N-(3-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)isoxazol-5-yl)acetamide | 1149641-71-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-(3-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)isoxazol-5-yl)acetamide
• 英文别名: N-[3-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-1,2-oxazol-5-yl]acetamide
• CAS: 1149641-71-3
• 化学式: C₂₁H₂₂N₂O₇
• 分子量: 414.415
• InChiKey: MUZWOUFBMBMUFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-(4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-5-isoxazolamine 、 乙酸酐 在 吡啶 作用下， 反应 24.0h， 以46%的产率得到N-(3-(3-hydroxy-4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)isoxazol-5-yl)acetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 3,4-diaryl-5-aminoisoxazole derivatives

  摘要：

  A series of cis-restricted 3,4-diaryl-5-aminoisoxazoles have been synthesized and evaluated for their biological activities. Among them, compound 11a and 13a displayed potent cytotoxic activities in vitro against five human cancer cell lines with IC50 values in the low micromolar range and two compounds inhibited tubulin polymerization with IC50 value of 1.8, and 2.1 mu M, respectively, similar to that of CA-4. Compound 13a could arrest at the G2/M phase of the cell cycle at the concentration of 0.1 and 1.0 mu M and induce apoptosis at 0.1-1.0 mu M. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.040

文献信息

• Synthesis and biological evaluation of 3,4-diaryl-5-aminoisoxazole derivatives
  作者：Tao Liu、Xiaowu Dong、Na Xue、Rui Wu、Qiaojun He、Bo Yang、Yongzhou Hu

  DOI：10.1016/j.bmc.2009.07.040

  日期：2009.9.1

  A series of cis-restricted 3,4-diaryl-5-aminoisoxazoles have been synthesized and evaluated for their biological activities. Among them, compound 11a and 13a displayed potent cytotoxic activities in vitro against five human cancer cell lines with IC50 values in the low micromolar range and two compounds inhibited tubulin polymerization with IC50 value of 1.8, and 2.1 mu M, respectively, similar to that of CA-4. Compound 13a could arrest at the G2/M phase of the cell cycle at the concentration of 0.1 and 1.0 mu M and induce apoptosis at 0.1-1.0 mu M. (C) 2009 Elsevier Ltd. All rights reserved.