R 44 Replacement of dimethylpyrazolyl group in 1,2,4,5-tetrazines by aliphatic alcohols and water [Electronic resource] / R. I. Ishmetova, N. I. Latosh, I. N. Ganebnuikh, N. K. Ignatenko, S. G. Tolshchina, G. L. Rusinov // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2009. - Vol. 45, № 7. - P1102-1107 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Reactions of 3,6-bis(4-R-3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazines and 3-amino-6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazines with aliphatic alcohols and water in the presence of a base involved replacement of the dimethylpyrazolyl group and resulted in the formation of mono- and dialkoxy-1,2,4,5-tetrazines and 6-substituted 3-hydroxy-1,2,4,5-tetrazines. Dissociation constants of the latter were determined by potentiometric titration. \\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2009, 45 (7), 1102.pdf |
Z 99 [4+2] Cycloaddition reactions of 1,2,4,5-tetrazines with allylcarboranes [Electronic resource] / G. L. Rusinov, R. I. Ishmetova, S. G. Tolshchina, N. K. Ignatenko, I. N. Ganebnuikh, P. A. Slepukhin, V. A. Ol'shevskaya, V. N. Kalinin, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2010. - Vol. 59, № 1. - P116-121 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): ALLYLCARBORANES -- PYRIDAZINES -- [4+2] CYCLOADDITION???? Аннотация: The [4+2] cycloaddition reactions of 3,6-disubstituted 1,2,4,5-tetrazines with 9-allyl-1,7-,9-allyl-1,2-dicarba-closo-dodecaboranes and 1-allyl-2-isopropyl-1,2-dicarba-closo-dodecab-orane have been studied. The pyridazines containing carborane cage have been synthesized for the first time \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2009, 59 (1), 116-121.pdf |
S 90 Studyng of stability of polyoxometalate Mo132 in reactions of oxidation with oxyden and hydrogen peroxide [Text] / S. Y. Men'shikov, A. A. Ostroushko, S. G. Tolshchina, V. A. Vazhenin, Yu. V. Mikushina, V. Yu. Korotaev // II Международная конф. "Техническая химия. От теории к практике", посвящ. 25-лет. со дня основания Ин-та. техн. химии УрО РАН, Пермь, 17-21 мая 2010 г. : сб. статей . - Пермь, 2010. - Т. 3. - P164-169 : рис., табл. - Библиогр.: с. 169 (4 назв.) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
S 98 Synthesis of 5-trifluoromethylpyrazol-1-yl-substituted 1,2,4,5-tetrazines [Electronic resource] / S. G. Tolshchina, N. K. Ignatenko, P. A. Slepukhin, R. I. Ishmetova, G. L. Rusinov // Chemistry of Heterocyclic Compounds. - 2010. - Vol. 46, № 6. - P691-698 : рис., табл. Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 5-HYDROXY-5-TRIFLUOROMETHYLPYRAZOLINES -- 1,2,4,5-TETRAZINES -- 1,1,1-TRIFLUORO-2,4-PENTANEDIONE Аннотация: Previously unknown products of the cyclocondensation of 1,1,1-trifluoro-2,4-pentanedione with triaminoguanidine and hydrazine derivatives of 1,2,4,5-tetrazine have been obtained. 5-Hydroxy-5-trifluoromethylpyrazoline substituents formed on the tetrazine ring were dehydrated under the action of trifluoroacetic anhydride. A comparison has been carried out of the reactivity of 5-trifluoromethylpyrazolyl-substituted 1,2,4,5-tetrazines and their unfluorinated analogs in nucleophilic substitution and [4 + 2] cycloaddition reactions \\\\Expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2010, v.46, N 6, p.691-698.pdf |
E 43 Electrochemical sensor based on metal-containing receptors for urea measurements [Text] : доклад, тезисы доклада / A. Kozitsina [и др.] // International Congress on Analytical Sciences "ICAS - 2006",M., June 25-30 2006 : book of abstracts. - М., 2006. - Vol. 1. - P291 : табл. - Bibliogr. : p. 291 (1 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ |
R 30 Reactions of 3,6-bis(3,5-dimethyl-4-r-pyrazol-1-yl)-1,2,4,5-tetrazines with indole and 1,3,3-trimethyl-2-methyleneindoline [Text] / R. I. Ishmetova, N. K. Ignatenko, I. N. Ganebnuikh, S. G. Tolshchina, P. A. Slepukhin, G. L. Rusinov // Heterocycles. - 2011. - Vol. 83, № 6. - P1363-1370 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: It has been found that 3,6-bis(3,5-dimethyl-4-R-pyrazol-1-yl)-1,2,4,5-tetrazines react with indole and 1,3,3-trimethyl-2-methyleneindoline to give pyridazines as [4+2]cycloaddition products. 1,3,3-Trimethyl-2-methyleneindoline has been shown to act as C-nucleophile in the substitution of pyrazolyl group as well as in the reactions of tetrazine ring expansion in [1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine derivatives |
U 62 Unusual Expansion of the 1,2,4,5-Tetrazine Ring in [1,2,4]Triazolo[4,3-b]-[1,2,4,5]tetrazines Leading to [1,2,4,6]Tetrazepine Systems [Text] / I. N. Ganebnuikh, S. G. Tolshchina, R. I. Ishmetova, N. K. Ignatenko, P. A. Slepukhin, G. L. Rusinov, V. N. Charushin // European Journal of Organic Chemistry. - 2011. - № 12. - P2309-2318. - Bibliogr. : p. 2318 (22 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Expansion of the tetrazine ring has first been found to occur when [1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines were allowed to react with CH-active compounds in acetonitrile in the presence of triethylamine to give the unexpected series of 8,9-dihydro-7H-[1,2,4]-triazolo[4,3-b][1,2,4,6] tetrazepine derivatives \\\\Expert2\\nbo\\European Journal of Organic Chemistry\\2011, p.2309.pdf |
R 30 Reactions of 1,2,4,5-tetrazines with S-nuc / S. G. Tolshchina, R. I. Ishmetova, N. K. Ignatenko, A. V. Korotina, I. N. Ganebnuikh, V. A. Ol'shevskaya, V. N. Kalinin, G. L. Rusinov // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2011. - Vol.60, №5. - С. 985-991 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4,5-TETRAZINES -- HETEROCYCLIC LEAVING GROUPS -- TETRAZINES Аннотация: The reactions of 3,6-disubstituted and azoloannulated 1,2,4,5-tetrazines containing heterocyclic leaving groups with S-nucleophiles were studied. The methods of introduction of functionalized thiols, including thiol derivatives of 1,7- and 1,2-dicarba-closo-dodecaboranes, into the tetrazine ring were developed. It was established for the first time that, instead of replacement of a leaving group in the tetrazine ring, the attack of S-nucleophile at the unsubstituted carbon atom occurs in the case of imidazo[1,2-b][1,2,4,5]tetrazines to form previously unknown products of nucleophilic substitution of the hydrogen atom \\\\Expert2\\nbo\\Russian Chemical Bulletin\\2011, 60 (5), 985-991.pdf |
I-69 Intermolecular interactions in heteromolecular crystals of tetrazine derivatives with azoles / E. S. Salmina, G. L. Rusinov, P. A. Slepukhin, R. I. Ishmetova, S. G. Tolshchina, V. A. Potemkin, M. A. Grishina // Journal of Structural Chemistry. - 2011. - Vol.52, №6. - С. 1134-1138 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): HETEROMOLECULAR CRYSTALS -- TETRAZINES -- AZOLES Аннотация: Heteromolecular crystal structures formed by symmetrically and unsymmetrically 3,6-disubstituted tetrazine derivatives with NH donor azoles are investigated. The main crystal motifs and the intermolecular interactions responsible for their formation are identified \\\\Expert2\\nbo\\Journal of Structural Chemistry\\2011, V. 52, N 6, p.1134-1138.pdf |
T 71 Tolshchina, S. G. 1,2,4,5-tetrazines and azolo[1,2,4,5]tetrazines: Synthesis and reactions with nucleophiles [Electronic resource] / S. G. Tolshchina, G. L. Rusinov, V. N. Charushin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №1. - P66-91 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4,5-TETRAZINES -- AZAPHILIC ADDITION -- NUCLEOPHILIC SUBSTITUTION Аннотация: The literature data are summarized for synthetic methods and nucleophilic transformations of 1,2,4,5-tetrazines and azolo[1,2,4,5]tetrazines published predominantly from 1995 until 2012 \\\\Expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 1, p. 66-91.pdf |
S 98 Synthesis and transformations of cyanomethyl-1,2,4,5-tetrazines [Electronic resource] / S. G. Tolshchina, R. I. Ishmetova, A. V. Ignatenko, A. V. Korotina, P. A. Slepukhin, V. N. Charushin // Chemistry of Heterocyclic Compounds. - 2013. - Vol.49, №4. - P604-617. - Библиогр.: с. 617 (18 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): S-TETRAZINE -- MALONODINITRILE -- NUCLEOPHILIC SUBSTITUTION Аннотация: Derivatives of s-tetrazine containing malonodinitrile, ethyl cyanoacetate, and 1,3-indanedione fragments were synthesized by the nucleophilic substitution of heterocyclic groups in 3,6-diazolyl-1,2,4,5-tetrazines. Coordination compounds of the cyanomethyltetrazine anion with Cu+, Mn2+, and the tetrathiafulvalene radical cation were obtained, and their structures were determined. A transformation of cyanomethyltetrazines to pyrrolo[1,2-b][1, 2, 4, 5]tetrazines catalyzed by metal cations was discovered \\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2013, v.49, N 4, p. 604-617.pdf |
S 90 Study of the supramolecular structures of complexes of carborane-containing pyridazines with 2,3,5,6-tetrachloro-1,4-dihydroxybenzene [Electronic resource] / P. A. Slepukhin, S. G. Tolshchina, A. V. Ignatenko, E. F. Zhilina, V. N. Charushin // Crystallography Reports. - 2014. - Vol.59, №2. - С. 202-206. - Bibliogr. : p. 206 (9 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): PYRIDAZINES -- HETEROCYCLIC SUBSTITUENTS -- CARBORANE MOIETY Аннотация: The structures and characteristic features of the molecular packing patterns of complexes of pyridazines containing heterocyclic substituents and the carborane moiety with 2,3,5,6-tetrachlorohydroquinone (TCHQ) were investigated. It was shown that TCHQ can form supramolecular assemblies with carborane-containing substituted pyridazines. The stoichiometry and three-dimensional structures of these assemblies depend on the substituents in the pyridazine ring and are formed via O-H⋯N hydrogen bonding between TCHQ and heterocyclic molecules \\\\expert2\\NBO\\Crystallography Reports (Кристаллография)\\2014, v.59, N 2, p.202-206.pdf |
S 90 Study of the supramolecular structures of complexes of carborane-containing pyridazines with 2,3,5,6-tetrachloro-1,4-dihydroxybenzene [Electronic resource] / P. A. Slepukhin, S. G. Tolshchina, N. K. Ignatenko, R. I. Ishmetova, G. L. Rusinov, E. F. Zhilina, V. N. Charushin // Crystallography Reports. - 2014. - Vol. 59, № 2. - С. 202-206. - Bibliogr. : p. 206 (9 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): MOLECULAR PACKING PATTERNS -- PYRIDAZINES CONTAINING HETEROCYCLIC SUBSTITUENTS -- TETRACHLOROHYDROQUINONE Аннотация: The structures and characteristic features of the molecular packing patterns of complexes of pyridazines containing heterocyclic substituents and the carborane moiety with 2,3,5,6-tetrachlorohydroquinone (TCHQ) were investigated. It was shown that TCHQ can form supramolecular assemblies with carborane-containing substituted pyridazines. The stoichiometry and three-dimensional structures of these assemblies depend on the substituents in the pyridazine ring and are formed via O-H…N hydrogen bonding between TCHQ and heterocyclic molecules \\\\expert2\\nbo\\Crystallography Reports (Кристаллография)\\2014, v.59, N 2, p.202-206.pdf |
Synthesis and tuberculostatic activity of new 3-alkylthio-6-R-[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines / R. I. Ishmetova, I. N. Ganebnykh, N. K. Ignatenko [et al.] // Russian chemical bulletin. - 2021. - Vol. 70, № 6. - P1093-1098 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): [1,2,4]TRIAZOLO[4,3-B][1,2,4,5]TETRAZINES -- N-NUCLEOPHILES -- CYCLIZATION -- TUBERCULOSTATIC ACTIVITY Аннотация: A number of new 3-alkylthio-6-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b] [1,2,4,5]tetrazines were synthesized and modifi ed in nucleophilic substitution reactions with aliphatic amines. The study of the tuberculostatic activity of the compounds obtained revealed a number of active derivatives with a minimum inhibitory concentration of 0.37—3.1 mg mL–1. |
New push-pull systems based on indolo[3,2-b]carbazole and 1,2,4,5-tetrazine: synthesis, photophysical, and charge transport properties / A. S. Steparuk, S. G. Tolshchina, N. A. Kazin [et al.] // Russian chemical bulletin. - 2021. - Vol. 70, № 6. - P1109-1117 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 1,2,4,5-TETRAZINES -- NUCLEOPHILIC SUBSTITUTION -- INDOLO[3,2-B]CARBAZOLE -- PUSH-PULL SYSTEMS Аннотация: 5,11-Dihydroindolo[3,2-b]carbazoles were for the first time modified with acceptor 1,2,4,5-tetrazine fragments. The photophysical and charge-transport properties of the synthesized donor-acceptor heterocyclic systems were studied. It was shown that the introduction of the 1,2,4,5-tetrazine moieties makes it possible to increase the hole and electron mobility by one and two orders of magnitude, respectively, as compared to analogous 5,11-dihydroindolo-[3,2-b]carbazole derivatives studied previously. |
Synthesis of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines and investigation of their fungistatic activity / A. V. Korotina, S. G. Tolshchina, R. I. Ishmetova [et al.] // Beilstein Journal of Organic Chemistry. - 2022. - Vol. 18. - P243-250 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 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. |