8-(2,4-difluoro-phenylamino)-11H-10-oxa-1-aza-dibenzo[a,d]cyclohepen-5-one | 1133856-15-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 8-(2,4-difluoro-phenylamino)-11H-10-oxa-1-aza-dibenzo[a,d]cyclohepen-5-one
• 英文别名: 8-(2,4-difluoroanilino)-5H-[1]benzoxepino[3,4-b]pyridin-11-one
• CAS: 1133856-15-1
• 化学式: C₁₉H₁₂F₂N₂O₂
• 分子量: 338.313
• InChiKey: MJIZBKQZRFWJJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,4-二氟苯胺 、 8-chloro-11H-10-oxa-1-aza-dibenzo[a,d]cyclohepten-5-one 在 potassium tert-butylate 、 palladium diacetate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 甲苯 、 叔丁醇 为溶剂， 以12%的产率得到8-(2,4-difluoro-phenylamino)-11H-10-oxa-1-aza-dibenzo[a,d]cyclohepen-5-one
  参考文献：
  名称：

  Aza-Analogue Dibenzepinone Scaffolds as p38 Mitogen-Activated Protein Kinase Inhibitors: Design, Synthesis, and Biological Data of Inhibitors with Improved Physicochemical Properties

  摘要：

  We recently described a promising novel class of p38 mitogen activated protein (MAP) kinase inhibitors with dibenzepinone-scaffolds. To optimize their physicochemical properties, characterized by calculated log P values and measured lipophilicity (chromatographic hydrophobicity index = CHI), we synthesized aza-analogue dibenzepinones. Here, we present the synthesis and biological data of compounds with the novel aza-dibenzepinone scaffolds. Although these aza-analogues revealed an improved aqueous solubility, introduction of nitrogen was not effective in the p38 MAPK enzyme assay.

  DOI：

  10.1021/jm801291f