O2-(2,4-dinitrophenyl) 1-[(4-methoxycarbonyl)piperidin-1-yl]diazen-1-ium-1,2-diolate | 1083159-12-9

• 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: O2-(2,4-dinitrophenyl) 1-[(4-methoxycarbonyl)piperidin-1-yl]diazen-1-ium-1,2-diolate
• 英文别名: (2,4-dinitrophenoxy)imino-(4-methoxycarbonylpiperidin-1-yl)-oxidoazanium
• CAS: 1083159-12-9
• 化学式: C₁₃H₁₅N₅O₈
• 分子量: 369.291
• InChiKey: GQRBAPRQGODHED-UHFFFAOYSA-N

物化性质

• 沸点：
  516.0±60.0 °C(Predicted)
• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  163.48
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  O2-(2,4-dinitrophenyl) 1-[(4-methoxycarbonyl)piperidin-1-yl]diazen-1-ium-1,2-diolate 在 谷胱甘肽 、 二乙烯三胺五醋酸 作用下， 以 二甲基亚砜 为溶剂， 生成 4-哌啶甲酸甲酯
  参考文献：
  名称：

  Cell-Permeable Esters of Diazeniumdiolate-Based Nitric Oxide Prodrugs

  摘要：

  Although O-2-(2,4-dinitrophenyl) derivatives of diazeniumdiolate-based nitric oxide (NO) prodrugs bearing a free carboxylic acid group were activated by glutathione to release NO, these compounds were poor sources of intracellular NO and showed diminished anti pro I iterative activity against human leukemia HL-60 cells. The carboxylic acid esters of these prodrugs, however, were found to be superior sources of intracellular NO and potent inhibitors of HL-60 cell proliferation.

  DOI：

  10.1021/ol8020989
• 作为产物：
  描述：

  、 2,4-二硝基氟苯 在 碳酸氢钠 作用下， 以 水 、 叔丁醇 为溶剂， 以0.18 g的产率得到O2-(2,4-dinitrophenyl) 1-[(4-methoxycarbonyl)piperidin-1-yl]diazen-1-ium-1,2-diolate
  参考文献：
  名称：

  Cell-Permeable Esters of Diazeniumdiolate-Based Nitric Oxide Prodrugs

  摘要：

  Although O-2-(2,4-dinitrophenyl) derivatives of diazeniumdiolate-based nitric oxide (NO) prodrugs bearing a free carboxylic acid group were activated by glutathione to release NO, these compounds were poor sources of intracellular NO and showed diminished anti pro I iterative activity against human leukemia HL-60 cells. The carboxylic acid esters of these prodrugs, however, were found to be superior sources of intracellular NO and potent inhibitors of HL-60 cell proliferation.

  DOI：

  10.1021/ol8020989