(S)-3,5-difluoro-N-((4-methoxyphenylamino)(2-oxo-1-(2-oxo-2-(pyrrolidin-1-yl)ethyl)azepan-3-ylamino)methylene)benzamide | 288081-24-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-3,5-difluoro-N-((4-methoxyphenylamino)(2-oxo-1-(2-oxo-2-(pyrrolidin-1-yl)ethyl)azepan-3-ylamino)methylene)benzamide
• 英文别名: 3,5-difluoro-N-[N-(4-methoxyphenyl)-N'-[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan-3-yl]carbamimidoyl]benzamide
• CAS: 288081-24-3
• 化学式: C₂₇H₃₁F₂N₅O₄
• 分子量: 527.571
• InChiKey: FFSXHSLXJBMHNR-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (S)-1-(4-methoxyphenyl)-3-(2-oxo-1-(2-oxo-2-(pyrrolidin-1-yl)ethyl)azepan-3-yl)guanidine 、 3,5-二氟苯甲酸 在 N,N'-羰基二咪唑 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 (S)-3,5-difluoro-N-((4-methoxyphenylamino)(2-oxo-1-(2-oxo-2-(pyrrolidin-1-yl)ethyl)azepan-3-ylamino)methylene)benzamide
  参考文献：
  名称：

  Synthesis and evaluation of acylguanidine FXa inhibitors

  摘要：

  A series of acylguanidine derivatives were prepared and investigated as inhibitors of Factor Xa (FXa). These compounds were made by guanidine acylation with carboxylic acids using carbonyl diimidazole (CDI) as the coupling reagent. Conditions for the rapid synthesis and purification of these compounds are described along with their ability to inhibit FXa. The best FXa inhibitor is 1 with a FXa IC50 of 6 nM. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.004

文献信息

• Synthesis and evaluation of acylguanidine FXa inhibitors
  作者：Stephen P. O’Connor、Karnail Atwal、Chi Li、Eddie C.-K. Liu、Steven M. Seiler、Mengxiao Shi、Yan Shi、Philip D. Stein、Ying Wang

  DOI：10.1016/j.bmcl.2008.07.004

  日期：2008.8

  A series of acylguanidine derivatives were prepared and investigated as inhibitors of Factor Xa (FXa). These compounds were made by guanidine acylation with carboxylic acids using carbonyl diimidazole (CDI) as the coupling reagent. Conditions for the rapid synthesis and purification of these compounds are described along with their ability to inhibit FXa. The best FXa inhibitor is 1 with a FXa IC50 of 6 nM. (C) 2008 Elsevier Ltd. All rights reserved.