2-(2-(benzo[d]thiazol-2-yl)quinolin-8-yloxy)-N,N-diethyl acetamide | 908356-87-6

• 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: 2-(2-(benzo[d]thiazol-2-yl)quinolin-8-yloxy)-N,N-diethyl acetamide
• 英文别名: 2-(2-(benzo[d]thiazol-2-yl)quinoline-8-yloxy)-N,N-diethylacetamide；2-[2-(1,3-benzothiazol-2-yl)quinolin-8-yl]oxy-N,N-diethylacetamide
• CAS: 908356-87-6
• 化学式: C₂₂H₂₁N₃O₂S
• 分子量: 391.494
• InChiKey: LTTDVBWSJCOXCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  83.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-(benzo[d]thiazol-2-yl)quinolin-8-yloxy)-N,N-diethyl acetamide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 36.0h， 以62%的产率得到2-(2-(benzo[d]thiazol-2-yl)quinolin-8-yloxy)-N,N-diethylethanethioamide
  参考文献：
  名称：

  Fluorogenic Hg²⁺-Selective Chemodosimeter Derived from 8-Hydroxyquinoline

  摘要：

  A new thioamide derivative of 8-hydroxyquinoline-benzothiazole was prepared, and its fluorogenic chemodosimetric behaviors toward transitionmetal ions were investigated. The thioamide derivative showed highly Hg2+-selective fluorescence enhancing properties (167-fold) in 30% aqueous acetonitrile solution. The selective and sensitive signaling behaviors were found to originate from the Hg2+ ion induced transformation of the very weak fluorescent thioamide derivative into a highly fluorescent amide analogue.

  DOI：

  10.1021/ol060788b
• 作为产物：
  描述：

  8-羟基喹啉-2-羧酸 在 potassium carbonate 、 potassium iodide 、 三氯化磷 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 76.0h， 生成 2-(2-(benzo[d]thiazol-2-yl)quinolin-8-yloxy)-N,N-diethyl acetamide
  参考文献：
  名称：

  Fluorogenic Hg²⁺-Selective Chemodosimeter Derived from 8-Hydroxyquinoline

  摘要：

  A new thioamide derivative of 8-hydroxyquinoline-benzothiazole was prepared, and its fluorogenic chemodosimetric behaviors toward transitionmetal ions were investigated. The thioamide derivative showed highly Hg2+-selective fluorescence enhancing properties (167-fold) in 30% aqueous acetonitrile solution. The selective and sensitive signaling behaviors were found to originate from the Hg2+ ion induced transformation of the very weak fluorescent thioamide derivative into a highly fluorescent amide analogue.

  DOI：

  10.1021/ol060788b

文献信息

• NOVEL 8-HYDROXYQUINOLINE ACETAMIDE COMPOUND, 8-HYDROXY QUINOLINE THIOAMIDE COMPOUND AND USE THEREOF
  申请人：CHANG Suk Kyu

  公开号：US20080044913A1

  公开（公告）日：2008-02-21

  Disclosed are a novel 8-hydroxyquinoline acetamide compound, an 8-hydroxyquinoline thioamide and use thereof. More specifically, disclosed are a novel 8-hydroxyquinoline thioamide compound suitable for use as a selective chemodosimeter that shows considerably high detection sensitivity to mercury ions, an 8-hydroxyquinoline acetamide compound as an intermediate thereof, preparation thereof, and a chemodosimeter for mercury ion-selective detection, the chemodosimeter comprising the 8-hydroxyquinoline thioamide compound. The compounds as disclosed herein exhibit considerably effective fluorescence specificity of an off-on type, detect a micromole of mercury ions from chemical and biological aqueous systems, and allow 100% desulfurization within 5 minutes, thus being considerably useful in the chemical industry.

  本文披露了一种新型的8-羟基喹啉乙酰胺化合物、一种8-羟基喹啉硫代酰胺及其用途。更具体地，披露了一种新型的8-羟基喹啉硫代酰胺化合物，适用于作为选择性化学传感器，对汞离子具有相当高的检测灵敏度，以及作为其中间体的8-羟基喹啉乙酰胺化合物、其制备方法，并且一种用于汞离子选择性检测的化学传感器，该化学传感器包括8-羟基喹啉硫代酰胺化合物。本文披露的化合物表现出相当有效的荧光特异性，可检测化学和生物水系中的微摩尔汞离子，并在5分钟内实现100%的脱硫，因此在化工行业中具有相当大的用途。
• US8058074B2
  申请人：——

  公开号：US8058074B2

  公开（公告）日：2011-11-15
• US8377698B2
  申请人：——

  公开号：US8377698B2

  公开（公告）日：2013-02-19
• Fluorogenic Hg²⁺-Selective Chemodosimeter Derived from 8-Hydroxyquinoline
  作者：Ki Cheol Song、Jun Soo Kim、Sang Mi Park、Kee-Choo Chung、Sangdoo Ahn、Suk-Kyu Chang

  DOI：10.1021/ol060788b

  日期：2006.8.1

  A new thioamide derivative of 8-hydroxyquinoline-benzothiazole was prepared, and its fluorogenic chemodosimetric behaviors toward transitionmetal ions were investigated. The thioamide derivative showed highly Hg2+-selective fluorescence enhancing properties (167-fold) in 30% aqueous acetonitrile solution. The selective and sensitive signaling behaviors were found to originate from the Hg2+ ion induced transformation of the very weak fluorescent thioamide derivative into a highly fluorescent amide analogue.