2-(2-(4-(4-nitrophenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione

• 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-(2-(4-(4-nitrophenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione
• 英文别名: 2-[2-[4-(4-Nitrophenyl)piperazin-1-yl]ethyl]isoindole-1,3-dione
• 化学式: C₂₀H₂₀N₄O₄
• 分子量: 380.403
• InChiKey: VNHBKHMBXXPHRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  89.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-(4-(4-nitrophenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione 在 肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 2-[4-(4-Nitro-phenyl)-piperazin-1-yl]-ethylamine
  参考文献：
  名称：

  4-bromo-1-methoxy-N-[2-(4-aryl-1-piperazinyl)ethyl]-2-naphthalenecarboxamides: Selective dopamine D3 receptor partial agonists

  摘要：

  A series of 4-bromo-1-methoxy-N-[2-(4-aryl-1-piperazinyl)ethyl]-2-naphthalenecarboxamide dopamine (DA) D-3 receptor agonists has been identified. These compounds were found to be selective for DA D-3 over D-2 receptors and were shown to be partial to full agonists as measured by stimulation of mitogenesis in D-3-transfected CHO p-5 cells. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00231-4
• 作为产物：
  描述：

  N-(2-溴乙基)邻苯二甲酰亚胺 、 1-(4-硝基苯基)哌嗪 在 potassium carbonate 作用下， 反应 18.0h， 生成 2-(2-(4-(4-nitrophenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione
  参考文献：
  名称：

  4-bromo-1-methoxy-N-[2-(4-aryl-1-piperazinyl)ethyl]-2-naphthalenecarboxamides: Selective dopamine D3 receptor partial agonists

  摘要：

  A series of 4-bromo-1-methoxy-N-[2-(4-aryl-1-piperazinyl)ethyl]-2-naphthalenecarboxamide dopamine (DA) D-3 receptor agonists has been identified. These compounds were found to be selective for DA D-3 over D-2 receptors and were shown to be partial to full agonists as measured by stimulation of mitogenesis in D-3-transfected CHO p-5 cells. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00231-4

文献信息

• Facile N-Alkylation/N′-Arylation Process: A Direct Approach to Aromatic Aminoalkyl Amines
  作者：Qiming Zhu、Mingwei Chen、Jinyu Hu、Luyi Yang

  DOI：10.1002/asia.201800193

  日期：2018.5.4

  N‐alkylation/N′‐arylation process in a multicomponent reaction with secondary amines, cyclic tertiary amines and electron‐deficient aryl halides has been described. In this case, the N‐alkylation of secondary amines, utilizing cyclic tertiary amines as alkyl group sources, is enabled by a facile C−N cleavage. Such an operationally simple method could facilitate access to aromatic aminoalkyl amines,

  描述了一个有趣的CN转换，涉及与仲胺，环状叔胺和缺电子的芳基卤化物发生多组分反应的无催化剂的N-烷基化/ N'-芳基化过程。在这种情况下，通过环状叔胺的轻松裂解，可以将环状叔胺用作烷基源，实现仲胺的N-烷基化。这种操作简单的方法可以方便地获得芳香族氨基烷基胺（含氮生物活性分子），收率很好。
• Efficient microwave-assisted three-component one-pot preparation of 1-aryl-4-(2-acetoxyethyl)piperazines and 1-aryl-4-(2-acetoxyethyl)piperidines
  作者：S. Gabrielle Gladstone、William G. Earley、Jared K. Acker、Gregory S. Martin

  DOI：10.1016/j.tetlet.2009.04.027

  日期：2009.7

  A highly efficient one-pot, three-component microwave-assisted procedure has been developed for the preparation of 1-(para-substituted-aryl)-4-(2-acetoxyethyl)piperazines and 1-(para-substituted-aryl)-4(2-acetoxyethyl)piperidines. Microwave-accelerated heating of electron-deficient aryl halides and potassium acetate with either 1,4-diazabicyclo[2.2.2]octane (DABCO) or quinuclidine at 180 degrees C for 120 min provided the title products in good yields and with general substrate scope. Similarly, subjection of potassium pthalimide instead of potassium acetate to the same conditions provided good yields of 1-arylpiperazines and 1-arylpiperidines containing a 2-phthalimidoethyl substituent at the C-4 position. (C) 2009 Elsevier Ltd. All rights reserved.
• 4-bromo-1-methoxy-N-[2-(4-aryl-1-piperazinyl)ethyl]-2-naphthalenecarboxamides: Selective dopamine D3 receptor partial agonists
  作者：Shelly A. Glase、Hyacinth C. Akunne、Thomas G. Heffner、Stephen J. Johnson、Suzanne R. Kesten、Robert G. MacKenzie、Peter J. Manley、Thomas A. Pugsley、Jon L. Wright、Lawrence D. Wise

  DOI：10.1016/0960-894x(96)00231-4

  日期：1996.6

  A series of 4-bromo-1-methoxy-N-[2-(4-aryl-1-piperazinyl)ethyl]-2-naphthalenecarboxamide dopamine (DA) D-3 receptor agonists has been identified. These compounds were found to be selective for DA D-3 over D-2 receptors and were shown to be partial to full agonists as measured by stimulation of mitogenesis in D-3-transfected CHO p-5 cells. Copyright (C) 1996 Elsevier Science Ltd