AM 858

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: AM 858
• 英文别名: (6aR,10aR)-1-hexyl-6,6,9-trimethyl-1,2,3,4,6a,7,10,10a-octahydronaphtho[1,2-c]isochromen-11-ol
• 化学式: C₂₆H₃₈O₂
• 分子量: 382.587
• InChiKey: KGCHJANFUIJJDQ-IPKCRJEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-Hexyl-6,7,8-trimethoxy-1,2-dihydro-naphthalene 在 palladium on activated charcoal 氢气 、 氢化钾 、 三溴化硼 、 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 AM 858
  参考文献：
  名称：

  Novel conformationally restricted tetracyclic analogs of Δ8-tetrahydrocannabinol

  摘要：

  Novel analogs of (-)-Delta(8)-tetrahydrocannabinol (Delta(8)-THC) in which the conformation of the side chain was restricted by incorporating the first one or two carbons into a six membered ring fused with the aromatic phenolic A ring were synthesized. The affinities of the novel ligands for CB1 and CB2 indicated that the "southbound" chain conformer retained the highest affinity for both receptors. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00355-8

文献信息

• NOVEL CANNABINOIDS SELECTIVE FOR THE CB2 RECEPTOR
  申请人：The University of Connecticut

  公开号：EP1076653B1

  公开（公告）日：2004-09-29
• Novel conformationally restricted tetracyclic analogs of Δ8-tetrahydrocannabinol
  作者：Atmaram D. Khanolkar、Dai Lu、Pusheng Fan、Xiaoyu Tian、Alexandros Makriyannis

  DOI：10.1016/s0960-894x(99)00355-8

  日期：1999.8

  Novel analogs of (-)-Delta(8)-tetrahydrocannabinol (Delta(8)-THC) in which the conformation of the side chain was restricted by incorporating the first one or two carbons into a six membered ring fused with the aromatic phenolic A ring were synthesized. The affinities of the novel ligands for CB1 and CB2 indicated that the "southbound" chain conformer retained the highest affinity for both receptors. (C) 1999 Elsevier Science Ltd. All rights reserved.