4-chloro-N-[(2-methoxypyridin-3-yl)-(2-methyl-1H-indol-3-yl)methyl]aniline | 1529814-65-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-chloro-N-[(2-methoxypyridin-3-yl)-(2-methyl-1H-indol-3-yl)methyl]aniline
• CAS: 1529814-65-0
• 化学式: C₂₂H₂₀ClN₃O
• 分子量: 377.873
• InChiKey: HMKDBXFQTIAIEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲氧基-3-吡啶醛 、 对氯苯胺 在 正癸酸 作用下， 以 甲苯 为溶剂， 生成 4-chloro-N-[(2-methoxypyridin-3-yl)-(2-methyl-1H-indol-3-yl)methyl]aniline
  参考文献：
  名称：

  Development of Novel Vitamin D Receptor–Coactivator Inhibitors

  摘要：

  Nuclear receptor coregulators are master regulators of transcription and selectively interact with the vitamin D receptor (VDR) to modulate cell differentiation, cell proliferation, and calcium homeostasis. Herein, we report the syntheses and evaluation of highly potent and selective VDR-coactivator inhibitors based on a recently identified 3-indolylmethanamine scaffold. The most active compound, PS121912, selectively inhibited VDR-mediated transcription among eight other nuclear receptors tested. PS121912 is also selectively disrupting the binding between VDR and the third nuclear receptor interaction domain of the coactivator SRC2. Genetic studies revealed that PS121912 behaves. like a VDR antagonist by repressing 1,25-(OH)(2)D-3 activated gene transcription. In addition, PS121912 induced apoptosis in HL-60.

  DOI：

  10.1021/ml400462j