(2E)-3-(3,4-dimethoxyphenyl)-2-(2-thienyl)prop-2-enenitrile

• 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: (2E)-3-(3,4-dimethoxyphenyl)-2-(2-thienyl)prop-2-enenitrile
• 英文别名: (E)-3-(3,4-dimethoxyphenyl)-2-(thiophen-2-yl)acrylonitrile；3c-(3,4-dimethoxy-phenyl)-2-[2]thienyl-acrylonitrile；3c-(3,4-Dimethoxy-phenyl)-2-[2]thienyl-acrylonitril；(E)-3-(3,4-dimethoxy-phenyl)-2-thiophen-2-yl-acrylonitrile；(E)-3-(3,4-dimethoxyphenyl)-2-thiophen-2-ylprop-2-enenitrile
• 化学式: C₁₅H₁₃NO₂S
• 分子量: 271.34
• InChiKey: NEWJFYRUCRMQPG-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  70.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E)-3-(3,4-dimethoxyphenyl)-2-(2-thienyl)prop-2-enenitrile 在 吡啶盐酸盐 作用下， 生成 3c-(3,4-dihydroxy-phenyl)-2-[2]thienyl-acrylonitrile
  参考文献：
  名称：

  Buu-Hoi et al., Journal of the Chemical Society, 1950, p. 2130,2134

  摘要：

  DOI：
• 作为产物：
  描述：

  2-噻吩乙腈 、 3,4-二甲氧基苯甲醛 在 silica bonded N-(propylcarbamoyl)sulfamic acid 作用下， 以 neat (no solvent) 为溶剂， 反应 0.43h， 以98%的产率得到(2E)-3-(3,4-dimethoxyphenyl)-2-(2-thienyl)prop-2-enenitrile
  参考文献：
  名称：

  二氧化硅键合的 N-（丙基氨基甲酰基）氨基磺酸 (SBPCSA) 介导的 C-C 键形成快速方法：丙烯腈衍生物的创新途径

  摘要：

  一种新型二氧化硅键合 N-(丙基氨基甲酰基)氨基磺酸 (SBPCSA) 催化剂已被制备用于高效合成一系列丙烯腈衍生物，通过不同取代的杂环/芳香醛 1 (a-o) 和2-噻吩乙腈 (2)。通过FT-IR、SEM-EDX和XRD技术对催化剂进行了表征。催化剂的热稳定性通过TGA和DT分析进行评价。本协议的显着特点是无溶剂合成、催化剂的可回收性、反应条件温和、反应时间较短、产品产率高、适用于更广泛的底物范围（富电子和缺电子）以及独家形成 E-异构体产品。

  DOI：

  10.1007/s10562-016-1793-7

文献信息

• Synthesis, chemical polymerization and electrochemical properties of low band gap conducting polymers for use in supercapacitors
  作者：Patrick Soudan、Philippe Lucas、Hoang Ang Ho、Donald Jobin、Livain Breau、Daniel Bélanger

  DOI：10.1039/b006577n

  日期：——

  A set of nine monomers derived from diaryl-cyanovinylene, -carboxyvinylene and -cyanobutadiene were synthesized as were the corresponding polymers resulting from the chemical polymerization of the monomers in the presence of an almost quantitative amount of FeCl3 in chloroform. The aim of this work was to investigate the effect of the chemical structure of the polymers on their charge capacitance and stability upon galvanostatic charge/discharge cycling. The electrochemical performances of composite electrodes based on polymer, acetylene black and PTFE have been investigated in acetonitrile containing 1 M Et4NBF4 using cyclic voltammetry and galvanostatic charge/discharge cycling experiments. The best performances in terms of charge capacitance for both the p- and n-doping processes were demonstrated with poly(7) (2E,4E)-2,5-di-2-thienylpenta-2,4-dienenitrile and poly(9) (2E)-3-(2,2′-bithienyl-5-yl)-2-(2-thienyl)prop-2-enenitrile since values as high as 245 C g−1 were obtained with poly(7) in its n-doped state and 325 C g−1 with p-doped poly(9). The energy density (68 Wh kg−1) and power density (24 kW kg−1) delivered by a poly(9) capacitor are in good agreement with those expected from cyclic voltammetry and galvanostatic charge/discharge experiments performed with single electrodes. Unfortunately, a capacitance loss was observed upon cycling and was ascribed exclusively to the n-doping process occurring at the negative electrode since the capacitance of the positive electrode remained almost unchanged during these experiments.

  一组来自二芳基氰烯烃、氰基乙烯和氰基丁二烯的九种单体被合成，相应的聚合物也在氯仿中几乎定量的FeCl3存在下进行化学聚合。此次研究的目的是探讨聚合物化学结构对其电荷电容和在恒电流充放电循环中的稳定性的影响。基于聚合物、乙炔黑和聚四氟乙烯的复合电极在含有1 M Et4NBF4的乙腈中进行了循环伏安法和恒电流充放电循环实验。无论是在p掺杂还是n掺杂过程中，聚(7) (2E,4E)-2,5-二(2-噻吩基)戊-2,4-二烯腈和聚(9) (2E)-3-(2,2'-二噻吩基-5-基)-2-(2-噻吩基)丙-2-烯腈在电荷电容方面表现出最佳性能，其中聚(7)在其n掺杂状态下获得高达245 C g−1的值，而p掺杂的聚(9)则达到325 C g−1。聚(9)电容器提供的能量密度（68 Wh kg−1）和功率密度（24 kW kg−1）与在单电极上进行的循环伏安法和恒电流充放电实验所预期的结果良好吻合。不幸的是，在充放电循环中观察到电容损失，这被完全归因于在负极发生的n掺杂过程，因为在这些实验中正极的电容几乎保持不变。
• BCRP/ABCG2 INHIBITOR
  申请人：Yamazaki Ryuta

  公开号：US20090253656A1

  公开（公告）日：2009-10-08

  The present invention is directed to a breast cancer resistance protein (BCRP/ABCG2) inhibitor. The BCRP inhibitor contains, as an active ingredient, an acrylonitrile derivative represented by formula (1): wherein one of R 1 and R 2 represents a cyano group and the other represents a hydrogen atom; Ar 1 represents a group selected from among the groups represented by formulas (2) to (4): and Ar 2 represents an aromatic hydrocarbon group having a condensed ring which may be substituted by a halogen atom, or a group selected from among the groups represented by the following formulas (5) to (15): or a salt thereof.

  该发明涉及一种乳腺癌耐药蛋白（BCRP/ABCG2）抑制剂。该BCRP抑制剂包含以下化合物作为活性成分，其化学式为（1）：其中R1和R2中的一个代表氰基，另一个代表氢原子；Ar1代表从以下化学式（2）至（4）中选出的一种基团：Ar2代表一种含有可能被卤素原子取代的融合环的芳香烃基团，或者从以下化学式（5）至（15）中选出的一种基团：或其盐。
• BCRP/ABCG2 inhibitor
  申请人：Yamazaki Ryuta

  公开号：US08697742B2

  公开（公告）日：2014-04-15

  A breast cancer resistance protein (BCRP/ABCG2) inhibitor. The BCRP inhibitor contains, as an active ingredient, an acrylonitrile derivative or a salt thereof.

  一种乳腺癌抗性蛋白（BCRP/ABCG2）抑制剂。该BCRP抑制剂含有丙烯腈衍生物或其盐作为活性成分。
• BCRP/ABCG3 Inhibitor
  申请人：Kabushiki Kaisha Yakult Honsha

  公开号：EP2332905A1

  公开（公告）日：2011-06-15

  A BCRP inhibitor comprising, as an active ingredient, an acrylonitrile derivative represented by formula (1): wherein one of R1 and R2 represents a cyano group and the other represents a hydrogen atom; Ar1 represents a group selected from among the groups represented by formulas (2) to (4): wherein R7 and R8, which are identical to or different from each other, each represent a hydrogen atom, a halogen atom, or a lower alkoxy group; A represents an oxygen atom, a sulfur atom, or NR9; and R9 represents a hydrogen atom or a lower alkyl group; Ar2 represents a group selected from among the groups represented by formulas (5) to (15): wherein R3 represents a hydrogen atom, an oxygen atom (as N-oxide), a lower alkyl group, a lower alkoxy group, a halogen atom, a nitro group, a methylsulfanyl group, a lower hydroxyalkyl group, an aromatic hydrocarbon group which may have a substituent, or NR5 (R6) R5 and R6, which are identical to or different from each other, each represent a hydrogen atom, a lower alkyl group which may have a substituent, a lower hydroxyalkyl group, or an aromatic hydrocarbon group which may have a substituent or heterocyclic group; R5 and R6 may form, with their adjacent nitrogen atom, a heterocyclic ring which may have a substituent; and the hydroxyl group of the lower hydroxyalkyl group or the heterocyclic ring substituted by a hydroxyl group or a lower hydroxyalkyl group may form an ester bond with a phosphoric acid group or a salt thereof or with an acyl group which may have a substituent; R4 represents a hydrogen atom, a lower alkyl group, a phenyl group which may have a substituent, or a benzyl group; X represents a carbon atom, CH, or a nitrogen atom, provided that when A is an oxygen atom, X is not a nitrogen atom; and A, R7, R8, and R9 have the same meanings as defined above; or a salt thereof.

  一种 BCRP 抑制剂，其活性成分包括由式（1）表示的丙烯腈衍生物： 其中 R1 和 R2 中的一个代表氰基，另一个代表氢原子； Ar1 代表选自式（2）至（4）所代表基团中的一个基团： 其中彼此相同或不同的 R7 和 R8 各自代表氢原子、卤素原子或低级烷氧基； A 代表氧原子、硫原子或 NR9；以及 R9 代表氢原子或低级烷基； Ar2 代表选自式 (5) 至 (15) 所代表基团中的一个基团： 其中 R3 代表氢原子、氧原子（作为 N-氧化物）、低级烷基、低级烷氧基、卤素原子、硝基、甲硫 基、低级羟烷基、可具有取代基的芳香烃基或 NR5 (R6) 彼此相同或不同的 R5 和 R6 分别代表一个氢原子、一个可带取代基的低级烷基、一个低级羟烷基或一个可带取代基或杂环基的芳香烃基；R5 和 R6 可与相邻的氮原子形成一个可带取代基的杂环；下羟烷基的羟基或被羟基或下羟烷基取代的杂环可与磷酸基团或其盐或可带有取代基的酰基形成酯键； R4 代表氢原子、低级烷基、可能具有取代基的苯基或苄基； X 代表碳原子、CH 或氮原子，但当 A 是氧原子时，X 不是氮原子；以及 A、R7、R8 和 R9 具有与上述定义相同的含义；或其盐。
• BCRP/ABCG2 Inhibitor
  申请人：Kabushiki Kaisha Yakult Honsha

  公开号：EP2332905B1

  公开（公告）日：2017-03-01