1,3-bis-[4-(4-chloro-phenyl)-piperazino]-propane | 115098-06-1

• 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: 1,3-bis-[4-(4-chloro-phenyl)-piperazino]-propane
• 英文别名: 1,3-Bis-[4-(4-chlor-phenyl)-piperazino]-propan；1-(4-Chlorophenyl)-4-[3-[4-(4-chlorophenyl)piperazin-1-yl]propyl]piperazine
• CAS: 115098-06-1
• 化学式: C₂₃H₃₀Cl₂N₄
• 分子量: 433.424
• InChiKey: XTIHYMWUBKINJP-UHFFFAOYSA-N

物化性质

• 熔点：
  172-173 °C
• 沸点：
  574.7±50.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 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：

  1-(4-氯苯基)哌嗪 、 1-溴-3-氯丙烷 在 sodium carbonate 作用下， 生成 1,3-bis-[4-(4-chloro-phenyl)-piperazino]-propane
  参考文献：
  名称：

  Derivatives of Piperazine. XXXIV. Some Reactions of Trimethylene Chlorobromide with 1-Arylpiperazines

  摘要：

  DOI：

  10.1021/jo01088a009

文献信息

• SPECIFIC MODULATORS OF CONNEXIN HEMICHANNELS
  申请人：Pontificia Universidad Católica de Chile

  公开号：EP3156039A1

  公开（公告）日：2017-04-19

  The invention provides identification methods of specific modulators of hemichannels formed by connexin through the use of structural bioinformation methods for the calculation of the interaction energy with ligands and compositions to selectively modulate the activity of hemichannels formed by connexins. Among other aspects, the invention describes a computer-aided method, where estimating the interaction energy between ligands coming from a database of chemical compounds is possible, with a binding pocket defined by the region comprising the residues of 3-10 (NTH), 29-40 (TM1), 74-93 (TM2) of a protomer and residues 29-40 (TM1) of an adjacent protomer in connexin 26 or the equivalent residues in other connexins. In particular, the invention provides compounds specifically inhibiting the activation/opening of connexin hemichannels identified through the method described above, which can be useful for the treatment of inflammatory diseases, vascular disorders, arrhythmias, chronic injuries, retinal neuroprotection, treatment of pain, skeletal muscle denervation, muscular dystrophies, damage to the spinal cord and genetic diseases characterized by the increased activity of hemichannels formed by connexins.

  本发明通过使用结构生物信息方法计算与配体和组合物的相互作用能量，提供了识别由连接蛋白形成的血流通道特异性调节剂的方法，以选择性地调节由连接蛋白形成的血流通道的活性。 除其他方面外，本发明还描述了一种计算机辅助方法，该方法可估算来自化合物数据库的配体之间的相互作用能，结合口袋由一个原体的 3-10 (NTH)、29-40 (TM1)、74-93 (TM2)残基和一个相邻原体的 29-40 (TM1)残基组成的区域所定义，这些残基在连接蛋白 26 或其他连接蛋白中具有等效残基。 特别是，本发明提供了特异性抑制通过上述方法鉴定的连接蛋白半通道活化/开放的化合物，可用于治疗炎症性疾病、血管疾病、心律失常、慢性损伤、视网膜神经保护、疼痛治疗、骨骼肌去神经化、肌肉萎缩症、脊髓损伤以及以连接蛋白形成的半通道活性增加为特征的遗传性疾病。
• 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.
• Derivatives of Piperazine. XXXIV. Some Reactions of Trimethylene Chlorobromide with 1-Arylpiperazines
  作者：C. B. POLLARD、WERNER M. LAUTER、NOEL O. NUESSLE

  DOI：10.1021/jo01088a009

  日期：1959.6