6-Trifluoromethyl-2-thiouracil and its analogs in reactions with 4-bromobutyl acetate and 2-bromoacetophenone
- Авторы: Ezhikova M.1, Kodess M.1,2, Ulitko M.2, Saloutin V.1,2, Ivanova A.1, Khudina O.1, Burgart Y.1,2, Pervova M.1
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Учреждения:
- I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences
- Ural Federal University named after the first President of Russia B. N. Yeltsin
- Выпуск: Том 68, № 6 (2019)
- Страницы: 1190-1195
- Раздел: Full Article
- URL: https://journals.rcsi.science/1066-5285/article/view/243399
- DOI: https://doi.org/10.1007/s11172-019-2538-8
- ID: 243399
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Аннотация
The alkylation of 6-(polyfluoro)alkyl-2-thiouracils with 4-bromobutyl acetate in refluxing acetonitrile in the presence of K2CO3 proceeds regioselectively to give S, O-disubstituted pyrimidines as the major products and S,N-isomers as the minor ones, whereas the use of 2-bromoacetophenone as an alkylating agent results in the formation of the S,O-isomer. 6-Trifluoromethyl-2-thiouracil and 2-(2-oxo-2-phenylethylthio)-4-(2-oxo-2-phenylethoxy)-6-trifluoromethyl-pyrimidine exhibited marked tuberculostatic activity. 6-Trifluoromethyl-2-thiouracil did not exert a significant cytotoxic effect on the HeLa cell culture and human dermal fibroblasts.
Об авторах
M. Ezhikova
I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences
Email: saloutin@ios.uran.ru
Россия, 22/20 ul. S. Kovalevskoi, Yekaterinburg, 620990
M. Kodess
I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences; Ural Federal University named after the first President of Russia B. N. Yeltsin
Email: saloutin@ios.uran.ru
Россия, 22/20 ul. S. Kovalevskoi, Yekaterinburg, 620990; 19 ul. Mira, Yekaterinburg, 620002
M. Ulitko
Ural Federal University named after the first President of Russia B. N. Yeltsin
Email: saloutin@ios.uran.ru
Россия, 19 ul. Mira, Yekaterinburg, 620002
V. Saloutin
I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences; Ural Federal University named after the first President of Russia B. N. Yeltsin
Автор, ответственный за переписку.
Email: saloutin@ios.uran.ru
Россия, 22/20 ul. S. Kovalevskoi, Yekaterinburg, 620990; 19 ul. Mira, Yekaterinburg, 620002
A. Ivanova
I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences
Email: saloutin@ios.uran.ru
Россия, 22/20 ul. S. Kovalevskoi, Yekaterinburg, 620990
O. Khudina
I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences
Email: saloutin@ios.uran.ru
Россия, 22/20 ul. S. Kovalevskoi, Yekaterinburg, 620990
Ya. Burgart
I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences; Ural Federal University named after the first President of Russia B. N. Yeltsin
Email: saloutin@ios.uran.ru
Россия, 22/20 ul. S. Kovalevskoi, Yekaterinburg, 620990; 19 ul. Mira, Yekaterinburg, 620002
M. Pervova
I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences
Email: saloutin@ios.uran.ru
Россия, 22/20 ul. S. Kovalevskoi, Yekaterinburg, 620990