Alkyl triazeno uracil compounds and method of preparation thereo

Details Alkyl triazeno uracil compounds and method of preparation thereo Alkyl triazeno uracil compounds and method of preparation thereo

1975-10-20

1978-05-30

Warren, Charles F.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260141, 424226, C07C11500

Patent

active

040923053

ABSTRACT:
5-ALKYL TRIAZENO URACIL COMPOUNDS AND DERIVATIVES THEREOF WERE SYNTHESIZED BY REACTING AN ALKYL AMINE SUCH AS DIMETHYLAMINE WITH A METHONAL ADDUCT OF 5-DIAZOURACIL AND NUCLEOSIDES THEREOF, UNDER STRINGENT REACTION CONDITIONS TO YIELD THE DESIRED COMPOUNDS. These alkyl triazeno uracil compounds have the structure ##STR1## wherein R is hydrogen or a carbohydrate group, particularly a pentose or hexose monosaccaride such as ribose, arabinose, glucose, and the like, and R' and R" are lower alkyl groups having one to four carbon atoms and wherein R' and R" may be the same or different alkyl groups. The compounds of this invention have been found especially effective as antibacterial and antifungal agents and in inhibiting carcinoma growth in animal tissue.

REFERENCES:
patent: 3162571 (1964-12-01), Adams et al.
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patent: 3649613 (1972-03-01), Krauth et al.
patent: 3741951 (1973-06-01), Hess et al.
patent: 3956262 (1976-05-01), Heyes et al.
Thurber et al., "A Structural Study of 5-Diazouracil, 5-Diazouridine and 5-Diazo-2-Deoxyuridine by PMR Spectroscopy and A Discussion of Certain Reactions in View of the Revised Structures." Aug. 23-27, 1971, Third International Congress of Heterocyclic Chemistry.
Shealy et al., "Imidazoles I Coupling Reactions of 5-Diazoimidazole-4-carboxamide", Journal of Organic Chemistry, vol. 27, 1962, 2150-2154.
Thurber et al., J. Hetero Chem. vol. 9, Jun., 1972, 629-636.

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