1-(2-hydroxyethyl)-4-methylquinolinium bromide | 26468-13-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(2-hydroxyethyl)-4-methylquinolinium bromide
• 英文别名: N-(2-hydroxyethyl)lepidinium bromide；N-(2-Hydroxyaethyl)-4-methylchinoliniumbromid；N-(2-Hydroxyethyl)-4-methylchinoliniumbromid；1-(2-Hydroxyethyl)lepidinium Bromide；2-(4-methylquinolin-1-ium-1-yl)ethanol;bromide
• CAS: 26468-13-3
• 化学式: Br*C₁₂H₁₄NO
• 分子量: 268.153
• InChiKey: KYKKLHZRZRYVRC-UHFFFAOYSA-M

物化性质

• 熔点：
  192-194oC
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  -1.57
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  24.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,6-dichloro-3-methyl-2-(methylthio)benzo[d]thiazol-3-ium methyl sulfate 、 1-(2-hydroxyethyl)-4-methylquinolinium bromide 在 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 以51%的产率得到
  参考文献：
  名称：

  噻唑橙的氯取代类似物的合成–荧光团用于流式细胞术分析

  摘要：

  报道了一系列不对称的单次甲基花菁染料，噻唑橙的含氯类似物的合成，吸收和荧光性质。通过流式细胞术研究了它们的染色能力。已经确定了给出稳定染色强度的每种染料的饱和浓度。研究了染料B9，B11，B13染色活巨噬细胞和凋亡性脾细胞的能力。通过荧光显微镜检测到的粘附巨噬细胞核中的阳性信号表明B9，B11和B13染料对DNA具有良好的特异性。在凋亡测定中，对膜联蛋白V阳性的细胞用染料B9，B11和B13比碘化丙啶染色更亮。尽管B13表现出高的DNA选择性，但它会诱导脾细胞凋亡，因此不适合检测死细胞。

  DOI：

  10.1016/j.jphotobiol.2011.03.012
• 作为产物：
  描述：

  4-甲基喹啉 、 2-溴乙醇 反应 0.67h， 以73%的产率得到1-(2-hydroxyethyl)-4-methylquinolinium bromide
  参考文献：
  名称：

  噻唑橙的氯取代类似物的合成–荧光团用于流式细胞术分析

  摘要：

  报道了一系列不对称的单次甲基花菁染料，噻唑橙的含氯类似物的合成，吸收和荧光性质。通过流式细胞术研究了它们的染色能力。已经确定了给出稳定染色强度的每种染料的饱和浓度。研究了染料B9，B11，B13染色活巨噬细胞和凋亡性脾细胞的能力。通过荧光显微镜检测到的粘附巨噬细胞核中的阳性信号表明B9，B11和B13染料对DNA具有良好的特异性。在凋亡测定中，对膜联蛋白V阳性的细胞用染料B9，B11和B13比碘化丙啶染色更亮。尽管B13表现出高的DNA选择性，但它会诱导脾细胞凋亡，因此不适合检测死细胞。

  DOI：

  10.1016/j.jphotobiol.2011.03.012

文献信息

• Heteroaromatic compounds having two-photon absorption activity
  申请人：——

  公开号：US20030118916A1

  公开（公告）日：2003-06-26

  The present invention relates to new heteroaromatic compounds having two-photon absorption activity. According to the invention, said compounds are suitable for use as optical power limiting agents via two-photon absorption or for use as imaging agents with two-photon absorbing activity for application in two-photon laser scanning confocal fluorescence microscopy. Compositions including said compounds and intermediates for their preparations are also within the scope of the present invention.

  本发明涉及具有双光子吸收活性的新杂环芳香化合物。根据本发明，所述化合物适用于通过双光子吸收用作光学功率限制剂，或适用于具有双光子吸收活性的成像剂，用于应用于双光子激光扫描共聚焦荧光显微镜。包括所述化合物的组合物以及其制备中间体也在本发明的范围内。
• Asymmetric cyanine compounds, their preparation methods and their uses
  申请人：Shenzhen Mindray Bio-Medical Electronics Co. Ltd.

  公开号：US07709653B2

  公开（公告）日：2010-05-04

  Asymmetric cyanine compounds represented by general formula I are provided, wherein X, n, R1, R2, R3, R4 and Y− are as defined in the specification. They have a maximum absorption peak at about 640 nm which may not change with ambient temperature. When the compounds bind a nucleic acid to form a dye/nucleic acid complex, the fluorescence intensity of the complexes will increased rapidly, so that they can be used as a staining agent for nucleic acids in flow cytometers. Their spectra are in the near-infrared region, which can effectively reduce the interference from background fluorescence and improve the accuracy of detection. Moreover, the compounds provided can also be used as a staining agent for blood reticulocytes.

  提供了由一般式I表示的不对称青光菁化合物，其中X、n、R1、R2、R3、R4和Y-如规范中所定义。它们在大约640 nm处具有最大吸收峰，可能不随环境温度变化。当化合物与核酸结合形成染料/核酸复合物时，复合物的荧光强度将迅速增加，因此它们可以用作流式细胞仪中核酸的染色剂。它们的光谱位于近红外区域，可以有效减少背景荧光的干扰，提高检测的准确性。此外，提供的化合物还可用作血液网织红细胞的染色剂。
• Dye sensitized titanium dioxide electrophotographic photosensitive
  申请人：Ishihara Sangyo Kaisha, Ltd.

  公开号：US04386146A1

  公开（公告）日：1983-05-31

  In an electrophotographic photosensitive material comprising an electroconductive substrate having positioned thereon a photosensitive layer comprising as main components titanium dioxide and a binding material, the photosensitivity and whiteness can be improved by allowing a specific cyanine dye compound to exist in said photosensitive layer.

  在一种电子照相感光材料中，包含一个电导基板，在其上定位有一个感光层，该感光层的主要成分为二氧化钛和结合材料，通过在该感光层中存在一种特定的青光染料化合物，可以提高其感光性和白度。
• Dyes and methods of detection of nucleic acid in immature red blood cells
  申请人：——

  公开号：US20020037589A1

  公开（公告）日：2002-03-28

  The dyes of the present invention are useful for many purposes that include markers or tags for detecting the presence of a molecule or compound to which they are bound. The dyes may be either red-excitable or blue-excitable. The dyes of the invention are particularly well suited for staining of nucleic acids. For example, these dyes are particularly suitable for staining of RNA in reticulocytes. In another exemplary application, these dyes are suitable for staining DNA in nucleated red blood cells. Typically, when used in staining of nucleic acids, the dyes are formulated into reagent solutions. In addition, the invention provides compositions and methods for facilitating rapid transport of dye molecules through a cell membrane. Such rapid staining requires that a sample be contacted with a dye composition of the invention in the presence of at least one surfactant and optionally, a sulfonic acid or a salt thereof.

  本发明的染料可用于许多目的，包括作为标记或标签，用于检测它们所结合的分子或化合物的存在。这些染料可以是红色激发的或蓝色激发的。本发明的染料特别适合用于染色核酸。例如，这些染料特别适合于染色网织红细胞中的RNA。在另一个示例应用中，这些染料适合于染色有核红细胞中的DNA。通常，在染色核酸时，这些染料被制成试剂溶液。此外，本发明提供了促进染料分子快速穿过细胞膜的组合物和方法。这种快速染色需要将样品与本发明的染料组合物接触，并在至少一种表面活性剂和可选的磺酸或其盐的存在下进行。
• ASYMMETRIC CYANINE COMPOUNDS, THEIR PREPARATION METHODS AND THEIR USES
  申请人：Jianhui Shao

  公开号：US20090305285A1

  公开（公告）日：2009-12-10

  Asymmetric cyanine compounds represented by general formula I are provided, wherein X, n, R 1 , R 2 , R 3 , R 4 and Y − are as defined in the specification. They have a maximum absorption peak at about 640 nm which may not change with ambient temperature. When the compounds bind a nucleic acid to form a dye/nucleic acid complex, the fluorescence intensity of the complexes will increased rapidly, so that they can be used as a staining agent for nucleic acids in flow cytometers. Their spectra are in the near-infrared region, which can effectively reduce the interference from background fluorescence and improve the accuracy of detection. Moreover, the compounds provided can also be used as a staining agent for blood reticulocytes.

  提供了由通式I表示的不对称青菁化合物，其中X、n、R1、R2、R3、R4和Y−如规范中定义。它们在约640 nm处具有最大吸收峰，该峰可能不随环境温度变化。当化合物与核酸结合形成染料/核酸复合物时，复合物的荧光强度将迅速增加，因此它们可以用作流式细胞仪中核酸的染色剂。它们的光谱位于近红外区域，可以有效减少背景荧光的干扰，提高检测的准确性。此外，所提供的化合物还可以用作血液网织红细胞的染色剂。