N,N^6α-bis(2-chloroethyl)-6α-naltrexamine dihydrochloride | 84774-93-6

• 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: N,N^6α-bis(2-chloroethyl)-6α-naltrexamine dihydrochloride
• CAS: 84774-93-6
• 化学式: C₂₄H₃₂Cl₂N₂O₃*2ClH
• 分子量: 540.358
• InChiKey: LDLXAVKEDJTYKW-DFDZRJNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.53
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  56.17
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N,N^6α-bis(2-hydroxyethyl)-6α-naltrexamine 在 四氯化碳 、 molecular sieve 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 15.0h， 以60%的产率得到N,N^6α-bis(2-chloroethyl)-6α-naltrexamine dihydrochloride
  参考文献：
  名称：

  Alkylation of opioid receptor subtypes by .alpha.-chlornaltrexamine produces concurrent irreversible agonistic and irreversible antagonistic activities

  摘要：

  alpha-Chlornaltrexamine (1a, alpha-CNA), the C-6 epimer of the opioid receptor affinity label beta-CNA (1b), has been synthesized and tested in vitro and in vivo. In vitro, alpha-CNA appears to alkylate opioid receptor subtypes (mu, kappa, and delta) and is similar to beta-CNA in its ability to produce irreversible antagonism at all three subtypes. However, 1a differs from 1b in that it exhibits additionally an irreversible agonist activity in the guinea pig ileum preparation but not in the mouse vas deferens preparation. This latter activity is discussed in terms of an irreversible mixed agonism-antagonism at kappa receptors, or, alternatively, it may reflect differences between mu receptors in the two in vitro preparations.

  DOI：

  10.1021/jm00358a009