(-)-9-O-desmethyl-α-dihydrotetrabenazine | 1214267-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (-)-9-O-desmethyl-α-dihydrotetrabenazine
• 英文别名: Skg7hcr8ZQ；(2S,3S,11bS)-9-methoxy-3-(2-methylpropyl)-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine-2,10-diol
• CAS: 1214267-57-8
• 化学式: C₁₈H₂₇NO₃
• 分子量: 305.417
• InChiKey: QPCCFQGYORNUSE-BPUTZDHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-异丁基-9,10-二甲氧基-1,3,4,6,7,11b-六氢-2H-吡啶并[2,1-a]异喹啉-2-酮 生成 (-)-9-O-desmethyl-α-dihydrotetrabenazine
  参考文献：
  名称：

  Binding of α-dihydrotetrabenazine to the vesicular monoamine transporter is stereospecific

  摘要：

  The two enantiomers of alpha-dihydrotetrabenazine were separated using chiral high performance liquid chromatography. The (+)-isomer showed high affinity in vitro (K-i=0.97+/-0.48 nM) for the vesicular monoamine transporter (VMAT2) in rat brain striatum, whereas the (-)-isomer was inactive (K-i=2.2+/-0.3 mu M). Each isomer was then synthesized in carbon-ii labeled form, and regional brain biodistributions in mice determined after intravenous injection. Only (+)-alpha-dihydrotetrabenazine showed selective and specific accumulations in regions of dense monoaminergic innervation (e.g., striatum, hypothalamus), which could be blocked by coinjection of unlabeled tetrabenazine. Binding of alpha-dihydrotetrabenazine to the vesicular monoamine transporter is thus stereospecific.

  DOI：

  10.1016/0014-2999(95)00162-e

文献信息

• PHARMACEUTICAL COMPOUNDS
  申请人：Duffield Andrew John

  公开号：US20100087475A1

  公开（公告）日：2010-04-08

  This application describes substituted 1,3,4,6,7,11b-hexahydro-benzo(a)quinolizine compounds, pharmaceutical compositions containing them, processes for making them and their therapeutic methods.

  该应用程序描述了取代的1,3,4,6,7,11b-六氢苯并(a)喹啉化合物，含有它们的药物组合物，制备它们的方法以及它们的治疗方法。