lithium 4-(((2-diethylamino)ethyl)carbamoyl)-2-iodobenzoate | 1013657-93-6

• 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: lithium 4-(((2-diethylamino)ethyl)carbamoyl)-2-iodobenzoate
• 英文别名: avastin；bevacizumab；Lithium;4-[2-(diethylamino)ethylcarbamoyl]-2-iodobenzoate
• CAS: 1013657-93-6
• 化学式: C₁₄H₁₈IN₂O₃*Li
• 分子量: 396.154
• InChiKey: CNMYRBKJCDLCHB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.27
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-Amino-4-methyl-pentanoic acid {(S)-1-[(S)-1-(methoxy-methyl-carbamoyl)-3-methyl-butylcarbamoyl]-3-methyl-butyl}-amide; compound with trifluoro-acetic acid 、 lithium 4-(((2-diethylamino)ethyl)carbamoyl)-2-iodobenzoate 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以13%的产率得到N⁴-(2-(diethylamino)ethyl)-2-iodo-N¹-(1-(1-(1-(methoxy(methyl)amino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentan-2-ylamino)-4-methyl-1-oxopentan-2-yl)terephthalamide
  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：

  methyl 4-(((2-diethylamino)ethyl)carbamoyl)-2-iodobenzoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 生成 lithium 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