3-甲基-2-[3-(3-甲基-3H-苯并噻唑-2-亚基)丙-1-烯基]苯并噻唑鎓碘化物 | 1742-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 3-甲基-2-[3-(3-甲基-3H-苯并噻唑-2-亚基)丙-1-烯基]苯并噻唑鎓碘化物
• 中文别名: 碘化3-甲基-2-[3-(3-甲基-3H-苯并噻唑-2-亚基)丙-1-烯基]苯并噻唑正离子
• 英文名称: 3,3'-Dimethylthiacarbocyanine iodide
• 英文别名: 3‐methyl‐2‐((1E,3Z)‐3‐(3‐methylbenzo[d]thiazol‐2(3H)‐ylidene)prop‐1‐enyl)benzo[d]thiazol‐3‐ium iodide；3-methyl-2-((1E,3Z)-3-(3-methylbenzo[d]thiazol-2(3H)-ylidene)prop-1-enyl)benzo[d]thiazol-3-ium iodide；(2E)-3-methyl-2-[(E)-3-(3-methyl-1,3-benzothiazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzothiazole;iodide
• CAS: 1742-91-2
• 化学式: C₁₉H₁₇N₂S₂*I
• 分子量: 464.394
• InChiKey: FRYGPXUFBOGTFP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-甲基-2-[3-(3-甲基-3H-苯并噻唑-2-亚基)丙-1-烯基]苯并噻唑鎓碘化物 在 N,N-二乙基苯胺 作用下， 生成 2-[3-(3-methyl-3H-benzothiazol-2-ylidene)-propenyl]-benzothiazole
  参考文献：
  名称：

  Kiprianov,A.I.; Slominskii,Yu.L., Journal of Organic Chemistry USSR (English Translation), 1965, vol. 1, p. 1336 - 1339

  摘要：

  DOI：
• 作为产物：
  描述：

  2-<(2,3-Dihydro-3-methylbenzothiazol-2-yliden)methyl>-2,3-dihydro-3-methylbenzothiazol 以 甲醇 、 丙酮 为溶剂， 生成 3-甲基-2-[3-(3-甲基-3H-苯并噻唑-2-亚基)丙-1-烯基]苯并噻唑鎓碘化物
  参考文献：
  名称：

  Metzger,J. et al., Bulletin de la Societe Chimique de France, 1964, p. 2879 - 2887

  摘要：

  DOI：

文献信息

• Phenyltrialkylborates as co-initiators with cyanine dyes in visible light polymerization of acrylates
  作者：Beata Jędrzejewska、Marek Pietrzak、Zbigniew Rafiński

  DOI：10.1016/j.polymer.2011.03.035

  日期：2011.5

  cyanine dye cation to a borate anion. The ΔGel values were estimated for photoredox pairs containing a series of phenyltrialkylborate anions and one selenocarbocyanine dye cation. The relationship between the rate of polymerization and the free energy of activation for electron transfer reaction gives the dependence predicted by the classical theory of electron transfer. The photoreduction of cyanine

  由硒代羰基花青染料阳离子和苯基三烷基硼酸酯阴离子组成的光氧化还原对被用作丙烯酸单体自由基聚合的新型有效可见光引发剂。通过光DSC研究了增敏剂和电子给体结构对聚丙烯酸酯单体光聚合动力学的影响。发现聚合速率和最终转化率取决于染料和硼酸盐结构。自由基聚合反应的动力学研究表明，随着硼酸酯氧化电位的降低，聚合速率增加，这又由哈米特常数与聚合速率之间的线性关系反映出来。基于电子的自由能变化，从激发的花青染料阳离子到硼酸根阴离子的转移，讨论了这些引发剂的效率。Δģ EL值估计为包含一系列phenyltrialkylborate阴离子和一个selenocarbocyanine染料阳离子的photoredox对。聚合速率与电子转移反应活化自由能之间的关系给出了经典的电子转移理论所预测的依赖性。使用纳秒激光闪光光解法研究了花青苯基三烷基硼酸酯络合物的光还原。发现染料三重态通过电子转移过程被电子给体淬灭。激发态淬灭的速率常数（k
• Supramolecular control of photophysical properties of cyanine dyes
  作者：Tata Venkata S. Rao、Jeffrey B. Huff、Christopher Bieniarz

  DOI：10.1016/s0040-4020(98)00597-3

  日期：1998.9

  intramolecular complexation of cyanine dyes and cyclodextrins with the objective of modifying the photophysical behaviour of the dyes. We demonstrate that dye inclusion complex formation with cyclodextrins serves to inhibit dimer formation as well as enhance photostability of cyanines. We also show that the modification of the physicochemical properties of cyanine dyes by cyclodextrin complexation is a

  我们提出了花青染料和环糊精分子内络合研究的结果，目的是改变染料的光物理行为。我们证明与环糊精的染料包合物形成可以抑制二聚体的形成以及增强花菁的光稳定性。我们还表明，通过环糊精络合对花青染料的理化性质的修饰是高度选择性的，结构依赖性的现象。
• COMPOUNDS FOR THE DIAGNOSIS OF NEURODEGENERATIVE DISORDERS ON THE OLFACTORY EPITHELIUM
  申请人：Schmidt Boris

  公开号：US20130287700A1

  公开（公告）日：2013-10-31

  Subject of the present invention are compounds with high affinity for the Aβ protein, α-synuclein or for Tau-PHF aggregates, which are suitable as preferably fluorescent probes for the in vivo diagnosis of neurodegenerative disorders like e.g. Alzheimer's disease and Parkinson's disease. The compounds are characterized by suitable physicochemical properties (excitation wavelength, emission wavelength, Stokes shift, extinction) as well as a high affinity and selectivity for the target proteins.

  本发明的主题是具有高亲和力的化合物，用于Aβ蛋白、α-突触核蛋白或Tau-PHF聚集物，适用于作为体内诊断神经退行性疾病（如阿尔茨海默病和帕金森病）的首选荧光探针。这些化合物具有适当的物理化学性质（激发波长、发射波长、斯托克斯位移、消光），以及对目标蛋白的高亲和力和选择性。
• Photophysics of Cyanine Dyes on Surfaces: Laser-Induced Photoisomer Emission of 3,3'-Dialkylthiacarbocyanines Adsorbed on Microcrystalline Cellulose
  作者：Anabela S. Oliveira、Paulo Almeida、Luis Filipe Vieira Ferreira

  DOI：10.1135/cccc19990459

  日期：——

  The photophysics of three thiacarbocyanine dyes, 3,3'-dimethylthiacarbocyanine iodide (DMTCC), 3,3'-diethylthiacarbocyanine iodide (DETCC), and 3,3′-dipropylthiacarbocyanine iodide (DPTCC) was studied when adsorbed on microcrystalline cellulose in the concentration range from 5.0 · 10^-4 to 10.0 μmol g^-1. Using ground-state diffuse reflectance absorption technique, only H aggregate formation was detected for all the probes. The amount of aggregate formed depends on the hydration degree of the sample, always decreasing with sample dryness. The fluorescence quantum yields for all the adsorbed dyes are one order of magnitude higher than those observed in nonviscous solvents, being 0.98 for DMTCC, 0.96 for DETCC, and 0.63 for DPTCC. Laser-induced fluorescence emissions were recorded (using an intensified-charge-coupled-device detection system) as a function of the laser power, showing that for dry concentrated samples irradiated with high laser intensity, a second fluorescence emission band (bathochromically shifted relative to the monomer emission) was detected. This emission shows a supralinear dependence on laser power. The new emissions here detected arise from fluorescent photoisomers formed via singlet monomers, by a two-photon absorption process.

  三种硫代碳青霉素染料，3,3'-二甲基硫代碳青霉素碘化物（DMTCC），3,3'-二乙基硫代碳青霉素碘化物（DETCC）和3,3'-二丙基硫代碳青霉素碘化物（DPTCC）在微晶纤维素上的光物理学研究，浓度范围为5.0·10^-4至10.0 μmol g^-1。使用基态漫反射吸收技术，仅检测到所有探针的H聚集物形成。形成的聚集物量取决于样品的水合度，始终随着样品干燥而减少。所有吸附染料的荧光量子产率比在非粘性溶剂中观察到的高一个数量级，DMTCC为0.98，DETCC为0.96，DPTCC为0.63。记录了激光诱导的荧光发射（使用增强电荷耦合器件检测系统），作为激光功率的函数，结果显示对于受高激光强度照射的干燥浓缩样品，检测到了第二个荧光发射带（相对于单体发射的巴托克移位）。这种发射显示对激光功率的超线性依赖。这里检测到的新发射来自通过单体的荧光异构体形成的，通过双光子吸收过程。
• Carbenoid reactions of trifluoromethylelement compounds. Part 4. Reactions of trifluoromethylzinc bromide with enamines and methylene bases
  作者：Wieland Tyrra、Dieter Naumann、Sergej V. Pasenok、Yurii L. Yagupolskii

  DOI：10.1016/0022-1139(94)03114-f

  日期：1995.2

  The reactions of ZnBr(CF3)·2CH3CN with 1-morpholinocyclo-pentene and -hexene have been investigated and found to yield mixtures of two isomers of 1-morpholino-1-cyanomethyl-2-difluoromethyl-cyclopentane and -hexane, respectively. The interaction with methylene bases of nitrogen heterocycles leads to the formation of trimethinecyanine dyes. This reaction sequence includes the formation of two carbon-carbon

  研究了ZnBr（CF 3）·2CH 3 CN与1-吗啉代环戊烯和-己烯的反应，并发现了1-吗啉代-1-氰基甲基-2-二氟甲基-环戊烷和-己烷的两种异构体的混合物，分别。与氮杂环的亚甲基碱基的相互作用导致形成三甲基花青染料。该反应顺序包括在一锅操作中形成两个碳-碳键。讨论了反应机理。