Synthesis, Structure, and Antimicrobial Activity of the Reaction Products of Chloronitro-Substituted Benzofurazanes and Benzofuroxanes with Morpholine
- Authors: Galkina I.V.1, Takhautdinova G.L.1, Ivshin K.A.1, Yusupova L.M.2, Krasnyuk I.I.3, Egorova S.N.4, Shulaeva M.P.5, Pozdeev O.K.5, Kataeva O.N.1, Galkin V.I.1
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Affiliations:
- Kazan (Volga Region) Federal University
- Kazan National Research Technological University
- Sechenov First Moscow State Medical University
- Kazan State Medical University
- Kazan State Medical Academy
- Issue: Vol 87, No 12 (2017)
- Pages: 2810-2815
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/221686
- DOI: https://doi.org/10.1134/S107036321712009X
- ID: 221686
Cite item
Abstract
New amination reactions of morpholine with a series of chloronitro-substituted benzofurazanes and -furoxanes were studied. The reactions of morpholine with 5,7-dichloro-4,6-dinitrobenzofuroxane and 4-chloro-5-nitro- and 5-chloro-4-nitrobenzofurazanes gave products of the aromatic nucleophilic substitution of the chlorine substituents in the nitrogenous heterocycles. The composition and structure of the products were established by chemical, physical, and physicochemical methods. The reaction of morpholine with 4,6-dinitrobenzofuroxane gave a stable Meisenheimer σ-complex, the structure of which was assessed by X-ray diffraction analysis. The synthesized compounds showed high antibacterial and antimycotic activities toward pathogenic human and animal microflora.
About the authors
I. V. Galkina
Kazan (Volga Region) Federal University
Author for correspondence.
Email: vig54@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008
G. L. Takhautdinova
Kazan (Volga Region) Federal University
Email: vig54@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008
K. A. Ivshin
Kazan (Volga Region) Federal University
Email: vig54@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008
L. M. Yusupova
Kazan National Research Technological University
Email: vig54@mail.ru
Russian Federation, Kazan, Tatarstan
I. I. Krasnyuk
Sechenov First Moscow State Medical University
Email: vig54@mail.ru
Russian Federation, Moscow
S. N. Egorova
Kazan State Medical University
Email: vig54@mail.ru
Russian Federation, Kazan, Tatarstan
M. P. Shulaeva
Kazan State Medical Academy
Email: vig54@mail.ru
Russian Federation, Kazan, Tatarstan
O. K. Pozdeev
Kazan State Medical Academy
Email: vig54@mail.ru
Russian Federation, Kazan, Tatarstan
O. N. Kataeva
Kazan (Volga Region) Federal University
Email: vig54@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008
V. I. Galkin
Kazan (Volga Region) Federal University
Email: vig54@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008