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The redox transformations and nucleophilic replacements as possible metabolic reactions of the drug “Triazaverin”. The chemical modeling of the metabolic processes

N. R. Medvedeva, I. S. Sapozhnikova, V. L. Rusinov, E. N. Ulomsky


As a model of metabolic transformations of antiviral drug “Triazaverin” and its analogues‑2-alkylthio‑6-nitro‑1,2,4-triazolo[5,1-c][1,2,4]triazine‑7-ones 1a-d examined the oxidation of alkylthio groups to the corresponding sulfoxides 2a-d and sulfones 3a-d, as well as the process of nucleophilic substitution sulfonyloxy group of cysteine and cysteamine with the formation of compounds 5 and 6.


biological active compounds; heterocycles; triazine; Triazaverin; antiviral drug

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Rusinov VL, Ulomskii ЕN, Chupakhin ОN, Charushin VN. Azolo[5,1-c]-1,2,4-triazines as a new class of antiviral compounds. Russ Chem Bull, Int Ed. 2008;57(5):985–1014. doi:10.1007/s11172–008–0130–8

Karpenko I, Deev S, Kiselev O, Charushin V, Rusinov V, Ulomsky E, Deeva E, Yanvarev D, Ivanov A, Smirnova O, Kochetkov S, Chupakhin O, Kukhanova M. Antiviral properties, metabolism, and pharmacokinetics of a novel azolo-1,2,4-triazine-derived inhibitor of influenza A and B virus replication. Antimicrob Agents Chemother. 2010;54(5):2017–22. doi:10.1128/AAC.01186–09

Denicola A, Radi R. Peroxynitrite and drug-dependent toxicity. Toxicology. 2005;208(2):273–88. doi:10.1016/j.tox.2004.11.023

Liu J., Dang Q., Wei Z., Zhang H., Bai X. Parallel solution-phase synthesis of a 2,6,8,9-tetrasubstituted purine library via a sulfur intermediate. J Comb Chem. 2005;7(4):627–36. doi:10.1021/cc049819p

Rusinov VL, Ulomskii ЕN, Chupakhin ОN, Petrov АYu, Sharonov ЕА. Nitroazines. 9. Characteristic features of nucleophilic substitution of the nitro group in dihydroazolo[5,1-c] [1,2,4]triazines. Chem Heterocycl Compd. 1989;25(2):209–13. doi:10.1007/BF00479921


Copyright (c) 2015 N. R. Medvedeva, I. S. Sapozhnikova, V. L. Rusinov, E. N. Ulomsky

© Chimica Techno Acta, 2014-2018
ISSN 2411-1414 (Online), ISSN 2409-5613 (Print)

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