3-(3-丁氧基-4-甲氧基苯基)-4-甲基-1H-1,2,4-三唑-5-酮 | 117258-25-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-(3-丁氧基-4-甲氧基苯基)-4-甲基-1H-1,2,4-三唑-5-酮
• 英文名称: 5-<3-(n-butoxy)-4-methoxyphenyl>-4-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one
• 英文别名: 5-[3-(n-butoxy)-4-methoxyphenyl]-2,4-dihydro-4-methyl-3H-1,2,4-triazol-3-one；3H-1,2,4-Triazol-3-one, 2,4-dihydro-5-(3-butoxy-4-methoxyphenyl)-4-methyl-；3-(3-butoxy-4-methoxyphenyl)-4-methyl-1H-1,2,4-triazol-5-one
• CAS: 117258-25-0
• 化学式: C₁₄H₁₉N₃O₃
• 分子量: 277.323
• InChiKey: CYEWSOZUGCJHTR-UHFFFAOYSA-N

物化性质

• 熔点：
  96-98 °C(Solv: ethanol (64-17-5))
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  63.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-丁氧基-4-甲氧基苯基)-4-甲基-1H-1,2,4-三唑-5-酮 、 碘甲烷 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以33%的产率得到5-<3-(n-butoxy)-4-methoxyphenyl>-2,4-dimethyl-2,4-dihydro-3H-1,2,4-triazol-3-one
  参考文献：
  名称：

  2,4-Dihydro-3H-1,2,4-triazol-3-ones as anticonvulsant agents

  摘要：

  A series of 5-aryl-2,4-dihydro-3H-1,2,4-triazol-3-ones was evaluated for anticonvulsant activity. In general the members of this series were prepared by the alkaline cyclization of 1-aroyl-4-alkylsemicarbazides. The resulting 2-unsubstituted 3H-1,2,4-triazol-3-ones were then alkylated, yielding 2,4-dialkyl-3H-1,2,4-triazol-3-ones. Approximately one-third of the compounds examined exhibited activity against both maximal electroshock- and pentylenetetrazole-induced seizures in mice. Receptor-binding studies suggest that this activity was not a consequence of activity at either benzodiazepine or NMDA-type glutamate receptors. From this series, compound 45 was selected for further evaluation where it was also found to be active against 3-mercaptopropionic acid, bicuculline, and quinolinic acid induced seizures in mice. In addition, 45 also protected gerbils from hippocampal neuronal degeneration produced by either hypoxia or intrastriatal quinolinic acid injection.

  DOI：

  10.1021/jm00172a015
• 作为产物：
  描述：

  3-羟基-4-甲氧基苯甲酸甲酯 在 sodium hydroxide 、 potassium carbonate 、 potassium iodide 、 肼 作用下， 以 四氢呋喃 、 甲醇 、 水 、 丙酮 为溶剂， 反应 143.0h， 生成 3-(3-丁氧基-4-甲氧基苯基)-4-甲基-1H-1,2,4-三唑-5-酮
  参考文献：
  名称：

  Huber, Edward W.; Kane, John M., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 1957 - 1961

  摘要：

  DOI：

文献信息

• KANE, JOHN M.;BARON, BRUCE M.;DUDLEY, MARK W.;SORENSEN, STEPHEN M.;STAEGE+, J. MED. CHEM., 33,(1990) N0, C. 2772-2777
  作者：KANE, JOHN M.、BARON, BRUCE M.、DUDLEY, MARK W.、SORENSEN, STEPHEN M.、STAEGE+

  DOI：——

  日期：——
• HUBER, EDWARD W.;KANE, JOHN M., J. HETEROCYCL. CHEM., 27,(1990) N, C. 1957-1961
  作者：HUBER, EDWARD W.、KANE, JOHN M.

  DOI：——

  日期：——
• US5436252A
  申请人：——

  公开号：US5436252A

  公开（公告）日：1995-07-25