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Chemistry of Heterocyclic Compounds最新文献

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A method for the synthesis of spiro-1,3,4-thiadiazolines 一种合成螺-1,3,4-噻二唑啉的方法
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-28 DOI: 10.1007/s10593-024-03316-0
Alexander V. Komkov, Leonid G. Menchikov, Andrey S. Dmitrenok, Natalya G. Kolotyrkina, Igor V. Zavarzin
{"title":"A method for the synthesis of spiro-1,3,4-thiadiazolines","authors":"Alexander V. Komkov, Leonid G. Menchikov, Andrey S. Dmitrenok, Natalya G. Kolotyrkina, Igor V. Zavarzin","doi":"10.1007/s10593-024-03316-0","DOIUrl":"https://doi.org/10.1007/s10593-024-03316-0","url":null,"abstract":"<p>A method for the synthesis of spiro-1,3,4-thiadiazolines by the reaction of cyclic ketones with oxamic acid thiohydrazides was developed. A number of new nonsteroidal spiro-1,3,4-thiadiazolines was obtained in high yields.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"9 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141511947","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 structure of new substituted furan-3-carboxylate hydrazones 新的取代呋喃-3-羧酸肼的合成与结构
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-28 DOI: 10.1007/s10593-024-03308-0
Kirill A. Gomonov, Vasilii V. Pelipko, Igor A. Litvinov, Ruslan I. Baichurin, Sergey V. Makarenko
{"title":"Synthesis and structure of new substituted furan-3-carboxylate hydrazones","authors":"Kirill A. Gomonov, Vasilii V. Pelipko, Igor A. Litvinov, Ruslan I. Baichurin, Sergey V. Makarenko","doi":"10.1007/s10593-024-03308-0","DOIUrl":"https://doi.org/10.1007/s10593-024-03308-0","url":null,"abstract":"<p>The reaction of acetyl-containing furan-3-carboxylates with substituted hydrazines in an alcohol solution leads to the formation of substituted furan-3-carboxylate hydrazones. The resulting hydrazones have <i>E</i>-configuration, as determined by NMR spectroscopy and X-ray diffraction analysis.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"100 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141511948","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
The synthesis and antitumor activity of novel 1-alkyl-3-phenyland 3-alkyl-1-phenylimidazothiazolotriazines 新型 1-烷基-3-苯基和 3-烷基-1-苯基咪唑噻唑三嗪的合成及其抗肿瘤活性
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-05 DOI: 10.1007/s10593-024-03318-y
Alexei N. Izmest’ev, Sergey S. Isakov, Angelina N. Kravchenko, Galina A. Gazieva
{"title":"The synthesis and antitumor activity of novel 1-alkyl-3-phenyland 3-alkyl-1-phenylimidazothiazolotriazines","authors":"Alexei N. Izmest’ev, Sergey S. Isakov, Angelina N. Kravchenko, Galina A. Gazieva","doi":"10.1007/s10593-024-03318-y","DOIUrl":"https://doi.org/10.1007/s10593-024-03318-y","url":null,"abstract":"<p>Two groups of isomeric imidazothiazolo[1,2,4]triazines and their oxindolylidene derivatives were obtained from 1-alkyl-3-aryl-4,5-dihydroxyimidazolidin-2-(thi)ones. One of the synthesized imidazo[4,5-<i>e</i>]thiazolo[2,3-<i>c</i>][1,2,4]triazine derivatives showed high cytostatic activity at a concentration of 10 μmol/l against four lines of tumor cells: HL-60(TB) (leukemia, –16.1% growth rate), SF-539 (CNS cancer, –2.6% growth rate), MDA-MB-435 (melanoma, –21.2% growth rate), and RXF 393 (kidney cancer, –6.1 % growth rate).</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"21 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255660","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 2-arylquinazolines by Chan–Evans–Lam coupling of 2-formylphenylboronic acids with amidines 通过 2-甲酰基苯硼酸与酰胺的 Chan-Evans-Lam 偶联合成 2-芳基喹唑啉类化合物
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-05 DOI: 10.1007/s10593-024-03314-2
Vitalii V. Solomin, Darija Zaharova, Aigars Jirgensons
{"title":"Synthesis of 2-arylquinazolines by Chan–Evans–Lam coupling of 2-formylphenylboronic acids with amidines","authors":"Vitalii V. Solomin, Darija Zaharova, Aigars Jirgensons","doi":"10.1007/s10593-024-03314-2","DOIUrl":"https://doi.org/10.1007/s10593-024-03314-2","url":null,"abstract":"<p>A method for the synthesis of 2-arylquinazolines is described which involves Chan–Evans–Lam coupling of 2-formylphenylboronic acids with amidines. The reaction is performed at mild conditions compatible with the range of functional groups and is cost-efficient, provided by usage of inexpensive catalyst and reagents. The synthesis method of 2-arylquinazolines presented is of with scope in both 2-formylphenylboronic acids and amidines.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"70 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255620","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
A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline 基于 5-硝基异喹啉的 SNH 芳基化反应合成在正位含有亚硝基的二芳基胺的简单方法
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-04 DOI: 10.1007/s10593-024-03313-3
Diana Y. Pobedinskaya, Oleg P. Demidov, Elena K. Avakyan, Anastasia A. Borovleva, Alexander N. Larin, Artem P. Ermolenko, Ivan V. Borovlev
{"title":"A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline","authors":"Diana Y. Pobedinskaya, Oleg P. Demidov, Elena K. Avakyan, Anastasia A. Borovleva, Alexander N. Larin, Artem P. Ermolenko, Ivan V. Borovlev","doi":"10.1007/s10593-024-03313-3","DOIUrl":"https://doi.org/10.1007/s10593-024-03313-3","url":null,"abstract":"<p>A simple and efficient arylamination reaction of 5-nitroisoquinoline based on the oxidative nucleophilic substitution of hydrogen was demonstrated under metal-catalyst-free conditions. This reaction can be used as a method for the synthesis of isoquinoline-based diarylamines containing a nitroso group in the <i>ortho</i> position, which are compounds with high synthetic potential. The oxidation of the latter leads to the formation of 6-arylamino-5-nitroisoquinoline <i>N</i>-oxides. The absence of the need to introduce leaving groups and a good overall yield are features of this reaction.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"36 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255444","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
An oxidative cleavage of arene-condensed 4H-pyrans via the Grob–Wharton fragmentation 通过格劳博-沃顿碎片氧化裂解芳烃缩合的 4H-pyrans
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-04 DOI: 10.1007/s10593-024-03310-6
Maxim R. Demidov, Vitaly A. Osyanin, Yury N. Klimochkin
{"title":"An oxidative cleavage of arene-condensed 4H-pyrans via the Grob–Wharton fragmentation","authors":"Maxim R. Demidov, Vitaly A. Osyanin, Yury N. Klimochkin","doi":"10.1007/s10593-024-03310-6","DOIUrl":"https://doi.org/10.1007/s10593-024-03310-6","url":null,"abstract":"<p>When benzannulated dihydroindenochromene and dihydroxanthene derivatives were treated with <i>m</i>-chloroperoxybenzoic acid, oxidative cleavage of the pyran C=C bond and the formation of condensed ketolactones, the derivatives of oxonine-2,6-dione and oxecine-2,7-dione, took place. The reaction proceeded <i>via</i> epoxidation of the pyran double bond followed by the opening of the epoxide and Grob–Wharton fragmentation.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"35 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255443","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
Recent methods in the synthesis of chromeno[2,3-d]pyrimidines 合成色烯并[2,3-d]嘧啶的最新方法
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-04 DOI: 10.1007/s10593-024-03302-6
Ravi Varala, Mohan Kurra, Mohammed Amanullah, Mohamed Hussien, Mohammed Mujahid Alam
{"title":"Recent methods in the synthesis of chromeno[2,3-d]pyrimidines","authors":"Ravi Varala, Mohan Kurra, Mohammed Amanullah, Mohamed Hussien, Mohammed Mujahid Alam","doi":"10.1007/s10593-024-03302-6","DOIUrl":"https://doi.org/10.1007/s10593-024-03302-6","url":null,"abstract":"<p>The most recent synthetic methods to produce chromeno[2,3-<i>d</i>]pyrimidine derivatives from 2015 onwards are outlined, and this mini-review is divided into different chapters according to the type of the reaction.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"128 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255661","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
A reaction of 2-carbonyl-substituted 1H-benzo[f]chromenes with N-arylamides of cyanoacetic acid 2-羰基取代的 1H-苯并[f]色烯与氰基乙酸的 N-芳基酰胺的反应
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-04 DOI: 10.1007/s10593-024-03312-4
Dmitry V. Osipov, Pavel E. Krasnikov, Alina A. Artemenko
{"title":"A reaction of 2-carbonyl-substituted 1H-benzo[f]chromenes with N-arylamides of cyanoacetic acid","authors":"Dmitry V. Osipov, Pavel E. Krasnikov, Alina A. Artemenko","doi":"10.1007/s10593-024-03312-4","DOIUrl":"https://doi.org/10.1007/s10593-024-03312-4","url":null,"abstract":"<p>A reaction of 2-trifluoroacetyl-1<i>H</i>-benzo[<i>f</i>]chromenes with <i>N</i>-arylamides of cyanoacetic acid led to the synthesis of a series of 2-oxo-6-trifluoromethylpyridine-3-carboxamides as products of a cascade of the carbo-Michael reaction, Thorpe–Ziegler cyclization, and Dimroth rearrangement. In the case of 1<i>H</i>-benzo[<i>f</i>]chromene-2-carbaldehydes, the corresponding Knoevenagel adducts were isolated.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"69 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255441","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
The synthesis of ethyl 2-amino-1-(aryl)-5-(arylcarbamoyl)-6-oxo-1,6-dihydropyridine-3-carboxylates 2-氨基-1-(芳基)-5-(芳基氨基甲酰基)-6-氧代-1,6-二氢吡啶-3-羧酸乙酯的合成
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-04 DOI: 10.1007/s10593-024-03311-5
Anush Kh. Khachatryan, Katya A. Avagyan, Anush A. Sargsyan, Anait G. Simonyan, Henrik A. Panosyan, Armen G. Ayvazyan, Alik E. Badasyan
{"title":"The synthesis of ethyl 2-amino-1-(aryl)-5-(arylcarbamoyl)-6-oxo-1,6-dihydropyridine-3-carboxylates","authors":"Anush Kh. Khachatryan, Katya A. Avagyan, Anush A. Sargsyan, Anait G. Simonyan, Henrik A. Panosyan, Armen G. Ayvazyan, Alik E. Badasyan","doi":"10.1007/s10593-024-03311-5","DOIUrl":"https://doi.org/10.1007/s10593-024-03311-5","url":null,"abstract":"<p>A new method for the synthesis of previously unknown ethyl 2-amino-1-(aryl)-5-(arylcarbamoyl)-6-oxo-1,6-dihydropyridine-3-carboxylates by a reaction of ethyl 2-cyano-3-ethoxyacrylate with <i>N</i><sup>1</sup>,<i>N</i><sup>3</sup>-diarylmalonamides was developed. The antibacterial activity of some of the synthesized compounds was assayed.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"22 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255655","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
The synthesis of furazano- and thiadiazolopyrazine steroids and their antiproliferative activity 呋喃并噻二唑并吡嗪类固醇的合成及其抗增殖活性
IF 1.5 4区 化学
Chemistry of Heterocyclic Compounds Pub Date : 2024-06-03 DOI: 10.1007/s10593-024-03319-x
Svetlana K. Vorontsova, Alexander M. Scherbakov, Mikhail E. Minyaev, Leonid G. Menchikov, Igor V. Zavarzin
{"title":"The synthesis of furazano- and thiadiazolopyrazine steroids and their antiproliferative activity","authors":"Svetlana K. Vorontsova, Alexander M. Scherbakov, Mikhail E. Minyaev, Leonid G. Menchikov, Igor V. Zavarzin","doi":"10.1007/s10593-024-03319-x","DOIUrl":"https://doi.org/10.1007/s10593-024-03319-x","url":null,"abstract":"<p>An effective method for the synthesis of heterocyclic steroids with the [1,2,5]oxadiazolo[3,4-<i>b</i>]pyrazine and [1,2,5]thiadiazolo[3,4-<i>b</i>]-pyrazine fragments was developed. The structure of the products was confirmed by X-ray structural analysis. The resulting compounds showed high antiproliferative activity against breast (MCF7) and prostate (22Rv1) cancer cells, which was not inferior to that of cisplatin and abiraterone acetate.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":"34 1","pages":""},"PeriodicalIF":1.5,"publicationDate":"2024-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255431","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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