4-0-tosylbutanol and threitol 1,4-di-tosylate-2,3-0-diacetylate, are also important aspects of the invention.
A 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 prepared from Ts-ETNIM and K.sup.18 F/kryptofix.RTM.. The yield for potential to detect tumor hypoxia and is indicated to be less neurotoxic.

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