1-(2-hydroxyethyl)-4-methylquinolinium iodide | 64170-14-5

• 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 iodide
• 英文别名: 2-(4-methylquinolin-1-ium-1-yl)ethanol;iodide
• CAS: 64170-14-5
• 化学式: C₁₂H₁₄NO*I
• 分子量: 315.154
• InChiKey: SALIUBXDMYQAOY-UHFFFAOYSA-M

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：

  1-(2-hydroxyethyl)-4-methylquinolinium iodide 、 1-ethyl-2-iodoquinolinium iodide 在 乙醇 、 三乙胺 作用下， 生成 (1-ethyl-[2]quinolyl)-[1-(2-hydroxy-ethyl)-[4]quinolyl]-methinium ; iodide
  参考文献：
  名称：

  Hydroxyalkyl cyanine dye and photographic emulsion

  摘要：

  公开号：

  US02213238A1
• 作为产物：
  描述：

  2-碘乙醇 、 4-甲基喹啉 反应 4.0h， 以74%的产率得到1-(2-hydroxyethyl)-4-methylquinolinium iodide
  参考文献：
  名称：

  Development of Novel Nanocarrier-Based Near-Infrared Optical Probes for In Vivo Tumor Imaging

  摘要：

  近红外（NIR）荧光探针的光学成像是一种用于体内肿瘤检测的有用诊断技术。我们的计划是开发新型近红外荧光团-胶束复合探针。我们合成了 IC7-1 和 IC7-2，作为新型亲脂性近红外荧光团，并将其封装在两亲性聚表肽胶束 "乳糖体 "中。荧光团-胶束复合物 IC7-1 乳糖体和 IC7-2 乳糖体被评估为用于体内肿瘤成像的近红外荧光探针。IC7-1 和 IC7-2 经合成后封装在乳糖体中。测量了 IC7-1、IC7-2、IC7-1 乳糖体和 IC7-2 乳糖体的光学特性。给肿瘤小鼠注射IC7-1乳糖体和IC7-2乳糖体，48 h后采集荧光图像。IC7-1和IC7-2成功合成，总产率分别为12%和6.3%，在氯仿中的最大发射波长分别为858 nm和897 nm。与 ICG 相比，IC7-1 乳糖体和 IC7-2 乳糖体的缓冲水溶液在氯仿中显示出相似的荧光光谱、更高或相当的量子产率和更高的光稳定性。两种乳糖体探针都能在给药后 6 h 特异性地观察到肿瘤组织。IC7-1乳糖体和IC7-2乳糖体有望成为体内肿瘤成像的近红外探针。

  DOI：

  10.1007/s10895-011-1007-z

文献信息

• SWITCHING FLUORESCENT NANOPARTICLE PROBE AND FLUORESCENT PARTICLE IMAGING METHOD USING SAME
  申请人：Hara Isao

  公开号：US20130149252A1

  公开（公告）日：2013-06-13

  The present invention provides a novel fluorescent nanoparticle imaging probe having a switching function (a function to quench a fluorescent dye during nanoparticle preparation, and emit fluorescence during imaging). A switching fluorescent nanoparticle probe comprising: a molecular assembly composed of an amphiphilic block polymer having a hydrophilic block chain and a hydrophobic block chain; and a fluorescent dye encapsulated in the molecular assembly, wherein (a) the hydrophilic block chain comprises, as an essential hydrophilic structural unit, a unit selected from a sarcosine unit and an alkylene oxide unit, (b) the hydrophobic block chain comprises, as an essential hydrophobic structural unit, a unit selected from the group consisting of an amino acid unit and a hydroxylic acid unit, and (c) the fluorescent dye is a cyanine compound represented by the formula (I): and two or more molecules of the fluorescent dye are encapsulated in the single molecular assembly.

  本发明提供一种新型荧光纳米颗粒成像探针，具有切换功能（在纳米颗粒制备过程中熄灭荧光染料，并在成像过程中发射荧光）。一种切换荧光纳米颗粒探针包括：由具有亲水性块链和疏水性块链的两性块聚合物组成的分子组装体；以及封装在分子组装体中的荧光染料，其中（a）亲水性块链包括作为必要亲水性结构单元的一种选自肌氨酸单元和烷氧基单元的单元，（b）疏水性块链包括作为必要疏水性结构单元的一种选自氨基酸单元和羟基酸单元的单元，（c）荧光染料是由式（I）表示的青菁化合物：并且两个或更多分子的荧光染料被封装在单个分子组装体中。
• Switching fluorescent nanoparticle probe and fluorescent particle imaging method using same
  申请人：Hara Isao

  公开号：US09370589B2

  公开（公告）日：2016-06-21

  The present invention provides a novel fluorescent nanoparticle imaging probe having a switching function (a function to quench a fluorescent dye during nanoparticle preparation, and emit fluorescence during imaging). A switching fluorescent nanoparticle probe comprising: a molecular assembly composed of an amphiphilic block polymer having a hydrophilic block chain and a hydrophobic block chain; and a fluorescent dye encapsulated in the molecular assembly, wherein (a) the hydrophilic block chain comprises, as an essential hydrophilic structural unit, a unit selected from a sarcosine unit and an alkylene oxide unit, (b) the hydrophobic block chain comprises, as an essential hydrophobic structural unit, a unit selected from the group consisting of an amino acid unit and a hydroxylic acid unit, and (c) the fluorescent dye is a cyanine compound represented by the formula (I): and two or more molecules of the fluorescent dye are encapsulated in the single molecular assembly.

  本发明提供了一种具有开关功能的新型荧光纳米颗粒成像探针（在纳米颗粒制备过程中熄灭荧光染料并在成像过程中发射荧光）。一种开关式荧光纳米颗粒探针包括：由具有亲水性块链和疏水性块链的两性块聚合物组成的分子组装体；以及封装在分子组装体中的荧光染料，其中（a）亲水性块链包括作为基本亲水性结构单元的从一种肌氨酸单元和一种烷氧基烷单元中选择的单元，（b）疏水性块链包括作为基本疏水性结构单元的从一种氨基酸单元和一种羟基酸单元中选择的单元，以及（c）荧光染料是由式（I）表示的青铵化合物，且两个或更多分子的荧光染料封装在单个分子组装体中。
• [EN] Fluorescent Probes for Singlet Oxygen Generation and Cancer Ablation<br/>[FR] SONDES FLUORESCENTES POUR LA GÉNÉRATION D'OXYGÈNE SINGULET ET L'ABLATION DE CANCER
  申请人：UNIV HONG KONG SCI & TECH

  公开号：WO2020164448A1

  公开（公告）日：2020-08-20

  A fluorescent probe can include a compound exhibiting near infrared (NIR) aggregation-induced emission (AIE). The probe can be used for the selective imaging and killing of cancer cells. The probe can specifically stain mitochondria and selectively target cancer cells over normal cells. The probe exhibits strong near-infrared (NIR) two-photon absorption (2PA), bright NIR emission and efficient singlet oxygen ( 1O 2) generation. The probe can be used both in cancer cell-selective ablation and in in vivo melanoma therapy using image-guided PDT.

  一种荧光探针可以包含一种表现出近红外（NIR）聚集诱导发光（AIE）的化合物。该探针可用于选择性成像和杀灭癌细胞。该探针可以特异性染色线粒体并选择性地靶向癌细胞而不是正常细胞。该探针表现出强的近红外（NIR）双光子吸收（2PA），明亮的NIR发射和高效的单线态氧（1O2）产生。该探针可用于癌细胞选择性消融和基于图像引导的PDT治疗黑色素瘤。
• Near-Infrared Light-Excited Quinolinium-Carbazole Small Molecule as Two-Photon Fluorescence Nucleic Acid Probe
  作者：Yanqing Sun、Bi Wu、Xinyu Liu、Lixin Liu、Shujing Zhou、Yanru Feng

  DOI：10.3390/molecules29051080

  日期：——

  respectively. Under the excitation of near-infrared light, their fluorescence emission is about 650 nm. The compounds can stain nucleic acid DNA with the same level of nuclear localization as Hoechst 33342. Under continuous irradiation with a near-infrared laser, the three new compounds showed less fluorescence decay than DAPI, and the average fluorescence decay rates were 0.016%/s, 0.020%/s, and 0.023%/s. They

  本文报道了三种新型双光子吸收（TPA）材料，它们是喹啉鎓-咔唑衍生物。它们是3-(N-甲基-4-乙基碘化喹啉)-9-乙基咔唑(M4)、3-(N-甲基-4-乙基碘化喹啉)-9-乙基咔唑(H2)和3-(N-甲基- 4-乙基喹啉碘化物）-9-乙基咔唑（H4）。它们的 TPA 横截面分别为 491、515 和 512 GM。在近红外光的激发下，它们的荧光发射约为650 nm。该化合物可以对核酸DNA进行染色，其核定位水平与Hoechst 33342相同。在近红外激光连续照射下，三种新化合物的荧光衰减比DAPI要小，平均荧光衰减率为0.016%/s 、0.020%/s 和 0.023%/s。由于其优异的性能，它们有望成为新型的核酸DNA双光子荧光探针。
• Synthesis and optical properties of NLO chromophores containing an indoline donor and azo linker
  作者：Mohamed Ashraf、Ayele Teshome、Andrew J. Kay、Graeme J. Gainsford、M. Delower H. Bhuiyan、Inge Asselberghs、Koen Clays

  DOI：10.1016/j.dyepig.2012.04.022

  日期：2012.12

  A suite of new nonlinear optical chromophores containing an indoline donor and azo linker has been Synthesized in high yields. The methodology used allows for the incorporation of various acceptor systems, the ready isolation of the target compounds and access to materials with excellent thermal stabilities (viz = T-d 220-270 degrees C), The first hyperpolarizabilities of the compounds were measured by hyper-Raleigh scattering and all were found to have an excellent response. The highest value measured was 1640 x 10(-30) esu in DMF at 800 nm for a chromophore containing the well-known TCF acceptor system. Based on data obtained in this and other studies, there is evidence that chromophores containing indoline donors are capable of providing compounds with molecular NLO responses higher than those containing donors derived from N,N-disubstituted anilines. (c) 2012 Elsevier Ltd. All rights reserved.