O-(1-adamantyl)oxyamine hydrochloride

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(1-adamantyl)oxyamine hydrochloride
• 英文别名: (1-Adamantyloxy)Ammonium Chloride；O-(1-adamantyl)hydroxylamine;hydrochloride
• 化学式: C₁₀H₁₇NO*ClH
• 分子量: 203.712
• InChiKey: DNPFNQAENPNQSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  纳曲酮 、 O-(1-adamantyl)oxyamine hydrochloride 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 (4R,4aS,7E,7aR,12bS)-7-(1-adamantyloxyimino)-3-(cyclopropylmethyl)-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol
  参考文献：
  名称：

  Synthesis and opioid activities of some naltrexone oxime ethers

  摘要：

  A series of alkyl, cycloalkyl, aryl, and aralkyl ethers of naltrexone oxime was prepared. The compounds were examined in binding assays for mu, delta and kappa opioid receptor affinity. In addition, the naltrexone oxime ethers were studied in animal models that measure opioid agonist and antagonist activity. These studies led to the discovery of several compounds, notably phenethyl 3e and phenylpropyl 3f ethers of naltrexone, which have a 10-fold increase in potency at the kappa opioid receptor with potent mu and kappa agonist properties in vivo.

  DOI：

  10.1016/0223-5234(94)90027-2