diethyl 2-pyridinyl[(3,4,5-trimethoxybenzyl)amino]methyl-phosphonate | 1443529-93-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: diethyl 2-pyridinyl[(3,4,5-trimethoxybenzyl)amino]methyl-phosphonate
• 英文别名: 1-diethoxyphosphoryl-1-pyridin-2-yl-N-[(3,4,5-trimethoxyphenyl)methyl]methanamine
• CAS: 1443529-93-8
• 化学式: C₂₀H₂₉N₂O₆P
• 分子量: 424.434
• InChiKey: RGGOOROETUVXKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  88.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  cis-dichlorobis(dimethylsulfoxide)platinum(II) 、 diethyl 2-pyridinyl[(3,4,5-trimethoxybenzyl)amino]methyl-phosphonate 以 乙醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Platinum(II) complexes containing aminophosphonate esters: Synthesis, characterization, cytotoxicity and action mechanism

  摘要：

  New platinum(II) complexes containing aminophosphonate ester were synthesized and fully characterized, which were found to possess better solubility in both organic solvents and water than cisplatin. These platinum(II) complexes exhibited considerable cytotoxicity against tumor cells MG-63, SK-OV-3, HepG2, BEL-7404 and low cytotoxicity to normal human liver cells HL-7702. Their antitumor activities were achieved through the induction of cell apoptosis and the cell cycle arrest at G1 phase. The electrophoretic mobility studies and CD spectral analysis revealed that the binding mode of complex 6 to DNA might be different from that of cisplatin. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.024
• 作为产物：
  描述：

  吡啶-2-甲醛 、 3,4,5-三甲氧基苄胺 、 亚磷酸二乙酯 反应 1.0h， 生成 diethyl 2-pyridinyl[(3,4,5-trimethoxybenzyl)amino]methyl-phosphonate
  参考文献：
  名称：

  Platinum(II) complexes containing aminophosphonate esters: Synthesis, characterization, cytotoxicity and action mechanism

  摘要：

  New platinum(II) complexes containing aminophosphonate ester were synthesized and fully characterized, which were found to possess better solubility in both organic solvents and water than cisplatin. These platinum(II) complexes exhibited considerable cytotoxicity against tumor cells MG-63, SK-OV-3, HepG2, BEL-7404 and low cytotoxicity to normal human liver cells HL-7702. Their antitumor activities were achieved through the induction of cell apoptosis and the cell cycle arrest at G1 phase. The electrophoretic mobility studies and CD spectral analysis revealed that the binding mode of complex 6 to DNA might be different from that of cisplatin. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.024

文献信息

• Platinum(II) complexes containing aminophosphonate esters: Synthesis, characterization, cytotoxicity and action mechanism
  作者：Ke-Bin Huang、Zhen-Feng Chen、Yan-Cheng Liu、Zhu-Quan Li、Jian-Hua Wei、Meng Wang、Xiao-Li Xie、Hong Liang

  DOI：10.1016/j.ejmech.2013.04.024

  日期：2013.6

  New platinum(II) complexes containing aminophosphonate ester were synthesized and fully characterized, which were found to possess better solubility in both organic solvents and water than cisplatin. These platinum(II) complexes exhibited considerable cytotoxicity against tumor cells MG-63, SK-OV-3, HepG2, BEL-7404 and low cytotoxicity to normal human liver cells HL-7702. Their antitumor activities were achieved through the induction of cell apoptosis and the cell cycle arrest at G1 phase. The electrophoretic mobility studies and CD spectral analysis revealed that the binding mode of complex 6 to DNA might be different from that of cisplatin. (C) 2013 Elsevier Masson SAS. All rights reserved.