isopropyl ({[(2E)-3-(3-cyanophenyl)prop-2-en-1-yl][4-(4-methyl-1,4-diazepan-1-yl)phenyl]amino}sulfonyl)acetate | 771584-89-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: isopropyl ({[(2E)-3-(3-cyanophenyl)prop-2-en-1-yl][4-(4-methyl-1,4-diazepan-1-yl)phenyl]amino}sulfonyl)acetate
• CAS: 771584-89-5
• 化学式: C₂₇H₃₄N₄O₄S
• 分子量: 510.657
• InChiKey: GQHAEYBQTXMUPT-WEVVVXLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  93.95
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  isopropyl ({[(2E)-3-(3-cyanophenyl)prop-2-en-1-yl][4-(4-methyl-1,4-diazepan-1-yl)phenyl]amino}sulfonyl)acetate 在 盐酸羟胺 、 三乙胺 、 盐酸 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以58%的产率得到isopropyl ({((2E)-3-{3-[amino(hydroxyimino)methyl]phenyl}prop-2-en-1-yl)[4-(4-methyl-1,4-diazepan-1-yl)phenyl]amino}sulfonyl)acetate 2.5 hydrochloride
  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：

  4-(4-甲基-1,4-二氮杂环庚烷-1-基)苯胺 在 吡啶 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 22.0h， 生成 isopropyl ({[(2E)-3-(3-cyanophenyl)prop-2-en-1-yl][4-(4-methyl-1,4-diazepan-1-yl)phenyl]amino}sulfonyl)acetate
  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