Synthesis, structure, and biological activity of 4-hetaryl-2-pyrrolidones containing a pyrazole ring

被引:2
作者
Gorodnicheva, Natal'ya V. [1 ]
Vasil'eva, Olga S. [1 ]
Ostroglyadov, Evgeny S. [1 ]
Baichurin, Ruslan I. [1 ]
Litvinov, Igor A. [2 ]
Tyurenkov, Ivan N. [3 ]
Kovalev, Nikolay S. [3 ]
Bakulin, Dmitry A. [3 ]
Kurkin, Denis V. [3 ]
Baichurina, Larisa V. [4 ]
Makarenko, Sergey V. [1 ]
机构
[1] Herzen State Pedag Univ Russia, 48 Moyka River Embankment, St Petersburg 191186, Russia
[2] AE Arbuzov Inst Organ & Phys Chem, 8 Akademika Arbuzova St, Kazan 420088, Russia
[3] Volgograd State Med Univ, 1 Pavshikh Bortsov Sq, Volgograd 400131, Russia
[4] Kirov Mil Med Acad, 6 Akademika Lebedeva St, St Petersburg 194044, Russia
基金
俄罗斯科学基金会;
关键词
carbohydrazides; 3,5-dimethylpyrazole; hydrazides; 2-pyrrolidone; biological activity; racetams; X-ray structural analysis; STEREOSELECTIVE-SYNTHESIS; GAMMA-LACTAMS; ANTIBACTERIAL; PIRACETAM; ACIDS;
D O I
10.1007/s10593-022-03140-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Single diastereomers of 4-hetaryl-2-pyrrolidone-3(5)-carbo- and 2-[4-hetaryl-2-pyrrolidon-1-yl]acetohydrazides were used in reactions with 2,4-pentanedione, providing (3R*,4S*)-3-, (4R*,5R*)-5-(3,5-dimethyl-1H-pyrazole-1-carbonyl)- and 1-[2-(3,5-dimethyl-1H-pyrazol-1-yl)-2-oxoethyl]-4-hetaryl-2-pyrrolidones. The structures of the synthesized compounds were confirmed by spectral methods and X-ray structural analysis. Some of the obtained compounds were shown to possess nootropic and anxiolytic activity.
引用
收藏
页码:598 / 607
页数:10
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