ethyl ({[(7-cyano-2-naphthyl)methyl]{4-[4-(pyridin-4-yl)-1,4-diazepan-1-yl]phenyl}amino}sulfonyl)acetate | 714249-12-4

• 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: ethyl ({[(7-cyano-2-naphthyl)methyl]{4-[4-(pyridin-4-yl)-1,4-diazepan-1-yl]phenyl}amino}sulfonyl)acetate
• CAS: 714249-12-4
• 化学式: C₃₂H₃₃N₅O₄S
• 分子量: 583.711
• InChiKey: LKLGPCBOHUDQIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  42.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  106.84
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  乙醇 、 ethyl ({[(7-cyano-2-naphthyl)methyl]{4-[4-(pyridin-4-yl)-1,4-diazepan-1-yl]phenyl}amino}sulfonyl)acetate 在 盐酸 作用下， 反应 15.0h， 生成 {(7-ethoxycarbonimidoyl-naphthalen-2-ylmethyl)-[4-(4-pyridin-4-yl-[1,4]diazepan-1-yl)-phenyl]-sulfamoyl}-acetic acid ethyl ester
  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 ethyl ({[(7-cyano-2-naphthyl)methyl]{4-[4-(pyridin-4-yl)-1,4-diazepan-1-yl]phenyl}amino}sulfonyl)acetate
  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