7-(2-bromobenzyloxy)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one | 1258003-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 7-(2-bromobenzyloxy)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one
• 英文别名: 7-[(2-bromophenyl)methoxy]-3,4-dihydro-2H-1,4-benzoxazepin-5-one
• CAS: 1258003-81-4
• 化学式: C₁₆H₁₄BrNO₃
• 分子量: 348.196
• InChiKey: OPGBGTPIEHVDKH-UHFFFAOYSA-N

物化性质

• 熔点：
  159-161 °C
• 沸点：
  569.6±50.0 °C(predicted)
• 密度：
  1.460±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-methoxychroman-4-one oxime 在 三溴化硼 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 28.5h， 生成 7-(2-bromobenzyloxy)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one
  参考文献：
  名称：

  Synthesis and evaluation of 7-substituted-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-ones as anticonvulsant and hypnotic agents

  摘要：

  A series of 7-substituted-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-ones was synthesized. The anticonvulsant effect and neurotoxicity of the compounds were evaluated with a maximal electroshock (MES) test and a rotated test in mice, respectively. Most of the compounds prepared exhibited anticonvulsant activities in the MES test, 7-(heptyloxy)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one (10) was the most active. In the anti-MES potency test, it showed a median effective dose (ED50) of 19.0 mg/kg. The hypnotic effect of the compound 10 was initially investigated by using a pentobarbital-induced-sleep test. Middle (30 mg/kg) and high doses (60 mg/kg) of the compound 10 both significantly increased the pentobarbital-induced sleep from 20.9 +/- A 5.28 to 26.9 +/- A 6.14 and 45.67 +/- A 7.94 min, respectively.

  DOI：

  10.1007/s00044-010-9434-y

文献信息

• Synthesis and evaluation of 7-substituted-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-ones as anticonvulsant and hypnotic agents
  作者：Xian-Qing Deng、Ming-Xia Song、Cheng-Xi Wei、Zhi-Gang Sun、Zhe-Shan Quan

  DOI：10.1007/s00044-010-9434-y

  日期：2011.9

  A series of 7-substituted-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-ones was synthesized. The anticonvulsant effect and neurotoxicity of the compounds were evaluated with a maximal electroshock (MES) test and a rotated test in mice, respectively. Most of the compounds prepared exhibited anticonvulsant activities in the MES test, 7-(heptyloxy)-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one (10) was the most active. In the anti-MES potency test, it showed a median effective dose (ED50) of 19.0 mg/kg. The hypnotic effect of the compound 10 was initially investigated by using a pentobarbital-induced-sleep test. Middle (30 mg/kg) and high doses (60 mg/kg) of the compound 10 both significantly increased the pentobarbital-induced sleep from 20.9 +/- A 5.28 to 26.9 +/- A 6.14 and 45.67 +/- A 7.94 min, respectively.