tert-butyl (3aR,6aS)-2-[6-(2-methylphenyl)pyridazin-3-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-carboxylate | 1173179-77-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: tert-butyl (3aR,6aS)-2-[6-(2-methylphenyl)pyridazin-3-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-carboxylate
• CAS: 1173179-77-5
• 化学式: C₂₂H₂₈N₄O₂
• 分子量: 380.49
• InChiKey: KVKXOCNFROJIHR-CALCHBBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (3aR,6aS)-2-[6-(2-methylphenyl)pyridazin-3-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-carboxylate 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  Octahydropyrrolo[3,4-c]pyrrole: A Diamine Scaffold for Construction of Either α4β2 or α7-Selective Nicotinic Acetylcholine Receptor (nAChR) Ligands. Substitutions that Switch Subtype Selectivity

  摘要：

  A series of 5-(pyridine-3-yl)octahydropyrrolo[3,4-c]pyrroles have been prepared that exhibit high affinity to alpha 4 beta 2 and/or alpha 7 nicotinic acetylcholine receptors (nAChRs). Simple substitution patterns have been identified that allow construction of ligands that are highly selective for either nAChR subtype. The effects of substitution on subtype selectivity provide some insight into the differences in the ligand binding domains of the alpha 4 beta 2 and alpha 7 receptors, especially in regions removed from the cation binding pocket.

  DOI：

  10.1021/jm900249k
• 作为产物：
  描述：

  (3aR,6aS)-tert-butyl 5-(6-chloropyridazin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate 、 2-甲基苯硼酸 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium carbonate 、 1,3-双(2,6-二异丙基苯基)氯化咪唑鎓 作用下， 以 水 、 甲苯 为溶剂， 反应 16.0h， 以95%的产率得到tert-butyl (3aR,6aS)-2-[6-(2-methylphenyl)pyridazin-3-yl]-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole-5-carboxylate
  参考文献：
  名称：

  Octahydropyrrolo[3,4-c]pyrrole: A Diamine Scaffold for Construction of Either α4β2 or α7-Selective Nicotinic Acetylcholine Receptor (nAChR) Ligands. Substitutions that Switch Subtype Selectivity

  摘要：

  A series of 5-(pyridine-3-yl)octahydropyrrolo[3,4-c]pyrroles have been prepared that exhibit high affinity to alpha 4 beta 2 and/or alpha 7 nicotinic acetylcholine receptors (nAChRs). Simple substitution patterns have been identified that allow construction of ligands that are highly selective for either nAChR subtype. The effects of substitution on subtype selectivity provide some insight into the differences in the ligand binding domains of the alpha 4 beta 2 and alpha 7 receptors, especially in regions removed from the cation binding pocket.

  DOI：

  10.1021/jm900249k