2-(4-fluorophenyl)-1-(3,4,5-trimethoxyphenyl)ethanone | 931407-30-6

• 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: 2-(4-fluorophenyl)-1-(3,4,5-trimethoxyphenyl)ethanone
• CAS: 931407-30-6
• 化学式: C₁₇H₁₇FO₄
• 分子量: 304.318
• InChiKey: VZBZNTBMKKGQRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenyl)-1-(3,4,5-trimethoxyphenyl)ethanone 在 盐酸羟胺 、 sodium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 16.0h， 生成 4-(4-fluorophenyl)-5-(3,4,5-trimethoxyphenyl)isoxazole
  参考文献：
  名称：

  Exploration of the SAR of anti-invasive chalcones: Synthesis and biological evaluation of conformationally restricted analogues

  摘要：

  In order to get a clearer view on the active geometry of anti-invasive chalcones, we have prepared a number of isoxazoles and related substances as conformationally restrained mimics of 1,3-diarylpropenones, and also of (Z)-stilbenes. In vitro anti-invasive activity data for 3,5-isoxazoles and 4,5-isoxazoles, together with an in silico geometrical comparison, point towards an active conformation for chalcones more resembling their s-trans geometry than the s-cis counterpart. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.069
• 作为产物：
  描述：

  dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate 在 盐酸 、 sodium hydride 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醇 、 苯 为溶剂， 反应 19.5h， 生成 2-(4-fluorophenyl)-1-(3,4,5-trimethoxyphenyl)ethanone
  参考文献：
  名称：

  Synthesis and activity of Combretastatin A-4 analogues: 1,2,3-thiadiazoles as potent antitumor agents

  摘要：

  A series of 4,5-disubstitute-1,2,3-thiadiazole compounds were designed and synthesized as potent anticancer agents, some of them exhibited excellent in vitro and in vivo inhibitory activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.060

文献信息

• Exploration of the SAR of anti-invasive chalcones: Synthesis and biological evaluation of conformationally restricted analogues
  作者：Bart I. Roman、Tine De Ryck、Laura Dierickx、Barbara W.A. Vanhoecke、Alan R. Katritzky、Marc Bracke、Christian V. Stevens

  DOI：10.1016/j.bmc.2012.05.069

  日期：2012.8

  In order to get a clearer view on the active geometry of anti-invasive chalcones, we have prepared a number of isoxazoles and related substances as conformationally restrained mimics of 1,3-diarylpropenones, and also of (Z)-stilbenes. In vitro anti-invasive activity data for 3,5-isoxazoles and 4,5-isoxazoles, together with an in silico geometrical comparison, point towards an active conformation for chalcones more resembling their s-trans geometry than the s-cis counterpart. (C) 2012 Elsevier Ltd. All rights reserved.
• Synthesis and activity of Combretastatin A-4 analogues: 1,2,3-thiadiazoles as potent antitumor agents
  作者：Maojiang Wu、Qiming Sun、Chunhao Yang、Dongdong Chen、Jian Ding、Yi Chen、Liping Lin、Yuyuan Xie

  DOI：10.1016/j.bmcl.2006.11.060

  日期：2007.2

  A series of 4,5-disubstitute-1,2,3-thiadiazole compounds were designed and synthesized as potent anticancer agents, some of them exhibited excellent in vitro and in vivo inhibitory activity. (c) 2006 Elsevier Ltd. All rights reserved.