(3Z)-3-[(2,5-dimethylphenyl)imino]-1,3-dihydro-2H-indol-2-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3Z)-3-[(2,5-dimethylphenyl)imino]-1,3-dihydro-2H-indol-2-one
• 英文别名: 3-(2,5-dimethylphenyl)imino-1H-indol-2-one
• 化学式: C₁₆H₁₄N₂O
• mdl: MFCD00487521
• 分子量: 250.3
• InChiKey: GXXZJPUXJVSDOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氯-n-(2,5-二甲基苯基)乙酰胺 、 (3Z)-3-[(2,5-dimethylphenyl)imino]-1,3-dihydro-2H-indol-2-one 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 以65%的产率得到N-(2,5-dimethylphenyl)-2-[3-(2,5-dimethylphenylimino)-2-oxoindolin-1-yl]acetamide
  参考文献：
  名称：

  Synthesis, biological evaluation, in silico docking, and virtual ADME studies of 2-[2-Oxo-3-(arylimino)indolin-1-yl]-N-arylacetamides as potent anti-breast cancer agents

  摘要：

  A series of ten novel isatin analogs have been synthesized and screened for their in vitro anti-breast cancer activity against MCF-7 cell line using sulforhodamine-B assay method. All the tested compounds showed highly potent activity against MCF-7 cell line with especially four compounds exhibited demonstrative antiproliferative effects on MCF-7 breast cancer cell line compared to reference adramycin (doxorubicin) and GI(50) <0.02 mu M. Docking the synthesized compounds into the epidermal growth factor receptor, which is highly expressed in breast cancer, was employed to explore the possible interactions of these compounds with the receptor. Structure activity relationship as well as virtual ADME studies were carried out and a connection between activities, electronic and physicochemical properties of the target compounds was determined.[GRAPHICS].

  DOI：

  10.1007/s00706-015-1566-9
• 作为产物：
  描述：

  2,5-二甲基苯胺 、 靛红 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 (3Z)-3-[(2,5-dimethylphenyl)imino]-1,3-dihydro-2H-indol-2-one
  参考文献：
  名称：

  Synthesis, biological evaluation, in silico docking, and virtual ADME studies of 2-[2-Oxo-3-(arylimino)indolin-1-yl]-N-arylacetamides as potent anti-breast cancer agents

  摘要：

  A series of ten novel isatin analogs have been synthesized and screened for their in vitro anti-breast cancer activity against MCF-7 cell line using sulforhodamine-B assay method. All the tested compounds showed highly potent activity against MCF-7 cell line with especially four compounds exhibited demonstrative antiproliferative effects on MCF-7 breast cancer cell line compared to reference adramycin (doxorubicin) and GI(50) <0.02 mu M. Docking the synthesized compounds into the epidermal growth factor receptor, which is highly expressed in breast cancer, was employed to explore the possible interactions of these compounds with the receptor. Structure activity relationship as well as virtual ADME studies were carried out and a connection between activities, electronic and physicochemical properties of the target compounds was determined.[GRAPHICS].

  DOI：

  10.1007/s00706-015-1566-9

文献信息

• Khan, Khalid Mohammed; Mughal, Uzma Rasool; Ambreen, Nida, Letters in drug design and discovery, 2010, vol. 7, # 10, p. 716 - 720
  作者：Khan, Khalid Mohammed、Mughal, Uzma Rasool、Ambreen, Nida、Rama, Nasim Hasan、Naz, Farzana、Perveen, Shahnaz、Choudhary, Muhammad Iqbal

  DOI：——

  日期：——