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2-(Pyridin-2-yl)quinazolin-4(3H)-one derivatives as new ligands for lanthanide(iii) cations 2-(吡啶-2-基)喹唑啉-4(3H)-酮衍生物作为镧(iii)阳离子的新配体
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4310-y
A. P. Krinochkin, M. I. Valieva, D. S. Kopchuk, E. V. Nosova, G. A. Kim, Yu. M. Sayfutdinova, O. S. Tanya, G. V. Zyryanov, V. N. Charushin
{"title":"2-(Pyridin-2-yl)quinazolin-4(3H)-one derivatives as new ligands for lanthanide(iii) cations","authors":"A. P. Krinochkin,&nbsp;M. I. Valieva,&nbsp;D. S. Kopchuk,&nbsp;E. V. Nosova,&nbsp;G. A. Kim,&nbsp;Yu. M. Sayfutdinova,&nbsp;O. S. Tanya,&nbsp;G. V. Zyryanov,&nbsp;V. N. Charushin","doi":"10.1007/s11172-024-4310-y","DOIUrl":"10.1007/s11172-024-4310-y","url":null,"abstract":"<div><p>A facile synthetic approach is reported toward ligands based on 2-(2-pyridyl)quinazoline, which are suitable for the preparation of both water-soluble and liposoluble chelate complexes with lanthanide(<span>iii</span>) cations. The ligands contain an additional rigid chelating moiety, such as the carboxyl group or the diethylenetriaminetetraacetic acid residue. The luminescence properties of the new cationic Eu<sup>III</sup> and Tb<sup>III</sup> complexes were studied.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"1923 - 1930"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142188994","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}
引用次数: 0
New heteroleptic 3,4,5-tris(p-fluorophenyl)-1,2-diphosphaferrocene: synthesis, electrochemical properties, and Mössbauer spectroscopy 新型杂环 3,4,5-三(对氟苯基)-1,2-二磷酸二茂铁：合成、电化学特性和莫斯鲍尔光谱学
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-08-31 DOI: 10.1007/s11172-024-4329-0
I. A. Bezkishko, A. A. Zagidullin, R. R. Fayzullin, A. P. Samorodnova, M. N. Khrizanforov, A. L. Zinnatullin, F. G. Vagizov, V. A. Miluykov
{"title":"New heteroleptic 3,4,5-tris(p-fluorophenyl)-1,2-diphosphaferrocene: synthesis, electrochemical properties, and Mössbauer spectroscopy","authors":"I. A. Bezkishko,&nbsp;A. A. Zagidullin,&nbsp;R. R. Fayzullin,&nbsp;A. P. Samorodnova,&nbsp;M. N. Khrizanforov,&nbsp;A. L. Zinnatullin,&nbsp;F. G. Vagizov,&nbsp;V. A. Miluykov","doi":"10.1007/s11172-024-4329-0","DOIUrl":"10.1007/s11172-024-4329-0","url":null,"abstract":"<div><p>A new representative of 1,2-diphosphaferrocenes containing <i>p</i>-fluorophenyl substituents on the 1,2-diphosphacyclopentadienyl ring was synthesized. Its structure was confirmed by multinuclear NMR, IR, and Mössbauer spectroscopy, and its electrochemical properties were studied.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 7","pages":"2099 - 2104"},"PeriodicalIF":1.7,"publicationDate":"2024-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142189038","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}
引用次数: 0
Three-component synthesis of 2-amino-3-cyano-4H-pyrans and a new version of the pyran ring opening 2-amino-3-cyano-4H-pyrans 的三组分合成及吡喃开环的新方法
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-07-26 DOI: 10.1007/s11172-024-4284-9
I. V. Dyachenko, V. D. Dyachenko, P. V. Dorovatovskii, V. N. Khrustalev, V. G. Nenajdenko
{"title":"Three-component synthesis of 2-amino-3-cyano-4H-pyrans and a new version of the pyran ring opening","authors":"I. V. Dyachenko,&nbsp;V. D. Dyachenko,&nbsp;P. V. Dorovatovskii,&nbsp;V. N. Khrustalev,&nbsp;V. G. Nenajdenko","doi":"10.1007/s11172-024-4284-9","DOIUrl":"10.1007/s11172-024-4284-9","url":null,"abstract":"<div><p>Fused 2-amino-3-cyano-4<i>H</i>-pyrans were synthesized by the tandem Knoevenagel—Michael reaction. A previously unknown version of the ring opening of 2-amino-3-cyano-4<i>H</i>-pyrans giving substituted 2,6-dicyanoaniline was discovered. The structure of the latter compound was established by X-ray diffraction.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 6","pages":"1671 - 1680"},"PeriodicalIF":1.7,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784714","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}
引用次数: 0
12H-Quinoxalino[2,3-b]phenoxazinium complexes with CoII and ZnII hexafluoroacetylacetonates: synthesis, structure, and properties 12H-喹喔啉并[2,3-b]苯并噁嗪与 CoII 和 ZnII 六氟乙酰丙酮络合物：合成、结构和性质
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-07-26 DOI: 10.1007/s11172-024-4273-z
V. I. Minkin, S. M. Aldoshin, N. I. Omelichkin, G. V. Shilov, D. V. Korchagin, E. I. Kunitsyna, N. I. Makarova, A. G. Starikov, G. S. Borodkin, P. A. Knyazev, E. P. Ivakhnenko
{"title":"12H-Quinoxalino[2,3-b]phenoxazinium complexes with CoII and ZnII hexafluoroacetylacetonates: synthesis, structure, and properties","authors":"V. I. Minkin,&nbsp;S. M. Aldoshin,&nbsp;N. I. Omelichkin,&nbsp;G. V. Shilov,&nbsp;D. V. Korchagin,&nbsp;E. I. Kunitsyna,&nbsp;N. I. Makarova,&nbsp;A. G. Starikov,&nbsp;G. S. Borodkin,&nbsp;P. A. Knyazev,&nbsp;E. P. Ivakhnenko","doi":"10.1007/s11172-024-4273-z","DOIUrl":"10.1007/s11172-024-4273-z","url":null,"abstract":"<div><p>Reactions of 12<i>H</i>-quinoxaline[2,3-<i>b</i>]phenoxazine (QOPO) derivatives with the Co<sup>II</sup> and Zn<sup>II</sup> hexafluoroacetylacetonates accompanied by protonation of the starting bases result in stable complexes [QOPOH]<sup>+</sup>[M(hfac)<sub>3</sub>]<sup>−</sup> whose structure was determined by X-ray diffraction and by <sup>1</sup>H and <sup>15</sup>N NMR spectroscopy. The complexes are characterized by long-wavelength absorption (560–664 nm) and fluorescence in the red region (λ<sub>fl</sub> = 674–805 nm). The relative energies of the protonated tautomers <b>N(14)—H</b> and <b>N(7)—H</b> were determined using the results of B3LYP–D3BJ/6-311G++(d,p) density functional calculations with inclusion of D3BJ dispersion correction. A SQUID magnetometry study of the static and dynamic magnetic properties of the Co<sup>II</sup> complex revealed that it behaves as a field-induced single-ion magnet.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 6","pages":"1565 - 1577"},"PeriodicalIF":1.7,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784869","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}
引用次数: 0
Synthesis of 4′-trifluoromethyl- and 4′-difluoromethyl-2,2′:6′,2″-terpyridines 4′-trifluoromethyl- 和 4′-difluoromethyl-2,2′:6′,2″-terpyridines 的合成
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-07-26 DOI: 10.1007/s11172-024-4288-5
V. I. Filyakova, N. S. Boltacheva, M. G. Pervova, V. N. Charushin
{"title":"Synthesis of 4′-trifluoromethyl- and 4′-difluoromethyl-2,2′:6′,2″-terpyridines","authors":"V. I. Filyakova,&nbsp;N. S. Boltacheva,&nbsp;M. G. Pervova,&nbsp;V. N. Charushin","doi":"10.1007/s11172-024-4288-5","DOIUrl":"10.1007/s11172-024-4288-5","url":null,"abstract":"<div><p>A new synthetic approach to 2,2′:6′,2″-terpyridines bearing the CF<sub>3</sub> and HCF<sub>2</sub> substituents at the C(4′) atoms that involved the reaction of lithium 3-polyfluoroalkyl-1,3-ketoenolates with ammonium acetate in glacial AcOH was developed.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 6","pages":"1709 - 1715"},"PeriodicalIF":1.7,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784883","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}
引用次数: 0
Chemo-, regio-, and stereoselective catalyst-free addition of diphenylphosphine oxide to acetylenic amino ketones. Synthesis of Z-diphenylphosphoryl(organylamino)alkenones 二苯基氧化膦与乙炔基氨基酮的化学、区域和立体选择性无催化剂加成。合成 Z-二苯基磷酰（羰基氨基）烯酮
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-07-26 DOI: 10.1007/s11172-024-4291-x
S. I. Verkhoturova, P. A. Volkov, I. A. Bidusenko, S. N. Arbuzova, S. V. Zinchenko, B. A. Trofimov
{"title":"Chemo-, regio-, and stereoselective catalyst-free addition of diphenylphosphine oxide to acetylenic amino ketones. Synthesis of Z-diphenylphosphoryl(organylamino)alkenones","authors":"S. I. Verkhoturova,&nbsp;P. A. Volkov,&nbsp;I. A. Bidusenko,&nbsp;S. N. Arbuzova,&nbsp;S. V. Zinchenko,&nbsp;B. A. Trofimov","doi":"10.1007/s11172-024-4291-x","DOIUrl":"10.1007/s11172-024-4291-x","url":null,"abstract":"<div><p>Catalyst-free addition of diphenylphosphine oxide to 1,4-diorganyl-4-(organylamino)-alk-2-yn-1-ones proceeded chemo-, regio-, and stereoselectively to afford new <i>Z</i>-3-diphenylphosphoryl-1,4-diorganyl-4-(organylamino)alk-2-en-1-ones in up to 75% yield. The synthesized compounds are promising candidates for organic synthesis and pharmaceutical research.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 6","pages":"1738 - 1744"},"PeriodicalIF":1.7,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784886","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}
引用次数: 0
Synthesis and antiviral activity of homodimers of 1,2,3-triazolyl nucleoside analogs 1,2,3-三唑基核苷类似物同二聚体的合成和抗病毒活性
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-07-26 DOI: 10.1007/s11172-024-4296-5
O. V. Andreeva, M. M. Shulaeva, L. F. Saifina, B. F. Garifullin, M. G. Belenok, V. V. Zarubaev, A. V. Slita, V. E. Semenov, V. E. Kataev
{"title":"Synthesis and antiviral activity of homodimers of 1,2,3-triazolyl nucleoside analogs","authors":"O. V. Andreeva,&nbsp;M. M. Shulaeva,&nbsp;L. F. Saifina,&nbsp;B. F. Garifullin,&nbsp;M. G. Belenok,&nbsp;V. V. Zarubaev,&nbsp;A. V. Slita,&nbsp;V. E. Semenov,&nbsp;V. E. Kataev","doi":"10.1007/s11172-024-4296-5","DOIUrl":"10.1007/s11172-024-4296-5","url":null,"abstract":"<div><p>New homodimers of 1,2,3-triazolyl nucleoside analogs based on 6-methyluracil, which are linked by the polymethylene linker at the N(1) or N(3) atoms, were synthesized. Screening of <i>in vitro</i> antiviral activity against influenza A virus (H1N1) and Coxsackievirus B3 revealed the lead compound that <i>in vitro</i> inhibited the replication of Coxsackievirus B3 with a half-maximal inhibitory concentration (IC<sub>50</sub>) and a half-maximal cytotoxic concentration (CC<sub>50</sub>) of 30.1 and &gt;374 µmol L<sup>−1</sup>, respectively. A dependence of the antiviral activity on the length of the polymethylene linker connecting the 6-methyluracil and 1,2,3-triazolyl-β-<span>d</span>-ribofuranosyl fragments was found.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 6","pages":"1789 - 1800"},"PeriodicalIF":1.7,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784900","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}
引用次数: 0
New derivatives of dehydroabiethylamine and adamantane: synthesis and activity as inhibitors of the repair enzyme TDP1 脱氢二乙胺和金刚烷的新衍生物：作为修复酶 TDP1 抑制剂的合成和活性
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-07-26 DOI: 10.1007/s11172-024-4300-0
K. S. Kovaleva, O. I. Yarovaya, I. A. Chernyshova, O. I. Lavrik, N. F. Salakhutdinov
{"title":"New derivatives of dehydroabiethylamine and adamantane: synthesis and activity as inhibitors of the repair enzyme TDP1","authors":"K. S. Kovaleva,&nbsp;O. I. Yarovaya,&nbsp;I. A. Chernyshova,&nbsp;O. I. Lavrik,&nbsp;N. F. Salakhutdinov","doi":"10.1007/s11172-024-4300-0","DOIUrl":"10.1007/s11172-024-4300-0","url":null,"abstract":"<div><p>A number of new conjugates of dehydroabiethylamine and adamantane was obtained using a three-step synthetic scheme in order to study the effect of linker type and length on biological activity. The inhibitory activity of the synthesized compounds toward the DNA repair enzyme Tyrosyl-DNA phosphodiesterase 1 was studied. The compounds are potent inhibitors, exhibiting activity in micromolar concentrations.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 6","pages":"1829 - 1835"},"PeriodicalIF":1.7,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784773","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}
引用次数: 0
Two-step synthesis of new fused systems based on [1,2,5]oxadiazolo[3,4-b]quinoxaline by a combination of the Scholl reaction and nucleophilic aromatic substitution of hydrogen (SNH) 结合烁尔反应和亲核芳香族氢取代 (SNH) 两步合成基于 [1,2,5]oxadiazolo[3,4-b]quinoxaline 的新型融合体系
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-07-26 DOI: 10.1007/s11172-024-4281-z
E. M. Krynina, Yu. A. Kvashnin, D. A. Gazizov, M. I. Kodess, M. A. Ezhikova, G. L. Rusinov, E. V. Verbitskiy, V. N. Charushin
{"title":"Two-step synthesis of new fused systems based on [1,2,5]oxadiazolo[3,4-b]quinoxaline by a combination of the Scholl reaction and nucleophilic aromatic substitution of hydrogen (SNH)","authors":"E. M. Krynina,&nbsp;Yu. A. Kvashnin,&nbsp;D. A. Gazizov,&nbsp;M. I. Kodess,&nbsp;M. A. Ezhikova,&nbsp;G. L. Rusinov,&nbsp;E. V. Verbitskiy,&nbsp;V. N. Charushin","doi":"10.1007/s11172-024-4281-z","DOIUrl":"10.1007/s11172-024-4281-z","url":null,"abstract":"<div><p>A simple synthetic route to poorly available polycyclic systems with a [1,2,5]oxadiazolo-[3,4-<i>b</i>]quinoxaline backbone has been developed, which is based on the sequence of nucleophilic aromatic substitution of hydrogen and the Scholl cross-coupling. According to the data from electrochemical and photophysical measurements, the synthesized compounds can be potentially considered as the narrow-gap (from 1.97 to 2.34 eV) <i>n</i>-type organic semiconductors, the energy levels of which are comparable to those of top commercially available electronic semiconductors.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 6","pages":"1647 - 1658"},"PeriodicalIF":1.7,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784875","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}
引用次数: 0
Synthesis and properties of 1-(3,5,7-trifluoroadamantan-1-yl)-3-R-ureas 1-(3,5,7-三氟金刚烷-1-基)-3-R-脲的合成与特性
IF 1.7 4区 化学
Russian Chemical Bulletin Pub Date : 2024-07-26 DOI: 10.1007/s11172-024-4279-6
B. P. Gladkikh, D. V. Danilov, V. S. D’yachenko, E. S. Il’yina, D. A. Pitushkin, G. M. Butov, I. A. Novakov
{"title":"Synthesis and properties of 1-(3,5,7-trifluoroadamantan-1-yl)-3-R-ureas","authors":"B. P. Gladkikh,&nbsp;D. V. Danilov,&nbsp;V. S. D’yachenko,&nbsp;E. S. Il’yina,&nbsp;D. A. Pitushkin,&nbsp;G. M. Butov,&nbsp;I. A. Novakov","doi":"10.1007/s11172-024-4279-6","DOIUrl":"10.1007/s11172-024-4279-6","url":null,"abstract":"<div><p>A method comprising the use of a fluorinating agent, the Ishikawa’s reagent, at one of its steps was developed for the synthesis of 1,3,5-trifluoroadamantane-7-isocyanate from 3,5,7-trifluoroadamantane-1-carboxylic acid and diphenylphosphoryl azide. The reaction of 1,3,5-trifluoroadamantane-7-isocyanate with fluoroanilines gave 1,3-disubstituted ureas in the yields of 58–73%. The influence of number of the fluorine atoms in the adamantyl moiety on the melting point, lipophilicity, and water solubility of ureas was estimated, which allows one to intentionally tune these important properties of ureas as promising enzyme inhibitors. The molecular docking revealed the effectiveness of 4-({4-[3-(3,5,7-trifluoroadamantan-1-yl)ureido]cyclohexyl}oxy)benzoic acid in the inhibition of p38 MAPK, c-Raf and hsEH.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"73 6","pages":"1631 - 1639"},"PeriodicalIF":1.7,"publicationDate":"2024-07-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141784877","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}
引用次数: 0
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