N-[(7-cyano-2-naphthyl)methyl]-N',N'-dimethyl-N-[4-(4-methyl-1,4-diazepan-1-yl)phenyl]sulfamide | 771584-77-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[(7-cyano-2-naphthyl)methyl]-N',N'-dimethyl-N-[4-(4-methyl-1,4-diazepan-1-yl)phenyl]sulfamide
• CAS: 771584-77-1
• 化学式: C₂₆H₃₁N₅O₂S
• 分子量: 477.63
• InChiKey: PIMYBCSKQGGDLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  70.89
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-[(7-cyano-2-naphthyl)methyl]-N',N'-dimethyl-N-[4-(4-methyl-1,4-diazepan-1-yl)phenyl]sulfamide 在 盐酸羟胺 、 三乙胺 、 盐酸 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以90%的产率得到7-({[(dimethylamino)sulfonyl][4-(4-methyl-1,4-diazepan-1-yl)phenyl]amino}methyl)-N-hydroxynaphthalene-2-carboximidamide dihydrochloride
  参考文献：
  名称：

  Orally active factor Xa inhibitor: synthesis and biological activity of masked amidines as prodrugs of novel 1,4-diazepane derivatives

  摘要：

  Factor Xa (fXa) is a serine protease, which plays a pivotal role in the coagulation cascade. To improve the oral anticoagulant activity of fXa inhibitors containing a 1,4-diazepane moiety as the P4 part, a prodrug strategy was examined. Among the compounds evaluated in this study, amidoxime prodrugs bearing an ester moiety, Such as compounds 21 and 30, showed effective oral anticoagulant activity in mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.046
• 作为产物：
  描述：

  tert-butyl ({[(7-cyano-2-naphthyl)methyl][4-(4-methyl-1,4-diazepan-1-yl)phenyl]amino}sulfonyl)carbamate 在 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 33.0h， 生成 N-[(7-cyano-2-naphthyl)methyl]-N',N'-dimethyl-N-[4-(4-methyl-1,4-diazepan-1-yl)phenyl]sulfamide
  参考文献：
  名称：

  Orally active factor Xa inhibitor: synthesis and biological activity of masked amidines as prodrugs of novel 1,4-diazepane derivatives

  摘要：

  Factor Xa (fXa) is a serine protease, which plays a pivotal role in the coagulation cascade. To improve the oral anticoagulant activity of fXa inhibitors containing a 1,4-diazepane moiety as the P4 part, a prodrug strategy was examined. Among the compounds evaluated in this study, amidoxime prodrugs bearing an ester moiety, Such as compounds 21 and 30, showed effective oral anticoagulant activity in mice. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.046