{4-Fluoro-2-[(2-fluoro-phenyl)-imino-methyl]-phenyl}-piperidin-4-yl-amine | 96110-87-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: {4-Fluoro-2-[(2-fluoro-phenyl)-imino-methyl]-phenyl}-piperidin-4-yl-amine
• CAS: 96110-87-1
• 化学式: C₁₈H₁₉F₂N₃
• 分子量: 315.366
• InChiKey: SLFCTTALIMZORP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  47.91
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  {4-Fluoro-2-[(2-fluoro-phenyl)-imino-methyl]-phenyl}-piperidin-4-yl-amine 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 7-fluoro-5-(2-fluorophenyl)-1,3-dihydro-1-(4-piperidinyl)-2H-1,4-benzodiazepin-2-one
  参考文献：
  名称：

  1-Azacycloalkyl-1,4-benzodiazepin-2-ones with antianxiety-antidepressant actions

  摘要：

  A series of 1-azacycloalkyl-1,4-benzodiazepin-2-ones were synthesized from 1-azacycloalkyl-2-benzoylanilines and corresponding imines and then evaluated for their central nervous system activities. Pharmacological data showed that some of these compounds have potent antidepressant properties, as assessed by their antagonism of tetrabenzine (TBZ) induced ptosis and their inhibition of [3H]norepinephrine uptake into rat brain synaptosomes, as well as their moderate antianxiety properties of preventing of pentylenetetrazol (PTZ) convulsion, suppressing conflict behavior, and displacing potential for [3H]diazepam binding. Introduction of a halogen substituent at position 7 of the 1,4-benzodiazepine ring lengthened the anti-PTZ effects, although the peak effect was slightly reduced and clearly enhanced the anti-PTZ and anticonflict properties. Introduction of Cl to the ortho position of the phenyl ring at position 5 greatly reduced the antidepressant properties. The secondary amine function of the azacyclic ring at position 1 was essential for the production of the antidepressant properties. Of these new series, 7-fluoro-5-(2-fluorophenyl)-1,3-dihydro-1-(4-piperidinyl)-2H-1,4-benzodi azepin-2 -one has the potential to become a useful antidepressant drug with a moderate antianxiety property.

  DOI：

  10.1021/jm00383a003