N-[3-(3-phenylmethoxyphenyl)propyl]cyclohexanamine | 946198-37-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[3-(3-phenylmethoxyphenyl)propyl]cyclohexanamine
• CAS: 946198-37-4
• 化学式: C₂₂H₂₉NO
• 分子量: 323.478
• InChiKey: HINCIIBCXUGNKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  21.26
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-[3-(3-phenylmethoxyphenyl)propyl]cyclohexanamine 、 Boc-beta-丙氨酸 在 N-甲基吗啉 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以96%的产率得到tert-butyl (3-((3-(3-(benzyloxy)phenyl)propyl)(cyclohexyl)amino)-3-oxopropyl)carbamate
  参考文献：
  名称：

  Macrocyclic BACE inhibitors: Optimization of a micromolar hit to nanomolar leads

  摘要：

  We have identified macrocyclic inhibitors of the aspartic protease BACE, implicated in the etiology of Alzheimer's disease. An X-ray structure of screening hit 1 in the BACE active site revealed a hairpin conformation suggesting that constrained macrocyclic derivatives may also bind there. Several of the analogs we prepared were >100x more potent than 1, such as 7 (5 nM K(i)). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.097
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以72%的产率得到N-[3-(3-phenylmethoxyphenyl)propyl]cyclohexanamine
  参考文献：
  名称：

  Macrocyclic BACE inhibitors: Optimization of a micromolar hit to nanomolar leads

  摘要：

  We have identified macrocyclic inhibitors of the aspartic protease BACE, implicated in the etiology of Alzheimer's disease. An X-ray structure of screening hit 1 in the BACE active site revealed a hairpin conformation suggesting that constrained macrocyclic derivatives may also bind there. Several of the analogs we prepared were >100x more potent than 1, such as 7 (5 nM K(i)). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.097