7-bromo-5-(2-furyl)-5-pentafluoroethyl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one | 865671-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 7-bromo-5-(2-furyl)-5-pentafluoroethyl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one
• 英文别名: 7-bromo-5-(2-furyl)-5-(pentafluoroethyl)-1,5-dihydro-4,1-benzoxazepin-2(H)-one
• CAS: 865671-09-6
• 化学式: C₁₅H₉BrF₅NO₃
• 分子量: 426.137
• InChiKey: OOAPDLLIDBXOOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 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：
  0.27
• 拓扑面积：
  51.47
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  7-bromo-5-(2-furyl)-5-pentafluoroethyl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one 、 3-氰基-5-氟-苯基硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 生成 3-fluoro-5-[5-(furan-2-yl)-2-oxo-5-(pentafluoroethyl)-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl]benzonitrile
  参考文献：
  名称：

  7-Aryl 1,5-dihydro-benzo[e][1,4]oxazepin-2-ones and analogs as non-steroidal progesterone receptor antagonists

  摘要：

  Novel 7-aryl benzo[1,4]oxazepin-2-ones were synthesized and evaluated as non-steroidal progesterone receptor (PR) modulators. The structure activity relationship of 7-aryl benzo[1,4]oxazepinones was examined using the T47D cell alkaline phosphatase assay. A number of 7-aryl benzo[1,4] oxazepinones such as 10j and 10v demonstrated good in vitro potency (IC(50) of 10-30 nM) and selectivity (over 100-fold) at PR over other steroidal receptors such as glucocorticoid and androgen receptors (GR and AR). Several 7-aryl benzo[ 1,4] oxazepinones were active in the rat uterine decidualization model. In this in vivo model, compounds 10j and 10u were active at 3 mg/kg when dosed orally. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.018
• 作为产物：
  描述：

  N-{4-bromo-2-[2,2,3,3,3-pentafluoro-1-(2-furyl)-1-hydroxypropyl]phenyl}-2-chloroacetamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到7-bromo-5-(2-furyl)-5-pentafluoroethyl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one
  参考文献：
  名称：

  7-Aryl 1,5-dihydro-benzo[e][1,4]oxazepin-2-ones and analogs as non-steroidal progesterone receptor antagonists

  摘要：

  Novel 7-aryl benzo[1,4]oxazepin-2-ones were synthesized and evaluated as non-steroidal progesterone receptor (PR) modulators. The structure activity relationship of 7-aryl benzo[1,4]oxazepinones was examined using the T47D cell alkaline phosphatase assay. A number of 7-aryl benzo[1,4] oxazepinones such as 10j and 10v demonstrated good in vitro potency (IC(50) of 10-30 nM) and selectivity (over 100-fold) at PR over other steroidal receptors such as glucocorticoid and androgen receptors (GR and AR). Several 7-aryl benzo[ 1,4] oxazepinones were active in the rat uterine decidualization model. In this in vivo model, compounds 10j and 10u were active at 3 mg/kg when dosed orally. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.018