2-(5-triphenylphosphoniumpentyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone bromide | 1251831-70-5

• 英文名称: 2-(5-triphenylphosphoniumpentyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone bromide
• 英文别名: mitoQ5；5-(4,5-Dimethoxy-2-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)pentyl-triphenylphosphanium;bromide
• CAS: 1251831-70-5
• 化学式: Br*C₃₂H₃₄O₄P
• 分子量: 593.497
• InChiKey: QLAZUCGUXGEPRV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  、 三苯基膦 在 乙醇 、 水 作用下， 反应 72.0h， 以55%的产率得到2-(5-triphenylphosphoniumpentyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone bromide
  参考文献：
  名称：

  Synthesis and characterization of mitoQ and idebenone analogues as mediators of oxygen consumption in mitochondria

  摘要：

  Analogues of mitoQ and idebenone were synthesized to define the structural elements that support oxygen consumption in the mitochondrial respiratory chain. Eight analogues were prepared and fully characterized, then evaluated for their ability to support oxygen consumption in the mitochondrial respiratory chain. While oxygen consumption was strongly inhibited by mitoQ analogues 2-4 in a chain length-dependent manner, modification of idebenone by replacement of the quinone methoxy groups by methyl groups (analogues 6-8) reduced, but did not eliminate, oxygen consumption. Idebenone analogues 6-8 also displayed significant cytoprotective properties toward cultured mammalian cells in which glutathione had been depleted by treatment with diethyl maleate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.104