7-Benzyl-16-(20-bromo-icosyl)-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadecane | 838888-27-0

• 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: 7-Benzyl-16-(20-bromo-icosyl)-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadecane
• CAS: 838888-27-0
• 化学式: C₃₉H₇₁BrN₂O₄
• 分子量: 711.908
• InChiKey: YYCLVARTNRBYAV-UHFFFAOYSA-N

物化性质

• 沸点：
  723.4±55.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.29
• 重原子数：
  46.0
• 可旋转键数：
  22.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  43.4
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  二氮杂18-冠醚-6 、 7-Benzyl-16-(20-bromo-icosyl)-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadecane 在 sodium carbonate 、 potassium iodide 作用下， 以 various solvent(s) 为溶剂， 反应 120.0h， 以4%的产率得到7,16-bis-[12-(16-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl)-eicosyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
  参考文献：
  名称：

  Dynamic Assessment of Bilayer Thickness by Varying Phospholipid and Hydraphile Synthetic Channel Chain Lengths

  摘要：

  A library of "hydraphile" synthetic ion channel analogues that differ in overall length from similar to28-58 A has been prepared. A new and convenient ion-selective electrode (ISE) method was used to assay Na+ release. Liposomes were formed from three different phospholipids: 1,2-dimyristoleoyl-sn-glycero-3-phosphocholine (DMPC), 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC), and 1,2-dierucoyl-sn-glycero-3-phosphocholine (DEPC). The acyl chains of the lipids comprise cis-unsaturated 14:1, 18:1, or 22:1 residues, respectively. Sodium release was measured for each liposome system with each of the synthetic channels. Peak activity was observed for shorter channels in liposomes formed from DMPC and for longer channels in DEPC. A separate study was then conducted in DMPC liposomes in the presence of the putative membrane-thickening agents cholesterol and decane. Peak activity was clearly shifted to longer channel lengths upon addition of 20 or 40 mol % cholesterol or n-decane to the liposome preparation.

  DOI：

  10.1021/ja044936+
• 作为产物：
  描述：

  二十烷二酸二甲酯 在 氢溴酸 、 乙酸酐 、 sodium carbonate 、 红铝 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 7-Benzyl-16-(20-bromo-icosyl)-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadecane
  参考文献：
  名称：

  Dynamic Assessment of Bilayer Thickness by Varying Phospholipid and Hydraphile Synthetic Channel Chain Lengths

  摘要：

  A library of "hydraphile" synthetic ion channel analogues that differ in overall length from similar to28-58 A has been prepared. A new and convenient ion-selective electrode (ISE) method was used to assay Na+ release. Liposomes were formed from three different phospholipids: 1,2-dimyristoleoyl-sn-glycero-3-phosphocholine (DMPC), 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC), and 1,2-dierucoyl-sn-glycero-3-phosphocholine (DEPC). The acyl chains of the lipids comprise cis-unsaturated 14:1, 18:1, or 22:1 residues, respectively. Sodium release was measured for each liposome system with each of the synthetic channels. Peak activity was observed for shorter channels in liposomes formed from DMPC and for longer channels in DEPC. A separate study was then conducted in DMPC liposomes in the presence of the putative membrane-thickening agents cholesterol and decane. Peak activity was clearly shifted to longer channel lengths upon addition of 20 or 40 mol % cholesterol or n-decane to the liposome preparation.

  DOI：

  10.1021/ja044936+