1-[(E)-2-(4-fluorophenyl)ethenyl]-3,5-dimethoxybenzene

• 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: 1-[(E)-2-(4-fluorophenyl)ethenyl]-3,5-dimethoxybenzene
• 英文别名: (E)-1-(3,5-dimethoxystyryl)-4-fluorobenzene；(E)-1-(4-fluorostyryl)-3,5-dimethoxybenzene；3,5-dimethoxy-4'-fluoro-trans-stilbene；(E)-3,5-dimethoxy-4'-fluorostilbene；(E)-1-(4-fluoroxyphenyl)-2-(3,5-dimethoxyphenyl)-ethene；(E)-1-(4-fluorostyryl)-3,5-dimetoxybenzene
• 化学式: C₁₆H₁₅FO₂
• 分子量: 258.292
• InChiKey: BXIQOACOSDGVBH-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 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：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(E)-2-(4-fluorophenyl)ethenyl]-3,5-dimethoxybenzene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以56%的产率得到4'-fluoro-3,5-dihydroxystilbene
  参考文献：
  名称：

  方便快捷地获得白藜芦醇衍生物及其辐射防护活性

  摘要：

  基于芳基硼酸与苯乙烯的钯催化氧化Heck反应，然后以中等至良好的产率脱甲基，可以轻松快速地获得白藜芦醇衍生物。易于合成一系列具有各种官能团的白藜芦醇衍生物。还已经使用大鼠胸腺细胞评估了合成化合物的放射防护活性。结果表明，一些白藜芦醇衍生物有效地保护了胸腺细胞免受辐射诱导的细胞凋亡。

  DOI：

  10.1016/j.bmcl.2016.07.018
• 作为产物：
  描述：

  3,5-二甲氧基溴苄 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-[(E)-2-(4-fluorophenyl)ethenyl]-3,5-dimethoxybenzene
  参考文献：
  名称：

  Synthesis and Evaluation of ¹⁸F-Labeled Styryltriazole and Resveratrol Derivatives for β-Amyloid Plaque Imaging

  摘要：

  In the present study, a styryltriazole and four resveratrol derivatives were synthesized as candidates for beta-amyloid (A beta) plaque imaging. On the basis of their binding affinities to A beta(1-42) aggregates, the styryltriazole (1, K-i = 12.8 nM) and one resveratrol derivative (5, K-i = 0.49 nM) were labeled with F-18. In normal mice, tissue distribution of [F-18]5 showed good initial brain uptake (3.26% ID/g at 2 min) but slow wash-out from brains (2-to-60 min uptake ratio: 2.9). Furthermore, it underwent in vivo metabolic defluorination (1.88% ID/g at 2 min and 9.73% ID/g at 60 min). In contrast, [F-18]1 displayed high initial brain uptake (5.38% ID/g at 2 min) with rapid wash-out from brains (0.52% ID/g at 60 min; 2-to-60 min uptake ratio: 10.3). These results indicate that [F-18]1 has in vivo kinetics comparable to PET radiopharmaceuticals currently under commercial development, demonstrating that [F-18]1 is a desirable PET radioligand for A beta plaque imaging.

  DOI：

  10.1021/jm201400q

文献信息

• Methods for Determining the Oncogenic Condition of Cell, Uses Thereof, and Methods for Treating Cancer
  申请人：INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE)

  公开号：US20170176446A1

  公开（公告）日：2017-06-22

  The invention relates to methods for detecting the oncogenic condition of cells, including step where the amount of the OCDO compound in said cells is measured, and to the uses thereof. The invention further relates to OCDO inhibitors for use in methods for treating cancer.

  这项发明涉及检测细胞的致癌状态的方法，包括测量所述细胞中OCDO化合物的数量的步骤，以及其用途。该发明还涉及用于治疗癌症方法中使用的OCDO抑制剂。
• Ligand-controlled iridium-catalyzed semihydrogenation of alkynes with ethanol: highly stereoselective synthesis of <i>E</i>- and <i>Z</i>-alkenes
  作者：Jinfei Yang、Chengniu Wang、Yufeng Sun、Xuyan Man、Jinxia Li、Fei Sun

  DOI：10.1039/c8cc09714c

  日期：——

  iridium-catalyzed semihydrogenation of alkynes to E- and Z-alkenes with ethanol was developed. Effective selectivity control was achieved by ligand regulation. The use of 1,2-bis(diphenylphosphino)ethane (DPPE) and 1,5-cyclooctadiene (COD) was critical for the stereoselective semihydrogenation of alkynes. The general applicability of this procedure was highlighted by the synthesis of more than 40 alkenes, with

  开发了由配体控制的铱催化的炔烃用乙醇半氢化为E-和Z-烯烃的方法。通过配体调节实现了有效的选择性控制。1,2-双（二苯基膦基）乙烷（DPPE）和1,5-环辛二烯（COD）的使用对于炔烃的立体选择性半氢化反应至关重要。通过合成具有良好立体选择性的40多种烯烃，突出了该方法的一般适用性。通过研究pinosylvin和4,4'-dihydroxystilbene（DHS）对作为脊椎动物模型的斑马鱼的影响，研究了我们的方法在实际应用中的价值。
• Synthesis, structural characterisation and biological evaluation of fluorinated analogues of resveratrol
  作者：Brian W. Moran、Frankie P. Anderson、Aoife Devery、Stephen Cloonan、William E. Butler、Sunil Varughese、Sylvia M. Draper、Peter T.M. Kenny

  DOI：10.1016/j.bmc.2009.05.007

  日期：2009.7

  were employed to synthesise analogues of this stilbene. Fluorinated derivatives of this stilbene were synthesised maintaining the 3,4′,5-substitution pattern. The hydroxyl groups were also replaced by amino groups and the biological activity evaluated. The compounds were assayed on a variety of cell lines, primarily the non-small lung carcinoma cell line DLKP-A. Analogues were evaluated alone and in

  白藜芦醇是一种潜在的化学预防剂，可以从葡萄皮和其他饮食来源中分离出来。Wittig反应和脱羰Heck反应用于合成该二苯乙烯的类似物。合成该二苯乙烯的氟化衍生物，维持3,4'，5-取代模式。羟基也被氨基取代，并评估了生物学活性。在多种细胞系中检测化合物，主要是非小肺癌细胞系DLKP-A。单独或与已知的化学治疗药物表柔比星联用对类似物进行评估。
• Algicidal Activity of Stilbene Analogues
  作者：Cassia S. Mizuno、Kevin K. Schrader、Agnes M. Rimando

  DOI：10.1021/jf801988p

  日期：2008.10.8

  Continuing our search for natural product and natural product-based compounds for the control of off-flavor in catfish, 29 stilbene analogues were synthesized and evaluated for algicidal activity against the 2-methylisoborneol (MIB)-producing cyanobacterium Oscillatoria perornata. The cis and trans isomers of 4-(3,5-dimethoxystyryl)aniline showed moderate and selective algicidal activity toward O.

  在继续寻找天然产物和基于天然产物的化合物以控制cat鱼异味的过程中，合成了29种二苯乙烯类似物并评估了其对生产2-甲基异冰片醇（MIB）的蓝细菌Oscillatoria perornata的杀藻活性。4-（3,5-二甲氧基苯乙烯基）苯胺的顺式和反式异构体表现出对O. perornata的适度和选择性杀藻活性，观察到的最低抑菌浓度和最低的完全抑菌浓度为10μM。这是关于二甲sti对产生MIB的蓝细菌物种的选择性杀藻活性的首次报道。
• METHODS FOR DETERMINING THE ONCOGENIC CONDITION OF CELL, USES THEREOF, AND METHODS FOR TREATING CANCER
  申请人：De Medina Philippe

  公开号：US20120100124A1

  公开（公告）日：2012-04-26

  The invention relates to methods for detecting the oncogenic condition of cells, including step where the amount of the OCDO compound in said cells is measured, and to the uses thereof. The invention further relates to OCDO inhibitors for use in methods for treating cancer.

  本发明涉及用于检测细胞的致癌状态的方法，其中包括测量所述细胞中OCDO化合物的量的步骤，并涉及其用途。本发明还涉及用于治疗癌症的OCDO抑制剂的使用方法。