2-(2-(dimethylamino)ethyl)-6-(4-(4-(4-(3,3-diphenylallyl)piperazin-1-yl)benzoyl)piperazin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione | 1198398-77-4

• 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: 2-(2-(dimethylamino)ethyl)-6-(4-(4-(4-(3,3-diphenylallyl)piperazin-1-yl)benzoyl)piperazin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
• 英文别名: 2-[2-(Dimethylamino)ethyl]-6-[4-[4-[4-(3,3-diphenylprop-2-enyl)piperazin-1-yl]benzoyl]piperazin-1-yl]benzo[de]isoquinoline-1,3-dione
• CAS: 1198398-77-4
• 化学式: C₄₆H₄₈N₆O₃
• 分子量: 732.926
• InChiKey: YOUYJAYFHLBEAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  55
• 可旋转键数：
  10
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  70.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-[4-(3,3-二苯基丙-2-烯基)哌嗪-1-基]苯甲酸 、 2-(2-(dimethylamino)ethyl)-6-(piperazin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 48.0h， 以60%的产率得到2-(2-(dimethylamino)ethyl)-6-(4-(4-(4-(3,3-diphenylallyl)piperazin-1-yl)benzoyl)piperazin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Novel naphthalimide derivatives as potential apoptosis-inducing agents: Design, synthesis and biological evaluation

  摘要：

  A series of novel naphthalimide derivatives with flexible alkyl/aryl moieties were designed and synthesized. Their antitumor activities were evaluated against HeLa, A549, P388, HL-60, MCF-7, HCT-8 and A375 cancer cell lines in vitro. The preliminary results showed that most of the derivatives had comparable antitumor activities over Amonafide with the IC50 values of 10(-6) to 10(-5) M. More importantly, flow cytometric analysis indicated that the derivatives could effectively induce G(2)/M arrest and progress to apoptosis in HL-60 cell line after double staining with annexin V-FITC and propidium iodide. The present work provided a novel class of naphthalimide-based derivatives with potent apoptosis-inducing and antitumor activities for further optimization. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.07.011