3-(2-bromodibenzo[b,e]oxepin-11(6H)-ylidene)propan-1-ol | 943783-01-5

• 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: 3-(2-bromodibenzo[b,e]oxepin-11(6H)-ylidene)propan-1-ol
• 英文别名: 3-(2-bromo-6H-benzo[c][1]benzoxepin-11-ylidene)propan-1-ol
• CAS: 943783-01-5
• 化学式: C₁₇H₁₅BrO₂
• 分子量: 331.209
• InChiKey: KLBIVKQRLDUZLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  483.5±45.0 °C(predicted)
• 密度：
  1.490±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-bromodibenzo[b,e]oxepin-11(6H)-ylidene)propan-1-ol 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium carbonate 、 溶剂黄146 、 三乙胺 、 potassium iodide 、 锌 作用下， 以 四氢呋喃 、 甲苯 、 乙腈 为溶剂， 70.0~120.0 ℃ 、3.45 MPa 条件下， 反应 22.33h， 生成 methyl (Z)-11-(3-(1,4-diazepan-1-yl)propylidene)-6,11-dihydrodibenzo[b,e]oxepine-2-carboxylate
  参考文献：
  名称：

  Synthesis and structure–activity relationship of tricyclic carboxylic acids as novel anti-histamines

  摘要：

  A series of tricyclic carboxylic acids having 6-amino-pyrimidine-2,4(1H,3H)-dione with piperazino or homopiperazino moiety linked by propylene, were synthesized and evaluated for their affinity toward human histamine H(1) receptor and Caco-2 cell permeability. Selected compounds were further evaluated for their oral anti-histaminic activity in mice, bioavailability in rats, and their anti-inflammatory activity in mice OVA-induced biphasic cutaneous reaction model. Among the compounds tested, dibenzoxazepine carboxylic acid 13b showed both histamine H(1) receptor antagonistic activity and anti-inflammatory activity in vivo. In addition, 13b exhibited low affinity toward alpha(1) receptor and low occupancy of H(1) receptor in the brain. It is therefore, believed that 13b is a potential candidate for development as 3rd generation anti-histamine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.003