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Heteroanalogs of alloxazines
Authors:M. P. Nemeryuk  N. I. Traven'  T. G. Arutyunyan  E. A. Shatukhina  O. S. Anisimova  N. P. Solov'eva  Yu. N. Sheinker  T. S. Safonova
Affiliation:(1) Center for the Chemistry of Medicinal Preparations, Scientific-Research Chemical-Pharmaceutical Institute, 119021 Moscow
Abstract:
The properties of derivatives of 6,8-dimethyl-7,9-dioxo-5H-6,7,8,9-tetrahydropyrimido[4,5-b][4,5-e][1,4]thiazines have been investigated. These substances are stable in the crystalline form and are readily oxidized in moist solutions in chloroform or methylene chloride, being converted to 9a-hydroxy derivatives. In the example of the 4-dimethylamino derivative, a stagewise mechanism has been shown for the process of one-electron oxidation of the thiazines, proceeding through the formation of a free-radical structure. The thiazinyl radicals have been found to be capable of one-electron redox reactions. A tendency of the thiazines to form 9a-derivatives has been noted.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1129–1134, August, 1992.
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