(3,4-dibromothien-2-yl)-tridecyl-ketone | 1190224-40-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3,4-dibromothien-2-yl)-tridecyl-ketone
• 英文别名: 1-(3,4-Dibromo-thiophen-2-yl)-tetradecan-1-one；1-(3,4-dibromothiophen-2-yl)tetradecan-1-one
• CAS: 1190224-40-8
• 化学式: C₁₈H₂₈Br₂OS
• 分子量: 452.294
• InChiKey: ABVCVJYHXBXGNR-UHFFFAOYSA-N

物化性质

• 沸点：
  484.2±45.0 °C(Predicted)
• 密度：
  1.326±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3,4-dibromothien-2-yl)-tridecyl-ketone 在 18-冠醚-6 、 potassium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-bromo-3-tridecylthieno[3,2-b]thiophene-2-carboxylic acid
  参考文献：
  名称：

  Discovery of 2-(4-Methylfuran-2(5H)-ylidene)malononitrile and Thieno[3,2-b]thiophene-2-carboxylic Acid Derivatives as G Protein-Coupled Receptor 35 (GPR35) Agonists

  摘要：

  Screening with dynamic mass redistribution (DMR) assays in a native cell line HT-29 led to identification of two novel series of chemical compounds, 2-(4-methylfuran-2(5H)-ylidene)malononitrile and thieno[3,2-b]thiophene-2-carboxylic. acid derivatives, as GPR35 agonists. Of these, 2-(3-cyano-5-(3,4-dichlorophenyl)-4,5-dimethylfuran-2(5H)-ylidene)malononitrile (YE120) and 6-bromo-3-methylthieno[3,2-b]thiophene-2-carboxylic acid (YE210) were found to be the two most potent GPR35 agonists with an EC50 of 32.5 +/- 1.7 nM and 63.7 +/- 4.1 nM, respectively. Both agonists exhibited better potency than that of zaprinast, a known GPR35 agonist. DMR antagonist assays, knockdown of GPR35 with interference RNA, receptor internalization assays, and Tango beta-arrestin translocation assays confirmed that the agonist activity of these ligands is specific to GPR35. The present study provides novel chemical series as a starting point for further investigations of GPR35 biology and pharmacology.

  DOI：

  10.1021/jm200999f
• 作为产物：
  描述：

  3,4-二溴噻吩 、 肉豆蔻酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到(3,4-dibromothien-2-yl)-tridecyl-ketone
  参考文献：
  名称：

  [EN] FUSED THIOPHENES AND METHODS FOR MAKING AND USING SAME
  [FR] THIOPHÈNES CONDENSÉS ET LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION

  摘要：

  本发明涉及化合物，其具有以下公式之一（11），（12），其中X是芳香族亲核取代离去基；R1是氢，烷基或芳基；Q1是羧基保护基或醛保护基。本发明还涉及可使用这些化合物制备的融合噻吩，以及可用于制备融合噻吩的含锡硫基噻吩，噻吩噻吩和二噻吩噻吩化合物。本发明还公开了制备和使用上述化合物，融合噻吩和含锡硫基噻吩，噻吩噻吩和二噻吩噻吩化合物的方法。

  公开号：

  WO2009123695A1

文献信息

• CONJUGATED POLYMERS
  申请人：D'lavari Mansoor

  公开号：US20140131628A1

  公开（公告）日：2014-05-15

  The invention relates to novel polymers containing one or more units derived from fused bis(thienothiophene) moieties, methods for their preparation and monomers used therein, blends, mixtures and formulations containing them, the use of the polymers, blends, mixtures and formulations as semiconductor in organic electronic (OE) devices, especially in organic photovoltaic (OPV) devices, and to OE and OPV devices comprising these polymers, blends, mixtures or formulations.

  该发明涉及含有一个或多个由融合的双噻吩噻吩基团衍生的单元的新型聚合物，其制备方法和其中使用的单体，混合物，配方，以及将这些聚合物，混合物，配方作为有机电子（OE）器件中的半导体的使用，特别是在有机光伏（OPV）器件中，并且涉及包含这些聚合物，混合物或配方的OE和OPV器件。
• [EN] CONJUGATED POLYMERS<br/>[FR] POLYMÈRES CONJUGUÉS
  申请人：MERCK PATENT GMBH

  公开号：WO2013007334A2

  公开（公告）日：2013-01-17

  The invention relates to novel polymers containing one or more units derived from fused bis(thienothiophene) moieties, methods for their preparation and monomers used therein, blends, mixtures and formulations containing them, the use of the polymers, blends, mixtures and formulations as semiconductor in organic electronic (OE) devices, especially in organic photovoltaic (OPV) devices, and to OE and OPV devices comprising these polymers, blends, mixtures or formulations.
• Discovery of 2-(4-Methylfuran-2(5<i>H</i>)-ylidene)malononitrile and Thieno[3,2-<i>b</i>]thiophene-2-carboxylic Acid Derivatives as G Protein-Coupled Receptor 35 (GPR35) Agonists
  作者：Huayun Deng、Haibei Hu、Mingqian He、Jieyu Hu、Weijun Niu、Ann M. Ferrie、Ye Fang

  DOI：10.1021/jm200999f

  日期：2011.10.27

  Screening with dynamic mass redistribution (DMR) assays in a native cell line HT-29 led to identification of two novel series of chemical compounds, 2-(4-methylfuran-2(5H)-ylidene)malononitrile and thieno[3,2-b]thiophene-2-carboxylic. acid derivatives, as GPR35 agonists. Of these, 2-(3-cyano-5-(3,4-dichlorophenyl)-4,5-dimethylfuran-2(5H)-ylidene)malononitrile (YE120) and 6-bromo-3-methylthieno[3,2-b]thiophene-2-carboxylic acid (YE210) were found to be the two most potent GPR35 agonists with an EC50 of 32.5 +/- 1.7 nM and 63.7 +/- 4.1 nM, respectively. Both agonists exhibited better potency than that of zaprinast, a known GPR35 agonist. DMR antagonist assays, knockdown of GPR35 with interference RNA, receptor internalization assays, and Tango beta-arrestin translocation assays confirmed that the agonist activity of these ligands is specific to GPR35. The present study provides novel chemical series as a starting point for further investigations of GPR35 biology and pharmacology.
• [EN] FUSED THIOPHENES AND METHODS FOR MAKING AND USING SAME<br/>[FR] THIOPHÈNES CONDENSÉS ET LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION
  申请人：CORNING INC

  公开号：WO2009123695A1

  公开（公告）日：2009-10-08

  Disclosed are compounds having one of the following formulae (11), (12), wherein X is an aromatic nucleophilic substitution leaving group; R1 is hydrogen, an alkyl group, or an aryl group; and Q1 is a carboxyl protecting group or an aldehyde protecting group. Also disclosed are fused thiophenes that can be prepared using these compounds, as well as stannylthio-containing thiophene, thienothiophene, and dithienothiophene compounds that can be used to prepare fused thiophenes. Methods for making and using the aforementioned compounds, fused thiophenes, and stannylthio-containing thiophene, thienothiophene, and dithienothiophene compounds are also disclosed.

  本发明涉及化合物，其具有以下公式之一（11），（12），其中X是芳香族亲核取代离去基；R1是氢，烷基或芳基；Q1是羧基保护基或醛保护基。本发明还涉及可使用这些化合物制备的融合噻吩，以及可用于制备融合噻吩的含锡硫基噻吩，噻吩噻吩和二噻吩噻吩化合物。本发明还公开了制备和使用上述化合物，融合噻吩和含锡硫基噻吩，噻吩噻吩和二噻吩噻吩化合物的方法。