tert-butyl 6-(1,4-dioxo-1,4-dihydronaphthalen-2-ylamino)hexylcarbamate | 1350890-34-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl 6-(1,4-dioxo-1,4-dihydronaphthalen-2-ylamino)hexylcarbamate
• 英文别名: tert-butyl N-[6-[(1,4-dioxonaphthalen-2-yl)amino]hexyl]carbamate
• CAS: 1350890-34-4
• 化学式: C₂₁H₂₈N₂O₄
• 分子量: 372.464
• InChiKey: GZWKWWACKJARMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 6-(1,4-dioxo-1,4-dihydronaphthalen-2-ylamino)hexylcarbamate 、 三氟乙酸 以 氯仿 为溶剂， 反应 5.0h， 以63%的产率得到2-(6-aminohexylamino)naphthalene-1,4-dione trifluoroacetate
  参考文献：
  名称：

  Synthesis of Monomeric Derivatives To Probe Memoquin’s Bivalent Interactions

  摘要：

  Eight monomeric congeners, related to the multitarget lead candidate memoquin, were prepared and evaluated at multiple targets to determine their profile against Alzheimer's disease. 2-4 bind to AChE with similar low nanomolar affinities and function as effective inhibitors of amyloid aggregation. The most potent monovalent ligand 2 also inhibits BACE-1 in vitro and APP metabolism in primary chicken telencephalic neurons.

  DOI：

  10.1021/jm200691d
• 作为产物：
  描述：

  N-Boc-1,6-己二胺 、 1,4-萘醌 以 甲醇 为溶剂， 以32%的产率得到tert-butyl 6-(1,4-dioxo-1,4-dihydronaphthalen-2-ylamino)hexylcarbamate
  参考文献：
  名称：

  Synthesis of Monomeric Derivatives To Probe Memoquin’s Bivalent Interactions

  摘要：

  Eight monomeric congeners, related to the multitarget lead candidate memoquin, were prepared and evaluated at multiple targets to determine their profile against Alzheimer's disease. 2-4 bind to AChE with similar low nanomolar affinities and function as effective inhibitors of amyloid aggregation. The most potent monovalent ligand 2 also inhibits BACE-1 in vitro and APP metabolism in primary chicken telencephalic neurons.

  DOI：

  10.1021/jm200691d

文献信息

• Synthesis of Monomeric Derivatives To Probe Memoquin’s Bivalent Interactions
  作者：Maria Laura Bolognesi、GianPaolo Chiriano、Manuela Bartolini、Francesca Mancini、Giovanni Bottegoni、Valentina Maestri、Stefan Czvitkovich、Manfred Windisch、Andrea Cavalli、Anna Minarini、Michela Rosini、Vincenzo Tumiatti、Vincenza Andrisano、Carlo Melchiorre

  DOI：10.1021/jm200691d

  日期：2011.12.22

  Eight monomeric congeners, related to the multitarget lead candidate memoquin, were prepared and evaluated at multiple targets to determine their profile against Alzheimer's disease. 2-4 bind to AChE with similar low nanomolar affinities and function as effective inhibitors of amyloid aggregation. The most potent monovalent ligand 2 also inhibits BACE-1 in vitro and APP metabolism in primary chicken telencephalic neurons.