(3R)-3-methyl-1-(2-naphthyl)-1,4-diazepan-2-one hydrochloride | 1188534-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (3R)-3-methyl-1-(2-naphthyl)-1,4-diazepan-2-one hydrochloride
• 英文别名: (3R)-3-methyl-1-naphthalen-2-yl-1,4-diazepan-2-one;hydrochloride
• CAS: 1188534-96-4
• 化学式: C₁₆H₁₈N₂O*ClH
• 分子量: 290.793
• InChiKey: XJTZQDVYMGLFOP-UTONKHPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.98
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3R)-3-methyl-1-(2-naphthyl)-1,4-diazepan-2-one 在 盐酸 作用下， 以 乙醇 、 水 、 乙酸乙酯 为溶剂， 反应 0.17h， 以71%的产率得到(3R)-3-methyl-1-(2-naphthyl)-1,4-diazepan-2-one hydrochloride
  参考文献：
  名称：

  Design, synthesis, and biological activities of 1-aryl-1,4-diazepan-2-one derivatives as novel triple reuptake inhibitors

  摘要：

  A novel series of triple reuptake inhibitors were explored by ligand-based drug design. A cyclic structure was designed from cyclopropane derivative 5 using the core structure of reported monoamine reuptake inhibitors, leading to the formation of the 1-aryl-1,4-diazepan-2-one derivative 23j-S. Compound 23j-S was shown to act as a potent TRI with an excellent ADME-Tox profile. Oral administration of 23j-S significantly enhanced norepinephrine, dopamine, and serotonin levels in the mouse prefrontal cortex and showed significant antidepressant-like activity in tail suspension tests in mouse.

  DOI：

  10.1016/j.bmcl.2014.06.046

文献信息

• Design, synthesis, and biological activities of 1-aryl-1,4-diazepan-2-one derivatives as novel triple reuptake inhibitors
  作者：Eiji Honda、Yuji Ishichi、Eiji Kimura、Masato Yoshikawa、Naoyuki Kanzaki、Hideyuki Nakagawa、Yasuko Terao、Atsuko Suzuki、Takayuki Kawai、Yuuichi Arakawa、Hiroyuki Ohta、Jun Terauchi

  DOI：10.1016/j.bmcl.2014.06.046

  日期：2014.8

  A novel series of triple reuptake inhibitors were explored by ligand-based drug design. A cyclic structure was designed from cyclopropane derivative 5 using the core structure of reported monoamine reuptake inhibitors, leading to the formation of the 1-aryl-1,4-diazepan-2-one derivative 23j-S. Compound 23j-S was shown to act as a potent TRI with an excellent ADME-Tox profile. Oral administration of 23j-S significantly enhanced norepinephrine, dopamine, and serotonin levels in the mouse prefrontal cortex and showed significant antidepressant-like activity in tail suspension tests in mouse.