2-Octyl-hydrochinon-dimethyl-aether | 101447-69-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Octyl-hydrochinon-dimethyl-aether
• 英文别名: 2,5-Dimethoxy-octylbenzol；1,4-dimethoxy-2-octyl-benzene；1,4-Dimethoxy-2-octyl-benzol；Benzene, 1,4-dimethoxy-2-octyl-；1,4-dimethoxy-2-octylbenzene
• CAS: 101447-69-2
• 化学式: C₁₆H₂₆O₂
• 分子量: 250.381
• InChiKey: YWCFPDHDTXQKNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Octyl-hydrochinon-dimethyl-aether 在 chromium(VI) oxide 、 三氯化铝 、 溶剂黄146 作用下， 以 二硫化碳 为溶剂， 反应 2.0h， 生成 3,6-dioctyl-2,5-dihydroxy-1,4-benzoquinone
  参考文献：
  名称：

  Biochemical Studies on Benzoquinone Derivatives. V. Structure-Activity Relationship between Benzoquinone Derivatives and Inhibition of Respiration of Rat Liver Intact Mitochondria

  摘要：

  新制备了烷基二羟基-p-姜黄酮及相关化合物，并研究了这些化合物对大鼠肝脏完整线粒体呼吸的影响。讨论了苯醌衍生物与线粒体呼吸影响之间的结构-活性关系。1. 2-甲基-5-辛基-3, 6-二羟基-1, 4-苯醌和阿尔迪西亚醌B对状态3呼吸表现出特异性抑制，但在高浓度下会抑制状态3和状态4呼吸。2. 2-辛基-3, 5-二羟基-1, 4-苯醌和阿尔迪西亚醌A同时抑制状态3和状态4呼吸。3. 拉帕酮、梅萨醌、Polygonum醌及相关的长烷基链化合物没有表现出任何效果。结果表明，侧链的碳数是表现活性的一个重要因素。

  DOI：

  10.1248/cpb.16.853
• 作为产物：
  描述：

  辛酰氯 在 三氯化铝 作用下， 以 二硫化碳 为溶剂， 生成 2-Octyl-hydrochinon-dimethyl-aether
  参考文献：
  名称：

  Biochemical Studies on Benzoquinone Derivatives. V. Structure-Activity Relationship between Benzoquinone Derivatives and Inhibition of Respiration of Rat Liver Intact Mitochondria

  摘要：

  新制备了烷基二羟基-p-姜黄酮及相关化合物，并研究了这些化合物对大鼠肝脏完整线粒体呼吸的影响。讨论了苯醌衍生物与线粒体呼吸影响之间的结构-活性关系。1. 2-甲基-5-辛基-3, 6-二羟基-1, 4-苯醌和阿尔迪西亚醌B对状态3呼吸表现出特异性抑制，但在高浓度下会抑制状态3和状态4呼吸。2. 2-辛基-3, 5-二羟基-1, 4-苯醌和阿尔迪西亚醌A同时抑制状态3和状态4呼吸。3. 拉帕酮、梅萨醌、Polygonum醌及相关的长烷基链化合物没有表现出任何效果。结果表明，侧链的碳数是表现活性的一个重要因素。

  DOI：

  10.1248/cpb.16.853

文献信息

• Shoji, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1959, vol. 79, p. 1038
  作者：Shoji

  DOI：——

  日期：——
• Hydrophobic Acceleration of Electron Transfer Processes
  作者：Ji-Liang Shi、Xin Chen、Xi-Kui Jiang

  DOI：10.1021/jo960249s

  日期：1996.1.1

  Electron transfer processes between 1-alpha-naphthyl-3-oxa-alkanes (1-n, n = 1, 8, 12, 16) and 2-alkyl-3,5,6-trichloro-1,4-benzoquinones (2-n, n = 8, 12, 16) facilitated by hydrophobic-lipophilic interactions (HLI) have been investigated by means of fluorescence spectroscopy in dioxane-H2O systems of different psi values, where psi is the volume fraction of the organic component of an aquiorgano mixture. Three lines of evidence, namely, EPR, UV-vis, and fluorescence quenching, indicate that electron transfer between 1-12 and 2-12 has occurred. Furthermore, both UV-vis evidence and the near constancy of the life time tau of 1-12* in the presence of different concentrations of the quencher 2-12 show that the electron transfer is preceded by preassociation, i.e., the quenching process is static. Therefore, the extent of HLI-driven coaggregation (preassociation) between the donors and the accepters may be assessed from the Stern-Volmer slopes (Ksv). The chain-length effect, and possibly also a chain-foldability effect, has been observed. A notable observation is the importance of solvent aggregating power (SAgP) effect, which is indicated by the surge of Ksv values at psi less than or equal to 0.40 (dioxane-H2O) for monomeric 1-12.
• Biochemical Studies on Benzoquinone Derivatives. V. Structure-Activity Relationship between Benzoquinone Derivatives and Inhibition of Respiration of Rat Liver Intact Mitochondria
  作者：HIKARU OZAWA、KAZUTAKA MOMOSE、MOTOKO MACHIDA、SHINSAKU NATORI、KUNITOSHI YOSHIHIRA

  DOI：10.1248/cpb.16.853

  日期：——

  Alkyldihydroxy-p-benzoquinone and related compounds were newly prepared and effects of these compounds on a respiration of rat liver intact mitochondria were examined. Structure activity relationship between the benzoquinone derivatives and effects on the mitochondrial respiration was discussed. 1. 2-Methyl-5-octyl-3, 6-dihydroxy-1, 4-benzoquinone and ardisiaquinone B showed specific inhibition of State-3 respiration. But in high concentration they inhibited both State-3 and State-4 respiration. 2. 2-Octyl-3, 5-diydroxy-1, 4-benzoquinone and ardisiaquinone A inhibited both State-3 and State-4 respiration. 3. Rapanone, maesaquinone, polygonaquinone and related compounds having longer alkyl chains did not show any effect. As the result carbon numbers of the side chain have been found to be an important factor to exhibit the activity.

  新制备了烷基二羟基-p-姜黄酮及相关化合物，并研究了这些化合物对大鼠肝脏完整线粒体呼吸的影响。讨论了苯醌衍生物与线粒体呼吸影响之间的结构-活性关系。1. 2-甲基-5-辛基-3, 6-二羟基-1, 4-苯醌和阿尔迪西亚醌B对状态3呼吸表现出特异性抑制，但在高浓度下会抑制状态3和状态4呼吸。2. 2-辛基-3, 5-二羟基-1, 4-苯醌和阿尔迪西亚醌A同时抑制状态3和状态4呼吸。3. 拉帕酮、梅萨醌、Polygonum醌及相关的长烷基链化合物没有表现出任何效果。结果表明，侧链的碳数是表现活性的一个重要因素。