(E)-N-[(2'-hydroxy)benzylidene]-3-chloro-4-fluoroaniline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-N-[(2'-hydroxy)benzylidene]-3-chloro-4-fluoroaniline
• 英文别名: (E)-2-(((3-chloro-4-fluorophenyl)imino)methyl)phenol
• 化学式: C₁₃H₉ClFNO
• 分子量: 249.672
• InChiKey: YQJKZORFKYYLMC-LZYBPNLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3-氯-4-氟苯胺 、 水杨醛 在 硫酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.33h， 以94%的产率得到(E)-N-[(2'-hydroxy)benzylidene]-3-chloro-4-fluoroaniline
  参考文献：
  名称：

  使用绿色化学技术合成新型席夫碱；抗菌、抗氧化、抗脲酶活性筛选和分子对接研究

  摘要：

  摘要 本研究通过常规、微波辐射和超声处理方法合成了席夫碱衍生物。针对溶剂、反应时间和收率等几个参数检查了优化条件。确定优化条件后，采用超声法合成化合物。通过光谱数据检查合成化合物的结构，并研究了席夫碱衍生物的抗脲酶、抗氧化和抗微生物活性，由于亚胺基团 (-C N-) 并获得了有希望的结果。通过分子对接研究进一步验证了这些化合物的酶抑制潜力。此外，计算了化合物的 In Silico ADME 预测研究。

  DOI：

  10.1016/j.molstruc.2018.12.114

文献信息

• Synthesis, anticancer, and cytotoxic activities of some mononuclear Ru(II) compounds
  作者：Subhas S. Karki、Sreekanth Thota、Satyanarayana Y. Darj、Jan Balzarini、Erik De Clercq

  DOI：10.1016/j.bmc.2007.08.014

  日期：2007.11

  The synthesis and characterization of ruthenium compounds (Ru1-Ru12) of the type [Ru(S)(2)(K)], (where S = 1,10-phenanthrohne/2,2'-bipyridine and K = itsz, MeO-btsz, 4-Cl-btsz, 2-Cl-btsz, 2-F-btsz, He and itsz = isatin-3-thiosemicarbazone, MeO-btsz = 1-(4'-methoxy-benzyl)-thiosemicarbazoiie, hFc = 2-[3-chloro-4-fluoro-phenylimino]methyl}phenol, 4-Cl-btsz = 1-(4'chlorobenzyl)-thiosemicarbazone, 2-Cl-btsz =1-(2'-chloro benzyl)-thiosemicarbazone, 2-F-btsz = 1-(2'-fluorobenzyl)-thiosemicarbazone) are described. These ligands form bidentate octahedral ruthenium compounds. The title compounds were subjected to in vivo anticancer activity against a transplantable murine tumor cell line Ehrlich's Ascites Carcinoma (EAC) and in vitro cytotoxic activity against human cancer cell line Molt 4/C8, CEM and murine tumor cell line L1210. Ruthenium compounds (Ru1-Rul2) showed promising biological activity especially in decreasing tumor volume and viable ascites cell counts. Treatment with these compounds prolonged the life span of mice bearing EAC tumor by 10-43%. In vitro evaluation of these ruthenium compounds revealed cytotoxic activity from 0.24 to 27 mu M against Molt 4/C8, 0.27 to 48 mu M against CEM, and 0.94 to 248 mu M against L1210. Their ligands alone failed to show cytotoxic activity at the concentrations tested (68-405 mu M). (C) 2007 Elsevier Ltd. All rights reserved.
• Arjuna Gowda; Kokila; Puttaraja, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, <hi>2002</hi>, vol. 41, # 11, p. 2428 - 2431
  作者：Arjuna Gowda、Kokila、Puttaraja、Kulkarni、Shivaprakash

  DOI：——

  日期：——
• Synthesis of novel Schiff bases using green chemistry techniques; antimicrobial, antioxidant, antiurease activity screening and molecular docking studies
  作者：Arif Mermer、Neslihan Demirbas、Harun Uslu、Ahmet Demirbas、Sule Ceylan、Yakup Sirin

  DOI：10.1016/j.molstruc.2018.12.114

  日期：2019.4

  examined by spectral data, and the antiurease, antioxidant and antimicrobial activities of the Schiff bases derivatives were investigated due to the imine group (-C N-) and promising results were obtained. The enzyme inhibitory potentials of these compounds were further validated through molecular docking studies. Also, In Silico ADME prediction studies were calculated for compounds.

  摘要 本研究通过常规、微波辐射和超声处理方法合成了席夫碱衍生物。针对溶剂、反应时间和收率等几个参数检查了优化条件。确定优化条件后，采用超声法合成化合物。通过光谱数据检查合成化合物的结构，并研究了席夫碱衍生物的抗脲酶、抗氧化和抗微生物活性，由于亚胺基团 (-C N-) 并获得了有希望的结果。通过分子对接研究进一步验证了这些化合物的酶抑制潜力。此外，计算了化合物的 In Silico ADME 预测研究。