4-[2-hydroxy-3-(3-methyl-4-(p-tolyl)piperazin-1-yl)propoxy]benzonitrile | 1254122-78-5

• 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: 4-[2-hydroxy-3-(3-methyl-4-(p-tolyl)piperazin-1-yl)propoxy]benzonitrile
• 英文别名: 4-[2-Hydroxy-3-[3-methyl-4-(4-methylphenyl)piperazin-1-yl]propoxy]benzonitrile
• CAS: 1254122-78-5
• 化学式: C₂₂H₂₇N₃O₂
• 分子量: 365.475
• InChiKey: HLWSYPPOCNCHRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(2-环氧乙烷甲氧基)苯甲腈 、 甲基苯基甲基哌嗪 以 乙醇 为溶剂， 反应 6.0h， 以70.8%的产率得到4-[2-hydroxy-3-(3-methyl-4-(p-tolyl)piperazin-1-yl)propoxy]benzonitrile
  参考文献：
  名称：

  Design, synthesis and docking studies on phenoxy-3-piperazin-1-yl-propan-2-ol derivatives as protein tyrosine phosphatase 1B inhibitors

  摘要：

  A series of substituted phenoxy-3-piperazin-1-yl-propan-2-ols has been synthesized and evaluated for PTP1B inhibitory activity in vitro and for antidiabetic activity in vivo. Two molecules viz. 4a and 5b showed PTP1B inhibition of 31.58% and 35.90% at 100 mu M concentration. The compound 4a also showed 40.3% normalization of plasma glucose levels at 100 mg/kg in Sugar-loaded model (SLM) and 32% activity in Streptozodocin model (STZ). The docking studies of these molecules revealed that hydrogen bond formation with Arg221 is important for activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.008