2-(5-bromopropyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone | 1251831-74-9

• 英文名称: 2-(5-bromopropyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone
• CAS: 1251831-74-9
• 化学式: C₁₂H₁₅BrO₄
• 分子量: 303.153
• InChiKey: DCHBNEDQNGWDCE-UHFFFAOYSA-N

物化性质

• 沸点：
  420.9±45.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(5-bromopropyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone 在 sodium dithionite 、 水 作用下， 以 乙酸乙酯 为溶剂， 生成
  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
• 作为产物：
  描述：

  1-(3-bromopropyl)-2,3,4,5-tetramethoxy-6-methylbenzene 在 ammonium cerium (IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 以95%的产率得到2-(5-bromopropyl)-3-methyl-5,6-dimethoxy-1,4-benzoquinone
  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