3-((bis(pyridin-2-ylmethyl)amino)methyl)-4-hydroxybenzaldehyde | 1355963-63-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-((bis(pyridin-2-ylmethyl)amino)methyl)-4-hydroxybenzaldehyde
• 英文别名: 3-[[Bis(pyridin-2-ylmethyl)amino]methyl]-4-hydroxybenzaldehyde
• CAS: 1355963-63-1
• 化学式: C₂₀H₁₉N₃O₂
• 分子量: 333.39
• InChiKey: VRUSJTIZDZUKDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  66.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  copper perchlorate hexahydrate 、 3-((bis(pyridin-2-ylmethyl)amino)methyl)-4-hydroxybenzaldehyde 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以67%的产率得到
  参考文献：
  名称：

  碳纳米管负载的铜酚盐配合物中氧还原反应的取代作用

  摘要：

  将未保护的单核pyr修饰的（双吡啶基氨基甲基）甲基苯酚铜配合物固定在多壁碳纳米管（MWCNT）电极上，并在表面形成双核双（μ-酚基）配合物。与可逆氢电极相比，这些配合物具有12.7 mA cm -2的高氧还原反应活性和0.78 V的起始电势。与具有较大基团的单核复合物相比，这些复合物具有更高的活性，这是由于在MWCNT上有利于早期形成双核催化物质而引起的。

  DOI：

  10.1021/acs.inorgchem.1c00157
• 作为产物：
  描述：

  3-(chloromethyl)-4-hydroxybenzaldehyde 、 二甲基吡啶胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以48%的产率得到3-((bis(pyridin-2-ylmethyl)amino)methyl)-4-hydroxybenzaldehyde
  参考文献：
  名称：

  A bezoimidazole-based highly selective and low-background fluorescent sensor for Zn2+

  摘要：

  In this article, a new benzoimidazole based Zn2+ fluorescence sensor DABI has been prepared. The sensor displays a rapid and a linear response to Zn2+ with a red-shifted 100-fold turn-on signal from the dark background. The presence of other metal ions especially Cd2+ does not interfere with its Zn2+ response. Molecular modeling study suggests that the Zn2+-induced red shift of emission and fluorescence turn-on of DABI could be correlated to the coplanation of two aryl planes of 2-aryl substituted benzoimidazole. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2011.10.018

文献信息

• 一种丙二腈佛尔酮类锌离子荧光探针及其制备方法和应用
  申请人：长江师范学院

  公开号：CN111018773A

  公开（公告）日：2020-04-17

  本发明公开了一种丙二腈佛尔酮类锌离子荧光探针及其制备方法和应用，属于分析检测技术领域，其化学结构式如下：本发明通过锌离子与二吡啶分子选择性螯合作用，在20秒内可快速实现对极微量锌离子的选择性识别。本发明制备的荧光探针具有良好的光学特性，可高选择性识别锌离子，且该荧光探针具有大的Stokes位移，较长的荧光发射波长，灵敏度高，选择性好等特点，其合成路线简单，产率高，产品易于分离，纯度高。此探针原料简单易得，成本低，易工业化生产，在环境监测和生物体系统中具有良好的应用前景。
• Selective recognition of Zn(II) ions in live cells based on chelation enhanced near-infrared fluorescent probe
  作者：Yibin Zhang、Binfang Yuan、Dongge Ma

  DOI：10.1016/j.ica.2020.119640

  日期：2020.8

  A near-infrared fluorescent (NIR) probe NR-Zn, which consists of a dicyanoisophorone derivative and an Zn(II) ion recongnitive dipicolylamine moiety, was synthesized and applied to detect Zn(II) ions concentration change in living cell. This NR-Zn probe exhibits a strong turn-on fluorescence response toward Zn(II) ions when excited at 545 nm and has other advantages, such as rapid response (< 20 s), large Stokes shift (131 nm), low cytotoxicity and good photostability. Moreover, it has been succesfully applied to monitor Zn(II) ions in Hela cells.
• A DCM-based NIR sensor for selective and sensitive detection of Zn2+ in living cells
  作者：Nadeem Ahmed、Wajeeha Zareen、Di Zhang、Xiaopeng Yang、Yong Ye

  DOI：10.1016/j.saa.2020.118758

  日期：2020.12

  Zinc ion is the 2nd abundant transition metal element in human's body. It is responsible for many physiological and biological functioning in the body, such as growth of people, immunity, endocrine, etc. The deficiency of zinc could result in an increasing risk for growth retardation, neurological disorder and infectious disease. Thus, developing a nondestructive method for detecting Zn2+ in living systems is important. Here we reported a 2-(2-methyl-4H-ylidene)- malononitrile (DCM)-based NIR probe DF-Zn for selective and sensitive detection of Zn2+. The probe DF-Zn is cell-permeable and stable at broad pH range. DF-Zn showed a fast response to Zn2+, big stock's shift, and "nude-eye" recognition for Zn2+. Moreover, the selective binding of probe DF-Zn to Zn2+ was reversible. With the addition of EDTA in buffer solution, reversible response of probe to Zn2+ could be observed in MCF-7 cells imaging. (C) 2020 Elsevier B.V. All rights reserved.
• Development of a novel near-infrared fluorescent probe for selective detection of zinc ions in environmental and food samples
  作者：Yibin Zhang、Boling Wang、Xiaoqian Rong、Jie liu、Xianyu Qiu、Lin Sun、Yueting Cheng

  DOI：10.1016/j.tetlet.2023.154713

  日期：2023.10