O,O'-dipropyl {[2-(2,4-dichlorophenoxy)acetamido](phenyl)methyl}phosphonate | 304693-31-0

• 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: O,O'-dipropyl {[2-(2,4-dichlorophenoxy)acetamido](phenyl)methyl}phosphonate
• 英文别名: Dipropyl [{[(2,4-dichlorophenoxy)acetyl]amino}(phenyl)methyl]phosphonate；2-(2,4-dichlorophenoxy)-N-[dipropoxyphosphoryl(phenyl)methyl]acetamide
• CAS: 304693-31-0
• 化学式: C₂₁H₂₆Cl₂NO₅P
• 分子量: 474.321
• InChiKey: TUAFMMJKSBFGJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-[[oxido(dipropoxy)phosphaniumyl]-phenylmethyl]-1-phenylmethanimine 在 吡啶 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 O,O'-dipropyl {[2-(2,4-dichlorophenoxy)acetamido](phenyl)methyl}phosphonate
  参考文献：
  名称：

  Synthesis and cytotoxicity of O,O′-dialkyl {[2-(substituted phenoxy)acetamido](substituted phenyl)methyl}phosphonates

  摘要：

  A series of O,O'-dialkyl {[2-(substituted phenoxy)acetamido](substituted phenyl)methyl}phosphonates was synthesized and their cytotoxic activities were tested against various human tumor cell lines. Some compounds (5q, 5r, 5s, 5w, 5x and 5y) showed relatively high cytotoxicity. Especially, compounds 5x and 5q exhibited the best cytotoxicity against KB and CNE2 cells with IC50 7.1 and 11.4 mu M, respectively. Their inhibitory activities against KB and CNE2 cells were even higher than that of fluorouracil. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.014

文献信息

• Synthesis and cytotoxicity of O,O′-dialkyl {[2-(substituted phenoxy)acetamido](substituted phenyl)methyl}phosphonates
  作者：Lihong Ning、Wei Wang、Yongju Liang、Hao Peng、Liwu Fu、Hongwu He

  DOI：10.1016/j.ejmech.2011.12.014

  日期：2012.2

  A series of O,O'-dialkyl [2-(substituted phenoxy)acetamido](substituted phenyl)methyl}phosphonates was synthesized and their cytotoxic activities were tested against various human tumor cell lines. Some compounds (5q, 5r, 5s, 5w, 5x and 5y) showed relatively high cytotoxicity. Especially, compounds 5x and 5q exhibited the best cytotoxicity against KB and CNE2 cells with IC50 7.1 and 11.4 mu M, respectively. Their inhibitory activities against KB and CNE2 cells were even higher than that of fluorouracil. (C) 2011 Elsevier Masson SAS. All rights reserved.