4-formylphenyl N,N'-bis(2-chloroethyl)phosphordiamidate | 1221445-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-formylphenyl N,N'-bis(2-chloroethyl)phosphordiamidate
• 英文别名: 4-Bis(2-chloroethylamino)phosphoryloxybenzaldehyde
• CAS: 1221445-73-3
• 化学式: C₁₁H₁₅Cl₂N₂O₃P
• 分子量: 325.131
• InChiKey: MSIYUIFELIOKRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-formylphenyl phosphorodichloridate 、 2-氯乙胺盐酸盐 在 三乙胺 作用下， 反应 4.0h， 以52%的产率得到4-formylphenyl N,N'-bis(2-chloroethyl)phosphordiamidate
  参考文献：
  名称：

  Novel phosphoramidates with porphine and nitrogenous drug: One-pot synthesis and orientation to cancer cells

  摘要：

  One-pot synthesis of novel phosphoramidates with porphine and nitrogenous drug was accomplished. In the absence of light, MTT test showed that they killed the BEL-7402 liver cancer cells effectively in vitro. The cell viability studied on normal liver and cancer cells showed that porphine phosphoramidates selectively kill the cancer cells, which was in sharp contrast with the non-porphine containing compound 4-formylphenyl N,N-bis(2-chloroethyl)-phosphoramidate. These results, coupled with the cell uptake test showing that they could differentiate the tumor cells from the normal cells by their selective accumulation in cancer cells, gave strong support to the notion that the introduction of porphine moiety in these molecules was responsible for the effectiveness and cell differentiability of these porphine phosphoramidates. (C) 2009 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2009.11.027

文献信息

• Novel phosphoramidates with porphine and nitrogenous drug: One-pot synthesis and orientation to cancer cells
  作者：Zhi-Wei Wang、Can-Cheng Guo、Wen-Zhong Xie、Chao-Zhou Liu、Chun-Guang Xiao、Ze Tan

  DOI：10.1016/j.ejmech.2009.11.027

  日期：2010.3

  One-pot synthesis of novel phosphoramidates with porphine and nitrogenous drug was accomplished. In the absence of light, MTT test showed that they killed the BEL-7402 liver cancer cells effectively in vitro. The cell viability studied on normal liver and cancer cells showed that porphine phosphoramidates selectively kill the cancer cells, which was in sharp contrast with the non-porphine containing compound 4-formylphenyl N,N-bis(2-chloroethyl)-phosphoramidate. These results, coupled with the cell uptake test showing that they could differentiate the tumor cells from the normal cells by their selective accumulation in cancer cells, gave strong support to the notion that the introduction of porphine moiety in these molecules was responsible for the effectiveness and cell differentiability of these porphine phosphoramidates. (C) 2009 Published by Elsevier Masson SAS.