(4R,4aR,7R,7aR,12bS)-9-(benzyloxy)-3-methyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-amine | 180415-95-6

• 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: (4R,4aR,7R,7aR,12bS)-9-(benzyloxy)-3-methyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-amine
• CAS: 180415-95-6
• 化学式: C₂₄H₂₈N₂O₂
• 分子量: 376.499
• InChiKey: NEARBKMGWWNRHD-GOXSOWCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.72
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4R,4aR,7R,7aR,12bS)-9-(benzyloxy)-3-methyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-amine 在 palladium on activated charcoal 氢气 作用下， 以 二氯甲烷 、 三乙胺 为溶剂， 5.0 ℃ 、275.79 kPa 条件下， 反应 12.5h， 生成 (4R,4aR,7R,7aR,12bS)-7-(2-chloroacrylamido)-3-methyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl 2-chloroacrylate
  参考文献：
  名称：

  Synthesis and opioid binding properties of 2-chloroacrylamido derivatives of 7,8-dihydromorphinans

  摘要：

  14 beta-2-chloroacrylamido-7,8-dihydromorphinones 7 and 8 and the corresponding 6 beta,8-dihydromorphinans 19 and 20 were prepared and the binding affinities to mu, delta and kappa receptors in bovine striatal membranes were determined. Only 20 produced wash-resistant inhibition of m binding despite the fact that it formed adducts with N-acetylcysteine at pH 10 and not at pH 8. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00274-0
• 作为产物：
  描述：

  3-O-苄吗啉 在 水 、 一水合肼 、 溶剂黄146 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 正己烷 为溶剂， 反应 28.75h， 生成 (4R,4aR,7R,7aR,12bS)-9-(benzyloxy)-3-methyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-amine
  参考文献：
  名称：

  Synthesis and opioid binding properties of 2-chloroacrylamido derivatives of 7,8-dihydromorphinans

  摘要：

  14 beta-2-chloroacrylamido-7,8-dihydromorphinones 7 and 8 and the corresponding 6 beta,8-dihydromorphinans 19 and 20 were prepared and the binding affinities to mu, delta and kappa receptors in bovine striatal membranes were determined. Only 20 produced wash-resistant inhibition of m binding despite the fact that it formed adducts with N-acetylcysteine at pH 10 and not at pH 8. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00274-0