5-(thien-2-yl)-2,4-dihydro-2-ethyl-4-methyl-3H-1,2,4-triazol-3-one | 129521-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(thien-2-yl)-2,4-dihydro-2-ethyl-4-methyl-3H-1,2,4-triazol-3-one
• 英文别名: 5-(2-thienyl)-2,4-dihydro-2-ethyl-4-methyl-3H-1,2,4-triazol-3-one；3H-1,2,4-Triazol-3-one, 2,4-dihydro-2-ethyl-4-methyl-5-(2-thienyl)-；2-ethyl-4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-one
• CAS: 129521-53-5
• 化学式: C₉H₁₁N₃OS
• 分子量: 209.272
• InChiKey: BQJKURVSYAWFBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-(thien-2-yl)-2,4-dihydro-4-methyl-3H-1,2,4-triazol-3-one 、 碘乙烷 生成 5-(thien-2-yl)-2,4-dihydro-2-ethyl-4-methyl-3H-1,2,4-triazol-3-one
  参考文献：
  名称：

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

  摘要：

  DOI：

文献信息

• 2,4-Dihydro-3H-1,2,4-triazol-3-ones as anticonvulsant agents
  作者：John M. Kane、Bruce M. Baron、Mark W. Dudley、Stephen M. Sorensen、Michael A. Staeger、Francis P. Miller

  DOI：10.1021/jm00172a015

  日期：1990.10

  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.
• US5436252A
  申请人：——

  公开号：US5436252A

  公开（公告）日：1995-07-25