(E)-1-(4-cyanophenyl)-2-(3,4-dimethoxyphenyl)ethene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-(4-cyanophenyl)-2-(3,4-dimethoxyphenyl)ethene
• 英文别名: (E)-4-(3,4-dimethoxystyryl)benzonitrile；3,4-dimethoxy-4'-cyano-trans-stilbene；4-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]benzonitrile
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: BPZBKFGUTLCZGV-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-cyanophenyl)-2-(3,4-dimethoxyphenyl)ethene 在 吡啶 、 sodium azide 、 氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.03h， 生成 2-[4-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]phenyl]-5-[4-[5-[4-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]phenyl]-1,3,4-oxadiazol-2-yl]phenyl]-1,3,4-oxadiazole
  参考文献：
  名称：

  Supergelation via Purely Aromatic π–π Driven Self-Assembly of Pseudodiscotic Oxadiazole Mesogens

  摘要：

  A series of highly luminescent oxadiazole-based stilbene molecules (OXD4, OXD8, OXD10, and OXD12) exhibiting interesting enantiotropic liquid crystalline and gelation properties have been synthesized and characterized. The molecules possessing longer alkyl substituents, OXD10 and OXD12, possess a pseudodisc shape and are capable of behaving as supergelators in nonpolar solvents, forming self-standing gels with very high thermal and mechanical stability. Notably the self-assembly of these molecules, which do not possess any hydrogen-bonding motifs normally observed in most reported supergelators, is driven purely by pi-stacking interactions of the constituent molecules. The d-spacing ratios estimated from XRD analysis of OXD derivatives possessing longer alkyl chains show that the molecules are arranged in a columnar fashion in the mesogens and the self-assembled nanofibers formed in the gelation process.

  DOI：

  10.1021/ja500607d
• 作为产物：
  描述：

  对氰基溴化苄 在 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-1-(4-cyanophenyl)-2-(3,4-dimethoxyphenyl)ethene
  参考文献：
  名称：

  Photophysical studies of substituted 1,2-diarylethenes: twisted intramolecular charge transfer fluorescence in dimethoxycyano-substituted 1,2-diarylethene

  摘要：

  1,2-二芳烯，即 (E)-1-(4-氰基苯基)-2-苯乙烯 (1)，(E)-1-(4-甲氧基苯基)-2-苯乙烯 (2)，(E)-1-(3,4-二甲氧基苯基)-2-苯乙烯 (3)，(E)-1-(4-氰基苯基)-2-(4-甲氧基苯基)乙烯 (4) 和 (E)-1-(4-氰基苯基)-2-(3,4-二甲氧基苯基)乙烯 (5) 已被合成，并研究了它们在不同有机溶剂及1,4-二氧六环-水二元混合物中室温下的吸收和荧光特性。此外，这些化合物在77 K的乙醇-甲醇(1:1 v/v)基质中的荧光也被研究。诸如吸收、激发和荧光光谱、荧光量子产率、激发态偶极矩变化，以及溶剂色谱荧光与溶剂参数（如ET(30)值和π*-尺度）的相关性等光物理参数进行了测定。化合物5，具有一个氰基和两个甲氧基取代基，发现表现出依赖溶剂极性的双荧光。短波长荧光归因于最初激发的去局域化平面态，而长波长荧光则归因于非平面扭转的分子内电荷转移激发态。

  DOI：

  10.1039/b006657p

文献信息

• Discovery of resveratrol derivatives as novel LSD1 inhibitors: Design, synthesis and their biological evaluation
  作者：Ying-Chao Duan、Yuan-Yuan Guan、Xiao-Yu Zhai、Li-Na Ding、Wen-Ping Qin、Dan-Dan Shen、Xue-Qi Liu、Xu-Dong Sun、Yi-Chao Zheng、Hong-Min Liu

  DOI：10.1016/j.ejmech.2016.11.035

  日期：2017.1

  indicated that compounds 4e and 4m were reversible LSD1 inhibitors. High content analysis showed that 4e and 4m induced a dose-dependent increase of dimethylated Lys4 of histone H3 and had no impact on the expression of LSD1 in MGC-803 cells. Furthermore, 4e or 4m could remarkably increase the mRNA level of CD86, a surrogate cellular biomarker for LSD1 activity, in MGC-803 cells, suggesting that they

  最近，赖氨酸特异性脱甲基酶1（LSD1）的抑制作用已成为治疗癌症和其他疾病的有吸引力的治疗靶标。作为我们不断努力寻找新型小分子LSD1抑制剂的连续性，我们设计并合成了一系列白藜芦醇衍生物，它们被证明是LSD1的有效抑制剂。其中，化合物4e和4m在酶分析中显示出最有效的LSD1抑制活性，IC 50值分别为121 nM和123 nM。生化研究和对接分析表明，化合物4e和4m是可逆的LSD1抑制剂。高含量分析表明4e和4m诱导组蛋白H3的二甲基化Lys4的剂量依赖性增加，并且对MGC-803细胞中LSD1的表达没有影响。此外，4e或4m可以显着增加MGC-803细胞中CD86的LSD1活性的替代生物标志物CD86的mRNA水平，表明它们很可能在细胞内表现出LSD1抑制活性。这些发现应鼓励进一步修饰这些化合物，以产生具有潜在抗癌活性的更有效的LSD1抑制剂。
• Synthesis and Characterization of <i>C</i>,<i>C</i>-Type Palladacycles and Their Catalytic Application in Mizoroki–Heck Coupling Reaction
  作者：Chi Hou Lo、Hon Man Lee

  DOI：10.1021/acs.organomet.8b00054

  日期：2018.4.9

  structures of three of the new complexes were further established by single-crystal X-ray diffraction studies. These complexes have been screened for catalyzing Mizoroki–Heck coupling reaction using ionic salt as solvent. The complex based on imidazo[1,2-a]pyridine, which has an electron-donating 4-methoxyphenyl ring on the ligand scaffold, was the most efficient catalyst, capable of using activated aryl chloride

  以咪唑并[1,2- a ]吡啶和C2-苯基取代的咪唑部分为基础，开发并合成了两系列高配体前体，它们在咪唑环上具有N -CH 2（C═O）Ar取代基。与乙酸钯反应后，两个系列的配体在N -CH 2（C═O）Ar取代基的亚甲基和邻芳基碳位上都经历了双C–H键活化，生成C，C型带有五元螯合环的palladacycles。从具有溴化物阴离子的配体前体中获得具有桥联溴化物的二聚钯络合物，而与四氟硼酸根阴离子的前体形成具有两个“扔掉”吡啶配体的离子钯络合物。所有配合物都是空气稳定的，并通过1 H和13 C NMR光谱法和元素分析进行了表征。通过单晶X射线衍射研究进一步建立了三种新配合物的结构。这些配合物已经过筛选，可以使用离子盐作为溶剂催化Mizoroki-Heck偶联反应。基于咪唑并[1,2- a]的配合物在吡啶骨架上具有给电子4-甲氧基苯基环的对位吡啶是最有效的催化剂，能够使用活化的芳基氯化物和位
• 一类白藜芦醇衍生物、其制备方法及作为 LSD1抑制剂的应用
  申请人：新乡医学院

  公开号：CN106045881B

  公开（公告）日：2017-10-31

  本发明公开一类白藜芦醇类衍生物、合成方法及其作为组蛋白赖氨酸特异性去甲基化酶1抑制剂的应用，属于药物化学领域。本发明所述的化合物具有如下通式：通式III中，R优选氢、羟基、甲氧基、硝基或卤素，X代表N原子、C原子。该类化合物对组蛋白赖氨酸特异性去甲基化酶1具有很好的抑制作用，可作为进一步开发的候选或者先导化合物用于开发抗肿瘤、抗艾滋病等疾病治疗药物。
• Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer
  作者：Bin Sun、Juma Hoshino、Katie Jermihov、Laura Marler、John M. Pezzuto、Andrew D. Mesecar、Mark Cushman

  DOI：10.1016/j.bmc.2010.05.042

  日期：2010.7

  A series of new resveratrol analogues were designed and synthesized and their inhibitory activities against aromatase were evaluated. The crystal structure of human aromatase (PDB 3eqm) was used to rationalize the mechanism of action of the aromatase inhibitor 32 (IC50 0.59 mu M) through docking, molecular mechanics energy minimization, and computer graphics molecular modeling, and the information was utilized to design several very potent inhibitors, including compounds 82 (IC50 70 nM) and 84 (IC50 36 nM). The aromatase inhibitory activities of these compounds are much more potent than that for the lead compound resveratrol, which has an IC50 of 80 mu M. In addition to aromatase inhibitory activity, compounds 32 and 44 also displayed potent QR2 inhibitory activity (IC50 1.7 mu M and 0.27 mu M, respectively) and the high-resolution X-ray structures of QR2 in complex with these two compounds provide insight into their mechanism of QR2 inhibition. The aromatase and quinone reductase inhibitors resulting from these studies have potential value in the treatment and prevention of cancer. (C) 2010 Elsevier Ltd. All rights reserved.