5-nitropentan-1-nitrile

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 5-nitropentan-1-nitrile
• 英文别名: 5-Nitropentanenitrile；5-nitropentanenitrile
• 化学式: C₅H₈N₂O₂
• 分子量: 128.131
• InChiKey: LTLDVAYPGUVNFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-nitropentan-1-nitrile 在 氯化铵 、 锌 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 2-amino-3,4,5,6-tetrahydropyridine N-oxide
  参考文献：
  名称：

  Cortamidine Oxide, a Novel Disulfide Metabolite from the New Zealand Basidiomycete (Mushroom) Cortinarius Species

  摘要：

  Three disulfide metabolites were isolated from the fruiting bodies of the basidiomycete (mushroom) Cortinarius sp., collected in the Catlins, New Zealand. The structures of these compounds were determined as the unsymmetrical disulfide cortamidine oxide (1), 2,2 ' -dithiobis(pyridine N-oxide) (2), and the symmetrical disulfide 3. Both 1 and 2 showed significant antimicrobial activity and cytotoxicity. 2,2 ' -Dithiobis(pyridine N-oxide) (2) and the symmetrical disulfide 3 are assumed to be artifacts of the isolation procedure.

  DOI：

  10.1021/np000408+
• 作为产物：
  描述：

  5-溴戊腈 在 sodium nitrite 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以50%的产率得到5-nitropentan-1-nitrile
  参考文献：
  名称：

  Cortamidine Oxide, a Novel Disulfide Metabolite from the New Zealand Basidiomycete (Mushroom) Cortinarius Species

  摘要：

  Three disulfide metabolites were isolated from the fruiting bodies of the basidiomycete (mushroom) Cortinarius sp., collected in the Catlins, New Zealand. The structures of these compounds were determined as the unsymmetrical disulfide cortamidine oxide (1), 2,2 ' -dithiobis(pyridine N-oxide) (2), and the symmetrical disulfide 3. Both 1 and 2 showed significant antimicrobial activity and cytotoxicity. 2,2 ' -Dithiobis(pyridine N-oxide) (2) and the symmetrical disulfide 3 are assumed to be artifacts of the isolation procedure.

  DOI：

  10.1021/np000408+

文献信息

• Cortamidine Oxide, a Novel Disulfide Metabolite from the New Zealand Basidiomycete (Mushroom) <i>Cortinarius</i> Species
  作者：Gillian M. Nicholas、John W. Blunt、Murray H. G. Munro

  DOI：10.1021/np000408+

  日期：2001.3.1

  Three disulfide metabolites were isolated from the fruiting bodies of the basidiomycete (mushroom) Cortinarius sp., collected in the Catlins, New Zealand. The structures of these compounds were determined as the unsymmetrical disulfide cortamidine oxide (1), 2,2 ' -dithiobis(pyridine N-oxide) (2), and the symmetrical disulfide 3. Both 1 and 2 showed significant antimicrobial activity and cytotoxicity. 2,2 ' -Dithiobis(pyridine N-oxide) (2) and the symmetrical disulfide 3 are assumed to be artifacts of the isolation procedure.