3-((E)-3-{4-[1-(1-Imino-ethyl)-piperidin-4-yloxy]-phenylamino}-propenyl)-benzamidine | 769109-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-((E)-3-{4-[1-(1-Imino-ethyl)-piperidin-4-yloxy]-phenylamino}-propenyl)-benzamidine
• 英文别名: 3-(3-{4-[1-(1-Imino-ethyl)-piperidin-4-yloxy]-phenylamino}-propenyl)-benzamidine；3-[(E)-3-[4-(1-ethanimidoylpiperidin-4-yl)oxyanilino]prop-1-enyl]benzenecarboximidamide
• CAS: 769109-98-0
• 化学式: C₂₃H₂₉N₅O
• 分子量: 391.516
• InChiKey: LQGGRNZLSKPEHI-GIMFDSGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  98.2
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(4-氨基苯氧基)-1-哌啶甲酸叔丁酯 在 盐酸 、 乙醇 、 sodium cyanoborohydride 作用下， 生成 3-((E)-3-{4-[1-(1-Imino-ethyl)-piperidin-4-yloxy]-phenylamino}-propenyl)-benzamidine
  参考文献：
  名称：

  Design and synthesis of aminophenol-Based factor xa inhibitors

  摘要：

  A novel potent and selective aminophenol scaffold for fXa inhibitors was developed from a previously reported benzimidazole-based naphthylamidine template. The aminophenol template is more synthetically accessible than the benzimidazole template, which simplified the introduction of carboxylic acid groups. Substitution of a propenyl-para-hydroxy-benzamidine group on the aminophenol template produced selective, sub-nanomolar fXa inhibitors. The potency of the inhibitors is partially explained with the aid of a trypsin complex crystal structure. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00142-7

文献信息

• Design and synthesis of aminophenol-Based factor xa inhibitors
  作者：Shung Wu、William J Guilford、Yuo-Ling Chou、Brian D Griedel、Amy Liang、Steve Sakata、Kenneth J Shaw、Lan Trinh、Wei Xu、Zuchun Zhao、Michael M Morrissey

  DOI：10.1016/s0960-894x(02)00142-7

  日期：2002.5

  A novel potent and selective aminophenol scaffold for fXa inhibitors was developed from a previously reported benzimidazole-based naphthylamidine template. The aminophenol template is more synthetically accessible than the benzimidazole template, which simplified the introduction of carboxylic acid groups. Substitution of a propenyl-para-hydroxy-benzamidine group on the aminophenol template produced selective, sub-nanomolar fXa inhibitors. The potency of the inhibitors is partially explained with the aid of a trypsin complex crystal structure. (C) 2002 Elsevier Science Ltd. All rights reserved.