3-benzyloxy-1-carboxyheptyl-2-methyl-4(1H)-pyridinone | 573968-07-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-benzyloxy-1-carboxyheptyl-2-methyl-4(1H)-pyridinone
• 英文别名: 8-(2-methyl-4-oxo-3-phenylmethoxypyridin-1-yl)octanoic acid
• CAS: 573968-07-7
• 化学式: C₂₁H₂₇NO₄
• 分子量: 357.45
• InChiKey: LKARRYNGJYFBPS-UHFFFAOYSA-N

物化性质

• 熔点：
  135-137 °C
• 沸点：
  555.3±50.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  26.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  68.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-benzyloxy-1-carboxyheptyl-2-methyl-4(1H)-pyridinone 在 palladium on activated charcoal 氢气 、 N,N'-羰基二咪唑 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N,N'-[bis(3-hydroxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)octanoyl]-1,5-diamino-3-oxapentane
  参考文献：
  名称：

  Oxovanadium Complexes of N-Substituted 3-Hydroxy-2-methyl-4(1H)-pyridinones: Synthesis, Spectroscopic Characterization, and the Insulin-mimetic Activity

  摘要：

  Five kinds of N-substituted 3-hydroxy-2-methyl-4(1H)-pyridinones, and two kinds of tetradentate ligands, N,N'-[bis(3-hydroxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)hexanoyl- and -octanoyl]-1,5-diamino-3-oxapentanes, were synthesized. Treatment of these ligands with VO(acac)(2) in CH3OH exclusively gave CH3O-coordinated oxovanadium(V) complexes. On the other hand, treatment with VOSO4 in H2O at around pH 10 afforded oxovanadium(IV) complexes. On the basis of the inhibitory effect of oxovanadium(IV) complexes on free fatty acid (FFA) release from rat adipocytes treated with epinephrine in the presence of 0.1% glucose in vitro, it was revealed that some of oxovanadium(IV) complexes show the insulin-mimetic activity.

  DOI：

  10.3987/com-03-9719
• 作为产物：
  描述：

  3-(苄氧基)-2-甲基-4H-吡喃-4-酮 、 8-氨基辛酸 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以93%的产率得到3-benzyloxy-1-carboxyheptyl-2-methyl-4(1H)-pyridinone
  参考文献：
  名称：

  Oxovanadium Complexes of N-Substituted 3-Hydroxy-2-methyl-4(1H)-pyridinones: Synthesis, Spectroscopic Characterization, and the Insulin-mimetic Activity

  摘要：

  Five kinds of N-substituted 3-hydroxy-2-methyl-4(1H)-pyridinones, and two kinds of tetradentate ligands, N,N'-[bis(3-hydroxy-1,4-dihydro-2-methyl-4-oxo-1-pyridyl)hexanoyl- and -octanoyl]-1,5-diamino-3-oxapentanes, were synthesized. Treatment of these ligands with VO(acac)(2) in CH3OH exclusively gave CH3O-coordinated oxovanadium(V) complexes. On the other hand, treatment with VOSO4 in H2O at around pH 10 afforded oxovanadium(IV) complexes. On the basis of the inhibitory effect of oxovanadium(IV) complexes on free fatty acid (FFA) release from rat adipocytes treated with epinephrine in the presence of 0.1% glucose in vitro, it was revealed that some of oxovanadium(IV) complexes show the insulin-mimetic activity.

  DOI：

  10.3987/com-03-9719