6-(2,5-Dimethylpyrrol-1-yl)-2-(10-hydroxydecyl)-4-methylpyridin-3-ol | 1392495-31-6

• 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: 6-(2,5-Dimethylpyrrol-1-yl)-2-(10-hydroxydecyl)-4-methylpyridin-3-ol
• CAS: 1392495-31-6
• 化学式: C₂₂H₃₄N₂O₂
• 分子量: 358.524
• InChiKey: AUZSIEYKYIQOMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  58.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-4,6-二甲基吡啶 在 盐酸 、 tris-(dibenzylideneacetone)dipalladium(0) 、 N-溴代丁二酰亚胺(NBS) 、 对甲苯磺酸 、 苯基锂 、 potassium hydroxide 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 正己烷 、 水 、 甲苯 、 乙腈 为溶剂， 反应 54.25h， 生成 6-(2,5-Dimethylpyrrol-1-yl)-2-(10-hydroxydecyl)-4-methylpyridin-3-ol
  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

文献信息

• Analysis of the structural and mechanistic factors in antioxidants that preserve mitochondrial function and confer cytoprotection
  作者：Pablo M. Arce、Ruth Goldschmidt、Omar M. Khdour、Manikandadas M. Madathil、Jennifer Jaruvangsanti、Sriloy Dey、David M. Fash、Jeffrey S. Armstrong、Sidney M. Hecht

  DOI：10.1016/j.bmc.2012.07.005

  日期：2012.9

  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.