4-(bromomethyl)-6-(2,6-dimethoxyphenyl)-2,2-dimethyl-1H-quinoline | 905912-69-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(bromomethyl)-6-(2,6-dimethoxyphenyl)-2,2-dimethyl-1H-quinoline
• CAS: 905912-69-8
• 化学式: C₂₀H₂₂BrNO₂
• 分子量: 388.304
• InChiKey: LEOOTKSSNNGCTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(bromomethyl)-6-(2,6-dimethoxyphenyl)-2,2-dimethyl-1H-quinoline 、 烯丙硫醇 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 生成 6-(2,6-dimethoxyphenyl)-2,2-dimethyl-4-(prop-2-enylsulfanylmethyl)-1H-quinoline
  参考文献：
  名称：

  Discovery and SAR study of novel dihydroquinoline containing glucocorticoid receptor ligands

  摘要：

  We report the discovery of a novel class of glucocorticoid receptor (GR) ligands based on 1,2-dihydroquinoline molecular scaffold. The compounds exhibit good GR binding affinity and selectivity profile against other nuclear hormone receptors. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.043
• 作为产物：
  描述：

  2,6-二甲氧基苯硼酸 在 palladium diacetate 、 potassium fluoride 、 N-溴代丁二酰亚胺(NBS) 、 2-(二环己基膦基)联苯 作用下， 以 四氢呋喃 、 甲苯 、 乙腈 为溶剂， 反应 16.5h， 生成 4-(bromomethyl)-6-(2,6-dimethoxyphenyl)-2,2-dimethyl-1H-quinoline
  参考文献：
  名称：

  Discovery and SAR study of novel dihydroquinoline containing glucocorticoid receptor ligands

  摘要：

  We report the discovery of a novel class of glucocorticoid receptor (GR) ligands based on 1,2-dihydroquinoline molecular scaffold. The compounds exhibit good GR binding affinity and selectivity profile against other nuclear hormone receptors. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.043

文献信息

• [EN] SUBSTITUTED HIHYDROQUINOLINES AS GLUCOCORTICOID MIMETICS, METHODS OF MAKING THEM, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF<br/>[FR] COMPOSES MIMETIQUES DE GLUCOCORTICOIDE, LEURS PROCEDES DE FABRICATION, COMPOSITIONS PHARMACEUTIQUES, ET LEURS UTILISATIONS
  申请人：BOEHRINGER INGELHEIM PHARMA

  公开号：WO2004018429A3

  公开（公告）日：2004-06-10
• Discovery and SAR study of novel dihydroquinoline containing glucocorticoid receptor ligands
  作者：Hidenori Takahashi、Younes Bekkali、Alison J. Capolino、Thomas Gilmore、Susan E. Goldrick、Richard M. Nelson、Donna Terenzio、Ji Wang、Ljiljana Zuvela-Jelaska、John Proudfoot、Gerald Nabozny、David Thomson

  DOI：10.1016/j.bmcl.2005.12.043

  日期：2006.3

  We report the discovery of a novel class of glucocorticoid receptor (GR) ligands based on 1,2-dihydroquinoline molecular scaffold. The compounds exhibit good GR binding affinity and selectivity profile against other nuclear hormone receptors. (C) 2005 Elsevier Ltd. All rights reserved.