6-(5-Methyl-1H-indol-2-yl)piperidin-2-one | 247145-31-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 6-(5-Methyl-1H-indol-2-yl)piperidin-2-one
• CAS: 247145-31-9
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: RQQRIIMDOHTBJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44.89
• 氢给体数：
  2.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  6-(5-Methyl-1H-indol-2-yl)piperidin-2-one 在 氢氧化钾 、 lithium aluminium tetrahydride 、 PPA 、 N-乙基二环己胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 74.0h， 生成 9-Methyl-1,2,3,4,6,7,12,12b-octahydro-7-oxoindolo[2,3-a]quinolizine
  参考文献：
  名称：

  Synthesis and pharmacological investigation of 9-methyl-1,2,3,4,6,7,12,12b-octahydro-7-oxo-indolo[2,3-a]quinolizine

  摘要：

  The title ketone, a supposed metabolite of 9-methyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine (MIQ), was prepared and found different on chromatographic comparison from the isolated metabolite M-4. However, the pharmacological screening of this compound evidenced, among others, some interesting properties as inhibition of arachidonic acid induced platelet aggregation and protection from both hypobaric and cyanide induced hypoxia in mice. These activities suggest a possible cerebroprotective action to be further investigated. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00056-7
• 作为产物：
  描述：

  2-[(5-Methyl-2-nitrophenyl)acetyl]cyclopentanone 在 盐酸 、 sodium azide 、 硫酸 、 tin(ll) chloride 作用下， 以 乙醚 、 氯仿 、 苯 为溶剂， 反应 3.0h， 生成 6-(5-Methyl-1H-indol-2-yl)piperidin-2-one
  参考文献：
  名称：

  Synthesis and pharmacological investigation of 9-methyl-1,2,3,4,6,7,12,12b-octahydro-7-oxo-indolo[2,3-a]quinolizine

  摘要：

  The title ketone, a supposed metabolite of 9-methyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine (MIQ), was prepared and found different on chromatographic comparison from the isolated metabolite M-4. However, the pharmacological screening of this compound evidenced, among others, some interesting properties as inhibition of arachidonic acid induced platelet aggregation and protection from both hypobaric and cyanide induced hypoxia in mice. These activities suggest a possible cerebroprotective action to be further investigated. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00056-7