3-(2-hydroxyethyl)-3-methyl-3,4-dihydro-2H-isoquinolin-1-one | 1334317-02-0

• 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: 3-(2-hydroxyethyl)-3-methyl-3,4-dihydro-2H-isoquinolin-1-one
• 英文别名: 3-(2-Hydroxyethyl)-3-methyl-2,4-dihydroisoquinolin-1-one
• CAS: 1334317-02-0
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: DNLOPVFOEKQKHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-hydroxyethyl)-3-methyl-3,4-dihydro-2H-isoquinolin-1-one 在 lithium aluminium tetrahydride 、 octahydroisoquinolin-1(2H)-one 、 三乙胺 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 84.0h， 生成 furan-2-carboxylic acid 2-[2-(furan-2-carbonyl)-3-methyl-1,2,3,4-tetrahydro-isoquinolin-3-yl]ethyl ester
  参考文献：
  名称：

  Identification of novel allosteric modulators for the G-protein coupled US28 receptor of human cytomegalovirus

  摘要：

  The highly constitutively active G-protein coupled receptor US28 of human cytomegalovirus (HCMV) is an interesting pharmacological target because of its implication on viral dissemination, cardiovascular diseases and tumorigenesis. We found that dihydroisoquinolinone and tetrahydroisoquinoline scaffolds may be promising lead structures for novel US28 allosteric inverse agonists. These scaffolds were rapidly synthesized by radical carboamination reactions followed by non-radical transformations. Our novel US28 allosteric modulators provide valuable scaffolds for further ligand optimization and may be helpful chemical tools to investigate molecular mechanisms of US28 constitutive signaling and its role in pathogenesis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.120
• 作为产物：
  描述：

  2-(methoxycarbonyl)benzenediazonium tetrafluoroborate 在 ferrous(II) sulfate heptahydrate 、 氢气 作用下， 以 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 72.25h， 生成 3-(2-hydroxyethyl)-3-methyl-3,4-dihydro-2H-isoquinolin-1-one
  参考文献：
  名称：

  Identification of novel allosteric modulators for the G-protein coupled US28 receptor of human cytomegalovirus

  摘要：

  The highly constitutively active G-protein coupled receptor US28 of human cytomegalovirus (HCMV) is an interesting pharmacological target because of its implication on viral dissemination, cardiovascular diseases and tumorigenesis. We found that dihydroisoquinolinone and tetrahydroisoquinoline scaffolds may be promising lead structures for novel US28 allosteric inverse agonists. These scaffolds were rapidly synthesized by radical carboamination reactions followed by non-radical transformations. Our novel US28 allosteric modulators provide valuable scaffolds for further ligand optimization and may be helpful chemical tools to investigate molecular mechanisms of US28 constitutive signaling and its role in pathogenesis. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.120