SYNTHESIS OF 1-ETHYL-1H-2,1-BENZOTHIAZINE 2,2-DIOXIDE DERIVATIVES USING CYCLOALKANECARBALDEHYDES AND THEIR ANTIMICROBIAL ACTIVITY

Авторы

  • Dmitry A. Lega National University of Pharmacy, Kharkov, Ukraine
  • Valentine P. Chernykh National University of Pharmacy
  • Lucjusz Zaprutko Poznan University of Medical Sciences, Pharmaceutical Faculty
  • Andrzej K. Gzella Poznan University of Medical Sciences, Pharmaceutical Faculty
  • Leonid A. Shemchuk National University of Pharmacy

DOI:

https://doi.org/10.1007/3411

Ключевые слова:

2, 1-benzothiazine 2, 2-dioxide, cycloalkanecarbaldehyde, 2-amino-4H-pyran, three-component reaction, ammonium salt, antimicrobial activity

Аннотация

4,6-Dihydropyrano[3,2-c][2,1]benzothiazine 5,5-dioxides were synthesized via three-component interaction of 1-ethyl-1H-2,1-benzothiazin-4(3H)-one 2,2-dioxide with active methylene nitriles and cycloalkanecarbaldehydes. The latter were also applied to obtain ammonium salts of 3-[(4-hydroxy-1-ethyl-2,2-dioxido-1H-2,1-benzothiazin-3-yl)(cycloalkyl)methyl]-1-ethyl-1H-2,1-benzothiazin-5-olat 2,2-dioxides. The structures of the synthesized compounds were confirmed by 1H, 13C NMR as well as mass spectral and elemental analysis data. The structures of two representatives from each class of the target compounds have been additionally confirmed by single crystal X-ray diffraction study. The synthesized compounds were screened for antibacterial and antifungal activities.

Биографии авторов

Dmitry A. Lega, National University of Pharmacy, Kharkov, Ukraine

Department of Organic chemistry, PhD

Valentine P. Chernykh, National University of Pharmacy

Prof., DSc, Rector of the National University of Pharmacy, Organic Chemistry Department

Lucjusz Zaprutko, Poznan University of Medical Sciences, Pharmaceutical Faculty

Prof., DSc, Dean of Faculty of Pharmacy, Head of the Organic Chemistry Department

Andrzej K. Gzella, Poznan University of Medical Sciences, Pharmaceutical Faculty

DSc, Organic Chemistry Department

Leonid A. Shemchuk, National University of Pharmacy

Prof., DSc, Head of the Organic Chemistry Department

Загрузки

Опубликован

2017-03-09

Выпуск

Том 53 № 2 (2017)

Раздел

Оригинальные статьи