2-<2-(dimethylamino)ethyl>-6-<<2-(dimethylamino)ethyl>amino>pyrimido<5,6,1-de>acridine-1,3,7-trione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-<2-(dimethylamino)ethyl>-6-<<2-(dimethylamino)ethyl>amino>pyrimido<5,6,1-de>acridine-1,3,7-trione
• 英文别名: 15-[2-(Dimethylamino)ethyl]-10-[2-(dimethylamino)ethylamino]-1,15-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-2,4,6,9,11,13(17)-hexaene-8,14,16-trione
• 化学式: C₂₃H₂₇N₅O₃
• 分子量: 421.499
• InChiKey: ARUURMIALVSXPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  76.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N⁴-[2-(dimethylamino)ethyl]-1-chloro-9-oxo-9,10-dihydro-4-acridinecarboxamide 在 三乙胺 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 0.5h， 生成 2-<2-(dimethylamino)ethyl>-6-<<2-(dimethylamino)ethyl>amino>pyrimido<5,6,1-de>acridine-1,3,7-trione
  参考文献：
  名称：

  Synthesis of (Dialkylamino)alkyl-Disubstituted Pyrimido[5,6,1-de]acridines, a Novel Group of Anticancer Agents Active on a Multidrug Resistant Cell Line

  摘要：

  A series of pyrimidoacridine derivatives with two basic side chains, 7a-e, was synthesized, as potential antitumor drugs, starting from 2-[2-(dimethylamino)ethyl]-6-chloropyrimido[5,6,1-de]acridine-1,3,7-trione (6) and a suitable (alkylamino)alkylamine. The products 6 and 7a-e showed significant cytotoxic activity in, vitro against L1210 leukemia. Compounds 7a,d were 2 orders of magnitude more cytotoxic than ametantrone. All compounds were also examined for their activity on LoVo and resistant LoVo/Dx cell lines. Unlike ametantrone, the compounds have shown to be able to overcome the multidrug resistance. Compounds 7a,d, the two most active in vitro, were tested in vivo against murine P388 leukemia showing good activity.

  DOI：

  10.1021/jm00017a013

文献信息

• Synthesis of (Dialkylamino)alkyl-Disubstituted Pyrimido[5,6,1-de]acridines, a Novel Group of Anticancer Agents Active on a Multidrug Resistant Cell Line
  作者：Ippolito Antonini、Donatella Cola、Paolo Polucci、Maria Bontemps-Gracz、Edward Borowski、Sante Martelli

  DOI：10.1021/jm00017a013

  日期：1995.8

  A series of pyrimidoacridine derivatives with two basic side chains, 7a-e, was synthesized, as potential antitumor drugs, starting from 2-[2-(dimethylamino)ethyl]-6-chloropyrimido[5,6,1-de]acridine-1,3,7-trione (6) and a suitable (alkylamino)alkylamine. The products 6 and 7a-e showed significant cytotoxic activity in, vitro against L1210 leukemia. Compounds 7a,d were 2 orders of magnitude more cytotoxic than ametantrone. All compounds were also examined for their activity on LoVo and resistant LoVo/Dx cell lines. Unlike ametantrone, the compounds have shown to be able to overcome the multidrug resistance. Compounds 7a,d, the two most active in vitro, were tested in vivo against murine P388 leukemia showing good activity.