4-(2-carboxyethyl)-N-(3,6-dihydro-1(2H)-pyridinyl)benzamide | 104642-86-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2-carboxyethyl)-N-(3,6-dihydro-1(2H)-pyridinyl)benzamide
• 英文别名: 3-(1-benzamido-3,6-dihydro-2H-pyridin-4-yl)propanoic acid
• CAS: 104642-86-6
• 化学式: C₁₅H₁₈N₂O₃
• 分子量: 274.32
• InChiKey: MBVHACNWERXQKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (Z)-N-[4-(3-methoxy-3-oxopropyl)pyridin-1-ium-1-yl]benzenecarboximidate 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 13.0h， 生成 4-(2-carboxyethyl)-N-(3,6-dihydro-1(2H)-pyridinyl)benzamide
  参考文献：
  名称：

  Synthesis of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides with hyperglycemic-hypoglycemic activity

  摘要：

  A group of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides 7 were synthesized to determine the effect that the position and physicochemical properties of substituents attached to the heterocyclic ring have on blood glucose levels. 5-Methyl-N-(3,6-dihydro-1(2H)-pyridinyl)benzamide 7b was the most active hyperglycemic agent, elevating blood glucose 124% and 116% at 2 and 4 h, respectively, after a 100 mg/kg po dose. The most active hypoglycemic agent was the 4-acetyl analogue 7o, which was about 50% as active as chlorpropamide, lowering blood glucose 19% at 4 h after a 100 mg/kg po dose. A correlation between blood glucose levels and the partition coefficient P was not observed.

  DOI：

  10.1021/jm00384a018

文献信息

• YEUNG J. M.; KNAUS E. E., J. MED. CHEM., 30,(1987) N 1, 104-108
  作者：YEUNG J. M.、 KNAUS E. E.

  DOI：——

  日期：——
• Synthesis of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides with hyperglycemic-hypoglycemic activity
  作者：Jupita M. Yeung、Edward E. Knaus

  DOI：10.1021/jm00384a018

  日期：1987.1

  A group of N-(3,6-dihydro-1(2H)-pyridinyl)benzamides 7 were synthesized to determine the effect that the position and physicochemical properties of substituents attached to the heterocyclic ring have on blood glucose levels. 5-Methyl-N-(3,6-dihydro-1(2H)-pyridinyl)benzamide 7b was the most active hyperglycemic agent, elevating blood glucose 124% and 116% at 2 and 4 h, respectively, after a 100 mg/kg po dose. The most active hypoglycemic agent was the 4-acetyl analogue 7o, which was about 50% as active as chlorpropamide, lowering blood glucose 19% at 4 h after a 100 mg/kg po dose. A correlation between blood glucose levels and the partition coefficient P was not observed.