1-{[4-(2-Fluorophenyl)piperazin-1-YL]methyl}-2,3-dihydro-1H-indole-2,3-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-{[4-(2-Fluorophenyl)piperazin-1-YL]methyl}-2,3-dihydro-1H-indole-2,3-dione
• 英文别名: 1-[[4-(2-fluorophenyl)piperazin-1-yl]methyl]indole-2,3-dione
• 化学式: C₁₉H₁₈FN₃O₂
• mdl: MFCD03138172
• 分子量: 339.369
• InChiKey: HSQQEPJNUDPNMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-氨基-N-苄基苯甲酰胺 、 1-{[4-(2-Fluorophenyl)piperazin-1-YL]methyl}-2,3-dihydro-1H-indole-2,3-dione 以 四氢呋喃 为溶剂， 反应 6.0h， 以75%的产率得到N-benzyl-4-({1-[(4-{2-fluorophenyl}piperazin-1-yl)methyl]-2-oxoindolin-3-ylidene}amino)benzamide
  参考文献：
  名称：

  Discovery of Novel Isatin-Based p53 Inducers

  摘要：

  A series of isatin Schiff base derivatives were identified during in silk screening of the small molecule library for novel activators of p53. The compounds selected based on molecular docking results were further validated by a high-content screening assay using U2OS human osteosarcoma cells with an integrated EGFP-expressing p53-dependent reporter. The hit compounds activated and stabilized p53, as shown by Western blotting, at higher rates than the well-known positive control Nutlin-3. Thus, the p53-activating compounds identified by this approach represent useful molecular probes for various cancer studies.

  DOI：

  10.1021/acsmedchemlett.5b00011
• 作为产物：
  描述：

  聚合甲醛 、 靛红 、 1-(2-氟苯基)哌嗪 以 乙醇 为溶剂， 反应 6.0h， 生成 1-{[4-(2-Fluorophenyl)piperazin-1-YL]methyl}-2,3-dihydro-1H-indole-2,3-dione
  参考文献：
  名称：

  Discovery of Novel Isatin-Based p53 Inducers

  摘要：

  A series of isatin Schiff base derivatives were identified during in silk screening of the small molecule library for novel activators of p53. The compounds selected based on molecular docking results were further validated by a high-content screening assay using U2OS human osteosarcoma cells with an integrated EGFP-expressing p53-dependent reporter. The hit compounds activated and stabilized p53, as shown by Western blotting, at higher rates than the well-known positive control Nutlin-3. Thus, the p53-activating compounds identified by this approach represent useful molecular probes for various cancer studies.

  DOI：

  10.1021/acsmedchemlett.5b00011