2-amino-6,7-diacetoxy-1,2,3,4-tetrahydronaphthalene hydrobromide | 82205-66-1

• 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-diacetoxy-1,2,3,4-tetrahydronaphthalene hydrobromide
• 英文别名: (3-Acetyloxy-6-amino-5,6,7,8-tetrahydronaphthalen-2-yl) acetate;hydrobromide
• CAS: 82205-66-1
• 化学式: BrH*C₁₄H₁₇NO₄
• 分子量: 344.205
• InChiKey: XXNBFKNQSRBIHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  78.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-6,7-diacetoxy-1,2,3,4-tetrahydronaphthalene hydrobromide 在 水 作用下， 反应 6.0h， 以1.64%的产率得到6-氨基-5,6,7,8-四氢-2,3-萘二醇溴酸盐
  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
• 作为产物：
  描述：

  乙酰溴 、 6-氨基-5,6,7,8-四氢-2,3-萘二醇溴酸盐 在 三氟乙酸 作用下， 反应 1.5h， 以83%的产率得到2-amino-6,7-diacetoxy-1,2,3,4-tetrahydronaphthalene hydrobromide
  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

• HORN, A. S.;GRIEVER-KAZEMIER, H.;DIJKSTRA, D., J. MED. CHEM., 1982, 25, N 8, 993-996
  作者：HORN, A. S.、GRIEVER-KAZEMIER, H.、DIJKSTRA, D.

  DOI：——

  日期：——