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Russian Journal of Organic Chemistry最新文献

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Efficient Synthesis of 8-Fluoro-10-methyl-3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxamides and Their Cytotoxic Activity 高效合成 8-氟-10-甲基-3,4-二氢苯并[b][1,6]萘啶-2(1H)-甲酰胺及其细胞毒活性
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090203
R. K. Rao, M. Surana, S. Kankala
{"title":"Efficient Synthesis of 8-Fluoro-10-methyl-3,4-dihydrobenzo[b][1,6]naphthyridine-2(1H)-carboxamides and Their Cytotoxic Activity","authors":"R. K. Rao,&nbsp;M. Surana,&nbsp;S. Kankala","doi":"10.1134/S1070428024090203","DOIUrl":"10.1134/S1070428024090203","url":null,"abstract":"<p>A facile synthesis of a new series of 8-fluoro-10-methyl-3,4-dihydrobenzo[<i>b</i>][1,6]naphthyridine-2(1<i>H</i>)-carboxamide hybrids in high yields has been developed via coupling reaction. The synthesized com­pounds were evaluated for their in vitro anticancer activity against a panel of four human tumor cell lines, viz., MCF-7 (breast cancer), A-549 (lung cancer), OVACR-3 (ovarian cancer) and HeLa (cervical cancer). Com­pounds <b>12a</b>, <b>12c</b>, <b>12e</b>, <b>12h</b>, and <b>12l</b> demonstrated higher activity than that of cisplatin taken as positive control.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1769 - 1776"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595252","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
Functionalization of (Z)-N3-(2-Amino-1,2-dicyanovinyl)­formamidrazone to Five-Membered N-Heterocycles and Their Antimicrobial Activity (Z)-N3-(2-氨基-1,2-二氰基乙烯基)甲酰胺腙与五元 N-杂环的官能化及其抗菌活性
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090173
A. Al-Azmi, E. John
{"title":"Functionalization of (Z)-N3-(2-Amino-1,2-dicyanovinyl)­formamidrazone to Five-Membered N-Heterocycles and Their Antimicrobial Activity","authors":"A. Al-Azmi,&nbsp;E. John","doi":"10.1134/S1070428024090173","DOIUrl":"10.1134/S1070428024090173","url":null,"abstract":"<p>Various five-membered heterocyclic compounds and highly functionalized open intermediates were simply synthesized by reacting (<i>Z</i>)–<i>N</i><sup>3</sup>-(2-amino-1,2-dicyanovinyl)formamidrazone with selected reagents containing electrophilic carbon. The synthesized compounds were tested for antimicrobial activity and were found to have moderate antimicrobial effects.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1744 - 1751"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595255","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
Structural Analogues of Thyronamines. Experimental and DFT-Calculated 1H NMR Chemical Shifts of 4-[4-(2-Aminoethoxy)benzyl]aniline 甲状腺胺的结构类似物。4-[4-(2-Aminoethoxy)benzyl]aniline 的实验和 DFT 计算的 1H NMR 化学位移
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090057
A. B. Eresko, E. V. Raksha, D. A. Filimonov, A. V. Muratov, A. A. Voitash, N. N. Trubnikova
{"title":"Structural Analogues of Thyronamines. Experimental and DFT-Calculated 1H NMR Chemical Shifts of 4-[4-(2-Aminoethoxy)benzyl]aniline","authors":"A. B. Eresko,&nbsp;E. V. Raksha,&nbsp;D. A. Filimonov,&nbsp;A. V. Muratov,&nbsp;A. A. Voitash,&nbsp;N. N. Trubnikova","doi":"10.1134/S1070428024090057","DOIUrl":"10.1134/S1070428024090057","url":null,"abstract":"<p>The structure and <sup>1</sup>H NMR chemical shifts of a new structural analogue of endogenous thyronamines, 4-[4-(2-aminoethoxy)benzyl]aniline, have been simulated in the framework of the density functional theory. The molecular geometry of the title compound has been optimized at the B3LYP level of theory using 6-31G(<i>d</i>,<i>p</i>), 6-31+G(<i>d</i>,<i>p</i>), and 6-311G(<i>d</i>,<i>p</i>) basis sets both for the isolated molecule and including solvent effect. The <sup>1</sup>H NMR chemical shifts of 4-[4-(2-aminoethoxy)benzyl]aniline have been estimated on the basis of magnetic shielding constants calculated by the GIAO method. In the calculations of both optimal molecular geometry and magnetic shielding constants, nonspecific solvation with dimethyl sulfoxide and methanol was considered in terms of the polarizable continuum model (IEFPCM). Linear correlations have been found between the theoretical and experimental chemical shifts of 4-[4-(2-aminoethoxy)benzyl]aniline in methanol-<i>d</i><sub>4</sub> and DMSO-<i>d</i><sub>6</sub>.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1654 - 1662"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595461","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
Efficiency and Diversity in Chemical Synthesis: Exploring One-Pot Multicomponent Reactions 化学合成的效率和多样性：探索单锅多组分反应
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090185
P. Patel, H. Vaghani, J. Kumbhani, H. Kardani, S. Patel, Sh. Patel
{"title":"Efficiency and Diversity in Chemical Synthesis: Exploring One-Pot Multicomponent Reactions","authors":"P. Patel,&nbsp;H. Vaghani,&nbsp;J. Kumbhani,&nbsp;H. Kardani,&nbsp;S. Patel,&nbsp;Sh. Patel","doi":"10.1134/S1070428024090185","DOIUrl":"10.1134/S1070428024090185","url":null,"abstract":"<p>This paper presents a broad overview of our research, which aims to develop new and effective synthetic approaches to structurally diverse heterocyclic scaffolds. Using multicomponent reactions (MCR), a wide variety of analogues from various families of heterocyclic compounds with many medicinal uses have been synthesized. Due to their affordability, eco-friendliness, and systematic synthesis in terms of reaction time, number of steps, yield, workup procedure, atom economy, and mild conditions, multicomponent reactions (MCRs) play a crucial role in achieving a greener approach in synthetic chemistry. MCRs offer a productive synthetic approach for a range of extremely complex compounds when paired with the one-pot process. The synthesis of highly functionalized molecules in a single pot to quickly generate libraries of biologically interesting compounds and find fresh leads as possible therapeutic agents is one of the distinctive features of MCRs. The current study covers the latest advancements and innovations of MCRs in the entire synthesis of nitrogen-, sulfur-, and oxygen-containing heterocyclic compounds.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1752 - 1760"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595332","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, Fungicidal Activity, Drug Likeness, and Molecular Docking of 3-Aryl-8-nitro[1,2,4]triazolo[3,4-b][1,3,4]benzothiadiazepines 3-芳基-8-硝基[1,2,4]三唑并[3,4-b][1,3,4]苯并噻二氮卓的合成、杀菌活性、药物相似性和分子对接
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090227
P. Tripathi, D. Kumar Sahu, M. Kumar, S. Ahmad, A. Ali
{"title":"Synthesis, Fungicidal Activity, Drug Likeness, and Molecular Docking of 3-Aryl-8-nitro[1,2,4]triazolo[3,4-b][1,3,4]benzothiadiazepines","authors":"P. Tripathi,&nbsp;D. Kumar Sahu,&nbsp;M. Kumar,&nbsp;S. Ahmad,&nbsp;A. Ali","doi":"10.1134/S1070428024090227","DOIUrl":"10.1134/S1070428024090227","url":null,"abstract":"<p>A series of 3-aryl-8-nitro[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]benzothiadiazepines have been synthesized by refluxing 4-amino-5-aryl-1,2,4-triazole-3-thiols and 5-nitro-2-chlorobenzaldeyde in methanol in the presence of glacial acetic acid as catalyst. The structure of the synthesized compounds was confirmed by spectral data, and their fungicidal activity against four fungal strains (<i>Aspergillus niger</i>, <i>Helminthosporium oryzae</i>, <i>Rhizoctonia solani</i>, and <i>Penicillium citrinum</i>) was evaluated. The drug likeness analysis and molecular docking were performed using Swiss ADME, Chimera, and AutoDock Vina tools.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1784 - 1790"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595254","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
Activation of Phenyl[(trifluoromethanesulfonyl)imino]-λ3-iodane with Metal Salts in Reactions with Alkenes 苯基[(三氟甲烷磺酰基)亚氨基]-λ3-碘与金属盐在烯烃反应中的活化作用
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090082
A. S. Ganin, I. A. Garagan, M. M. Sobyanina, M. Yu. Moskalik
{"title":"Activation of Phenyl[(trifluoromethanesulfonyl)imino]-λ3-iodane with Metal Salts in Reactions with Alkenes","authors":"A. S. Ganin,&nbsp;I. A. Garagan,&nbsp;M. M. Sobyanina,&nbsp;M. Yu. Moskalik","doi":"10.1134/S1070428024090082","DOIUrl":"10.1134/S1070428024090082","url":null,"abstract":"<p>Effects of different conditions on the reaction of alkenes with phenyl[(trifluoromethanesulfonyl)­imino]-λ<sup>3</sup>-iodane (PhI=NTf, <b>1</b>) have been studied. The reaction of PhI=NTf with styrenes in the presence of copper(I) chloride led to the formation of substituted aziridine and bis-trifluorometanesulfonamido derivatives at different ratios. When silver nitrate was used as additive in the same reaction, 1-phenyl-2-(trifluoro­methanesulfonamido)ethyl nitrate was formed. Isomeric amidines were obtained from camphene as substrate in the presence of different activating additives and an oxidant. Potential biological activity of the synthesized compounds was predicted using PASS Online software.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1673 - 1680"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595462","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 a Misoprostol Analogue, 11-Deoxy-13,14-didehydro-17-methyl-20-norprostaglandin B1 Ethyl Ester 米索前列醇类似物 11-脱氧-13,14-二脱氢-17-甲基-20-去甲前列腺素 B1 乙酯的合成
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090094
N. A. Ivanova, G. A. Shavaleeva, L. V. Spirikhin, M. S. Miftakhov
{"title":"Synthesis of a Misoprostol Analogue, 11-Deoxy-13,14-didehydro-17-methyl-20-norprostaglandin B1 Ethyl Ester","authors":"N. A. Ivanova,&nbsp;G. A. Shavaleeva,&nbsp;L. V. Spirikhin,&nbsp;M. S. Miftakhov","doi":"10.1134/S1070428024090094","DOIUrl":"10.1134/S1070428024090094","url":null,"abstract":"<p>1,2-Addition of lithiated 4-hydroxy-4,5-dimethylhept-1-yne to the keto group of ethyl 7-(5-oxocyclopent-1-en-1-yl)heptanoate, followed by in situ oxidative isomerization of the adduct afforded 11-deoxy-13,14-didehydro-17-methyl-20-norprostaglandin B<sub>1</sub> (PGB<sub>1</sub>) ethyl ester.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1681 - 1684"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595463","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
Benzazoles: IV. Reaction of 1,3-Dihydro-2H-benzimidazol-2-ones with Chlorosulfonic Acid 苯扎唑IV.1,3-Dihydro-2H-benzimidazol-2-ones 与氯磺酸的反应
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090112
Yu. R. Takhirov, D. A. Dushamov, R. Sh. Kuryazov, R. M. Usmonov
{"title":"Benzazoles: IV. Reaction of 1,3-Dihydro-2H-benzimidazol-2-ones with Chlorosulfonic Acid","authors":"Yu. R. Takhirov,&nbsp;D. A. Dushamov,&nbsp;R. Sh. Kuryazov,&nbsp;R. M. Usmonov","doi":"10.1134/S1070428024090112","DOIUrl":"10.1134/S1070428024090112","url":null,"abstract":"<p>1,3-Dihydro-2<i>H</i>-benzimidazol-2-ones reacted with chlorosulfonic acid at 50–60°C to give 5-chloro­sulfonyl-1,3-dihydro-2<i>H</i>-benzimidazol-2-ones regardless of the reactant ratio (1:1 to 1:5). 5-Chloro-1,3-dihy­dro-2<i>H</i>-benzimidazol-2-ones failed to react with chlorosulfonic acid at 50–60°C, and the corresponding 5-chloro-6-chlorosulfonyl derivatives were obtained at 110–120°C.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1692 - 1697"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595466","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
Design, Synthesis, Fungicidal Activity, and Molecular Docking Study of 2-Aminothiazole Derivatives 2-Aminothiazole 衍生物的设计、合成、杀菌活性和分子对接研究
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090252
Y. Zhang, Y. Deng, X. Lan, Y. Lu, D. Zhao, W. Wang, L. Chen, Z. Yan
{"title":"Design, Synthesis, Fungicidal Activity, and Molecular Docking Study of 2-Aminothiazole Derivatives","authors":"Y. Zhang,&nbsp;Y. Deng,&nbsp;X. Lan,&nbsp;Y. Lu,&nbsp;D. Zhao,&nbsp;W. Wang,&nbsp;L. Chen,&nbsp;Z. Yan","doi":"10.1134/S1070428024090252","DOIUrl":"10.1134/S1070428024090252","url":null,"abstract":"<p>In order to obtain amide compounds with enhanced antifungal activity, twelve 2-aminothiazole derivatives were synthesized using combinatorial chemistry techniques. The newly synthesized compounds were characterized by using various techniques such as <sup>1</sup>H NMR, <sup>13</sup>C NMR, ESI-MS, and elemental analysis. Notably, compound <b>11b</b> not only exhibited a high inhibitory rate against <i>Sclerotinia sclerotiorum</i> but also possessed certain anticancer effects. Molecular docking analysis provided a scientific basis for how this compound achieves its antifungal effects.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1810 - 1817"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595259","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
Green and Efficient Synthesis of Pyrazole-Conjugated Chromene Derivatives 绿色高效合成吡唑共轭色烯衍生物
IF 0.8 4区 化学
Russian Journal of Organic Chemistry Pub Date : 2024-11-07 DOI: 10.1134/S1070428024090148
N. Ganapathi Chary, Madhusudhan Gutta, K. Vidya
{"title":"Green and Efficient Synthesis of Pyrazole-Conjugated Chromene Derivatives","authors":"N. Ganapathi Chary,&nbsp;Madhusudhan Gutta,&nbsp;K. Vidya","doi":"10.1134/S1070428024090148","DOIUrl":"10.1134/S1070428024090148","url":null,"abstract":"<p>Pyrazolyl-substituted chromene analogues have been synthesized in one pot from 1<i>H</i>-pyrazole-5-carbaldehydes, malononitrile, and cyclohexane-1,3-dione or dimedone in the presence of L-proline as catalyst using ethanol as solvent under reflux conditions for 2–3 h. This approach offers notable advantages such as high yields, environmental friendliness, easy experimental procedure, short reaction time, and mild reaction conditions.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"60 9","pages":"1720 - 1724"},"PeriodicalIF":0.8,"publicationDate":"2024-11-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595429","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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