(+/-)-α-butyl-1-methylindole-3-acetonitrile | 176688-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (+/-)-α-butyl-1-methylindole-3-acetonitrile
• 英文别名: 2-(1-Methylindol-3-yl)hexanenitrile
• CAS: 176688-67-8
• 化学式: C₁₅H₁₈N₂
• 分子量: 226.321
• InChiKey: WEJMPKOMJWFANS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-α-butyl-1-methylindole-3-acetonitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 、 异丙醚 为溶剂， 反应 18.0h， 生成 (+)-N-(2,6-diisopropylphenyl)-N'-<2-(1-methylindol-3-yl)hexyl>urea
  参考文献：
  名称：

  New indole derivatives as ACAT inhibitors: synthesis and structure-activity relationships

  摘要：

  A series of ureas containing the indole group were synthesized and assessed for their ability to inhibit arterial and intestinal ACAT and to lower plasma total cholesterol in a cholesterol-fed rat model. The structural modulations carried out in this series led to compounds which proved to be very active in both the inhibition of aortic ACAT in vitro and the inhibition of rat cholesterol intestinal absorption in vivo. Several compounds from this series exhibit a remarkable hypocholesterolaemic effect with ED(25) less than 0.1 mg/kg po.

  DOI：

  10.1016/0223-5234(96)80445-4
• 作为产物：
  描述：

  吲哚-3-乙腈 在 sodium hydroxide 、 苄基三甲基氢氧化铵 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 (+/-)-α-butyl-1-methylindole-3-acetonitrile
  参考文献：
  名称：

  New indole derivatives as ACAT inhibitors: synthesis and structure-activity relationships

  摘要：

  A series of ureas containing the indole group were synthesized and assessed for their ability to inhibit arterial and intestinal ACAT and to lower plasma total cholesterol in a cholesterol-fed rat model. The structural modulations carried out in this series led to compounds which proved to be very active in both the inhibition of aortic ACAT in vitro and the inhibition of rat cholesterol intestinal absorption in vivo. Several compounds from this series exhibit a remarkable hypocholesterolaemic effect with ED(25) less than 0.1 mg/kg po.

  DOI：

  10.1016/0223-5234(96)80445-4