7-{[[4-(1,4-diazepan-1-yl)phenyl](methylsulfonyl)amino]methyl}naphthalene-2-carboximidamide | 220220-12-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-{[[4-(1,4-diazepan-1-yl)phenyl](methylsulfonyl)amino]methyl}naphthalene-2-carboximidamide
• CAS: 220220-12-2
• 化学式: C₂₄H₂₉N₅O₂S
• 分子量: 451.593
• InChiKey: QLEQRONFPQAZDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  102.52
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  乙基乙酰亚胺盐酸盐 、 7-{[[4-(1,4-diazepan-1-yl)phenyl](methylsulfonyl)amino]methyl}naphthalene-2-carboximidamide 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以54%的产率得到N-[4-(4-acet-imidoylhexahydro-1H-1,4-diazepin-1-yl)phenyl]-N-[(7-amidino-2-naphthyl)methyl]methanesulfonamide dihydro-chloride
  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 、 盐酸 、 乙醇 、 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 85.0h， 生成 7-{[[4-(1,4-diazepan-1-yl)phenyl](methylsulfonyl)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