4-methyl-2-(4-benzoyl-1-piperazinyl)-quinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-methyl-2-(4-benzoyl-1-piperazinyl)-quinoline
• 英文别名: 2-(4-Benzoylpiperazin-1-yl)-4-methylquinoline；[4-(4-methylquinolin-2-yl)piperazin-1-yl]-phenylmethanone
• 化学式: C₂₁H₂₁N₃O
• mdl: MFCD00818490
• 分子量: 331.417
• InChiKey: XMQWYPLXGFTKSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  36.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-羟基-4-甲基喹啉 在 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 、 乙二醇 为溶剂， 反应 6.5h， 生成 4-methyl-2-(4-benzoyl-1-piperazinyl)-quinoline
  参考文献：
  名称：

  Synthesis and anticancer activity evaluation of some new derivatives of 2-(4-benzoyl-1-piperazinyl)-quinoline and 2-(4-cinnamoyl-1-piperazinyl)-quinoline.

  摘要：

  In this study, we designed and synthesized twenty new derivatives of 2-(4-benzoyl-1-piperazinyl)quinoline and 2-(4-cinnamoyl-1-piperazinyl)-quinoline with potential anticancer activity. The structures of synthesized compounds were confirmed by H-1 and C-13 NMR spectroscopy and MS spectrometry. The activity of novel compounds was evaluated in the cell viability assay as well as in the wound healing assay. Presented data show that examined substances have anticancer activity in cell culture. Seven compounds which showed a high rate of cell growth inhibition were selected for further studies. Three of them strongly reduced the growth of B16F10 cells. The novel compounds constitute a good base for further studies and optimization of structure for new therapeutically effective anti-cancerous drugs.

  DOI：

  10.32383/appdr/80098

文献信息

• Synthesis and anticancer activity evaluation of some new derivatives of 2-(4-benzoyl-1-piperazinyl)-quinoline and 2-(4-cinnamoyl-1-piperazinyl)-quinoline.
  作者：Krzysztof Kubica、Przemyslaw Taciak、Agnieszka Czajkowska、Alicja Sztokfisz-Ignasiak、Rafal Wyrebiak、Piotr Podsadni、Izabela Mlynarczuk-Bialy、Jacek Malejczyk、Aleksander Mazurek

  DOI：10.32383/appdr/80098

  日期：2018.8.31

  In this study, we designed and synthesized twenty new derivatives of 2-(4-benzoyl-1-piperazinyl)quinoline and 2-(4-cinnamoyl-1-piperazinyl)-quinoline with potential anticancer activity. The structures of synthesized compounds were confirmed by H-1 and C-13 NMR spectroscopy and MS spectrometry. The activity of novel compounds was evaluated in the cell viability assay as well as in the wound healing assay. Presented data show that examined substances have anticancer activity in cell culture. Seven compounds which showed a high rate of cell growth inhibition were selected for further studies. Three of them strongly reduced the growth of B16F10 cells. The novel compounds constitute a good base for further studies and optimization of structure for new therapeutically effective anti-cancerous drugs.