1-benzyl-3-cyano-4-(2-methoxyphenyl)-2-oxo-1,2-dihydropyridine | 1346870-72-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-benzyl-3-cyano-4-(2-methoxyphenyl)-2-oxo-1,2-dihydropyridine
• 英文别名: 1-Benzyl-4-(2-methoxyphenyl)-2-oxopyridine-3-carbonitrile
• CAS: 1346870-72-1
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: CCHIZOBEXHNSAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氰基-2-甲氧基吡啶 在 manganese(IV) oxide 、 copper(l) iodide 、 lithium chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 20.0h， 生成 1-benzyl-3-cyano-4-(2-methoxyphenyl)-2-oxo-1,2-dihydropyridine
  参考文献：
  名称：

  Discovery of pyridine-2-ones as novel class of multidrug resistance (MDR) modulators: First structure–activity relationships

  摘要：

  A novel facile synthesis led to pyridine-2-one target structures of which first series with varying substituents have been yielded and biologically characterized as novel multidrug resistance (MDR) modulators inhibiting P-glycoprotein (P-gp). Structure-activity relationships prove a dependency of the MDR-modulating properties from the kind and positioning of hydrogen bond acceptor functions within the molecular skeleton. Cyano functions turned out as biologically effective substituents for a potential hydrogen bonding to the protein target structure. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.09.005

文献信息

• Discovery of pyridine-2-ones as novel class of multidrug resistance (MDR) modulators: First structure–activity relationships
  作者：Sören Krawczyk、Monika Otto、Alexander Otto、Claudius Coburger、Martin Krug、Marianne Seifert、Volkmar Tell、Joséf Molnár、Andreas Hilgeroth

  DOI：10.1016/j.bmc.2011.09.005

  日期：2011.11

  A novel facile synthesis led to pyridine-2-one target structures of which first series with varying substituents have been yielded and biologically characterized as novel multidrug resistance (MDR) modulators inhibiting P-glycoprotein (P-gp). Structure-activity relationships prove a dependency of the MDR-modulating properties from the kind and positioning of hydrogen bond acceptor functions within the molecular skeleton. Cyano functions turned out as biologically effective substituents for a potential hydrogen bonding to the protein target structure. (C) 2011 Elsevier Ltd. All rights reserved.