3-acetyl-2-(3,4-dihydroxyphenyl)-5-[3-(6-methylpyridinyl)]-2,3-dihydro-[1,3,4]-oxadiazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-acetyl-2-(3,4-dihydroxyphenyl)-5-[3-(6-methylpyridinyl)]-2,3-dihydro-[1,3,4]-oxadiazole
• 英文别名: 1-[2-(3,4-dihydroxyphenyl)-5-(6-methylpyridin-3-yl)-2H-1,3,4-oxadiazol-3-yl]ethanone
• 化学式: C₁₆H₁₅N₃O₄
• 分子量: 313.313
• InChiKey: JDBLEHLSUMJMCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-乙基-2-甲基-吡啶 在 硫酸 、 硝酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 3-acetyl-2-(3,4-dihydroxyphenyl)-5-[3-(6-methylpyridinyl)]-2,3-dihydro-[1,3,4]-oxadiazole
  参考文献：
  名称：

  Synthesis, characterization and molecular docking studies of some new 1,3,4-oxadiazolines bearing 6-methylpyridine moiety for antimicrobial property

  摘要：

  A new series of 3-acetyl-2-aryl-2H/methy1-5[3-(6-methylpyridinyl)]-2,3-dihydro-[1,3,4]-oxadiazole derivatives were synthesized from 6-methyl nicotinate through a multistep reaction sequence. The structures of newly synthesized compounds were established on the basis of elemental analysis, IR, H-1 NMR, C-13 NMR and mass spectral data. Three dimensional structure of the compound 5f was further confirmed by single crystal X-ray analysis. All the synthesized compounds were screened for their antimicrobial activity and antioxidant activity. The final compounds were subjected to molecular docking studies for the inhibition of enzyme L-glutamine: D-fructose-6-phosphate amidotransferase [GlcN-6-P] (EC 2.6.1.16). The in silico molecular docking results are matching with the in vitro studies and they may be considered as good inhibitor of GlcN-6-P synthase.6-methylpyridine. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.07.019

文献信息

• Synthesis, characterization and molecular docking studies of some new 1,3,4-oxadiazolines bearing 6-methylpyridine moiety for antimicrobial property
  作者：P.C. Shyma、Balakrishna Kalluraya、S.K. Peethambar、Sandeep Telkar、T. Arulmoli

  DOI：10.1016/j.ejmech.2013.07.019

  日期：2013.10

  A new series of 3-acetyl-2-aryl-2H/methy1-5[3-(6-methylpyridinyl)]-2,3-dihydro-[1,3,4]-oxadiazole derivatives were synthesized from 6-methyl nicotinate through a multistep reaction sequence. The structures of newly synthesized compounds were established on the basis of elemental analysis, IR, H-1 NMR, C-13 NMR and mass spectral data. Three dimensional structure of the compound 5f was further confirmed by single crystal X-ray analysis. All the synthesized compounds were screened for their antimicrobial activity and antioxidant activity. The final compounds were subjected to molecular docking studies for the inhibition of enzyme L-glutamine: D-fructose-6-phosphate amidotransferase [GlcN-6-P] (EC 2.6.1.16). The in silico molecular docking results are matching with the in vitro studies and they may be considered as good inhibitor of GlcN-6-P synthase.6-methylpyridine. (C) 2013 Elsevier Masson SAS. All rights reserved.