2-(1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)ethyl methanesulfonate | 70400-10-1

• 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: 2-(1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)ethyl methanesulfonate
• CAS: 70400-10-1
• 化学式: C₁₂H₁₅NO₄S
• 分子量: 269.321
• InChiKey: KTMCYAZJCUBCSD-UHFFFAOYSA-N

物化性质

• 沸点：
  566.3±39.0 °C(Predicted)
• 密度：
  1.280±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.71
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.47
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)ethyl methanesulfonate 在 PtO₂/C 硫酸 、 氢溴酸 、 氢气 、 potassium nitrate 、 sodium nitrite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  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：

  3-Ethoxycarbonylamino-4-phenyl-butyric acid ethyl ester 在 锂硼氢 、 PPA 作用下， 生成 2-(1-oxo-3,4-dihydro-2H-isoquinolin-3-yl)ethyl methanesulfonate
  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