(E)-1-methoxymethyloxy-2-styrylbenzene | 115032-32-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-methoxymethyloxy-2-styrylbenzene
• 英文别名: 1-(methoxymethoxy)-2-[(E)-2-phenylethenyl]benzene
• CAS: 115032-32-1
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: BHUZHNASHGJJTE-VAWYXSNFSA-N

物化性质

• 沸点：
  365.9±21.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  (E)-1-methoxymethyloxy-2-styrylbenzene 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 以90%的产率得到2-苯乙烯基苯醇
  参考文献：
  名称：

  Synthesis, Antitumor Evaluation, and Apoptosis-Inducing Activity of Hydroxylated (E)-Stilbenes

  摘要：

  The parallel solution-phase synthesis of a series of 30 monohydroxylated (E)-stilbene analogues is described. In vitro screening revealed low micromolar activity (GI(50)) against the MDA MB 468 breast cancer cell line. Activity in MDA MB 468 cells correlated with the ability to induce apoptosis following drug treatment by the most potent agents in the series, e.g., 5dy and 5jy, an observation further reinforced by AnnexinV-FITC analysis and fluorescence microscopy.

  DOI：

  10.1021/jm049238e
• 作为产物：
  描述：

  2-(methoxymethoxy)benzaldehyde 、 苯基膦酸二乙酯 在 18-冠醚-6 、 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.08h， 以90%的产率得到(E)-1-methoxymethyloxy-2-styrylbenzene
  参考文献：
  名称：

  Synthesis, Antitumor Evaluation, and Apoptosis-Inducing Activity of Hydroxylated (E)-Stilbenes

  摘要：

  The parallel solution-phase synthesis of a series of 30 monohydroxylated (E)-stilbene analogues is described. In vitro screening revealed low micromolar activity (GI(50)) against the MDA MB 468 breast cancer cell line. Activity in MDA MB 468 cells correlated with the ability to induce apoptosis following drug treatment by the most potent agents in the series, e.g., 5dy and 5jy, an observation further reinforced by AnnexinV-FITC analysis and fluorescence microscopy.

  DOI：

  10.1021/jm049238e

文献信息

• Stereoselectivity differences in Wittig reactions of semistabilized ylides
  作者：Anastasia Mylona、John Nikokavouras、Ioannis M. Takakis

  DOI：10.1021/jo00251a032

  日期：1988.8
• MYLONA, ANASTASIA;NIKOKAVOURAS, JOHN;TAKAKIS, IOANNIS M., J. ORG. CHEM., 53,(1988) N 16, C. 3838-3841
  作者：MYLONA, ANASTASIA、NIKOKAVOURAS, JOHN、TAKAKIS, IOANNIS M.

  DOI：——

  日期：——
• Synthesis, Antitumor Evaluation, and Apoptosis-Inducing Activity of Hydroxylated (<i>E</i>)-Stilbenes
  作者：Cedric J. Lion、Charles S. Matthews、Malcolm F. G. Stevens、Andrew D. Westwell

  DOI：10.1021/jm049238e

  日期：2005.2.1

  The parallel solution-phase synthesis of a series of 30 monohydroxylated (E)-stilbene analogues is described. In vitro screening revealed low micromolar activity (GI(50)) against the MDA MB 468 breast cancer cell line. Activity in MDA MB 468 cells correlated with the ability to induce apoptosis following drug treatment by the most potent agents in the series, e.g., 5dy and 5jy, an observation further reinforced by AnnexinV-FITC analysis and fluorescence microscopy.