(4R,4aS,7aR,12bS,E)-6-((dimethylamino)methylene)-4a-hydroxy-9-methoxy-3-(2-methylallyl)-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one | 384820-65-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (4R,4aS,7aR,12bS,E)-6-((dimethylamino)methylene)-4a-hydroxy-9-methoxy-3-(2-methylallyl)-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
• CAS: 384820-65-9
• 化学式: C₂₄H₃₀N₂O₄
• 分子量: 410.513
• InChiKey: VLWDYSCRSCFTFL-MPXLDHSPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  62.24
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (4R,4aS,7aR,12bS,E)-6-((dimethylamino)methylene)-4a-hydroxy-9-methoxy-3-(2-methylallyl)-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one 在 一水合肼 作用下， 以 水 、 异丙醇 为溶剂， 反应 2.0h， 以99%的产率得到
  参考文献：
  名称：

  Derivatives of 17-(2-methylallyl)-substituted noroxymorphone: variation of the delta address and its effects on affinity and selectivity for the delta opioid receptor

  摘要：

  In an effort to establish the importance of the N-(2-methylallyl) substituent in the noroxymorphone series, several derivatives have been synthesized, retaining that N-substituent and modifying the delta address moiety. A few compounds showed moderate binding affinity and selectivity for the delta receptor; none displayed a pharmacological profile as exceptional as N-(2-methylallyl)noroxymorphindole, A second study showed that 3-O-methylation of all derivatives decreases binding affinity. The present results indicate that only a combination of the N-(2-methylallyl) group and an indole delta address provided high selectivity for the delta receptor. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00580-7
• 作为产物：
  描述：

  N-(2-methylallyl)oxymorphone 在 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 9.0h， 生成 (4R,4aS,7aR,12bS,E)-6-((dimethylamino)methylene)-4a-hydroxy-9-methoxy-3-(2-methylallyl)-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7(7aH)-one
  参考文献：
  名称：

  Derivatives of 17-(2-methylallyl)-substituted noroxymorphone: variation of the delta address and its effects on affinity and selectivity for the delta opioid receptor

  摘要：

  In an effort to establish the importance of the N-(2-methylallyl) substituent in the noroxymorphone series, several derivatives have been synthesized, retaining that N-substituent and modifying the delta address moiety. A few compounds showed moderate binding affinity and selectivity for the delta receptor; none displayed a pharmacological profile as exceptional as N-(2-methylallyl)noroxymorphindole, A second study showed that 3-O-methylation of all derivatives decreases binding affinity. The present results indicate that only a combination of the N-(2-methylallyl) group and an indole delta address provided high selectivity for the delta receptor. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(01)00580-7