n-(5-Chloro-2-pyridinyl)-2-(4-chloromethylphenylcarbonyl)amino-5-chlorophenylcarboxamide | 358661-80-0

• 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: n-(5-Chloro-2-pyridinyl)-2-(4-chloromethylphenylcarbonyl)amino-5-chlorophenylcarboxamide
• 英文别名: 5-chloro-2-[[4-(chloromethyl)benzoyl]amino]-N-(5-chloropyridin-2-yl)benzamide
• CAS: 358661-80-0
• 化学式: C₂₀H₁₄Cl₃N₃O₂
• 分子量: 434.709
• InChiKey: CDMNMIRMSGUJDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  71.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  n-(5-Chloro-2-pyridinyl)-2-(4-chloromethylphenylcarbonyl)amino-5-chlorophenylcarboxamide 在 碘甲烷 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 15.33h， 生成 5-chloro-N-(5-chloropyridin-2-yl)-2-[[4-[[(N,N'-dimethylcarbamimidoyl)-methylamino]methyl]benzoyl]amino]benzamide
  参考文献：
  名称：

  Design, synthesis, and SAR of anthranilamide-based factor Xa inhibitors with improved functional activity

  摘要：

  Compound 2 containing an aminomethylbenzoyl moiety as the S4 binding motif was synthesized in order to modulate hydrophlicity of anthranilamide-based factor Xa inhibitors with substituted biphenyl P4 groups. Structure-activity relationship studies around 2 have led to a series of potent factor Xa inhibitors which are highly active in the human plasma-based thrombin generation assay with 2XTG values less than 1 muM. Compound 55 shows strong antithrombotic activity in our rabbit deep vein thrombosis model, and also exhibits good oral bioavailability and a long half life in rats. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.11.080
• 作为产物：
  描述：

  5-氯-2-硝基苯甲酸 在 吡啶 、 tin(ll) chloride 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 16.08h， 生成 n-(5-Chloro-2-pyridinyl)-2-(4-chloromethylphenylcarbonyl)amino-5-chlorophenylcarboxamide
  参考文献：
  名称：

  Design, synthesis, and SAR of anthranilamide-based factor Xa inhibitors with improved functional activity

  摘要：

  Compound 2 containing an aminomethylbenzoyl moiety as the S4 binding motif was synthesized in order to modulate hydrophlicity of anthranilamide-based factor Xa inhibitors with substituted biphenyl P4 groups. Structure-activity relationship studies around 2 have led to a series of potent factor Xa inhibitors which are highly active in the human plasma-based thrombin generation assay with 2XTG values less than 1 muM. Compound 55 shows strong antithrombotic activity in our rabbit deep vein thrombosis model, and also exhibits good oral bioavailability and a long half life in rats. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2003.11.080

文献信息

• Quaternary amines and related inhibitors of factor xa
  申请人：——

  公开号：US20040067938A1

  公开（公告）日：2004-04-08

  Novel quaternary amine containing 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 conditions in mammals characterized by undesired thrombosis.

  本发明描述了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的新四价胺化合物，这些化合物对哺乳动物因子Xa具有活性。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内或体外用于预防或治疗哺乳动物中的不良血栓症状，具有实用价值。
• [EN] BICYCLIC PYRIMIDIN-4-ONE BASED INHIBITORS OF FACTOR XA<br/>[FR] INHIBITEURS DU FACTEUR XA À BASE DE PYRIMIDINE-4-ONE BICYCLIQUE
  申请人：COR THERAPEUTICS INC

  公开号：WO2002026718A2

  公开（公告）日：2002-04-04

  Novel bicyclic pyrimidin-4-one-containing compounds of formulae (I) or (II): 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 the compositions are useful in vitro or in vivo for preventing or treating conditions in mammals characterized by undesired thrombosis.
• [EN] QUATERNARY AMINES AND RELATED INHIBITORS OF FACTOR XA<br/>[FR] AMINES QUATERNAIRES ET INHIBITEURS DU FACTEUR XA ASSOCIES
  申请人：COR THERAPEUTICS INC

  公开号：WO2002026712A2

  公开（公告）日：2002-04-04

  Novel quaternary amine-containing compounds including their pharmaceutically acceptable isomers, salts, hydrates, solvates and prodrug derivatives,eg having the following structure: Wherein:A is 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 conditions in mammals characterized by undesired thrombosis.
• Design, synthesis, and SAR of anthranilamide-based factor Xa inhibitors with improved functional activity
  作者：Penglie Zhang、Liang Bao、Jingmei F. Zuckett、Zhaozhong J. Jia、John Woolfrey、Ann Arfsten、Susan Edwards、Uma Sinha、Athiwat Hutchaleelaha、Joseph L. Lambing、Stanley J. Hollenbach、Robert M. Scarborough、Bing-Yan Zhu

  DOI：10.1016/j.bmcl.2003.11.080

  日期：2004.2

  Compound 2 containing an aminomethylbenzoyl moiety as the S4 binding motif was synthesized in order to modulate hydrophlicity of anthranilamide-based factor Xa inhibitors with substituted biphenyl P4 groups. Structure-activity relationship studies around 2 have led to a series of potent factor Xa inhibitors which are highly active in the human plasma-based thrombin generation assay with 2XTG values less than 1 muM. Compound 55 shows strong antithrombotic activity in our rabbit deep vein thrombosis model, and also exhibits good oral bioavailability and a long half life in rats. (C) 2004 Published by Elsevier Ltd.