5-benzyl-4-phenyloctahydro-1H-benzo[b][1,5]diazepin-2(3H)-one | 1469487-04-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-benzyl-4-phenyloctahydro-1H-benzo[b][1,5]diazepin-2(3H)-one
• 英文别名: 1-benzyl-2-phenyl-3,5,5a,6,7,8,9,9a-octahydro-2H-benzo[b][1,4]diazepin-4-one
• CAS: 1469487-04-4
• 化学式: C₂₂H₂₆N₂O
• 分子量: 334.461
• InChiKey: VGXAKPBLUMROSA-UHFFFAOYSA-N

物化性质

• 沸点：
  521.7±50.0 °C(predicted)
• 密度：
  1.106±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-benzyl-2-phenyloctahydroquinolin-4(1H)-one 在 氯化亚砜 、 盐酸羟胺 、 sodium acetate 作用下， 以 乙醚 、 乙醇 、 水 为溶剂， 反应 4.0h， 生成 5-benzyl-4-phenyloctahydro-1H-benzo[b][1,5]diazepin-2(3H)-one
  参考文献：
  名称：

  Synthesis of 5-benzyl-4-aryl-octahydro-1H-benzo[b][1,5]diazepin-2-ones as potent antidepressant and antimicrobial agents

  摘要：

  The present study describes the chemical synthesis and pharmacological evaluation of a new series of 11 compounds of aryloctahydrobenzo[b][1,5]-diazepin-2-one in the forced-swimming test in mice. Three compounds (3e, 3f and 3h) exhibited impressive antidepressant activity, measured in terms of percentage decrease in immobility duration. The potent compounds did not show any neurotoxicity in the rotarod test, and the preliminary results are promising enough to warrant further studies around this scaffold. All the compounds were also screened for antimicrobial activity against P. aeruginosa, E. coli, S. Aureus and B. subtilis strains. Some of the compounds possessed marked antimicrobial activities comparable to that of reference drug, Ciprofloxacin.

  DOI：

  10.1007/s00044-013-0694-1

文献信息

• Synthesis of 5-benzyl-4-aryl-octahydro-1H-benzo[b][1,5]diazepin-2-ones as potent antidepressant and antimicrobial agents
  作者：Mariappan Babu、Kasi Pitchumani、Penugonda Ramesh

  DOI：10.1007/s00044-013-0694-1

  日期：2014.4

  The present study describes the chemical synthesis and pharmacological evaluation of a new series of 11 compounds of aryloctahydrobenzo[b][1,5]-diazepin-2-one in the forced-swimming test in mice. Three compounds (3e, 3f and 3h) exhibited impressive antidepressant activity, measured in terms of percentage decrease in immobility duration. The potent compounds did not show any neurotoxicity in the rotarod test, and the preliminary results are promising enough to warrant further studies around this scaffold. All the compounds were also screened for antimicrobial activity against P. aeruginosa, E. coli, S. Aureus and B. subtilis strains. Some of the compounds possessed marked antimicrobial activities comparable to that of reference drug, Ciprofloxacin.