(E)-1-(4-chlorophenyl)-2-(4-((2-(7-chloroquinolin-4-yl)hydrazono)methyl)phenoxy)ethanone | 1395918-93-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-1-(4-chlorophenyl)-2-(4-((2-(7-chloroquinolin-4-yl)hydrazono)methyl)phenoxy)ethanone
• 英文别名: 1-(4-chlorophenyl)-2-[4-[(E)-[(7-chloroquinolin-4-yl)hydrazinylidene]methyl]phenoxy]ethanone
• CAS: 1395918-93-0
• 化学式: C₂₄H₁₇Cl₂N₃O₂
• 分子量: 450.324
• InChiKey: MUNGCOSOGVQKCN-CCVNUDIWSA-N

物化性质

• 沸点：
  662.2±55.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-chlorophenyl)-2-(4-((2-(7-chloroquinolin-4-yl)hydrazono)methyl)phenoxy)ethanone 、 3,4-二甲氧基苯甲醛 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 以75%的产率得到(Z)-1-(4-chlorophenyl)-2-(4-((E)-(2-(7-chloroquinolin-4-yl)hydrazono)methyl)phenoxy)-3-(3,4-dimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and in vitro evaluation of new chloroquine-chalcone hybrids against chloroquine-resistant strain of Plasmodium falciparum

  摘要：

  The control of malaria has been complicated with increasing resistance of malarial parasite against existing antimalarials. Herein, we report the synthesis of a new series of chloroquine-chalcone based hybrids (8-22) and their antimalarial efficacy against both chloroquine-susceptible (3D7) and chloroquine-resistant (K1) strains of Plasmodium falciparum. Most of the compounds showed enhanced antimalarial activity as compared to chloroquine in chloroquine-resistant (K1) strain of Plasmodium falciparum. Furthermore, to unfold the mechanism of action of these synthesized hybrid molecules, we carried out hemin dependent studies, in which three compounds were found to be active. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.028
• 作为产物：
  描述：

  7-氯-4-肼基喹啉 在 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 2.0h， 生成 (E)-1-(4-chlorophenyl)-2-(4-((2-(7-chloroquinolin-4-yl)hydrazono)methyl)phenoxy)ethanone
  参考文献：
  名称：

  Synthesis and in vitro evaluation of new chloroquine-chalcone hybrids against chloroquine-resistant strain of Plasmodium falciparum

  摘要：

  The control of malaria has been complicated with increasing resistance of malarial parasite against existing antimalarials. Herein, we report the synthesis of a new series of chloroquine-chalcone based hybrids (8-22) and their antimalarial efficacy against both chloroquine-susceptible (3D7) and chloroquine-resistant (K1) strains of Plasmodium falciparum. Most of the compounds showed enhanced antimalarial activity as compared to chloroquine in chloroquine-resistant (K1) strain of Plasmodium falciparum. Furthermore, to unfold the mechanism of action of these synthesized hybrid molecules, we carried out hemin dependent studies, in which three compounds were found to be active. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.028

文献信息

• Synthesis and in vitro evaluation of new chloroquine-chalcone hybrids against chloroquine-resistant strain of Plasmodium falciparum
  作者：Koneni V. Sashidhara、Srinivasa Rao Avula、Gopala Reddy Palnati、Shiv Vardan Singh、Kumkum Srivastava、Sunil K. Puri、J.K. Saxena

  DOI：10.1016/j.bmcl.2012.07.028

  日期：2012.9

  The control of malaria has been complicated with increasing resistance of malarial parasite against existing antimalarials. Herein, we report the synthesis of a new series of chloroquine-chalcone based hybrids (8-22) and their antimalarial efficacy against both chloroquine-susceptible (3D7) and chloroquine-resistant (K1) strains of Plasmodium falciparum. Most of the compounds showed enhanced antimalarial activity as compared to chloroquine in chloroquine-resistant (K1) strain of Plasmodium falciparum. Furthermore, to unfold the mechanism of action of these synthesized hybrid molecules, we carried out hemin dependent studies, in which three compounds were found to be active. (C) 2012 Elsevier Ltd. All rights reserved.