[3-(2-Chloro-4-fluoro-phenylmethanesulfonylamino)-6-methyl-2-oxo-2H-pyridin-1-yl]-acetic acid | 541528-47-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [3-(2-Chloro-4-fluoro-phenylmethanesulfonylamino)-6-methyl-2-oxo-2H-pyridin-1-yl]-acetic acid
• 英文别名: 2-[3-[(2-chloro-4-fluorophenyl)methylsulfonylamino]-6-methyl-2-oxopyridin-1-yl]acetic acid
• CAS: 541528-47-6
• 化学式: C₁₅H₁₄ClFN₂O₅S
• 分子量: 388.804
• InChiKey: PLHFOXNOKUXCPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4,5,6,7-四氢-2,6-苯并噻唑二胺 、 [3-(2-Chloro-4-fluoro-phenylmethanesulfonylamino)-6-methyl-2-oxo-2H-pyridin-1-yl]-acetic acid 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-yl)-2-[3-(2-chloro-4-fluoro-phenylmethanesulfonylamino)-6-methyl-2-oxo-2H-pyridin-1-yl]-acetamide
  参考文献：
  名称：

  Novel thrombin inhibitors incorporating weakly basic heterobicyclic P1-arginine mimetics: optimization via modification of P1 and P3 moieties

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2004.03.085
• 作为产物：
  描述：

  3-amino-6-methyl-1-tert-butylmethylenecarboxy-2-pyridinone 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 2.33h， 生成 [3-(2-Chloro-4-fluoro-phenylmethanesulfonylamino)-6-methyl-2-oxo-2H-pyridin-1-yl]-acetic acid
  参考文献：
  名称：

  Novel thrombin inhibitors incorporating weakly basic heterobicyclic P1-arginine mimetics: optimization via modification of P1 and P3 moieties

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2004.03.085

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。
• THROMBIN INHIBITORS
  申请人：University of Ljubljana

  公开号：EP1451175A1

  公开（公告）日：2004-09-01
• US7524871B2
  申请人：——

  公开号：US7524871B2

  公开（公告）日：2009-04-28
• [EN] THROMBIN INHIBITORS<br/>[FR] INHIBITEURS DE THROMBINE
  申请人：UNIV LJUBLJANA

  公开号：WO2003048155A1

  公开（公告）日：2003-06-12

  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.