2-[3-(dimethylamino)propyl]-6-{[3-(dimethylamino)propyl]-amino}-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione | 1072879-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[3-(dimethylamino)propyl]-6-{[3-(dimethylamino)propyl]-amino}-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione
• 英文别名: 2-[3-(Dimethylamino)propyl]-6-[3-(dimethylamino)propylamino]-5-nitrobenzo[de]isoquinoline-1,3-dione
• CAS: 1072879-18-5
• 化学式: C₂₂H₂₉N₅O₄
• 分子量: 427.503
• InChiKey: ZNTWTXCFEODHPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[3-(dimethylamino)propyl]-6-{[3-(dimethylamino)propyl]-amino}-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione 在 盐酸 、 1% Pd/C 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 20.0 ℃ 、206.85 kPa 条件下， 反应 1.0h， 以45%的产率得到2-[3-(dimethylamino)propyl]-6-{[3-(dimethylamino)propyl]-amino}-5-amino-1H-benzo[de]isoquinoline-1,3(2H)-dione trihydrochloride
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of new mitonafide derivatives as potential antitumor drugs

  摘要：

  A series of potential DNA-binding antitumor agents, 2-[omega-(alkylamino) alkyl]-6-{[omega-(alkylamino) alkyl] amino}-1H-benzo[de] isoquinolin-1,3(2H)-diones and 1,7-bis{6-[(omega-(dimethylamino) alkyl) amino]-1,3dioxo-1H-benzo[de] isoquinolin-2(3H)-yl}-4-methyl-4-azaheptanes, have been prepared as mitonafide derivatives. Their DNA-binding ability and cytotoxic activity have been evaluated. Some of the target compounds have shown high DNA affinity as well as relevant cytotoxic properties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.027
• 作为产物：
  描述：

  3-nitro-4-chloro-1,8-naphthalene dicarboxylic acid anhydride 、 N,N-二甲基-1,3-二氨基丙烷 以 氯仿 为溶剂， 反应 3.0h， 以41%的产率得到2-[3-(dimethylamino)propyl]-6-{[3-(dimethylamino)propyl]-amino}-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of new mitonafide derivatives as potential antitumor drugs

  摘要：

  A series of potential DNA-binding antitumor agents, 2-[omega-(alkylamino) alkyl]-6-{[omega-(alkylamino) alkyl] amino}-1H-benzo[de] isoquinolin-1,3(2H)-diones and 1,7-bis{6-[(omega-(dimethylamino) alkyl) amino]-1,3dioxo-1H-benzo[de] isoquinolin-2(3H)-yl}-4-methyl-4-azaheptanes, have been prepared as mitonafide derivatives. Their DNA-binding ability and cytotoxic activity have been evaluated. Some of the target compounds have shown high DNA affinity as well as relevant cytotoxic properties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.027

文献信息

• Design, synthesis, and biological evaluation of new mitonafide derivatives as potential antitumor drugs
  作者：Ippolito Antonini、Rosaria Volpini、Diego Dal Ben、Catia Lambertucci、Gloria Cristalli

  DOI：10.1016/j.bmc.2008.08.027

  日期：2008.9

  A series of potential DNA-binding antitumor agents, 2-[omega-(alkylamino) alkyl]-6-[omega-(alkylamino) alkyl] amino}-1H-benzo[de] isoquinolin-1,3(2H)-diones and 1,7-bis6-[(omega-(dimethylamino) alkyl) amino]-1,3dioxo-1H-benzo[de] isoquinolin-2(3H)-yl}-4-methyl-4-azaheptanes, have been prepared as mitonafide derivatives. Their DNA-binding ability and cytotoxic activity have been evaluated. Some of the target compounds have shown high DNA affinity as well as relevant cytotoxic properties. (C) 2008 Elsevier Ltd. All rights reserved.