6-methyl-5,6,7,8,13,15-hexahydro-4H-indolo[4,3a,3-fg][3]benzazacycloundecene | 1217181-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 6-methyl-5,6,7,8,13,15-hexahydro-4H-indolo[4,3a,3-fg][3]benzazacycloundecene
• 英文别名: 6-methyl-5,6,7,8,13,15-hexahydro-4H-indolo[4,3a,3-fg][3]benzazacycloundecine；11-Methyl-11,19-diazatetracyclo[12.6.1.03,8.018,21]henicosa-1(20),3,5,7,14(21),15,17-heptaene
• CAS: 1217181-03-7
• 化学式: C₂₀H₂₂N₂
• 分子量: 290.408
• InChiKey: MSXGPWPTXORIBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  8-methyl-2,6,7,9,10,14b-hexahydroindolo[3',4':3,4,5]azepino[2,1-a]isoquinolin-8-ium iodide 在 氨 、 sodium 作用下， 反应 0.17h， 以62%的产率得到6-methyl-5,6,7,8,13,15-hexahydro-4H-indolo[4,3a,3-fg][3]benzazacycloundecene
  参考文献：
  名称：

  Dopamine Receptor Ligands. Part 18: Modification of the Structural Skeleton of Indolobenzazecine-Type Dopamine Receptor Antagonists

  摘要：

  On the basis of the D(1/5)-selective dopamine antagonist LE 300 (1), an indolo[3,2-f]benzazecine derivative, we changed the annulation pattern of the heterocycles. The target compounds represent novel heterocyclic ring systems. The most constrained indolo[4,3a,3-ef]benzazecine 2 was inactive, but the indolo[4,3a,3-fg]benzazacycloundecene 3 showed antagonistic properties (functional Ca(2+) assay) with nanomolar affinities (radioligand binding) for all dopamine receptor subtypes, whereas the indolo[2,3-f]benzazecine 4 displayed a selectivity profile similar to 3 but with decreased affinities.

  DOI：

  10.1021/jm901291r