2-(4-乙氧基-3-甲氧基苯基)-1,3-二氧戊环 | 52987-93-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(4-乙氧基-3-甲氧基苯基)-1,3-二氧戊环
• 英文名称: 2-(4-ethoxy-3-methoxyphenyl)-1,3-dioxolane
• 英文别名: 3-Methoxy-4-ethoxybenzaldehydethylenacetal
• CAS: 52987-93-6
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: NFXDSTGOUAXWHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  2-(4-乙氧基-3-甲氧基苯基)-1,3-二氧戊环 在 5%-palladium/activated carbon 四氯化碳 、 4-二甲氨基吡啶 、 potassium tert-butylate 、 氢气 、 potassium carbonate 、 N,N-二异丙基乙胺 、 二苯基膦酸锂 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 、 乙腈 为溶剂， 反应 5.91h， 生成
  参考文献：
  名称：

  ETHOXY DIPHENYL ETHANE DERIVATES, PREPARATION PROCESSES AND USES THEREOF

  摘要：

  公开号：

  EP2351730B1
• 作为产物：
  描述：

  香草醛 在 potassium carbonate 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 12.17h， 生成 2-(4-乙氧基-3-甲氧基苯基)-1,3-二氧戊环
  参考文献：
  名称：

  Design, synthesis and anti-proliferative effects in tumor cells of new combretastatin A-4 analogs

  摘要：

  A total of 11 novel combretastatin A-4 (CA-4) analogs were designed, synthesized, and evaluated for the anti-proliferative effects in tumor cells. The compounds represent four structural classes: (i) hydrogenated derivatives, (ii) ethoxyl derivatives, (iii) amino derivatives and (iv) pro-drugs. Biological evaluations demonstrate that multiple structural features control the biological potency. Three of the compounds, sit-1, sit-2 and sit-3, have potent anti-proliferative activity against multiple cancer cell lines. Their pro-drugs were synthesized to increase water solubility. Structure-activity relationship study and Surflex-Docking were studied in this paper. These results will be useful for the design of new CA-4 analogs that are structurally related to the SAR study. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2015.05.003

文献信息

• THE PREPARTION AND THE USE OF ETHOXY COMBRETASTATINS AND THEIR PRODRUGS
  申请人：Zhejiang Dade Pharmaceutical Group Co., Ltd.

  公开号：EP2065358B1

  公开（公告）日：2015-07-08
• ETHOXY DIPHENYL ETHANE DERIVATES, PREPARATION PROCESSES AND USES THEREOF
  申请人：Shanghai Ecust Biomedicine Co., Ltd

  公开号：EP2351730B1

  公开（公告）日：2014-07-30
• Design, synthesis and anti-proliferative effects in tumor cells of new combretastatin A-4 analogs
  作者：Lei Zhao、Jiu-Jiu Zhou、Xin-Ying Huang、Li-Ping Cheng、Wan Pang、Zhen-Peng Kai、Fan-Hong Wu

  DOI：10.1016/j.cclet.2015.05.003

  日期：2015.8

  A total of 11 novel combretastatin A-4 (CA-4) analogs were designed, synthesized, and evaluated for the anti-proliferative effects in tumor cells. The compounds represent four structural classes: (i) hydrogenated derivatives, (ii) ethoxyl derivatives, (iii) amino derivatives and (iv) pro-drugs. Biological evaluations demonstrate that multiple structural features control the biological potency. Three of the compounds, sit-1, sit-2 and sit-3, have potent anti-proliferative activity against multiple cancer cell lines. Their pro-drugs were synthesized to increase water solubility. Structure-activity relationship study and Surflex-Docking were studied in this paper. These results will be useful for the design of new CA-4 analogs that are structurally related to the SAR study. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.