2-octyl-6-(2-(phenylseleno)ethylamino)-1H-benzo[de]isoquinoline-1,3(2H)-dione | 1372105-05-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-octyl-6-(2-(phenylseleno)ethylamino)-1H-benzo[de]isoquinoline-1,3(2H)-dione
• 英文别名: 2-Octyl-6-(2-phenylselanylethylamino)benzo[de]isoquinoline-1,3-dione
• CAS: 1372105-05-9
• 化学式: C₂₈H₃₂N₂O₂Se
• 分子量: 507.534
• InChiKey: HAJMPZOOPNLYMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基-2-氨基乙基硒醚 、 6-Nitro-2-octyl-benzo[de]isoquinoline-1,3-dione 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-octyl-6-(2-(phenylseleno)ethylamino)-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Selenium-containing naphthalimides as anticancer agents: Design, synthesis and bioactivity

  摘要：

  Selenium analogues (4b-4h, and 4j) of two known sulfur compounds were synthesized and tested their anticancer activities. The selenium compound 4b had comparable activity with its sulfur analogue 4a, while DNA-binding study showed these two compounds had similar interaction with ct-DNA, the K-b was 8.23 and 2.36, respectively. The primary results showed that most compounds had moderate anticancer activities with IC50 values between 10 (6) and 10 (5) M. Another selenium analogue 4j showed the highest activity with the IC50 values around 5.3 mu M against K562 and MCF-7 cell lines. More importantly, the organochalcogen compounds exhibited stronger anticancer activities against K562 cell line than the other cell lines tested. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.049

文献信息

• Selenium-containing naphthalimides as anticancer agents: Design, synthesis and bioactivity
  作者：Liwei Zhao、Jianfeng Li、Yiquan Li、Jianwen Liu、Thomas Wirth、Zhong Li

  DOI：10.1016/j.bmc.2012.02.049

  日期：2012.4

  Selenium analogues (4b-4h, and 4j) of two known sulfur compounds were synthesized and tested their anticancer activities. The selenium compound 4b had comparable activity with its sulfur analogue 4a, while DNA-binding study showed these two compounds had similar interaction with ct-DNA, the K-b was 8.23 and 2.36, respectively. The primary results showed that most compounds had moderate anticancer activities with IC50 values between 10 (6) and 10 (5) M. Another selenium analogue 4j showed the highest activity with the IC50 values around 5.3 mu M against K562 and MCF-7 cell lines. More importantly, the organochalcogen compounds exhibited stronger anticancer activities against K562 cell line than the other cell lines tested. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.