2-(3-(4-(3-(trifluoromethyl)-phenyl)-piperazin-1-yl)-propyl)-isoindoline-1,3-dione | 102392-02-9

• 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-(3-(4-(3-(trifluoromethyl)-phenyl)-piperazin-1-yl)-propyl)-isoindoline-1,3-dione
• 英文别名: 2-[3-[4-[3-(Trifluoromethyl)phenyl]piperazin-1-yl]propyl]isoindole-1,3-dione
• CAS: 102392-02-9
• 化学式: C₂₂H₂₂F₃N₃O₂
• 分子量: 417.431
• InChiKey: GSPDPTRQJAVCIP-UHFFFAOYSA-N

物化性质

• 沸点：
  533.9±50.0 °C(Predicted)
• 密度：
  1.308±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(3-(4-(3-(trifluoromethyl)-phenyl)-piperazin-1-yl)-propyl)-isoindoline-1,3-dione 在 肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以29%的产率得到1-(3-氨基-1-丙基)-4-[3-(三氟甲基)苯基]哌嗪
  参考文献：
  名称：

  UNC119-货物相互作用的小分子抑制。

  摘要：

  N-末端肉豆蔻酰化促进膜的结合和蛋白质（特别是Src家族激酶）的活性，但是其潜在机制才刚刚被人们理解。伴侣UNC119A / B调节N-肉豆蔻酰化蛋白的细胞分布和信号传导。UNC119-货物相互作用的选择性小分子调节剂将是无价的工具，但尚未有报道。我们在此报告了第一个UNC119-货物相互作用抑制剂squarunkin A的开发。SquarunkinA用IC 50选择性抑制代表Src激酶N端的肉豆蔻酰化肽与UNC119A的结合值为10 nm。它与细胞裂解物中的UNC119蛋白结合，并干扰Src激酶的激活。我们的研究结果表明，对UNC119-货物相互作用的小分子抑制可能为调节Src激酶的活性提供新的机会，而Src激酶的活性与直接抑制酶激酶的活性无关。

  DOI：

  10.1002/anie.201701905
• 作为产物：
  描述：

  N-(3-溴丙基)苯二胺 、 1-(3-三氟甲基苯基)哌嗪 以 正丁醇 为溶剂， 反应 20.0h， 生成 2-(3-(4-(3-(trifluoromethyl)-phenyl)-piperazin-1-yl)-propyl)-isoindoline-1,3-dione
  参考文献：
  名称：

  3取代和3-取代的N-[（4-芳基哌嗪-1-基）烷基]吡咯烷-2,5-二酮衍生物的亲脂性，抗惊厥活性和初步安全性的合成和测定

  摘要：

  描述了一系列新的1,3-取代的吡咯烷-2,5-二酮衍生物作为潜在的抗惊厥药。腹膜内给药后，通过在小鼠中使用癫痫发作的急性模型（MES和scPTZ测试）对这些化合物进行了初步的药理筛选。定量药理研究表明，最有前途的化合物是N -[{4-（3-三氟甲基苯基）哌嗪-1-基}丙基] -3-苯甲基吡咯烷-2-2.5-二酮一盐酸盐（11），ED 50值为75.9。 mg kg -1（MES测试）和N -[{4-（3,4-二氯苯基）哌嗪-1-基}乙基] -3-甲基吡咯烷-2-3,5-二酮一盐酸盐（18），ED 50 = 88.2 mg公斤-1（MES测试）和ED 50 = 65.7 kg mg -1（scPTZ测试）。与众所周知的抗癫痫药相比，这些化合物显示出更有益的保护指数。评估了化合物11和18的合理作用机制[分子11阻断了钠通道（部位2），而分子18阻断了钠（部位2）和L型钙通道），并评估了它们在

  DOI：

  10.1002/cmdc.201700539

文献信息

• Synthesis and biological evaluation of 2-fluoro and 3-trifluoromethyl-phenyl-piperazinylalkyl derivatives of 1<i>H</i>-imidazo[2,1-<i>f</i>]purine-2,4(3<i>H</i>,8<i>H</i>)-dione as potential antidepressant agents
  作者：Agnieszka Zagórska、Adam Bucki、Marcin Kołaczkowski、Agata Siwek、Monika Głuch-Lutwin、Gabriela Starowicz、Grzegorz Kazek、Anna Partyka、Anna Wesołowska、Karolina Słoczyńska、Elżbieta Pękala、Maciej Pawłowski

  DOI：10.1080/14756366.2016.1198902

  日期：2016.11.3

  2-fluoro and 3-trifluoromethylphenylpiperazinylalkyl derivatives of 1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione (4-21) were synthesized and evaluated for their serotonin (5-HT1A/5-HT7) receptor affinity and phosphodiesterase (PDE4B and PDE10A) inhibitor activity. The study enabled the identification of potent 5-HT1A, 5-HT7 and mixed 5-HT1A/5-HT7 receptor ligands with weak inhibitory potencies for PDE4B and PDE10A

  合成了一系列的1H-咪唑并[2,1-f]嘌呤-2,4（3H，8H）-二酮（4-21）的2-氟和3-三氟甲基苯基哌嗪基烷基衍生物，并对其5-羟色胺（5-HT1A）进行了评估/ 5-HT7）受体亲和力和磷酸二酯酶（PDE4B和PDE10A）抑制剂的活性。该研究能够鉴定出对PDE4B和PDE10A具有弱抑制能力的有效5-HT1A，5-HT7和混合的5-HT1A / 5-HT7受体配体。已经使用胶束电动色谱（MEKC）系统和人肝微粒体（HLM）模型确定了亲脂性和代谢稳定性，从而完成了测试。在体内初步药理研究中，选择化合物8-（5-（4-（2-氟苯基）哌嗪-1-基）戊基）-1,3,7-三甲基-1H-咪唑并[2,1-f]嘌呤-2,4（3H，8H）-二酮（9）在小鼠的强迫游泳试验（FST）中表现为潜在的抗抑郁药。此外，由9引起的抗焦虑作用（2.5 mg / kg）要大于参考抗焦虑药地西epa。分子建模表明，1H-咪唑并[2
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  DOI：10.1016/j.bmc.2004.06.011

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