4-<5-<(dimethylamino)methyl>-1,2,4-oxadiazol-3-yl>-2,6-bis(1,1-dimethylethyl)phenol | 143429-53-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-<5-<(dimethylamino)methyl>-1,2,4-oxadiazol-3-yl>-2,6-bis(1,1-dimethylethyl)phenol
• 英文别名: 2,6-Di-tert-butyl-4-(5-dimethylaminomethyl-[1,2,4]oxadiazol-3-yl)-phenol; hydrochloride；2,6-ditert-butyl-4-[5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl]phenol
• CAS: 143429-53-2
• 化学式: C₁₉H₂₉N₃O₂
• 分子量: 331.458
• InChiKey: AZVDZKISXMORBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  62.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-bis(1,1-dimethylethyl)-4-<(2-methoxyethoxy)methoxy>benzamide oxime 在 三乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 生成 4-<5-<(dimethylamino)methyl>-1,2,4-oxadiazol-3-yl>-2,6-bis(1,1-dimethylethyl)phenol
  参考文献：
  名称：

  Novel 1,2,4-oxadiazoles and 1,2,4-thiadiazoles as dual 5-lipoxygenase and cyclooxygenase inhibitors

  摘要：

  A series of 1,2,4-oxadiazoles and 1,2,4-thiadiazoles containing a 2,6-di-tert-butylphenol substituent were prepared and evaluated as dual inhibitors of 5-lipoxygenase and cyclooxygenase in rat basophilic leukemia (RBL-1) cells. Several of these compounds show oral efficacy in the rat carageenan footpad edema (CFE) and mycobacterium footpad edema (MFE) antiinflammatory models, without concomitant gastric ulceration. Structure-activity relationships are discussed. The best compounds (ID40 values in MFE of 3-8 mg/kg po) contain guanidine-derived substituents on the heterocyclic ring.

  DOI：

  10.1021/jm00098a015