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 Найдено в других БД:Труды сотрудников Института органического синтеза УрО РАН (52)Труды сотрудников Института химии твердого тела УрО РАН (1)
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Общее количество найденных документов : 34
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1.
Инвентарный номер: нет.
   


   
    Abnormal push-pull benzo[4,5]imidazo[1,2-a][1,2,3]triazolo[4,5-e]pyrimidine fluorophores in planarized intramolecular charge transfer (PLICT) state: Synthesis, photophysical studies and theoretical calculations / O. S. Taniya, V. V. Fedotov, L. K. Sadieva [et al.] // Dyes and Pigments. - 2022. - Vol. 204. - Ст. 110405
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The combination of excellent luminescence with high solvent polarity effect and aggregation induced emission (AIE) is an ideal combination for creating fluorophores/probes with high microenvironmental sensitivity. However, many push-pull chromophores of the D−A type in common intramolecular charge transfer (ICT) state with a significant solvatochromic effect and AIE activity, have poor luminescent properties. Herein, to overcome this problem by using reactions of nucleophilic aromatic hydrogen substitution (SNH), we have designed a series of novel 4-heteroaryl-substituted 2-aryl-2H-benzo[4,5]imidazo[1,2-a][1,2,3]triazolo[4,5-e]pyrimidine fluorophores possessing a planarized intramolecular charge transfer (PLICT) state. All these fluorophores exhibited high luminescence quantum yields (up to 60%) and large Stokes shift values of up to 7459 cm−1. Among them, the fluorophore 4h was found to exhibit the most pronounced positive solvatochromic effect and the probe 4f exhibited the most pronounced aggregation induced emission characteristics. This AIE behavior was further confirmed by means of time-resolved fluorescence lifetime measurements as well as DFT-assisted geometry optimization studies. In the presence of trifluoroacetic acid (TFA) compound 4h exhibited a well-pronounced acidochromism via visible color change from yellow-green to orange which returned to the original yellow-green solution after the addition of triethylamine (TEA). The Stern-Volmer constant for the probe 4h towards TFA was 38 M−1. Finally, for the compounds 4f, g, h theoretical calculations in the ground and excited states in different solvents were carried out to confirm the PLICT process. Based on all above the herein reported PLICT fluorophores 4a-h can be successfully applied as biological probes and optical switches.

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2.
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    Synthesis of pyrimidine conjugates with 4-(6-amino-hexanoyl)-7,8-difluoro-3,4-dihydro-3-methyl-2h-[1,4] benzoxazine and evaluation of their antiviral activity / V. P. Krasnov, V. V. Musiyak, G. L. Levit [et al.] // Molecules. - 2022. - Vol. 27, № 13. - Ст. 4236
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRIMIDINE
Аннотация: A series of pyrimidine conjugates containing a fragment of racemic 7,8-difluoro-3,4-dihydro-3-methyl-2H-[1,4]benzoxazine and its (S)-enantiomer attached via a 6-aminohexanoyl fragment were synthesized by the reaction of nucleophilic substitution of chlorine in various chloropyrimidines. The structures of the synthesized compounds were confirmed by 1H, 19F, and 13C NMR spectral data. Enantiomeric purity of optically active derivatives was confirmed by chiral HPLC. Antiviral evaluation of the synthesized compounds has shown that the replacement of purine with a pyrimidine fragment leads to a decrease in the anti-herpesvirus activity compared to the lead compound, purine conjugate. The studied compounds did not exhibit significant activity against influenza A (H1N1) virus.

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3.
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   R 43


   
    Renaissance of 4-(5-nitrofuran-2-yl)-5-arylamino substituted pyrimidines: microwave-assisted synthesis and antitubercular activity / E. V. Verbitskiy, S. A. Baskakova, D. V. Belyaev [et al.] // Mendeleev Communications. - 2021. - Vol. 31, № 2. - P210-212
ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The Buchwald–Hartwig cross-coupling of 5-bromo-4-(furan-2-yl)pyrimidine with various anilines afforded the corresponding new 5-(arylamino)pyrimidines, the reaction being accelerated by microwave irradiation. Most of the obtained compounds proved to possess a high bacteriostatic in vitro effect against Mycobacterium tuberculosis H37Rv, Neisseria gonorrhoeae, and Staphylococcus aureus including Methicillin-resistant strain, which is stronger than that of the commercial drug Spectinomycin.

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4.
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    Ethynylation of [1,2,4]triazolo[1,5-a]pyrimidinesusing substituted ethynylmagnesium bromides / N. A. Rasputin, N. S. Demina, E. F. Zhilina [и др.] // ChemistrySelect. - 2021. - Vol. 6, № 21. - С. 5167-5172
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A series of [1,2,4]triazolo[1,5-a]pyrimidine-cored push-pull compounds, bearing ethynyl moieties, was effectively prepared using transition-metal-free strategy involving the direct C−H functionalization of [1,2,4]triazolo[1,5-a]pyrimidine scaffold with the Grignard-Iocich reagents (ethynylmagnesium bromides). The basic optical and electrochemical properties of the synthesized derivatives were studied and gave grounds to consider the obtained compounds as promising UV dyes with high quantum yields.

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5.
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    Features of a multicomponent biginelli reaction involving 3-oxobutanoyl-containing podands, aromatic aldehydes, and 1,2,4-triazol-3-amine / E. S. Filatova, O. V. Fedorova, K. A. Chistyakov [et al.] // Chemistry of heterocyclic compounds. - 2020. - Vol. 56, № 1. - P88-91
Кл.слова (ненормированные):
DIHYDROPYRIMIDINE -- MONOSUBSTITUTED PODAND -- PODAND -- TRIAZOLO[1,5-А]PYRIMIDINE -- TRIAZOLO[4,3-А]PYRIMIDINE -- TUBERCULOSTATIC ACTIVITY
Аннотация: [Figure not available: see fulltext.] A reaction of 3-oxobutanoyl-containing podands with thiophene-2-carbaldehyde (or benzaldehyde) and 3-amino-1,2,4-triazole gave podands featuring a 4,7-dihydro[1,2,4]triazolo[1,5-а]pyrimidine motif. It was established that the process was accompanied by the formation of [4,3-а]-isomers, which occurred in a slight excess during the synthesis of a podand containing a phenyl group at position 7 and, on the other hand, were observed as the minor products during the synthesis of podands bearing a thiophen-2-yl substituent. Trace amounts of monosubstituted podands were also detected, containing a free hydroxy group along with the triazolodihydropyrimidine pharmacophore.

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6.
Инвентарный номер: нет.
   


   
    Assembly of annulated 1,3-diazapyrenes by consecutive cross-coupling and cyclodehydrogenation of (het)arene moieties / E. V. Verbitskiy, E. M. Dinastiya, O. S. Eltsov [et al.] // Mendeleev communications. - 2020. - Vol. 30, № 2. - P142-144
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Di(het)areno[e,l][1,3]diazapyrene core was constructed by FeCl3-mediated intramolecular oxidative cyclodehydrogenation of 5-[2,6-di(het)arylphenyl]pyrimidine precursors, which in turn were obtained by the Suzuki cross-coupling of 5-(2,6-dibromophenyl)pyrimidine derivative with the corresponding (het)arylboronic acids. Molecular orbital calculations as well as redox and photophysical measurements show that the fused products are promising for organic electronic application.

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7.
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    Azaheterocyclic push-pull chromophores: synthesis, photophysical properties and applications as fluorescent sensors / E. V. Verbitskiy, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Actual problems of organic chemistry and biotechnology. - Екатеринбург, 2020. - P73-75
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRIMIDINE -- PYRAZINE -- FLUORESCENCE QUENCHING -- PUSH-PULL FLUOROPHORES

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8.
Инвентарный номер: нет.
   


   
    Синтез 5-метил-1,2,4-триазоло[1,5-a]пиримидин- 7(4H)-она в сверхкритическом диоксиде углерода / А. В. Баклыков, Г. Л. Русинов, В. Л. Русинов, В. Н. Чарушин, Д. С. Копчук, Г. В. Зырянов, Г. А. Артемьев // Журнал общей химии. - 2019. - Т. 89, № 1. - С. 138-140
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
5-МЕТИЛ-1,2,4-ТРИАЗОЛО[1, 5-A]ПИРИМИДИН-7(4H)-ОН -- СУПЕРКРИТИЧЕСКИЙ CO2 -- СИНТЕЗ В ОТСУТСТВИЕ РАСТВОРИТЕЛЯ -- 5-METHYL-1,2,4-TRIAZOLO[1, 5-A]PYRIMIDINE-7(4H)-ONE -- SUPERCRITICAL CO2 -- SOLVENT-FREE SYNTHESIS
Аннотация: 5-Метил-1,2,4-триазоло[1,5- a ]пиримидин-7(4 H )-он - полупродукт в синтезе антивирусного препарата Триазид® - был впервые получен в сверхкритическом CO2 (200 бар) в отсутствие растворителей путем циклоконденсации 5-амино-3- Н -1,2,4-триазола с ацетоуксусным эфиром в присутствии каталитических количеств ZnCl2 с конверсией 90% в зависимости от температуры и времени реакции.

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9.
Инвентарный номер: нет.
   
   S 98


   
    Synthesis and biological evaluation of novel 5-aryl-4-(5-nitrofuran-2-yl)-pyrimidines as potential anti-bacterial agents / E. V. Verbitskiy [et al.] // Bioorganic and Medicinal Chemistry Letters. - 2017. - Vol. 27, № 13. - P3003-3006
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PYRIMIDINE -- NITROFURAN -- ANTIGONORRHEAL -- ANTIMYCOBACTERIAL -- NUCLEOPHILIC AROMATIC SUBSTITUTION OF HYDROGEN
Аннотация: A facile two-step synthetic approach to fluorinated and non-fluorinated 5-aryl-4-(5-nitrofuran-2-yl)-pyrimidines from readily available 5-bromo-4-(furan-2-yl)pyrimidine has been developed. All synthesized compounds were screened in vitro for their antibacterial activities against twelve various bacterial strains. It is demonstrated that some of these compounds exhibited significant antibacterial activities against strains Neisseria gonorrhoeae and Staphylococcus aureus, comparable and even higher with that commercial drug Spectinomycin.

\\\\Expert2\\NBO\\Bioorganic and Medicinal Chemistry Letters\\2017 v.27 p.3003-3006.pdf
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10.
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   T 44


   
    The portable detector of nitro-explosives in vapor phase with new sensing elements on a base of pyrimidine scaffold / A. A. Baranova, K. O. Khokhlov, R. D. Chuvashov, E. V. Verbitskiy, E. M. Cheprakova, G. L. Rusinov, V. N. Charushin // Journal of Physics: Conference Series. - 2017. - Vol. 830. - P012159[1-6]
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
PORTABLE DETECTOR -- NITROEXPLOSIVE -- VAPOR PHASE -- SENSING ELEMENT -- PYRIMIDINE SCAFFOLD -- C(5) MONO(HETEROARYL) -- C(4) MONO(HETEROARYL) -- DI(HETEROARYL) SUBSTITUTED -- PYRIMIDINES -- PYRIMIDINE RING -- VOLATILE INTERFERENT -- NITROSCAN -- TEMPERATURE 293 K TO 298 K
Аннотация: In this paper, the new sensors based on the C(4) or/and C(5) mono(heteroaryl) and di(heteroaryl) substituted pyrimidines are described. The effect of different substituents in pyrimidine ring on the detection limits and selectivity for prepared sensors are explained. The results of detection towards various nitro-explosives and volatile interferents at room temperature with use of the portable detector “Nitroscan” are shown.

\\\\Expert2\\NBO\\Journal of Physics Conference series\\2017 v.830 p.012159.pdf
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