1,3,5-C6H3(C6H4-4-OCH2C6H2(OCH2CCH)3)3 | 1355254-23-7

• 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: 1,3,5-C6H3(C6H4-4-OCH2C6H2(OCH2CCH)3)3
• 英文别名: 5-[[4-[3,5-Bis[4-[[3,4,5-tris(prop-2-ynoxy)phenyl]methoxy]phenyl]phenyl]phenoxy]methyl]-1,2,3-tris(prop-2-ynoxy)benzene；5-[[4-[3,5-bis[4-[[3,4,5-tris(prop-2-ynoxy)phenyl]methoxy]phenyl]phenyl]phenoxy]methyl]-1,2,3-tris(prop-2-ynoxy)benzene
• CAS: 1355254-23-7
• 化学式: C₇₂H₅₄O₁₂
• 分子量: 1111.21
• InChiKey: XYWHAOPWRNEBMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  84
• 可旋转键数：
  30
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-(3-azidopropyl)-2-methyl-1,2-dicarba-closododecaborane 、 1,3,5-C6H3(C6H4-4-OCH2C6H2(OCH2CCH)3)3 在 CuSO₄*5H₂O 、 potassium ascorbate 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到(C54H70B6N9O6)(n)
  参考文献：
  名称：

  “Click” Chemistry-Mediated Phenylene-Cored Carborane Dendrimers

  摘要：

  Phenylene-cored small dendrimers containing three to nine peripheral o-carborane clusters were synthesized via Cu(I)-catalyzed Huisgen-type azide alkyne cycloaddition reactions. The resulting dendrimers have been characterized by IR and NMR spectroscopy and MALDI-TOF mass spectral analysis. The biological evaluation of branched dendrimer 16 containing nine carborane cages has been carried out using human liver cancer cells (SK-Hep1). Dendrimer 16 was accumulated in the SK-Hep1 cancer cells in a concentration-dependent manner. The highest boron accumulation up to 2540 ng of boron/5 X 10(5) cells was observed at a 50 mu M concentration of 16 over a period of 20 h. The high accumulation of 16 into the tumor cell lines indicates that such dendritic boron drug delivery platforms could be possible for application in boron neutron capture therapy in cancer treatment.

  DOI：

  10.1021/om201255b
• 作为产物：
  描述：

  3,4,5-tris(propargyloxy)phenyl methanol 在 三溴化磷 、 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 24.0h， 生成 1,3,5-C6H3(C6H4-4-OCH2C6H2(OCH2CCH)3)3
  参考文献：
  名称：

  “Click” Chemistry-Mediated Phenylene-Cored Carborane Dendrimers

  摘要：

  Phenylene-cored small dendrimers containing three to nine peripheral o-carborane clusters were synthesized via Cu(I)-catalyzed Huisgen-type azide alkyne cycloaddition reactions. The resulting dendrimers have been characterized by IR and NMR spectroscopy and MALDI-TOF mass spectral analysis. The biological evaluation of branched dendrimer 16 containing nine carborane cages has been carried out using human liver cancer cells (SK-Hep1). Dendrimer 16 was accumulated in the SK-Hep1 cancer cells in a concentration-dependent manner. The highest boron accumulation up to 2540 ng of boron/5 X 10(5) cells was observed at a 50 mu M concentration of 16 over a period of 20 h. The high accumulation of 16 into the tumor cell lines indicates that such dendritic boron drug delivery platforms could be possible for application in boron neutron capture therapy in cancer treatment.

  DOI：

  10.1021/om201255b

文献信息

• “Click” Chemistry-Mediated Phenylene-Cored Carborane Dendrimers
  作者：Barada Prasanna Dash、Rashmirekha Satapathy、Barrie P. Bode、Cory T. Reidl、James W. Sawicki、Allen J. Mason、John A. Maguire、Narayan S. Hosmane

  DOI：10.1021/om201255b

  日期：2012.4.9

  Phenylene-cored small dendrimers containing three to nine peripheral o-carborane clusters were synthesized via Cu(I)-catalyzed Huisgen-type azide alkyne cycloaddition reactions. The resulting dendrimers have been characterized by IR and NMR spectroscopy and MALDI-TOF mass spectral analysis. The biological evaluation of branched dendrimer 16 containing nine carborane cages has been carried out using human liver cancer cells (SK-Hep1). Dendrimer 16 was accumulated in the SK-Hep1 cancer cells in a concentration-dependent manner. The highest boron accumulation up to 2540 ng of boron/5 X 10(5) cells was observed at a 50 mu M concentration of 16 over a period of 20 h. The high accumulation of 16 into the tumor cell lines indicates that such dendritic boron drug delivery platforms could be possible for application in boron neutron capture therapy in cancer treatment.