2-(3,5-dimethoxyphenyl)-5-(2-methoxyphenyl)-1,3,4-oxadiazole

• 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: 2-(3,5-dimethoxyphenyl)-5-(2-methoxyphenyl)-1,3,4-oxadiazole
• 化学式: C₁₇H₁₆N₂O₄
• 分子量: 312.325
• InChiKey: MGKFRNPYPRYADP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-甲氧基苯甲酸甲酯 在 碘苯二乙酸 、 diazenium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 2-(3,5-dimethoxyphenyl)-5-(2-methoxyphenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis of 2-(2-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole derivatives and evaluation of their antiglycation potential

  摘要：

  In the search of potent antidiabetic drug, we synthesized 1-25 2-(2-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole derivatives. First, we synthesized 2-methoxybenzohydrazide from methyl 2-methoxybenzoate which was treated with different arylaldehydes to afford 1-25 compounds. The synthesized compounds were evaluated for antiglycation activity. We found that 1-6 and 8 showed potent activity ranging from 160.2 to 290.17 A mu M better than standard drug rutin (IC50 = 295.09 +/- A 1.04 A mu M). All the synthesized compounds were characterized by different spectroscopy methods. These compounds can further be studied to develop lead antidiabetic compounds.

  DOI：

  10.1007/s00044-015-1476-8

文献信息

• Synthesis of 2-(2-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole derivatives and evaluation of their antiglycation potential
  作者：Muhammad Taha、Nor Hadiani Ismail、Waqas Jamil、Syahrul Imran、Fazal Rahim、Syed Muhammad Kashif、Mohd Zulkefeli

  DOI：10.1007/s00044-015-1476-8

  日期：2016.2

  In the search of potent antidiabetic drug, we synthesized 1-25 2-(2-methoxyphenyl)-5-phenyl-1,3,4-oxadiazole derivatives. First, we synthesized 2-methoxybenzohydrazide from methyl 2-methoxybenzoate which was treated with different arylaldehydes to afford 1-25 compounds. The synthesized compounds were evaluated for antiglycation activity. We found that 1-6 and 8 showed potent activity ranging from 160.2 to 290.17 A mu M better than standard drug rutin (IC50 = 295.09 +/- A 1.04 A mu M). All the synthesized compounds were characterized by different spectroscopy methods. These compounds can further be studied to develop lead antidiabetic compounds.