5-chloro-N-(4-chlorophenyl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)benzamide | 358660-32-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-chloro-N-(4-chlorophenyl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)benzamide
• 英文别名: 5-chloro-N-(4-chlorophenyl)-2-[[4-(N,N-dimethylcarbamimidoyl)benzoyl]amino]benzamide
• CAS: 358660-32-9
• 化学式: C₂₃H₂₀Cl₂N₄O₂
• 分子量: 455.343
• InChiKey: ATMGNIRMUVUISU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  85.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-chloro-N-(4-chlorophenyl)-2-(4-cyanobenzamido)benzamide 、 lithium dimethylamide 以 四氢呋喃 、 正己烷 为溶剂， 生成 5-chloro-N-(4-chlorophenyl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)benzamide
  参考文献：
  名称：

  Discovery of betrixaban (PRT054021), N-(5-chloropyridin-2-yl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)-5-methoxybenzamide, a highly potent, selective, and orally efficacious factor Xa inhibitor

  摘要：

  Systematic SAR studies of in vitro factor Xa inhibitory activity around compound 1 were performed by modifying each of the three phenyl rings. A class of highly potent, selective, efficacious and orally bioavailable direct factor Xa inhibitors was discovered. These compounds were screened in hERG binding assays to examine the effects of substitution groups on the hERG channel affinity. From the leading compounds, betrixaban (compound 11, PRT054021) has been selected as the clinical candidate for development. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.111

文献信息

• BENZAMIDES AND RELATED INHIBITORS OF FACTOR XA
  申请人：Zhu Bing-Yan

  公开号：US20090131411A1

  公开（公告）日：2009-05-21

  Novel benzamide compounds including their pharmaceutically acceptable isomers, salts, hydrates, solvates and prodrug derivatives having activity against mammalian factor Xa are described. Compositions containing such compounds are also described. The compounds and compositions are useful in vitro or in vivo for preventing or treating coagulation disorders.

  本发明涉及一种新型苯甲酰胺类化合物，包括其药学上可接受的异构体，盐，水合物，溶剂合物和前药衍生物，具有对哺乳动物因子Xa的活性。本发明还涉及含有这种化合物的组合物。这些化合物和组合物在体内或体外用于预防或治疗凝血障碍。
• Benzamides and related inhibitors of factor Xa
  申请人：Zhu Bing-Yan

  公开号：US20070021472A1

  公开（公告）日：2007-01-25

  Novel benzamide compounds including their pharmaceutically acceptable isomers, salts, hydrates, solvates and prodrug derivatives having activity against mammalian factor Xa are described. Compositions containing such compounds are also described. The compounds and compositions are useful in vitro or in vivo for preventing or treating coagulation disorders.

  本发明涉及一种新型苯甲酰胺类化合物，包括其药学上可接受的异构体、盐、水合物、溶剂合物和前药衍生物，其对哺乳动物因子Xa具有活性。本发明还描述了含有这种化合物的组合物。这些化合物和组合物在体外或体内用于预防或治疗凝血障碍。
• US7314874B2
  申请人：——

  公开号：US7314874B2

  公开（公告）日：2008-01-01
• US7727981B2
  申请人：——

  公开号：US7727981B2

  公开（公告）日：2010-06-01
• US7727982B2
  申请人：——

  公开号：US7727982B2

  公开（公告）日：2010-06-01