3-benzyloxy-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2,4,5-trimethylpyridine | 1392495-36-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzyloxy-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2,4,5-trimethylpyridine
• CAS: 1392495-36-1
• 化学式: C₂₁H₂₄N₂O
• 分子量: 320.434
• InChiKey: APWUIQWIYGYZEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.99
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  27.05
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-benzyloxy-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2,4,5-trimethylpyridine 、 1-bromo-9-(methoxymethoxy)nonane 在 正丁基锂 、 四甲基乙二胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.03h， 以41%的产率得到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
• 作为产物：
  描述：

  6-amino-2,4,5-trimethylpyridin-3-ol 在 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 、 mineral oil 为溶剂， 反应 30.0h， 生成 3-benzyloxy-6-(2,5-dimethyl-1H-pyrrol-1-yl)-2,4,5-trimethylpyridine
  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