ethyl 2-(7-nitro-1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)acetate | 848407-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: ethyl 2-(7-nitro-1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)acetate
• CAS: 848407-66-9
• 化学式: C₁₃H₁₄N₂O₅
• 分子量: 278.265
• InChiKey: GUDKTMBVUAKIEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  98.54
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(7-nitro-1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)acetate 在 硼烷四氢呋喃络合物 作用下， 以53%的产率得到2-(7-Nitro-1,2,3,4-tetrahydro-isoquinolin-3-yl)-ethanol
  参考文献：
  名称：

  Exploring the active site of phenylethanolamine N-methyltransferase with 3-hydroxyethyl- and 3-hydroxypropyl-7-substituted-1,2,3,4-tetrahydroisoquinolines

  摘要：

  3-Hydroxyethyl- and 3-hydroxypropyl-7-substituted-tetrahydroisoquinolines (9, 10, 16, and 17) were synthesized and evaluated for their phenylethanolamine N-methyltransferase (PNMT) inhibitory potency and affinity for the alpha(2)-adrenoceptor. Although alpha(2)-adrenoceptor affinity decreased for these compounds, selectivity was not gained over the parent 3-hydroxymethyl compounds (1, 2) due to a loss in PNMT inhibitory potency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.013
• 作为产物：
  描述：

  ethyl 2-(1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)acetate 在 硫酸 、 potassium nitrate 作用下， 以70%的产率得到ethyl 2-(7-nitro-1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)acetate
  参考文献：
  名称：

  Exploring the active site of phenylethanolamine N-methyltransferase with 3-hydroxyethyl- and 3-hydroxypropyl-7-substituted-1,2,3,4-tetrahydroisoquinolines

  摘要：

  3-Hydroxyethyl- and 3-hydroxypropyl-7-substituted-tetrahydroisoquinolines (9, 10, 16, and 17) were synthesized and evaluated for their phenylethanolamine N-methyltransferase (PNMT) inhibitory potency and affinity for the alpha(2)-adrenoceptor. Although alpha(2)-adrenoceptor affinity decreased for these compounds, selectivity was not gained over the parent 3-hydroxymethyl compounds (1, 2) due to a loss in PNMT inhibitory potency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.013