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1.

Вид документа : Статья из журнала
Шифр издания : 54/C 57
Автор(ы) : Chupakhin O. N., Charushin V. N., Rusinov V. L.
Заглавие : Scientific foundations for the creation of antiviral and antibacterial preparations [Электронный ресурс]
Место публикации : Herald of the Russian Academy of Sciences. - 2016. - Vol. 86, № 3. - С. 206-212
Систем. требования: http://download.springer.com/static/pdf/65/
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 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
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2.

Вид документа : Статья из журнала
Шифр издания : 54/C 10
Автор(ы) : Gorbunov E. B., Rusinov G. L., Ulomskii E. N., Rusinov V. L., Charushin V. N., Chupakhin O. N.
Заглавие : C-H functionalization of triazolo[a]-annulated 8-azapurines [Электронный ресурс]
Место публикации : Tetrahedron Letters. - 2016. - Vol. 57, № 21. - С. 2303-2305
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 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
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3.

Вид документа : Статья из журнала
Шифр издания : 54/H 62
Автор(ы) : Verbitskiy E. V., Cheprakova E. M., Makarova N. I., Dorogan I. V., Metelitsa A. V., Minkin V. I., Slepukhin P. A., Svalova T. S., Ivanova A. V., Kozitsina A., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Heteroacenes Bearing the Pyrimidine Scaffold: Synthesis, Photophysical and Electrochemical Properties
Место публикации : European Journal of Organic Chemistry. - 2016. - Vol. 1260, № 7. - С. 1420-1428
Примечания : Bibliogr. : p. 1427-1428 (17 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidines--synthesis--electrochemical properties
\\\\expert2\\NBO\\European Journal of Organic Chemistry\\2016, v. 2016, p. 1420.pdf
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4.

Вид документа : Статья из журнала
Шифр издания : 54/A 10
Автор(ы) : Verbitskiy E. V., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : A new route towards dithienoquinazoline and benzo[f]thieno[3,2-h]quinazoline systems using Pd-catalyzed intramolecular cyclization under microwave irradiation [Электронный ресурс]
Место публикации : ARKIVOC. - 2016. - № 4. - С. 204-216
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 1.11.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidines --intramolecular cyclizations --fused ring systems--thienoacenes
Аннотация: A novel synthetic route to novel thienoacene systems bearing a fused pyrimidine ring is proposed. The commercially available 5-bromopyrimidine is used as the starting material to obtain various dithienoquinazoline and benzo[f]thieno[3,2-h] quinazoline systems through the Suzuki cross-coupling, nucleophilic aromatic substitution of hydrogen (the S-N(H) reaction), and finally palladium-catalyzed intramolecular cyclization under microwave irradiation. Redox properties of some of the new compounds have been investigated. The data obtained show that these systems have plausible potential for use in organic electronic applications.
\\\\expert2\\NBO\\ARKIVOC\\2016, p.204-216.pdf
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5.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Verbitskiy E. V., Baskakova S. A., Kravchenko M. A., Skornyakov S. N., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Synthesis and evaluation of antitubercular activity of fluorinated 5-aryl-4-(hetero)aryl substituted pyrimidines [Электронный ресурс]
Место публикации : Bioorganic and Medicinal Chemistry. - 2016. - Vol. 24, № 16. - С. 3771-3780
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidine--antimycobacterial activity--tuberculosis
Аннотация: Various 5-(fluoroaryl)-4-(hetero)aryl substituted pyrimidines have been synthesized based on the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (S-N(H)) reactions starting from commercially available 5-bromopyrimidine and their antitubercular activity against Mycobacterium tuberculosis H(37)Rv has been explored. The outcome of the study disclose that, some of the compounds have showed promising activity in micromolar concentration against Mycobacterium tuberculosis H(37)Rv, Mycobacterium avium, Mycobacterium terrae, and multidrug-resistant strains isolated from tuberculosis patients in Ural region (Russia). The data concerning the 'structure-activity' relationship for fluorinated compounds have been discussed
\\\\expert2\\NBO\\Bioorganic and Medicinal Chemistry\\2016, V.24, N 16, p.3771-3780.pdf
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6.

Вид документа : Статья из журнала
Шифр издания : 54/D 47
Автор(ы) : Verbitskiy E. V., Baranova A. A., Ludovik K. I., Shafikov M. Z., Khokhlov K. O., Cheprakova E. M., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Detection of nitroaromatic explosives by new D-π-A sensing fluorophores on the basis of the pyrimidine scaffold [Электронный ресурс]
Место публикации : Analytical and Bioanalytical Chemistry. - 2016. - С. Ahead of Print
Систем. требования: springer.com/search?query=10.1007%2Fs00216-016-9501-4
Примечания : 06.04.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): nitroaromatic explosives--pyrimidine scaffold
Аннотация: A series of D-​π-​A- type dyes based on pyrimidines, bearing various thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivs. is sensitive to the presence of nitroarom. explosives, such as 2,​4,​6-​trinitrophenol (PA)​, 2,​4,​6-​trinitrotoluene (TNT)​, and 2,​4-​dinitrotoluene (DNT)​, in their acetonitrile solns. The detection limits of fluorophores to PA, TNT, and DNT proved to be in the range from 5.83 × 10-​6 to 2.38 × 10-​7 mol​/L, 1.70 × 10-​4 to 8.40 × 10-​6 mol​/L, and 8.39 × 10-​5 to 6.87 × 10-​6 mol​/L, resp. The theor. investigation into the quenching mechanism in the presence of fluorophore has been performed. All compds. have shown a good efficiency as sensor materials when tested as elements of the original device Nitroscan for detecting nitro-​contg. explosives in vapor phase
\\\\expert2\\nbo\\Analytical and Bioanalytical Chemistry\\2016, Ahead Print.pdf
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7.

Вид документа : Статья из журнала
Шифр издания : 54/N 52
Автор(ы) : Verbitskiy E. V., Gorbunov E. B., Baranova A. A., Ludovik K. I., Khokhlov K. O., Cheprakova E. M., Kim G. A., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : New 2H-[1,2,3]triazolo[4,5-e][1,2,4]triazolo[1,5-a]pyrimidine derivatives as luminescent fluorophores for detection of nitroaromatic explosives [Электронный ресурс]
Место публикации : Tetrahedron. - 2016. - Vol. 72, № 32. - С. 4954-4961
Систем. требования: http://apps.webofknowledge.com/full
Примечания : 26.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): carbazole --nitroaromatic explosives--triphenylamine
Аннотация: A number of D-pi-A type dyes on the basis of new 2H[1,2,3]triazolo[4,5-e][1,2,4]triazolo[1,5-a]pyrimidines, bearing various electron-donating carbazole and triphenylamine fragments, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that emission spectra of these compounds in acetonitrile are sensitive to the presence of nitroaromatic explosives, such as 2,4-dinitroanisole (DNAN), picric acid (PA), styphnic acid (SA), 1,3,5-triethoxy-2,4,6-trinitrobenzene (TETNB), 2,4-dinitrotoluene (DNT), 2,4,6-trinitrotoluene (TNT) and nitrobenzene (NB). Detection limits of fluorophores for DNAN, PA, SA, TETNB, DNT and TNT proved to be in the range from 4.82x10(-1) to 2.96x10(-3) mol/L, 2.10x10(-3) to 5.98x10(-5) mol/L, 1.26x10(-1) to 2.02x10(-4) mol/L, 1.58 x 10(-1) to 1.62x10(-3) mol/L, 1.26x10(-1) to 5.61x10(-4) mol/L and 9.01x10(-2) to 2.77x10(-3) mol/L, respectively. Selective fluorescence quenching response, including a sharp color change under UV irradiation (especially for PA, SA and DNT), makes these compounds promising fluorescence chemosensors for nitroaromatic explosives
\\\\expert2\\NBO\\Tetrahedron\\2016, v. 72 , p. 4954-4961.pdf
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8.

Вид документа : Статья из журнала
Шифр издания : 54/D 62
Автор(ы) : Gorbunov E. B., Rusinov G. L., Ulomskii E. N., Eltsov O. S., Rusinov V. L., Kartsev V. G., Charushin V. N., Khalymbadzha I. A., Chupakhin O. N.
Заглавие : Direct Modification of Quercetin by 6-Nitroazolo[1,5-a]Pyrimidines [Электронный ресурс]
Место публикации : Chemistry of Natural Compounds. - 2016. - Vol. 52, № 4. - С. 708-710
Систем. требования: http://apps.webofknowledge.com/
Примечания : 25.10.16
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): derivatives--inhibitors--analogs
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9.

Вид документа : Статья из журнала
Шифр издания : 54/N 52
Автор(ы) : Verbitskiy E. V., Baranova A. A., Lugovik K. I., Khokhlov K. O., Cheprakova E. M., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : New V-shaped push-pull systems based on 4,5-di(hetero)aryl substituted pyrimidines: their synthesis and application to the detection of nitroaromatic explosives.
Место публикации : ARKIVOC. - 2016. - Vol. III. - С. 360-373
Примечания : Bibliogr. : p. 370-373 (50 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidines--synthesis--nitroaromatic explosives
\\\\expert2\\NBO\\ARKIVOC\\2016, p.360-373.pdf
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10.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Verbitskiy E. V., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Design of fluorescent sensors based on azaheterocyclic push-pull systems towards nitroaromatic explosives and related compounds: a review
Место публикации : Dyes and pigments. - 2020. - Vol. 180. - С. 108414
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): nitroaromatic explosives--fluorescence quenching--pyridines--pyrazine--pyrimidines--triazines
Аннотация: Highly sensitive and selective detection of nitro containing high energy organic compounds such as picric acid (PA), 2,4,6-trinitrotoluene (TNT) and 2,4-dinitrotoluene (DNT) has become a challenging task due to concerns over national security, criminal investigations and environment protections. Among various known detection methods, fluorescence sensors have gained special attention in recent time. The family of fluorescent sensors based on push-pull systems that incorporate nitrogen heterocycles as an electron-withdrawing group have a growing interest due to their high sensitivity, selectivity and easy tuning. The fluorescent sensors discussed in this review are classified and organized according to used azaheterocyclic scaffold, their functionality and their ability to detect of nitroaromatics by fluorescence quenching.
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11.

Вид документа : Статья из журнала
Шифр издания : 54/T 44
Автор(ы) : Baranova A. A., Khokhlov K. O., Chuvashov R. D., Verbitskiy E. V., Cheprakova E. M., Rusinov G. L., Charushin V. N.
Заглавие : The portable detector of nitro-explosives in vapor phase with new sensing elements on a base of pyrimidine scaffold
Место публикации : Journal of Physics: Conference Series. - 2017. - Vol. 830. - С. 012159[1-6]
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 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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12.

Вид документа : Статья из журнала
Шифр издания :
Автор(ы) : Deev S. L., Shestakova T. S., Shenkarev Z. O., Paramonov A. S., Khalymbadzha I. A., Eltsov O. S., Charushin V. N., Chupakhin O. N.
Заглавие : 15N chemical shifts and Jnn-couplings as diagnostic tools for determination of the azide-tetrazole equilibrium in tetrazoloazines
Место публикации : Journal of Organic Chemistry. - 2022. - Vol. 87, № 1. - С. 211–222
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Selectively 15N-labeled tetrazolo[1,5-b][1,2,4]triazines and tetrazolo[1,5-a]pyrimidines bearing one, two, or three 15N labels were synthesized. The synthesized compounds were studied by 1H, 13C, and 15N NMR spectroscopy in DMSO and TFA solutions, where the azide–tetrazole equilibrium can lead to the formation of two tetrazole (T, T′) isomers and one azide (A) isomer for each compound. Incorporation of the 15N-label(s) leads to the appearance of 15N–15N coupling constants (JNN), which can be easily measured via simple 1D 15N NMR spectra, even at natural abundance between labeled and unlabeled 15N atoms. The chemical shifts for the 15N nuclei in the azole moiety are very sensitive to the ring opening and azide formation, thus providing information about the azido–tetrazole equilibrium. At the same time, the 1–2JNN couplings between 15N-labeled atoms in the azole and azine fragments unambiguously determine the fusion type between tetrazole and azine rings in the cyclic isomers T and T′. Thus, combined analysis of 15N chemical shifts and JNN values in selectively isotope-enriched compounds provides an effective diagnostic tool for direct structural determination of tetrazole isomers and azide form in solution. This method was found to be the most simple and efficient way to study the azido–tetrazole equilibrium.
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13.

Вид документа : Статья из журнала
Шифр издания : Г/R 43
Автор(ы) : Verbitskiy E. V., Baskakova S. A., Belyaev D. V., Rusinov G. L., Charushin V. N., Vakhrusheva D. V., Eremeeva N. I.
Заглавие : Renaissance of 4-(5-nitrofuran-2-yl)-5-arylamino substituted pyrimidines: microwave-assisted synthesis and antitubercular activity
Место публикации : Mendeleev Communications. - 2021. - Vol. 31, № 2. - С. 210-212
ББК : Г
Предметные 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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14.

Вид документа : Статья из журнала
Шифр издания : 54/N 52
Автор(ы) : Verbitskiy E. V., Baranova A. A., Lugovik K. I., Khokhlov K. O., Cheprakova E. M., Shafikov M. Z., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : New 4,5-di(hetero)arylpyrimidines as sensing elements for detection of nitroaromatic explosives in vapor phase
Место публикации : Dyes and Pigments. - 2016. - Vol. 137. - С. 360-371
Примечания : Bibliogr. : p. 370-371 (50 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 4,5-di(hetero)arylpyrimidines --nitroaromatic explosives --vapor phase
Аннотация: A series of D–π–A–π–D type dyes based on pyrimidines, bearing thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of 2,4,6-trinitrotoluene (TNT) and other nitroaromatic compounds (NACs), in their acetonitrile solutions. The detection limits of fluorophores to NACs proved to be in the range from 10−4 to 10−6 mol/L. The time-resolved fluorescence measurements and theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. The two types of sensor prototypes for handheld sniffer «Nitroscan» (Plant «Promautomatika», Ekaterinburg, Russia) on the basis of non-woven dry wipe and spunlace non-woven fabric with various quantities of the most sensitive fluorophore have been fabricated. The reusable, reversible and sensitive response of the designed prototypes to NACs enables one to qualify these compounds as promising fluorescent sensory materials for detection of NACs.
\\\\expert2\\nbo\\Dyes and Pigments\\2016, v. 137, p.360-371.pdf
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15.

Вид документа : Статья из журнала
Шифр издания : 54/M 65
Автор(ы) : Verbitskiy E. V., Baskakova S. A., Rasputin N. A., Gerasimova N. A., Amineva P. G., Evstigneeva N. P., Zil'berberg N. V., Kungurov N. V., Kravchenko M. A., Skornyakov S. N., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Microwave-assisted synthesis and evaluation of antibacterial activity of novel 6-fluoroaryl-[1,2,4]triazolo[1,5-a]pyrimidines.
Место публикации : ARKIVOC. - 2016. - Vol. V. - С. 268-278
Примечания : Bibliogr. : p. 276-278 (28 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): synthesis--pyrimidines--antibacterial activity
\\\\expert2\\NBO\\ARKIVOC\\2016, p.268-278.pdf
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16.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Verbitskiy E. V., Baskakova S. A., Pervova M. G., Rusinov G. L., Chupakhin O. N., Charushin V. N., Gerasimova N. A., Evstigneeva N. P., Zil'berberg N. V., Kungurov N. V., Kravchenko M. A., Skornyakov S. N.
Заглавие : Synthesis and biological evaluation of novel 5-aryl-4-(5-nitrofuran-2-yl)-pyrimidines as potential anti-bacterial agents
Место публикации : Bioorganic and Medicinal Chemistry Letters. - 2017. - Vol. 27, № 13. - С. 3003-3006
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): 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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17.

Вид документа : Статья из журнала
Шифр издания : 54/N 52
Автор(ы) : Verbitskiy E. V., Baranova A. A., Lugovik K. I., Khokhlov K. O., Cheprakova E. M., Shafikov M. Z., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : New 4,5-di(hetero)arylpyrimidines as sensing elements for detection of nitroaromatic explosives in vapor phase
Место публикации : Dyes and Pigments. - 2017. - Vol. 137. - С. 360-371
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): fluorescence quenching--nitroaromatic explosives--triphenylamines--carbazoles--pyrimidines
Аннотация: A series of D–π–A–π–D type dyes based on pyrimidines, bearing thiophene linkers, have been studied as sensing fluorophores. Fluorescence studies have demonstrated that the emission of all derivatives is sensitive to the presence of 2,4,6-trinitrotoluene (TNT) and other nitroaromatic compounds (NACs), in their acetonitrile solutions. The detection limits of fluorophores to NACs proved to be in the range from 10−4 to 10−6 mol/L. The time-resolved fluorescence measurements and theoretical investigation into the quenching mechanism in the presence of fluorophore has been performed. The two types of sensor prototypes for handheld sniffer «Nitroscan» (Plant «Promautomatika», Ekaterinburg, Russia) on the basis of non-woven dry wipe and spunlace non-woven fabric with various quantities of the most sensitive fluorophore have been fabricated. The reusable, reversible and sensitive response of the designed prototypes to NACs enables one to qualify these compounds as promising fluorescent sensory materials for detection of NACs.
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18.

Вид документа :
Шифр издания : 54/C 75
Автор(ы) : Verbitskiy E. V., Rusinov G. L., Charushin V. N., Chupakhin O. N., Cheprakova E. M., Slepukhin P. A., Pervova M. G., Kodess M. I.
Заглавие : Consecutive S-N(H) and Suzuki–Miyaura Cross-Coupling Reactions – an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments
Место публикации : European Journal of Organic Chemistry. - 2012. - Vol. 2012, №33. - С. 6612-6621
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): synthetic methods--cross-cou­pling--nitrogen heterocycles
Аннотация: The combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen reactions is a versatile tool for the syntheses of 4-(1R-pyrrol-2-yl)- and 4-(1R-indol-3-yl)-5-(hetero)aryl-substituted pyrimidines from commercially available 5-bromopyrimidine. The SNH [AE, (addition–elimination)] and SNH [AO, (addition–oxidation)] reactions of 5-bromopyrimidine with pyrroles and indoles were studied by gas chromatography–mass spectrometry. The structures of the intermediate σH adducts as well as the pyrrole-(hetero)arylpyrimidine and indole-(hetero)arylpyrimidine dyads were established for the first time by X-ray crystal structure analysis
\\\\Expert2\\nbo\\European Journal of Organic Chemistry\\2012, p.6612.pdf
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19.

Вид документа :
Шифр издания : 54/C 73
Автор(ы) : Verbitskiy E. V., Cherprakova E. M., Slepukhin P. A., Kodess M. I., Ezhikova M. A., Pervova M. G., Rusinov G. L., Chupakhin O. N., Charushin V. N.
Заглавие : Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (HSN) reactions as a versatile route to pyrimidines bearing thiophene fragments
Место публикации : Tetrahedron. - 2012. - Vol.68, №27-28. - С. 5445-5452
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): suzuki–miyaura --cross-coupling --pyrimidines
Аннотация: It has been shown that combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen is a versatile method for the synthesis of 4-(thiophen-2-yl)-, 5-(thiophen-2-yl)-, and 4,5-di(thiophen-2-yl) substituted pyrimidines from the commercially available 5-bromopyrimidine. The HSN (AE)- and HSN (AO)-reactions of 5-bromopyrimidine with thiophene and 2-bromothiophene have been studied by gas–liquid chromatography/mass-spectrometry. The structures of intermediate σH-adducts, as well as thiophene-(thiophenyl)pyrimidine and bithiophene-(thiophenyl)pyrimidine dyads have first been established by X-ray crystallography analysis
\\\\Expert2\\nbo\\Tetrahedron\\2012, v. 68, p. 5445.pdf
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20.

Вид документа : Статья из журнала
Шифр издания : 54/S 98
Автор(ы) : Kravchenko M. A., Verbitskiy E. V., Medvinskiy I. D., Rusinov G. L., Charushin V. N.
Заглавие : Synthesis and antituberculosis activity of novel 5-styryl-4-(hetero)aryl-pyrimidines via combination of the Pd-catalyzed Suzuki cross-coupling and SNH reactions [Электронный ресурс]
Место публикации : Bioorganic and Medicinal Chemistry Letters. - 2014. - Vol. 24, №14. - С. 3118-3120
Систем. требования: http://www.sciencedirect.com/science/article/pii/S0960894X14004934
Примечания : 08.08.2014
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): pyrimidine--antimicobacterial--tuberculosis
Аннотация: Combination of the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions proved to be a convenient method for the synthesis of 5-styryl-4-(hetero)aryl substituted pyrimidines from commercially available 5-bromopyrimidine. All intermediate 5-bromo-4-(hetero)aryl substituted pyrimidines and also the targeted 5-styryl-4-(hetero)arylpyrimidines were found to be active in micromolar concentrations in vitro against Mycobacterium tuberculosis H37Rv, avium, terrae, and multi-drug-resistant strain isolated from tuberculosis patients in Ural region (Russia). It has been found that some of these compounds possess a low toxicity and have a bacteriostatic effect, comparable and even higher with that of first-line antituberculosis drugs
\\\\expert2\\nbo\\Bioorganic and Medicinal Chemistry Letters\\2014, v. 24, p. 3118.pdf
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