Biphenyl-3,4'-dicarboxylic acid 3-amide 4'-{[(E)-3-(5-carbamimidoyl-2-hydroxy-phenyl)-allyl]-amide} | 219672-04-5

• 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: Biphenyl-3,4'-dicarboxylic acid 3-amide 4'-{[(E)-3-(5-carbamimidoyl-2-hydroxy-phenyl)-allyl]-amide}
• 英文别名: 3-[4-[[(E)-3-(5-carbamimidoyl-2-hydroxyphenyl)prop-2-enyl]carbamoyl]phenyl]benzamide
• CAS: 219672-04-5
• 化学式: C₂₄H₂₂N₄O₃
• 分子量: 414.464
• InChiKey: FXWJOURJBJYPSU-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  142
• 氢给体数：
  5
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Biphenyl-3,4'-dicarboxylic acid 3-amide 4'-{[(E)-3-(5-carbamimidoyl-2-hydroxy-phenyl)-allyl]-amide} 在 palladium on activated charcoal 氢气 作用下， 以90%的产率得到Biphenyl-3,4'-dicarboxylic acid 3-amide 4'-{[3-(5-carbamimidoyl-2-hydroxy-phenyl)-propyl]-amide}
  参考文献：
  名称：

  Amido-(propyl and allyl)-hydroxybenzamidines: development of achiral inhibitors of factor Xa

  摘要：

  The design, synthesis and SAR of amido-(propyl and allyl)-hydroxybenzamidine coagulation factor Xa inhibitors is described. These achiral inhibitors are selective for fXa vis a vis structurally related serine proteases and are readily prepared in 6-7 linear steps. The most potent member 9j (fXa K-i = 0.75 nM) is selective (>1000-fold) and an effective anticoagulant in mammalian plasma. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00673-3
• 作为产物：
  描述：

  3-Bromo-4-(2-methoxyethoxymethoxy)-benzonitrile 在 盐酸 、 palladium diacetate 、 氨 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 、 三(邻甲基苯基)磷 、 肼 作用下， 以 吡啶 、 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 Biphenyl-3,4'-dicarboxylic acid 3-amide 4'-{[(E)-3-(5-carbamimidoyl-2-hydroxy-phenyl)-allyl]-amide}
  参考文献：
  名称：

  Amido-(propyl and allyl)-hydroxybenzamidines: development of achiral inhibitors of factor Xa

  摘要：

  The design, synthesis and SAR of amido-(propyl and allyl)-hydroxybenzamidine coagulation factor Xa inhibitors is described. These achiral inhibitors are selective for fXa vis a vis structurally related serine proteases and are readily prepared in 6-7 linear steps. The most potent member 9j (fXa K-i = 0.75 nM) is selective (>1000-fold) and an effective anticoagulant in mammalian plasma. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00673-3

文献信息

• Amido-(propyl and allyl)-hydroxybenzamidines: development of achiral inhibitors of factor Xa
  作者：Yong Gong、Henry W. Pauls、Alfred P. Spada、Mark Czekaj、Guyan Liang、Valeria Chu、Dennis J. Colussi、Karen D. Brown、Jingbo Gao

  DOI：10.1016/s0960-894x(99)00673-3

  日期：2000.2

  The design, synthesis and SAR of amido-(propyl and allyl)-hydroxybenzamidine coagulation factor Xa inhibitors is described. These achiral inhibitors are selective for fXa vis a vis structurally related serine proteases and are readily prepared in 6-7 linear steps. The most potent member 9j (fXa K-i = 0.75 nM) is selective (>1000-fold) and an effective anticoagulant in mammalian plasma. (C) 2000 Elsevier Science Ltd. All rights reserved.