Benzamide,N-[3,6-dihydro-4-(2-methyl-1,3-dioxolan-2-yl)-1(2H)-pyridinyl]- | 104642-85-5

• 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: Benzamide,N-[3,6-dihydro-4-(2-methyl-1,3-dioxolan-2-yl)-1(2H)-pyridinyl]-
• 英文别名: N-[4-(2-Methyl-[1,3]dioxolan-2-yl)-3,6-dihydro-2H-pyridin-1-yl]-benzamide
• CAS: 104642-85-5
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: ZFRUOPRGKDMXEM-UHFFFAOYSA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  50.8
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Benzamide,N-[3,6-dihydro-4-(2-methyl-1,3-dioxolan-2-yl)-1(2H)-pyridinyl]- 在 sodium tetrahydroborate 、 4-甲基苯磺酸吡啶 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 8.0h， 生成 4-(1-hydroxyethyl)-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
• 作为产物：
  描述：

  Benzoic acid [(2E,4Z)-5-(2,4-dinitro-phenylamino)-3-(2-methyl-[1,3]dioxolan-2-yl)-penta-2,4-dien-(E)-ylidene]-hydrazide 在 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 21.0h， 生成 Benzamide,N-[3,6-dihydro-4-(2-methyl-1,3-dioxolan-2-yl)-1(2H)-pyridinyl]-
  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