Azure B | 29260-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: Azure B
• 英文别名: 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium；N3,N3,N7-trimethyl-3,7-diaminophenothiazin-5-ium；3-dimethylamino-7-methylamino-phenothiazinylium；Azur B；TMT
• CAS: 29260-45-5
• 化学式: C₁₅H₁₆N₃S
• 分子量: 270.378
• InChiKey: VBFJMDUNUIVOMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  28.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Azure B 在 溴 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 4,6-dibromo-3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium
  参考文献：
  名称：

  三芳基甲烷和噻嗪新型衍生物的理化性质和光动力活性

  摘要：

  由于其结构特征和选择性定位，三芳基甲烷和噻嗪染料作为抗癌和抗菌剂已引起人们的注意。尽管这些染料最初是在光动力疗法的背景下进行探索的，但其中一些染料（例如 New Fuchsin 和 Azure B）仍未得到广泛研究。出于这个原因，我们评估了五种新的三芳基甲烷和噻嗪溴化染料的化学稳定性、聚集效应和亲脂性，以及对 LM-2 鼠乳腺癌细胞的光动力学活性。这些阳离子化合物以高纯度获得，并通过常规技术明确表征。将溴原子引入 New Fuchsin 和 Azure B 染料的发色体系中，产生了适度的红移并增加了亲油性，从而改善了它们在生物医学应用中的光物理和光化学性能。此外，体外光动力活性表明，随着溴化程度的增加，光毒性保持不变或降低。灭活培养的肿瘤细胞的效率较低可能是由于三芳基甲烷和噻嗪染料分别形成无色甲醇假碱和聚集效应。逆转观察到的生物活性下降的一个有前景的策略可能是设计第三代光敏剂。此外，体外光

  DOI：

  10.1002/ardp.201200437
• 作为产物：
  描述：

  3-N,7-N,7-N-trimethyl-10H-phenothiazin-10-ium-3,7-diamine 在 铁粉 作用下， 以 硫酸 、 水 为溶剂， 生成 Azure B
  参考文献：
  名称：

  渐进式烷基化噻嗪无色染料与 Fe(III) 在玻碳电极上反应的电化学研究

  摘要：

  报道了在 Fe(II1) 离子存在下对五种逐渐烷基化的噻嗪染料进行的电化学研究。应用涉及电极反应和耦合化学反应的催化再生机制理论来推导均相反应的动力学参数。发现噻嗪无色染料与 Fe(II1) 离子反应的二级速率常数在单甲基化时从 0.25 x lo4 增加到 1.6 x lo4 dm3 mol-' s-'，二甲基衍生物从 0.7 x lo4 变化对于四甲基的 1.4 x lo4 dm3 mol-I sI。甲基的给电子性质以及疏水特性影响均相反应的动力学。

  DOI：

  10.1139/v96-213

文献信息

• METHODS OF SYNTHESIS AND/OR PURIFICATION OF DIAMINOPHENOTHIAZINIUM COMPOUNDS
  申请人：WisTa Laboratories Ltd.

  公开号：US20160296531A1

  公开（公告）日：2016-10-13

  Disclosed are methods of synthesis and/or purification of certain 3,7-diamino-phenothiazin-5-ium compounds (“diaminophenothiazinium compounds”) including Methylthioninium Chloride (MTC) (Methylene Blue), and the resulting high purity characterized by a purity greater than 98%, and very low levels of heavy metals and organic impurities Azure A, B, C and MVB. Also disclosed are methods of treatment of a tauopathy or methemoglobinemia in a patient in need thereof, comprising administering to the patient a therapeutically effective amount of the high-purity diaminophenothiazinium compound.

  本发明涉及一种合成和/或纯化某些3,7-二氨基苯并噻吩-5-ium化合物（“二氨基苯并噻吩-5-ium化合物”）的方法，包括氯甲亚绿（亚甲蓝）的甲硫氧化物（Methylthioninium Chloride，MTC），并且所得到的高纯度具有大于98％的纯度，并且重金属和有机杂质Azure A、B、C和MVB的水平非常低。本发明还涉及一种治疗需要治疗tau病理或高铁血红蛋白血症的患者的方法，包括向患者施用治疗有效量的高纯度二氨基苯并噻吩-5-ium化合物。
• INHIBITORS OF PROTEIN AGGREGATION
  申请人：Wischik Claude Michel

  公开号：US20090209526A1

  公开（公告）日：2009-08-20

  The invention relates generally to the use of diaminophenothiazine compounds to inhibit or reverse the aggregation of synuclein, and for their use in the manufacture of medicaments for this purpose (e.g. for the treatment of Parkinson's Disease). Also provided are related methods of detecting or labelling of aggregated synuclein.

  本发明通常涉及使用二氨基苯并噻嗪化合物来抑制或逆转突触核蛋白聚集，并将其用于制造用于此目的的药物（例如用于治疗帕金森病）。还提供了相关的检测或标记聚集的突触核蛋白的方法。
• Cu-α-NiMoO4 photocatalyst for degradation of Methylene blue with pathways and antibacterial performance
  作者：Schindra Kumar Ray、Dipesh Dhakal、Yuwaraj K. Kshetri、Soo Wohn Lee

  DOI：10.1016/j.jphotochem.2017.08.004

  日期：2017.11

  Cu doped alpha-NiMoO4 photocatalyst has been synthesized by microwave hydrothermal method. The existence of Cu2+ ions at lattice position of alpha-NiMoO4 was observed on the basis of XRD, HRTEM, SAED, and EDS analysis. The negative zeta potential values indicate the stability of samples. Solar light driven photocatalytic degradation of Methylene blue (MB) dye in water was used to evaluate the photocatalytic performance of Cu doped alpha-NiMoO4 photocatalyst. The results revealed that there is an optimum Cu (4 mol%) doping level leads to highly enhanced photocatalytic activity of Cu-alpha-NiMoO4, as compared to alpha-NiMoO4 host. The experiment also suggested that active species (OH center dot, O-2(center dot-) and h(+)) play a crucial role in the scavenging system. The reduced energy band gap, oxygen vacancy, high BET surface area, and efficient separation of photogenerated electron/hole are responsible for enhancement of photocatalytic performance. MB photodegradation intermediates were identified by high resolution-quadruple time of flight electrospray ionization mass spectrometry (HR-QTOF ESI/MS) in positive ion mode and degradation pathway was proposed. Antibacterial performance was analyzed against Gram-positive (methicillin resistant Staphylococcus aureus and Bacillus Subtilis) and Gram-negative bacteria (Pseudomonas aeruginosa) via well-diffusion method. The formation of larger inhibition zone by small quantity of photocatalyst powder proved the excellent antibacterial performance. The inactivation of microorganism were found in following order: B.Subtilis > S.aureus > P.aeruginosa. The result of our study suggested that copper doped alpha-NiMoO4 photocatalyst is suitable for degradation of organic contaminates as well as effective for growth inhibition of multidrug-resistant microorganisms. (C) 2017 Elsevier B.V. All rights reserved.
• Light emission modifiers and their uses in nucleic acid detection, amplification and analysis
  申请人：Gupta P. Amar

  公开号：US20070020664A1

  公开（公告）日：2007-01-25

  The present invention relates to methods and reagents for modifying the emission of light from labeled nucleic acids for the purpose of real time detection, analysis, and quantitation of nucleic acid sequences, e.g., using singly labeled probes. These methods and reagents exploit advantageous properties of thiazine dyes and diazine dyes. Furthermore, the use of these light emission modifiers in background reduction, nucleic acid duplex stabilization and other uses is also described. Related kits, reaction mixtures and integrated systems are described.
• Light Emission Modifiers and Their Uses in Nucleic Acid Detection, Amplification and Analysis
  申请人：Gupta Amar P.

  公开号：US20100015629A1

  公开（公告）日：2010-01-21

  The present invention relates to methods and reagents for modifying the emission of light from labeled nucleic acids for the purpose of real time detection, analysis, and quantitation of nucleic acid sequences, e.g., using singly labeled probes. These methods and reagents exploit advantageous properties of thiazine dyes and diazine dyes. Furthermore, the use of these light emission modifiers in background reduction, nucleic acid duplex stabilization and other uses is also described. Related kits, reaction mixtures and integrated systems are described.