N,N-dimethyl-N'-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)-1,2-ethanediamine | 210485-54-4

• 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,N-dimethyl-N'-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)-1,2-ethanediamine
• 英文别名: 4-(N,N-dimethylethylenediamino)-7-nitrobenz-2-oxa-1,3-diazole；4-(N,N-dimethylethylenediamino)-7-nitro-2,1,3-benzoxadiazole；1,2-Ethanediamine, N,N-dimethyl-N'-(7-nitro-2,1,3-benzoxadiazol-4-yl)-；N',N'-dimethyl-N-(4-nitro-2,1,3-benzoxadiazol-7-yl)ethane-1,2-diamine
• CAS: 210485-54-4
• 化学式: C₁₀H₁₃N₅O₃
• mdl: MFCD05706244
• 分子量: 251.245
• InChiKey: VIMKBZLLFHCXBU-UHFFFAOYSA-N

物化性质

• 沸点：
  428.3±55.0 °C(Predicted)
• 密度：
  1.389±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-N'-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)-1,2-ethanediamine 、 碘甲烷 以 丙酮 为溶剂， 反应 68.0h， 以93%的产率得到NBD-TMA Iodide Salt
  参考文献：
  名称：

  杯芳烃介导的胆碱结合物的液膜转运

  摘要：

  一系列超分子杯芳烃在连接到受体互补胆碱柄上时，可以通过液膜有效地运输不同的分子种类。杯-[6] 芳烃六羧酸在针对 pH 梯度传输不同的目标分子方面非常有效。羧酸和膦酸官能化杯[4] 芳烃均可影响转运，而无需 pH 或离子梯度。核磁共振结合研究、两相溶剂萃取和三相传输实验揭示了影响附着在胆碱“手柄”上的分子传输的必要和微妙的参数。另一方面，具有相似客体识别特征的 rescorin[4] 芳烃空腔不运输客体分子。

  DOI：

  10.1002/ejoc.201400025
• 作为产物：
  描述：

  N,N-二甲基乙二胺 、 4-氯-7-硝基苯并-2-氧杂-1,3-二唑 以 乙酸乙酯 为溶剂， 反应 4.0h， 以48%的产率得到N,N-dimethyl-N'-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)-1,2-ethanediamine
  参考文献：
  名称：

  室温离子液体中供体-受体-受体系统中分子内电子转移反应的研究

  摘要：

  通过在两种室温离子液体中使用两种基于硝基苯并恶二唑的柔性供体-间隔子-受体（DSA）衍生物，研究了离子液体在分子内光致电子转移（PET）动力学中的作用。在DSA系统中，二甲基氨基充当供体，烷基充当间隔单元，硝基苯并二唑作为受体单元。在常规有机溶剂乙腈中也比较了结果。有目的地选择了两种不同的灵活DSA系统，以消除传输现象对电子转移过程的影响。已经通过稳态和时间分辨荧光测量研究了电子转移过程。通过时间分辨的荧光测量来跟踪反应动力学，并使用二态模型进行分析。已经观察到，有关介质的溶剂化动力学在控制PET过程的速率中起重要作用。结果表明，与乙腈相比，RTILs中的PET速率受阻。认为RTIL中的溶剂化速度慢是造成离子液体中PET加工速度缓慢的原因。

  DOI：

  10.1016/j.molliq.2015.11.027

文献信息

• A fluorescently labelled quaternary ammonium compound (NBD-DDA) to study resistance mechanisms in bacteria
  作者：Niclas Nordholt、Kate O'Hara、Ute Resch-Genger、Mark A. T. Blaskovich、Bastian Rühle、Frank Schreiber

  DOI：10.3389/fmicb.2022.1023326

  日期：——

  comparable to that of benzalkonium chloride (BAC), a widely used QAC, and benzyl-dimethyl-dodecylammonium chloride (BAC12), a mono-constituent BAC with alkyl-chain length of 12 and high structural similarity to NBD-DDA. Characteristic time-kill kinetics and increased tolerance of a BAC tolerant E. coli strain against NBD-DDA suggest that the mode of action of NBD-DDA is similar to that of BAC. As revealed by

  季铵化合物 (QAC) 广泛用作消毒剂、防腐剂和防腐剂中的活性剂。尽管自 1940 年代以来一直在使用，但关于它们的详细作用方式和机制（包括表型异质性）仍然存在多个悬而未决的问题，这可以使细菌对 QAC 的敏感性降低。为了促进对 QAC 耐药机制的研究，我们合成了一种荧光季铵化合物，即否-十二烷基-否,否-二甲基-[2-[(4-硝基-2,1,3-苯并恶二唑-7-基)氨基]乙基]碘化氮 (NBD-DDA)。NBD-DDA 很容易通过流式细胞术和荧光显微镜使用标准 GFP/FITC 设置进行检测，使其适用于分子和单细胞研究。作为概念验证，NBD-DDA 随后用于研究在单个细菌细胞之间可能存在异质性的耐药机制。我们的结果表明 NBD-DDA 对大肠杆菌,金黄色葡萄球菌和铜绿假单胞菌与广泛使用的 QAC 苯扎氯铵 (BAC) 和苄基二甲基十二烷基氯化铵 (BAC) 相当12)，一种单组分 BAC，烷基链长度为
• 一种基于NBD荧光团的潜指纹检测用荧光染料探针及其制备方法和应用
  申请人：上海师范大学

  公开号：CN115160253A

  公开（公告）日：2022-10-11

  本发明涉及一种基于NBD荧光团的潜指纹检测用荧光染料探针及其制备方法和应用。该基于NBD荧光团的潜指纹检测用荧光染料探针的核心化学结构式如式I所示： 该探针是以亲脂性荧光团NBD为骨架，引入R1基团合成了一种有ICT特性的水溶性荧光探针。该荧光染料探针分子，可以选择性染色潜指纹中的潜指纹，再借助便携式的各种波段光源激发和单反相机，可以将各类物体表面的潜指纹通过染色之后用不同发射波段的光激发的方法显现出来，得到高清晰度的潜指纹荧光图像。与现有技术相比，该荧光探针在水中有较好的溶解性且具有最小的细胞毒性，对市场来说来说是环境友好的。水溶性荧光显像剂可用于批量生产，便于快速、大面积喷涂显现潜在指纹。
• Colorimetric Molecularly Imprinted Polymer Sensor Array using Dye Displacement
  作者：Nathaniel T. Greene、Ken D. Shimizu

  DOI：10.1021/ja0468022

  日期：2005.4.1

  A colorimetric sensor array composed of seven molecularly imprinted polymers was shown to accurately identify seven different aromatic amines. The response patterns were systematically classified using linear discriminant analysis with 94% classification accuracy. Analyses of the response patterns of the analytes to the imprinted polymer array suggest that the different selectivity patterns, although subtle, appear to arise from the imprinting process. The molecular imprinting process enabled the rapid preparation of the polymers in the array from ethylene glycol dimethacrylate and methacrylic acid (80:20) in the presence of six different template molecules plus a blank nonimprinted polymer. The response of the imprinted polymer array was coupled to a colorimetric response, using a dye displacement strategy. A benzofurazan dye was selected and shown to give an accurate measure of the binding properties of the imprinted polymer array to all seven analytes. The colorimetric response also enabled the inclusion of analytes that are not spectroscopically active and were not among the original analytes that were used as template molecules. This broadens the potential utility of the imprinted polymer sensor array strategy to a wider range of analytes and applications.
• How important is the quenching influence of the transition metal ions in the design of fluorescent PET sensors?
  作者：B. Ramachandram、A. Samanta

  DOI：10.1016/s0009-2614(98)00454-0

  日期：1998.6

  The fluorescence response of a nitrobenzoxadiazole fluorophore, attached to an amine receptor through a spacer unit, in the presence of a strongly quenching metal ion Cr3+ is reported, It is shown that the supramolecular system exhibits considerable enhancement of fluorescence in the presence of the metal ion, despite the quenching nature of the metal ion. This observation is rationalised in terms of the excited state lifetime of the fluorophore and the possible implication of this result in the design of fluorosensors for the quenching transition metal ions is discussed. (C) 1998 Elsevier Science B.V. All rights reserved.
• Transition Metal Ion Induced Fluorescence Enhancement of 4-(<i>N</i>,<i>N</i>-Dimethylethylenediamino)-7-nitrobenz-2-oxa-1,3-diazole
  作者：B. Ramachandram、A. Samanta

  DOI：10.1021/jp983106d

  日期：1998.12.1

  The photophysical properties of a structurally simple fluorophore-spacer-receptor supramolecular system involving nitrobenzoxadiazole (NBD) fluorophore, NEA, and its fluorescence response toward the quenching transition metal ions are reported. It is shown that efficient through-space intramolecular photoinduced electron transfer (PET) between the NBD fluorophore and the amino group, used here as a receptor for metal ions and protons, is responsible for extremely low fluorescence quantum yield and lifetime of NEA compared to the system NAM which contains the same fluorophore but does not possess the receptor moiety. The interaction between the NBD moiety and the metal ions in the ground and excited state is evident from the metal ion induced changes in the absorption spectra and fluorescence quenching of NAM. It is shown that despite a strong interaction between the NBD fluorophore and the quenching metal ions, NEA exhibits considerable enhancement of fluorescence rather than quenching in the presence of the transition metal ions. The results show that for an efficiently PET-quenched supramolecular system, the quenching influence of the transition metal ions is not important at moderate concentrations of the ions. This implies that efficient and structurally simple fluorosensors for the quenching metal ions can simply be developed by maximizing PET in the supramolecular systems without paying much attention to the quenching influence of the ions.