3-benzyloxy-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2-[10-(methoxymethoxy)decyl]-4,5-dimethylpyridine | 1392495-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3-benzyloxy-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2-[10-(methoxymethoxy)decyl]-4,5-dimethylpyridine
• CAS: 1392495-37-2
• 化学式: C₃₂H₄₆N₂O₃
• 分子量: 506.729
• InChiKey: SNEAKLGOAWTCPN-UHFFFAOYSA-N

物化性质

• 沸点：
  618.1±55.0 °C(predicted)
• 密度：
  1.02±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.97
• 重原子数：
  37.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  45.51
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-benzyloxy-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2-[10-(methoxymethoxy)decyl]-4,5-dimethylpyridine 在 盐酸羟胺 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 16.0h， 以13%的产率得到6-amino-3-benzyloxy-2-[10-(methoxymethoxy)decyl]-4,5-dimethylpyridine
  参考文献：
  名称：

  Analysis of the structural and mechanistic factors in antioxidants that preserve mitochondrial function and confer cytoprotection

  摘要：

  Selected pyridinol analogues of the experimental neuroprotective drug idebenone have been synthesized and evaluated as antioxidants capable of preserving mitochondrial function. The compounds, having a different redox core but the same side chain as idebenone, exhibited a range of potencies, reflecting differences in their structures. The results obtained provide guidance in the design of such analogues with improved properties. Analogues were identified that have significantly improved antioxidant activity compared with idebenone in cultured lymphocytes, and which exhibit lesser inhibition of the electron transport chain. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.005
• 作为产物：
  描述：

  9-溴-1-壬醇 在 正丁基锂 、 四甲基乙二胺 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 mineral oil 为溶剂， 反应 0.03h， 生成 3-benzyloxy-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2-[10-(methoxymethoxy)decyl]-4,5-dimethylpyridine
  参考文献：
  名称：

  Analysis of the structural and mechanistic factors in antioxidants that preserve mitochondrial function and confer cytoprotection

  摘要：

  Selected pyridinol analogues of the experimental neuroprotective drug idebenone have been synthesized and evaluated as antioxidants capable of preserving mitochondrial function. The compounds, having a different redox core but the same side chain as idebenone, exhibited a range of potencies, reflecting differences in their structures. The results obtained provide guidance in the design of such analogues with improved properties. Analogues were identified that have significantly improved antioxidant activity compared with idebenone in cultured lymphocytes, and which exhibit lesser inhibition of the electron transport chain. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.005