[3-[[6-[(3-硼酸基苯基)氨基]-6-氧代己酰基]氨基]苯基]硼酸 | 75806-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [3-[[6-[(3-硼酸基苯基)氨基]-6-氧代己酰基]氨基]苯基]硼酸
• 英文名称: ((Adipoylbis(azanediyl))bis(3,1-phenylene))diboronic acid
• 英文别名: N,N'-Bis(3-(dihydroxylborylbenzene))adipamide；[3-[[6-(3-boronoanilino)-6-oxohexanoyl]amino]phenyl]boronic acid
• CAS: 75806-95-0
• 化学式: C₁₈H₂₂B₂N₂O₆
• 分子量: 384.004
• InChiKey: HOSIJHYQGUYJSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.82
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  139
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N¹,N⁶-bis(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)adipamide 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以34%的产率得到[3-[[6-[(3-硼酸基苯基)氨基]-6-氧代己酰基]氨基]苯基]硼酸
  参考文献：
  名称：

  新型二价连接模式苯硼酸衍生物的制备及其生物学评价

  摘要：

  We report a new route to the preparation of C-2-symmetrical bivalent phenylboronic acids having alkyl linker groups in the molecule and results of biological evaluation of their biological activity and cytotoxic activity against Vero cells. Among the tested compounds, C-2-symmetrical bivalent meta-oriented phenylboronic acid 2f (n=7) showed high cytotoxic activity (CC50=5.43 mu M) against Vero cells. The results of an SAR study suggested that the presence of a C7-methylene linker group in the molecule is an important structural factor for expression of potential cytotoxic activities. A sugar recognition property of this C-2-symmetrical geometric molecule was suggested by NMR analysis of compound 2f with methyl alpha-D-glucopyranoside 6.

  DOI：

  10.3987/com-18-13899