3-(2-chloro-4-fluorophenyl)-1H-isochromene-1-thione | 1036487-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(2-chloro-4-fluorophenyl)-1H-isochromene-1-thione
• 英文别名: 3-(2'-chloro-4'-fluorophenyl)thioisocoumarin；3-(2-Chloro-4-fluorophenyl)isochromene-1-thione
• CAS: 1036487-52-1
• 化学式: C₁₅H₈ClFOS
• 分子量: 290.745
• InChiKey: WBLATMLJLZIJNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-4-氟苯甲酸 在 劳森试剂 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 反应 8.5h， 生成 3-(2-chloro-4-fluorophenyl)-1H-isochromene-1-thione
  参考文献：
  名称：

  Synthesis and anti-cancer, anti-metastatic evaluation of some new fluorinated isocoumarins and 3,4-dihydroisocoumarins

  摘要：

  Synthesis of some fluorinated isocoumarins and 3,4-dihydroisocoumarins is reported. Structures of the synthesized compounds were confirmed by spectral and elemental analysis. All the synthesized compounds were evaluated for their antimetastatic activity and anti-cancer activity against breast cell line (MCF-7). Among all the tested compounds 3h [3-(3',4'-difluorophenyl)isocoumarin] has shown excellent antimetastatic activity, however the growth inhibitory response of the tested compounds [3a-h, 4a-h, 5e-h, 6a-h and 7a, c, d] for MCF-7 human breast carcinoma cell line was moderate at higher concentrations (100-400 mu M) and negligible at lower concentrations. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.11.011

文献信息

• Synthesis of some 3-aryl-1<i>H</i>-isochromene-1-thiones
  作者：Aamer Saeed、Zaman Ashraf

  DOI：10.1002/jhet.5570450307

  日期：2008.5

  A rapid microwave-accelerated thionation of some 3-substitued isocoumarins to corresponding 1-thio-isocoumarins was achieved employing Lawesson's reagent under solventless conditions.

  使用Lawesson试剂在无溶剂条件下，实现了一些3取代的异香豆素对相应的1硫代异香豆素的快速微波加速硫化。
• Synthesis and anti-cancer, anti-metastatic evaluation of some new fluorinated isocoumarins and 3,4-dihydroisocoumarins
  作者：Obaid-ur-Rahman Abid、Muhammad Khalid、Muhammad T. Hussain、Muhammad Hanif、Ghulam Qadeer、Nasim H. Rama、Alexander Kornienko、Khalid M. Khan

  DOI：10.1016/j.jfluchem.2011.11.011

  日期：2012.3

  Synthesis of some fluorinated isocoumarins and 3,4-dihydroisocoumarins is reported. Structures of the synthesized compounds were confirmed by spectral and elemental analysis. All the synthesized compounds were evaluated for their antimetastatic activity and anti-cancer activity against breast cell line (MCF-7). Among all the tested compounds 3h [3-(3',4'-difluorophenyl)isocoumarin] has shown excellent antimetastatic activity, however the growth inhibitory response of the tested compounds [3a-h, 4a-h, 5e-h, 6a-h and 7a, c, d] for MCF-7 human breast carcinoma cell line was moderate at higher concentrations (100-400 mu M) and negligible at lower concentrations. (C) 2011 Elsevier B.V. All rights reserved.