ethyl 9-amino-10,11-difluoro-3,3-dimethyl-8-oxo-3,4-dihydro-2H,8H-[1,4]oxazepino[2,3,4-ij]quinoline-7-carboxylate | 1352946-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 9-amino-10,11-difluoro-3,3-dimethyl-8-oxo-3,4-dihydro-2H,8H-[1,4]oxazepino[2,3,4-ij]quinoline-7-carboxylate
• CAS: 1352946-38-3
• 化学式: C₁₇H₁₈F₂N₂O₄
• 分子量: 352.338
• InChiKey: SPDSMUWDCZEHSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.55
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 9-amino-10,11-difluoro-3,3-dimethyl-8-oxo-3,4-dihydro-2H,8H-[1,4]oxazepino[2,3,4-ij]quinoline-7-carboxylate 在 硫酸 、 溶剂黄146 、 三乙胺 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 3.0h， 生成 6-Amino-7-fluoro-12,12-dimethyl-4-oxo-8-[2-(pyridin-2-ylamino)ethylamino]-10-oxa-1-azatricyclo[7.4.1.05,14]tetradeca-2,5,7,9(14)-tetraene-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and structure–activity relationship of 4-quinolone-3-carboxylic acid based inhibitors of glycogen synthase kinase-3β

  摘要：

  The synthesis, GSK-3 beta inhibitory activity, and anti-microbial activity of bicyclic and tricyclic derivatives of the 5,7-diamino-6-fluoro-4-quinolone-3-carboxylic acid scaffold were studied. Kinase selectivity profiling indicated that members of this class were potent and highly selective GSK-3 inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.073
• 作为产物：
  描述：

  ethyl 2-ethoxymethylene-3-oxo-3-pentafluorophenylpropionate 在 potassium fluoride 、 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.17h， 生成 ethyl 9-amino-10,11-difluoro-3,3-dimethyl-8-oxo-3,4-dihydro-2H,8H-[1,4]oxazepino[2,3,4-ij]quinoline-7-carboxylate
  参考文献：
  名称：

  Synthesis and structure–activity relationship of 4-quinolone-3-carboxylic acid based inhibitors of glycogen synthase kinase-3β

  摘要：

  The synthesis, GSK-3 beta inhibitory activity, and anti-microbial activity of bicyclic and tricyclic derivatives of the 5,7-diamino-6-fluoro-4-quinolone-3-carboxylic acid scaffold were studied. Kinase selectivity profiling indicated that members of this class were potent and highly selective GSK-3 inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.073