Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reaction Mechanism in Aromatic Heterocyclic Compounds. V. Kinetics of the Reaction of 4-Nitroquinoline 1-Oxide and Related Compounds with Thioglycolic Acid.
Toshihiko OkamotoMichiya Itoh
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1963 Volume 11 Issue 6 Pages 785-792

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Abstract
4-Nitroquinoline 1-oxide and related compounds react easily with SH-group of thioglycolic acid affording the corresponding sulfides of these compounds. With these nitro compounds, the present authors studied the nucleophilic substitution reaction between 4-nitro group and thioglycolic SH-group, and determined the reaction rate constants, energies of activation and entropies of activation in several kinds of solvent system. On the other hand, 4-nitroquinoline 1-oxide and some related compounds have been known to be skin cancer producing agents. Then, the chemical activity of 4-nitro groups which were obtained were discussed on comparison with the carcinogenic activity.
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© The Pharmaceutical Society of Japan
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