1-(4-(4-(pyridin-2-yl)piperazin-1-yl)phenyl)ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(4-(pyridin-2-yl)piperazin-1-yl)phenyl)ethanone
• 英文别名: 1-[4-(4-Pyridin-2-ylpiperazin-1-yl)phenyl]ethanone
• 化学式: C₁₇H₁₉N₃O
• 分子量: 281.357
• InChiKey: TWVTYLNJRCPKLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  36.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-吡啶甲醛 、 1-(4-(4-(pyridin-2-yl)piperazin-1-yl)phenyl)ethanone 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以73%的产率得到(E)-1-(4-(4-(pyridin-2-yl)piperazin-1-yl)phenyl)-3-(pyridin-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  Design, Synthesis and Antitubercular Activity of Novel Isoniazid‑Cyclic‑Amine‑Azachalcones Hybrids

  摘要：

  In this work, it is described the design of twenty-four heterocyclic amine-azachalcones compounds through molecular hybridization of chalcone scaffold and fragments of isoniazid, fluoroquinolones, and linezolid with antituberculosis potential. The new compounds were synthesized via Claisen-Schmidt condensation, providing yields of 36-95%. Fifteen compounds showed antituberculosis activity against Mycobacterium tuberculosis H37Rv strain. Two amine-azachalcones 15 and 17 showed relevant biological activity with minimum inhibitory concentration (MIC) values of 6.62 and 4.85 mu M, respectively. Compound 12 showed the best profile of antitubercular activity with MIC = 9.54 mu M and selectivity index (SI) = 9.33. It was found that morpholine group is important to increase potency of antimycobacterial activity but also to add some toxicity to the chalcone molecular framework. The results described herein would be a guide in the designing of novel and optimized antitubercular derivatives based on the chalcone scaffold.

  DOI：

  10.21577/0103-5053.20200013
• 作为产物：
  描述：

  1-(2-吡啶基)哌嗪 、 4-氟苯乙酮 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以65%的产率得到1-(4-(4-(pyridin-2-yl)piperazin-1-yl)phenyl)ethanone
  参考文献：
  名称：

  通过不对称的供体-受体支架实现柔韧性/刚性平衡，并寻求双态发射并应用于酸致变色

  摘要：

  设计并合成了三种基于查耳酮的不对称D–A–D'–A'发色团（C1 - C3），旨在实现双态发射。可以预见的是，在D–A核中引入柔性和刚性部分都足以满足溶液和固态的发射要求。在这方面，已经引入了挠性哌嗪单元以及硬质多环芳烃蒽C1。芘，C2和吩噻嗪，C3，得到不对称的d-A构建体。该化合物已通过光谱研究（1 H，13 C，ESI-MS，UV / Vis和荧光）进行了彻底表征。化合物C1-C3通过溶液，聚集态和固态的光物理研究以及量子产率评估，显示出不同程度的双态发射。值得注意的是，通过利用不同溶剂系统的相对亲水性/疏水性，促进了这些化合物中的聚集。备受推崇的分子内电荷转移（ICT）为这些D-A构建体带来了实质的溶剂变色作用。将杂原子吩噻嗪单元并入设计的生色团的审慎性体现在C3的优异双态发射和溶剂致变色性上。此外，这些化合物在溶液和固态下还表现出了显着的酸诱导的荧光猝灭作用，如C1-C3的发射 可用三氟乙酸（TFA）淬灭。

  DOI：

  10.1016/j.dyepig.2020.109117

文献信息

• Lighting Up Fluorescence: Precise Recognition of Halogenated Solvents Through Effective Fluorescence Detection Using Chalcone Derivatives as a D-A-D-A-type Fluorescent Chemosensor
  作者：Guo Yang、Yuanwei Li、Bin Wang、Ying Zhang

  DOI：10.1007/s10895-023-03527-2

  日期：——

  solution, FX, as an AIE material, shows significant fluorescence enhancement behavior in most halogenated solvents. Notably, it achieves a high quantum yield of 0.672 in a chloroform solution. We utilized this phenomenon to quantitatively detect chloroform through fluorescence titration analysis, with a detection limit of 0.061%. Additionally, we developed a test paper to verify the practical applicability

  在本文中，我们报道了一种DADA型荧光传感器FX ，由作为电子供体的三苯胺和吡嗪单元、吡啶单元和作为电子受体的α-β不饱和碳基结构组成。 FX展现出典型的ICT特征。作为一种双发射材料， FX会经历酸碱引起的颜色变化，并在固态下表现出机械荧光变色特性。在溶液中， FX作为 AIE 材料，在大多数卤化溶剂中表现出显着的荧光增强行为。值得注意的是，它在氯仿溶液中实现了 0.672 的高量子产率。我们利用这一现象通过荧光滴定分析对氯仿进行定量检测，检出限为0.061%。此外，我们还开发了测试纸来验证传感器检测卤化溶剂的实际适用性。通过DFT计算证实了荧光增强行为。研究结果表明， FX不仅是一种多功能双态发射材料，而且为卤代溶剂的荧光检测提供了有价值的参考。  图形概要
• Design, Synthesis and Antitubercular Activity of Novel Isoniazid‑Cyclic‑Amine‑Azachalcones Hybrids
  作者：Jefferson Oliveira、Cristiane Shiguemoto、Amarith das Neves、Flora Moreira、Giovana Gomes、Renata Perdomo、Sandro Barbosa、Palimécio Guerrero Jr.、Júlio Croda、Adriano Baroni

  DOI：10.21577/0103-5053.20200013

  日期：——

  In this work, it is described the design of twenty-four heterocyclic amine-azachalcones compounds through molecular hybridization of chalcone scaffold and fragments of isoniazid, fluoroquinolones, and linezolid with antituberculosis potential. The new compounds were synthesized via Claisen-Schmidt condensation, providing yields of 36-95%. Fifteen compounds showed antituberculosis activity against Mycobacterium tuberculosis H37Rv strain. Two amine-azachalcones 15 and 17 showed relevant biological activity with minimum inhibitory concentration (MIC) values of 6.62 and 4.85 mu M, respectively. Compound 12 showed the best profile of antitubercular activity with MIC = 9.54 mu M and selectivity index (SI) = 9.33. It was found that morpholine group is important to increase potency of antimycobacterial activity but also to add some toxicity to the chalcone molecular framework. The results described herein would be a guide in the designing of novel and optimized antitubercular derivatives based on the chalcone scaffold.
• Achieving flexibility/rigidity balance through asymmetric Donor−Acceptor scaffolds in pursuit of dual state emission with application in acidochromism
  作者：Vishwa Deepak Singh、Ashish Kumar Kushwaha、Roop Shikha Singh

  DOI：10.1016/j.dyepig.2020.109117

  日期：2021.3

  of different solvent systems. The revered intramolecular charge transfer (ICT) imparts substantial solvatochromism to these D−A constructs. The prudence of incorporation of heteroatomic phenothiazine unit to the designed chromophores is reflected in superior dual state emission and solvatochromism of C3. In addition, these compounds revealed remarkable acid–induced fluorescence quenching effect in solution

  设计并合成了三种基于查耳酮的不对称D–A–D'–A'发色团（C1 - C3），旨在实现双态发射。可以预见的是，在D–A核中引入柔性和刚性部分都足以满足溶液和固态的发射要求。在这方面，已经引入了挠性哌嗪单元以及硬质多环芳烃蒽C1。芘，C2和吩噻嗪，C3，得到不对称的d-A构建体。该化合物已通过光谱研究（1 H，13 C，ESI-MS，UV / Vis和荧光）进行了彻底表征。化合物C1-C3通过溶液，聚集态和固态的光物理研究以及量子产率评估，显示出不同程度的双态发射。值得注意的是，通过利用不同溶剂系统的相对亲水性/疏水性，促进了这些化合物中的聚集。备受推崇的分子内电荷转移（ICT）为这些D-A构建体带来了实质的溶剂变色作用。将杂原子吩噻嗪单元并入设计的生色团的审慎性体现在C3的优异双态发射和溶剂致变色性上。此外，这些化合物在溶液和固态下还表现出了显着的酸诱导的荧光猝灭作用，如C1-C3的发射 可用三氟乙酸（TFA）淬灭。