1-(1H-indol-1-yl)-3-(1-phenyl-1H-tetrazol-5-ylthio)propan-2-ol | 1388758-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(1H-indol-1-yl)-3-(1-phenyl-1H-tetrazol-5-ylthio)propan-2-ol
• 英文别名: 1-Indol-1-yl-3-(1-phenyltetrazol-5-yl)sulfanylpropan-2-ol
• CAS: 1388758-95-9
• 化学式: C₁₈H₁₇N₅OS
• 分子量: 351.432
• InChiKey: VLOVKMSYSMMSOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  94.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吲哚 在 tetrapropylammonium iodide 、 水 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 1-(1H-indol-1-yl)-3-(1-phenyl-1H-tetrazol-5-ylthio)propan-2-ol
  参考文献：
  名称：

  Synthesis and structure–activity relationship studies of 1,3-disubstituted 2-propanols as BACE-1 inhibitors

  摘要：

  A library of 1,3-disubstituted 2-propanols was synthesized and evaluated as low molecular weight probes for beta-secretase inhibition. By screening a library of 121 1,3-disubstituted 2-propanol derivatives, we identified few compounds inhibiting the enzyme at low micromolar concentrations. The initial hits were optimized to yield a potent BACE-1 inhibitor exhibiting an IC50 constant in the nanomolar range. Exploration of the pharmacological properties revealed that these small molecular inhibitors possessed a high selectivity over cathepsin D and desirable physicochemical properties beneficial to cross the blood-brain barrier. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.072