2-(2-(4-(3,4-dimethylphenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione | 1240266-89-0

• 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-(3,4-dimethylphenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione
• CAS: 1240266-89-0
• 化学式: C₂₂H₂₅N₃O₂
• 分子量: 363.459
• InChiKey: FBUHJEKTXHOTPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  43.86
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(2-(4-(3,4-dimethylphenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 2-[4-(3,4-Dimethylphenyl)piperazin-1-yl]ethanamine
  参考文献：
  名称：

  Synthesis and biological evaluation of oxazole derivatives as T-type calcium channel blockers

  摘要：

  T-type calcium channel is one of therapeutic targets for the treatment of cardiovascular diseases and neuropathic pain. In this study, as a part of our ongoing efforts to develop potent T-type calcium channel blockers, we designed oxazole derivatives substituted with arylpiperazinylalkylamines. The oxazoles were synthesized in a convenient convergent synthetic method, and biologically evaluated against alpha(1G) (Ca(V)3.1) T-type calcium channel. Among total 41 oxazole compounds synthesized, the most active one was the compound 10-35 with an IC(50) value of 0.65 mu M, which is comparable with that of mibefradil. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.030
• 作为产物：
  描述：

  N-(2-溴乙基)邻苯二甲酰亚胺 、 1-(3,4-二甲基苯基)哌嗪 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 2-(2-(4-(3,4-dimethylphenyl)piperazin-1-yl)ethyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of oxazole derivatives as T-type calcium channel blockers

  摘要：

  T-type calcium channel is one of therapeutic targets for the treatment of cardiovascular diseases and neuropathic pain. In this study, as a part of our ongoing efforts to develop potent T-type calcium channel blockers, we designed oxazole derivatives substituted with arylpiperazinylalkylamines. The oxazoles were synthesized in a convenient convergent synthetic method, and biologically evaluated against alpha(1G) (Ca(V)3.1) T-type calcium channel. Among total 41 oxazole compounds synthesized, the most active one was the compound 10-35 with an IC(50) value of 0.65 mu M, which is comparable with that of mibefradil. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.030

文献信息

• Benzyne‐Induced Ring Opening Reactions of DABCO: Synthesis of 1,4‐Disubstituted Piperazines and Piperidines
  作者：Jeongseob Seo、Daegeun Kim、Haye Min Ko

  DOI：10.1002/adsc.202000375

  日期：2020.7.16

  strategies for its synthesis to date have required multistep methods and have been very limited, such as the use of SNAr‐type reactions. Herein, we describe a synthetic methodology employing benzynes, 1,4‐diazabicyclo(2.2.2)octane (DABCO), and nitrogen nucleophiles to access these privileged organic compounds. The established protocol proved to be a transition‐metal‐free, mild reaction that proceeded via

  2-（4-苯基哌嗪-1-基）乙-1-胺支架是结构上重要的基序，在药物和药物化学中经常出现。尽管该部分具有重要意义，但迄今为止，其合成的一般策略仍需要多步方法，并且非常局限，例如使用S N Ar型反应。在这里，我们描述了一种合成方法，该方法使用苯炔，1,4-二氮杂双环（2.2.2）辛烷（DABCO）和氮亲核试剂来访问这些特权有机化合物。业已证明的既定规程是无过渡金属的轻度反应，其反应是通过由苯甲酸和DABCO形成的季铵盐进行的。