1-acetyl-6-amino-4-tolyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline | 487064-28-8

• 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: 1-acetyl-6-amino-4-tolyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline
• 英文别名: 1-[6-amino-2,2,4-trimethyl-4-(4-methylphenyl)-3H-quinolin-1-yl]ethanone
• CAS: 487064-28-8
• 化学式: C₂₁H₂₆N₂O
• 分子量: 322.45
• InChiKey: MJOIZDVSOFAPEV-UHFFFAOYSA-N

物化性质

• 沸点：
  536.9±50.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-acetyl-6-amino-4-tolyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline 、 联苯-4-甲酰氯 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以61%的产率得到Biphenyl-4-carboxylic acid (1-acetyl-2,2,4-trimethyl-4-p-tolyl-1,2,3,4-tetrahydro-quinolin-6-yl)-amide
  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 三氯化铝 、 碘 作用下， 反应 3.0h， 生成 1-acetyl-6-amino-4-tolyl-1,2,3,4-tetrahydro-2,2,4-trimethylquinoline
  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