(S)-1-{4-[(7-Cyano-naphthalen-2-ylmethyl)-methanesulfonyl-amino]-benzoyl}-pyrrolidine-2-carboxylic acid tert-butylamide | 544694-94-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-1-{4-[(7-Cyano-naphthalen-2-ylmethyl)-methanesulfonyl-amino]-benzoyl}-pyrrolidine-2-carboxylic acid tert-butylamide
• CAS: 544694-94-2
• 化学式: C₂₉H₃₂N₄O₄S
• 分子量: 532.663
• InChiKey: BRPJRXDNRJKDPO-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  38.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  110.58
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-1-{4-[(7-Cyano-naphthalen-2-ylmethyl)-methanesulfonyl-amino]-benzoyl}-pyrrolidine-2-carboxylic acid tert-butylamide 在 盐酸 、 ammonium acetate 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 生成 (S)-1-{4-[(7-Carbamimidoyl-naphthalen-2-ylmethyl)-methanesulfonyl-amino]-benzoyl}-pyrrolidine-2-carboxylic acid amide
  参考文献：
  名称：

  Design, synthesis and structure–Activity relationships of benzoxazinone-Based factor Xa inhibitors

  摘要：

  A series of benzoxazinone derivatives was designed and synthesized as factor Xa inhibitors. We demonstrated that the naphthyl moiety in the aniline-based compounds I and 2 can be replaced with benzene-fused heterobicycles and biaryls to give factor Xa inhibitors with improved trypsin selectivity. The P4 modifications lead to monoamidines which are moderately active. The benzoxazinones 41-45 are potent against factor Xa, retain the improved trypsin selectivity of the corresponding aniline-based compounds, and show strong antithrombotic effect dose responsively. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00927-7
• 作为产物：
  描述：

  4-(甲基磺酰胺)苯甲酸甲酯 在 lithium hydroxide 、 TEA 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-1-{4-[(7-Cyano-naphthalen-2-ylmethyl)-methanesulfonyl-amino]-benzoyl}-pyrrolidine-2-carboxylic acid tert-butylamide
  参考文献：
  名称：

  Design, synthesis and structure–Activity relationships of benzoxazinone-Based factor Xa inhibitors

  摘要：

  A series of benzoxazinone derivatives was designed and synthesized as factor Xa inhibitors. We demonstrated that the naphthyl moiety in the aniline-based compounds I and 2 can be replaced with benzene-fused heterobicycles and biaryls to give factor Xa inhibitors with improved trypsin selectivity. The P4 modifications lead to monoamidines which are moderately active. The benzoxazinones 41-45 are potent against factor Xa, retain the improved trypsin selectivity of the corresponding aniline-based compounds, and show strong antithrombotic effect dose responsively. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00927-7