4-(4-(二甲基氨基)苯乙烯)-N-甲基碘化吡啶 | 1143514-73-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(4-(二甲基氨基)苯乙烯)-N-甲基碘化吡啶
• 英文名称: 4-[2-(4-(dimethylamino)phenyl)ethenyl]-1-methylpyridiniumiodide
• 英文别名: 4-[2-(4-(dimethylamino)phenyl)ethenyl]-1-methylpyridiniumiodide C16H19N2(1+)*I(1-), black, monoclinic, P21/C；4-(4-(DIMETHYLAMINO)STYRYL)-N-METHYLPYRIDINIUM IODIDE；4-{(E)-2-[4-(Dimethylamino)phenyl]vinyl}-1-methylpyridinium iodid e；(E)-4-(4-(dimethylamino)styryl)-1-methylpyridinium iodide；4-N,N-dimethylamino-4′-N′-methylstilbazolium trifluoromethanesulfonate；[(E)-N-methyl-4-(2-(4-(N,N-dimethyl)phenyl)ethenyl)pyridinium] iodide；4-N,N-dimethylamino-4′-N′-methyl-stilbazolium iodide；4-{(E)-2-[4-(dimethylamino)phenyl]vinyl}-1-methylpyridinium iodide；trans-4-[4'-(N,N-dimethylamino)styryl]-N-methyl pyridinium iodide；1-methyl-4-{2-[4-(dimethylamino)phenyl]ethenyl}pyridinium iodide
• CAS: 1143514-73-1；959-81-9；68971-03-9
• 化学式: C16H19IN2
• 分子量: 366.24
• InChiKey: UJNFDSOJKNOBIA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.25
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  7.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tetrabutylammonium bis(1,3-dithiole-2-thione-4,5-dithiolate)niccolate(III) 、 4-(4-(二甲基氨基)苯乙烯)-N-甲基碘化吡啶 以 乙腈 为溶剂， 生成 4-[2-(4-(dimethylamino)phenyl)ethenyl]-1-methylpyridiniumbis(2-thioxo-1,3-dithiole-4,5-dithiolato)nickelate(III) 、 4-[2-(4-(dimethylamino)phenyl)ethenyl]-1-methylpyridiniumbis(2-thioxo-1,3-dithiole-4,5-dithiolato)nickelate(III)
  参考文献：
  名称：

  Synthesis, Structure, and Physical Properties of Nickel Bis(dithiolene) Metal Complexes, [Ni(dmit)₂], with Highly Polar Cyanine Dyes

  摘要：

  Three new compounds were obtained by slow diffusion of [Ni(dmit)(2)](-) (dmit = 2-thioxo-1,3-dithiole-4,5-dithiolato) into 4-(dimethylamino)-1-methylpyridinium [C-1](+), 4-[2-(4-(dimethylamino)phenyl)ethenyl]-1-methylpyridinium [C2](+), and 4-[4-(4-(dimethylamino)phenyl)-1,3-butadienyl]-1-methylpyridinium [C-3](+). [C-1](+)[Ni(dmit)(2)](-) exhibits two crystallographic phases (1, 2) as does [C-2](+)[Ni(dmit)(2)](-) (3, 4). The structures have been determined: 1, monoclinic, P2(1)/c, a = 17.450(2) Angstrom, b = 10.646(1) Angstrom, c = 23.891(2) Angstrom, beta = 97.42(1)degrees, Z = 4; 2, triclinic P (1) over bar, 9.776(1) Angstrom, b = 15.195(2) Angstrom, c = 16.999(2) Angstrom, alpha = 114.14(1)degrees, beta = 101.84(1)degrees, gamma = 93.40(1)degrees, Z = 2; 3, monoclinic, P2(1)/c, a = 9.813(1) Angstrom, b = 11.589(1) Angstrom, c = 24.345(3) Angstrom, beta = 93.12(1)degrees, Z=4; 2, triclinic, P (1) over bar, a = 13.432(2) Angstrom, b = 16.101(2) Angstrom, c = 6.553(1) Angstrom, alpha = 99.69(1)degrees, beta = 94.34(1)degrees, gamma = 102.88(2)degrees, Z = 2; [C-1](+)[Ni(dmit)(2)](-) (1) exhibits a conductivity of 1.3 x 10(-2) S cm(-1). Due to centrosymmetry, none of the materials exhibits second-order nonlinear optical properties, but the structure of 1 demonstrates that layers of highly polarizable cations can be stabilized in a noncentrosymmetric environment between two-dimensional networks of [Ni(dmit)(2)](-) species.

  DOI：

  10.1021/ic971550+

文献信息

• Effect of additives on the large-size growth of 4-N,N-dimethylamino-4-N-methyl stilbazolium naphthalene-2-sulfonate (DSNS) single crystal: an efficient stilbazolium derivative NLO crystal with potential terahertz wave properties.
  作者：K. Senthil、S. Kalainathan、A. Ruban Kumar

  DOI：10.1039/c4ce01350f

  日期：——

  We explored the growth of the highly nonlinear optical stilbazolium salt 4-N,N-dimethylamino-4-N-methyl stilbazolium naphthalene-2-sulfonate (DSNS) by a slow evaporation method.

  我们通过缓慢蒸发法研究了高度非线性光学苯并噻唑盐4-N,N-二甲胺基-4-N-甲基苯并噻唑盐萘磺酸盐（DSNS）的生长。
• One-Drop Self-Assembly and Size Control of Organic Nonlinear Optical Crystal DSNS Nanowires
  作者：Shuting Guan、Xiaoping Wang、Ying Li、Tian Tian、Gongjie Xu、Shuai Yuan、Bin Cai

  DOI：10.1021/acs.cgd.8b01362

  日期：2019.2.6

  very high surface quality with surface roughness < 150 pm, which is highly beneficial for fabricating integrated optical devices. DSNS NW has the same triclinic crystal structure as that of bulk crystal and exhibits excellent second-order NLO and fluorescent properties, which could provide wide opportunities for on-chip optoelectronic devices and integrated photonic systems. Furthermore, the one-drop self-assembly

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• Photophysical Studies on the Mono- and Dichromophoric Hemicyanine Dyes I. Photoelectric Conversion from the Dye Modified ITO Electrodes
  作者：Yanyi Huang、Tianrong Cheng、Fuyou Li、Chun-Hui Huang、Tingjun Hou、Anchi Yu、Xinsheng Zhao、Xiaojie Xu

  DOI：10.1021/jp020876n

  日期：2002.10.1

  generation (SHG) signals and remarkable enhanced photoelectric conversion (PEC) quantum yields from 1,3-Bis [(E)- 4-(2-(4-(N-methyl, N-octadecylamino) phenyl) ethenyl) pyridinyl]-alkane dibromide (B3) and 1,5-Bis [(E)- 4-(2-(4-(N-methyl, N-octadecylamino) phenyl) ethenyl) pyridinyl]-alkane dibromide (B5). The structures of the Langmuir−Blodgett films of these dyes are assumed. Although these dimers are center-symmetric

  Stilbazolium 二聚体被设计和合成，其中不同长度的亚甲基连接两个发色团。从他们的 Langmuir-Blodgett 单分子层中检测到了二阶非线性光学特性。研究了光电流的产生以及其他光物理特性，例如吸收和荧光。将二聚体与 stilbazolium 单体进行比较，我们发现 1,3-Bis [(E)- 4-(2-(4-(N-甲基，N-十八烷基氨基）苯基）乙烯基）吡啶基]-烷烃二溴化物（B3）和1,5-双[（E）-4-（2-（4-（N-甲基，N-十八烷基氨基）苯基）乙烯基）吡啶基]-烷烃二溴化物 (B5)。假设这些染料的 Langmuir-Blodgett 薄膜的结构。
• Rational Design of Crystallization‐Induced‐Emission Probes To Detect Amorphous Protein Aggregation in Live Cells
  作者：Di Shen、Wenhan Jin、Yulong Bai、Yanan Huang、Haochen Lyu、Lianggang Zeng、Mengdie Wang、Yuqi Tang、Wang Wan、Xuepeng Dong、Zhenming Gao、Hai‐Long Piao、Xiaojing Liu、Yu Liu

  DOI：10.1002/anie.202103674

  日期：2021.7.12

  e) for selective binding and fluorescence enhancement. Regulation of the electron-withdrawing groups tuned the emission wavelength while retaining selective detection. Finally, we utilized the optimized probe to systematically image aggregated proteome upon proteostasis network regulation. Overall, we present a rational approach to develop amorphous protein aggregation sensors from AIEgens with controllable

  与淀粉样蛋白聚集体不同，没有明确结构的无定形蛋白聚集体一直难以在复杂的细胞环境中靶向和检测。在这项研究中，我们合理地设计了来自聚集诱导发射探针（AIEgens）的无定形蛋白聚集传感器。利用二氰基异佛尔酮作为 AIEgen 支架模型，我们首先将 AIEgens 的荧光敏化到模拟无定形聚集蛋白内部的非极性和粘性环境。我们确定了一个普遍适用的部分（二甲氨基亚苯基）用于选择性结合和荧光增强。吸电子基团的调节调整了发射波长，同时保留了选择性检测。最后，我们利用优化的探针对蛋白质稳态网络调节下的聚集蛋白质组进行系统成像。总的来说，我们提出了一种合理的方法来开发 AIEgens 的无定形蛋白聚集传感器，具有可控的灵敏度、光谱覆盖范围和细胞性能。
• A side-chain engineering strategy for constructing fluorescent dyes with direct and ultrafast self-delivery to living cells
  作者：Lifang Guo、Chuanya Li、Hai Shang、Ruoyao Zhang、Xuechen Li、Qing Lu、Xiao Cheng、Zhiqiang Liu、Jing Zhi Sun、Xiaoqiang Yu

  DOI：10.1039/c9sc05875c

  日期：——

  A side-chain engineering strategy can dramatically improve dye delivery by fine-tuning the adsorption and desorption abilities of the transmembrane process, enabling ultralow loading bioimaging and deep tissue penetration.

  通过侧链工程策略，可以通过微调跨膜过程的吸附和脱附能力，显著改善染料的输送，从而实现超低负载生物成像和深层组织穿透。