5-(5,6-dimethoxy-1H-1,3-benzodiazol-1-yl)-3-hydroxythiophene-2-carbonitrile | 916985-24-5

• 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: 5-(5,6-dimethoxy-1H-1,3-benzodiazol-1-yl)-3-hydroxythiophene-2-carbonitrile
• 英文别名: 5-(5,6-dimethoxybenzimidazol-1-yl)-3-hydroxythiophene-2-carbonitrile
• CAS: 916985-24-5
• 化学式: C₁₄H₁₁N₃O₃S
• 分子量: 301.326
• InChiKey: GOAXFSPVADHMNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(5,6-dimethoxy-1H-1,3-benzodiazol-1-yl)-3-hydroxythiophene-2-carbonitrile 、 4-溴甲基苯甲酰胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-[2-Cyano-5-(5,6-dimethoxy-benzoimidazol-1-yl)-thiophen-3-yloxymethyl]-benzamide
  参考文献：
  名称：

  5-(1H-Benzimidazol-1-yl)-3-alkoxy-2-thiophenecarbonitriles as potent, selective, inhibitors of IKK-ε kinase

  摘要：

  The identification and hit-to-lead exploration of a novel, potent and selective series of substituted benzimidazole-thiophene carbonitrile inhibitors of IKK-epsilon kinase is described. Compound 12e was identified with an IKK-epsilon enzyme potency of pIC(50) 7.4, and has a highly encouraging wider selectivity profile, including selectivity within the IKK kinase family.

  DOI：

  10.1016/j.bmcl.2006.09.018
• 作为产物：
  描述：

  3-hydroxy-2-thiophenecarboxamide 在 吡啶 、 磺酰氯 、 三乙胺 、 三氟乙酸酐 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 生成 5-(5,6-dimethoxy-1H-1,3-benzodiazol-1-yl)-3-hydroxythiophene-2-carbonitrile
  参考文献：
  名称：

  5-(1H-Benzimidazol-1-yl)-3-alkoxy-2-thiophenecarbonitriles as potent, selective, inhibitors of IKK-ε kinase

  摘要：

  The identification and hit-to-lead exploration of a novel, potent and selective series of substituted benzimidazole-thiophene carbonitrile inhibitors of IKK-epsilon kinase is described. Compound 12e was identified with an IKK-epsilon enzyme potency of pIC(50) 7.4, and has a highly encouraging wider selectivity profile, including selectivity within the IKK kinase family.

  DOI：

  10.1016/j.bmcl.2006.09.018

文献信息

• 5-(1H-Benzimidazol-1-yl)-3-alkoxy-2-thiophenecarbonitriles as potent, selective, inhibitors of IKK-ε kinase
  作者：Paul Bamborough、John A. Christopher、Geoffrey J. Cutler、Marion C. Dickson、Geoffrey W. Mellor、James V. Morey、Champa B. Patel、Lisa M. Shewchuk

  DOI：10.1016/j.bmcl.2006.09.018

  日期：2006.12

  The identification and hit-to-lead exploration of a novel, potent and selective series of substituted benzimidazole-thiophene carbonitrile inhibitors of IKK-epsilon kinase is described. Compound 12e was identified with an IKK-epsilon enzyme potency of pIC(50) 7.4, and has a highly encouraging wider selectivity profile, including selectivity within the IKK kinase family.