1-(m-Trifluorophenyl)piperazine, 7 | 958487-85-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(m-Trifluorophenyl)piperazine, 7
• 英文别名: 1-[4-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]butyl]piperidine-2,6-dione
• CAS: 958487-85-9
• 化学式: C₂₀H₂₆F₃N₃O₂
• 分子量: 397.441
• InChiKey: RGMHIFQLKSXUQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  戊二酸酐 、 1-(4-aminobutyl)-4-[3-(trifluoromethyl)phenyl]piperazine 以 xylene 为溶剂， 反应 5.0h， 以43%的产率得到1-(m-Trifluorophenyl)piperazine, 7
  参考文献：
  名称：

  The influence of modifications in imide fragment structure on 5-HT1A and 5-HT7 receptor affinity and in vivo pharmacological properties of some new 1-(m-trifluoromethylphenyl)piperazines

  摘要：

  New. flexible (7. 9 11 and 13) and rigid (8 10 12 and 14) imides with a 1-(m-trifluorophenyl)piperazine fragment and a tetrarnethylene or a le,4e-cyclohexylene spacer, respectively, showed very high affinity (K-i = 0.3-34 nM) and agonistic in vivo activity for 5-HT1A receptors. Flexible new compounds and the previously described 5 also bound to 5-HT7 receptors (K-i = 21-134 nM). Selected glutarimide derivatives, that is. the most potent postsynaptic 5-HT1A receptor agonist rigid compound 8 and its flexible analogue 7. as well as the previously described full agonist-rigid compound 6 and the partial agonist-its flexible counterpart 5 exhibited moderate affinity for alpha(1)-adrenoceptors (K-i = 85-268 nM), but were practically devoid of any affinity for dopamine D, sites. Those glutarimides demonstrated anxiolytic- (5 and 7) and antidepressant-like (5, 6 and 8) activity in the four-plate and the swim tests in mice, respectively; at the same time, however, they inhibited the locomotor activity of mice. The antidepressant-like effect of 8 was significantly stronger than that induced by imipramine used as a reference antidepressant. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.07.029

文献信息

• The influence of modifications in imide fragment structure on 5-HT1A and 5-HT7 receptor affinity and in vivo pharmacological properties of some new 1-(m-trifluoromethylphenyl)piperazines
  作者：Maria H. Paluchowska、Ryszard Bugno、Beata Duszyńska、Ewa Tatarczyńska、Agnieszka Nikiforuk、Tomasz Lenda、Ewa Chojnacka-Wójcik

  DOI：10.1016/j.bmc.2007.07.029

  日期：2007.11

  New. flexible (7. 9 11 and 13) and rigid (8 10 12 and 14) imides with a 1-(m-trifluorophenyl)piperazine fragment and a tetrarnethylene or a le,4e-cyclohexylene spacer, respectively, showed very high affinity (K-i = 0.3-34 nM) and agonistic in vivo activity for 5-HT1A receptors. Flexible new compounds and the previously described 5 also bound to 5-HT7 receptors (K-i = 21-134 nM). Selected glutarimide derivatives, that is. the most potent postsynaptic 5-HT1A receptor agonist rigid compound 8 and its flexible analogue 7. as well as the previously described full agonist-rigid compound 6 and the partial agonist-its flexible counterpart 5 exhibited moderate affinity for alpha(1)-adrenoceptors (K-i = 85-268 nM), but were practically devoid of any affinity for dopamine D, sites. Those glutarimides demonstrated anxiolytic- (5 and 7) and antidepressant-like (5, 6 and 8) activity in the four-plate and the swim tests in mice, respectively; at the same time, however, they inhibited the locomotor activity of mice. The antidepressant-like effect of 8 was significantly stronger than that induced by imipramine used as a reference antidepressant. (C) 2007 Elsevier Ltd. All rights reserved.