(4bS,8aS,9S)-3-(difluoromethoxy)-11-(methyl-d₃)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene | 1079043-64-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: (4bS,8aS,9S)-3-(difluoromethoxy)-11-(methyl-d₃)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene
• 英文别名: (1S,9S,10S)-4-(difluoromethoxy)-17-(trideuteriomethyl)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
• CAS: 1079043-64-3
• 化学式: C₁₈H₂₃F₂NO
• 分子量: 310.36
• InChiKey: HXOIJVCEWHZPBJ-MXRJETHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (4bS,8aS,9S)-ethyl 3-(difluoromethoxy)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate 在 lithium aluminium deuteride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 17.0h， 以68%的产率得到(4bS,8aS,9S)-3-(difluoromethoxy)-11-(methyl-d₃)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene
  参考文献：
  名称：

  Fluoroalkylation of Dextromethorphan Improves CNS Exposure and Metabolic Stability

  摘要：

  DOI：

  10.1021/acsmedchemlett.2c00055

文献信息

• COMBINATION OF MORPHINAN COMPOUNDS AND ANTIDEPRESSANT FOR THE TREATMENT OF PSEUDOBULBAR AFFECT, NEUROLGICAL DISEASES, INTRACTABLE AND CHRONIC PAIN AND BRAIN INJURY
  申请人：Thomas Amanda

  公开号：US20120083487A1

  公开（公告）日：2012-04-05

  Provided herein are compositions comprising a dextromethorphan analog according to Formula I or Formula II or a pharmaceutically acceptable salt thereof of either of the foregoing, and a co-agent, e.g., an antidepressant such as a serotonin norepinephrine reuptake inhibitor; a serotonin noradrenaline dopamine reuptake inhibitor; a norepinephrine dopamine reuptake inhibitor; a monoamine oxidase inhibitor; a selective serotonin reuptake inhibitor; and a tricyclic antidepressant or a pharmaceutically acceptable salt of any of the foregoing. The compositions are useful in the treatment of pseudobulbar affect, neuropathic pain, neurodegenerative diseases, brain injuries, and the like.