N',N',3-三甲基吩嗪-2,8-二胺 | 366-13-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: N',N',3-三甲基吩嗪-2,8-二胺
• 英文名称: neutral red
• 英文别名: 3-amino-7-(dimethylamino)-2-methylphenazine；3-amino-7-dimethylamino-2-methylphenazine；N2,N2,7-trimethylphenazine-2,8-diamine；NR；3,N⁸,N⁸-trimethyl-phenazine-2,8-diamine；3,N⁸,N⁸-trimethyl-phenazine-2,8-diyldiamine；Neutral Red Base；8-N,8-N,3-trimethylphenazine-2,8-diamine
• CAS: 366-13-2
• 化学式: C₁₅H₁₆N₄
• 分子量: 252.319
• InChiKey: GLVRJEJEXGVOMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  187 °C (decomp)
• 沸点：
  497.3±30.0 °C(Predicted)
• 密度：
  1.257±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  N',N',3-三甲基吩嗪-2,8-二胺 在 盐酸 、 sodium nitrite 、 potassium iodide 作用下， 以70%的产率得到(8-Iodo-7-methylphenazin-2-yl)dimethylamine
  参考文献：
  名称：

  Hepatitis C viral IRES inhibition by phenazine and phenazine-like molecules

  摘要：

  An in vitro assay based on the expression of Fluci reporter gene under the translational control of HCV IRES was used to evaluate and screen compound libraries. A structure-activity relationship study on a phenazine kit was conducted. Our data suggest that an intact phenazine or phenazine-like core with two distal polar substitutions is crucial for potency. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00217-1
• 作为产物：
  描述：

  neutral red 在 sodium hydroxide 作用下， 以 水 为溶剂， 以68.6 mg的产率得到N',N',3-三甲基吩嗪-2,8-二胺
  参考文献：
  名称：

  Screening and Optimization of Ligand Conjugates for Lysosomal Targeting

  摘要：

  The use of lysosome-targeted liposomes may significantly improve the delivery of therapeutic enzymes and chaperones into lysosomes for the treatment of lysosomal storage disorders. The aim of this research was to synthesize new potentially lysosomotropic ligands on a base of Neutral Red and rhodamine B and to study their ability to enhance specific lysosomal delivery of surface-modified liposomes loaded with a model compound, fluorescein isothiocyanate-dextran (FD). The delivery of these liposomes and their content to lysosomes in HeLa cells was investigated by confocal immunofluorescent microscopy, subcellular fractionation, and flow cytometry. Confocal microscopy demonstrated that liposomes modified with derivatives of rhodamine B provide a good rate of colocalization with the specific lysosomal markers. The comparison of fluorescence of FD in lysosomes isolated by subcellular fractionation also showed that the efficiency of lysosomal delivery of the liposomal load by liposomes modified with some of synthesized ligands was significantly higher compared to that with plain liposomes. These results were additionally confirmed by flow cytometry of the intact cells treated with liposomes loaded with 5-dodecanoylaminofluorescein di-beta-D-galactopyranoside, a specific substrate for the intralysosomal beta-galactosidase, using a number of cell lines, including macrophages with induced phenotype of lysosomal enzyme deficiency; two of the synthesized ligands-rhodamine B DSPE-PEG(2k)-amide and 6-(3-(DSPE-PEG(2k))-thioureido) rhodamine B-demonstrated enhanced lysosomal delivery, in some cases, higher than that for commercially available rhodamine B octadecyl ester, with the best results (the enhancement of the lysosomal delivery up to 75% greater in comparison to plain liposomes) shown for the cells with induced lysosomal enzyme deficiency phenotype. Use of liposomes modified with rhodamine B derivatives may be advantageous for the development of drug delivery systems for the treatment of lysosome-associated disorders.

  DOI：

  10.1021/bc200336j
• 作为试剂：
  描述：

  四氯化碳 、 四氯乙烯 在 乙醇 、 N',N',3-三甲基吩嗪-2,8-二胺 作用下， 生成 乙烯 、 乙炔 、 methane
  参考文献：
  名称：

  WO2008/64427

  摘要：

  公开号：

文献信息

• 一种中性红的制备方法
  申请人：上海沃凯生物技术有限公司

  公开号：CN109384736A

  公开（公告）日：2019-02-26

  本发明公开一种中性红的制备方法，该方法为：将制备好的N,N‑二甲基对亚硝基苯胺盐酸盐溶液和溶有少量水溶性亚铁盐(如硫酸亚铁)的2,4‑二氨基甲苯水溶液，同时通入微通道反应器中，利用微通道反应器极佳的混合和传质传热性能，直接在反应器内加热混合并快速反应生成中性红，收集产生反应液，浓缩，过滤，干燥得到中性红成品。
• Ionophore-Based Lithium Ion Film Optode Realizing Multiple Color Variations Utilizing Digital Color Analysis
  作者：Koji Suzuki、Etsuko Hirayama、Tsunemi Sugiyama、Keiko Yasuda、Hiroaki Okabe、Daniel Citterio

  DOI：10.1021/ac0259414

  日期：2002.11.1

  can also be used to develop suitable sensors for visual colorimetry based on the characteristics of human visual perception by virtual simulations based on digital color information. To achieve a clear visual color variation for lithium ion determination, we designed and prepared a color-changeable film sensor (film optode) by the use of two kinds of lipophilic dyes, KD-C4 and KD-M11, whose colors and

  利用色彩本身或色彩的数字信息的数字色彩分析（DCA）不仅可以应用于使用色度坐标的各种定量分析，而且还可以基于人的视觉感知特性通过虚拟技术开发适用于视觉比色的传感器。基于数字颜色信息的模拟。为了获得用于锂离子测定的清晰可见的颜色变化，我们使用两种亲脂性染料KD-C4和KD-M11设计并制备了可变色膜传感器（膜光电二极管），其颜色和pKa值分别为不同。该膜传感器是一种增塑的PVC膜，其中包含两种染料与锂离子载体TTD14C4和亲脂性阴离子添加剂四[3,5-双（三氟甲基）苯基]硼酸钠二水合物的混合物。在将每种染料的三色刺激值转换成其L * a * b *值之后，通过将值绘制在a * b *坐标的均匀色度刻度图上来评估使用混合染料进行的颜色变化模拟。当实际上由包含KD-C4 / KD-Ml 1分子比为3：1的混合染料的PVC薄膜光电二极管确定锂离子浓度时，红色->橙色->黄色->绿色的色调->可以在10（-6）-1
• 肉桂酰中性红酰胺(CA-PZ)及其制备与应用
  申请人：中国医学科学院医药生物技术研究所

  公开号：CN104788391B

  公开（公告）日：2017-03-08

  本发明涉及一种新的组蛋白去乙酰化酶(HDAC)抑制剂及其应用，所述抑制剂为肉桂酰中性红酰胺化合物(CA‑PZ)，实验研究结果表明，CA‑PZ通过巨胞饮大量进入细胞，发挥HDAC抑制作用，有望成为一种具有开发价值与前景的抗肿瘤药物。
• A Chromo-fluorogenic Probe for Selective Detection of Picric Acid Alongside Its Recovery by Aliphatic Amines and Construction of Molecular Logic Gates
  作者：Pallobi Sarkar、Najmin Tohora、Manas Mahato、Sabbir Ahamed、Tuhina Sultana、Sudhir Kumar Das

  DOI：10.1007/s10895-023-03555-y

  日期：——

  pink. The quenched phenomena and the changed color were re-established with aliphatic amine, trimethylamine (TEA). The reversibility is produced cyclically, both in fluorimetrically and spectrophotometrically. The detection limit for PA with our probe comes out as 0.639 µM; this value is significantly lower than many chemosensors available in the literature. Also, NR-stained filter paper strips-based test

  硝基芳香族化合物是非法爆炸性化学品。为了环境安全和国土安全，对这些二级爆炸物进行选择性和灵敏的识别一直是化学家近十年来进行详尽研究的一个原因。我们推出了一种采用脱盐中性红 ( NR ) 染料的灵敏光学传感器。将苦味酸 (PA) 浸入乙腈中后，探针变得无荧光，显示从黄色到粉红色的比色变化。用脂肪胺、三甲胺（TEA）重新建立淬灭现象和颜色变化。可逆性是在荧光测定和分光光度测定中循环产生的。我们的探针对 PA 的检测限为 0.639 µM；该值明显低于文献中提供的许多化学传感器。此外，基于NR染色滤纸条的测试套件分析已被部署为可显示的光子设备，用于 PA 的原位检测。此外，整个系统的概念是产生单输入、单输出和双输入单输出逻辑门，可应用于数字设备。 NTP（ NR - TEA-PA）等按时间顺序输入的方式促使我们配置分子键盘锁系统，这是数字锁定装置的基础。可重复和可逆的检测系统展示了“写读-擦除-读写-读”类型的存储设备。
• NOVEL DIFFERENTIATION INHIBITOR
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：EP1004669A1

  公开（公告）日：2000-05-31

  Amino acids constituting a physiologically active molecule human delta 2; a gene arrangement thereof; and an antibody thereto. The human delta 2 molecule, at least the amino acid sequence described in SEQ ID NO: 1 of the sequence listing, functions as a chemical useful for proliferation of undifferentiated blood cells and inhibition of differentiation, and hence can be utilized as pharmaceuticals and medical supplies.

  构成生理活性分子人 delta 2 的氨基酸；其基因排列；及其抗体。人类 delta 2 分子，至少是序列表中 SEQ ID NO: 1 所述的氨基酸序列，具有增殖未分化血细胞和抑制分化的化学作用，因此可用作药物和医疗用品。