2-(Methylimino)pentamethylenimine Hydroiodide salt | 165384-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-(Methylimino)pentamethylenimine Hydroiodide salt
• 英文别名: N-methyl-2,3,4,5-tetrahydropyridin-6-amine;hydroiodide
• CAS: 165384-69-0
• 化学式: C₆H₁₂N₂*HI
• 分子量: 240.087
• InChiKey: BAGMVUZLKKMHFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  9.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  哌啶-2-硫酮 以 乙醇 、 丙酮 为溶剂， 反应 90.0h， 生成 2-(Methylimino)pentamethylenimine Hydroiodide salt
  参考文献：
  名称：

  Substituted 2-Iminopiperidines as Inhibitors of Human Nitric Oxide Synthase Isoforms

  摘要：

  A series of analogues of 2-iminopiperidine have been prepared and shown to be potent inhibitors of the human nitric oxide synthase (NOS) isoforms. Methyl substitutions on the 4-position (3) or 4- and 6-positions (8) afforded the most potent analogues. These compounds exibited IC50 values of 0.1 and 0.08 mu M, respectively, for hiNOS inhibition. Substitution with cyclohexylmethyl at the 6-position (13) afforded an inhibitor that showed the best selectivity for hiNOS versus heNOS (heNOS IC50/hiNOS IC50 = 64). Following oral administration, inhibitors were found to decrease serum nitrite/nitrate levels in an in vivo rat endotoxin assay. This series of 2-iminopiperidines were prepared via the described synthetic methodologies. The effect of ring substitutions on potency and selectivity for this class of cyclic amidines as NOS inhibitors is described.

  DOI：

  10.1021/jm9705059