| 240131-09-3

• CAS: 240131-09-3
• 化学式: C₄H₁₄B₁₀S₂
• 分子量: 234.397
• InChiKey: UQDTVLNWUMOUIY-UHFFFAOYSA-N

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：

  在 dimethyl sulfide borane 、 盐酸 作用下， 以 甲苯 、 水 为溶剂， 反应 16.0h， 以52%的产率得到1,12-dicarba-closo-dodecaborane
  参考文献：
  名称：

  Synthesis and cellular studies of polyamine conjugates of a mercaptomethyl–carboranylporphyrin

  摘要：

  Seven polyamine conjugates of a tri(p-carboranylmethylthio)tetrafluorophenylporphyrin were prepared in high yields by sequential substitution of the p-phenyl fluoride of tetrakis(pentafluorophenyl) porphyrin (TPPF), and investigated as boron delivery agents for boron neutron capture therapy (BNCT). The polyamines used were derivatives of the natural-occurring spermine with different lengths of the carbon chains, terminal primary amine groups and, in two of the conjugates, additional aminoethyl moieties. A tri(polyethylene glycol) conjugate was also synthesized for comparison purposes. The polyamine conjugates showed low dark cytotoxicity (IC50 >400 mu M) and low phototoxicity (IC50 >40 mu M at 1.5 J/cm(2)). All polyamine conjugates, with one exception, showed higher uptake into human glioma T98G cells (up to 12-fold) than the PEG conjugate, and localized preferentially in the cell ER, Golgi and the lysosomes. Our results show that spermine derivatives can serve as effective carriers of boronated porphyrins for the BNCT of tumors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.11.007
• 作为产物：
  描述：

  二硫化碳 、 1,12-dicarba-closo-dodecaborane(12) 、 碘甲烷 在 正丁基锂 、 copper(I) bromide 、 lithium bromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.84h， 以43%的产率得到
  参考文献：
  名称：

  Synthesis and cellular studies of polyamine conjugates of a mercaptomethyl–carboranylporphyrin

  摘要：

  Seven polyamine conjugates of a tri(p-carboranylmethylthio)tetrafluorophenylporphyrin were prepared in high yields by sequential substitution of the p-phenyl fluoride of tetrakis(pentafluorophenyl) porphyrin (TPPF), and investigated as boron delivery agents for boron neutron capture therapy (BNCT). The polyamines used were derivatives of the natural-occurring spermine with different lengths of the carbon chains, terminal primary amine groups and, in two of the conjugates, additional aminoethyl moieties. A tri(polyethylene glycol) conjugate was also synthesized for comparison purposes. The polyamine conjugates showed low dark cytotoxicity (IC50 >400 mu M) and low phototoxicity (IC50 >40 mu M at 1.5 J/cm(2)). All polyamine conjugates, with one exception, showed higher uptake into human glioma T98G cells (up to 12-fold) than the PEG conjugate, and localized preferentially in the cell ER, Golgi and the lysosomes. Our results show that spermine derivatives can serve as effective carriers of boronated porphyrins for the BNCT of tumors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.11.007