Benzimidazole ribonucleosides: Observation of an unexpected nitration when performing non-aqueous diazotizations with t-butyl nitrite

Mild, non-acidic conditions used in the non-aqueous diazotization of a 2-aminobenzimidazole nucleoside with t-butyl nitrite gave an unexpected 4-nitrobenzimidazol-2-one nucleoside which was not formed when primary alkyl nitrites were used. The isolated compounds were evaluated for activity against h...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 1992, Vol.2 (9), p.1105-1110
Main Authors: Devivar, Rodrigo V., Drach, John C., Townsend, Leroy B.
Format: Article
Language:English
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Summary:Mild, non-acidic conditions used in the non-aqueous diazotization of a 2-aminobenzimidazole nucleoside with t-butyl nitrite gave an unexpected 4-nitrobenzimidazol-2-one nucleoside which was not formed when primary alkyl nitrites were used. The isolated compounds were evaluated for activity against herpesviruses and for cytotoxicity against human foreskin fibroblast cells. Graphic
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(00)80628-9