Synthesis and Cytotoxicity of bis(pyrazol-1-yl)-Alkane Derivatives with Polymethylene Linkers and Related Mono- and Dipyrazolium Salts; Chemistry of Heterocyclic Compounds; Vol. 52, iss. 6
| Parent link: | Chemistry of Heterocyclic Compounds Vol. 52, iss. 6.— 2016.— [P. 388-401] |
|---|---|
| Körperschaften: | , |
| Weitere Verfasser: | , , , , , |
| 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 |
| Sprache: | Englisch |
| Veröffentlicht: |
2016
|
| Schlagworte: | |
| 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 |
MARC
| LEADER | 00000naa0a2200000 4500 | ||
|---|---|---|---|
| 001 | 650345 | ||
| 005 | 20250313095105.0 | ||
| 035 | |a (RuTPU)RU\TPU\network\15563 | ||
| 090 | |a 650345 | ||
| 100 | |a 20161003d2016 k||y0rusy50 ba | ||
| 101 | 0 | |a eng | |
| 135 | |a drcn ---uucaa | ||
| 181 | 0 | |a i | |
| 182 | 0 | |a b | |
| 200 | 1 | |a Synthesis and Cytotoxicity of bis(pyrazol-1-yl)-Alkane Derivatives with Polymethylene Linkers and Related Mono- and Dipyrazolium Salts |f L. V. Zatonskaya [et al.] | |
| 203 | |a Text |c electronic | ||
| 300 | |a Title screen | ||
| 320 | |a [References: 25 tit.] | ||
| 330 | |a 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. | ||
| 333 | |a Режим доступа: по договору с организацией-держателем ресурса | ||
| 461 | |t Chemistry of Heterocyclic Compounds | ||
| 463 | |t Vol. 52, iss. 6 |v [P. 388-401] |d 2016 | ||
| 610 | 1 | |a электронный ресурс | |
| 610 | 1 | |a труды учёных ТПУ | |
| 701 | 1 | |a Zatonskaya |b L. V. | |
| 701 | 1 | |a Schepetkin (Shchepyotkin) |b I. A. |c doctor-biophysicist |c leading researcher of Tomsk Polytechnic University, candidate of medical science |f 1962- |g Igor Aleksandrovich |3 (RuTPU)RU\TPU\pers\37358 |9 20276 | |
| 701 | 1 | |a Petrenko |b T. V. |g Tatjyana Vasiljevna | |
| 701 | 1 | |a Ogorodnikov |b V. D. |g Vladimir Danilovich | |
| 701 | 1 | |a Khlebnikov |b A. I. |c Chemist |c Professor of Tomsk Polytechnic University |f 1963- |g Andrey Ivanovich |3 (RuTPU)RU\TPU\pers\33927 |9 17500 | |
| 701 | 1 | |a Potapov |b A. S. |c Chemist |c Professor of Tomsk Polytechnic University, Doctor of chemical sciences |f 1981- |g Andrey Sergeevich |3 (RuTPU)RU\TPU\pers\33909 |9 17482 | |
| 712 | 0 | 2 | |a Национальный исследовательский Томский политехнический университет |b Институт физики высоких технологий |b Кафедра биотехнологии и органической химии |3 (RuTPU)RU\TPU\col\18693 |9 27146 |
| 712 | 0 | 2 | |a Национальный исследовательский Томский политехнический университет |b Управление проректора по научной работе и инновациям |b Центр RASA в Томске |b Лаборатория изучения механизмов нейропротекции |3 (RuTPU)RU\TPU\col\21815 |9 28136 |
| 801 | 2 | |a RU |b 63413507 |c 20170323 |g RCR | |
| 856 | 4 | |u http://dx.doi.org/10.1007/s10593-016-1900-0 | |
| 942 | |c CF | ||