1-(p-tolylsulfanylphenyl)piperazine hydrochloride | 508234-03-5

• 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-(p-tolylsulfanylphenyl)piperazine hydrochloride
• 英文别名: 1-[2-(4-Methylphenyl)sulfanylphenyl]piperazine;hydrochloride
• CAS: 508234-03-5
• 化学式: C₁₇H₂₀N₂S*ClH
• 分子量: 320.886
• InChiKey: TYKBKDLIAKRVRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-((4-甲基苯基)硫代)-苯胺 在 硼烷四氢呋喃络合物 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 64.67h， 生成 1-(p-tolylsulfanylphenyl)piperazine hydrochloride
  参考文献：
  名称：

  Phenyl-Piperazine Derivatives As Serotonin Reuptake Inhibitors

  摘要：

  这项发明提供了由一般式I表示的化合物，其中取代基在申请中定义。这些化合物在治疗情感障碍方面非常有用，包括抑郁症、焦虑障碍（包括广泛性焦虑障碍和恐慌障碍）以及强迫症。

  公开号：

  US20160137620A1

文献信息

• Phenyl-piperazine derivatives as serotonin reuptake inhibitors
  申请人：Ruhland Thomas

  公开号：US20060089368A1

  公开（公告）日：2006-04-27

  The invention provides compounds represented by the general formula I wherein the substituents are defined in the application. The compounds are useful in the treatment of an affective disorder, including depression, anxiety disorders including general anxiety disorder and panic disorder and obsessive compulsive disorder.

  该发明提供了一种由一般式I所表示的化合物，其中取代基在申请中有定义。这些化合物在治疗情感障碍中非常有用，包括抑郁症、焦虑症，包括广泛性焦虑症和惊恐障碍以及强迫症。
• PHENYL-PIPERAZINE DERIVATIVES AS SEROTONIN REUPTAKE INHIBITORS
  申请人：Ruhland Thomas

  公开号：US20070060574A1

  公开（公告）日：2007-03-15

  The invention provides compounds represented by the general formula I wherein the substituents are defined in the application. The compounds are useful in the treatment of an affective disorder, including depression, anxiety disorders including general anxiety disorder and panic disorder and obsessive compulsive disorder.

  本发明提供的化合物由一般式I表示，其中取代基在申请中已定义。这些化合物在治疗情感障碍中非常有用，包括抑郁症、焦虑障碍，包括广泛性焦虑障碍和惊恐障碍以及强迫症。
• PHENYL-PIPERAZINE DERIVATIVES AS SEROTONIN REUPTAKE INHIBITORS
  申请人：Ruhland Thomas

  公开号：US20110009423A1

  公开（公告）日：2011-01-13

  The invention provides compounds represented by the general formula I wherein the substituents are defined in the application. The compounds are useful in the treatment of an affective disorder, including depression, anxiety disorders including general anxiety disorder and panic disorder and obsessive compulsive disorder.

  本发明提供的化合物由一般式I所表示，其中取代基在申请中定义。这些化合物在治疗情感障碍方面具有用途，包括抑郁症、焦虑症（包括普遍性焦虑障碍和恐慌症）和强迫症。
• Discovery of 1-[2-(2,4-Dimethylphenylsulfanyl)phenyl]piperazine (Lu AA21004): A Novel Multimodal Compound for the Treatment of Major Depressive Disorder
  作者：Benny Bang-Andersen、Thomas Ruhland、Morten Jørgensen、Garrick Smith、Kristen Frederiksen、Klaus Gjervig Jensen、Huailing Zhong、Søren Møller Nielsen、Sandra Hogg、Arne Mørk、Tine Bryan Stensbøl

  DOI：10.1021/jm101459g

  日期：2011.5.12

  The synthesis and structure-activity relationship of a novel series of compounds with combined effects on 5-HT3A and 5-HT1A receptors and on the serotonin (5-HT) transporter (SERT) are described. Compound 5m (Lu AA21004) was the lead compound, displaying high affinity for recombinant human 5-HT1A (K-i = 15 nM), 5-HT1B (K-i = 33 nM), 5-HT3A (K-i = 3.7 nM), 5-HT7 (K-i = 19 nM), and noradrenergic beta(1) (K-i = 46 nM) receptors, and SERT (K-i = 1.6 nM). Compound 5m displayed antagonistic properties at 5-HT3A and 5-HT7 receptors, partial agonist properties at 5-HT1B receptors, agonistic properties at 5-HT1A receptors, and potent inhibition of SERT. In conscious rats, 5m significantly increased extracellular 5-HT levels in the brain after acute and 3 days of treatment. Following the 3-day treatment (5 or 10 (mg/kg)/day) SERT occupancies were only 43% and 57%, respectively. These characteristics indicate that 5m is a novel multimodal serotonergic compound, and 5m is currently in clinical development for major depressive disorder.
• Phenyl-piperidine derivatives as serotonin reuptake inhibitors
  申请人：H. LUNDBECK A/S

  公开号：EP1749818B1

  公开（公告）日：2009-09-02