A. A. Ushakova, V. V. Fedotov, V. V. Melekhin, M. D. Tokhtueva, A. V. Paramonova, S. K. Kotovskaya, E. N. Ulomsky, V. L. Rusinov
{"title":"Synthesis and in vitro antitumor activity of 3(4)-alkyl-substituted [1,2,4]triazolo[1,5-a]pyrimidin-7-amines","authors":"A. A. Ushakova, V. V. Fedotov, V. V. Melekhin, M. D. Tokhtueva, A. V. Paramonova, S. K. Kotovskaya, E. N. Ulomsky, V. L. Rusinov","doi":"10.1007/s11172-025-4538-1","DOIUrl":"10.1007/s11172-025-4538-1","url":null,"abstract":"<div><p>A series of [1,2,4]triazolo[1,5-<i>a</i>]pyrimidin-7-amines was synthesized by cyclocondensation of 5-aminotriazoles with morpholinoacrylonitrile derivatives, and alkylation of the products was studied. The alkylation gave two regioisomers, the ratio of which depended on the substituents in the azole and pyrimidine moieties of the heterocyclic system. The new 3(4)-alkyl-[1,2,4]triazolo[1,5-<i>a</i>]pyrimidin-7-amines were tested for the cytotoxic activity against the following human cells: fetal lung (Wi-38), rhabdomyosarcoma (Rd), colorectal adenocarcinoma (CaCo-2), and bladder carcinoma (T-24) cells. The results of the study showed that compound <b>8</b> characterized by IC<sub>50</sub> < 60 µmol L<sup>−1</sup> suppresses the growth of tumor cells. For the lead compound <b>8</b>, the main putative mechanism of action was studied and found to consist in the cytostatic effect that slows down DNA replication and neoplastic cell division activity without triggering apoptotic mechanisms.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 2","pages":"461 - 468"},"PeriodicalIF":1.7,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716798","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
V. L. Baklagin, V. V. Bukhalin, I. G. Abramov, V. E. Maizlish, Yu. V. Romanenko
{"title":"Synthesis of new 2,4,11,13-tetrasubstituted tribenzo[1,4]dioxocine-7,8-dicarbonitriles","authors":"V. L. Baklagin, V. V. Bukhalin, I. G. Abramov, V. E. Maizlish, Yu. V. Romanenko","doi":"10.1007/s11172-025-4535-4","DOIUrl":"10.1007/s11172-025-4535-4","url":null,"abstract":"<div><p>2,4,11,13-Tetrasubstituted tribenzo[1,4]dioxocine-7,8-dicarbonitriles were synthesized for the first time by the reaction of activated aromatic nucleophilic substitution between 3,3′,5,5′-tetra-R-biphenyl-2,2′-diols and 4-bromo-5-nitro- or 4,5-dichlorophthalonitriles. The yields of the target products were up to 68%.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 2","pages":"434 - 441"},"PeriodicalIF":1.7,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716789","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
E. S. Khodykina, D. V. Steglenko, K. E. Shepelenko, O. P. Demidov, A. A. Kolodina
{"title":"Alternative product of the cyclization of ortho-[O-(4-nitrobenzyl)]-substituted N-phenylquinone imine: structure and quantum chemical studies of the mechanism of formation","authors":"E. S. Khodykina, D. V. Steglenko, K. E. Shepelenko, O. P. Demidov, A. A. Kolodina","doi":"10.1007/s11172-025-4548-z","DOIUrl":"10.1007/s11172-025-4548-z","url":null,"abstract":"<div><p><i>N</i>-(3′,5′-Di-<i>tert</i>-butyl-4′-hydroxyphenyl)-<i>N</i>-(2″-hydroxyphenyl)-4-nitrobenzamide was found to be an alternative product in the cyclization reaction of <i>O</i>-(4-nitrobenzyl) ether of <i>N</i>-phenylquinone imine proceeding through the formation of a benzoxazole ring. The structure of the product was established by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, high-resolution MS spectrometry, and X-ray diffraction analysis. Quantum chemical calculations of plausible mechanism of the formation of this compound were carried out.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 2","pages":"538 - 543"},"PeriodicalIF":1.7,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716802","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Ya. A. Barsegyan, M. D. Vedenyapina, V. A. Vil’, M. M. Kazakova
{"title":"Electrochemical reduction of spirocyclopentylmalonyl peroxide on smooth gold electrode in an aqueous medium","authors":"Ya. A. Barsegyan, M. D. Vedenyapina, V. A. Vil’, M. M. Kazakova","doi":"10.1007/s11172-025-4545-2","DOIUrl":"10.1007/s11172-025-4545-2","url":null,"abstract":"<div><p>Electrochemical reduction of cyclic diacyl peroxide (2,3-dioxaspiro[4.4]nonane-1,4-dione or spirocyclopentylmalonyl peroxide) was explored using a smooth platinum anode/smooth gold cathode pair in an aqueous medium. This peroxide during the electrolysis was selectively reduced to cyclopentane-1,1-dicarboxylic acid in 85% yield, while any decarboxylation products were not even observed. Taking into account the data acquired previously by cyclic voltammetry, the conclusion was drawn about proceeding the reduction of peroxide <i>via</i> two successive one-electron steps of electron transfer.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 2","pages":"526 - 528"},"PeriodicalIF":1.7,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716803","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
V. G. Krasovskiy, O. B. Gorbatsevich, T. V. Golubitchenko, L. M. Glukhov, E. A. Chernikova, L. M. Kustov
{"title":"Effect of the nature of substituents in the imidazolium cation on the properties of monocationic ionic liquids","authors":"V. G. Krasovskiy, O. B. Gorbatsevich, T. V. Golubitchenko, L. M. Glukhov, E. A. Chernikova, L. M. Kustov","doi":"10.1007/s11172-025-4530-9","DOIUrl":"10.1007/s11172-025-4530-9","url":null,"abstract":"<div><p>A series of bis(trifluoromethylsulfonyl)imide hydrophobic monocationic ionic liquids (ILs) with alkyl and siloxane substituents in the imidazolium cation were synthesized and their physicochemical properties were studied. The effect of the substituent nature in the imidazolium cation on the properties of the synthesized ILs was studied. The ILs obtained are characterized by a working temperature range from −70 to 300 °C, viscosity values in the range of 65–184 cSt (30 °C), and surface tension ranging from 23 to 31 mN m<sup>−1</sup> (20 °C), being promising lubricants for modification of hydrophobic solid surfaces.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 2","pages":"387 - 400"},"PeriodicalIF":1.7,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716859","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"International Conferences in Chemistry Held in Russia in 2025","authors":"","doi":"10.1007/s11172-025-4553-2","DOIUrl":"10.1007/s11172-025-4553-2","url":null,"abstract":"","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 2","pages":"558 - 558"},"PeriodicalIF":1.7,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716881","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
B. S. M. Al-Ghezi, I. S. Kovalev, D. S. Kopchuk, M. V. Sangalova, A. A. Noskova, A. F. Khasanov, A. S. Minin, E. S. Starnovskaya, K. D. Krasnoperova, N. S. Glebov, O. V. Shabunina, G. V. Zyryanov
{"title":"3-(Pyridin-2-yl)-1,2,4-triazine derivatives as promising ligands for iridium(iii) complexes","authors":"B. S. M. Al-Ghezi, I. S. Kovalev, D. S. Kopchuk, M. V. Sangalova, A. A. Noskova, A. F. Khasanov, A. S. Minin, E. S. Starnovskaya, K. D. Krasnoperova, N. S. Glebov, O. V. Shabunina, G. V. Zyryanov","doi":"10.1007/s11172-025-4532-7","DOIUrl":"10.1007/s11172-025-4532-7","url":null,"abstract":"<div><p>New iridium(<span>iii</span>) complexes with 3-(pyridin-2-yl)-1,2,4-triazine derivatives as <i>N,N</i>-type ligands were synthesized. The photophysical properties of the complexes were studied. The applicability of the complexes for biovisualization of, e.g., <i>Vero</i> cells selectively accumulated in endoplasmic reticulum is demonstrated.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 2","pages":"411 - 417"},"PeriodicalIF":1.7,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716976","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A. V. Fedorova, O. N. Pestova, A. A. Selyutin, V. L. Stolyarova
{"title":"Peculiarities of phase formation in the Cs2O—Al2O3—SiO2 system prepared from precursors obtained by hydrothermal synthesis","authors":"A. V. Fedorova, O. N. Pestova, A. A. Selyutin, V. L. Stolyarova","doi":"10.1007/s11172-025-4499-4","DOIUrl":"10.1007/s11172-025-4499-4","url":null,"abstract":"<div><p>Peculiarities of phase formation in the ternary oxide system Cs<sub>2</sub>O—Al<sub>2</sub>O<sub>3</sub>—SiO<sub>2</sub> have been studied using samples prepared from precursors obtained by hydrothermal synthesis followed by calcination of the reaction mixtures at different temperatures for different times. The samples were identified by high-resolution X-ray powder diffraction (HRXPD), simultaneous thermal analysis, and X-ray fluorescence spectroscopy. A HRXPD study revealed that all the samples contained an X-ray amorphous phase and crystalline phases. According to HRXPD data, the crystalline phases in the samples with the compositions Cs<sub>2</sub>O : Al<sub>2</sub>O<sub>3</sub> : SiO<sub>2</sub> = 33.0 : 33.0 : 33.0 and 30.0 : 50.0 : 20.0 (mol.%) corresponded to cesium aluminosilicate CsAlSiO<sub>4</sub>, while those in the sample containing equimolar amounts of the oxides corresponded to CsAlO<sub>2</sub>, CsAlSiO<sub>4</sub>, and Cs<sub>2</sub>CO<sub>3</sub>·3H<sub>2</sub>O formed on the surface of the sample. An X-ray fluorescence spectroscopy study demonstrated that the elemental composition of the heat-treated samples remains close to the intended stoichiometric composition.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 1","pages":"58 - 65"},"PeriodicalIF":1.7,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143698522","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
S. M. Antropov, S. A. Tokmacheva, I. I. Levina, I. V. Trushkov
{"title":"Synthesis of bridged azaheterocycles peri-annulated to the indole core","authors":"S. M. Antropov, S. A. Tokmacheva, I. I. Levina, I. V. Trushkov","doi":"10.1007/s11172-025-4504-y","DOIUrl":"10.1007/s11172-025-4504-y","url":null,"abstract":"<div><p>The domino reaction of 2-(1-methyl-3-formylindol-4-yl)cyclopropane-1,1-dicarboxylate with benzylamines upon catalysis by gallium triflate gave two types of tetracyclic systems containing bridged azabicycles <i>peri</i>-annulated to the indole core. The reaction proceeded via the formation of intermediate imines, which underwent stepwise (3+2)-cross-cycloaddition reactions under conditions of the process, wherein the first step is the attack by the iminium nitrogen atom at either methylene or methine carbon atom of the small cycle.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 1","pages":"102 - 109"},"PeriodicalIF":1.7,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143698553","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
S. A. Kolyadina, M. A. Bastrakov, A. M. Starosotnikov
{"title":"Synthesis of new mono- and dinitroimidazo[1,2-a]pyridines","authors":"S. A. Kolyadina, M. A. Bastrakov, A. M. Starosotnikov","doi":"10.1007/s11172-025-4506-9","DOIUrl":"10.1007/s11172-025-4506-9","url":null,"abstract":"<div><p>The study of the nitration of a number of imidazo[1,2-<i>a</i>]pyridines showed that the presence of a strong electron-donating substituent (OH, NH<sub>2</sub>) in the molecule is essential for the introduction of two nitro groups into the pyridine ring. On this basis, an approach to the synthesis of previously unknown 5,7- and 6,8-dinitroimidazo[1,2-<i>a</i>]pyridines was elaborated. In the case of electron-withdrawing substituents (Br), the reactions occurred predominantly at position 3 of the heterocyclic system. The obtained nitro derivatives are of interest as a basis for the synthesis of new polyfunctional imidazo[1,2-<i>a</i>]pyridines.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 1","pages":"115 - 119"},"PeriodicalIF":1.7,"publicationDate":"2025-03-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143698546","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}