6-Aminomethyl-4,5,6,7-tetrahydro-benzothiazol-2-ylamine | 612820-70-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 6-Aminomethyl-4,5,6,7-tetrahydro-benzothiazol-2-ylamine
• 英文别名: 2-Amino-4,5,6,7-tetrahydro-6-benzothiazolemethanamine；6-(aminomethyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine
• CAS: 612820-70-9
• 化学式: C₈H₁₃N₃S
• 分子量: 183.277
• InChiKey: PCIRPJMDRDNRNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  93.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [3-[(苄基磺酰基)氨基]-6-甲基-2-氧代-1,2-二氢吡啶基]乙酸 、 6-Aminomethyl-4,5,6,7-tetrahydro-benzothiazol-2-ylamine 在 N-甲基吗啉 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 N-(2-Amino-4,5,6,7-tetrahydro-benzothiazol-6-ylmethyl)-2-(6-methyl-2-oxo-3-phenylmethanesulfonylamino-2H-pyridin-1-yl)-acetamide
  参考文献：
  名称：

  Selective 3-Amino-2-pyridinone acetamide thrombin inhibitors incorporating weakly basic partially saturated heterobicyclic P1-Arginine mimetics

  摘要：

  Novel, highly selective and potent thrombin inhibitors were identified as a result of combing the 3-benzylsulfonylamino-2-pyridinone acetamide P-2-P-3 surrogate with weakly basic partially saturated heterobicyclic P-1-arginine mimetics 1-8. The design, synthesis. biological activity, and the binding modes of non-covalent thrombin inhibitors featuring P-1-4,5,6,7-tetrahydroindazole, 5,6,7,8-tetrahydroquinazoline, and 4,5,6,7-tetrahydrobenzothiazole moieties are described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00717-0

文献信息

• Thrombin inhibitors
  申请人：Marsic Peterlin Lucija

  公开号：US20050165034A1

  公开（公告）日：2005-07-28

  Novel thrombin inhibitors of the formula I (I)and pharmaceutically acceptable salts thereof are described wherein the substituents in the description have the specific meanings. The compounds are useful as thrombin inhibitors.

  本发明提供了式I（I）及其药学上可接受的盐的新型凝血酶抑制剂，其中描述中的取代基具有特定的含义。这些化合物可用作凝血酶抑制剂。
• Novel thrombin inhibitors incorporating weakly basic heterobicyclic P1-arginine mimetics: optimization via modification of P1 and P3 moieties
  作者：Andreja Kranjc、Lucija Peterlin-Mašič、Janez Ilaš、Andrej Preželj、Mojca Stegnar、Danijel Kikelj

  DOI：10.1016/j.bmcl.2004.03.085

  日期：2004.6

  Optimization of lead compounds I and 2 resulted in novel, selective, and potent thrombin inhibitors incorporating weakly basic heterobicyclic P-1-arginine mimetics. The design, synthesis, and biological activity of racemic thrombin inhibitors 17-29 and enantiomerically pure thrombin inhibitors 30-33 are described. The arginine side-chain mimetics used in this study are 4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine, 4,5,6,7-tetrahydro-2H-indazole, and 2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3(2H)-yl-amine. (C) 2004 Elsevier Ltd. All rights reserved.
• THROMBIN INHIBITORS
  申请人：University of Ljubljana

  公开号：EP1451175A1

  公开（公告）日：2004-09-01
• COMPOSITIONS AND METHODS OF USING (R)-PRAMIPEXOLE
  申请人：Knopp Biosciences LLC

  公开号：EP2101766B1

  公开（公告）日：2016-09-21
• US7524871B2
  申请人：——

  公开号：US7524871B2

  公开（公告）日：2009-04-28