N-<7-(dipropylamino)-5,6,7,8-tetrahydro-2-naphthalenyl>-2-(hydroxyimino)acetamide | 101166-58-9

• 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-(dipropylamino)-5,6,7,8-tetrahydro-2-naphthalenyl>-2-(hydroxyimino)acetamide
• 英文别名: N-[7-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-2-yl]-2-hydroxyiminoacetamide
• CAS: 101166-58-9
• 化学式: C₁₈H₂₇N₃O₂
• 分子量: 317.431
• InChiKey: CMVQJDXPEBIZCL-UHFFFAOYSA-N

物化性质

• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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-(dipropylamino)-5,6,7,8-tetrahydro-2-naphthalenyl>-2-(hydroxyimino)acetamide 在 硫酸 作用下， 以2.78%的产率得到6,7,8,9-tetrahydro-8-(dipropylamino)-3H-benzindole-1,2-dione
  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：

  7-OMe-DPAT 在 吡啶 、 盐酸 、 盐酸羟胺 、 氨 、 氢溴酸 、 sodium 、 溶剂黄146 、 sodium sulfate 、 异丙醇 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 N-<7-(dipropylamino)-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