Methyl 4-[[2-(3-cyanophenoxy)acetyl]amino]benzoate | 308288-85-9

• 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: Methyl 4-[[2-(3-cyanophenoxy)acetyl]amino]benzoate
• CAS: 308288-85-9
• 化学式: C₁₇H₁₄N₂O₄
• 分子量: 310.309
• InChiKey: FITTWSDLYPYPID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 4-[[2-(3-cyanophenoxy)acetyl]amino]benzoate 在 lithium hydroxide 、 TEA 、 盐酸羟胺 作用下， 生成 4-[[2-(3-Carbamimidoylphenoxy)acetyl]amino]benzoic acid
  参考文献：
  名称：

  Design and synthesis of glycolic and mandelic acid derivatives as factor Xa inhibitors

  摘要：

  A series of glycolic and mandelic acid derivatives was synthesized and investigated for their factor Xa inhibitory activity. These analogues are highly potent and selective inhibitors against fXa. In a rabbit deep vein thrombosis model, compound 26 showed significant antithrombotic effects (81% inhibition of thrombus formation) at 1.1 muM plasma concentration following intravenous administration. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00447-4
• 作为产物：
  描述：

  3-氰基苯酚 在 potassium carbonate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Methyl 4-[[2-(3-cyanophenoxy)acetyl]amino]benzoate
  参考文献：
  名称：

  Design and synthesis of glycolic and mandelic acid derivatives as factor Xa inhibitors

  摘要：

  A series of glycolic and mandelic acid derivatives was synthesized and investigated for their factor Xa inhibitory activity. These analogues are highly potent and selective inhibitors against fXa. In a rabbit deep vein thrombosis model, compound 26 showed significant antithrombotic effects (81% inhibition of thrombus formation) at 1.1 muM plasma concentration following intravenous administration. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00447-4

文献信息

• Design and synthesis of glycolic and mandelic acid derivatives as factor Xa inhibitors
  作者：Ting Su、Yanhong Wu、Brandon Doughan、Kim Kane-Maguire、Charles K Marlowe、James P Kanter、John Woolfrey、Brian Huang、Paul Wong、Uma Sinha、Gary Park、John Malinowski、Stan Hollenbach、Robert M Scarborough、Bing-Yan Zhu

  DOI：10.1016/s0960-894x(01)00447-4

  日期：2001.9

  A series of glycolic and mandelic acid derivatives was synthesized and investigated for their factor Xa inhibitory activity. These analogues are highly potent and selective inhibitors against fXa. In a rabbit deep vein thrombosis model, compound 26 showed significant antithrombotic effects (81% inhibition of thrombus formation) at 1.1 muM plasma concentration following intravenous administration. (C) 2001 Published by Elsevier Science Ltd.