1-(2,2,4,6-Tetramethyl-2H-quinolin-1-yl)-ethanone | 97743-50-5

• 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: 1-(2,2,4,6-Tetramethyl-2H-quinolin-1-yl)-ethanone
• 英文别名: 1-(2,2,4,6-Tetramethylquinolin-1-yl)ethanone
• CAS: 97743-50-5
• 化学式: C₁₅H₁₉NO
• 分子量: 229.322
• InChiKey: GUALNIBAVBOPHO-UHFFFAOYSA-N

物化性质

• 沸点：
  402.0±44.0 °C(Predicted)
• 密度：
  1.021±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2,2,4,6-Tetramethyl-2H-quinolin-1-yl)-ethanone 在 N-溴代丁二酰亚胺(NBS) 、 三氯化铝 、 偶氮二异丁腈 作用下， 以 various solvent(s) 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Identification of Substituted 6-Amino-4-phenyltetrahydroquinoline Derivatives:  Potent Antagonists for the Follicle-Stimulating Hormone Receptor

  摘要：

  Substituted 6-amino-4-phenyl-tetrahydroquinoline derivatives are described that are antagonists for the G(s)-protein-coupled human follicle-stimulating hormone (FSH) receptor. These compounds show high antagonistic efficacy in vitro using a CHO cell line expressing the human FSH receptor. Antagonist 10 also showed a submicromolar IC50 in a more physiologically relevant rat granulosa cell assay and was found to significantly inhibit follicle growth and ovulation in an ex vivo mouse model. This compound class may open the way toward a novel, nonsteroidal approach for contraception.

  DOI：

  10.1021/jm049676l
• 作为产物：
  描述：

  4-甲基-3戊烯-2-酮 在 吡啶 、 碘 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 1-(2,2,4,6-Tetramethyl-2H-quinolin-1-yl)-ethanone
  参考文献：
  名称：

  Identification of Substituted 6-Amino-4-phenyltetrahydroquinoline Derivatives:  Potent Antagonists for the Follicle-Stimulating Hormone Receptor

  摘要：

  Substituted 6-amino-4-phenyl-tetrahydroquinoline derivatives are described that are antagonists for the G(s)-protein-coupled human follicle-stimulating hormone (FSH) receptor. These compounds show high antagonistic efficacy in vitro using a CHO cell line expressing the human FSH receptor. Antagonist 10 also showed a submicromolar IC50 in a more physiologically relevant rat granulosa cell assay and was found to significantly inhibit follicle growth and ovulation in an ex vivo mouse model. This compound class may open the way toward a novel, nonsteroidal approach for contraception.

  DOI：

  10.1021/jm049676l

文献信息

• Identification of Substituted 6-Amino-4-phenyltetrahydroquinoline Derivatives:  Potent Antagonists for the Follicle-Stimulating Hormone Receptor
  作者：Nicole C. R. van Straten、Twan H. J. van Berkel、Dennis R. Demont、Willem-Jan F. Karstens、Remco Merkx、Julia Oosterom、Jürgen Schulz、Richard G. van Someren、Cornelis M. Timmers、Peter M. van Zandvoort

  DOI：10.1021/jm049676l

  日期：2005.3.1

  Substituted 6-amino-4-phenyl-tetrahydroquinoline derivatives are described that are antagonists for the G(s)-protein-coupled human follicle-stimulating hormone (FSH) receptor. These compounds show high antagonistic efficacy in vitro using a CHO cell line expressing the human FSH receptor. Antagonist 10 also showed a submicromolar IC50 in a more physiologically relevant rat granulosa cell assay and was found to significantly inhibit follicle growth and ovulation in an ex vivo mouse model. This compound class may open the way toward a novel, nonsteroidal approach for contraception.