4-(4-pyridinyl)-piperazine-hydrochloride | 1260082-04-9

• 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: 4-(4-pyridinyl)-piperazine-hydrochloride
• 英文别名: 4-(pyridin-4-yl)piperazine hydrochloride；4-(4-pyridinyl)-piperazin hydrochloride；(pyridin-4-yl)piperazine hydrochloride；(4-pyridinyl)-piperazin hydrochloride；4-pyridinyl-piperazine hydrochloride；1-(4-Pyridinyl)piperazine hydrochloride；1-pyridin-4-ylpiperazine;hydrochloride
• CAS: 1260082-04-9
• 化学式: C₉H₁₃N₃*ClH
• 分子量: 199.683
• InChiKey: FIUAJMGEMQYMHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.91
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  28.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-pyridinyl)-piperazine-hydrochloride 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 1-(4-吡啶基)哌嗪
  参考文献：
  名称：

  Acid–base properties, FT-IR, FT-Raman spectroscopy and computational study of 1-(pyrid-4-yl)piperazine

  摘要：

  We report the vibrational spectral analysis was carried out using FT-IR and FT-Raman spectroscopy for 1-(pyrid-4-yl)piperazine (PyPi). Single crystals of PyPi suitable for X-ray structural analysis were obtained. The acid-base properties are also reported. PyPi supported on a weak acid cation-exchanger in the single protonated form and this system can be used efficiently as the solid supported analogue of 4-N,N-dimethyl-aminopyridine. The complete vibrational assignments of wavenumbers were made on the basis of potential energy distribution. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule and with the molecular electrostatic potential map was applied for the reactivity assessment of PyPi molecule toward proton, electrophiles and nucleopholes as well. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. The calculated first hyperpolarizability of PyPi is 17.46 times that of urea. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.10.119
• 作为产物：
  描述：

  1-(4-吡啶基)哌嗪 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.33h， 生成 4-(4-pyridinyl)-piperazine-hydrochloride
  参考文献：
  名称：

  Effects of Anionic Geometries on Hydrogen-Bonding Networks of 1-(4-pyridyl) Piperazine

  摘要：

  通过 1-(4-吡啶基)哌嗪与无机离子或金属氯化物在盐酸介质中的自组装，获得了一系列新盐，即(C9H15N3 2+)-(Cl-)2 (1) (C9H15N3 2+)-(NO3 -)2 (2), (C9H15N3 2+)-(CuCl4 2-) (3), (C9H15N3 2+)-(CoCl4 2-) (4)、(C9H15N3 2+)-(ZnCl4 2-) (5)、{(C9H15N3 2+)-[Mn(H2O)2Cl4 2-]}-H2O (6)、(C9H14N3 +)-(Sb2Cl7 -) (7) 和 (C9H15N3 2+)-(PbCl4 2-) (8)。结构分析表明，不同的阴离子结构（如球形、三棱平面形、四面体形、八面体形、多面体形和链形等）可诱导形成不同的结构，从而影响结晶比例、质子数和最终结构。从强 X-H-Y（X=O，N；Y=Cl，O）氢键到弱 C-H-M（M=O，Cl）相互作用，各种框架的自组装都利用了广泛的分子间相互作用。其中，在 1-7 中观察到了三维氢键结构，但在 8 中只观察到了二维氢键结构。盐 6 与水分子一起结晶，而其他盐则没有。有趣的是，盐 7 和盐 8 的阴离子分别是双核离子和一维复合离子。在盐酸介质中，1-(4-吡啶基)哌嗪和无机酸或金属氯化物通过自组装获得了一系列超分子盐。结构分析表明，不同的阴离子结构（如球形、三叉平面、四面体、八面体、多面体和链）可诱导形成不同的超分子结构，影响结晶比例、质子化数量和最终结构。

  DOI：

  10.1007/s10870-016-0662-y

文献信息

• Further optimization of novel pyrrole 3-carboxamides for targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant
  作者：Suk Youn Kang、Eun-Jung Park、Woo-Kyu Park、Hyun Jung Kim、Gildon Choi、Myung Eun Jung、Hee Jeong Seo、Min Ju Kim、Ae Nim Pae、Jeongmin Kim、Jinhwa Lee

  DOI：10.1016/j.bmc.2010.06.037

  日期：2010.8

  In the continuing search for novel compounds targeting serotonin 5-HT2A, 5-HT2C, and serotonin transporter, new arylpiperazine-containing pyrrole 3-carboxamide derivatives were synthesized and evaluated. Based on the lead reported previously, structural modifications regarding N-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 5, were accomplished for improvements in not only binding affinity against serotonin receptors and transporter, but also in hERG channel inhibition. Along the line, both the forced swimming tests and spontaneous locomotor activity tests were performed to distinguish between antidepressant activity and false positive results. As potential antidepressant agents, both 2,4-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide and 5-tert-butyl-2-methyl-1H-pyrrole-3-carboxamide derivatives exhibited favorable in vitro and in vivo activities, warranting further investigation around these scaffolds. (C) 2010 Elsevier Ltd. All rights reserved.
• US8119805B2
  申请人：——

  公开号：US8119805B2

  公开（公告）日：2012-02-21