tert-butyl 4-{4-[[(7-cyano-2-napthyl)methyl](methylsulfonyl)amino]phenyl}piperazine-1-carboxylate | 714249-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-{4-[[(7-cyano-2-napthyl)methyl](methylsulfonyl)amino]phenyl}piperazine-1-carboxylate
• CAS: 714249-06-6
• 化学式: C₂₈H₃₂N₄O₄S
• 分子量: 520.652
• InChiKey: DTDSNMKBYCGIPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  37.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  93.95
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-{4-[[(7-cyano-2-napthyl)methyl](methylsulfonyl)amino]phenyl}piperazine-1-carboxylate 在 盐酸 、 乙醇 、 乙酸铵 作用下， 以 乙醇 为溶剂， 反应 39.0h， 以32%的产率得到7-({(methylsulfonyl)[4-(piperazin-1-yl)phenyl]amino}methyl)naphthalene-2-carboximidamide
  参考文献：
  名称：

  Synthesis and biological activity of novel 1,4-diazepane derivatives as factor Xa inhibitor with potent anticoagulant and antithrombotic activity

  摘要：

  Factor Xa (fXa) is a serine protease involved in the coagulation cascade, which has received great interest as a potential target for the development of new antithrombotic drugs. Herein we report a novel series of fXa inhibitors in which the 1,4-diazepane moiety was designed to interact with the S4 aryl-binding domain of the fXa active site. Compound 13 (YM-96765) showed potent fXa inhibitory activity (IC50 = 6.8 nM) and effective antithrombotic activity without prolonging bleeding time. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.02.022
• 作为产物：
  描述：

  对氟硝基苯 在 palladium on activated charcoal 吡啶 、 氢气 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 46.0h， 生成 tert-butyl 4-{4-[[(7-cyano-2-napthyl)methyl](methylsulfonyl)amino]phenyl}piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological activity of novel 1,4-diazepane derivatives as factor Xa inhibitor with potent anticoagulant and antithrombotic activity

  摘要：

  Factor Xa (fXa) is a serine protease involved in the coagulation cascade, which has received great interest as a potential target for the development of new antithrombotic drugs. Herein we report a novel series of fXa inhibitors in which the 1,4-diazepane moiety was designed to interact with the S4 aryl-binding domain of the fXa active site. Compound 13 (YM-96765) showed potent fXa inhibitory activity (IC50 = 6.8 nM) and effective antithrombotic activity without prolonging bleeding time. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.02.022