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1.
Инвентарный номер: нет.
   

   
    1,2,4-Triazoloazine derivatives as a new type of herpes simplex virus inhibitors [Text] / S. L. Deev, M. V. Yasko, I. L. Karpenko, E. N. Ulomskii, O. N. Chupakhin // Bioorganic Chemistry . - 2010. - Vol. 38, № 6. - P265-270
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new class of inhibitors of herpes simplex virus replication was found. The compounds under study are derived from condensed 1,2,4-triazolo[5,1-c][1,2,4]triazines and 1,2,4-triazolo[1,5-a]pyrimidines, structural analogues of natural nucleic bases. Antiherpetic activity and cytotoxicity of the compounds were studied. The corresponding triphosphates of several active compounds were prepared and tested as inhibitors of DNA synthesis catalyzed by herpes simplex virus polymerase. The potential mechanism of their action is blocking of DNA dependent DNA polymerase, a key enzyme of viral replication

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2.
Инвентарный номер: нет.
   

   
    15N chemical shifts and Jnn-couplings as diagnostic tools for determination of the azide-tetrazole equilibrium in tetrazoloazines / S. L. Deev, T. S. Shestakova, Z. O. Shenkarev [et al.] // Journal of Organic Chemistry. - 2022. - Vol. 87, № 1. - P211–222
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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3.
Инвентарный номер: нет.
   

   
    6-Aminotriazolo[1,5-a]pyrimidines as precursors of 1,2,4-triazolo[5,1-b]purines [Electronic resource] / K. V. Savateev, S. S. Borisov, E. K. Voinkov, E. N. Ulomskii, V. L. Rusinov, O. N. Chupakhin // Chimica Techno Acta. - 2015. - Vol. 2, № 2. - С. 127-128. - Bibliogr. : p. 128 (2 ref.)
Аннотация: Triazolo[5,1-b]purines are rare structural analogues of natural nucleosides and nucleobases purine series. At the same time, prominent representatives of azolopurines exhibit a broad spectrum of antiviral effect, activity against of rheumatoid arthritis, psoriasis, Alzheimer’s, Parkinson’s and etc. Despite the practical value azolo[5,1-b]purines extremely sparingly represented in the chemical literature, due to the complexity of their synthesis. We suggest a convenient way to synthesize triazolopurines with aminotriazolo[1,5-a]pyrimidines (2) as available starting compounds obtained in good yield by reduction of nitro derivatives (1).

\\\\expert2\\nbo\\Chimica Techno Acta\\2015. V. 2, N 2. P. 127-128.pdf
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4.
Инвентарный номер: нет.
   
   A 10

   
    A new route towards dithienoquinazoline and benzo[f]thieno[3,2-h]quinazoline systems using Pd-catalyzed intramolecular cyclization under microwave irradiation [Electronic resource] / E. V. Verbitskiy, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // ARKIVOC. - 2016. - № 4. - С. 204-216
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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.
Инвентарный номер: нет.
   
   A 48

   
    Aminoazoles in the three-component synthesis of 7-substituted 6-ethoxycarbonyl-5-methyl-4,7-dihydroazolo[1,5-a]pyrimidines [Electronic resource] / O. V. Fedorova, M. S. Zhidovinova, G. L. Rusinov, I. G. Ovchinnikova // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2003. - Vol. 52, № 8. - P1768-1769
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The three-component synthesis of 7-substituted 6-ethoxycarbonyl-5-methyl-4,7-dihydroazolo[1,5-a]pyrimidines was carried out for the first time by the reactions of aminoazoles (3-aminopyrazole, 3-amino-1,2,4-triazole, or 5-aminotetrazole) with acetoacetic ester and aliphatic, aromatic, or heteroaromatic aldehyde.??

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2003, 52 (8), 1768.pdf
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6.
Инвентарный номер: нет.
   
   A 53

   
    An unusual aromatisation of dihydropyrimidines facilitated by reduction of the nitro group [Electronic resource] / G. L. Rusinov, E. B. Gorbunov, V. N. Charushin, O. N. Chupakhin // Tetrahedron Letters. - 2007. - Vol. 48, № 33. - P5873-5876
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: An unusual aromatisation of the dihydropyrimidine fragment in 6-nitro-7-substituted-4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidines has first been found to occur in parallel with reduction of the nitro group using a number of reducing agents.

\\\\Expert2\\nbo\\Tetrahedron Letters\\2007, v. 48, p.5873.pdf
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7.
Инвентарный номер: нет.
   

   
    Azolyl pyrimidines-synthesis and antimicrobial activity / N. H. Basha, T. Rekha, V. Padmavathi [et al.] // AIP conference proceedings. - 2022. - Vol. 2390. - Ст. 020006
Рубрики: ЗДРАВООХРАНЕНИЕ. МЕДИЦИНСКИЕ НАУКИ
   ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
CHEMICAL COMPOUNDS -- PHARMACEUTICALS -- ANTIMICROBIALS
Аннотация: Amide unit is a privileged structural motif and is a constituent of proteins, natural products and pharmaceuticals. Amongst different heterocyclic scaffolds, azoles and pyrimidines are the prominent entities in pharmaceutical arena. The biopotency of these heterocycles have triggered to synthesize a variety of heteroaromatics – azoles linked with pyridines by amino acetamide group. The target molecules-azolylaminoacetamidopyrimidines were prepared by the reaction of methyl azolylglycinate with pyrimidinyl-2-amine in the presence of DMAP and triethylamine in dichloromethane under ultrasonication. The lead molecules were evaluated for antimicrobial activity. Nitro substituted 2-((4-(4-chlorofuran-2-yl)thiazole-2-yl)amino)-N-(4,6-diphenylpyrimidin-2-yl)acetamide (9c) displayed excellent antibacterial activity against B. subtilis greater than the standard drug Chloramphenicol. However, 9c and nitro substituted 2-((4-(4-chlorofuran-2-yl)-1H-imidazol-2-yl)amino)-N-(4,6-diphenylpyrimidin-2-yl)acetamide (10c) showed antifungal activity on A. niger greater than the standard drug Ketoconazole.

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8.
Инвентарный номер: нет.
   
   B 96

    Burgart, Ya. V.
    Ring-chain isomerism of 7-Fluoroalkyl-4,7-dihydroazolo[1,5-a]pyrimidines [Text] : доклад, тезисы доклада / Ya. V. Burgart, M. V. Pryadeina, V. I. Saloutin // 15th European symposium on fluorine chemistry, Prague, Czech Republic, July 15-20, 2007 : abstr. - 2007. - P192
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
7-FlUOROALKYL-4,7-DIHYDROAZOLO[1,5-A]PYRIMIDINES -- RING-CHAIN ISOMERISM

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9.
Инвентарный номер: нет.
   
   C 10

   
    C-H functionalization of triazolo[a]-annulated 8-azapurines [Electronic resource] / E. B. Gorbunov, G. L. Rusinov, E. N. Ulomskii, V. L. Rusinov, V. N. Charushin, O. N. Chupakhin // Tetrahedron Letters. - 2016. - Vol. 57, № 21. - С. 2303-2305
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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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10.
Инвентарный номер: нет.
   
   C 57

    Chupakhin, O. N.
    Scientific foundations for the creation of antiviral and antibacterial preparations [Electronic resource] / O. N. Chupakhin, V. N. Charushin, V. L. Rusinov // Herald of the Russian Academy of Sciences. - 2016. - Vol. 86, № 3. - С. 206-212
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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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11.
Инвентарный номер: нет.
   
   C 73

   
    Combination of the Suzuki–Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (HSN) reactions as a versatile route to pyrimidines bearing thiophene fragments / E. V. Verbitskiy, E. M. Cherprakova, P. A. Slepukhin, M. I. Kodess, M. A. Ezhikova, M. G. Pervova, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Tetrahedron. - 2012. - Vol.68, №27-28. - С. 5445-5452
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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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12.
Инвентарный номер: нет.
   
   C 75

   
    Consecutive S-N(H) and Suzuki–Miyaura Cross-Coupling Reactions – an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments / E. V. Verbitskiy, G. L. Rusinov, V. N. Charushin, O. N. Chupakhin, E. M. Cheprakova, P. A. Slepukhin, M. G. Pervova, M. I. Kodess // European Journal of Organic Chemistry. - 2012. - Vol. 2012, №33. - С. 6612-6621
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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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13.
Инвентарный номер: нет.
   
   C 75

   
    Consecutive SNH and Pd-catalyzed coupling reactions – an efficient synthetic strategy to pyrimidines bearing electron-rich heterocyclic fragments / V. N. Charushin, O. N. Chupakhin, G. L. Rusinov, E. V. Verbitskiy, E. M. Cherprakova // 18th European Symposium on Organic Chemistry ESOC-2013, Marseille, France, 7-12 July 2013 : book of abstracts. - 2013. - 158 (P1-089)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
SYNTHESIS -- Pd-CATALYZED -- HETEROCYCLIC FRAGMENTS

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14.
Инвентарный номер: нет.
   

   
    Design of fluorescent sensors based on azaheterocyclic push-pull systems towards nitroaromatic explosives and related compounds: a review / E. V. Verbitskiy, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Dyes and pigments. - 2020. - Vol. 180. - P108414
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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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15.
Инвентарный номер: нет.
   
   D 47

   
    Detection of nitroaromatic explosives by new D-π-A sensing fluorophores on the basis of the pyrimidine scaffold [Electronic resource] / E. V. Verbitskiy, A. A. Baranova, K. I. Ludovik, M. Z. Shafikov, K. O. Khokhlov, E. M. Cheprakova, G. L. Rusinov, O. N. Chupakhin, V. N. Charushin // Analytical and Bioanalytical Chemistry. - 2016. - Ahead of Print
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
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 <> for detecting nitro-​contg. explosives in vapor phase

\\\\expert2\\nbo\\Analytical and Bioanalytical Chemistry\\2016, Ahead Print.pdf
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16.
Инвентарный номер: нет.
   
   D 62

   
    Direct Modification of Quercetin by 6-Nitroazolo[1,5-a]Pyrimidines [Electronic resource] / E. B. Gorbunov, G. L. Rusinov, E. N. Ulomskii, O. S. Eltsov, V. L. Rusinov, V. G. Kartsev, V. N. Charushin, I. A. Khalymbadzha, O. N. Chupakhin // Chemistry of Natural Compounds. - 2016. - Vol. 52, № 4. - С. 708-710
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
DERIVATIVES -- INHIBITORS -- ANALOGS

\\\\expert2\\NBO\\Chemistry of Heterocyclic Compounds\\2016, v.52, N 4, p. 708-710.pdf
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17.
Инвентарный номер: нет.
   
   D 64

   
    Dithienoquinazolines – A Convenient Synthesis by the Oxidative Photocyclization of 4,5-Dithienyl-Substituted Pyrimidines and Their Photophysical Properties [Electronic resource] / E. V. Verbitskiy, P. A. Slepukhin, M. S. Valova, E. M. Cherprakova, A. V. Schepochkin, G. L. Rusinov, V. N. Charushin // European Journal of Organic Chemistry. - 2014. - № 36. - С. 8133-8141
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
DITHIENOQUINAZOLINES -- PYRIMIDINES -- PHOTOPHYSICAl PROPERTIES
Аннотация: A convenient route to a new class of thienoacene systems bearing a fused pyrimidine ring is presented along with their optoelectronic properties. The photophysical and electrochemical properties of these newly developed thieno-aza-acenes have been investigated by UV/Vis absorption and photoluminescence spectrophotometry and cyclic voltammetry, and some crystal structures have also been determined.

\\\\expert2\\nbo\\European Journal of Organic Chemistry\\2014, № 36. p.8133-8141.pdf
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18.
Инвентарный номер: нет.
   
   F 70

   
    Fluoro-containing Heterocycles: V. Cyclization of 3-Azolylamino-2-polyfluorobenzoylacrylates [Electronic resource] / G. N. Lipunova, E. V. Nosova, M. I. Kodess, V. N. Charushin, Yu. A. Rozin, O. M. Chasovskikh // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2001. - Vol. 37, № 4. - P570-576
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The heating of ethyl 3-azolylamino-2-polyfluorobenzoylacrylates in acetonitrile in the presence of KF gave rise to derivatives of 1-azolyl-substituted quinolones or azolo[1,5-a]pyrimidines??

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2001, 37 (4), 570.pdf
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19.
Инвентарный номер: нет.
   
   F 70

   
    Fluoroalkyl-containing lithium beta-diketonates in the synthesis of 1,2,4-triazolo[1,5-a]pyrimidines [Electronic resource] / O. A. Kuznetsova, V. I. Filyakova, K. I. Pashkevich, E. N. Ulomskii, P. V. Plekhanov, G. L. Rusinov, M. I. Kodess, V. L. Rusinov // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2003. - Vol. 52, № 5. - P1190-1194
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Cyclocondensation of fluorine-containing lithium beta-diketonates with 3-amino-1,2,4-triazoles afforded 7-fluoromethyl-1,2,4-triazolo[1,5-a]pyrimidines

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2003, 52 (5), 1190.pdf
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20.
Инвентарный номер: нет.
   
   F 70

   
    Fluorocontaining 1,3-Dicarbonyl Compounds in the Synthesis of Pyrimidine Derivatives ?? [Electronic resource] / Ya. V. Burgart, O. G. Kuzueva, M. V. Pryadeina, C. O. Kappe, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2001. - Vol. 37, № 6. - P869-880
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Hexafluoroacetylacetone reacts with urea (thiourea) to yield respectively 4,6-bis(hydroxy)-4,6-bis(trifluoromethyl)hexahydropyrimidin-2-one(thione). The dehydration of the products and also reaction of nonsymmetrical fluoroalkyl-containing 1,3-diketones with urea (thiourea) afford substituted pyrimidines. The condensation of fluorinated 3-oxoesters and 1,3-diketones with benzaldehyde and urea (thiourea) results in 5-alkoxycarbonyl(acyl)-4-hydroxy-2-oxo(thioxo)-6-phenyl-4-fluoroalkylhexahydropyrimidines that on dehydration furnish 5-alkoxycarbonyl(acyl)-2-oxo(thioxo)-4-phenyl-6-fluoroalkyltetrahydropyrimidines. Ethyl 7-nonafluorobutyl-5-phenyl-2,3-dihydrothiazolo[3,2-a]pyrimidine-6-carboxylate hydrobromide forms in reaction of dibromoethane with ethyl ether of 2-thioxo-4-phenyl-6-nonafluorobutyltetrahydropyrimidine

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2001, 37 (6), 869.pdf
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