1,2-bis-(4-phenyl-piperazino)-ethane | 17419-72-6

• 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-bis-(4-phenyl-piperazino)-ethane
• 英文别名: 1,2-Bis-(4-phenyl-piperazino)-aethan；1-Phenyl-4-[2-(4-phenylpiperazin-1-yl)ethyl]piperazine
• CAS: 17419-72-6
• 化学式: C₂₂H₃₀N₄
• 分子量: 350.507
• InChiKey: DZQQUVRGMJMRCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  13
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-((4-苯基哌嗪-1-基)甲基)喹啉 在 氢氧化钾 、 氢溴酸 作用下， 生成 1,2-bis-(4-phenyl-piperazino)-ethane
  参考文献：
  名称：

  Cerkovnikov; Stern, Arhiv za Kemiju, 1946, vol. 18, p. 12,24

  摘要：

  DOI：

文献信息

• Novel Aryl Piperazine Derivatives With Medical Utility
  申请人：Campiani Giuseppe

  公开号：US20090238761A1

  公开（公告）日：2009-09-24

  This invention provides novel aryl piperazine derivatives having medical utility, in particular as modulators of dopamine and serotonin receptors, preferably the D 3 , D 2 -like and 5-HT 2 receptor subtypes, and in particular useful for the treatment of neuropsychiatric disorders incl. schizophrenia.

  这项发明提供了具有医疗效用的新型芳基哌嗪衍生物，特别是作为多巴胺和5-羟色胺受体的调节剂，优选为D3、D2样和5-HT2受体亚型，特别适用于治疗包括精神分裂症在内的神经精神障碍。
• [EN] ANTIPSYCHOTIC BENZIMIDAZOLE DERIVATIVES<br/>[FR] DERIVES ANTI-PSYCHOTIQUES DE BENZIMIDAZOLE
  申请人：MERCK SHARP & DOHME LIMITED

  公开号：WO1994022839A1

  公开（公告）日：1994-10-13

  (EN) A class of benzimidazole derivatives, substituted at the 2-position by a substituted piperazinylmethyl or piperazinylethyl moiety, are antagonists of dopamine receptor subtypes within the brain, having a selective affinity for the dopamine D4 receptor subtype over other dopamine receptor subtypes, and are accordingly of benefit in the treatment and/or prevention of psychotic disorders such as schizophrenia whilst manifesting fewer side-effects than those associated with classical neuroleptic drugs.(FR) Une classe de dérivés de benzimidazole substitués en position 2 par une fraction substituée de pipérazinylméthyle ou de pipérazinyléthyle représente un ensemble d'antagonistes de sous-types de récepteurs de la dopamine dans le cerveau. Parmi lesdits sous-types de récepteurs de la dopamine, ils ont une affinité sélective pour le sous-type D4. En conséquence, ils sont utiles dans le traitement et/ou la prévention des troubles psychotiques tels la schizophrénie, sans pour autant s'accompagner d'effets secondaires aussi nombreux que ceux des neuroleptiques classiques.

  一种苯并azole类化合物，其2位以取代的吡咯烷基甲基或吡咯烷基乙基基团为取代基，是一种作用于大脑内多巴胺受体亚种的拮抗剂，在多巴胺受体亚种中对多巴胺D4受体亚种具有更强的亲和力选择性，因此在治疗或预防如分裂症等psychotic 离析症 meantime 其副作用少于典型的神经药物作用。
• Synthesis of new 1,2,3-benzotriazin-4-one-arylpiperazine derivatives as 5-HT 1A serotonin receptor ligands
  作者：Giuseppe Caliendo、Ferdinando Fiorino、Paolo Grieco、Elisa Perissutti、Vincenzo Santagada、Beatrice Severino、Giancarlo Bruni、Maria Rosaria Romeo

  DOI：10.1016/s0968-0896(00)00004-3

  日期：2000.3

  A series of novel 1,2,3-benzotriazin-4-one derivatives was prepared and evaluated as ligands for 5-HT receptors. Radioligand binding assays proved that the majority of the novel compounds behaved as good to excellent ligands at the 5-HT1A receptor, some of which were selective with respect 5-HT2A and 5-HT2C receptors. Six analogues (1a, 2a, 2b, 2c, 2e and 2i) were selected and further evaluated for their binding affinities on D-1, D-2 dopaminergic and alpha(1)-, alpha(2)-adrenergic receptors. A o-OCH3 derivative (2e) bound at 5-HT1A sites with subnanomolar affinity (IC50 = 0.059 nM) and shows high selectivity over all considered receptors and may offer a new lead for the development of therapeutically efficacious agents. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis and biological activity of benzotriazole derivatives structurally related to trazodone
  作者：G Caliendo、R Di Carlo、G Greco、R Meli、E Novellino、E Perissutti、V Santagada

  DOI：10.1016/0223-5234(96)88212-2

  日期：1995.1

  This paper outlines the synthesis and the pharmacological screening of a series of novel 1- and 2-[2-[4-(X)-1-piperazinyl]ethyl]benzotriazoles and 1-[3-[4-(X)-1-piperazinyl]propoxy]benzotriazoles, which are structurally related to trazodone. Anti serotonergic, antiadrenergic and antihistaminic in vitro activity and in vivo analgesic action are described. Some of the investigated compounds show overall pharmacological profiles similar to that of the antidepressant trazodone.
• ANTIPSYCHOTIC BENZIMIDAZOLE DERIVATIVES
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP0691960A1

  公开（公告）日：1996-01-17