N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-1,3-thiazol-2-yl}-2-methylpropanamide | 737822-95-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-1,3-thiazol-2-yl}-2-methylpropanamide
• 英文别名: N-[4-[2-[4-(diaminomethylideneamino)phenyl]ethyl]-1,3-thiazol-2-yl]-2-methylpropanamide
• CAS: 737822-95-6
• 化学式: C₁₆H₂₁N₅OS
• 分子量: 331.442
• InChiKey: VIEPSOCNLYRSPX-UHFFFAOYSA-N

物化性质

• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-methyl-N-{4-[2-(4-nitrophenyl)ethenyl]-1,3-thiazol-2-yl}propanamide 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 乙酸乙酯 为溶剂， 20.0~100.0 ℃ 、405.33 kPa 条件下， 反应 77.0h， 生成 N-{4-[2-(4-{[amino(imino)methyl]amino}phenyl)ethyl]-1,3-thiazol-2-yl}-2-methylpropanamide
  参考文献：
  名称：

  Synthesis and SAR study of new thiazole derivatives as vascular adhesion protein-1 (VAP-1) inhibitors for the treatment of diabetic macular edema

  摘要：

  Vascular adhesion protein-1 (VAP-1), an amine oxidase that is also known as a semicarbazide-sensitive amine oxidase (SSAO), is present in particularly high levels in human plasma, and is considered a potential therapeutic target for various inflammatory diseases, including diabetes complications such as macular edema.In our VAP-1 inhibitor program, structural modifications following high-throughput screening (HTS) of our compound library resulted in the discovery that thiazole derivative 10, which includes a guanidine group, shows potent human VAP-1 inhibitory activity (IC50 of 230 nM; rat IC50 of 14 nM). Moreover, compound 10 exhibited significant inhibitory effects on ocular permeability in STZ-induced diabetic rats. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.12.025

文献信息

• Thiazole derivatives
  申请人：Inoue Takayuki

  公开号：US20060128770A1

  公开（公告）日：2006-06-15

  A compound of the formula (I): R 1 —NH—X—Y-Z (I) wherein each symbol is as defined in the specification, or a pharmaceutically acceptable salt thereof useful as a vascular adhesion protein-1 (VAP-1) inhibitor, a pharmaceutical composition, a method for preventing or treating a VAP-1 associated disease, especially macular edema, which method includes administering an effective amount of the compound or a pharmaceutically acceptable salt thereof to a mammal, and the like.

  化合物公式(I): R1—NH—X—Y-Z (I)，其中每个符号如规范所定义，或其药学上可接受的盐，可用作血管黏附蛋白-1（VAP-1）抑制剂，制备一种制药组合物，一种预防或治疗VAP-1相关疾病（尤其是黄斑水肿）的方法，该方法包括向哺乳动物投与化合物或其药学上可接受的盐的有效量等。
• Method for treating vascular hyperpermeable disease
  申请人：Ueno Ryuji

  公开号：US20060229346A1

  公开（公告）日：2006-10-12

  The present invention provides a method for treating a vascular hyperpermeable disease (except macular edema), which method comprises administering to a patient in need thereof a vascular adhesion protein-1 (VAP-1) inhibitor in an amount sufficient to treat said patient for said disease. The agents are 2-acylamino thiazole compounds.

  本发明提供了一种治疗血管过渗性疾病（除黄斑水肿外）的方法，该方法包括向需要治疗该疾病的患者施用足量的血管粘附蛋白-1（VAP-1）抑制剂。该抑制剂为2-酰胺基噻唑类化合物。
• METHOD FOR TREATING VASCULAR HYPERPERMEABLE DISEASE
  申请人：UENO Ryuji

  公开号：US20080119462A1

  公开（公告）日：2008-05-22

  The present invention provides a method for treating a vascular hyperpermeable disease (except macular edema), which method comprises administering to a patient in need thereof a vascular adhesion protein-1 (VAP-1) inhibitor in an amount sufficient to treat said patient for said disease.

  本发明提供了一种治疗血管过渗性疾病（除了黄斑水肿）的方法，该方法包括向需要治疗该疾病的患者施用足够治疗该疾病的血管粘附蛋白-1（VAP-1）抑制剂。
• Aqueous Composition Comprising Thiazole Derivative
  申请人：Ueno Ryuji

  公开号：US20070208068A1

  公开（公告）日：2007-09-06

  The present invention provides an aqueous composition comprising a thiazole derivative of the formula (I): R 1 —NH—X—Y-Z (I) wherein each symbol is as defined above, or a pharmaceutically acceptable salt thereof, and an additive selected from the group consisting of polyol, sugar, sugar alcohol, boric acid or its salt, and water. The aqueous composition is very stable and can be stored for a long time.
• US7125901B2
  申请人：——

  公开号：US7125901B2

  公开（公告）日：2006-10-24