2-[5-Bromo-2-(naphthalen-2-ylmethoxy)-phenylthiocarbamoyl]-2-cyano-acetamide | 955955-68-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[5-Bromo-2-(naphthalen-2-ylmethoxy)-phenylthiocarbamoyl]-2-cyano-acetamide
• CAS: 955955-68-7
• 化学式: C₂₁H₁₆BrN₃O₂S
• 分子量: 454.347
• InChiKey: XQXGVIFDPPCKSE-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  2-[5-Bromo-2-(naphthalen-2-ylmethoxy)-phenylthiocarbamoyl]-2-cyano-acetamide 在 溴 作用下， 以 乙酸乙酯 为溶剂， 反应 2.5h， 生成 5-[5-Bromo-2-(naphthalen-2-ylmethoxy)-phenylamino]-3-hydroxy-isothiazole-4-carbonitrile
  参考文献：
  名称：

  Isothiazoles as active-site inhibitors of HCV NS5B polymerase

  摘要：

  Isothiazole analogs were discovered as a novel class of active-site inhibitors of HCV NS5B polymerase. The best compound has an IC(50) of 200 nM and EC(50) of 100 nM, which is a significant improvement over the starting inhibitor (1). The X-ray complex structure of 1 with HCV NS5B was obtained at a resolution of 2.2A, revealing that the inhibitor is covalently linked with Cys 366 of the 'primer-grip'. Furthermore, it makes considerable contacts with the C-terminus, beta-loop, and more importantly, to the active-site of the enzyme. The uniqueness of this binding mode offers a new insight for the rational design of novel inhibitors for HCV NS5B polymerase.

  DOI：

  10.1016/j.bmcl.2006.10.002
• 作为产物：
  描述：

  5-Bromo-2-(naphthalen-2-ylmethoxy)-phenylamine 在 氢氧化钾 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2-[5-Bromo-2-(naphthalen-2-ylmethoxy)-phenylthiocarbamoyl]-2-cyano-acetamide
  参考文献：
  名称：

  Isothiazoles as active-site inhibitors of HCV NS5B polymerase

  摘要：

  Isothiazole analogs were discovered as a novel class of active-site inhibitors of HCV NS5B polymerase. The best compound has an IC(50) of 200 nM and EC(50) of 100 nM, which is a significant improvement over the starting inhibitor (1). The X-ray complex structure of 1 with HCV NS5B was obtained at a resolution of 2.2A, revealing that the inhibitor is covalently linked with Cys 366 of the 'primer-grip'. Furthermore, it makes considerable contacts with the C-terminus, beta-loop, and more importantly, to the active-site of the enzyme. The uniqueness of this binding mode offers a new insight for the rational design of novel inhibitors for HCV NS5B polymerase.

  DOI：

  10.1016/j.bmcl.2006.10.002