2-Formyl-3-(2-thienyl)acrylonitrile | 1556922-47-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-Formyl-3-(2-thienyl)acrylonitrile
• 英文别名: (E)-2-formyl-3-thiophen-2-ylprop-2-enenitrile
• CAS: 1556922-47-4
• 化学式: C₈H₅NOS
• 分子量: 163.2
• InChiKey: KRJWHFLIDBLMIE-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Formyl-3-(2-thienyl)acrylonitrile 在 盐酸羟胺 作用下， 以 甲醇 为溶剂， 反应 2.5h， 以84%的产率得到β-(2-thienylmethylidene)(cyano)acetamide
  参考文献：
  名称：

  从Baylis-Hillman反应的醛中高效无催化一锅合成伯酰胺

  摘要：

  在本文中，已经开发了一种在无催化剂条件下使用羟胺/甲醇系统从Baylis-Hillman加合物的醛制备烯丙基酰胺的简便有效的方法。研究了溶剂和温度对反应的影响以及苯环上的取代基。该方法的优点如操作简单，中等至极好的收率，较短的反应时间和简单的反应过程等得到了最好的证明。最重要的是，在没有催化剂和外部氧化剂的情况下，反应平稳进行。

  DOI：

  10.1039/c7nj01965c
• 作为产物：
  描述：

  2-[Hydroxy(thiophen-2-yl)methyl]prop-2-enenitrile 在 1-甲基咪唑硫酸盐 、 sodium nitrate 作用下， 生成 2-Formyl-3-(2-thienyl)acrylonitrile
  参考文献：
  名称：

  设计，合成和生物学评估4- H吡喃衍生物作为抗微生物剂和抗癌剂

  摘要：

  利用Baylis–Hillman化学方法以高收率合成了一系列吡喃衍生物（5–27），并对其体外抗癌，抗菌和抗真菌活性进行了进一步研究。与针对革兰氏阳性细菌菌株的标准品相比，大多数测试化合物均显示出有希望的抗菌活性。化合物5-7，11-13和17-19显示的两个倍高的活性，而化合物21显示出针对4倍高的抗菌活性的金黄色葡萄球菌相比，新霉素标准96 MTCC。这些化合物中的一些对所有测试的真菌菌株均表现出中等的抗真菌活性。两种化合物图16和23显示了对选定的四种人类癌细胞系如A549，DU145，HeLa和MCF7的有希望的抗癌活性。

  DOI：

  10.1007/s00044-017-1982-y

文献信息

• Regioselectively substituted cellulose esters and films made therefrom
  申请人：Eastman Chemical Company

  公开号：US10640577B2

  公开（公告）日：2020-05-05

  Regioselectively substituted cellulose esters having a plurality of pivaloyl substituents and a plurality of aryl-acyl substituents are disclosed along with methods for making the same. Such cellulose esters may be suitable for use in films, such as +A optical films, and/or +C optical films. Optical films prepared employing such cellulose esters have a variety of commercial applications, such as, for example, as compensation films in liquid crystal displays and/or waveplates in creating circular polarized light used in 3-D technology.

  本发明公开了具有多个新戊酰取代基和多个芳酰基取代基的区域选择性取代纤维素酯及其制造方法。此类纤维素酯可用于薄膜，如 +A 光学薄膜和/或 +C 光学薄膜。使用此类纤维素酯制备的光学薄膜具有多种商业用途，例如，可用作液晶显示器中的补偿膜和/或在三维技术中用于产生圆偏振光的波板。
• Synthesis and biological evaluation of new epalrestat analogues as aldose reductase inhibitors (ARIs)
  作者：Thatikonda Narendar Reddy、Mettu Ravinder、Pankaj Bagul、Keerthi Ravikanti、Chandrakant Bagul、Jagadeesh Babu Nanubolu、Kolupula Srinivas、Sanjay K. Banerjee、Vaidya Jayathirtha Rao

  DOI：10.1016/j.ejmech.2013.10.043

  日期：2014.1

  Baylis-Hillman chemistry derived four series of new epalrestat analogues were synthesized. Three structural changes are introduced in these 39 new epalrestat analogues synthesized. All compounds were evaluated for their in vitro aldose reductase inhibitory (ALR) activity. Biological activity data indicates that compounds 6, 16, 19, 28 and 29 are potent and the activity is in the range of reference drug, epalrestat. Molecular modelling studies were performed to understand the binding interactions of these active molecules with the ALR protein. Molecular docking data indicates the key interactions of epalrestat were retained in some of the active compounds whereas some new interactions were noticed for other molecules. The modifications introduced on epalrestat have impact for developing a new-type of ALR inhibitor. (C) 2013 Elsevier Masson SAS. All rights reserved.
• REGIOSELECTIVELY SUBSTITUTED CELLULOSE ESTERS AND FILMS MADE THEREFROM
  申请人：Eastman Chemical Company

  公开号：US20170306054A1

  公开（公告）日：2017-10-26

  Regioselectively substituted cellulose esters having a plurality of pivaloyl substituents and a plurality of aryl-acyl substituents are disclosed along with methods for making the same. Such cellulose esters may be suitable for use in films, such as +A optical films, and/or +C optical films. Optical films prepared employing such cellulose esters have a variety of commercial applications, such as, for example, as compensation films in liquid crystal displays and/or waveplates in creating circular polarized light used in 3-D technology.
• POLARIZING PLATE AND OPTICAL DISPLAY COMPRISING THE SAME
  申请人：SAMSUNG SDI CO., LTD.

  公开号：US20220075108A1

  公开（公告）日：2022-03-10

  A polarizing plate and an optical display including the same are provided. A polarizing plate includes a polarizer; and a first retardation layer and a second retardation layer sequentially stacked on a lower surface of the polarizer, and the first retardation layer has a degree of biaxiality (NZ) of less than 0 at a wavelength of 550 nm and is a non-liquid crystal layer, and the second retardation layer has a degree of biaxiality (NZ) of greater than 1 at a wavelength of 550 nm.
• [EN] REGIOSELECTIVELY SUBSTITUTED CELLULOSE ESTERS AND FILMS MADE THEREFROM<br/>[FR] ESTERS DE CELLULOSE À SUBSTITION RÉGIOSÉLECTIVE ET FILMS FABRIQUÉS À PARTIR DE CES DERNIERS
  申请人：EASTMAN CHEM CO

  公开号：WO2017184394A1

  公开（公告）日：2017-10-26

  Regioselectively substituted cellulose esters having a plurality of pivaloyl substituents and a plurality of aryl-acyl substituents are disclosed along with methods for making the same. Such cellulose esters may be suitable for use in films, such as +A optical films, and/or +C optical films. Optical films prepared employing such cellulose esters have a variety of commercial applications, such as, for example, as compensation films in liquid crystal displays and/or waveplates in creating circular polarized light used in 3-D technology.