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Synthesis of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines and investigation of their fungistatic activity. 2022
Anna V Korotina, and
Svetlana G Tolshchina, and
Rashida I Ishmetova, and
Natalya P Evstigneeva, and
Natalya A Gerasimova, and
Natalya V Zilberberg, and
Nikolay V Kungurov, and
Gennady L Rusinov, and
Oleg N Chupakhin, and
Valery N Charushin
Laboratory of Heterocyclic Compounds, Postovsky Institute of Organic Synthesis, Russian Academy of Sciences, Ural Branch, S. Kovalevskaya str. 22/20, Yekaterinburg, 620108, Russian Federation.
A series of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines has been synthesized through oxidation reaction of the corresponding 3,6-disubstituted 1,2,4,5-tetrazines bearing amidine fragments. It is shown that the heterocyclic systems obtained can be modified easily at C(3) position in the reactions with aliphatic alcohols and amines. Also, the reactivity of [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines towards CH-active compounds has been studied. The obtained triazolo[1,5-b]annulated 1,2,4,5-tetrazines proved to be active in micromolar concentrations in vitro against filamentous anthropophilic and zooanthropophilic dermatophyte fungi (Trichophyton, Microsporum and Epidermofiton), which cause skin and its appendages (hair, nails) diseases.
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