1-[2-hydroxy-3-methyl-4-[(1-methyl-3-piperidinyl)methoxy]phenyl]ethanone | 942133-90-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-hydroxy-3-methyl-4-[(1-methyl-3-piperidinyl)methoxy]phenyl]ethanone
• 英文别名: 1-[2-Hydroxy-3-methyl-4-[(1-methylpiperidin-3-yl)methoxy]phenyl]ethanone
• CAS: 942133-90-6
• 化学式: C₁₆H₂₃NO₃
• 分子量: 277.364
• InChiKey: SMRBFWNQPLPJPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-hydroxy-3-methyl-4-[(1-methyl-3-piperidinyl)methoxy]phenyl]ethanone 在 sodium 作用下， 以 二苯醚 为溶剂， 反应 2.0h， 生成 8-Methyl-7-[(1-methylpiperidin-3-yl)methoxy]-4-piperazin-1-ylchromen-2-one
  参考文献：
  名称：

  Synthesis and In Vitro Antiplatelet Activity of New 4-(1-Piperazinyl)coumarin Derivatives. Human Platelet Phosphodiesterase 3 Inhibitory Properties of the Two Most Effective Compounds Described and Molecular Modeling Study on Their Interactions with Phosphodiesterase 3A Catalytic Site

  摘要：

  The synthesis and in vitro antiplatelet activity significant data of coumarin derivatives 5i-x and quinolin-2(1H)-one derivatives 22a,b, as well as the corresponding structure-activity relationships are described. The recently reported 8-methyl-4-(1-piperazinyl)-7-(3-pyridylmethoxy)coumarin 5f and its potent 7-(2-morpholinoethoxy)-substituted new analogue 5u were notably more effective inhibitors of pure human platelet PDE3 than milrinone and cilostazol: these data were related, through a molecular modeling study, with the molecular interactions of the four compounds with the human PDE3A catalytic site.

  DOI：

  10.1021/jm0611511
• 作为产物：
  描述：

  3,5-二羟基-4-乙酰甲苯 、 3-氯甲基-1-甲基哌啶 盐酸盐 在 potassium carbonate 作用下， 以 various solvent(s) 为溶剂， 反应 16.0h， 以53%的产率得到1-[2-hydroxy-3-methyl-4-[(1-methyl-3-piperidinyl)methoxy]phenyl]ethanone
  参考文献：
  名称：

  Synthesis and In Vitro Antiplatelet Activity of New 4-(1-Piperazinyl)coumarin Derivatives. Human Platelet Phosphodiesterase 3 Inhibitory Properties of the Two Most Effective Compounds Described and Molecular Modeling Study on Their Interactions with Phosphodiesterase 3A Catalytic Site

  摘要：

  The synthesis and in vitro antiplatelet activity significant data of coumarin derivatives 5i-x and quinolin-2(1H)-one derivatives 22a,b, as well as the corresponding structure-activity relationships are described. The recently reported 8-methyl-4-(1-piperazinyl)-7-(3-pyridylmethoxy)coumarin 5f and its potent 7-(2-morpholinoethoxy)-substituted new analogue 5u were notably more effective inhibitors of pure human platelet PDE3 than milrinone and cilostazol: these data were related, through a molecular modeling study, with the molecular interactions of the four compounds with the human PDE3A catalytic site.

  DOI：

  10.1021/jm0611511