Synthesis and Cytotoxicity of bis(pyrazol-1-yl)-Alkane Derivatives with Polymethylene Linkers and Related Mono- and Dipyrazolium Salts / L. V. Zatonskaya [et al.]

Уровень набора: Chemistry of Heterocyclic CompoundsАльтернативный автор-лицо: Zatonskaya, L. V.;Shchepyotkin, I. A., doctor-biophysicist, leading researcher of Tomsk Polytechnic University, candidate of medical science, 1962-, Igor Aleksandrovich;Petrenko, T. V., Tatjyana Vasiljevna;Ogorodnikov, V. D., Vladimir Danilovich;Khlebnikov, A. I., Chemist, Professor of Tomsk Polytechnic University, 1963-, Andrey Ivanovich;Potapov, A. S., Chemist, Professor of Tomsk Polytechnic University, Doctor of chemical sciences, 1981-, Andrey SergeevichКоллективный автор (вторичный): Национальный исследовательский Томский политехнический университет (ТПУ), Институт физики высоких технологий (ИФВТ), Кафедра биотехнологии и органической химии (БИОХ);Национальный исследовательский Томский политехнический университет (ТПУ), Управление проректора по научной работе и инновациям (НРиИ), Центр RASA в Томске (Центр RASA), Лаборатория изучения механизмов нейропротекции (Лаб. ИМН)Язык: английский.Резюме или реферат: Reactions of α,ω-dibromoalkanes with pyrazole and 3,5-dimethylpyrazole in superbasic medium of dimethyl sulfoxide - potassium hydroxide were used for the synthesis of bidentate ligands: bis(pyrazol-1-yl)alkanes and bis(3,5-dimethylpyrazol-1-yl)alkanes linked by alkyl chains containing between four and twelve methylene groups. Oxidative iodination of the obtained compounds with I2-HIO3-H2SO4 system in acetic acid provided diiodo derivatives: bis(4-iodopyrazol-1-yl)alkanes and bis(4-iodo-3,5-dimethylpyrazol-1-yl)alkanes. The obtained diiodo derivatives of pyrazole were further converted to mono- and dipyrazolium salts by alkylation of nitrogen atom at position 2 of the pyrazole rings with iodomethane, as well as with methyl triflate. These products are of interest as precursors to mesoionic N-heterocyclic carbene complexes. The cytotoxicity of the obtained compounds was studied against THP-1 monocytic leukemia cells..Примечания о наличии в документе библиографии/указателя: [References: 25 tit.].Аудитория: .Тематика: электронный ресурс | труды учёных ТПУ Ресурсы он-лайн:Щелкните здесь для доступа в онлайн
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[References: 25 tit.]

Reactions of α,ω-dibromoalkanes with pyrazole and 3,5-dimethylpyrazole in superbasic medium of dimethyl sulfoxide - potassium hydroxide were used for the synthesis of bidentate ligands: bis(pyrazol-1-yl)alkanes and bis(3,5-dimethylpyrazol-1-yl)alkanes linked by alkyl chains containing between four and twelve methylene groups. Oxidative iodination of the obtained compounds with I2-HIO3-H2SO4 system in acetic acid provided diiodo derivatives: bis(4-iodopyrazol-1-yl)alkanes and bis(4-iodo-3,5-dimethylpyrazol-1-yl)alkanes. The obtained diiodo derivatives of pyrazole were further converted to mono- and dipyrazolium salts by alkylation of nitrogen atom at position 2 of the pyrazole rings with iodomethane, as well as with methyl triflate. These products are of interest as precursors to mesoionic N-heterocyclic carbene complexes. The cytotoxicity of the obtained compounds was studied against THP-1 monocytic leukemia cells.

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