4-(4-{[1-(3-Carbamimidoyl-phenyl)-5-methyl-1H-pyrazol-3-ylmethyl]-methanesulfonyl-amino}-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester | 544694-62-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-{[1-(3-Carbamimidoyl-phenyl)-5-methyl-1H-pyrazol-3-ylmethyl]-methanesulfonyl-amino}-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 544694-62-4
• 化学式: C₂₉H₃₈N₆O₅S
• 分子量: 582.724
• InChiKey: ANHAKNHOEYHYAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  143.84
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-(4-{[1-(3-Carbamimidoyl-phenyl)-5-methyl-1H-pyrazol-3-ylmethyl]-methanesulfonyl-amino}-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester 在 三乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 3-{3-[({4-[1-(1-Imino-ethyl)-piperidin-4-yloxy]-phenyl}-methanesulfonyl-amino)-methyl]-5-methyl-pyrazol-1-yl}-benzamidine
  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：

  3-氰基苯硼酸 在 吡啶 、 lithium aluminium tetrahydride 、 copper diacetate 、 羟胺 、 乙酸酐 、 caesium carbonate 、 溶剂黄146 、 对甲苯磺酰氯 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(4-{[1-(3-Carbamimidoyl-phenyl)-5-methyl-1H-pyrazol-3-ylmethyl]-methanesulfonyl-amino}-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester
  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