N-(quinolin-8-yl)-2-(quinolin-8-yloxy)acetamide | 939969-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(quinolin-8-yl)-2-(quinolin-8-yloxy)acetamide
• 英文别名: N-quinolin-8-yl-2-quinolin-8-yloxyacetamide
• CAS: 939969-25-2
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: BMYMCMQNVOLMRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(quinolin-8-yl)-2-(quinolin-8-yloxy)acetamide 、 富马酸 以 甲醇 、 水 为溶剂， 以71%的产率得到
  参考文献：
  名称：

  Interactions of amino acids, carboxylic acids, and mineral acids with different quinoline derivatives

  摘要：

  A series of quinoline containing receptors having amide and ester bonds are synthesized and characterised. The relative binding abilities of these receptors with various amino acids, carboxylic acids and mineral acids are determined by monitoring the changes in fluorescence intensity. Among the receptors bis(2-(quinolin-8-yloxy)ethyl) isophthalate shows fluorescence enhancement on addition of amino acids whereas the other receptors shows fluorescence quenching on addition of amino acids. The receptor N-(quinolin-8-yl)-2-(quinolin-8-yloxy) propanamide has higher binding affinity for amino acids. However, the receptor N-(quinolin-8-yl)-2-(quinolin-8-yloxy)acetamide having similar structure do not bind to amino acids. This is attributed to the concave structure of the former which is favoured due to the presence of methyl substituent. The receptor bis(2-(quinolin-8-yloxy)ethyl) isophthalate do not bind to hydroxy carboxylic acids, but is a good receptor for dicarboxylic acids. The crystal structure of bromide and perchlorate salts of receptor 2-bromo-N-(quinolin-8-yl)-propanamide are determined. In both the cases the amide groups are not in the plane of quinoline ring. The structure of N-(quinolin-8-yl)-2-(quinolin-8-yloxy)acetamide, N-(2-methoxyphenethyl)-2-(quinolin-8-yloxy)acetamide and their salts with maleic acid as well as fumaric acid are determined. It is observed that the solid state structures are governed by the double bond geometry of these two acid. Maleic acid forms salt in both the cases, whereas fumaric acid forms either salt or co-crystals. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.01.040
• 作为产物：
  描述：

  8-羟基喹啉 、 N1-(8-喹啉基)-2-氯乙酰胺 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以86.7%的产率得到N-(quinolin-8-yl)-2-(quinolin-8-yloxy)acetamide
  参考文献：
  名称：

  基于喹啉平台的锌离子镉高选择性荧光传感器

  摘要：

  合成了基于8-氨基喹啉和8-羟基喹啉平台的荧光传感器N-（喹啉-8-基）-2-（喹啉-8-基氧基）乙酰胺（HL）。该传感器显示出对乙醇中Cd 2+的高选择性和灵敏的荧光增强。此外，传感器HL可以通过两种不同的传感机制（Cd 2+的光感应电子转移； Zn 2+的内部电荷转移）区分Cd 2+和Zn 2+。复杂的Cd 2+ / HL或Zn 2+ / L –的组成 基于荧光/吸收滴定法，已经发现其为1：1，并且通过X射线晶体学进一步证实。

  DOI：

  10.1021/ic300661c

文献信息

• The nature of binding of quinolate complex on the surface of ZnS quantum dots
  作者：Shilaj Roy、Satyapriya Bhandari、Mihir Manna、Suranjan De、Arun Chattopadhyay

  DOI：10.1039/c8cp06235h

  日期：——

  (HQ) reacted with presynthesized ZnS quantum dots (Qdots) to form surface zinc quinolinate complexes having a preferred stoichiometry of 1 : 2 (surface Zn2+ : HQ). Importantly, the higher solubility in polar solvents and high desorption coefficient (following Langmuir binding isotherm) of HQ-treated ZnS Qdot in DMSO solvent compared with those in methanol clearly indicated the favorable Z-type binding

  我们报道当8-羟基喹啉（HQ）与预先合成的ZnS量子点（Qdots）反应形成具有优选化学计量比为1：2（表面Zn 2 +  ：总部）。重要的是，与在甲醇中相比，HQ处理的ZnS Qdot在DMSO溶剂中在极性溶剂中的溶解度更高，并且解吸系数高（遵循Langmuir吸附等温线），这清楚地表明了HQ有利的Z型结合，从而形成了表面八面体ZnQ 2复杂。此外，特征峰在1解吸的物质的H核磁共振（NMR）光谱和表面配合物的配体密度计算（由于HQ和ZnS Qdot之间的反应而形成）支持了八面体ZnQ 2配合物的形成。有趣的是，悬空硫化物的存在和ZnS Qdots表面上ZnQ 2配合物平面度的损失（进而获得结构刚度）可能是HQ与Z型结合的原因。与游离的ZnQ 2相比，特异性结合可能是表面ZnQ 2配合物具有优异的光学性能和热稳定性的原因如此复杂。可以认为该结果对于理解Qdots表面无机配合物的配位化学及其应用潜力很重要。