C 51 Chemistry of O- and C-adducts derived from 1,4-diazinium salts: the use of tetrahydropyrazines in the synthesis of condensed systems [Electronic resource] / G. L. Rusinov, P. A. Slepukhin, V. N. Charushin, O. A. Dyachenko, O. N. Kazheva, A. N. Chekhlov, E. V. Verbitskiy, M. I. Kodess, O. N. Chupakhin // Mendeleev Communications. - 2006. - Vol. 16, № 1. - P26-29 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 1-Ethyl-2,3-dicyano-5-nitromethyl-6-methoxy-1,4,5,6-tetrahydropyrazine reacts with N-methylquinoxalinium iodide in the presence of triethylamine to form octahydro-2,4a,5,10-tetraazabenzo[b]fluorene-3,4-dicarbonitrile, while our attempts to obtain similar polycyclic products from stereoisomeric 5-(S)- and 5-(R)-(1`-nitroprop-1`-yl)-6-methoxy-1,4,5,6-tetrahydropyrazines derived from the reaction of 1-nitropropane with 2,3-dicyano-5,6-dimethoxy-1-ethyl-1,4,5,6-tetrahydropyrazine. \\\\Expert2\\nbo\\Mendeleev Communications\\2006, v.1, p.26.pdf |
C 98 Cyclization of N-alkylazinium cations with bifunctional nucleophiles. 22. Crystal and molecular structure of tetrahydroquinoxaline condensed with the six-membered 1,3,4-thiadiazine ring [Electronic resource] / D. S. Yufit, Yu. T. Struchkov, V. N. Drozd, V. N. Charushin, V. G. Baklykov, O. N. Chupakhin // Chemistry of Heterocyclic Compounds. - 1987. - Vol. 23, № 5. - С. 583-587. - Bibliogr. : p. 587 (19 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): X-RAY DIFFRACTION -- HYDROGENS -- TETRAHYDROPYRAZINE Аннотация: X-ray diffraction examination of 4-acetyl-10-methyl-2-phenyl-1,4,4a,5,10,10a-hexahydro-1,3,4-thiadiazino[5,6-b]quinoxaline has shown that the 4a-H and 10a-H hydrogens attached to the carbon atoms common to both heterocycles are cis-oriented, as in the annelation of five-membered heterocycles to the tetrahydropyrazine ring, but in this case the torsion angle H(4a)C(4a)C(10a)H(10a) is much greater, having a value of 60‡ \\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\1987, v.23, N 5, p. 583.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 |