3-(3-cyano-4-fluorophenyl)-5-[[5-[(2'-t-butylaminosulfonyl)phenyl]pyrid-2-yl]aminocarbonyl]-5-(methylsulfonylaminomethyl)isoxazoline | 218301-61-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(3-cyano-4-fluorophenyl)-5-[[5-[(2'-t-butylaminosulfonyl)phenyl]pyrid-2-yl]aminocarbonyl]-5-(methylsulfonylaminomethyl)isoxazoline
• 英文别名: N-[5-[2-(tert-butylsulfamoyl)phenyl]pyridin-2-yl]-3-(3-cyano-4-fluorophenyl)-5-(methanesulfonamidomethyl)-4H-1,2-oxazole-5-carboxamide
• CAS: 218301-61-2
• 化学式: C₂₈H₂₉FN₆O₆S₂
• 分子量: 628.705
• InChiKey: LZRAOMRTPXRWHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  197
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3-(3-cyano-4-fluorophenyl)-5-[[5-[(2'-t-butylaminosulfonyl)phenyl]pyrid-2-yl]aminocarbonyl]-5-(methylsulfonylaminomethyl)isoxazoline 在 potassium tert-butylate 、 三氟乙酸 、 丙酮肟 作用下， 生成 3-(3'-aminobenzisoxazol-5'-yl)-5-[[5-[(2'-aminosulfonyl)phenyl]pyrid-2-yl]aminocarbonyl]-5-(methylsulfonylaminomethyl)isoxazoline
  参考文献：
  名称：

  Nonbenzamidine isoxazoline derivatives as factor Xa inhibitors

  摘要：

  Factor Xa (fXa) is an important serine protease in the blood coagulation cascade. Inhibition of fxa has emerged as an attractive target for potential therapeutic applications in the treatments of both arterial and venous thrombosis. Herein, we describe a series of non-benzamidine isoxazoline derivatives as fXa inhibitors. The chloroaniline group was found to be the most potent benzamidine mimic in this series. Chloroaniline 1 (ST368) has a K-i value of 1.5 nM against fXa and is highly selective for fXa relative to thrombin and trypsin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00080-5
• 作为产物：
  描述：

  2-氟-5-甲酰基苯腈 在 lithium hydroxide 、 sodium hypochlorite 、 草酰氯 、 羟胺 、 三乙胺 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 、 二氯甲烷 为溶剂， 生成 3-(3-cyano-4-fluorophenyl)-5-[[5-[(2'-t-butylaminosulfonyl)phenyl]pyrid-2-yl]aminocarbonyl]-5-(methylsulfonylaminomethyl)isoxazoline
  参考文献：
  名称：

  Nonbenzamidine isoxazoline derivatives as factor Xa inhibitors

  摘要：

  Factor Xa (fXa) is an important serine protease in the blood coagulation cascade. Inhibition of fxa has emerged as an attractive target for potential therapeutic applications in the treatments of both arterial and venous thrombosis. Herein, we describe a series of non-benzamidine isoxazoline derivatives as fXa inhibitors. The chloroaniline group was found to be the most potent benzamidine mimic in this series. Chloroaniline 1 (ST368) has a K-i value of 1.5 nM against fXa and is highly selective for fXa relative to thrombin and trypsin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00080-5

文献信息

• Guanidine mimics as factor Xa inhibitors
  申请人：DuPont Pharmaceuticals Company

  公开号：US06339099B1

  公开（公告）日：2002-01-15

  The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula I: or pharmaceutically acceptable salt forms thereof, wherein rings D—E represent guanidine mimics, which are useful as inhibitors of factor Xa.

  本申请描述了含氮杂环化合物及其衍生物的化学式I：或其药用可接受的盐形式，其中环D—E代表胍嘧啶模拟物，这些化合物可作为凝血因子Xa的抑制剂。
• Novel guanidine mimics as factor Xa inhibitors
  申请人：——

  公开号：US20020025963A1

  公开（公告）日：2002-02-28

  The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula I: 1 or pharmaceutically acceptable salt forms thereof, wherein rings D—E represent guanidine mimics, which are useful as inhibitors of factor Xa.

  本申请描述了公式I的含氮杂环及其衍生物，其中D-E环代表鸟氨酸类似物，其可作为因子Xa的抑制剂，或其药学上可接受的盐形式。
• Novel guanidine mimics factor Xa inhibitors
  申请人：——

  公开号：US20030069258A1

  公开（公告）日：2003-04-10

  The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula I: 1 or pharmaceutically acceptable salt forms thereof, wherein rings D-E represent guanidine mimics, which are useful as inhibitors of factor Xa.

  本申请描述了式I的含氮杂环及其衍生物：1或其药学上可接受的盐形式，其中环D-E代表鸟氨酸类似物，可用作因子Xa的抑制剂。
• Novel intermediates for guanidine mimics as factor Xa inhibitors
  申请人：——

  公开号：US20040063772A1

  公开（公告）日：2004-04-01

  The present application describes intermediates for nitrogen containing heteroaromatics and derivatives thereof of formula I: 1 or pharmaceutically acceptable salt forms thereof, wherein rings D—E represent guanidine mimics, which are useful as inhibitors of factor Xa.

  本申请描述了一些中间体，用于制备公式I：1中的含氮杂环和其衍生物，或其药学上可接受的盐形式，其中环D-E代表鸟氨酸类似物，这些中间体可用作因子Xa的抑制剂。
• US6339099B1
  申请人：——

  公开号：US6339099B1

  公开（公告）日：2002-01-15