7,8-difluoro-2,2,4-trimethyl-1H-quinoline | 1260761-71-4

• 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: 7,8-difluoro-2,2,4-trimethyl-1H-quinoline
• CAS: 1260761-71-4
• 化学式: C₁₂H₁₃F₂N
• 分子量: 209.239
• InChiKey: RXDGMVDXGPOXKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7,8-difluoro-2,2,4-trimethyl-1H-quinoline 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 硼烷四氢呋喃络合物 、 双氧水 、 sodium carbonate 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 氯仿 、 甲苯 为溶剂， 反应 15.0h， 生成 (3R,4S)-7,8-difluoro-6-(1H-indol-7-yl)-2,2,4-trimethyl-3,4-dihydro-1H-quinolin-3-ol
  参考文献：
  名称：

  Discovery of orally available tetrahydroquinoline-based glucocorticoid receptor agonists

  摘要：

  A series of tetrahydroquinoline derivatives were synthesized and profiled for their ability to act as glucocorticoid receptor selective modulators. Structure-activity relationships of the tetrahydroquinoline B-ring lead to the discovery of orally available GR-selective agonists with high in vivo activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.093
• 作为产物：
  描述：

  2,3-二氟苯胺 、 丙酮 在 碘 作用下， 反应 15.0h， 生成 7,8-difluoro-2,2,4-trimethyl-1H-quinoline
  参考文献：
  名称：

  Discovery of orally available tetrahydroquinoline-based glucocorticoid receptor agonists

  摘要：

  A series of tetrahydroquinoline derivatives were synthesized and profiled for their ability to act as glucocorticoid receptor selective modulators. Structure-activity relationships of the tetrahydroquinoline B-ring lead to the discovery of orally available GR-selective agonists with high in vivo activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.093

文献信息

• Discovery of orally available tetrahydroquinoline-based glucocorticoid receptor agonists
  作者：Andrew R. Hudson、Robert I. Higuchi、Steven L. Roach、Mark E. Adams、Angela Vassar、Peter M. Syka、Dale E. Mais、Jeffrey N. Miner、Keith B. Marschke、Lin Zhi

  DOI：10.1016/j.bmcl.2011.01.093

  日期：2011.3

  A series of tetrahydroquinoline derivatives were synthesized and profiled for their ability to act as glucocorticoid receptor selective modulators. Structure-activity relationships of the tetrahydroquinoline B-ring lead to the discovery of orally available GR-selective agonists with high in vivo activity. (C) 2011 Elsevier Ltd. All rights reserved.