N-<7-(dimethylamino)-5,6,7,8-tetrahydro-2-naphthalenyl>-2-(hydroxyimino)acetamide | 83343-41-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: N-<7-(dimethylamino)-5,6,7,8-tetrahydro-2-naphthalenyl>-2-(hydroxyimino)acetamide
• 英文别名: N-[7-(dimethylamino)-5,6,7,8-tetrahydronaphthalen-2-yl]-2-hydroxyiminoacetamide
• CAS: 83343-41-3
• 化学式: C₁₄H₁₉N₃O₂
• 分子量: 261.324
• InChiKey: VUQZIJNTJOEXEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  64.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-<7-(dimethylamino)-5,6,7,8-tetrahydro-2-naphthalenyl>-2-(hydroxyimino)acetamide 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 AY 28099
  参考文献：
  名称：

  Drug design via pharmacophore identification. Dopaminergic activity of 3H-benz[e]indol-8-amines and their mode of interaction with the dopamine receptor

  摘要：

  The design and synthesis of a series of 3H-benz[e]indol-8-amines are described. Two of the compounds are potent, orally active dopaminergic agents as established by their ability to induce contralateral turning in rats with unilateral 6-hydroxydopamine-induced lesions of the nigrostriatal pathway, to induce ambulation in rats rendered akinetic by bilateral injections of 6-hydroxydopamine into the anterolateral hypothalamus, and to antagonize reserpine-induced catalepsy in mice. The dopamine agonist activity of the 3H-benz[e]indol-8-amines establishes that a pyrrolo ring and a phenolic hydroxyl group can interact similarly with the dopamine receptor and provides evidence for the existence of a hydrogen-bond acceptor nucleus on the dopamine receptor macromolecule that is involved in the behavioral manifestations of dopamine agonists.

  DOI：

  10.1021/jm00155a011
• 作为产物：
  描述：

  N,N-dimethyl-7-methoxy-1,2,3,4-tetrahydronaphthalen-2-amine 在 吡啶 、 盐酸 、 盐酸羟胺 、 氨 、 sodium 、 sodium sulfate 、 异丙醇 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 N-<7-(dimethylamino)-5,6,7,8-tetrahydro-2-naphthalenyl>-2-(hydroxyimino)acetamide
  参考文献：
  名称：

  Drug design via pharmacophore identification. Dopaminergic activity of 3H-benz[e]indol-8-amines and their mode of interaction with the dopamine receptor

  摘要：

  The design and synthesis of a series of 3H-benz[e]indol-8-amines are described. Two of the compounds are potent, orally active dopaminergic agents as established by their ability to induce contralateral turning in rats with unilateral 6-hydroxydopamine-induced lesions of the nigrostriatal pathway, to induce ambulation in rats rendered akinetic by bilateral injections of 6-hydroxydopamine into the anterolateral hypothalamus, and to antagonize reserpine-induced catalepsy in mice. The dopamine agonist activity of the 3H-benz[e]indol-8-amines establishes that a pyrrolo ring and a phenolic hydroxyl group can interact similarly with the dopamine receptor and provides evidence for the existence of a hydrogen-bond acceptor nucleus on the dopamine receptor macromolecule that is involved in the behavioral manifestations of dopamine agonists.

  DOI：

  10.1021/jm00155a011