(11aS)-7-methoxy-8-[3-(4-(2-(diethoxyphosphoryl)ethyl)piperazin-1-yl)propyloxy]-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one | 1033090-70-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (11aS)-7-methoxy-8-[3-(4-(2-(diethoxyphosphoryl)ethyl)piperazin-1-yl)propyloxy]-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
• 英文别名: (6aS)-3-[3-[4-(2-diethoxyphosphorylethyl)piperazin-1-yl]propoxy]-2-methoxy-6a,7,8,9-tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
• CAS: 1033090-70-8
• 化学式: C₂₆H₄₁N₄O₆P
• 分子量: 536.608
• InChiKey: LPJNVPKBCLZBHZ-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  93.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (2S)-N-{4-[3-(4-(2-(diethoxyphosphoryl)ethyl)piperazin-1-yl)propyloxy]-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal 在 calcium carbonate 、 mercury dichloride 作用下， 以 水 、 乙腈 为溶剂， 以60%的产率得到(11aS)-7-methoxy-8-[3-(4-(2-(diethoxyphosphoryl)ethyl)piperazin-1-yl)propyloxy]-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
  参考文献：
  名称：

  Phosphonate-linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: Synthesis, DNA-binding affinity and cytotoxicity

  摘要：

  Pyrrolobenzodiazepine-diethylphosphonate conjugates have been designed and synthesized that link through two different types of spacers that are simple alkane chain and also a piperazine moiety side-armed with the alkane chains. These pyrrolobenzodiazepine conjugates have exhibited remarkable DNA-binding affinity and improved solubility in water, a representative compound 7d showing promising in vitro cytotoxicity. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.01.040

文献信息

• Phosphonate-linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates: Synthesis, DNA-binding affinity and cytotoxicity
  作者：Ahmed Kamal、P. Praveen Kumar、B.N. Seshadri、O. Srinivas、M. Shiva Kumar、Subrata Sen、Nisha Kurian、Aarti S. Juvekar、Surekha M. Zingde

  DOI：10.1016/j.bmc.2008.01.040

  日期：2008.4.1

  Pyrrolobenzodiazepine-diethylphosphonate conjugates have been designed and synthesized that link through two different types of spacers that are simple alkane chain and also a piperazine moiety side-armed with the alkane chains. These pyrrolobenzodiazepine conjugates have exhibited remarkable DNA-binding affinity and improved solubility in water, a representative compound 7d showing promising in vitro cytotoxicity. (c) 2008 Elsevier Ltd. All rights reserved.