3-(4-tert-butylphenyl)-[1,2,4]oxadiazole-5-carboxylic acid hydrazide | 261714-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-tert-butylphenyl)-[1,2,4]oxadiazole-5-carboxylic acid hydrazide
• 英文别名: 3-[4-(Tert-butyl)phenyl]-1,2,4-oxadiazole-5-carbohydrazide；3-(4-tert-butylphenyl)-1,2,4-oxadiazole-5-carbohydrazide
• CAS: 261714-64-1
• 化学式: C₁₃H₁₆N₄O₂
• 分子量: 260.296
• InChiKey: VCNKWJYUMPASMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  94
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-tert-butylphenyl)-[1,2,4]oxadiazole-5-carboxylic acid hydrazide 、 3-硝基苯异氢酸酯 以 N,N-二甲基甲酰胺 为溶剂， 以64%的产率得到3-[[3-(4-tert-butylphenyl)-[1,2,4]-oxadiazole-5-carbonyl]amino]-1-(3-nitrophenyl)urea
  参考文献：
  名称：

  Oxadiazole-carbonylaminothioureas as SIRT1 and SIRT2 Inhibitors

  摘要：

  A new inhibitor for human sirtuin type proteins I and 2 (SIRTI and SIRT2) was discovered through virtual database screening in search of new scaffolds. A series of compounds was synthesized based on the hit compound (3-[[3-(4-tert-butylphenyl) 1,2,4-oxadiazole5 -carbonyl I amino] -I - [3-(tri fluoromethy I)phenyl] thiourea). The most potent compound in the series was nearly as potent as the reference compound (6-chloro-2,3,4,9-tetrahydro-IH-carbazole-l-carboxamide).

  DOI：

  10.1021/jm800639h
• 作为产物：
  描述：

  3-(4-tert-butylphenyl)-[1,2,4]oxadiazole-5-carboxylic acid ethyl ester 在 一水合肼 作用下， 以 乙醇 为溶剂， 以81%的产率得到3-(4-tert-butylphenyl)-[1,2,4]oxadiazole-5-carboxylic acid hydrazide
  参考文献：
  名称：

  Oxadiazole-carbonylaminothioureas as SIRT1 and SIRT2 Inhibitors

  摘要：

  A new inhibitor for human sirtuin type proteins I and 2 (SIRTI and SIRT2) was discovered through virtual database screening in search of new scaffolds. A series of compounds was synthesized based on the hit compound (3-[[3-(4-tert-butylphenyl) 1,2,4-oxadiazole5 -carbonyl I amino] -I - [3-(tri fluoromethy I)phenyl] thiourea). The most potent compound in the series was nearly as potent as the reference compound (6-chloro-2,3,4,9-tetrahydro-IH-carbazole-l-carboxamide).

  DOI：

  10.1021/jm800639h