2,3-dimethylnaphtho[1,2-d]thiazolium iodide | 2785-05-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并噻唑类
• 英文名称: 2,3-dimethylnaphtho[1,2-d]thiazolium iodide
• 英文别名: 2,3-dimethylnaphtho<1,2-d>thiazolium iodide；2-methylnaphtho<1,2-d>thiazolium methiodide；1,2-dimethyl-naphtho[1,2-d]thiazolium; iodide；1,2-Dimethyl-naphtho[1,2-d]thiazolium; Jodid；1,2-Dimethylbenzo[e][1,3]benzothiazol-1-ium;iodide
• CAS: 2785-05-9
• 化学式: C₁₃H₁₂NS*I
• 分子量: 341.215
• InChiKey: XWKUOAHFKGMBSY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-dimethylnaphtho[1,2-d]thiazolium iodide 在 sodium methylate 作用下， 以 苯 为溶剂， 生成 6-(N-Methyl-1,2-dihydro-naphtho<1,2-d>thiazolyliden-(2))-1-anilo-Δ^2,4-hexadien
  参考文献：
  名称：

  Metzger,J. et al., Bulletin de la Societe Chimique de France, 1969, p. 1275 - 1283

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基-beta-萘并噻唑 、 碘甲烷 以 乙腈 为溶剂， 反应 12.0h， 以1.38 g的产率得到2,3-dimethylnaphtho[1,2-d]thiazolium iodide
  参考文献：
  名称：

  一种双通道下同时检测DNA和RNA的近红外 荧光探针及其制备方法和应用

  摘要：

  本发明公开了一种双通道下细胞内同时检测DNA和RNA的荧光探针及其制备方法和应用。所述荧光探针的结构如式(Ⅰ)或(Ⅱ)所示；其中，Ar为芳香环或芳香杂环；R1和R2各自独立地为氢、N‑哌嗪、N‑甲基哌嗪、‑NH(CH2)nR3、‑NR3R4，其中n为1～5中任意一个整数，R3和R4各自独立地为氢、C1～5烷基或C1～5卤代烷基；A‑为卤离子、对甲苯磺酸离子。本发明所述荧光探针在双通道下可以在体外和细胞内同时检测DNA和RNA；同时所述荧光探针具有快速合成，近红外发射波长，光稳定性好，检测灵敏度高等特点，便于推广应用。

  公开号：

  CN111116573B

文献信息

• Novel heterocyclic dyes as DNA markers. Part I. Synthesis and characterization
  作者：Wenceslao Moreda、Alexander R Forrester

  DOI：10.1016/s0040-4020(97)00528-0

  日期：1997.9

  A range of new cyanine dyes has been prepared and characterised. These dyes are more conveniently synthesised by the reaction of two heterocyclic quaternary salts. The dyes contain a purine heterocycle coupled to an aro-(thia-, selena-, oxa-, imida)zole and are in the form of iodide or p-toluenesulphonate salts. Characterisation were done by FABMS and NMR spectroscopy. These dyes can be used as fluorescent

  已经制备并表征了一系列新的花青染料。这些染料通过两种杂环季盐的反应更方便地合成。染料含有与芳族（硫代，硒代，氧杂，亚胺基）唑偶联的嘌呤杂环，并呈碘化物或对甲苯磺酸盐的形式。通过FABMS和NMR光谱进行表征。这些染料可用作诊断疟疾寄生虫的DNA标记的荧光染料。
• Reactions of quinazolinium salts with quaternary heterocyclic salts yielding 3-hetarylquinolines
  作者：S. P. Gromov、M. A. Razinkin、V. S. Drach、S. A. Sergeev

  DOI：10.1007/bf02503494

  日期：1998.6

  from quinazoline derivatives and quaternary heterocyclic salts. An independent synthesis was carried out and transformations of one of the probable intermediates were studied. By-products were isolated. The effects of the nature of the heterocycle and substituents on the course of the ring transformation reaction were found, and the mechanism of the reaction was suggested.

  发现了一种新型的嘧啶环在 C-亲核试剂作用下的转化，并开发了一种由喹唑啉衍生物和季杂环盐合成 3-杂芳基喹啉的新方法。进行了独立的合成并研究了可能的中间体之一的转化。分离出副产物。发现了杂环和取代基的性质对环转化反应过程的影响，并提出了反应机理。
• Polymethine dyes, derivatives of imidazopyridine
  作者：A. V. Kazymov、L. P. Shchelkina、L. V. Ivanova、N. V. Monich、A. F. Vompe

  DOI：10.1007/bf00475000

  日期：1970.2
• Synthesis, spectral properties of cell-permeant dimethine cyanine dyes and their application as fluorescent probes in living cell imaging and flow cytometry
  作者：X.H. Zhang、Q. Liu、H.J. Shi、L.Y. Wang、Y.L. Fu、X.C. Wei、L.F. Yang

  DOI：10.1016/j.dyepig.2013.09.011

  日期：2014.1

  A series of dimethine cyanine dyes, used as fluorescent probes, were synthesized under microwave irradiation, and identified by H-1 NMR, IR, elemental analysis and HRMS. The investigation of their spectral properties in phosphate-buffer saline (PBS) showed that the absorption and emission maxima of the dyes were in the region 370-480 nm and 471-569 nm, respectively. The properties of the dyes as fluorescent probes for living cells imaging and flow cytometry were investigated. The results showed that dyes 1, 2, 8 or 9 could penetrate an intact cell membrane, stained the cell nuclear and exhibited bright fluorescence. Little background interference, low cell cytotoxicity and little photobleaching were showed during the imaging tests. The dyes 1, 8 and 9 could be applied in flow cytometry and dye 1/PI, dye 8/PI or dye 9/PI couple could be proposed as double staining agents to measure sperm cell viability. Thus the dyes represented the cell-permeant fluorescent probes. (C) 2013 Elsevier Ltd. All rights reserved.
• Hamer, Journal of the Chemical Society, 1929, p. 2604
  作者：Hamer

  DOI：——

  日期：——