tert-butyl 4-(4-bromo-2-(2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido)phenyl)piperazine-1-carboxylate | 883908-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(4-bromo-2-(2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido)phenyl)piperazine-1-carboxylate
• 英文别名: tert-butyl 4-[4-bromo-2-[[2-(7-methoxy-2-oxochromen-4-yl)acetyl]amino]phenyl]piperazine-1-carboxylate
• CAS: 883908-16-5
• 化学式: C₂₇H₃₀BrN₃O₆
• 分子量: 572.456
• InChiKey: KUNNCARPSRPUPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  97.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4-bromo-2-(2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido)phenyl)piperazine-1-carboxylate 在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 N-{5-Bromo-2-[4-(thiophene-2-sulfonyl)-piperazin-1-yl]-phenyl}-2-(7-methoxy-2-oxo-2H-chromen-4-yl)-acetamide
  参考文献：
  名称：

  BACE-1 inhibitory activities of new substituted phenyl-piperazine coupled to various heterocycles: Chromene, coumarin and quinoline

  摘要：

  The protease beta-secretase plays a central role in the synthesis of pathogenic amyloid-beta in Alzheimer's disease. Here, we report a new series of analogues based on the phenyl-piperazine scaffold coupled to various heterocyclic moieties, which demonstrate improved inhibitory activities on BACE-1 (FRET assay) compared to already known naphthyl counterparts. The obtained results suggest further structural modifications to access to more potent BACE-1 inhibitors. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.064
• 作为产物：
  描述：

  2,5-二溴硝基苯 在 吡啶 、 potassium dihydrogenphosphate 、 TEA 、 锌 、 三氯氧磷 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 反应 20.0h， 生成 tert-butyl 4-(4-bromo-2-(2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamido)phenyl)piperazine-1-carboxylate
  参考文献：
  名称：

  BACE-1 inhibitory activities of new substituted phenyl-piperazine coupled to various heterocycles: Chromene, coumarin and quinoline

  摘要：

  The protease beta-secretase plays a central role in the synthesis of pathogenic amyloid-beta in Alzheimer's disease. Here, we report a new series of analogues based on the phenyl-piperazine scaffold coupled to various heterocyclic moieties, which demonstrate improved inhibitory activities on BACE-1 (FRET assay) compared to already known naphthyl counterparts. The obtained results suggest further structural modifications to access to more potent BACE-1 inhibitors. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.064

文献信息

• BACE-1 inhibitory activities of new substituted phenyl-piperazine coupled to various heterocycles: Chromene, coumarin and quinoline
  作者：Cédrik Garino、Nicolas Pietrancosta、Younes Laras、Vincent Moret、Amandine Rolland、Gilles Quéléver、Jean-Louis Kraus

  DOI：10.1016/j.bmcl.2005.12.064

  日期：2006.4

  The protease beta-secretase plays a central role in the synthesis of pathogenic amyloid-beta in Alzheimer's disease. Here, we report a new series of analogues based on the phenyl-piperazine scaffold coupled to various heterocyclic moieties, which demonstrate improved inhibitory activities on BACE-1 (FRET assay) compared to already known naphthyl counterparts. The obtained results suggest further structural modifications to access to more potent BACE-1 inhibitors. (C) 2006 Elsevier Ltd. All rights reserved.