4-(4-Bromophenyl)-3-chloro-1-(8-hydroxyquinolin-5-yl)azetidin-2-one | 1236049-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 4-(4-Bromophenyl)-3-chloro-1-(8-hydroxyquinolin-5-yl)azetidin-2-one
• CAS: 1236049-70-9
• 化学式: C₁₈H₁₂BrClN₂O₂
• 分子量: 403.662
• InChiKey: BHANUVTZCWAOOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  C₁₆H₁₁BrN₂O 、 氯乙酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-(4-Bromophenyl)-3-chloro-1-(8-hydroxyquinolin-5-yl)azetidin-2-one
  参考文献：
  名称：

  Synthesis and molecular modeling studies of 3-chloro-4-substituted-1-(8-hydroxy-quinolin-5-yl)-azetidin-2-ones as novel anti-filarial agents

  摘要：

  A series of 3-chloro-4-substituted-1-(8-hydroxy-quinolin-5-yl)-azetidin-2-ones were synthesized and evaluated for their in vitro anti-filarial activity. To pre-assess the anti-filarial behavior of synthesized compounds (Va-f) on a structural basis, automated docking studies were carried out with Molecular Design Suite (MDS v 3.5) into the active site of glutathione-S-transferase (GST) enzyme; scoring functions of these compounds at the active site of the GST enzyme were used for correlation with observed activity. Compounds V-e and V-f have shown good affinity for receptor GST, as well as in vitro anti-filarial potency. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.106

文献信息

• Synthesis and molecular modeling studies of 3-chloro-4-substituted-1-(8-hydroxy-quinolin-5-yl)-azetidin-2-ones as novel anti-filarial agents
  作者：Santosh S. Chhajed、Puranik Manisha、Virupaksha A. Bastikar、Haldar Animeshchandra、V.N. Ingle、Chandrashekhar D. Upasani、Sachin S. Wazalwar

  DOI：10.1016/j.bmcl.2010.04.106

  日期：2010.6

  A series of 3-chloro-4-substituted-1-(8-hydroxy-quinolin-5-yl)-azetidin-2-ones were synthesized and evaluated for their in vitro anti-filarial activity. To pre-assess the anti-filarial behavior of synthesized compounds (Va-f) on a structural basis, automated docking studies were carried out with Molecular Design Suite (MDS v 3.5) into the active site of glutathione-S-transferase (GST) enzyme; scoring functions of these compounds at the active site of the GST enzyme were used for correlation with observed activity. Compounds V-e and V-f have shown good affinity for receptor GST, as well as in vitro anti-filarial potency. (C) 2010 Elsevier Ltd. All rights reserved.