2-methyl-8-(1-piperazinyl)quinoline hydrochloride | 1167408-20-9

• 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: 2-methyl-8-(1-piperazinyl)quinoline hydrochloride
• 英文别名: 2-methyl-8-piperazin-1-ylquinoline hydrochloride；2-methyl-8-piperazin-1-ylquinoline;hydrochloride
• CAS: 1167408-20-9
• 化学式: C₁₄H₁₇N₃*ClH
• 分子量: 263.77
• InChiKey: VJIGXZZUBURCHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  2-methyl-8-(1-piperazinyl)quinoline hydrochloride 在 氨 作用下， 以 甲醇 为溶剂， 生成 1-(2-methylquinolin-8-yl)piperazine
  参考文献：
  名称：

  [EN] QUINOLINE DERIVATIVES WITH AFFINITY FOR THE 5-HT2B RECEPTOR
  [FR] DÉRIVÉS DE QUINOLINE AYANT UNE AFFINITÉ POUR LE RÉCEPTEUR 5-HT2B

  摘要：

  本发明涉及8-[4-(1,1-二氧代四氢-2H-噻吩-4-基)-1-哌嗪基]-2-甲基喹啉或其药学上可接受的盐（化合物式（I）），其与5-HT2B受体结合，并能够干扰5-羟色胺（5-HT）在5-HT2B受体上的作用；制备含有它们的制药组合物；以及将这些化合物用于治疗的用途。

  公开号：

  WO2009080675A1
• 作为产物：
  描述：

  1,1-dimethylethyl-4-(2-methyl-8-quinolinyl)-1-piperazinecarboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 生成 2-methyl-8-(1-piperazinyl)quinoline hydrochloride
  参考文献：
  名称：

  [EN] QUINOLINE DERIVATIVES WITH AFFINITY FOR THE 5-HT2B RECEPTOR
  [FR] DÉRIVÉS DE QUINOLINE AYANT UNE AFFINITÉ POUR LE RÉCEPTEUR 5-HT2B

  摘要：

  本发明涉及8-[4-(1,1-二氧代四氢-2H-噻吩-4-基)-1-哌嗪基]-2-甲基喹啉或其药学上可接受的盐（化合物式（I）），其与5-HT2B受体结合，并能够干扰5-羟色胺（5-HT）在5-HT2B受体上的作用；制备含有它们的制药组合物；以及将这些化合物用于治疗的用途。

  公开号：

  WO2009080675A1

文献信息

• Chromenone derivatives and their use for treating diseases in conjunction with 5-hta1receptors and/or dopamine d2 receptors
  申请人：——

  公开号：US20040014768A1

  公开（公告）日：2004-01-22

  Novel chromenone derivatives of the formula I 1 in which Y, X, R 1 , R 2 , R 3 and n are as defined in claim 1, as inhibitors of the 5-HT 1A receptor and of the dopamine D 2 receptor.

  新型的咖啡酮衍生物，其化学式为I1，在该化学式中Y、X、R1、R2、R3和n的定义如权利要求书中所述，作为5-HT1A受体和多巴胺D2受体的抑制剂。
• 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.