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Nosulenko IS, Voskoboynik OY, Berest GG, et al. Synthesis and Antimicrobial Activity of 6-Thioxo-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]-quinazolin-2-one Derivatives. Sci Pharm. 2014;82(3):483-500doi: 10.3797/scipharm.1402-10.
Nosulenko, I. S., Voskoboynik, O. Y., Berest, G. G., Safronyuk, S. L., Kovalenko, S. I., Kamyshnyi, O. M., Polishchuk, N. M., Sinyak, R. S., & Katsev, A. V. (2014). Synthesis and Antimicrobial Activity of 6-Thioxo-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]-quinazolin-2-one Derivatives. Scientia pharmaceutica, 82(3), 483-500. https://doi.org/10.3797/scipharm.1402-10
Nosulenko, Inna S, et al. "Synthesis and Antimicrobial Activity of 6-Thioxo-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]-quinazolin-2-one Derivatives." Scientia pharmaceutica vol. 82,3 (2014): 483-500. doi: https://doi.org/10.3797/scipharm.1402-10
Nosulenko IS, Voskoboynik OY, Berest GG, Safronyuk SL, Kovalenko SI, Kamyshnyi OM, Polishchuk NM, Sinyak RS, Katsev AV. Synthesis and Antimicrobial Activity of 6-Thioxo-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]-quinazolin-2-one Derivatives. Sci Pharm. 2014 Mar 24;82(3):483-500. doi: 10.3797/scipharm.1402-10. Print 2014. PMID: 25853063; PMCID: PMC4318151.
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Sci Pharm. 2014 Mar 24;82(3):483-500. doi: 10.3797/scipharm.1402-10. Print 2014.

Synthesis and Antimicrobial Activity of 6-Thioxo-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]-quinazolin-2-one Derivatives.

Scientia pharmaceutica

Inna S Nosulenko, Olexii Yu Voskoboynik, Galina G Berest, Sergiy L Safronyuk, Sergiy I Kovalenko, Oleksandr M Kamyshnyi, Nataliya M Polishchuk, Raisa S Sinyak, Andrey V Katsev

Affiliations

  1. Department of Organic and Bioorganic Chemistry, Zaporizhzhia State Medical University, Mayakovsky ave., 26, 69035, Zaporizhzhia, Ukraine.
  2. Department of Pharmacognosy, Pharmaceutical chemistry and Technologies, Department of post-graduate education, Zaporizhzhia State Medical University, Mayakovsky ave., 26, 69035, Zaporizhzhia, Ukraine.
  3. Department of Pharmacy, Crimean State Medical University, 95006, Simferopol, Ukraine.
  4. Department of Microbiology, Virology and Immunology, Zaporizhzhia State Medical University, Mayakovsky ave., 26, 69035, Zaporizhzhia, Ukraine.
  5. Department of General Chemistry, Crimean State Medical University, 95006, Simferopol, Ukraine.

PMID: 25853063 PMCID: PMC4318151 DOI: 10.3797/scipharm.1402-10

Abstract

Potassium 8-R(1)-9-R(2)-10-R(3)-3-R-2-oxo-2H-[1,2,4]triazino[2,3-c]quinazoline-6-thiolates 2.1-2.26 were synthesized via cyclocondensation of 6-R-3-(3-R(1)-4-R(2)-5-R(3)-aminophenyl)-1,2,4-triazin-5-ones 1.1-1.26 with carbon disulfide, potassium hydroxide, and ethanol or with potassium O-ethyl dithiocarbonate in 2-propanol. The corresponding thiones 3.1-3.26 were obtained by treatment of 2.1-2.26 with hydrochloric acid. It was found that the nature of the substituents in positions 3, 4, and 5 of the corresponding 6-R-3-(3-R(1)-4-R(2)-5-R(3)-aminophenyl)-1,2,4-triazin-5-ones were affected on the terms of the reaction. The structures of compounds were proven by a complex of physicochemical methods ((1)H, (13)C NMR, LC-MS, and EI-MS). The results of the antibacterial and antifungal activity assay allowed the determination of the high sensitivity of Staphylococcus aureus ATCC 25923 (MIC 6.25-100 μg/mL, MBC 12.5-200 μg/mL) to the synthesized compounds.

Keywords: 6-Thioxo-6,7-dihydro-2H-[1,2,4]triazino[2,3-c]quinazolin-2-one derivatives; Antimicrobial activity; Potassium salt; Synthesis

References

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