1-(4-aminophenyl)-7-(4-cyanophenyl)-1,7-dicarba-closo-dodecaborane | 1621595-93-4

• 英文名称: 1-(4-aminophenyl)-7-(4-cyanophenyl)-1,7-dicarba-closo-dodecaborane
• CAS: 1621595-93-4
• 化学式: C₁₅H₂₀B₁₀N₂
• 分子量: 336.447
• InChiKey: IOTKSFUQVFEOGK-UHFFFAOYSA-N

物化性质

• 熔点：
  160.7-162 °C

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-(4-aminophenyl)-7-(4-cyanophenyl)-1,7-dicarba-closo-dodecaborane 、 苯甲酰氯 以 吡啶 、 二氯甲烷 为溶剂， 反应 16.0h， 以94%的产率得到1-(4-benzoylaminophenyl)-27-(4-cyanophenyl)-1,7-dicarba-closo-dodecaborane
  参考文献：
  名称：

  Design and synthesis of nonsteroidal progesterone receptor antagonists based on C,C′-diphenylcarborane scaffold as a hydrophobic pharmacophore

  摘要：

  The progesterone receptor (PR) plays important roles in multiple physiological processes, including female reproduction. Here, we report the synthesis of nonsteroidal PR antagonists containing a boron cluster as the hydrophobic core. We found that 1,7-diphenyl-meta-carborane was the preferred substructure among the three carborane isomers. Compound 39 was the most potent PR antagonist (IC50: 29 nM). Compound 41 also exhibited potent activity (IC50: 93 nM), and did not bind to androgen receptor, glucocorticoid receptor or mineralocorticoid receptor. These compounds may be useful for investigating potential clinical applications of PR modulators.

  DOI：

  10.1016/j.ejmech.2014.07.034
• 作为产物：
  描述：

  1-(4-cyanophenyl)-7-(4-nitrophenyl)-1,7-dicarba-closo-dodecaborane 在 10 wt% Pd(OH)2 on carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.5h， 以60%的产率得到1-(4-aminophenyl)-7-(4-cyanophenyl)-1,7-dicarba-closo-dodecaborane
  参考文献：
  名称：

  Design and synthesis of nonsteroidal progesterone receptor antagonists based on C,C′-diphenylcarborane scaffold as a hydrophobic pharmacophore

  摘要：

  The progesterone receptor (PR) plays important roles in multiple physiological processes, including female reproduction. Here, we report the synthesis of nonsteroidal PR antagonists containing a boron cluster as the hydrophobic core. We found that 1,7-diphenyl-meta-carborane was the preferred substructure among the three carborane isomers. Compound 39 was the most potent PR antagonist (IC50: 29 nM). Compound 41 also exhibited potent activity (IC50: 93 nM), and did not bind to androgen receptor, glucocorticoid receptor or mineralocorticoid receptor. These compounds may be useful for investigating potential clinical applications of PR modulators.

  DOI：

  10.1016/j.ejmech.2014.07.034