2,6-di-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol | 180908-66-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,6-di-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol
• 英文别名: 2,6-di-t-butyl-4[(dimethylphenylsilyl)methoxy]phenol；2,6-di-t-butyl-4[(dimethylphenylsilyl)methyloxy]phenol；2,6-Ditert-butyl-4-[[dimethyl(phenyl)silyl]methoxy]phenol
• CAS: 180908-66-1
• 化学式: C₂₃H₃₄O₂Si
• 分子量: 370.607
• InChiKey: FHTHVIWOFOPDJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  447.3±45.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  单乙基琥珀酰氯 、 2,6-di-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol 在 sodium hydroxide 作用下， 以 甲醇 、 异丁酰胺 、 水 为溶剂， 生成 2,6-Di-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol succinic acid ester
  参考文献：
  名称：

  Alkyl-4-silyl-phenols and esters thereof as antiatherosclerotic agents

  摘要：

  本发明涉及以下式的化合物：其中R.sub.1和R.sub.6分别独立为C.sub.1-C.sub.6烷基；R.sub.2、R.sub.3和R.sub.4分别独立为氢或C.sub.1-C.sub.6烷基；R为氢或--C(O)--(CH.sub.2).sub.m--Q，其中Q为氢或--COOH，m为整数1、2、3或4；Z为硫、氧或亚甲基基团；A为C.sub.1-C.sub.4烷基基团；R.sub.5和R.sub.7分别独立为C.sub.1-C.sub.6烷基或--(CH.sub.2).sub.n--(Ar)，其中n为整数0、1、2或3；Ar为苯基或萘基，未取代或取代一个至三个羟基、甲氧基、乙氧基、卤素、三氟甲基、C.sub.1-C.sub.6烷基或--NR.sub.8R.sub.9，其中R.sub.8和R.sub.9分别独立为氢或C.sub.1-C.sub.6烷基；但当R.sub.2和至少一个R.sub.5或R.sub.7为C.sub.1-C.sub.6烷基，且Ar未取代三氟甲基或--NR.sub.8R.sub.9时，则R为--C(O)--(CH.sub.2).sub.m--Q；或其药学上可接受的盐；用于治疗动脉粥样硬化和慢性炎症性疾病；用于抑制细胞因子诱导的VCAM-1和/或ICAM-1表达；用于抑制LDL脂质过氧化；用于降低血浆胆固醇；以及作为抗氧化剂化学添加剂，用于防止有机材料的氧化恶化。

  公开号：

  US05608095A1
• 作为产物：
  描述：

  2,6-二叔丁基苯醌 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 2,6-di-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol
  参考文献：
  名称：

  Antioxidant and cholesterol lowering properties of 2,6-DI-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol and derivatives: A new class of anti-atherogenic compounds

  摘要：

  Di-t-butylphenol derivatives were synthesized and evaluated as antioxidants and cholesterol lowering agents. When evaluated in cholesterol-fed rabbits, the compounds were found to exhibit both properties. Of special interest was the finding that several of the compounds elevated HDL cholesterol levels. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00273-9

文献信息

• Antioxidant and cholesterol lowering properties of 2,6-DI-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol and derivatives: A new class of anti-atherogenic compounds
  作者：Roger A. Parker、Roger L. Barnhart、Kim S. Chen、Michael L. Edwards、James E. Matt、Barry L. Rhinehart、Keith M. Robinson、Mark J. Vaal、Mark T. Yates

  DOI：10.1016/s0960-894x(96)00273-9

  日期：1996.7

  Di-t-butylphenol derivatives were synthesized and evaluated as antioxidants and cholesterol lowering agents. When evaluated in cholesterol-fed rabbits, the compounds were found to exhibit both properties. Of special interest was the finding that several of the compounds elevated HDL cholesterol levels. Copyright (C) 1996 Elsevier Science Ltd
• Alkyl-4-silyl-phenols and esters thereof as antiatherosclerotic agents
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US05608095A1

  公开（公告）日：1997-03-04

  This invention relates to compounds of the formula ##STR1## wherein R.sub.1 and R.sub.6 are each independently C.sub.1 -C.sub.6 alkyl; R.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen or C.sub.1 -C.sub.6 alkyl; R is hydrogen or --C(O)--(CH.sub.2).sub.m --Q wherein Q is hydrogen or --COOH and m is an integer 1, 2, 3 or 4; Z is a thio, oxy or methylene group; A is a C.sub.1 -C.sub.4 alkylene group; R.sub.5 and R.sub.7 are each independently a C.sub.1 -C.sub.6 alkyl or --(CH.sub.2).sub.n --(Ar) wherein n is an integer 0, 1, 2 or 3; and Ar is phenyl or naphthyl unsubstituted or substituted with one to three substituents selected from the group consisting of hydroxy, methoxy, ethoxy, halogen, trifluoromethyl, C.sub.1 -C.sub.6 alkyl, or --NR.sub.8 R.sub.9, wherein R.sub.8 and R.sub.9 are each independently hydrogen or C.sub.1 -C.sub.6 alkyl; with the proviso that when R.sub.2 and at least one of R.sub.5 or R.sub.7 is C.sub.1 -C.sub.6 alkyl, and Ar is not substituted with trifluoromethyl or --NR.sub.8 R.sub.9, then R is --C(O)--(CH.sub.2).sub.m --Q; or a pharmaceutically acceptable salt thereof; useful for the treatment of atherosclerosis and chronic inflammatory disorders; for inhibiting cytokine-induced expression of VCAM-1 and/or ICAM-1; for inhibiting the peroxidation of LDL lipid; for lowering plasma cholesterol; and as antioxidant chemical additives useful for preventing oxidative deterioration in organic materials.

  本发明涉及以下式的化合物：其中R.sub.1和R.sub.6分别独立为C.sub.1-C.sub.6烷基；R.sub.2、R.sub.3和R.sub.4分别独立为氢或C.sub.1-C.sub.6烷基；R为氢或--C(O)--(CH.sub.2).sub.m--Q，其中Q为氢或--COOH，m为整数1、2、3或4；Z为硫、氧或亚甲基基团；A为C.sub.1-C.sub.4烷基基团；R.sub.5和R.sub.7分别独立为C.sub.1-C.sub.6烷基或--(CH.sub.2).sub.n--(Ar)，其中n为整数0、1、2或3；Ar为苯基或萘基，未取代或取代一个至三个羟基、甲氧基、乙氧基、卤素、三氟甲基、C.sub.1-C.sub.6烷基或--NR.sub.8R.sub.9，其中R.sub.8和R.sub.9分别独立为氢或C.sub.1-C.sub.6烷基；但当R.sub.2和至少一个R.sub.5或R.sub.7为C.sub.1-C.sub.6烷基，且Ar未取代三氟甲基或--NR.sub.8R.sub.9时，则R为--C(O)--(CH.sub.2).sub.m--Q；或其药学上可接受的盐；用于治疗动脉粥样硬化和慢性炎症性疾病；用于抑制细胞因子诱导的VCAM-1和/或ICAM-1表达；用于抑制LDL脂质过氧化；用于降低血浆胆固醇；以及作为抗氧化剂化学添加剂，用于防止有机材料的氧化恶化。