4-(4-chlorophenyl)-5,7-dimethoxychroman-2-one | 1151668-19-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 4-(4-chlorophenyl)-5,7-dimethoxychroman-2-one
• 英文别名: 4-(4-Chlorophenyl)-5,7-dimethoxychromen-2-one
• CAS: 1151668-19-7
• 化学式: C₁₇H₁₃ClO₄
• 分子量: 316.741
• InChiKey: ZOLHLNMIRYIOPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S,5R)-3,5-dimethylpiperidine 、 4-(4-chlorophenyl)-5,7-dimethoxychroman-2-one 以 N,N-二甲基乙酰胺 为溶剂， 反应 8.0h， 生成 3-(4-chlorophenyl)-1-(cis-3,5-dimethylpiperidin-1-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one
  参考文献：
  名称：

  Identification of Potent and Selective Diphenylpropanamide RORγ Inhibitors

  摘要：

  Retinoic acid-related orphan receptor ROR gamma t plays a pivotal role in the differentiation of T(H)17 cells. Antagonizing ROR gamma t transcriptional activity is a potential means to treat T(H)17-related autoimmune diseases. Herein, we describe the identification of a series of diphenylpropanamides as novel and selective ROR gamma antagonists. Diphenylpropanamide 4n inhibited the transcriptional activity of ROR gamma t, but not ROR alpha, in cells. In addition, it suppressed human T(H)17 cell differentiation at submicromolar concentrations.

  DOI：

  10.1021/ml300286h
• 作为产物：
  描述：

  5,7-二甲氧基香豆素 、 4-氯苯硼酸 在 2,2'-联吡啶 、 palladium diacetate 作用下， 以 N,N-二甲基乙酰胺 、 溶剂黄146 为溶剂， 反应 24.0h， 以44%的产率得到4-(4-chlorophenyl)-5,7-dimethoxychroman-2-one
  参考文献：
  名称：

  Identification of Potent and Selective Diphenylpropanamide RORγ Inhibitors

  摘要：

  Retinoic acid-related orphan receptor ROR gamma t plays a pivotal role in the differentiation of T(H)17 cells. Antagonizing ROR gamma t transcriptional activity is a potential means to treat T(H)17-related autoimmune diseases. Herein, we describe the identification of a series of diphenylpropanamides as novel and selective ROR gamma antagonists. Diphenylpropanamide 4n inhibited the transcriptional activity of ROR gamma t, but not ROR alpha, in cells. In addition, it suppressed human T(H)17 cell differentiation at submicromolar concentrations.

  DOI：

  10.1021/ml300286h