2-氨基-3-(环己基氨基)苯甲酸甲酯 | 669070-81-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基-3-(环己基氨基)苯甲酸甲酯
• 英文名称: Methyl 2-amino-3-(cyclohexylamino)benzoate
• 英文别名: methyl 2-amino-3-(cyclohexylamino)benzoate
• CAS: 669070-81-9
• 化学式: C₁₄H₂₀N₂O₂
• 分子量: 248.325
• InChiKey: HVINUPPWYYWRGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氨基-3-(环己基氨基)苯甲酸甲酯 在 Oxone 、 氢氧化钾 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-cyclohexyl-2-pyridin-2-ylbenzimidazole-4-carboxylic acid
  参考文献：
  名称：

  Non-nucleoside inhibitors of the hepatitis C virus NS5B polymerase: discovery and preliminary SAR of benzimidazole derivatives

  摘要：

  Benzimidazole 5-carboxamide derivatives from a combinatorial screening library were discovered as specific inhibitors of the NS5B polymerase of the hepatitis C virus (HCV). Initial hit-to-lead activities taking advantage of high-throughput parallel synthetic techniques, identified a 1,2-disubstituted benzimidazole 5-carboxylic acid scaffold as the minimum core for biological activity. Potent analogues in this series inhibit the polymerase at low micromolar concentrations and provide an attractive 'drug-like' lead structure for further optimization and the development of potential HCV therapeutics. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.023
• 作为产物：
  描述：

  2-乙酰苯甲酸甲酯 在 palladium dihydroxide 氢氧化钾 、 吡啶硼烷 、 硫酸 、 氢气 、 硝酸 、 乙酸酐 作用下， 以 甲醇 、 乙醚 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成 2-氨基-3-(环己基氨基)苯甲酸甲酯
  参考文献：
  名称：

  Non-nucleoside inhibitors of the hepatitis C virus NS5B polymerase: discovery and preliminary SAR of benzimidazole derivatives

  摘要：

  Benzimidazole 5-carboxamide derivatives from a combinatorial screening library were discovered as specific inhibitors of the NS5B polymerase of the hepatitis C virus (HCV). Initial hit-to-lead activities taking advantage of high-throughput parallel synthetic techniques, identified a 1,2-disubstituted benzimidazole 5-carboxylic acid scaffold as the minimum core for biological activity. Potent analogues in this series inhibit the polymerase at low micromolar concentrations and provide an attractive 'drug-like' lead structure for further optimization and the development of potential HCV therapeutics. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.023

文献信息

• Non-nucleoside inhibitors of the hepatitis C virus NS5B polymerase: discovery and preliminary SAR of benzimidazole derivatives
  作者：Pierre L Beaulieu、Michael Bös、Yves Bousquet、Gulrez Fazal、Jean Gauthier、James Gillard、Sylvie Goulet、Steven LaPlante、Marc-André Poupart、Sylvain Lefebvre、Ginette McKercher、Charles Pellerin、Volkhard Austel、George Kukolj

  DOI：10.1016/j.bmcl.2003.10.023

  日期：2004.1

  Benzimidazole 5-carboxamide derivatives from a combinatorial screening library were discovered as specific inhibitors of the NS5B polymerase of the hepatitis C virus (HCV). Initial hit-to-lead activities taking advantage of high-throughput parallel synthetic techniques, identified a 1,2-disubstituted benzimidazole 5-carboxylic acid scaffold as the minimum core for biological activity. Potent analogues in this series inhibit the polymerase at low micromolar concentrations and provide an attractive 'drug-like' lead structure for further optimization and the development of potential HCV therapeutics. (C) 2003 Elsevier Ltd. All rights reserved.