2-{[benzyl(2-cyanoethyl)amino]methyl}-3-(ethoxycarbonyl)quinoxaline 1,4-dioxide | 1423010-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-{[benzyl(2-cyanoethyl)amino]methyl}-3-(ethoxycarbonyl)quinoxaline 1,4-dioxide
• 英文别名: ethyl 3-[[benzyl(2-cyanoethyl)amino]methyl]-4-oxido-1-oxoquinoxalin-1-ium-2-carboxylate
• CAS: 1423010-82-5
• 化学式: C₂₂H₂₂N₄O₄
• 分子量: 406.441
• InChiKey: BGPTYEZUWIMLMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  99.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-（苄氨基）丙腈 、 2-(bromomethyl)-3-(ethoxycarbonyl)quinoxaline 1,4-dioxide 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以1.1 g的产率得到2-{[benzyl(2-cyanoethyl)amino]methyl}-3-(ethoxycarbonyl)quinoxaline 1,4-dioxide
  参考文献：
  名称：

  Synthesis, labeling, and biological evaluation of 2-{[benzyl(cyanomethyl)amino]methyl}-3-(ethoxycarbonyl)-quinoxaline 1,4-dioxide in ascites bearing mice

  摘要：

  Quinoxaline 1,4-dioxide derivative, 2-{[benzyl(cyanomethyl) amino] methyl}-3-(ethoxycarbonyl) quinoxaline 1,4-dioxide (Q(3)D), was synthesized and labeled with radioiodine via direct electrophilic substitution giving labeling yield above 90%. The product was examined by paper electrophoresis. I-125-Q(3)D was prepared using Chloramine T as oxidizing agent. I-125-Q(3)D was stable for up to 72 h post labeling, in contrast to Tc-99m-AQCD which is stable only for a short time. Biodistribution study of I-125-Q(3)D in ascites tumor bearing mice revealed large uptake of the labeled compound in tumor sites. In addition, in vitro incubation of the labeled compound with Ehrlich cells indicated incorporation of these compounds in DNA of tumor cells. This uptake of I-125-Q(3)D in DNA of tumor cells may be helpful in tumor diagnosis and therapy.

  DOI：

  10.1134/s1066362212040157