2,3,6-trimethylhydroquinone bis(3,3-dimethylacrylate) | 24700-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2,3,6-trimethylhydroquinone bis(3,3-dimethylacrylate)
• 英文别名: 2,3,5-trimethyl-1,4-phenylene bis(3-methylbut-2-enoate)；2,3,5-Trimethyl-1,4-phenylene bis(3-methylbut-2-enoate)；[2,3,5-trimethyl-4-(3-methylbut-2-enoyloxy)phenyl] 3-methylbut-2-enoate
• CAS: 24700-10-5
• 化学式: C₁₉H₂₄O₄
• 分子量: 316.397
• InChiKey: SDRUTFHQDBZGKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3,6-trimethylhydroquinone bis(3,3-dimethylacrylate) 在 aluminum (III) chloride 、 盐酸 、 甲醇 、 sodium hydroxide 、 水 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 6-hydroxy-2,2,5,7,8-pentamethylchroman-4-one
  参考文献：
  名称：

  Chroman derivatives as lipoxygenase inhibitors

  摘要：

  本发明涉及Formula I的某些新颖衍生物：其中X和R1至R10如规范中所述，其中R5为OH，—NRdORa或—NRd—NRbRc之一，或R7为—NRdORa或—NRd—NRbRc之一，或C═R7R8为C═NORa或C═N—NRbRc，这些可能在制造用于治疗通过脂氧合酶介导的疾病的药物组合物中有用。它们还可能在制造用于治疗脂氧合酶介导疾病的皮肤护理和/或药用组合物中有用。

  公开号：

  US20060193797A1
• 作为产物：
  描述：

  3,3-二甲基丙烯酸 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 4.5h， 生成 2,3,6-trimethylhydroquinone bis(3,3-dimethylacrylate)
  参考文献：
  名称：

  2,3-Dihydro-1-benzofuran-5-ols as Analogs of .alpha.-Tocopherol That Inhibit in Vitro and ex Vivo Lipid Autoxidation and Protect Mice against Central Nervous System Trauma

  摘要：

  A series of a-tocopherol analogues was synthesized with potential therapeutic value for such pathological conditions as stroke and trauma. A set of criteria such as the inhibition of in vitro lipid peroxidation, superoxyl radical scavenging, and brain penetration, as measured by ex vivo inhibition of lipid peroxidation, was applied to select the most effective compound. 2,3-Dihydro-2,2,4,6,7-pentamethyl-3-[(4-methylpiperazino)methyl]-1-benzofuran-5-ol hydrochloride (22) was selected because of its superior antioxidant properties and better brain penetration. This compound also protected mice against the effects of head injury. The criteria thus turned out to be useful for the characterization of a neuroprotective analogue of alpha-tocopherol.

  DOI：

  10.1021/jm00003a008

文献信息

• Chroman derivatives as lipoxygenase inhibitors
  申请人：Zhang Wei

  公开号：US20060193797A1

  公开（公告）日：2006-08-31

  The present invention is concerned with certain novel derivatives of Formula I: wherein X and R 1 to R 10 are as described in the specification, and where either R 5 is OH, —NR d OR a or —NR d —NR b R c , or R 7 is —NR d OR a or —NR d —NR b R c , or C═R 7 R 8 is C═NOR a or C═N—NR b R c , which may be useful in the manufacture of pharmaceutical compositions for treating disorders mediated by lipoxygenases. They may also be useful in the manufacture of skin care and/or pharmaceutical compositions for the treatment of lipoxygenase mediated disorders.

  本发明涉及Formula I的某些新颖衍生物：其中X和R1至R10如规范中所述，其中R5为OH，—NRdORa或—NRd—NRbRc之一，或R7为—NRdORa或—NRd—NRbRc之一，或C═R7R8为C═NORa或C═N—NRbRc，这些可能在制造用于治疗通过脂氧合酶介导的疾病的药物组合物中有用。它们还可能在制造用于治疗脂氧合酶介导疾病的皮肤护理和/或药用组合物中有用。
• NOVEL LIPOXYGENASE INHIBITORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1856040A2

  公开（公告）日：2007-11-21
• [EN] NOVEL LIPOXYGENASE INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS DE LA LIPOXYGÉNASE
  申请人：GALILEO PHARMACEUTICALS INC

  公开号：WO2006093547A2

  公开（公告）日：2006-09-08

  [EN] The present invention is concerned with certain novel derivatives of Formula (I): wherein X and R¹ to R¹⁰ are as described in the specification, and where either R⁵ is OH, -NR^dOR^a or NR^d-NR^bR^c, or R⁷ is -NR^dOR^a or NR^d-NR^bR^c, or C=R⁷R⁸ is C=NOR^a or C=N-NR^bR^c, which may be useful in the manufacture of pharmaceutical compositions for treating disorders mediated by lipoxygenases. They may also be useful in the manufacture of pharmaceutical formulations for the treatment of lipoxygenase mediated disorders.
  [FR] La présente invention a trait à de nouveaux dérivés de formule (I), dans laquelle: X et R¹ à R¹⁰ sont tels que définis dans la description, et dans laquelle R⁵ est OH. -Nr^dOR^a ou -NR^d-NR^bR^c, ou R⁷ est -NR^dOR^a ou -NR^d-NR^bR^c, ou C=R⁷R⁸ est C=NOR^a ou C=N-NR^bR^c, qui peuvent être utiles dans la fabrication de compositions pharmaceutiques pour le traitement de troubles médiés par des lipoxygénases. Ils peuvent également être utiles dans la fabrication de formulations pharmaceutiques pour le traitement de troubles médiés par des lipoxygénases.
• 2,3-Dihydro-1-benzofuran-5-ols as Analogs of .alpha.-Tocopherol That Inhibit in Vitro and ex Vivo Lipid Autoxidation and Protect Mice against Central Nervous System Trauma
  作者：J. Martin Grisar、Frank N. Bolkenius、Margaret A. Petty、Joelle Verne

  DOI：10.1021/jm00003a008

  日期：1995.2

  A series of a-tocopherol analogues was synthesized with potential therapeutic value for such pathological conditions as stroke and trauma. A set of criteria such as the inhibition of in vitro lipid peroxidation, superoxyl radical scavenging, and brain penetration, as measured by ex vivo inhibition of lipid peroxidation, was applied to select the most effective compound. 2,3-Dihydro-2,2,4,6,7-pentamethyl-3-[(4-methylpiperazino)methyl]-1-benzofuran-5-ol hydrochloride (22) was selected because of its superior antioxidant properties and better brain penetration. This compound also protected mice against the effects of head injury. The criteria thus turned out to be useful for the characterization of a neuroprotective analogue of alpha-tocopherol.