2-((1r,4r)-4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)acetonitrile | 180046-64-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-((1r,4r)-4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)acetonitrile
• CAS: 180046-64-4
• 化学式: C₁₅H₂₉NOSi
• 分子量: 267.487
• InChiKey: CIECDVVEXQTHER-HDJSIYSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  33.02
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-((1r,4r)-4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)acetonitrile 在 二异丁基氢化铝 作用下， 以 hexanes 、 乙醚 为溶剂， 反应 5.0h， 生成 2-((1r,4r)-4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)acetaldehyde
  参考文献：
  名称：

  Amino acid salt catalyzed intramolecular Robinson annulation

  摘要：

  开发出了硅胶吸收氨基酸盐催化的不对称分子内罗宾逊环化反应；使用这种易于回收的有机催化剂，ee值高达 97%。

  DOI：

  10.1039/b912325c
• 作为产物：
  描述：

  sodium cyanide 、 ((1R,4R)-4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)methyl 4-methylbenzenesulfonate 以 二甲基亚砜 为溶剂， 反应 2.5h， 生成 2-((1r,4r)-4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexyl)acetonitrile
  参考文献：
  名称：

  Amino acid salt catalyzed intramolecular Robinson annulation

  摘要：

  开发出了硅胶吸收氨基酸盐催化的不对称分子内罗宾逊环化反应；使用这种易于回收的有机催化剂，ee值高达 97%。

  DOI：

  10.1039/b912325c

文献信息

• Thiazolidinone compounds and composition for angina pectoris comprising
  申请人：Sankyo Company, Limited

  公开号：US05843973A1

  公开（公告）日：1998-12-01

  A thiazolidinone compound represented by general formula (I) or a pharmacoligically acceptable salt thereof, ##STR1## wherein W represents sulfur or oxygen and X represents --N(R.sup.1)--, or alternatively X represents sulfur or oxygen and W represents --N(R.sup.1)--, and R.sup.1 represents hydrogen, alkyl or substituted alkyl; R.sup.2 and R.sup.3 are the same or different from each other, and each represents hydrogen, alkyl, substituted alkyl, aryl, or 5- or 6-membered heteroaryl; R.sup.4 represents hydrogen, alkyl or substituted C.sub.1 -C.sub.4 alkyl; R.sup.5 represents substituted cycloalkyl which may contain nitrogen, provided the substituents include --B--ONO.sub.2 (wherein B represents a single bond or alkylene) as the indispensable member and alkyl groups as optional members; and A represents a single bond or alkylene, has an excellent anti-anginal effect and thus is useful as an angina pectoris remedy or preventive.

  一种由通式（I）表示的噻唑烷酮化合物或其药学上可接受的盐，其中W代表硫或氧，X代表-N（R1）-，或者X代表硫或氧，W代表-N（R1）-，R1代表氢，烷基或取代烷基；R2和R3相同或不同，每个代表氢，烷基，取代烷基，芳基或5或6成员杂环芳基；R4代表氢，烷基或取代的C.sub.1-C.sub.4烷基；R5代表取代的环烷基，其中可能包含氮，只要取代基包括-B-ONO.sub.2（其中B代表单键或烷基）作为必不可少的成员和烷基作为可选成员；A代表单键或烷基，具有出色的抗心绞痛作用，因此可用作心绞痛的治疗或预防药物。
• Cytotoxic Effects of Combination of Oxidosqualene Cyclase Inhibitors with Atorvastatin in Human Cancer Cells
  作者：Davide Staedler、Catherine Chapuis-Bernasconi、Henrietta Dehmlow、Holger Fischer、Lucienne Juillerat-Jeanneret、Johannes D. Aebi

  DOI：10.1021/jm300256z

  日期：2012.6.14

  Ten oxidosqualene c-yclase inhibitors with high efficacy as cholesterol-lowering agents and of different chemical structure classes were evaluated as potential anticancer agents against human cancer cells from various tissue origins and nontumoral human-brain-derived endothelial cells. Inhibition of cancer cell growth was demonstrated at micromolar concentrations, comparable to the concentrations of statins necessary for antitumor effect. Human glioblastoma cells were among the most sensitive cells. These compounds were also able to decrease the proliferation of angiogenic brain-derived endothelial cells, as a model of tumor-induced neovasculation. Additive effects in human glioblastoma cells were also demonstrated for oxidosqualene cyclase inhibitors in combination with atorvastatin while maintaining selectivity against endothelial cells. Thus, not only statins targeting the 3-hydroxy-3-methylglutaryl coenzyme A reductase but also inhibitors of oxidosqualene cyclase decrease tumor growth, suggesting new therapeutic opportunities of combined anti-cholesterol agents for dual treatment of glioblastoma.