4-[4-((S)-2-Benzenesulfonylamino-2-tert-butoxycarbonyl-ethylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester | 163210-45-5

• 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: 4-[4-((S)-2-Benzenesulfonylamino-2-tert-butoxycarbonyl-ethylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester
• 英文别名: 4-(N-Boc-N'-Piperazinyl)benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester；tert-butyl 4-[4-[[(2S)-2-(benzenesulfonamido)-3-[(2-methylpropan-2-yl)oxy]-3-oxopropyl]carbamoyl]phenyl]piperazine-1-carboxylate
• CAS: 163210-45-5
• 化学式: C₂₉H₄₀N₄O₇S
• 分子量: 588.725
• InChiKey: HZHAMVVAVWJNDG-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-[4-((S)-2-Benzenesulfonylamino-2-tert-butoxycarbonyl-ethylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester 在 sodium hydroxide 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.5h， 生成 (2S)-Benzenesulfonylamino-3-[4-{4-(t-butoxycarbonyl)-piperazin-1-yl}-benzoylamino]-propionic Acid
  参考文献：
  名称：

  Tricyclic pharmacophore-based molecules as novel integrin αvβ3 antagonists. Part 1: Design and synthesis of a lead compound exhibiting αvβ3/αIIbβ3 dual antagonistic activity

  摘要：

  In order to generate novel compounds with integrin alpha(v)beta(3)-antagonistic activity together with antiplatelet activity, tricyclic pharmacophore-based molecules were designed and synthesized. Although piperazine-containing compounds initially prepared were selective alpha(IIb)beta(3) antagonists, replacement of piperazine with piperidine furnished a potent alpha(v)beta(3)/alpha(IIb)beta(3) dual antagonist. Structureactivity relationship (SAR) studies provided clues for further development of tricyclic pharmacophore-based integrin antagonists. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.060
• 作为产物：
  描述：

  4-(1-哌嗪基)苯甲酸乙酯 在 N-甲基吗啉 、 sodium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 4-[4-((S)-2-Benzenesulfonylamino-2-tert-butoxycarbonyl-ethylcarbamoyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Tricyclic pharmacophore-based molecules as novel integrin αvβ3 antagonists. Part 1: Design and synthesis of a lead compound exhibiting αvβ3/αIIbβ3 dual antagonistic activity

  摘要：

  In order to generate novel compounds with integrin alpha(v)beta(3)-antagonistic activity together with antiplatelet activity, tricyclic pharmacophore-based molecules were designed and synthesized. Although piperazine-containing compounds initially prepared were selective alpha(IIb)beta(3) antagonists, replacement of piperazine with piperidine furnished a potent alpha(v)beta(3)/alpha(IIb)beta(3) dual antagonist. Structureactivity relationship (SAR) studies provided clues for further development of tricyclic pharmacophore-based integrin antagonists. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.060

文献信息

• Fibrinogen receptor antagonists
  申请人：Merck & Co., Inc.

  公开号：US05648368A1

  公开（公告）日：1997-07-15

  Novel fibrinogen receptor antagonists of the formula: X--Y--Z--Aryl--A--B are provided in which the claimed compounds exhibit fibrinogen receptor antagonist activity, inhibit platelet aggregation and are therefore useful in modulating thrombus formation.

  提供了一种公式为X-Y-Z-Aryl-A-B的新型纤维蛋白原受体拮抗剂，所述化合物表现出纤维蛋白原受体拮抗活性，抑制血小板聚集，因此在调节血栓形成方面有用。