Synthesis and biological activity of 2-sulfonarylhydrazinylidene 1,3-diketones and their pyrazole derivatives

被引：0
作者：
O. G. Khudina
N. A. Elkina
Ya. V. Burgart
M. A. Ezhikova
M. I. Kodess
Ya. L. Esaulkova
V. V. Zarubaev
A. A. Shtro
G. A. Triandafilova
O. P. Krasnykh
K. O. Malysheva
N. A. Gerasimova
N. P. Evstigneeva
V. I. Saloutin
机构：
[1] Ural Branch of the Russian Academy of Sciences,I. Ya. Postovsky Institute of Organic Synthesis
[2] St. Petersburg Pasteur Research Institute of Epidemiology and Microbiology,undefined
[3] A. A. Smorodintsev Research Institute of Influenza,undefined
[4] Perm National Research Polytechnic University,undefined
[5] Ural Research Institute of Dermatovenereology and Immunopathology,undefined
来源：
Russian Chemical Bulletin | 2022年 / 71卷
关键词：
2-sulfonarylhydrazinylidene 1,3-diketones; hydrazines; cyclization; 4-sulfonaryldiazenylpyrazoles; cytotoxic; antiviral; analgesic; antimycotic; and ; activities;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
2-Sulfonarylhydrazinylidene 1,3-diketones were synthesized by the azo coupling of aryldiazonium salts containing a methylsulfonyl or sulfonamide moiety with trifluoromethyl-1,3-diketones or their lithium salts. The cyclization of the latter with hydrazine hydrate, 4-hydrazinylbenzenesulfonamide hydrochloride, and 4-nitrophenylhydrazine yielded a series of 4-sulfonaryldiazenylpyrazoles. Their transformations with 4-nitrophenylhydrazine were not selective. Cytotoxicity on A549, Hep-2, and HeLa cancer cell cultures, antiviral activity against A/Puerto Rico/8/34 (H1N1) influenza virus, analgesic activity in the “hot plate” test, and antimicrobial activity against pathogenic fungi (dermatophytes, yeast-like fungi of the Candida genus, and Neisseria gonorrhoeae bacteria) were studied for the synthesized compounds.
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页码：2670 / 2684
页数：14
相关论文
共 239 条
[1]  
Shchegol’kov E V(2010)Recent advances in bio-active pyrazoles Russ. Chem. Rev. 79 33-undefined
[2]  
Burgart Ya V(2019)undefined Russ. Chem. Rev. 88 425-undefined
[3]  
Khudina O G(2021)undefined Eur. J. Med. Chem. 218 113385-undefined
[4]  
Saloutin V I(2014)undefined Curr. Org. Chem. 18 115-undefined
[5]  
Chupakhin O N(2015)undefined Eur. J. Med. Chem. 97 786-undefined
[6]  
Politanskaya L V(2005)undefined Arch. Pharm. Chem. Life Sci. 338 167-undefined
[7]  
Selivanova G A(2018)undefined Bioorg. Chem. 78 103-undefined
[8]  
Panteleeva E V(2019)undefined Russ. J. Gen. Chem. 89 2314-undefined
[9]  
Tretyakov E V(2016)undefined J. Saudi Chem. Soc. 20 29-undefined
[10]  
Platonov V E(2016)undefined Chem. Sci. Trans. 5 125-undefined
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