(+/-)-7-bromo-3-(1-methyl)ethyl-3,4-dihydroisoquinolin-1-(2H)-one | 848135-92-2

• 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: (+/-)-7-bromo-3-(1-methyl)ethyl-3,4-dihydroisoquinolin-1-(2H)-one
• 英文别名: 7-bromo-3-propan-2-yl-3,4-dihydro-2H-isoquinolin-1-one
• CAS: 848135-92-2
• 化学式: C₁₂H₁₄BrNO
• 分子量: 268.153
• InChiKey: HNAHGIPBLKNFDK-UHFFFAOYSA-N

物化性质

• 熔点：
  119-120 °C
• 沸点：
  430.9±45.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-7-bromo-3-(1-methyl)ethyl-3,4-dihydroisoquinolin-1-(2H)-one 在 硼烷 作用下， 以 四氢呋喃 为溶剂， 生成 7-Bromo-3-isopropyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Exploring the active site of phenylethanolamine N-methyltransferase: 3-alkyl-7-substituted-1,2,3,4-tetrahydroisoquinoline inhibitors

  摘要：

  A series of 3 -alkyl-7 -substituted-1,2,3,4-tetrahydroisoquinolines was synthesized and these compounds were evaluated for their PNMT inhibitory potency and affinity for the (alpha(2)-adrenoceptor. 7-Nitro-, 7-bromo-, 7-aminosulfonyl-, or 7-N-2,2,2-trifluoroethylaminosulfonyl-THIQs that possess a 3-alkyl substituent that is longer than a methyl group showed decreased PNMT inhibitory potency, except for 3-propyl-7-aminosulfonyl-THIQ, which displayed excellent PNMT inhibitory potency. The rank order for selectivity (PNMT vs the alpha(2)-adrenoceptor) is 3 -alkyl -7 -aminosulfonyl-THIQs congruent to 3-alkyl-7-N-2,2,2-trifluoroethylaminosulfonyl-THIQs > 3-alkyl-7-nitro-THlQs > 3-alkyl-7-bromo-THIQs. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.11.015
• 作为产物：
  描述：

  (+/-)-3-(1-methyl)ethyl-3,4-dihydroisoquinolin-1-(2H)-one 在 platinum(IV) oxide 盐酸 、 硫酸 、 氢溴酸 、 氢气 、 potassium nitrate 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 20.0 ℃ 、344.74 kPa 条件下， 反应 5.0h， 生成 (+/-)-7-bromo-3-(1-methyl)ethyl-3,4-dihydroisoquinolin-1-(2H)-one
  参考文献：
  名称：

  Exploring the active site of phenylethanolamine N-methyltransferase: 3-alkyl-7-substituted-1,2,3,4-tetrahydroisoquinoline inhibitors

  摘要：

  A series of 3 -alkyl-7 -substituted-1,2,3,4-tetrahydroisoquinolines was synthesized and these compounds were evaluated for their PNMT inhibitory potency and affinity for the (alpha(2)-adrenoceptor. 7-Nitro-, 7-bromo-, 7-aminosulfonyl-, or 7-N-2,2,2-trifluoroethylaminosulfonyl-THIQs that possess a 3-alkyl substituent that is longer than a methyl group showed decreased PNMT inhibitory potency, except for 3-propyl-7-aminosulfonyl-THIQ, which displayed excellent PNMT inhibitory potency. The rank order for selectivity (PNMT vs the alpha(2)-adrenoceptor) is 3 -alkyl -7 -aminosulfonyl-THIQs congruent to 3-alkyl-7-N-2,2,2-trifluoroethylaminosulfonyl-THIQs > 3-alkyl-7-nitro-THlQs > 3-alkyl-7-bromo-THIQs. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.11.015