5-{3-[4-(3-amino-propyl)-piperazin-1-yl]-propylamino}-8-methoxy-2,10b-diaza-aceanthrylen-6-one | 958462-91-4

• 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: 5-{3-[4-(3-amino-propyl)-piperazin-1-yl]-propylamino}-8-methoxy-2,10b-diaza-aceanthrylen-6-one
• 英文别名: 10-[3-[4-(3-Aminopropyl)piperazin-1-yl]propylamino]-5-methoxy-1,14-diazatetracyclo[7.6.1.02,7.013,16]hexadeca-2(7),3,5,9,11,13(16),14-heptaen-8-one
• CAS: 958462-91-4
• 化学式: C₂₅H₃₂N₆O₂
• 分子量: 448.568
• InChiKey: QSRCLLSTJOFIRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  88.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-{3-[4-(3-amino-propyl)-piperazin-1-yl]-propylamino}-8-methoxy-2,10b-diaza-aceanthrylen-6-one 、 4-硝基-1,8-萘醛酸酐 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到2-[3-[4-[3-[(5-Methoxy-8-oxo-1,14-diazatetracyclo[7.6.1.02,7.013,16]hexadeca-2(7),3,5,9,11,13(16),14-heptaen-10-yl)amino]propyl]piperazin-1-yl]propyl]-6-nitrobenzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  Optimization of Naphthalimide-imidazoacridone with Potent Antitumor Activity Leading to Clinical Candidate (HKH40A, RTA 502)

  摘要：

  Unsymmetrical bifunctional antitumor agent WMC79 was further optimized to generate compound 7b that not only inhibited the growth of many tumor cell lines, but caused rapid apoptosis. Unlike the parent compound, 7b is toxic to both p53 positive and negative cancer cells. It. has potent in vivo activity against xenografts of human colon and pancreatic tumors in athymic mice.

  DOI：

  10.1021/jm7009777
• 作为产物：
  描述：

  1-{3-[4-(3-amino-propyl)-piperazin-1-yl]-propylamino}-7-methoxy-4-nitro-10H-acridin-9-one 、 甲酸 在 盐酸 、 tin(ll) chloride 作用下， 反应 20.0h， 以60%的产率得到5-{3-[4-(3-amino-propyl)-piperazin-1-yl]-propylamino}-8-methoxy-2,10b-diaza-aceanthrylen-6-one
  参考文献：
  名称：

  Optimization of Naphthalimide-imidazoacridone with Potent Antitumor Activity Leading to Clinical Candidate (HKH40A, RTA 502)

  摘要：

  Unsymmetrical bifunctional antitumor agent WMC79 was further optimized to generate compound 7b that not only inhibited the growth of many tumor cell lines, but caused rapid apoptosis. Unlike the parent compound, 7b is toxic to both p53 positive and negative cancer cells. It. has potent in vivo activity against xenografts of human colon and pancreatic tumors in athymic mice.

  DOI：

  10.1021/jm7009777

文献信息

• Optimization of Naphthalimide-imidazoacridone with Potent Antitumor Activity Leading to Clinical Candidate (HKH40A, RTA 502)
  作者：Humcha K. Hariprakasha、Teresa Kosakowska-Cholody、Colin Meyer、Wieslaw M. Cholody、Sherman F. Stinson、Nadya I. Tarasova、Christopher. J. Michejda

  DOI：10.1021/jm7009777

  日期：2007.11.1

  Unsymmetrical bifunctional antitumor agent WMC79 was further optimized to generate compound 7b that not only inhibited the growth of many tumor cell lines, but caused rapid apoptosis. Unlike the parent compound, 7b is toxic to both p53 positive and negative cancer cells. It. has potent in vivo activity against xenografts of human colon and pancreatic tumors in athymic mice.