(E)-2-cyano-3-[4-(dimethylamino)phenyl]prop-2-enethioamide | 68029-58-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-2-cyano-3-[4-(dimethylamino)phenyl]prop-2-enethioamide
• 英文别名: 2-Cyano-3-[4-(dimethylamino)phenyl]thioacrylamide
• CAS: 68029-58-3
• 化学式: C₁₂H₁₃N₃S
• 分子量: 231.321
• InChiKey: RYCMWLHJBKLTHR-JXMROGBWSA-N

物化性质

• 沸点：
  424.1±55.0 °C(Predicted)
• 密度：
  1.238±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  85.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-2-cyano-3-[4-(dimethylamino)phenyl]prop-2-enethioamide 在 哌啶 、 氢氧化钾 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 4.0h， 生成 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[3-cyano-4-(4-dimethylamino-phenyl)-2-thioxo-2,5-dihydro-indeno[1,2-b]pyridin-1-yl]-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis and Anti-HIV Activity of Different Novel Nonclassical Nucleosides

  摘要：

  A series of different novel nonclassical nucleosides have been synthesised and evaluated for their inhibitory activity against human immunodeficiency virus (HIV) replication in MT-4 cells.

  DOI：

  10.1080/07328319908045598
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 对二甲氨基苯甲醛 在 三乙胺 作用下， 生成 (E)-2-cyano-3-[4-(dimethylamino)phenyl]prop-2-enethioamide
  参考文献：
  名称：

  N-Hydroxymethylation of 3-Aryl-2-cyanoprop-2-enethioamides

  摘要：

  Hydroxymethylation of (E)-3-aryl-2-cyanoprop-2-enethioamides with an aqueous alcoholic solution of formaldehyde has afforded (E)-3-aryl-N-(hydroxymethyl)-2-cyanoprop-2-enethioamides. The predictive analysis of the biological activity of the obtained compoundsin silicohas been carried out.

  DOI：

  10.1134/s107036322008006x

文献信息

• Heterocycles Synthesis through Reactions of Nucleophiles with Acrylonitriles. 7. A Novel and Facile One-Step Synthesis of 4<i>H</i>-Thiopyrans
  作者：Fathy Fahim Abdel-Latif

  DOI：10.1246/bcsj.62.3768

  日期：1989.11

  Several new 4H-thiopyrans were synthesized via a facile one-step method. Structures and reaction mechanisms are also reported and supported by another synthetic routes.

  通过一种简单的一步法合成了几种新的4H-噻吡呋。还报告了它们的结构和反应机制，并由其他合成路线进行了支持。
• Ensembles of rings with a coumarin unit 1. Synthesis of 3-(2-R-thiazol-4-yl)-and 3-(4-R-thiazol-2-yl)coumarins
  作者：Ya. V. Belokon'、S. N. Kovalenko、A. V. Silin、V. M. Nikitchenko

  DOI：10.1007/bf02290865

  日期：1997.10
• Arylcyanoacrylamides as inhibitors of the Dengue and West Nile virus proteases
  作者：Christoph Nitsche、Christian Steuer、Christian D. Klein

  DOI：10.1016/j.bmc.2011.10.061

  日期：2011.12

  The 3-aryl-2-cyanoacrylamide scaffold was designed as core pharmacophore for inhibitors of the Dengue and West Nile virus serine proteases (NS2B-NS3). A total of 86 analogs was prepared to study the structure-activity relationships in detail. Thereby, it turned out that the electron density of the aryl moiety and the central double bond have a crucial influence on the activity of the compounds, whereas the influence of substituents of the amide residue is less relevant. The para-hydroxy substituted analog was found to be the most potent inhibitor in this series with a K(i)-value of 35.7 mu M at the Dengue and 44.6 mu M at the West Nile virus protease. The aprotinin competition assay demonstrates a direct interaction of the inhibitor molecule with active centre of the Dengue virus protease. The target selectivity was studied in a counterscreen with thrombin and found to be 2.8:1 in favor of DEN protease and 2.3:1 in favor of WNV protease, respectively. (C) 2011 Elsevier Ltd. All rights reserved.
• N-Hydroxymethylation of 3-Aryl-2-cyanoprop-2-enethioamides
  作者：V. V. Dotsenko、E. A. Chigorina、S. G. Krivokolysko

  DOI：10.1134/s107036322008006x

  日期：2020.8

  Hydroxymethylation of (E)-3-aryl-2-cyanoprop-2-enethioamides with an aqueous alcoholic solution of formaldehyde has afforded (E)-3-aryl-N-(hydroxymethyl)-2-cyanoprop-2-enethioamides. The predictive analysis of the biological activity of the obtained compoundsin silicohas been carried out.
• ELGEMEIE, GALAL E. H.;ELFAHHAM, HASSAN A.;NABEY, HESHAM A., BULL. CHEM. SOC. JAP., 61,(1988) N2, C. 4431-4433
  作者：ELGEMEIE, GALAL E. H.、ELFAHHAM, HASSAN A.、NABEY, HESHAM A.

  DOI：——

  日期：——