5-bromo-4,6-dimethyl-2-((3,7,11,15-tetramethyl-hexadecyl)amino)pyridine | 868738-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-bromo-4,6-dimethyl-2-((3,7,11,15-tetramethyl-hexadecyl)amino)pyridine
• CAS: 868738-55-0
• 化学式: C₂₇H₄₉BrN₂
• 分子量: 481.603
• InChiKey: ZOSHZTQOZMRZHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.34
• 重原子数：
  30.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  24.92
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-bromo-4,6-dimethyl-2-((3,7,11,15-tetramethyl-hexadecyl)amino)pyridine 在 仲丁基锂 、 2,6-二甲基硝基苯 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 2.0h， 以28%的产率得到2,4-dimethyl-3-hydroxy-6-(3,7,11,15-tetramethyl-hexadecylamino)pyridine
  参考文献：
  名称：

  Lipid-Soluble 3-Pyridinol Antioxidants Spare α-Tocopherol and Do Not Efficiently Mediate Peroxidation of Cholesterol Esters in Human Low-Density Lipoprotein

  摘要：

  Because alpha-tocopherol (alpha-TOH) mediates the peroxidation of cholesterol-esterified lipids in human low-density lipoprotein (LDL) in vitro and has displayed disappointing results against the onset and development of atherosclerosis, it may not be appropriate for use as a therapeutic in the prevention and/or treatment of the disease. Herein are described the experimental results demonstrating that 3-pyridinols spare alpha-TOH, do not efficiently mediate lipid peroxidation, and protect lipoprotein tryptophan residues in human LDL.

  DOI：

  10.1021/jm0507173
• 作为产物：
  描述：

  3,7,11,15-四甲基十六烷-1-醇 在 碳酸氢钠 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 lithium aluminium tetrahydride 、 Clorox bleach 、 potassium bromide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 1.08h， 生成 5-bromo-4,6-dimethyl-2-((3,7,11,15-tetramethyl-hexadecyl)amino)pyridine
  参考文献：
  名称：

  Lipid-Soluble 3-Pyridinol Antioxidants Spare α-Tocopherol and Do Not Efficiently Mediate Peroxidation of Cholesterol Esters in Human Low-Density Lipoprotein

  摘要：

  Because alpha-tocopherol (alpha-TOH) mediates the peroxidation of cholesterol-esterified lipids in human low-density lipoprotein (LDL) in vitro and has displayed disappointing results against the onset and development of atherosclerosis, it may not be appropriate for use as a therapeutic in the prevention and/or treatment of the disease. Herein are described the experimental results demonstrating that 3-pyridinols spare alpha-TOH, do not efficiently mediate lipid peroxidation, and protect lipoprotein tryptophan residues in human LDL.

  DOI：

  10.1021/jm0507173