(E)-3-(2-chloroquinoline-3yl)-1 (pyridine-2yl)prop-2-en-1-one | 1296866-99-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (E)-3-(2-chloroquinoline-3yl)-1 (pyridine-2yl)prop-2-en-1-one
• 英文别名: (E)-3-(2-chloroquinolin-3-yl)-1-pyridin-2-ylprop-2-en-1-one
• CAS: 1296866-99-3
• 化学式: C₁₇H₁₁ClN₂O
• 分子量: 294.74
• InChiKey: CAJRXLANNZXAML-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-乙酰苯胺 在 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 41.0h， 生成 (E)-3-(2-chloroquinoline-3yl)-1 (pyridine-2yl)prop-2-en-1-one
  参考文献：
  名称：

  Antiprotozoal activity of chloroquinoline based chalcones

  摘要：

  A new series of chloroquinoline based chalcones were synthesized and evaluated for in vitro antiamoebic and antimalarial activities. The results showed that out of fifteen compounds, four were found to be more active against the Entamoeba histolytica; while one compound was moderatively active compared to the standard drug metronidazole (IC50 = 1.46 mu M). In contrast, in vitro antimalarial activity against the chloroquine-sensitive (3D7) strain of P. falciparum indicated relatively low activity when compared to controls such as chloroquine and quinine (IC50 = 0.0065 mu M and 0.14 mu M, respectively). The toxicological studies of these compounds on human breast cancer MCF-7 cell line showed that all the compounds were non-toxic at the concentration range of 1.56-50 mu M. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.004

文献信息

• Antiprotozoal activity of chloroquinoline based chalcones
  作者：Faisal Hayat、Emma Moseley、Attar Salahuddin、Robyn L. Van Zyl、Amir Azam

  DOI：10.1016/j.ejmech.2011.02.004

  日期：2011.5

  A new series of chloroquinoline based chalcones were synthesized and evaluated for in vitro antiamoebic and antimalarial activities. The results showed that out of fifteen compounds, four were found to be more active against the Entamoeba histolytica; while one compound was moderatively active compared to the standard drug metronidazole (IC50 = 1.46 mu M). In contrast, in vitro antimalarial activity against the chloroquine-sensitive (3D7) strain of P. falciparum indicated relatively low activity when compared to controls such as chloroquine and quinine (IC50 = 0.0065 mu M and 0.14 mu M, respectively). The toxicological studies of these compounds on human breast cancer MCF-7 cell line showed that all the compounds were non-toxic at the concentration range of 1.56-50 mu M. (C) 2011 Elsevier Masson SAS. All rights reserved.