3-(4-Chloro-3-nitro-phenyl)-5-tetrazol-1-ylmethyl-4,5-dihydro-isoxazole-5-carboxylic acid [5-(2-tert-butylsulfamoyl-phenyl)-pyridin-2-yl]-amide | 609812-19-3

• 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-(4-Chloro-3-nitro-phenyl)-5-tetrazol-1-ylmethyl-4,5-dihydro-isoxazole-5-carboxylic acid [5-(2-tert-butylsulfamoyl-phenyl)-pyridin-2-yl]-amide
• CAS: 609812-19-3
• 化学式: C₂₇H₂₆ClN₉O₆S
• 分子量: 640.079
• InChiKey: BWXKPXBJSHZVSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  44.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  196.49
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  3-(4-Chloro-3-nitro-phenyl)-5-tetrazol-1-ylmethyl-4,5-dihydro-isoxazole-5-carboxylic acid [5-(2-tert-butylsulfamoyl-phenyl)-pyridin-2-yl]-amide 在 三氟乙酸 、 tin(ll) chloride 作用下， 以 乙酸乙酯 为溶剂， 生成 3-(3-amino-4-chloro-phenyl)-5-tetrazol-1-ylmethyl-4,5-dihydro-isoxazole-5-carboxylic acid [5-(2-sulfamoyl-phenyl)-pyridin-2-yl]-amide
  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：

  4-氯-3-硝基苯甲醛 在 lithium hydroxide 、 sodium hypochlorite 、 氯化亚砜 、 羟胺 、 三乙胺 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 、 二氯甲烷 为溶剂， 生成 3-(4-Chloro-3-nitro-phenyl)-5-tetrazol-1-ylmethyl-4,5-dihydro-isoxazole-5-carboxylic acid [5-(2-tert-butylsulfamoyl-phenyl)-pyridin-2-yl]-amide
  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