3-(benzo[d][1,3]dioxol-5-yl)-1-(cis-3,5-dimethylpiperazin-1-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one | 1415387-85-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(benzo[d][1,3]dioxol-5-yl)-1-(cis-3,5-dimethylpiperazin-1-yl)-3-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one
• 英文别名: 3-(1,3-benzodioxol-5-yl)-1-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-3-(2-hydroxy-4,6-dimethoxyphenyl)propan-1-one
• CAS: 1415387-85-7
• 化学式: C₂₄H₃₀N₂O₆
• 分子量: 442.512
• InChiKey: JGDWVGFEVPRTJH-MVVMVCHASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  89.5
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4-methylenedioxy-trans-cinnamic acid 在 三氟乙酸 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 12.0h， 生成 3-(benzo[d][1,3]dioxol-5-yl)-1-(cis-3,5-dimethylpiperazin-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

文献信息

• Identification of Potent and Selective Diphenylpropanamide RORγ Inhibitors
  作者：Jun R. Huh、Erika E. Englund、Hang Wang、Ruili Huang、Pengxiang Huang、Fraydoon Rastinejad、James Inglese、Christopher P. Austin、Ronald L. Johnson、Wenwei Huang、Dan R. Littman

  DOI：10.1021/ml300286h

  日期：2013.1.10

  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.