2-<4,8-dimethyl-12-(trifluoromethyl)tridecyl>-2,5,7,8-tetramethyl-6-chromanol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-<4,8-dimethyl-12-(trifluoromethyl)tridecyl>-2,5,7,8-tetramethyl-6-chromanol
• 英文别名: 2,5,7,8-Tetramethyl-2-(13,13,13-trifluoro-4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol
• 化学式: C₂₉H₄₇F₃O₂
• 分子量: 484.686
• InChiKey: MDSUATRAKBNOAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-氯-2-戊酮 在 palladium on activated charcoal 正丁基锂 、 potassium tert-butylate 、 氢气 、 对甲苯磺酸 、 sodium iodide 、 lithium bromide 作用下， 以 甲醇 、 丙酮 、 乙腈 为溶剂， 反应 146.92h， 生成 2-<4,8-dimethyl-12-(trifluoromethyl)tridecyl>-2,5,7,8-tetramethyl-6-chromanol
  参考文献：
  名称：

  Synthesis of Fluorine Analogs of Vitamin E. III. Synthesis of 2-(4,8-Dimethyl-12-(trifluoromethyl)tridecyl)-2,5,7,8-tetramethyl-6-chromanol and 2-(4,12-Dimethyl-8-(trifluoromethyl)tridecyl)-2,5,7,8-tetramethyl-6-chromanol.

  摘要：

  利用 2-(3-氯丙基)-2，5，7，8-四甲基-6-铬醇的鏻盐，通过威蒂希反应合成了 2-[4，8-二甲基-12-(三氟甲基)十三烷基]-2，5，7，8-四甲基-6-铬醇和 2-[4，12-二甲基-8-(三氟甲基)十三烷基]-2，5，7，8-四甲基-6-铬醇。

  DOI：

  10.1248/cpb.42.2154

文献信息

• TOCOPHEROL AND TOCOPHERYL QUINONE DERIVATIVES AS CORRECTORS OF LYSOSOMAL STORAGE DISORDERS
  申请人：THE UNITED STATES OF AMERICA, as represented by THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERV

  公开号：US20160207902A1

  公开（公告）日：2016-07-21

  The subject invention relates to improved tocopheryl quinone derivatives and tocopherol derivatives having improved pharmacokinetics in vivo that can, in some embodiments, be useful in the treatment of Lysosomal Storage Disorders, restoration of normal mitochondrial ATP production, modulation of intracellular calcium ion concentration and other treatments or therapies. The tocopheryl quinone derivatives and tocopherol derivatives have side chains that have terminally halogenated carbon atoms.

  本发明涉及改进的生育酚醌衍生物和生育酚衍生物，这些衍生物在体内具有改善的药代动力学特性，在某些实施例中，可用于治疗溶酶体贮积病、恢复正常线粒体ATP生产、调节细胞内钙离子浓度以及其他治疗或疗法。所述的生育酚醌衍生物和生育酚衍生物的侧链具有末端的卤素取代碳原子。
• Tocopherol and tocopheryl quinone derivatives as correctors of lysosomal storage disorders
  申请人：The United States of America, as represented by the Secretary, Dept. of Health and Human Services

  公开号：US10370348B2

  公开（公告）日：2019-08-06

  The subject invention relates to improved tocopheryl quinine derivatives and tocopherol derivatives having improved pharmacokinetics in vivo that can, in some embodiments, be useful in the treatment of Lysosomal Storage Disorder, restoration of normal mitochondrial ATP production, modulation of intracellular calcium ion concentration and other treatments or therapies. The tocopheryl quinone derivatives and tocopherol derivatives have side chains that have terminally halogenated carbon atoms.

  本发明涉及改进的生育酚醌衍生物和生育酚衍生物，它们具有改进的体内药代动力学，在某些实施例中可用于治疗溶酶体贮积症、恢复线粒体 ATP 的正常产生、调节细胞内钙离子浓度以及其他治疗或疗法。生育酚醌衍生物和生育酚衍生物的侧链具有末端卤化碳原子。
• US9663485B2
  申请人：——

  公开号：US9663485B2

  公开（公告）日：2017-05-30
• [EN] TOCOPHEROL AND TOCOPHERYL QUINONE DERIVATIVES AS CORRECTORS OF LYSOSOMAL STORAGE DISORDERS<br/>[FR] DÉRIVÉS DE TOCOPHÉROL ET DE TOCOPHÉRYLE QUINONE COMME CORRECTEURS DE TROUBLES LYSOSOMAUX
  申请人：US HEALTH

  公开号：WO2014078573A2

  公开（公告）日：2014-05-22

  The subject invention relates to improved tocopheryl quinone derivatives and tocopherol derivatives having improved pharmacokinetics in vivo that can, in some embodiments, be useful in the treatment of Lysosomal Storage Disorders, restoration of normal mitochondrial ATP production, modulation of intracellular calcium ion concentration and other treatments or therapies. The tocopheryl quinone derivatives and tocopherol derivatives have side chains that have terminally halogenated carbon atoms.
• Synthesis of Fluorine Analogs of Vitamin E. III. Synthesis of 2-(4,8-Dimethyl-12-(trifluoromethyl)tridecyl)-2,5,7,8-tetramethyl-6-chromanol and 2-(4,12-Dimethyl-8-(trifluoromethyl)tridecyl)-2,5,7,8-tetramethyl-6-chromanol.
  作者：Mayumi KOYAMA、Mihoko TAMURA、Akira ANDO、Itsumaro KUMADAKI

  DOI：10.1248/cpb.42.2154

  日期：——

  2-[4, 8-Dimethyl-12-(trifluoromethyl)tridecyl]-2, 5, 7, 8-tetramethyl-6-chromanol and 2-[4, 12-dimethyl-8-(trifluoromethyl)tridecyl]-2, 5, 7, 8-tetramethyl-6-chromanol, were synthesized by means of the Wittig reaction using the phosphonium salt of 2-(3-chloropropyl)-2, 5, 7, 8-tetramethyl-6-chromanol.

  利用 2-(3-氯丙基)-2，5，7，8-四甲基-6-铬醇的鏻盐，通过威蒂希反应合成了 2-[4，8-二甲基-12-(三氟甲基)十三烷基]-2，5，7，8-四甲基-6-铬醇和 2-[4，12-二甲基-8-(三氟甲基)十三烷基]-2，5，7，8-四甲基-6-铬醇。