(E)-1-(4-bromophenyl)-3-(2-chloroquinolin-3-yl)prop-2-en-1-one | 1234273-68-7

• 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)-1-(4-bromophenyl)-3-(2-chloroquinolin-3-yl)prop-2-en-1-one
• 英文别名: (E)-3-(2-chloroquinolin-3-yl)-1-(4-bromophenyl)prop-2-en-1-one；(E)-1-(4-bromophenyl)-3-(2-chloro-3-quinolyl)-2-propen-1-one
• CAS: 1234273-68-7
• 化学式: C₁₈H₁₁BrClNO
• 分子量: 372.648
• InChiKey: NLWSEBZEXGMGHF-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 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：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-bromophenyl)-3-(2-chloroquinolin-3-yl)prop-2-en-1-one 、 尿素 在 neutral alumina 作用下， 以 乙醇 为溶剂， 反应 0.06h， 以78%的产率得到6-(4-bromophenyl)-4-(2-chloro-3-quinolyl)-1,2,3,4-tetrahydro-2-pyrimidinone
  参考文献：
  名称：

  Hemasri, Heterocyclic Communications, 2009, vol. 15, # 6, p. 423 - 427

  摘要：

  DOI：
• 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)-1-(4-bromophenyl)-3-(2-chloroquinolin-3-yl)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

• Synthesis, DNA binding, docking and photocleavage studies of quinolinyl chalcones
  作者：P. J. Bindu、K. M. Mahadevan、T. R. Ravikumar Naik、B. G. Harish

  DOI：10.1039/c4md00185k

  日期：——

  A series of simple quinoline–chalcone conjugates have been synthesized and evaluated for their nucleolytic activity. The compounds 3c and 3d exhibited promising DNA binding and DNA photocleavage studies.

  一系列简单的喹啉-香豆素共轭物已被合成并评估其核酸酶活性。化合物3c和3d表现出有希望的DNA结合和DNA光解研究。
• 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.
• Hemasri, Heterocyclic Communications, 2009, vol. 15, # 6, p. 423 - 427
  作者：Hemasri

  DOI：——

  日期：——