4-bromo-7-chloro-3,4-dihydrobenzo[b]oxepin-5(2H)-one | 1279116-36-7

• 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: 4-bromo-7-chloro-3,4-dihydrobenzo[b]oxepin-5(2H)-one
• 英文别名: 4-bromo-7-chloro-3,4-dihydro-2H-1-benzoxepin-5-one
• CAS: 1279116-36-7
• 化学式: C₁₀H₈BrClO₂
• 分子量: 275.529
• InChiKey: AFMNGGVLBIRJPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-bromo-7-chloro-3,4-dihydrobenzo[b]oxepin-5(2H)-one 、 phenobartital sodium 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以65%的产率得到1-(7-chloro-2,3,4,5-tetrahydro-5-oxobenzo[b]oxepin-4-yl)-5-ethyl-5-phenylpyrimidine-2,4,6(1H,3H,5H)-trione
  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
• 作为产物：
  描述：

  4-(P-氯苯氧基)丁酸 在 四磷十氧化物 、 copper(ll) bromide 作用下， 以 氯仿 、 乙酸乙酯 、 甲苯 为溶剂， 反应 5.0h， 生成 4-bromo-7-chloro-3,4-dihydrobenzo[b]oxepin-5(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

• [EN] CONDENSED THIAZOLAMINES AND THEIR USE AS NEUROPEPTIDE Y5 ANTAGONISTS<br/>[FR] THIAZOLAMINES CONDENSEES ET LEUR UTILISATION COMME ANTAGONISTES DU NEUROPEPTIDE Y5
  申请人：NOVARTIS AG

  公开号：WO2001064675A1

  公开（公告）日：2001-09-07

  The invention relates to compounds of formula (I) wherein, X is CH2 or O, X, is CO or SO2 and X2 is C1-C4 alkylene, or a salt, especially a pharmaceutically acceptable salt, thereof. These compounds act against the binding of the neuropeptide Y (NPY) to the Y5-receptor subtype (NPY-antagonism), and might be used in particular for the treatment of adiposity.
• 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.