4-[Tert-butyl(dimethyl)silyl]oxy-1,1,1,5,5,5-hexafluoropent-3-en-2-one | 131772-64-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[Tert-butyl(dimethyl)silyl]oxy-1,1,1,5,5,5-hexafluoropent-3-en-2-one
• CAS: 131772-64-0
• 化学式: C₁₁H₁₆F₆O₂Si
• 分子量: 322.323
• InChiKey: KDXRHGKCQDODCH-UHFFFAOYSA-N

物化性质

• 沸点：
  226.6±40.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.59
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-[Tert-butyl(dimethyl)silyl]oxy-1,1,1,5,5,5-hexafluoropent-3-en-2-one 、 乙二胺 在 甲醇 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以1.985 g的产率得到bis(hexafluoroacetylacetone)ethylenediimine
  参考文献：
  名称：

  The synthesis and characterization of a series of cobalt(II) β-ketoaminato complexes and their cytotoxic activity towards human tumor cell lines

  摘要：

  A series of square planar cobalt(II) compounds bearing tetradentate beta-ketoaminato ligands with variation in the number of -CF3 ligand substituents has been prepared and structurally and spectroscopically characterized. The fluorinated beta-ketoamine ligands were prepared utilizing a multistep reaction sequence employing a silylenol protecting group. An additional tetrahedral cobalt compound bearing two bidentate beta-ketoaminato ligands was also prepared and characterized.Cytotoxic activity of the cobalt-containing complexes was evaluated using six human cell lines; including two different prostate cancer cell lines (PC-3 and VCaP), acute monocytic leukemia (THP-1), astrocytoma (U-373 MG), hepatocellular carcinoma (HepG2), and neuroblastoma (SH-SY5Y) cells. The cobalt compounds are more active than their corresponding ligands. The activity is cell type specific; the cobalt compounds exhibit strong activity against human prostate cancer and monocytic leukemia cells but weak or no activity against neuroblastoma, astrocytoma, and liver carcinoma cells. Activity generally increases with a greater number of -CF3 substituents, and square planar complexes exhibit greater activity than the tetrahedral derivative. The mechanisms of activity against human PC-3 prostate cancer cells involve caspase-3 and two different mitogen-activated protein kinases. The addition of a thiol antioxidant reduced cytotoxicity, suggesting the possible involvement of reactive oxygen species. These cobalt complexes may represent a novel class of cytotoxic drugs selective towards certain types of tumors. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2011.03.005
• 作为产物：
  描述：

  六氟乙酰丙酮 、 叔丁基二甲基氯硅烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 4-[Tert-butyl(dimethyl)silyl]oxy-1,1,1,5,5,5-hexafluoropent-3-en-2-one
  参考文献：
  名称：

  The synthesis and characterization of a series of cobalt(II) β-ketoaminato complexes and their cytotoxic activity towards human tumor cell lines

  摘要：

  A series of square planar cobalt(II) compounds bearing tetradentate beta-ketoaminato ligands with variation in the number of -CF3 ligand substituents has been prepared and structurally and spectroscopically characterized. The fluorinated beta-ketoamine ligands were prepared utilizing a multistep reaction sequence employing a silylenol protecting group. An additional tetrahedral cobalt compound bearing two bidentate beta-ketoaminato ligands was also prepared and characterized.Cytotoxic activity of the cobalt-containing complexes was evaluated using six human cell lines; including two different prostate cancer cell lines (PC-3 and VCaP), acute monocytic leukemia (THP-1), astrocytoma (U-373 MG), hepatocellular carcinoma (HepG2), and neuroblastoma (SH-SY5Y) cells. The cobalt compounds are more active than their corresponding ligands. The activity is cell type specific; the cobalt compounds exhibit strong activity against human prostate cancer and monocytic leukemia cells but weak or no activity against neuroblastoma, astrocytoma, and liver carcinoma cells. Activity generally increases with a greater number of -CF3 substituents, and square planar complexes exhibit greater activity than the tetrahedral derivative. The mechanisms of activity against human PC-3 prostate cancer cells involve caspase-3 and two different mitogen-activated protein kinases. The addition of a thiol antioxidant reduced cytotoxicity, suggesting the possible involvement of reactive oxygen species. These cobalt complexes may represent a novel class of cytotoxic drugs selective towards certain types of tumors. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2011.03.005