C 47 Charushin, V. N. 1,2,4-Triazines and their Benzo Derivatives [] : монография / V. N. Charushin, V. L. Rusinov, O. N. Chupakhin // Comprehensive Heterocyclic Chemistry III : Elsevier : Oxford, 2008. - Vol. 9. - 95-196. Рубрики: ХИМИЧЕСКИЕ НАУКИ |
A 99 Azolo[5,1-c]-1,2,4-triazines as a new class of antiviral compounds [Electronic resource] / V. L. Rusinov, E. N. Ulomskii, V. N. Charushin, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2008. - Vol. 57, № 5. - P985-1014 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Synthetic methods, reactivity, and the properties of a new class of antiviral compounds, pyrazolo-, imidazo-, 1,2,4-triazolo[5,1-c]-1,2,4-triazinones, tetrazolo[5,1-b]-1,2,4-triazinones, and azoloannulated amino-1,2,4-triazines having structural similarity with biogenic purines and capable of mimicking them in metabolic processes are considered \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2008, 57 (5), 985.pdf |
A 62 Antiviral Properties, Metabolism, and Pharmacokinetics of a Novel Azolo-1,2,4-Triazine-Derived Inhibitor of Influenza A and B Virus Replication [Text] / I. L. Karpenko, S. L. Deev, O. I. Kiselev, V. N. Charushin, V. L. Rusinov, E. N. Ulomskii, E. G. Deeva, O. N. Chupakhin // Antimicrobial Agents and Chemotherapy. - 2010. - Vol. 54, № 5. - P2017-2022 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Influenza viruses of types A and B cause periodic pandemics in the human population. The antiviral drugs approved to combat influenza virus infections are currently limited. We have investigated an effective novel inhibitor of human influenza A and B viruses, triazavirine {2-methylthio-6-nitro-1,2,4-triazolo[5,1-c]-1,2,4-triazine-7(4I)-one} (TZV). TZV suppressed the replication of influenza virus in cell culture and in chicken chorioallantoic membranes, and it protected mice from death caused by type A and B influenza viruses. TZV was also effective against a rimantadine-resistant influenza virus strain and against avian influenza A virus H5N1 strains. The pharmacokinetic parameters and bioavailability of TZV were calculated after the administration of TZV to rabbits. The TZV metabolite AMTZV {2-methylthio-6-amino-1,2,4-triazolo[5,1-s]-1,2,4-triazin(e)-7(4I)-one} was discovered in IAK 293T and Huh7 cell cultures, a liver homogenate, and rabbit blood after intragastric administration of TZV. AMTZV was nontoxic and inactive as an inhibitor of influenza virus in cell culture. Most likely, this metabolite is a product of TZV elimination \\\\expert2\\nbo\\Antimicrobal Agents and Chemotherapy\\2010. V. 54, N 5. P. 2017-2022.pdf |
T 44 The C-C coupling of ferrocenes with electron-deficlent azaaromatics - a new route for construction of heterocyclic ligands and complexes [] / O. N. Chupakhin, I. S. Kovalev, I. A. Utepova, V. L. Rusinov, V. N. Charushin // 20-th International Congress of Heterocyclic Chemistry, Palermo, July 31-August 5, 2005 : book of abstracts . - Palermo, Italy, 2005. - С. 507. - Библиогр.: с. 507 (3 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
T 80 Toxicity of Triazavirin, a Novel Russian Antiinfluenza chemotherapeutic [Электронный ресурс] / S. A. Loginova, S. V. Borisevich, V. L. Rusinov, E. N. Ulomskii, V. N. Charushin, O. N. Chupakhin // Antibiotiki i Khimioterapiya . - 2012. - Vol.57, №11-12. - 8-10. Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): MICE -- TOXICITY -- TRIAZAVIRIN Аннотация: The study of the toxicity of triazavirin, a new antiinfluenza agent, showed that the maximum concentration of the drug, inducing no microscopically visible changes in the structure of the monolayer and the cells of the MDCK and SKEV cell cultures, was 128 and 100 mcg/ml respectively. The maximum drug dose for single intraperitoneal administration inducing no signs of acute intoxication in albino mice weighing 10-12 g was 1000 mg/kg. In investigation of the chronic toxicity it was shown that oral administration of the drug (by 0.05 ml) to the albino mice in a dose of 200 mg/kg (maximum possible concentration by the solubility) daily for 10 days was well tolerated by the laboratory animals. The maximum tolerable dose of triazavirin for the albino mice was >200 mg/kg. |
A 10 A new antiviral drug triazavirin: Results of phase II clinical trial [Электронный ресурс] / O. I. Kiselev, E. G. Deyeva, T. I. Melnicova, K. N. Kozeletskaia, A. S. Klselev, V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Voprosy Virusologii . - 2012. - Vol.57, №6. - P9-12 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): CLINICAL TRIAL -- EFFICACY -- INFLUENZA Аннотация: The results of the clinical trial testing the efficacy of a new anti-influenza drug Triazavirin are presented in this work. The data of the trial were gathered during the 2010 influenza season. The treatment with oral Triazavirin significantly reduced the duration of the main clinical symptoms of influenza (intoxication, fever, respiratory symptoms), decreased the incidence of the influenza-related complications and the use of symptomatic drugs. The re-isolation rate of the influenza A and B viruses was significantly lower in the patients who were using Triazavirin. The analysis of the clinical data showed that the optimal prescribed dosage was 250 mg 3 times a day. -------------------------------------------------------------------------------- Reaxys Database Information| |
T 86 Triazaverin prophylactic efficacy against influenza virus A (H5N1) [Электронный ресурс] / S. Ya. Loginova, S. V. Borisevich, B. A. Maksimov, V. P. Bondarev, S. K. Kotovskaya, V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Antibiotiki i Khimioterapiya . - 2010. - Vol.55, №9-10. - P25-28 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ANTIVIRAL EFFICACY -- INFLUENZA VIRUS A -- PROPHYLAXIS Аннотация: The experimental study of the prophylactic efficacy of Triazaverin against the experimental form of the influenza virus A (H5N1) on albino mice intranasally infected with the influenza virus A/Chicken/Kurgan/Russia/02/05 vs. the reference drugs Tamiflu ®, Remantadin and Arbidol ® showed that in doses of 1 to 100 mg/kg it was efficient in the animal protection from death. The drug was also efficient in the urgent prophylaxis. Triazaverin effectively inhibited the influenza A virus multiplication in the lungs of the albino mice |
A 62 Antiviral properties, metabolism, and pharmacokinetics of a novel azolo-1,2,4-triazine-derived inhibitor of influenza A and B virus replication [Электронный ресурс] / I. L. Karpenko, S. L. Deev, O. I. Kiselev, V. N. Charushin, V. L. Rusinov, E. N. Ulomskii, E. G. Deeva, M. K. Kukhanova // Antimicrobial Agents and Chemotherapy . - 2010. - Vol.54, №5. - P2017-2022 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ANIMAL CELL -- ANIMAL EXPERIMENT -- ANTIVIRAL ACTIVITY Аннотация: Influenza viruses of types A and B cause periodic pandemics in the human population. The antiviral drugs approved to combat influenza virus infections are currently limited. We have investigated an effective novel inhibitor of human influenza A and B viruses, triazavirine {2-methylthio-6-nitro-1,2,4- triazolo[5,1-c]-1,2,4-triazine-7(4Í)-one} (TZV). TZV suppressed the replication of influenza virus in cell culture and in chicken chorioallantoic membranes, and it protected mice from death caused by type A and B influenza viruses. TZV was also effective against a rimantadine-resistant influenza virus strain and against avian influenza A virus H5N1 strains. The pharmacokinetic parameters and bioavailability of TZV were calculated after the administration of TZV to rabbits. The TZV metabolite AMTZV {2-methylthio-6-amino-1,2,4- triazolo[5,1-s]-1,2,4-triazin(e)-7(4Í)-one} was discovered inÍÅK 293T and Huh7 cell cultures, a liver homogenate, and rabbit blood after intragastric administration of TZV. AMTZV was nontoxic and inactive as an inhibitor of influenza virus in cell culture. Most likely, this metabolite is a product of TZV elimination |
I-70 Investigation of triazavirin antiviral activity against influenza A virus (H5N1) in cell culture [Электронный ресурс] / S. Ya. Loginova, S. V. Borisevich, V. A. Maksimov, V. P. Bondarev, S. K. Kotovskaya, V. L. Rusinov, V. N. Charushin // Antibiotiki i Khimioterapiya . - 2007. - Vol.52, №11-12. - P18-20 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ANTIVIRAL ACTIVITY -- ARBIDOL -- INFLUENZA Аннотация: Analysis of triazavirin efficacy with respect to influenza A virus (H5N1) in sensitive cell culture MDSK vs. effective antigrippe drugs, such as tamiflu, remantadin and arbidol showed that triazavirin in a wide range of the concentrations was efficient in inhibition of the virus cytopathic activity and formation of the specific hemagglutinin |
2-Azido-5-nitropyrimidine: Synthesis, Molecular Structure, and Reactions with N-, O-, and S-Nucleophiles [Electronic resource] / E. B. Gorbunov, R. K. Novikova, P. V. Plekhanov, P. A. Slepukhin, G. L. Rusinov, V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №5. - P765-775. - Библиогр.: с. 775 (13 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHESIS -- 2-AZIDO-5-NITROPYRIMIDINE -- AZIDO-TETRAZOLE TAUTOMERISM Аннотация: We describe the synthesis of 2-azido-5-nitropyrimidine and its azido-tetrazole tautomerism in various solvents and in the crystalline state. It was established that on interacting with N-nucleophiles the attack occurred at the C-2 carbon atom. The O- and S-nucleophiles attacked C-4 position of pyrimidine ring, resulting in tetrazole ring closure \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 5, p. 765-775.pdf |
C 76 Convenient synthesis of building-blocks for pyridine/piperidine-decorated crown ethers [Electronic resource] / M. B. Nawrozkij, E. B. Gorbunov, V. L. Rusinov, V. N. Charushin // Macroheterocycles . - 2014. - Vol.7, №1. - С. 18-22. - Bibliogr. : p. 22 (19 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2-VYNYLPYRIDINE -- EPOXIDATION -- HYDROXYLATION Аннотация: A convenient way to 1-(pyridin-2-yl)ethan-1,2-diol, 2-(oxiran-2-yl)pyridine and two diastereomeric forms of 1-(piperidin- 2-yl)ethan-1,2-diol, valuable building-blocks for the synthesis of functionalized crown ethers, has been developed. It is based on the Wagner oxidation or NBS-mediated epoxydation of 2-vinylpyridine, and the Schwenk-Papa reduction of 1-(pyridin-2-yl)ethan-1,2-diol, accompanied by fractional crystallization of a diastereo-meric mixture of the target product \\\\expert2\\NBO\\Macroheterocycles\\2014.7.1.18-22.pdf |
R 95 Rusinov, V. L. Fluorinated Triazines / V. L. Rusinov, E. V. Nosova, V. N. Charushin // Fluorine in Heterocyclic Chemistry : Издательство "Springer", 2014. - Vol. 2. - С. 673-716. - Bibliogr. : p. 715-716 (119 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): SYNTHETIC ROUTES -- 1,2,3-TRIAZINES -- 1,2,4-TRIAZINES -- 1,3,5-TRIAZINES Аннотация: In this chapter data on structure, synthetic routes, reactivity of derivatives of 1,2,3-triazines, 1,2,4-triazines and 1,3,5-triazines − bearing one or several fluorine atoms in heterocyclic ring as well as trifluoromethyl substituted triazines are considered and analyzed, and also their certain representatives are discussed |
O-72 Organolithium compounds in the nucleophilic substitution of hydrogen in arenes and hetarenes [Electronic resource] / I. S. Kovalev, D. S. Kopchuk, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Russian Chemical Reviews. - 2015. - Vol. 84, № 12. - С. 1191-1225. - Bibliogr. : p. 1224-1225 (237 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): NUCLEOPHILIC SUBSTITUTION -- HYDROGEN -- ARENES AND HETARENES Аннотация: The review considers the most typical examples of the direct non-activated non-catalytic C–C bond formation in arenes and their metal complexes activated by electron-withdrawing substituents in the aromatic nucleus and in hetarenes (azines and their N-oxides, porphyrins, etc.) upon the reactions with aliphatic and (hetero)aromatic (hetero)organolithium nucleophiles. Particular attention is given to the direct introduction of nitroxide radicals and (hetero)organic moieties into mono-, di- and triazines and their N-oxides. The influence of the structures of the (hetero)aromatic substrate and the (hetero)organolithium nucleophile on the reaction pathway and rate and on the structure of the reaction product is analyzed. \\\\expert2\\nbo\\Russian Chemical Reviews\\2015, V.84, N12, p. 1191-1225.pdf |
D 62 Direct Modification of Quercetin by 6-Nitroazolo[1,5-a]Pyrimidines [Electronic resource] / E. B. Gorbunov, G. L. Rusinov, E. N. Ulomskii, O. S. Eltsov, V. L. Rusinov, V. G. Kartsev, V. N. Charushin, I. A. Khalymbadzha, O. N. Chupakhin // Chemistry of Natural Compounds. - 2016. - Vol. 52, № 4. - С. 708-710 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): DERIVATIVES -- INHIBITORS -- ANALOGS |
C 10 C-H functionalization of triazolo[a]-annulated 8-azapurines [Electronic resource] / E. B. Gorbunov, G. L. Rusinov, E. N. Ulomskii, V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Tetrahedron Letters. - 2016. - Vol. 57, № 21. - С. 2303-2305 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): FUSED PYRIMIDINES -- C-H FUNCTIONALIZATION -- 8-AZAPURINES Аннотация: Direct C-H functionalization of triazolo[a]-annulated 8-azapurines with phenol ethers or thiophene has been performed using the oxidative nucleophilic displacement of a hydrogen on the pyrimidine ring, proceeding through the intermediacy of the corresponding sigma(H)-adducts. \\\\expert2\\NBO\\Tetrahedron Letters\\2016, v. 57, p. 2303.pdf |
C 57 Chupakhin, O. N. Scientific foundations for the creation of antiviral and antibacterial preparations [Electronic resource] / O. N. Chupakhin, V. N. Charushin, V. L. Rusinov // Herald of the Russian Academy of Sciences. - 2016. - Vol. 86, № 3. - С. 206-212 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIAZIDE AND AZOLOAZINE DERIVATIVES -- TRIAZAVIRIN -- PROTEIN DISULFIDE ISOMERASE Аннотация: The results of the Ural scientific school's organic chemists on the creation of antiviral and antibacterial, including antitubercular, chemopreparations are considered. Basic research data were generalized on the synthesis and study of antiviral activity and the establishment of the metabolism and mechanism of azoloazine series compounds-azaanalogs of adenine and guanine, as well as their nucleosides, which led to the creation of a new family of antiviral substances. One of them, triazavirin, has become a regular therapeutic fixture as an antiflu preparation. The results of synthetic and biological studies on substituted pyrimidines, nucleosides of the benzimidazole and purine series, and other biologically active azaheterocycles are also discussed. \\\\expert2\\NBO\\Herald of the Russian Academy of Sciences\\2016. V. 86, N 3. P. 206-212.pdf |
S 98 Synthesis and Evaluation of Novel [1,2,4]Triazolo[5,1-c][1,2,4]-triazines and Pyrazolo[5,1-c][1,2,4]triazines as Potential Antidiabetic Agents / V. L. Rusinov, I. M. Sapozhnikova, A. M. Bliznik, O. N. Chupakhin, V. N. Charushin, A. A. Spasov, P. M. Vassiliev, V. A. Kuznetsova, A. I. Rashchenko, D. A. Babkov // Archiv der Pharmazie. - 2017. - Vol. 350, № 5. - Pe1600361-[1]-e1600361-[15] Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ANTIDIABETIC AGENTS -- ANTIGLYCATION -- AZOLOTRIAZINES -- CROSS-LINK BREAKERS -- DIABETES MELLITUS -- DIPEPTIDYL PEPTIDASE-4 INHIBITORS Аннотация: Inhibition of the dipeptidyl peptidase-4 (DPP4) enzyme activity and prevention of advanced glycation end (AGE) products formation represents a reliable approach to achieve control over hyperglycemia and the associated pathogenesis of diabetic vascular complications. In the frames of this research study, several triazolo- and pyrazolotriazines were synthesized and evaluated as inhibitors of AGE products formation, DPP4, glycogen phosphorylase and α-glucosidase activities, as well as AGE cross-link breakers. From the two considered classes of heterocyclic compounds, the pyrazolotriazines showed the highest potency as antiglycating agents and DPP4 inhibitors. Structure–activity relationships (SAR) for these compounds, which can be considered as potential drugs for the treatment of type 2 diabetes, were evaluated. \\\\Expert2\\NBO\\Archiv der Pharmazie\\2017 V 350 P.pdf |
R 95 Rusinov, V. L. Scientific basis for development of antiviral drugs / V. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Experimental and Computational Biomedicine. Russian Conference with International Participation in memory of Professor Vladimir S. Markhasin: Abstract book. - 2016. - P13 Рубрики: ХИМИЧЕСКИЕ НАУКИ \\\\Expert2\\NBO\\статьи из сборников\\Experimental and Computational Biomedicine 2016. - P. 13.pdf |
R 95 Rusinov, V. L. Biologically active azolo-1,2,4-triazines and azolopyrimidines / V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Russian chemical bulletin. - 2018. - Vol. 67, № 4. - P573-599 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
P 91 Preparation of monoethanolamine and 5-phenyl-2,2-bipyridine derivatives and their subsequent tosylation reactions / D. S. Kopchuk, I. S. Kovalev, S. Santra, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Современные синтетические методологии для создания лекарственных препаратов и функциональных материалов (MOSM2018): вторая международная научно-практическая конференция : материалы и доклады. - Екатеринбург, 2019. - С. 233 Рубрики: ХИМИЧЕСКИЕ НАУКИ |