(E)-3-(2-(dimethylamino)phenyl)acrylaldehyde | 1292323-50-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: (E)-3-(2-(dimethylamino)phenyl)acrylaldehyde
• 英文别名: N-dimethylamino cinnamaldehyde；(E)-3-[2-(dimethylamino)phenyl]prop-2-enal
• CAS: 1292323-50-2
• 化学式: C₁₁H₁₃NO
• 分子量: 175.23
• InChiKey: CQMPPVMHGQBDOU-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(2-(dimethylamino)phenyl)acrylaldehyde 在 sodium tetrahydroborate 、 溶剂黄146 、 sodium sulfate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (E)-tert-butyl 2-(3-(2-(dimethylamino)phenyl)allylamino)ethylcarbamate
  参考文献：
  名称：

  Emission Wavelength Prediction of a Full-Color-Tunable Fluorescent Core Skeleton, 9-Aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one

  摘要：

  In this paper we report on a novel fluorescent core skeleton, 9-aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one, which we named Seoul-Fluor, having tunable and predictable photophysical properties. Using a concise and practical one-pot synthetic procedure, a 68-member library of new fluorescent compounds was synthesized with diverse substituents. In Seoul-Fluor, the electronic characteristics of the substituents, as well as their positional changes, have a close correlation with their photophysical properties. The systematic perturbation of electronic densities on the specific positions of Seoul-Fluor, guided with the Hammett constant, allows emission wavelength tunability covering the full color range. On the basis of these observations and a computational analysis, we extracted a simple first-order correlation of photophysical properties with the theoretical calculation and accurately predicted the emission wavelength of Seoul-Fluors through the rational design. In this study, we clearly demonstrate that Seoul-Fluor can provide a powerful gateway for the generation of desired fluorescent probes without the need for a tiresome synthesis and trial-and-error process.

  DOI：

  10.1021/ja110766a
• 作为产物：
  描述：

  (E)-methyl 3-(2-(dimethylamino)phenyl)acrylate 在 二异丁基氢化铝 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-3-(2-(dimethylamino)phenyl)acrylaldehyde
  参考文献：
  名称：

  Emission Wavelength Prediction of a Full-Color-Tunable Fluorescent Core Skeleton, 9-Aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one

  摘要：

  In this paper we report on a novel fluorescent core skeleton, 9-aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one, which we named Seoul-Fluor, having tunable and predictable photophysical properties. Using a concise and practical one-pot synthetic procedure, a 68-member library of new fluorescent compounds was synthesized with diverse substituents. In Seoul-Fluor, the electronic characteristics of the substituents, as well as their positional changes, have a close correlation with their photophysical properties. The systematic perturbation of electronic densities on the specific positions of Seoul-Fluor, guided with the Hammett constant, allows emission wavelength tunability covering the full color range. On the basis of these observations and a computational analysis, we extracted a simple first-order correlation of photophysical properties with the theoretical calculation and accurately predicted the emission wavelength of Seoul-Fluors through the rational design. In this study, we clearly demonstrate that Seoul-Fluor can provide a powerful gateway for the generation of desired fluorescent probes without the need for a tiresome synthesis and trial-and-error process.

  DOI：

  10.1021/ja110766a

文献信息

• Novel hydrazone-based and oxime-based fluorescent and chromophoric/pro-fluorescent and pro-chromophoric reagents and linkers
  申请人：Schwartz David A.

  公开号：US20080221343A1

  公开（公告）日：2008-09-11

  Conjugationally extended hydrazine compositions of the formula (RR 2 )N(H) n (NH 2 ) n , fluorescent hydrazone compositions of the formula (RR 2 )NN═C(R 1 R 2 ), methods of the formation of hydrazones from the reaction of conjugationally extended hydrazines with conjugationally extended carbonyls and methods of their use in assays systems are described. Use of these conjugationally extended hydrazine and oxime compositions for direct calorimetric and fluorometric assays wherein a chromophore or the fluorophore is incorporated into the linker that is positioned between a reactive linking moiety and a biotin molecule. More specifically the linker comprises one molecule of a high affinity binding pair such as for example biotin of the biotin/avidin high affinity binding pair, connected to a spacer molecule such as for example a length of polyethyleneglycol followed by a pro-chromophoric, chromophoric, pro-fluorescent or fluorescent moiety connected to an amino-, thiol- or carbohydrate-reactive moiety such as for example succinimidyl, maleimido or aminoxy group respectively, that may covalently link to a biomolecule.

  描述了公式(RR2)N(H)n(NH2)n的共轭扩展肼组合物，公式(RR2)NN═C(R1R2)的荧光肼酮组合物，以及从共轭扩展肼与共轭扩展羰基化合物反应形成肼酮的方法，以及在测定系统中使用它们的方法。利用这些共轭扩展肼和肟组合物进行直接量热和荧光测定，其中色团或荧光团被并入连接基团中，该连接基团位于反应性连接基团和生物素分子之间。更具体地，连接基团包括一分子高亲和性结合对之一，例如生物素/亲和素高亲和性结合对之一，连接到一个间隔分子，例如一段聚乙二醇长度，后接一个前色团、色团、前荧光团或荧光团，连接到一个氨基、硫醇或碳水化合物反应性基团，例如琥珀酰亚胺基、马来酰亚胺基或氨氧基团，可以共价连接到生物分子。
• [EN] FLUORESCENT PROBES<br/>[FR] SONDES FLUORESCENTES
  申请人：UNIV MASSACHUSETTS

  公开号：WO2018151949A1

  公开（公告）日：2018-08-23

  The present disclosure relates to compounds of Formula I, II, or III and compositions of the same, which are reversible off-on or ratiometric fluorescent iron sensors and are useful in live-cell imaging of labile iron ions and their quantification in subcellular compartments, as well as treatment of diseases associated with iron dyshomoestasis.

  本公开涉及公式I、II或III的化合物以及相同化合物的组合物，这些化合物是可逆的开关型或比色荧光铁传感器，可用于活细胞成像中的活性铁离子和其在亚细胞区域中的定量，以及与铁离子失衡相关疾病的治疗。
• Quinoline derivatives and organic electroluminescent devices
  申请人：——

  公开号：US20030012980A1

  公开（公告）日：2003-01-16

  Quinoline derivatives represented by formula (1) wherein two or more of substituents R 1 to R 7 are each a group of formula (2). It is preferable that among the substituents R 1 to R 7 , at least one of the substituents other than those of general formula (2) be an electron-whithdrawing group. In general formula (2), Q is a carbo- or hetero-aryl group; at least one of the substituents R Q on the group Q is preferably an electron-donating group; and the number (n) of double bonds is preferably 1 to 3. Use of such derivatives in an organic EL device provided with a layer of an organic compound and two electrodes sandwiching the layer as the organic compound gives devices emitting yellow to red light with high brightness and high efficiency. Further, doping a hole transport layer with such derivatives realizes organic EL devices capable of emitting lights of resultant colors (e. g., white) composed of lights from light-emitting and hole transport layers. 1

  公式（1）所代表的喹啉衍生物，其中2个或更多的取代基R1至R7中的每一个都是公式（2）的基团。在取代基R1至R7中，最好至少有一个除了通用公式（2）以外的取代基是电子吸引基团。在公式（2）中，Q是一个碳基或杂环芳基团；群Q上的取代基RQ中至少有一个最好是电子供给基团；双键的数量（n）最好为1至3。在有机EL器件中使用这种衍生物，该器件具有一个有机化合物层和夹在该层中的两个电极，该有机化合物层能够发出高亮度和高效率的黄到红光。此外，用这种衍生物掺杂空穴传输层可以实现发出由发光层和空穴传输层的光组成的结果颜色（例如白色）的有机EL器件。
• Non-resonant two-photon absorbing material, non-resonant two-photon emitting material, method for inducing absorption of non-resonant two-photons and method for generating emission of non-resonant two-photons
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：US20040131969A1

  公开（公告）日：2004-07-08

  A non-resonant two-photon absorbing material is provided, comprising a specified compound and exhibiting far stronger non-resonant two-photon absorption and two-photon emission than conventional materials.

  提供了一种非共振双光子吸收材料，包括一种特定的化合物，并展示比传统材料更强的非共振双光子吸收和双光子发射。
• [EN] ANABASEINE DERIVATIVES USEFUL IN THE TREATMENT OF DEGENERATIVE DISEASES OF THE NERVOUS SYSTEM<br/>[FR] DERIVES D'ANABASEINE UTILISES DANS LE TRAITEMENT DE TROUBLES DEGENERATIFS DU SYSTEME NERVEUX
  申请人：UNIVERSITY OF FLORIDA

  公开号：WO1994005288A1

  公开（公告）日：1994-03-17

  (EN) Novel anabaseine and anabasine derivatives are useful for stimulating brain cholinergic transmission, and have utility in the treatment of degenerative diseases of the nervous system.(FR) De nouveaux dérivés d'anabaséine et d'anabasine peuvent être utilisés pour stimuler la transmission cholinergique dans le cerveau, et pour traiter des troubles dégénératifs du système nerveux.

  （EN）新型的anabaseine和anabasine衍生物可用于刺激大脑胆碱能传递，并在治疗神经系统退行性疾病方面具有用途。 （FR）新型anabaséine和anabasine衍生物可用于刺激大脑胆碱能传递，并用于治疗神经系统的退行性疾病。