Ethyl 3-(6-aminopyridin-3-yl)-2-(1-benzylimidazol-4-yl)propanoate | 1027056-58-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ethyl 3-(6-aminopyridin-3-yl)-2-(1-benzylimidazol-4-yl)propanoate
• CAS: 1027056-58-1
• 化学式: C₂₀H₂₂N₄O₂
• 分子量: 350.42
• InChiKey: HJTADKNGWZQYKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 3-(6-aminopyridin-3-yl)-2-(1-benzylimidazol-4-yl)propanoate 在 盐酸 作用下， 生成 3-(6-aminopyridin-3-yl)-2-(1-(2-benzyl)-1H-imidazol-4-yl)propanoic acid dihydrochloride
  参考文献：
  名称：

  Synthesis and Evaluation of Imidazole Acetic Acid Inhibitors of Activated Thrombin-Activatable Fibrinolysis Inhibitor as Novel Antithrombotics

  摘要：

  Thrombin-activatable fibrinolysis inhibitor (TAFI) is an important regulator of fibrinolysis, and inhibitors of this enzyme have potential use in antithrombotic and thrombolytic therapy. Appropriately substituted imidazole acetic acids such as 10j were found to be potent inhibitors of activated TAFI and selective versus the related carboxypeptidases CPA, CPN, and CPM but not CPB. Further, 10j accelerated clot lysis in vitro and was shown to be efficacious in a primate model of thrombosis.

  DOI：

  10.1021/jm034141y
• 作为产物：
  描述：

  2-(1H-咪唑-4-基)乙酸甲酯盐酸盐 在 盐酸 、 sodium hydride 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.75h， 生成 Ethyl 3-(6-aminopyridin-3-yl)-2-(1-benzylimidazol-4-yl)propanoate
  参考文献：
  名称：

  Synthesis and Evaluation of Imidazole Acetic Acid Inhibitors of Activated Thrombin-Activatable Fibrinolysis Inhibitor as Novel Antithrombotics

  摘要：

  Thrombin-activatable fibrinolysis inhibitor (TAFI) is an important regulator of fibrinolysis, and inhibitors of this enzyme have potential use in antithrombotic and thrombolytic therapy. Appropriately substituted imidazole acetic acids such as 10j were found to be potent inhibitors of activated TAFI and selective versus the related carboxypeptidases CPA, CPN, and CPM but not CPB. Further, 10j accelerated clot lysis in vitro and was shown to be efficacious in a primate model of thrombosis.

  DOI：

  10.1021/jm034141y