NS22 | 1103816-67-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - Oxamorphinans
• 英文名称: NS22
• 英文别名: N-[(17-cyclopropylmethyl-6β,14-epoxy-3-hydroxymorphinan-6α-yl)methyl]benzamide；KNT-1；N-[[(1R,9R,10S,13R)-17-(cyclopropylmethyl)-4-hydroxy-18-oxa-17-azapentacyclo[7.5.3.110,13.01,10.02,7]octadeca-2(7),3,5-trien-13-yl]methyl]benzamide
• CAS: 1103816-67-6
• 化学式: C₂₈H₃₂N₂O₃
• 分子量: 444.574
• InChiKey: XFDJCAOJNOATOO-YULOIDQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(((4bR,6R,8aS,9R)-11-(cyclopropylmethyl)-3-methoxy-7,8,9,10-tetrahydro-9,4b-(epiminoethano)-6,8a-epoxyphenanthren-6(5H)-yl)methyl)benzamide 在 丙烷-1-硫醇 、 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以61%的产率得到NS22
  参考文献：
  名称：

  Synthesis of a novel 6,14-epoxymorphinan derivative and its pharmacology

  摘要：

  A novel 6,14-epoxymorphinan benzamide derivative (NS22) was synthesized, which showed opioid kappa receptor agonistic activity in the [(35)S]GTP gamma S binding assay. The antinociceptive effect of NS22 was evaluated in the tail-flick and the hot-plate test. This compound showed a potent antinociceptive activity in mice by sc administration, which was attenuated with nor-BNI (selective opioid kappa receptor antagonist). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.081

文献信息

• Synthesis of a novel 6,14-epoxymorphinan derivative and its pharmacology
  作者：Toru Nemoto、Hideaki Fujii、Minoru Narita、Kan Miyoshi、Atsushi Nakamura、Tsutomu Suzuki、Hiroshi Nagase

  DOI：10.1016/j.bmcl.2008.10.081

  日期：2008.12

  A novel 6,14-epoxymorphinan benzamide derivative (NS22) was synthesized, which showed opioid kappa receptor agonistic activity in the [(35)S]GTP gamma S binding assay. The antinociceptive effect of NS22 was evaluated in the tail-flick and the hot-plate test. This compound showed a potent antinociceptive activity in mice by sc administration, which was attenuated with nor-BNI (selective opioid kappa receptor antagonist). (C) 2008 Elsevier Ltd. All rights reserved.