cis-2-[6-(4-methoxyphenyl)pyridazin-3-yl]-5-methyloctahydro-pyrrolo[3,4-c]pyrrole | 1173179-47-9

• 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: cis-2-[6-(4-methoxyphenyl)pyridazin-3-yl]-5-methyloctahydro-pyrrolo[3,4-c]pyrrole
• 英文别名: cis-2-[6-(4-Methoxy-phenyl)-pyridazin-3-yl]-5-methyl-octahydro-pyrrolo[3,4-c]pyrrole p-Toluenesulfonate；(3aR,6aS)-5-[6-(4-methoxyphenyl)pyridazin-3-yl]-2-methyl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrole
• CAS: 1173179-47-9
• 化学式: C₁₈H₂₂N₄O
• 分子量: 310.399
• InChiKey: JCUKEQPYBPPUKU-GASCZTMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  41.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cis-2-[6-(4-methoxyphenyl)pyridazin-3-yl]-5-methyloctahydro-pyrrolo[3,4-c]pyrrole 、 对甲苯磺酸 以 乙醇 、 乙酸乙酯 为溶剂， 以141 mg的产率得到cis-2-[6-(4-methoxyphenyl)pyridazin-3-yl]-5-methyloctahydro-pyrrolo[3,4-c]pyrrole p-toluenesulfonate
  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：

  聚合甲醛 、 cis-2-[6-(4-methoxyphenyl)pyridazin-3-yl]-octahydropyrrolo[3,4-c]pyrrole bis-trifluoroacetate 在 三乙酰氧基硼氢化钠 、 氨 作用下， 以 甲醇 、 水 、 二氯甲烷 为溶剂， 反应 14.0h， 以100 mg的产率得到cis-2-[6-(4-methoxyphenyl)pyridazin-3-yl]-5-methyloctahydro-pyrrolo[3,4-c]pyrrole
  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

文献信息

• Octahydropyrrolo[3,4-<i>c</i>]pyrrole: A Diamine Scaffold for Construction of Either α4β2 or α7-Selective Nicotinic Acetylcholine Receptor (nAChR) Ligands. Substitutions that Switch Subtype Selectivity
  作者：William H. Bunnelle、Karin R. Tietje、Jennifer M. Frost、Dan Peters、Jianguo Ji、Tao Li、Marc J. C. Scanio、Lei Shi、David J. Anderson、Tino Dyhring、Jens H. Grønlien、Hilde Ween、Kirsten Thorin-Hagene、Michael D. Meyer

  DOI：10.1021/jm900249k

  日期：2009.7.23

  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.