Synthesis and activity of novel nitropyrazines for use as hypoxic cell radiosensitizers
A series of eight novel nitropyrazines has been prepared by oxidation of sulfoximine intermediates. The partition coefficient, one-electron reduction potential, sensitizer enhancement ratio, and chronic and acute aerobic cytotoxicity have been measured for each. Two representatives of this series were tested in the Ames test and were not found to be mutagenic.
Nucleophilic substitution by 3-amino-1,2-propanediol in nitropyrazines and nitroquinoxalines
Treatment of 2-chloro-3-nitropyrazine and 2-chloro-5-nitropyrazine with 3-amino-1,2-propranediol affords products derived from displacement of chloride, while similar reaction of methyl 3-nitropyrazinoate and 2-chloro-3-nitroquinoxaline gives clean nitro group replacement. Analogous reaction of methyl 6-chloro-3-nitropyrazinoate affords a mixture containing products derived from competitive displacement of chloride and nitrite.
Hartman,Schwering
p. 947 - 950
(2007/10/02)
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