7-hydroxy-3-(4-methoxyphenyl)-8-((4-methylpiperidin-1-yl)methyl)-4H-chromen-4-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7-hydroxy-3-(4-methoxyphenyl)-8-((4-methylpiperidin-1-yl)methyl)-4H-chromen-4-one
• 英文别名: 7-hydroxy-3-(4-methoxyphenyl)-8-[(4-methylpiperidin-1-yl)methyl]chromen-4-one
• 化学式: C₂₃H₂₅NO₄
• 分子量: 379.456
• InChiKey: SBXQZJQPCFPOEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  63
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  刺芒柄花素 、 4-甲基-1-哌啶甲醛 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 7-hydroxy-3-(4-methoxyphenyl)-8-((4-methylpiperidin-1-yl)methyl)-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of Formononetin Analogs

  摘要：

  Derivatives of the natural isoflavone formononetin were synthesized. Acylation and alkylation of the phenolic hydroxyls and the chromone ring were investigated.

  DOI：

  10.1023/b:conc.0000003413.23808.2b

文献信息

• Design, synthesis, and biological evaluation of novel iso-flavones derivatives as H₃R antagonists
  作者：Jian Xin、Min Hu、Qian Liu、Tian Tai Zhang、Dong Mei Wang、Song Wu

  DOI：10.1080/14756366.2018.1509212

  日期：2018.1.1

  Histamine H3 receptor (H3R), a kind of G-protein coupled receptor (GPCR), is expressed mainly in the central nervous system (CNS) and plays a vital role in homoeostatic control. This study describes the design and synthesis of a series of novel H3R antagonists based on the iso-flavone scaffold. The results of the bioactivity evaluation show that four compounds (1c, 2c, 2h, and 2o) possess significant

  组胺H3受体（H3R）是一种G蛋白偶联受体（GPCR），主要在中枢神经系统（CNS）中表达，并且在恒压控制中起着至关重要的作用。这项研究描述了基于异黄酮骨架的一系列新型H3R拮抗剂的设计和合成。生物活性评估的结果表明，四种化合物（1c，2c，2h和2o）具有显着的H3R抑制活性。分子对接表明，盐桥，π-πT形相互作用和疏水相互作用均促成化合物2h与H3R之间的相互作用。
• Synthesis of Formononetin Analogs
  作者：S. P. Bondarenko、M. S. Frasinyuk、V. P. Khilya

  DOI：10.1023/b:conc.0000003413.23808.2b

  日期：2003.7

  Derivatives of the natural isoflavone formononetin were synthesized. Acylation and alkylation of the phenolic hydroxyls and the chromone ring were investigated.