SYNTHESIS, STRUCTURE, AND BIOLOGICAL ACTIVITY OF 4-HETARYL-2-PYRROLIDONES CONTAINING A PYRAZOLE RING

Authors

  • Наталья В. Городничева Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186
  • Ольга С. Васильева Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186
  • Евгений С. Остроглядов Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186
  • Руслан И. Байчурин Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186
  • Игорь А. Литвинов A. E. Arbuzov Institute of Organic and Physical Chemistry, 8 Akademika Arbuzova St., Kazan 420088
  • Иван Н. Тюренков Volgograd State Medical University, 1 Pavshikh Bortsov Sq., Volgograd 400131
  • Николай С. Ковалев Volgograd State Medical University, 1 Pavshikh Bortsov Sq., Volgograd 400131
  • Дмитрий А. Бакулин Volgograd State Medical University, 1 Pavshikh Bortsov Sq., Volgograd 400131
  • Денис В. Куркин Volgograd State Medical University, 1 Pavshikh Bortsov Sq., Volgograd 400131
  • Лариса В. Байчурина Kirov Military Medical Academy, 6 Academician Lebedev st., Saint Petersburg 194044
  • Сергей В. Макаренко Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186

DOI:

https://doi.org/10.1007/6838

Keywords:

carbohydrazides, 3, 5-dimethylpyrazole, hydrazides, 2-pyrrolidone, biological activity, racetams, X-ray structural analysis

Abstract

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.

Authors: Natal'ya V. Gorodnicheva, Olga S. Vasil'eva, Evgeny S. Ostroglyadov,
Ruslan I. Baichurin, Igor A. Litvinov, Ivan N. Tyurenkov, Nikolay S. Kovalev,
Dmitry A. Bakulin, Denis V. Kurkin, L. V. Baichurina, Sergey V. Makarenko*

Author Biography

Сергей В. Макаренко, Herzen State Pedagogical University of Russia, 48 Moyka River Embankment, Saint Petersburg 191186

Д.х.н., доцент.

Факультет химии РГПУ им. А.И. Герцена - декан

Кафедра органической химии РГПУ им. А.И.Герцена - заведующий кафедрой.

ЦКП при факультете химии РГПУ им. А.И.Герцена - директор

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Published

2022-11-16

Issue

Vol. 58 No. 11 (2022)

Section

Original Papers