Studies on Chemical Carcinogens. VI. Reductions of 3-and 8-Substituted 4-Nitroquinoline 1-Oxides

Abstract

Reductions of 3-and 8-substituted 4-nitroquinoline 1-oxides with H₂/Pd-C₃ NaBH₄, and phenylhydrazine were examined. These compounds were proved to be easily deoxygenated to produce the corresponding 4-hydroxyaminoquinolines in contrast to the fact that many other substituted 4-nitroquinoline 1-oxides were reduced to 4-hydroxyaminoquinoline 1-oxides under the same reduction conditions. These reductive behaviors were discussed in connection with the polarographic reduction potentials and the carcinogenic activity of these compounds.