5-[(6-methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione | 347846-75-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-[(6-methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione
• CAS: 347846-75-7
• 化学式: C₁₃H₁₇N₅OS₂
• 分子量: 323.443
• InChiKey: MSWMCBLTNOJYLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 5-[(6-methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以78%的产率得到3-benzoyl-5-[(6-methyl-2-piperidin-1-yl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of derivatives of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thiones

  摘要：

  Synthesis and results of anti-inflammatory activity in vivo of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thiones and their S-alkyl-, N(3)-acyl- and N(3)-aminomethyl derivatives are described. All the tested compounds possess anti-inflammatory activity comparable to that of acetylsalicylic acid and some derivatives of 5-[(6-methyl-2-piperidin-1-yl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione were found to be much more active than ibuprofen.

  DOI：

  10.1016/j.farmac.2004.05.007
• 作为产物：
  描述：

  methyl (6-methyl-2-piperidin-1-yl-pyrimidin-4-yl)-sulfanylacetate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 5-[(6-methyl-2-piperidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of derivatives of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thiones

  摘要：

  Synthesis and results of anti-inflammatory activity in vivo of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thiones and their S-alkyl-, N(3)-acyl- and N(3)-aminomethyl derivatives are described. All the tested compounds possess anti-inflammatory activity comparable to that of acetylsalicylic acid and some derivatives of 5-[(6-methyl-2-piperidin-1-yl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione were found to be much more active than ibuprofen.

  DOI：

  10.1016/j.farmac.2004.05.007

文献信息

• Synthesis and anti-inflammatory activity of derivatives of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thiones
  作者：Milda Malvina Burbuliene、Virginija Jakubkiene、Giedrute Mekuskiene、Emilija Udrenaite、Romualdas Smicius、Povilas Vainilavicius

  DOI：10.1016/j.farmac.2004.05.007

  日期：2004.10

  Synthesis and results of anti-inflammatory activity in vivo of 5-[(2-disubstitutedamino-6-methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thiones and their S-alkyl-, N(3)-acyl- and N(3)-aminomethyl derivatives are described. All the tested compounds possess anti-inflammatory activity comparable to that of acetylsalicylic acid and some derivatives of 5-[(6-methyl-2-piperidin-1-yl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thione were found to be much more active than ibuprofen.