1-[2-(4-fluorophenyl)phenyl]piperazine hydrochloride | 1386928-23-9

• 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-[2-(4-fluorophenyl)phenyl]piperazine hydrochloride
• CAS: 1386928-23-9
• 化学式: C₁₆H₁₇FN₂*ClH
• 分子量: 292.784
• InChiKey: LBPVHZSASNMESG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  15.27
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4-氟-联苯-2-胺 、 二(2-氯乙基)胺盐酸盐 在 potassium carbonate 、 potassium iodide 作用下， 反应 48.0h， 以30%的产率得到1-[2-(4-fluorophenyl)phenyl]piperazine hydrochloride
  参考文献：
  名称：

  Investigations on the 1-(2-Biphenyl)piperazine Motif: Identification of New Potent and Selective Ligands for the Serotonin₇ (5-HT₇) Receptor with Agonist or Antagonist Action in Vitro or ex Vivo

  摘要：

  Here we report the design, synthesis, and 5-HT7 receptor affinity of a set of 1-(3-biphenyl)- and 1-(2-biphenyl)piperazines. The effect on 5-HT7 affinity of various substituents on the second (distal) phenyl ring was analyzed. Several compounds showed 5-HT7 affinities in the nanomolar range and >100-fold selectivity over 5-HT1A and adrenergic alpha(1) receptors. 1-[2-(4-Methoxyphenyl)phenyl]piperazine (9a) showed 5-HT7 agonist properties in a guinea pig ileum assay but blocked 5-HT-mediated cAMP accumulation in 5-HT(7)(-)expressing HeLa cells.

  DOI：

  10.1021/jm3003679

文献信息

• Investigations on the 1-(2-Biphenyl)piperazine Motif: Identification of New Potent and Selective Ligands for the Serotonin₇ (5-HT₇) Receptor with Agonist or Antagonist Action in Vitro or ex Vivo
  作者：Enza Lacivita、Daniela Patarnello、Nikolas Stroth、Antonia Caroli、Mauro Niso、Marialessandra Contino、Paola De Giorgio、Pantaleo Di Pilato、Nicola A. Colabufo、Francesco Berardi、Roberto Perrone、Per Svenningsson、Peter B. Hedlund、Marcello Leopoldo

  DOI：10.1021/jm3003679

  日期：2012.7.26

  Here we report the design, synthesis, and 5-HT7 receptor affinity of a set of 1-(3-biphenyl)- and 1-(2-biphenyl)piperazines. The effect on 5-HT7 affinity of various substituents on the second (distal) phenyl ring was analyzed. Several compounds showed 5-HT7 affinities in the nanomolar range and >100-fold selectivity over 5-HT1A and adrenergic alpha(1) receptors. 1-[2-(4-Methoxyphenyl)phenyl]piperazine (9a) showed 5-HT7 agonist properties in a guinea pig ileum assay but blocked 5-HT-mediated cAMP accumulation in 5-HT(7)(-)expressing HeLa cells.