2-amino-6,7-di(benzoyloxy)-1,2,3,4-tetrahydronaphthalene | 70172-52-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-amino-6,7-di(benzoyloxy)-1,2,3,4-tetrahydronaphthalene
• 英文别名: 6-Amino-5,6,7,8-tetrahydronaphthalene-2,3-diyl dibenzoate；(6-amino-3-benzoyloxy-5,6,7,8-tetrahydronaphthalen-2-yl) benzoate
• CAS: 70172-52-0
• 化学式: C₂₄H₂₁NO₄
• 分子量: 387.435
• InChiKey: GSKLFVJWZBQVTK-UHFFFAOYSA-N

物化性质

• 沸点：
  589.2±50.0 °C(Predicted)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-氨基-5,6,7,8-四氢-2,3-萘二醇溴酸盐 、 苯甲酰氯 在 三氟乙酸 作用下， 反应 1.5h， 生成 2-amino-6,7-di(benzoyloxy)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Brain levels and metabolism of the dopaminergic agonist 2-amino-6,7-dihydroxytetrahydronaphthalene after administration of various prodrugs

  摘要：

  The synthesis of four prodrug diesters (diacetyl, diisobutyryl, dipivaloyl, and dibenzoyl) of the potent dopaminergic agonist 2-amino-6,7-dihydroxytetrahydronaphthalene (6,7-ADTN) is described. The effects of prodrug structure on the levels of 6,7-ADTN in the rat corpus striatum and cerebellum, as well as the levels of the metabolite, 6-hydroxy-7-methoxy-2-aminotetralin, in the corpus striatum, have been determined after intraperitoneal administration. In addition, the striatal levels of 6,7-ADTN after administration of the dibenzoyl analogue via intraperitoneal, subcutaneous, and oral routes have been measured. These prodrugs produce a significant improvement in the penetration and accumulation of 6,7-ADTN in the brain.

  DOI：

  10.1021/jm00350a022

文献信息

• Brain levels and metabolism of the dopaminergic agonist 2-amino-6,7-dihydroxytetrahydronaphthalene after administration of various prodrugs
  作者：A. S. Horn、H. Griever-Kazemier、D. Dijkstra

  DOI：10.1021/jm00350a022

  日期：1982.8

  The synthesis of four prodrug diesters (diacetyl, diisobutyryl, dipivaloyl, and dibenzoyl) of the potent dopaminergic agonist 2-amino-6,7-dihydroxytetrahydronaphthalene (6,7-ADTN) is described. The effects of prodrug structure on the levels of 6,7-ADTN in the rat corpus striatum and cerebellum, as well as the levels of the metabolite, 6-hydroxy-7-methoxy-2-aminotetralin, in the corpus striatum, have been determined after intraperitoneal administration. In addition, the striatal levels of 6,7-ADTN after administration of the dibenzoyl analogue via intraperitoneal, subcutaneous, and oral routes have been measured. These prodrugs produce a significant improvement in the penetration and accumulation of 6,7-ADTN in the brain.