N²-benzyloxycarbonyl-N-(4,6-dimethylpyridin-2-yl) methioninamide | 162103-61-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N²-benzyloxycarbonyl-N-(4,6-dimethylpyridin-2-yl) methioninamide
• 英文别名: benzyl N-[(2S)-1-[(4,6-dimethylpyridin-2-yl)amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamate
• CAS: 162103-61-9
• 化学式: C₂₀H₂₅N₃O₃S
• 分子量: 387.503
• InChiKey: PAGZJQXJSQSXAM-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N²-benzyloxycarbonyl-N-(4,6-dimethylpyridin-2-yl) methioninamide 在 palladium on activated charcoal 氢气 作用下， 生成 (2S)-2-amino-N-(4,6-dimethylpyridin-2-yl)-4-methylsulfanylbutanamide
  参考文献：
  名称：

  Synthesis and hypolipidemic activity of N-pyridinyl borodipeptidylamides

  摘要：

  A series of borodipeptide derivatives 7-9, which contain a 6-amino-2,4-dimethylpyridine moiety, was prepared in 3 steps. They were evaluated as hypolipidemic agents in rodents at 20 mg/kg per day. The methioninamide and phenylalaninamide derivatives were the most potent compounds demonstrating hypocholesterolemic and hypotriglyceridemic activities in rats. After 14 days, the activity of these compounds was superior to that of clofibrate, at a dose of 200 mg/kg per day.

  DOI：

  10.1016/0223-5234(94)90111-2
• 作为产物：
  描述：

  N-Cbz-L-蛋氨酸 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 N²-benzyloxycarbonyl-N-(4,6-dimethylpyridin-2-yl) methioninamide
  参考文献：
  名称：

  Synthesis and hypolipidemic activity of N-pyridinyl borodipeptidylamides

  摘要：

  A series of borodipeptide derivatives 7-9, which contain a 6-amino-2,4-dimethylpyridine moiety, was prepared in 3 steps. They were evaluated as hypolipidemic agents in rodents at 20 mg/kg per day. The methioninamide and phenylalaninamide derivatives were the most potent compounds demonstrating hypocholesterolemic and hypotriglyceridemic activities in rats. After 14 days, the activity of these compounds was superior to that of clofibrate, at a dose of 200 mg/kg per day.

  DOI：

  10.1016/0223-5234(94)90111-2

文献信息

• Synthesis and hypolipidemic activity of N-pyridinyl borodipeptidylamides
  作者：M DUFLOS、S ROBERTPIESSARD、J ROBERT、M ANDRIAMANAMIHAJA、G LEBAUT、B ROBERT、F MAINARD

  DOI：10.1016/0223-5234(94)90111-2

  日期：——

  A series of borodipeptide derivatives 7-9, which contain a 6-amino-2,4-dimethylpyridine moiety, was prepared in 3 steps. They were evaluated as hypolipidemic agents in rodents at 20 mg/kg per day. The methioninamide and phenylalaninamide derivatives were the most potent compounds demonstrating hypocholesterolemic and hypotriglyceridemic activities in rats. After 14 days, the activity of these compounds was superior to that of clofibrate, at a dose of 200 mg/kg per day.