2-(1-(2-(furan-3-yl)-1H-benzimidazol-5-yl)ethylidene)hydrazinecarbothioamide | 1383485-36-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(1-(2-(furan-3-yl)-1H-benzimidazol-5-yl)ethylidene)hydrazinecarbothioamide
• 英文别名: [1-[2-(furan-3-yl)-3H-benzimidazol-5-yl]ethylideneamino]thiourea
• CAS: 1383485-36-6
• 化学式: C₁₄H₁₃N₅OS
• 分子量: 299.356
• InChiKey: VXTACJXMNUITSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  92.23
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-溴-3-硝基苯乙酮 在 palladium 10% on activated carbon 、 氨 、 氢气 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 16.0h， 生成 2-(1-(2-(furan-3-yl)-1H-benzimidazol-5-yl)ethylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  5-Acetyl-2-arylbenzimidazoles as antiviral agents. Part 4

  摘要：

  Within a project aimed at discovering new Flaviviridae inhibitors, new variously substituted 2-phenylbenzimidazoles were synthesized and evaluated in cell-based assays for cytotoxicity and antiviral activity against viruses representatives of the three genera of the Flaviviridae family, i.e.: Pestivirus (BVDV), Flavivirus (YFV) and Hepacivirus (HCV). Title compounds were also tested against RNA viruses representative of other single-stranded, positive-sense (ssRNA(+)) negative-sense (RNA(-)), or double-stranded (dsRNA) genomes, as well as against representatives of two DNA virus families.Nine compounds showed activity against BVDV (EC50 = 0.8-8.0 mu M), compound 31 being the most potent (EC50 = 0.80 mu M) and selective (SI = CC50/EC50 = >100). When tested in an HCV replicon assay, compound 31 resulted again the most potent, displaying an EC50 value of 1.11 mu M and an SI of 100. Besides inhibiting BVDV, two compounds (35 and 38) showed a moderate activity also against YFV (EC50 = 13 mu M). Interestingly, 35 was moderately active also against RSV (EC50 = 25 mu M). (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.038