4-Methoxy-3-[5-[4-(trifluoromethoxy)phenyl]-1,3-benzoxazol-2-yl]aniline | 697273-03-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-Methoxy-3-[5-[4-(trifluoromethoxy)phenyl]-1,3-benzoxazol-2-yl]aniline
• CAS: 697273-03-3
• 化学式: C₂₁H₁₅F₃N₂O₃
• 分子量: 400.357
• InChiKey: MJCONIFTINEMOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  70.5
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  偏苯三酸酐 、 4-Methoxy-3-[5-[4-(trifluoromethoxy)phenyl]-1,3-benzoxazol-2-yl]aniline 在 溶剂黄146 作用下， 生成 2-{4-Methoxy-3-[5-(4-trifluoromethoxy-phenyl)-benzooxazol-2-yl]-phenyl}-1,3-dioxo-indan-5-carboxylic acid
  参考文献：
  名称：

  2,3-Dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acid derivatives: a novel class of small molecule heparanase inhibitors

  摘要：

  A novel class of 2,3-dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acids are described as inhibitors of the endo-beta-glucuronidase heparanase. Several of the compounds, for example, 2-[4-propylamino-5-[5-(4-chloro)phenyl-benzoxazol-2-yl]phenyl]-2,3-dihydro-1,3-dioxo-IH-isoindole-5-carboxylic acid (9c), display potent heparanase inhibitory activity (IC50 200-500nM) and have high selectivity ( > 100-fold) over human beta-glucuronidase. They also show anti-angiogenic effects. Such compounds should serve as useful biological tools and may provide a basis for the design of novel therapeutic agents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.086
• 作为产物：
  描述：

  N-(5-bromo-2-hydroxyphenyl)-2-methoxy-5-nitrobenzamide 在 palladium on activated charcoal 四(三苯基膦)钯 、 氢气 、 sodium carbonate 、 对甲苯磺酸 作用下， 以 1,4-二氧六环 、 乙酸乙酯 、 甲苯 为溶剂， 生成 4-Methoxy-3-[5-[4-(trifluoromethoxy)phenyl]-1,3-benzoxazol-2-yl]aniline
  参考文献：
  名称：

  2,3-Dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acid derivatives: a novel class of small molecule heparanase inhibitors

  摘要：

  A novel class of 2,3-dihydro-1,3-dioxo-1H-isoindole-5-carboxylic acids are described as inhibitors of the endo-beta-glucuronidase heparanase. Several of the compounds, for example, 2-[4-propylamino-5-[5-(4-chloro)phenyl-benzoxazol-2-yl]phenyl]-2,3-dihydro-1,3-dioxo-IH-isoindole-5-carboxylic acid (9c), display potent heparanase inhibitory activity (IC50 200-500nM) and have high selectivity ( > 100-fold) over human beta-glucuronidase. They also show anti-angiogenic effects. Such compounds should serve as useful biological tools and may provide a basis for the design of novel therapeutic agents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.086