methyl (3R,4aR,10aR)-1-methyl-6-(((trifluoromethyl)sulfonyl)oxy)-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinoline-3-carboxylate | 944247-20-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: methyl (3R,4aR,10aR)-1-methyl-6-(((trifluoromethyl)sulfonyl)oxy)-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinoline-3-carboxylate
• CAS: 944247-20-5
• 化学式: C₁₇H₂₀F₃NO₅S
• 分子量: 407.411
• InChiKey: PFUMHBWNFDXADT-YRGRVCCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl (3R,4aR,10aR)-1-methyl-6-(((trifluoromethyl)sulfonyl)oxy)-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinoline-3-carboxylate 在 吡啶 、 sodium hydroxide 、 propylphosphonic anhydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 [(3R,4aR,10aR)-1-methyl-3-[4-(4-nitrophenyl)piperazine-1-carbonyl]-3,4,4a,5,10,10a-hexahydro-2H-benzo[g]quinolin-6-yl] trifluoromethanesulfonate
  参考文献：
  名称：

  Identification and SAR of potent and selective non-peptide obeline somatostatin sst1 receptor antagonists

  摘要：

  A novel class of non-peptide somatostatin receptor ligands bearing the octahydrobenzo[g]quinoline (obeline) structural element has been identified. SAR studies have been performed that led to the discovery of derivatives with high affinity (pK(d) r sst(I) >= 9) and selectivity (>= 150-fold for h sst(1) over h sst(2)-h sst(5)) for somatostatin receptor subtype sst(1). In a functional assay, the compounds act as antagonists at human recombinant sst, receptors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.086
• 作为产物：
  描述：

  在 硫酸 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl (3R,4aR,10aR)-1-methyl-6-(((trifluoromethyl)sulfonyl)oxy)-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinoline-3-carboxylate
  参考文献：
  名称：

  Identification and SAR of potent and selective non-peptide obeline somatostatin sst1 receptor antagonists

  摘要：

  A novel class of non-peptide somatostatin receptor ligands bearing the octahydrobenzo[g]quinoline (obeline) structural element has been identified. SAR studies have been performed that led to the discovery of derivatives with high affinity (pK(d) r sst(I) >= 9) and selectivity (>= 150-fold for h sst(1) over h sst(2)-h sst(5)) for somatostatin receptor subtype sst(1). In a functional assay, the compounds act as antagonists at human recombinant sst, receptors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.086