Synthesis and Cytotoxicity of bis(pyrazol-1-yl)-Alkane Derivatives with Polymethylene Linkers and Related Mono- and Dipyrazolium Salts

Synthesis and Cytotoxicity of bis(pyrazol-1-yl)-Alkane Derivatives with Polymethylene Linkers and Related Mono- and Dipyrazolium Salts

Bibliographische Detailangaben
Parent link:Chemistry of Heterocyclic Compounds
Vol. 52, iss. 6.— 2016.— [P. 388-401]
Körperschaften: Национальный исследовательский Томский политехнический университет Институт физики высоких технологий Кафедра биотехнологии и органической химии, Национальный исследовательский Томский политехнический университет Управление проректора по научной работе и инновациям Центр RASA в Томске Лаборатория изучения механизмов нейропротекции
Weitere Verfasser: Zatonskaya L. V., Schepetkin (Shchepyotkin) I. A. Igor Aleksandrovich, Petrenko T. V. Tatjyana Vasiljevna, Ogorodnikov V. D. Vladimir Danilovich, Khlebnikov A. I. Andrey Ivanovich, Potapov A. S. Andrey Sergeevich
Zusammenfassung:Title screen
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.
Режим доступа: по договору с организацией-держателем ресурса
Veröffentlicht: 2016
Schlagworte:
электронный ресурс
труды учёных ТПУ
Online-Zugang:http://dx.doi.org/10.1007/s10593-016-1900-0
Format: Elektronisch Buchkapitel
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=650345

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