methyl (E)-4-(((2-diethylamino)ethyl)carbamoyl)-2-(pyrrolidin-1-yldiazenyl)benzoate | 1013657-91-4

• 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: methyl (E)-4-(((2-diethylamino)ethyl)carbamoyl)-2-(pyrrolidin-1-yldiazenyl)benzoate
• CAS: 1013657-91-4
• 化学式: C₁₉H₂₉N₅O₃
• 分子量: 375.471
• InChiKey: WUWZXZBXNRWJEV-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  86.6
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl (E)-4-(((2-diethylamino)ethyl)carbamoyl)-2-(pyrrolidin-1-yldiazenyl)benzoate 在 三氟乙酸 、 potassium iodide 作用下， 以 乙腈 为溶剂， 以12%的产率得到methyl 4-(((2-diethylamino)ethyl)carbamoyl)-2-iodobenzoate
  参考文献：
  名称：

  Synthesis, Radiosynthesis, and Biological Evaluation of New Proteasome Inhibitors in a Tumor Targeting Approach

  摘要：

  Proteasome inhibition is a new strategy in cancer therapy. We synthesized three new peptide aldehyde inhibitors linked to the benzamide derivative structure to use their cytotoxic activity against malignant melanoma cells. Of these, 10 displayed the highest cytotoxicity (0.18 +/- 0.16 mu M). A radiosynthesis of the iodine aldehyde was performed. Its drug biodistribution showed that some selectivity of the benzamide group toward malignant melanoma tissue was conserved.

  DOI：

  10.1021/jm701419g
• 作为产物：
  描述：

  dimethyl (E)-2-(pyrrolidin-1-yldiazenyl)terephthalate 、 N,N-二乙基乙二胺 在 Al(CH₃)2 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 79.0h， 以68%的产率得到methyl (E)-4-(((2-diethylamino)ethyl)carbamoyl)-2-(pyrrolidin-1-yldiazenyl)benzoate
  参考文献：
  名称：

  Synthesis, Radiosynthesis, and Biological Evaluation of New Proteasome Inhibitors in a Tumor Targeting Approach

  摘要：

  Proteasome inhibition is a new strategy in cancer therapy. We synthesized three new peptide aldehyde inhibitors linked to the benzamide derivative structure to use their cytotoxic activity against malignant melanoma cells. Of these, 10 displayed the highest cytotoxicity (0.18 +/- 0.16 mu M). A radiosynthesis of the iodine aldehyde was performed. Its drug biodistribution showed that some selectivity of the benzamide group toward malignant melanoma tissue was conserved.

  DOI：

  10.1021/jm701419g