4-(5-chloro-1,2,4-oxadiazol-3-yl)-2,6-bis(1,1-dimethylethyl)phenol | 143429-85-0

• 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-chloro-1,2,4-oxadiazol-3-yl)-2,6-bis(1,1-dimethylethyl)phenol
• 英文别名: 2,6-Ditert-butyl-4-(5-chloro-1,2,4-oxadiazol-3-yl)phenol
• CAS: 143429-85-0
• 化学式: C₁₆H₂₁ClN₂O₂
• 分子量: 308.808
• InChiKey: JUXWIFUKJGKELA-UHFFFAOYSA-N

物化性质

• 沸点：
  391.7±52.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(5-chloro-1,2,4-oxadiazol-3-yl)-2,6-bis(1,1-dimethylethyl)phenol 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 3-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-4H-[1,2,4]oxadiazole-5-thione
  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
• 作为产物：
  描述：

  3-<3,5-bis(1,1-dimethylethyl)-4-<(2-methoxyethoxy)methoxy>phenyl>-1,2,4-oxadiazol-5-(4H)-one 在 吡啶 、 三氯氧磷 作用下， 反应 20.0h， 以18%的产率得到4-(5-chloro-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