П 71 Превращения 8-замещенных тетразоло[1,5-a]пиразинов [] = Transformations of 8-substituted tetrazolo[1,5-a]pyrazines / П. А. Слепухин, Г. Л. Русинов, С. С. Деденева, В. Н. Чарушин> // Изв. АН. Сер. Химическая. - 2007. - № 2. - С. 334-338 : рис., табл. - Библиогр. : с. 338 (12 назв.) . - ISSN 0002-3353 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
R 30 Reactions of radicals generated from 1-ethyl-1,4-diazinium salts: Addition to the C-C triple bond versus dimerization [Text] / G. L. Rusinov, E. V. Verbitskiy, P. A. Slepukhin, O. N. Zabelina, M. I. Kodess, M. A. Ezhikova, V. N. Charushin, O. N. Chupakhin> // Heterocycles. - 2009. - Vol. 78, № 9. - P2315-2324 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Radical species generated from 5-aryl-substituted 1-ethyl-2,3-dicyano-1,4-diazinium salts by action of sodium iodide undergo dimerization into [2,2?]bipyrazinyl derivatives, as evidenced by NMR and X-ray crystallography data. The pyrazinyl radicals can also be involved into the addition reaction on the C-C triple bond, thus demonstrating a new synthetic route to modify the structure of pyrazines. The structures of E- and Z-isomers of 1-(1?,2?-dihydropyrazinyl-2?)-2-iodoethenes have been proved by 1H and 13C NMR spectroscopy and X-ray analysis |
T 82 Transformations of 8-substituted tetrazolo[1,5-a]pyrazines [Electronic resource] / P. A. Slepukhin, G. L. Rusinov, S. Dedeneva, V. N. Charushin> // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2007. - Vol. 56, № 2. - P345-350 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The reactions of 8-chlorotetrazolo[1,5-a]pyrazine with N-, O-, and S-nucleophiles involve the ipso substitution of the chlorine atom. Heating of this compound with benzotriazole or phenyltetrazole results in elimination of the nitrogen molecule from one of the tetrazole rings to form new annelated azapentalenes \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2007, 56 (2), 345.pdf |
R 30 Reactions of sigma(H)-adducts of 1-ethyl-1,4-diazinium salts with arylalkynes as a one-step approach to pyrrolo[1,2-a]pyrazine derivatives [Electronic resource] / E. V. Verbitskiy, P. A. Slepukhin, M. A. Ezhikova, M. I. Kodess, G. L. Rusinov, V. N. Charushin> // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2009. - Vol. 58, № 6. - P1291-1293 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: The O- and C-adducts of 5-aryl and 5-hetaryl-2,3-dicyano-1-ethylpyrazinium salts are hidden sources of ylides, which can be used for the cyclization with arylacetylenes giving rise to pyrrolo[1,2-a]pyrazines \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2009, 58 (6), 1291-1293.pdf |
R 30 Reactions of radicals generated from 1-ethyl-1,4-diazinium salts: addition to the C-C triple bond dimerization [Text] / G. L. Rusinov, E. V. Verbitskiy, P. A. Slepukhin, O. N. Zabelina, M. I. Kodess, M. A. Ezhikova, V. N. Charushin, O. N. Chupakhin> // Heterocycles : an International Journal for Reviews and communications in Heterocyclic Chemistry. - 2011. - V. 78, № 9. - P2315-2324 : граф., табл. - Библиогр.: с. 2323-2324 (32 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Radical species generated from 5-aryl-substituted 1-ethyl-2,3-dicyano-1,4-diazinium salts by action of sodium iodide undergo dimerization into [2,2']bipyrazinyl derivatives, as evidenced by NMR and X-ray crystallography data. The pyraziny! radicals can also be involved into the addition reaction on the C-C tziple bond, thus demonstrating a new synthetic route to modify the structure of pyrazines. The structures of E- and Z-isomers of 1-(1',2'-dihydropyrazinyl-2')-2-iodoethenes have been proved by 1H and 13C NMR spectroscopy and X-ray analysis. |
S 98 Synthesis and antitumor action of some pyrido[2,3-b]pyrazines [Electronic resource] / I. Ya. Postovskii, V. N. Charushin, G. A. Mokrushina, S. K. Kotovskaya, A. S. Barybin, O. N. Chupakhin, A. I. Chernyshev> // Pharmaceutical Chemistry Journal. - 1982. - Vol. 16, № 11. - P824-826. - Bibliogr. : p. 826 (9 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRIDO[2,3-B]PYRAZINES -- ANTITUMOR ACTIVITY \\\\expert2\\nbo\\Pharmaceutical Chemistry Journal\\1982, 16 (11), 824-826.pdf |
C 98 Cyclization of N-alkylazinium cations with binucleophiles. 8. Annellation of the imidazole ring with pyrazines and quinoxalines [Electronic resource] / V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, N. N. Vereshchagina, L. M. Naumova, N. N. Sorokin> // Chemistry of Heterocyclic Compounds. - 1983. - Vol. 19, № 12. - P1333-1338. - Bibliogr. : p. 1337-1338 (15 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRAZINIUM ION -- QUINOXALINIUM ION Аннотация: Monosubstituted and N,N′-disubstituted thioureas enter into cyclization with pyrazinium and quinoxalinium ion to form imidazo[4,5-b]-annellated pyrazines and quinoxalines \\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1983, v.19, N 12, p. 1333.pdf |
D 62 Direct fusion of a triazine to a pyrazine ring. Synthesis of derivatives of [1,2,4]triazino[5,6-b]quinoxaline [Electronic resource] / V. N. Charushin, V. G. Baklykov, O. N. Chupakhin, L. M. Naumova> // Chemistry of Heterocyclic Compounds. - 1984. - Vol. 20, № 9. - P1057-1058. - Bibliogr. : p. 1058 (2 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): TRIAZINES -- PYRAZINES \\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1984, v.20, N 9, p. 1057.pdf |
C 98 Cyclization of N-alkylammonium cations with bifunctional nucleophiles. 17. Annelation of imidazole and 1,2,4-triazine rings with pyrazines via the reactions of thiosemicarbazides with pyrazinium salts [Electronic resource] / V. G. Baklykov, V. N. Charushin, O. N. Chupakhin, N. N. Sorokin> // Chemistry of Heterocyclic Compounds. - 1985. - Vol. 21, № 7. - С. 798-804. - Bibliogr. : p. Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,4-DISUBSTITUTED THIOSEMICARBAZIES -- CYCLIZATION REACTIONS -- THIOSEMICARBAZIDES Аннотация: 1- and 4-mono- as well as 1,4-disubstituted thiosemicarbazies undergo cyclization reactions upon treatment with N-alkylpyrazinium and quinoxalinium salts to give N-aminosubstituted imidazo[4,5-b]pyrazines and imidazo[4,5-b]quinoxalines, respectively. Thiosemicarbazides containing substituents in the 2-position react with N-alkylquinoxaline salts to give 1,2,4-triazino[5,6-b]quinoxalines after cyclization. \\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1985, v.21, N 7, p. 798.pdf |
Q 32 Quaternization of pyrido[2,3-b]pyrazines: 1H and 13C NMR Study [Electronic resource] / O. N. Chupakhin, V. N. Charushin, A. I. Chernyshev, S. E. Esipov> // Magnetic Resonance in Chemistry. - 1985. - Vol. 23, № 6. - С. 437-441. - Bibliogr. : p. 441 (20 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): N-METHYLPYRIDO[2,3-B]PYRAZINIUM SALTS -- PYRIDO[2,3-b]PYRAZINES Аннотация: The structure of N-methylpyrido[2,3-b]pyrazinium salts has been examined by 1H and 13C NMR. 6-Dimethylamino- and 6-morpholino-pyrido[2,3-b]pyrazines were shown to undergo quaternization by methyl iodide at N-4 of the pyrazine ring, whereas the pyridine ring N-5 was the N-alkylation site in the reaction of unsubstituted pyrido[2,3-b]pyrazine with methyl iodide under the same conditions. The effects of quaternization on the 1H and 13C chemical shifts and the nJ(CH) values are discussed. \\\\expert2\\nbo\\Magnetic Resonance in Chemistry\\1985, v.23, N 6, p.437.pdf |
D 62 Direct arylalkenylation of furazano[3,4-b]pyrazines via a new C-H functionalization protocol [Electronic resource] / N. A. Kazin, Yu. A. Kvashnin, R. A. Irgashev, W. Dehaen, G. L. Rusinov, V. N. Charushin> // Tetrahedron Letters. - 2015. - Vol. 56, № 14. - С. 1865-1869. - Bibliogr. : p. 1869 (20 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): NUCLEOPHILIC-SUBSTITUTION -- DERIVATIVES -- HYDROGEN Аннотация: 6-Styryl-5-(het)arylfurazano[3,4-b]pyrazines have been obtained by novel C-H functionalization, which is a particular case of the nucleophilic substitution of hydrogen (S-N(H)). The process is initiated by the Michael addition of morpholine at the C=C double bond of beta-nitrostyrenes, and the subsequent addition of the generated carbanion to C-6 of 5-(het)arylfurazano[3,4-b]pyrazines, followed by elimination of nitrous acid and morpholine. It has been shown that in this case, only beta-nitrostyrenes bearing electron-rich substituents on the aromatic ring are involved in arylalkenylation of furazano[3,4-b]pyrazines \\\\expert2\\nbo\\Tetrahedron Letters\\2015, v. 56, p. 1865.pdf |
S 98 Synthesis, antimycobacterial and antifungal evaluation of some new 1-ethyl-5-(hetero)aryl-6-styryl-1,6-dihydropyrazine-2,3-dicarbonitriles [Electronic resource] / E. V. Verbitskiy, P. A. Slepukhin, M. A. Kravchenko, S. N. Skornyakov, N. P. Evstigneeva, N. V. Kungurov, N. V. Zil'berberg, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin> // Bioorganic and Medicinal Chemistry Letters. - 2015. - Vol. 25, № 3. - С. 524-528. - Bibliogr. : p. 528 (16 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRAZINES -- ANTITUBERCULOSIS ACTIVITY -- PETASIS REACTION Аннотация: The Petasis reaction of 6-hydroxy adducts of 1-alkyl-2,3-dicyano-5-arylpyrazinium salts with trans-styrylboronic acids proved to proceed smoothly at room temperature to give the corresponding 5-(hetero)aryl-6-styryl substituted 1,6-dihydropyrazine derivatives. Also it has been found that C(6) unsubstituted 1,6-dihydro- or 1,4,5,6-tetrahydropyrazine derivatives can be easy prepared in high yields from the corresponding pyrazinium salts by reduction with triethylsilane. All synthesized compounds were screened in vitro for their antifungal activities against seven pathogenic fungal strains and antimycobacterial activities against Mycobacterium tuberculosis H(37)Rv, avium, terrae and multi-drug-resistant strains isolated from tuberculosis patients in the Ural region (Russia) \\\\expert2\\nbo\\Bioorganic and Medicinal Chemistry Letters\\2015, v. 25, p. 524.pdf |
A 10 A facile, metal-free, oxidative coupling of new 6-(hetero)aryl-[1,2,5]oxadiazolo[3,4-b]pyrazines with pyrroles, indoles and carbazoles. / Yu. A. Kvashnin, N. A. Kazin, E. V. Verbitskiy, T. S. Svalova, A. V. Ivanova, A. Kozitsina, P. A. Slepukhin, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin> // ARKIVOC. - 2016. - Vol. V. - С. 279-300. - Bibliogr. : p. 297-300 (45 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRAZINES -- PYRROLES -- INDOLES \\\\expert2\\NBO\\ARKIVOC\\2016, p.279-300.pdf |
S 98 Synthesis and Antitubercular Evaluation on Novel 1-Ethyl-5-(hetero)aryl- 1,6-dihydropyrazine-2,3-dicarbonitriles and 3-Cyano-1-ethyl-5-(hetero) aryl-2(1H)-pyrazinones / M. A. Kravchenko, E. V. Verbitskiy, S. N. Skornyakov, P. A. Slepukhin, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin> // Anti-Infective Agents. - 2016. - Vol. 14, № 2. - С. 139-144 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRAZINES -- ANTITUBERCULOSIS ACTIVITY -- 2(1H)-PYRAZINONE Аннотация: A simple method based on hydrolysis of 2,3-dicyanopyrazinium salts has been used for the synthesis of the corresponding 5-(hetero)aryl-3-cyano-1-ethyl-2(1H)-pyrazinones. Also, the series of novel 1-ethyl-5-(hetero)aryl-1,6-dihydropyrazine-2,3-dicarbonitriles have been obtained through reduction of the same pyrazinium salts with triethylsilane. The obtained compounds proved to be active in micromolar concentrations in vitro against Mycobacterium tuberculosis H37Rv, Mycobacterium avium, Mycobacterium terrae, as well as against rifampicin and isoniazid-resistance strains of Mycobacterium tuberculosis. The data for acute in vivo toxicity in mice have been obtained for these compounds which appear to be promising antitubercular agents |
Synthesis and antitumor action of some pyrido[2,3-B]pyrazines / I. Ya. Postovskii, V. N. Charushin, G. A. Mokrushina [et al.]> // Pharmaceutical Chemistry Journal. - 1983. - Vol. 16, № 11. - P824-826 Рубрики: ХИМИЧЕСКИЕ НАУКИ |