4-(bromomethyl)phenyl (S)-4-oxo-4-((1,2,3-trimethoxy-10-(methylamino)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)butanoate | 1312592-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 4-(bromomethyl)phenyl (S)-4-oxo-4-((1,2,3-trimethoxy-10-(methylamino)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)butanoate
• CAS: 1312592-44-1
• 化学式: C₃₁H₃₃BrN₂O₇
• 分子量: 625.516
• InChiKey: HSVASLGUPZCUKL-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  41.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  112.19
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-(bromomethyl)phenyl (S)-4-oxo-4-((1,2,3-trimethoxy-10-(methylamino)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)butanoate 在 silver nitrate (1-) 作用下， 以 乙腈 为溶剂， 反应 15.0h， 以45%的产率得到4-((nitrooxy)methyl)phenyl (S)-4-oxo-4-((1,2,3-trimethoxy-10-(methylamino)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)butanoate
  参考文献：
  名称：

  Synthesis and evaluation of nitrate derivatives of colchicine as anticancer agents

  摘要：

  To search for more potent antitumor agent, a series of novel nitric oxide-donating colchicine (Col) derivatives (6a-f, 8a and b) were synthesized by coupling nitrates with N-methyl colchiceinamide. Their cytotoxicity against four human cancer cell lines in vitro were evaluated by MTT assay. It was found that many of the derivatives displayed significant activity, particularly, compounds 6c, 8a and 8b showed more potent cytotoxic activities than Col. (C) 2010 Li Hong Shen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.12.037
• 作为产物：
  描述：

  4-oxo-4-[[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]amino]butanoic acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 生成 4-(bromomethyl)phenyl (S)-4-oxo-4-((1,2,3-trimethoxy-10-(methylamino)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)amino)butanoate
  参考文献：
  名称：

  Synthesis and evaluation of nitrate derivatives of colchicine as anticancer agents

  摘要：

  To search for more potent antitumor agent, a series of novel nitric oxide-donating colchicine (Col) derivatives (6a-f, 8a and b) were synthesized by coupling nitrates with N-methyl colchiceinamide. Their cytotoxicity against four human cancer cell lines in vitro were evaluated by MTT assay. It was found that many of the derivatives displayed significant activity, particularly, compounds 6c, 8a and 8b showed more potent cytotoxic activities than Col. (C) 2010 Li Hong Shen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2010.12.037