tert-butyl 6-(2-(4-methylpyridin-2-yl)-1H-benzoimidazol-1-yl)hexylcarbamate | 1418131-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: tert-butyl 6-(2-(4-methylpyridin-2-yl)-1H-benzoimidazol-1-yl)hexylcarbamate
• CAS: 1418131-04-0
• 化学式: C₂₄H₃₂N₄O₂
• 分子量: 408.544
• InChiKey: WAVKTSRMLIPZAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  69.04
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 顺-双(2,2-二吡啶)二氯化钌(II) 水合物 、 tert-butyl 6-(2-(4-methylpyridin-2-yl)-1H-benzoimidazol-1-yl)hexylcarbamate 以 乙二醇 、 水 为溶剂， 反应 6.0h， 以72%的产率得到[Ru(II) bis(2,2'-bipyridine){6-[2-(4-methylpyridin-2-yl)-1H-benzoimidazol-1-yl]hexylamine}](PF₆)₂
  参考文献：
  名称：

  Ruthenium polypyridyl squalene derivative: A novel self-assembling lipophilic probe for cellular imaging

  摘要：

  Transition metal complexes provide a promising avenue for designing new therapeutic and diagnostic agents. In particular, ruthenium(II) polypyridyl complexes are useful for studying cellular uptake, due to their easy synthesis and unique photophysical properties. Dyes are frequently combined with material substrates to modulate their properties, enhance stability, reduce toxicity, and improve delivery. A novel Ru polypyridyl complex linked to a derivative of the natural lipid squalene (Ru-BIPPBI-hx-SQ) is described. Using the solvent displacement method, Ru-BIPPBI-hx-SQ easily self-assembles into nanosized aggregates in aqueous solution, as characterized by dynamic light scattering. The nanoassemblies exhibit long-lived and intense luminescence. Preliminary biological assessment showed them to be non-toxic; they are efficiently and rapidly transported across the cell membrane without requiring its permeabilization. Ru-labeled nanoassemblies are likely to be significant cellular-imaging tools, probing cellular events at very low concentrations. Moreover co-nanoassembly, with drug-derivatives based on squalenoylation technology, including gemcitabine and paclitaxel, has given interesting preliminary results. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijpharm.2012.07.022
• 作为产物：
  描述：

  N-BOC-6-溴代己胺 、 4-甲基-2-(2-苯并咪唑基)吡啶 在 potassium tert-butylate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.25h， 以75%的产率得到tert-butyl 6-(2-(4-methylpyridin-2-yl)-1H-benzoimidazol-1-yl)hexylcarbamate
  参考文献：
  名称：

  Ruthenium polypyridyl squalene derivative: A novel self-assembling lipophilic probe for cellular imaging

  摘要：

  Transition metal complexes provide a promising avenue for designing new therapeutic and diagnostic agents. In particular, ruthenium(II) polypyridyl complexes are useful for studying cellular uptake, due to their easy synthesis and unique photophysical properties. Dyes are frequently combined with material substrates to modulate their properties, enhance stability, reduce toxicity, and improve delivery. A novel Ru polypyridyl complex linked to a derivative of the natural lipid squalene (Ru-BIPPBI-hx-SQ) is described. Using the solvent displacement method, Ru-BIPPBI-hx-SQ easily self-assembles into nanosized aggregates in aqueous solution, as characterized by dynamic light scattering. The nanoassemblies exhibit long-lived and intense luminescence. Preliminary biological assessment showed them to be non-toxic; they are efficiently and rapidly transported across the cell membrane without requiring its permeabilization. Ru-labeled nanoassemblies are likely to be significant cellular-imaging tools, probing cellular events at very low concentrations. Moreover co-nanoassembly, with drug-derivatives based on squalenoylation technology, including gemcitabine and paclitaxel, has given interesting preliminary results. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijpharm.2012.07.022