(E)-N-(4-(N-carbamimidoylsulfamoyl)phenyl)-N'-(7-(trifluoromethyl)quinolin-4-yl)carbamimidothioic acid | 1491007-07-8

• 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)-N-(4-(N-carbamimidoylsulfamoyl)phenyl)-N'-(7-(trifluoromethyl)quinolin-4-yl)carbamimidothioic acid
• 英文别名: 1-[4-(Diaminomethylideneamino)sulfonylphenyl]-3-[7-(trifluoromethyl)quinolin-4-yl]thiourea；1-[4-(diaminomethylideneamino)sulfonylphenyl]-3-[7-(trifluoromethyl)quinolin-4-yl]thiourea
• CAS: 1491007-07-8
• 化学式: C₁₈H₁₅F₃N₆O₂S₂
• 分子量: 468.483
• InChiKey: MSFBMFOLEBZEJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  176
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-氯-7-三氟甲基喹啉 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 25.0h， 生成 (E)-N-(4-(N-carbamimidoylsulfamoyl)phenyl)-N'-(7-(trifluoromethyl)quinolin-4-yl)carbamimidothioic acid
  参考文献：
  名称：

  Synthesis and anticancer activity of some novel trifluoromethylquinolines carrying a biologically active benzenesulfonamide moiety

  摘要：

  Several trifluoromethylquinoline derivatives containing a biologically active benzenesulfonamide moiety 2-14, 16, urea derivatives 15, 17, 4-isothiocyanate 18 and the corresponding carbamimidothioic acid derivatives 19-30, were synthesized from the strategic starting material 4-chloro-7-trifluoromethylquinoline 1. The structures of the newly synthesized compounds were elucidated on the basis of elemental and spectral analyses. All the prepared compounds were evaluated for their in vitro anticancer activity against various cancer cell lines. Most of the synthesized compounds showed good activity, especially compound 15 which exhibited higher activity than the reference drug doxorubicin. In order to suggest the mechanism of action for their cytotoxic activity, molecular docking for all synthesized compounds was done on the active site of PI3K and good results were obtained. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.08.048

文献信息

• Synthesis and anticancer activity of some novel trifluoromethylquinolines carrying a biologically active benzenesulfonamide moiety
  作者：Mohammed S. Al-Dosari、Mostafa M. Ghorab、Mansour S. AlSaid、Yassin M. Nissan、Abdulkareem B. Ahmed

  DOI：10.1016/j.ejmech.2013.08.048

  日期：2013.11

  Several trifluoromethylquinoline derivatives containing a biologically active benzenesulfonamide moiety 2-14, 16, urea derivatives 15, 17, 4-isothiocyanate 18 and the corresponding carbamimidothioic acid derivatives 19-30, were synthesized from the strategic starting material 4-chloro-7-trifluoromethylquinoline 1. The structures of the newly synthesized compounds were elucidated on the basis of elemental and spectral analyses. All the prepared compounds were evaluated for their in vitro anticancer activity against various cancer cell lines. Most of the synthesized compounds showed good activity, especially compound 15 which exhibited higher activity than the reference drug doxorubicin. In order to suggest the mechanism of action for their cytotoxic activity, molecular docking for all synthesized compounds was done on the active site of PI3K and good results were obtained. (C) 2013 Elsevier Masson SAS. All rights reserved.