N-甲基-N-(2-吡啶基甲基)-1,2-乙二胺 | 766545-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: N-甲基-N-(2-吡啶基甲基)-1,2-乙二胺
• 英文名称: N-methyl-N-(2-picolyl)ethylenediamine
• 英文别名: N1-Methyl-N1-(pyridin-2-ylmethyl)ethane-1,2-diamine；N'-methyl-N'-(pyridin-2-ylmethyl)ethane-1,2-diamine
• CAS: 766545-06-6
• 化学式: C₉H₁₅N₃
• 分子量: 165.238
• InChiKey: MVIFBKMWFCUKKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[2-[6-(2-methoxyethoxy)-1,3-dioxobenzo[de]isoquinolin-2-yl]ethyl]imidazole-1-carbothioamide 、 N-甲基-N-(2-吡啶基甲基)-1,2-乙二胺 以 乙腈 为溶剂， 反应 2.0h， 以36%的产率得到4-(2-methoxyethoxy)-N-((ethyl-1-(2-methyl(2-picolyl)amino)-ethyl)thiourea)naphthalimide
  参考文献：
  名称：

  Thiourea-Based Fluorescent Chemosensors for Aqueous Metal Ion Detection and Cellular Imaging

  摘要：

  We describe three significant advances in the use of thioureas as reporting elements for metal-responsive fluorescent chemosensors. First, on the basis of the crystal structure of a chemosensor analogue, we provide a deeper understanding of the details of the thiourea coordination environment. Second, we describe a new generation of chemosensors with higher affinities for Zn2+ and Cd2+ than were observed for earlier probes, expanding the scope of this type of probe beyond Hg2+ detection. Third, we show that a thiourea-based chemosensor can be employed for fluorescence microscopy imaging of Hg2+ ion concentrations in living mammalian cells.

  DOI：

  10.1021/jo500710g
• 作为产物：
  描述：

  tert-butyl (2-((pyridin-2-ylmethyl)amino)ethyl)carbamate 在 sodium carbonate 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 74.0h， 生成 N-甲基-N-(2-吡啶基甲基)-1,2-乙二胺
  参考文献：
  名称：

  Thiourea-Based Fluorescent Chemosensors for Aqueous Metal Ion Detection and Cellular Imaging

  摘要：

  We describe three significant advances in the use of thioureas as reporting elements for metal-responsive fluorescent chemosensors. First, on the basis of the crystal structure of a chemosensor analogue, we provide a deeper understanding of the details of the thiourea coordination environment. Second, we describe a new generation of chemosensors with higher affinities for Zn2+ and Cd2+ than were observed for earlier probes, expanding the scope of this type of probe beyond Hg2+ detection. Third, we show that a thiourea-based chemosensor can be employed for fluorescence microscopy imaging of Hg2+ ion concentrations in living mammalian cells.

  DOI：

  10.1021/jo500710g

文献信息

• Thiourea-Based Fluorescent Chemosensors for Aqueous Metal Ion Detection and Cellular Imaging
  作者：Mireille Vonlanthen、Colleen M. Connelly、Alexander Deiters、Anthony Linden、Nathaniel S. Finney

  DOI：10.1021/jo500710g

  日期：2014.7.3

  We describe three significant advances in the use of thioureas as reporting elements for metal-responsive fluorescent chemosensors. First, on the basis of the crystal structure of a chemosensor analogue, we provide a deeper understanding of the details of the thiourea coordination environment. Second, we describe a new generation of chemosensors with higher affinities for Zn2+ and Cd2+ than were observed for earlier probes, expanding the scope of this type of probe beyond Hg2+ detection. Third, we show that a thiourea-based chemosensor can be employed for fluorescence microscopy imaging of Hg2+ ion concentrations in living mammalian cells.