4-(4-fluorophenyl)-5-(3,4,5-trimethoxyphenyl)isoxazole | 1393669-58-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-fluorophenyl)-5-(3,4,5-trimethoxyphenyl)isoxazole
• 英文别名: 4-(4-Fluorophenyl)-5-(3,4,5-trimethoxyphenyl)-1,2-oxazole
• CAS: 1393669-58-3
• 化学式: C₁₈H₁₆FNO₄
• 分子量: 329.328
• InChiKey: YAENNCVMFCMQJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  53.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dimethyl α-hydroxy-α-(3,4,5-trimethoxyphenyl)methanephosphonate 在 盐酸羟胺 、 sodium hydride 、 sodium carbonate 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 水 、 苯 为溶剂， 反应 37.0h， 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

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.