N-2-[(dimethylamino)ethyl]-N-(1'-oxo-2',4-dihydro-1'H-spiro[cyclohexane-1,3'-isoquinolin]-2-yl)decanamide | 1334317-04-2

• 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: N-2-[(dimethylamino)ethyl]-N-(1'-oxo-2',4-dihydro-1'H-spiro[cyclohexane-1,3'-isoquinolin]-2-yl)decanamide
• 英文别名: N-[2-(dimethylamino)ethyl]-N-(1-oxospiro[2,4-dihydroisoquinoline-3,2'-cyclohexane]-1'-yl)decanamide
• CAS: 1334317-04-2
• 化学式: C₂₈H₄₅N₃O₂
• 分子量: 455.684
• InChiKey: GCJXHGXUNGNNBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-hydroxy-2',4'-dihydro-1'H-spiro[cyclohexan-1,3'-isoquinolin]-1'-one 在 sodium tetrahydroborate 、 草酰氯 、 对甲苯磺酸 、 二甲基亚砜 、 sodium sulfate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 氯仿 、 水 、 1,2-二氯乙烷 为溶剂， 反应 33.5h， 生成 N-2-[(dimethylamino)ethyl]-N-(1'-oxo-2',4-dihydro-1'H-spiro[cyclohexane-1,3'-isoquinolin]-2-yl)decanamide
  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

文献信息

• Identification of novel allosteric modulators for the G-protein coupled US28 receptor of human cytomegalovirus
  作者：Ana Kralj、Alexander Wetzel、Shohreh Mahmoudian、Thomas Stamminger、Nuska Tschammer、Markus R. Heinrich

  DOI：10.1016/j.bmcl.2011.06.120

  日期：2011.9

  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.