N-((1E)-3-(phenylimino)prop-1-enyl)benzenamine hydrochloride

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-((1E)-3-(phenylimino)prop-1-enyl)benzenamine hydrochloride
• 英文别名: N-((2E)-3-anilinoprop-2-enylidene)anilinium chloride；N-[3-(phenylamino)allylidene]benzenaminium chloride；malondialdehyde dianil hydrochloride；hydron;N-[(E)-3-phenyliminoprop-1-enyl]aniline;chloride
• 化学式: C₁₅H₁₄N₂*ClH
• 分子量: 258.75
• InChiKey: PBKBURVPAHHUIK-AVUWLFEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-((1E)-3-(phenylimino)prop-1-enyl)benzenamine hydrochloride 在 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 cyanine 5 carboxylic acid
  参考文献：
  名称：

  Practical syntheses of dyes for difference gel electrophoresis

  摘要：

  The three dyes (two indocyanine and one berizoxazolium) useful in difference gel electrophoresis-methyl Cy5 1, propyl Cy3 2, and the benzoxazolium dye Cy2 3-and their NHS esters have been prepared by efficient routes in good overall yield from inexpensive precursors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.068
• 作为产物：
  描述：

  1,1,3,3-四甲氧基丙烷 、 苯胺 在 盐酸 作用下， 以 水 为溶剂， 以85%的产率得到N-((1E)-3-(phenylimino)prop-1-enyl)benzenamine hydrochloride
  参考文献：
  名称：

  Practical syntheses of dyes for difference gel electrophoresis

  摘要：

  The three dyes (two indocyanine and one berizoxazolium) useful in difference gel electrophoresis-methyl Cy5 1, propyl Cy3 2, and the benzoxazolium dye Cy2 3-and their NHS esters have been prepared by efficient routes in good overall yield from inexpensive precursors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.068

文献信息

• Synthesis and linear/nonlinear optical properties of a new class of ‘RHS’ NLO chromophore
  作者：Andrew J. Kay、Anthony D. Woolhouse、Yuxia Zhao、Koen Clays

  DOI：10.1039/b315274j

  日期：——

  Examples of a new class of zwitterionic, “right-hand side” merocyanines containing a cyanodicyanomethylidenedihydrofuran electron acceptor have been prepared. As well as allowing for the facile synthesis of these chromophores, our synthetic methodology enables considerable variation in both the donor moiety as well as the extent of conjugation between the donor and acceptor systems. As expected, all of these “right-hand side” systems are negatively solvatochromic, with the difference between λmax (polar vs. nonpolar solvents) increasing with the extent of conjugation. In accord with expectations, hyper-Raleigh scattering (HRS) measurements confirm that molecules with the greatest conjugation pathway (for e.g.21c, 23c) have the largest first hyperpolarisabilites, βo. In addition, our HRS evaluation indicates that the 4-quinolinylidene donor nucleus is superior to both the 4-pyridinylidene and benzothiazolylidene systems. The figures of merit, μ(calc).βo(measured), that we obtain for some of these compounds, are of a similar magnitude to the best “left hand side” examples reported in the literature. In order to demonstrate the versatility of our synthetic technique, representative polymer-tetherable derivatives of these compounds have been prepared, as have the corresponding TDI-based polyurethanes.

  已经制备出一种新的双离子型“右侧”梅罗氰胺类化合物，其包含氰基二氰甲基二氢呋喃电子受体。我们的合成方法不仅允许这些色素的简便合成，还能在供体部分及供体与受体系统之间的共轭程度上进行相当大的变化。正如预期的那样，所有这些“右侧”系统都表现出负溶剂色散性，最大波长（极性与非极性溶剂）之间的差异随着共轭程度的增加而增大。符合预期，超拉赖散射（HRS）测量证实，具有最大共轭路径的分子（例如21c、23c）具有最大的首个超极化率βo。此外，我们的HRS评估表明，4-喹啉基腈供体核优于4-吡啶基腈和苯并噻唑基腈系统。我们为一些化合物获得的绩效指标μ(calc)·βo(measured)与文献中报道的最佳“左侧”示例相似。为了展示我们合成技术的多样性，已经制备了这些化合物的代表性聚合物连接衍生物，以及相应的基于TDI的聚氨酯。
• Symmetric anionic polymethine dyes derived from fluorene and its derivatives with electron-acceptor substituents: synthesis and spectral properties
  作者：I. V. Kurdyukova、N. A. Derevyanko、A. A. Ishchenko、D. D. Mysyk

  DOI：10.1007/s11172-012-0040-7

  日期：2012.2

  Novel anionic polymethine dyes were synthesized from 2,7-bis(phenoxysulfonyl)-, 2,7-dinitro-, and 2,4,5,7-tetranitrofluorenes. The reasons for the complicated shape of their absorption spectra were analyzed: the formation of contact ion pairs, associates, and conformational isomers and electronic effects of substituents. The quantum chemical calculations by the Pariser—Parr—Pople method and nonempirical

  新型阴离子聚次甲基染料由 2,7-双(苯氧基磺酰基)-、2,7-二硝基-和 2,4,5,7-四硝基芴合成。分析了其吸收光谱形状复杂的原因：接触离子对、缔合体和构象异构体的形成以及取代基的电子效应。在 B3LYP/6-31G(d,p) 基组中，Pariser-Parr-Pople 方法和非经验 DFT 和 TDDFT 方法的量子化学计算表明，硝基的轨道与 SO2OPh 的轨道不同，是与常见的发色团系统有效共轭，诱导额外的电子跃迁。
• Exploration of Cyanine Compounds as Selective Inhibitors of Protein Arginine Methyltransferases: Synthesis and Biological Evaluation
  作者：Hao Hu、Eric A. Owens、Hairui Su、Leilei Yan、Andrew Levitz、Xinyang Zhao、Maged Henary、Yujun George Zheng

  DOI：10.1021/jm501452j

  日期：2015.2.12

  trimethine cyanine compounds that effectively inhibit PRMT1 activity. In our present study, we systematically investigated the structure–activity relationship of cyanine structures. A pentamethine compound, E-84 (compound 50), showed inhibition on PRMT1 at the micromolar level and 6- to 25-fold selectivity over CARM1, PRMT5, and PRMT8. The cellular activity suggests that compound 50 permeated the cellular

  精氨酸甲基转移酶1（PRMT1）参与许多生物学活动，例如基因转录，信号转导和RNA处理。PRMT1的过度表达与心血管疾病，肾脏疾病和癌症有关；因此，选择性PRMT1抑制剂可作为化学探针来研究PRMT​​1的生物学功能和用于疾病治疗的候选药物。我们以前的工作发现了有效抑制PRMT1活性的三甲胺花青化合物。在我们目前的研究中，我们系统地研究了花菁结构的结构-活性关系。五甲胺化合物E-84（化合物50）在微摩尔水平上对PRMT1表现出抑制作用，其选择性是CARM1，PRMT5和PRMT8的6至25倍。细胞活性表明该化合物50渗入细胞膜，抑制细胞PRMT1活性，并阻止白血病细胞增殖。此外，我们的分子对接研究表明，化合物50可能通过占据辅因子结合位点发挥作用，这为指导进一步优化该先导化合物提供了路线图。
• Method for optical measurement of multi-stranded nucleic acid
  申请人：Nakamura Kouki

  公开号：US20050112770A1

  公开（公告）日：2005-05-26

  A method for optical measurement of a multi-stranded nucleic acid which comprises the step of bringing a compound into contact with a multi-stranded nucleic acid wherein said compound is capable of interacting with the multi-stranded nucleic acid, wherein the compound has the following properties: (a) the compound can exist in a substantially colorless and non-fluorescent state under at least one condition in an aqueous solution in the absence of the multi-stranded nucleic acid, and (b) when the multi-stranded nucleic acid is allowed to exist in the condition defined in the above (a), the compound changes to a substantially colored state based on an interaction with the multi-stranded nucleic acid and substantially expresses fluorescent property based on said interaction.

  一种用于多股核酸的光学测量方法，包括以下步骤：将一种化合物与多股核酸接触，所述化合物能够与多股核酸相互作用，且该化合物具有以下性质：(a) 在无多股核酸的情况下，该化合物能够在水溶液中在至少一种条件下处于基本无色和非荧光状态，(b) 当多股核酸存在于上述(a)定义的状态下时，该化合物会因与多股核酸的相互作用而转变为基本上有色的状态，并基于该相互作用而表现出基本上荧光的性质。
• Water soluble fluorescent compounds
  申请人：Reddington Mark

  公开号：US20070021621A1

  公开（公告）日：2007-01-25

  The invention provides a novel class of fluorescent compounds. Also provided are conjugates of the fluorescent compounds, methods of using the fluorescent compounds and their conjugates as well as kits including the fluorescent compounds and their conjugates.

  本发明提供了一种新型的荧光化合物。同时还提供了荧光化合物的结合物，使用荧光化合物及其结合物的方法，以及包括荧光化合物及其结合物的试剂盒。