N-(3'-morpholinopropyl)-N-(7-nitrobenzo-2-oxa-1,3-diazol-4-yl)amine | 817162-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: N-(3'-morpholinopropyl)-N-(7-nitrobenzo-2-oxa-1,3-diazol-4-yl)amine
• 英文别名: 2,1,3-Benzoxadiazol-4-amine, N-[3-(4-morpholinyl)propyl]-7-nitro-；N-(3-morpholin-4-ylpropyl)-4-nitro-2,1,3-benzoxadiazol-7-amine
• CAS: 817162-90-6
• 化学式: C₁₃H₁₇N₅O₄
• 分子量: 307.309
• InChiKey: AHEMIUVVYXNQKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-(3-氨丙基)吗啉 、 4-氯-7-硝基苯并-2-氧杂-1,3-二唑 以 乙醇 为溶剂， 反应 25.0h， 以68%的产率得到N-(3'-morpholinopropyl)-N-(7-nitrobenzo-2-oxa-1,3-diazol-4-yl)amine
  参考文献：
  名称：

  Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection

  摘要：

  Two leading designs of fluorescent sensors are combined to yield the novel hybrid system of the 'Fluorophore-Receptor(1)-Spacer-Receptor(2)' format. We use 4-(dialkylaminoalkylamino)-7-nitrobenzo-2-oxa- 1,3-diazoles as examples. The emission from internal charge transfer excited states in the present instances are highly responsive to N-H deprotonation as well as being quenched by intramolecular tertiary amine groups via photoinduced electron transfer (PET). When applied to pH sensing, this leads in favourable cases to two steps in the fluorescence-pH profile which can be viewed as a multi-stable photoionic device, even though single steps are more usual. The former situation is favoured when the two proton-associated equilibria are sufficiently separated on the pH scale and when the PET process is of moderate efficiency. These systems have the added feature of excitation/emission wavelengths in the visible region. As a secondary theme, we point out that caution is required when designing sensors for transition metal ions from systems with intrinsically proton-sensitive fluorescence due to receptors either integrated with or spaced from the fluorophore. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.057

文献信息

• Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection
  作者：John F. Callan、A. Prasanna de Silva、Joanne Ferguson、Allen J.M. Huxley、Aoife M. O'Brien

  DOI：10.1016/j.tet.2004.08.057

  日期：2004.11

  Two leading designs of fluorescent sensors are combined to yield the novel hybrid system of the 'Fluorophore-Receptor(1)-Spacer-Receptor(2)' format. We use 4-(dialkylaminoalkylamino)-7-nitrobenzo-2-oxa- 1,3-diazoles as examples. The emission from internal charge transfer excited states in the present instances are highly responsive to N-H deprotonation as well as being quenched by intramolecular tertiary amine groups via photoinduced electron transfer (PET). When applied to pH sensing, this leads in favourable cases to two steps in the fluorescence-pH profile which can be viewed as a multi-stable photoionic device, even though single steps are more usual. The former situation is favoured when the two proton-associated equilibria are sufficiently separated on the pH scale and when the PET process is of moderate efficiency. These systems have the added feature of excitation/emission wavelengths in the visible region. As a secondary theme, we point out that caution is required when designing sensors for transition metal ions from systems with intrinsically proton-sensitive fluorescence due to receptors either integrated with or spaced from the fluorophore. (C) 2004 Elsevier Ltd. All rights reserved.