Nile blue | 7385-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: Nile blue
• 英文别名: Nile blue base；N,N-Diethyl-5-imino-5H-benzo[a]phenoxazin-9-amine；N,N-diethyl-5-iminobenzo[a]phenoxazin-9-amine
• CAS: 7385-68-4
• 化学式: C₂₀H₁₉N₃O
• mdl: MFCD02064802
• 分子量: 317.39
• InChiKey: YQSIDWSTCJNDPD-UHFFFAOYSA-N

物化性质

• 沸点：
  487.9±45.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  48.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Nile blue 在 4-氯丁酰氯 作用下， 以 二氯甲烷 为溶剂， 以33.3%的产率得到4-chloro-N-(9-(diethylamino)-5H-benzo[a]phenoxazine-5-ylidene)butanamide
  参考文献：
  名称：

  Carborane-based derivatives of delocalised lipophilic cations for boron neutron capture therapy: synthesis and preliminary in vitro evaluation

  摘要：

  旨在开发和有效递送用于癌症中子捕获疗法的高硼化抗肿瘤药物，合成并表征了尼罗蓝的近碳硼基衍生物以及地喹铵盐、罗丹明-123和四苯基鏻，并结合了硝基碳硼烷抗衡离子。对人类细胞系的初步体外评估表明，这些药物倾向于靶向肿瘤细胞，并输送治疗相关量的硼。

  DOI：

  10.1039/b806197a
• 作为产物：
  描述：

  nile blue 在 四丁基氢氧化铵 作用下， 以 甲醇 为溶剂， 生成 Nile blue
  参考文献：
  名称：

  NMR analysis of Nile Blue (C. I. Basic Blue 12) and Thionine (C. I. 52000) in solution

  摘要：

  The dyes Nile Blue (C I Basic Blue 12) and Thionine (C I 52000) were examined in both ionic and neutral forms in different solvents using NMR and UV-visible spectroscopy to firmly establish the structures of the molecules and to assess the nature and extent of their aggregation H-1 and C-13 NMR assignments and chemical shift data were used together with nuclear Overhauser effect information to propose a self-assembly structure These data were supplemented with variable temperature dilution and diffusion-based experimental results using H-1 NMR spectroscopy thereby enabling extended aggregate structures to be assessed in terms of the relative strength of self-association and the extent to which extended aggregates could form (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.dyepig.2010.07.014

文献信息

• On the Amination of Tetraazafulvalenes
  作者：Christian Käpplinger、Rainer Beckert

  DOI：10.1055/s-2001-15153

  日期：——

  The palladium catalyzed amination of tetraazafulvalenes is described. Starting from either the tetraalkylated compounds 7 or their vinylogous derivatives 8, substitution of the aryl bromide by different amines was realized. The synthesis of compounds which possess four primary amino groups as well as four hydrazino residues by employing a one-pot, two-step method is also described. Bichromophores are accessible as demonstrated by the introduction of the phenoxazine system into tetraazafulvalenes.

  本文介绍了钯催化四氮杂戊烯的胺化反应。从四烷基化化合物 7 或其乙烯基衍生物 8 开始，实现了不同胺对芳基溴的取代。此外，还介绍了采用一锅两步法合成具有四个伯氨基和四个肼残基的化合物。通过在四氮杂环戊烯中引入吩嗪系统，可以获得双溴化合物。
• Proton transfer and supramolecular complex formation between Nile Blue and tetraundecylcalix[4]resorcinarene—a fluorescence spectroscopic study
  作者：Miklós Kubinyi、János Brátán、András Grofcsik、László Biczók、Benedek Poór、István Bitter、Alajos Grün、Botond Bogáti、Klára Tóth

  DOI：10.1039/b202637f

  日期：——

  The interactions between a calixarene host comprising dissociable protons, and an organic dye guest existing in a neutral base and in a protonated form, have been studied on model systems obtained by dissolving Nile Blue base (1) and tetraundecylcalix[4]resorcinarene (2) in two apolar solvents, dichloromethane and toluene. Steady state absorption and fluorescence spectroscopy and fluorescence lifetime measurements were applied as experimental methods. It has been established that the equilibrium composition of these systems is controlled predominantly by three reactions: (1) formation of the weakly bound complex 1·2; (2) simultaneous formation of the tightly bound ionic species with zero net charge 1+·2− (1+ = protonated form of 1, 2− = monophenolate form of 2); (3) protonation of the latter product in a subsequent step yielding 1+·2. The equilibrium constants for these reactions have been determined from the absorption spectra by an iterative procedure. The high value of the equilibrium constant for reaction (2) in toluene (9.8 × 106) is in accordance with the strongly solvatophobic nature of cation 1+ in this solvent. The fluorescence lifetime of neutral base 1 increases whereas that of its protonated form, 1+, markedly decreases upon complexation. These effects have been interpreted in terms of intra- and intermolecular decay channels.

  通过将尼罗蓝碱（1）和四十一烷基钙[4]间苯二酚（2）溶解在二氯甲烷和甲苯这两种极性溶剂中得到的模型系统，研究了包含可解离质子的钙[4]间苯二酚宿主与以中性碱和质子化形式存在的有机染料客体之间的相互作用。实验采用了稳态吸收光谱、荧光光谱和荧光寿命测量法。实验证明，这些体系的平衡组成主要由三个反应控制：(1) 形成弱结合复合物 1Â-2；(2) 同时形成净电荷为零的紧密结合离子物种 1+Â-2â（1+ = 1 的质子化形式，2â = 2 的单酚形式）；(3) 后者在后续步骤中质子化，生成 1+Â-2。这些反应的平衡常数是通过迭代程序从吸收光谱中确定的。反应 (2) 在甲苯中的平衡常数值很高（9.8 Ã 106），这与阳离子 1+ 在该溶剂中的强疏溶性是一致的。中性碱 1 的荧光寿命增加，而其质子化形式 1+ 的荧光寿命在络合后明显减少。这些效应被解释为分子内和分子间的衰变通道。
• Dye-assisted laser desorption ionization (DALDI)
  申请人：Centre National de la Recherche Scientifique (CNRS)

  公开号：EP2325649A1

  公开（公告）日：2011-05-25

  The present invention is related to dye assisted laser desorption ionisation mass spectrometry imaging (DALDI). This technology is particularly suitable for the detection and localisation of analytes such as lipids on biological tissue sections.

  本发明涉及染料辅助激光解吸电离质谱成像技术（DALDI）。该技术特别适用于生物组织切片上脂质等分析物的检测和定位。
• Methods for treating cryptosporidiosis using triazolopyridazines
  申请人：University of Vermont and State Agricultural College

  公开号：US10363254B2

  公开（公告）日：2019-07-30

  Methods for treating or prophylaxis of a Cryptosporidium infection using compositions comprising a structure disclosed herein. Also provided are pharmaceutical compositions and kits for alleviating the symptoms of, for treating, or for preventing the occurrence of Cryptosporidium infection. The kits comprise one or more compounds having a structure disclosed herein, such as in an oral composition, and instructions for use, storage, and the like.

  使用包含本文公开的结构的组合物治疗或预防隐孢子虫感染的方法。还提供了用于缓解隐孢子虫感染症状、治疗或预防隐孢子虫感染发生的药物组合物和试剂盒。这些试剂盒包括一种或多种具有本文所公开结构的化合物，如口服组合物，以及使用、储存等说明。
• Rare molecule detection
  申请人：SIEMENS HEALTHCARE DIAGNOSTICS INC.

  公开号：US10809264B2

  公开（公告）日：2020-10-20

  A concentrated sample having enhanced concentration of the one or more different populations of target rare molecules is incubated with, for each different population of target rare molecules, a particulate or non-particulate affinity agent that comprises a specific binding partner that is specific for and binds to a target rare molecule. The affinity agent comprises a mass spectrometry (MS) label precursor or a first alteration agent, which either facilitates the formation of an MS label from the MS label precursor or releases an entity that comprises the MS label precursor from the affinity agent. The MS label corresponds to one of the populations of target rare molecules. A second alteration agent is employed if the first alteration agent does not facilitate the formation of an MS label from the MS label precursor. MS analysis is used to determine each different MS label.

  针对每种不同的目标稀有分子群，将具有一个或多个不同目标稀有分子群的更高浓度的浓缩样品与微粒或非微粒亲和剂进行孵育，亲和剂包括特异性结合伴侣，该特异性结合伴侣对目标稀有分子具有特异性并能与目标稀有分子结合。亲和剂包括质谱（MS）标签前体或第一改变剂，第一改变剂可促进质谱标签前体形成 MS 标签，或从亲和剂中释放出包含 MS 标签前体的实体。MS 标记与目标稀有分子群之一相对应。如果第一种改变剂不能促进 MS 标签前体形成 MS 标签，则使用第二种改变剂。MS 分析用于确定每个不同的 MS 标签。