2-(4-chlorophenyl)-4,4',5,6-tetrahydro-1'-chlorobenzo[4',3':2,3]oxepino[4,5-c]pyridazin-3(2H)one | 1279116-42-5

• 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: 2-(4-chlorophenyl)-4,4',5,6-tetrahydro-1'-chlorobenzo[4',3':2,3]oxepino[4,5-c]pyridazin-3(2H)one
• 英文别名: 10-Chloro-2-(4-chlorophenyl)-4,4a,5,6-tetrahydro-[1]benzoxepino[5,4-c]pyridazin-3-one；10-chloro-2-(4-chlorophenyl)-4,4a,5,6-tetrahydro-[1]benzoxepino[5,4-c]pyridazin-3-one
• CAS: 1279116-42-5
• 化学式: C₁₈H₁₄Cl₂N₂O₂
• 分子量: 361.227
• InChiKey: ACUJKOHLRZMDHT-UHFFFAOYSA-N

物化性质

• 熔点：
  136-138 °C
• 沸点：
  523.5±60.0 °C(predicted)
• 密度：
  1.46±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(P-氯苯氧基)丁酸 在 盐酸 、 四磷十氧化物 、 sodium acetate 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 水 、 丙酮 、 甲苯 为溶剂， 反应 30.0h， 生成 2-(4-chlorophenyl)-4,4',5,6-tetrahydro-1'-chlorobenzo[4',3':2,3]oxepino[4,5-c]pyridazin-3(2H)one
  参考文献：
  名称：

  Benzoxepin derivatives: design, synthesis, and pharmacological evaluation with sedative–hypnotic effect

  摘要：

  A series of novel benzoxepin-derived compounds were synthesized and evaluated for their sedative-hypnotic effect using Phenobarbital-induced sleep test in mice. Compound 6 in which the Phenobarbital moiety was incorporated into the benzoxepin nucleus was the most active one. Molecular modeling, including fitting to a 3D-pharmacophore model using Discovery Studio 2.1 programs into optimized benzodiazepine receptor (hypothesis) showed high fit values. The experimental studies for the in vivo sedative-hypnotic effect of compounds 2-6 and 11a-c were consistent with the molecular modeling.A series of novel benzoxepin-derived compounds were synthesized and evaluated for their sedative-hypnotic effect using Phenobarbital-induced sleep test in mice. Compound 6 in which the Phenobarbital moiety was incorporated into the benzoxepin nucleus was the most active one.

  DOI：

  10.1007/s00044-011-9579-3

文献信息

• Benzoxepin derivatives: design, synthesis, and pharmacological evaluation with sedative–hypnotic effect
  作者：Nagwa M. Abdel Gawad、Ghaneya S. Hassan、Hanan H. Georgey、Hesham Y. El-Zorba

  DOI：10.1007/s00044-011-9579-3

  日期：2012.6

  A series of novel benzoxepin-derived compounds were synthesized and evaluated for their sedative-hypnotic effect using Phenobarbital-induced sleep test in mice. Compound 6 in which the Phenobarbital moiety was incorporated into the benzoxepin nucleus was the most active one. Molecular modeling, including fitting to a 3D-pharmacophore model using Discovery Studio 2.1 programs into optimized benzodiazepine receptor (hypothesis) showed high fit values. The experimental studies for the in vivo sedative-hypnotic effect of compounds 2-6 and 11a-c were consistent with the molecular modeling.A series of novel benzoxepin-derived compounds were synthesized and evaluated for their sedative-hypnotic effect using Phenobarbital-induced sleep test in mice. Compound 6 in which the Phenobarbital moiety was incorporated into the benzoxepin nucleus was the most active one.