dehydroxy-nor-BNI

• 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: dehydroxy-nor-BNI
• 英文别名: (1S,2S,7S,8S,12R,20R,24R,32R)-11,33-bis(cyclopropylmethyl)-19,25-dioxa-11,22,33-triazaundecacyclo[24.9.1.18,14.01,24.02,32.04,23.05,21.07,12.08,20.030,36.018,37]heptatriaconta-4(23),5(21),14(37),15,17,26,28,30(36)-octaene-2,7,17-triol
• 化学式: C₄₀H₄₃N₃O₅
• 分子量: 645.799
• InChiKey: JTSUHFMFPBHKMF-NFACWKFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  48
• 可旋转键数：
  4
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  101
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  纳曲酮 、 dehydroxynaltrexone hydrochloride 在 1-氨基吡咯烷-2,5-二酮 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以21%的产率得到dehydroxy-nor-BNI
  参考文献：
  名称：

  Importance of Phenolic Address Groups in Opioid Kappa Receptor Selective Antagonists

  摘要：

  In vitro characterization and comparison of JDTic, its dehydroxy analogue and nor-BNI, and its dehydroxy analogue demonstrates that the N-substituted 3,4-dimethyl-(3-hydroxyphenyl)-piperidine-derived antagonist, JDTic, relies more heavily on its phenol address group for affinity and antagonist activity relative to the corresponding naltrexone derived antagonists, nor-BNI. The structural flexibility of the former class of compound relative to the latter is postulated to underlie the difference.

  DOI：

  10.1021/jm030467v