5-(3-chlorophenyl)-4-(4-methylphenyl)-2-(morpholin-4-ylmethyl)-2,4-dihydro-3H-1,2, 4-triazole-3-thione | 1349172-89-9

• 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-(3-chlorophenyl)-4-(4-methylphenyl)-2-(morpholin-4-ylmethyl)-2,4-dihydro-3H-1,2, 4-triazole-3-thione
• 英文别名: 5-(3-chlorophenyl)-4-(4-methylphenyl)-2-(morpholin-4-ylmethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione；5-(3-Chlorophenyl)-4-(4-methylphenyl)-2-(morpholin-4-ylmethyl)-1,2,4-triazole-3-thione；5-(3-chlorophenyl)-4-(4-methylphenyl)-2-(morpholin-4-ylmethyl)-1,2,4-triazole-3-thione
• CAS: 1349172-89-9
• 化学式: C₂₀H₂₁ClN₄OS
• 分子量: 400.932
• InChiKey: SAEKVNSOEFCSLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氯苯甲酰肼 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.08h， 生成 5-(3-chlorophenyl)-4-(4-methylphenyl)-2-(morpholin-4-ylmethyl)-2,4-dihydro-3H-1,2, 4-triazole-3-thione
  参考文献：
  名称：

  Studies on the Anticonvulsant Activity and Influence on GABA-ergic Neurotransmission of 1,2,4-Triazole-3-thione- Based Compounds

  摘要：

  本研究测试了几种 1,2,4-三唑-3-硫酮衍生物对小鼠最大电休克诱发癫痫发作的抗惊厥活性。所有活性化合物的特点都是起效迅速、作用持久。结构-活性观察结果表明，当 1,2,4-三唑核上连接的苯基环中至少有一个在对位上具有取代基时，化合物具有抗惊厥活性的几率要高得多。此外，研究结果还让我们得出结论：尽管洛雷克唑（第二代抗惊厥药物）和标题化合物的结构相似，但它们的抗惊厥活性是通过完全不同的分子机制实现的。

  DOI：

  10.3390/molecules190811279

文献信息

• Synthesis and antibacterial activity of some novel N2-hydroxymethyl and N2-aminomethyl derivatives of 4-aryl-5-(3-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  作者：Tomasz Plech、Monika Wujec、Barbara Kaproń、Urszula Kosikowska、Anna Malm

  DOI：10.1002/hc.20737

  日期：2011.11

  In this investigation, several novel N2-hydroxymethyl and N2-aminomethyl derivatives of 5-(3-chlorophenyl)-4-(4-methylphenyl)-2,4-dihydro- 3H-1,2,4-triazole-3-thione and 4-(4-bromophenyl)- 5-(3-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3- thione were prepared. All synthesized compounds were screened for their antibacterial activity against six Gram-positive and four Gram-negative bacterial strains

  在这项研究中，5-(3-氯苯基)-4-(4-甲基苯基)-2,4-二氢-3H-1,2,4-三唑-3-硫酮的几种新型 N2-羟甲基和 N2-氨基甲基衍生物制备4-(4-溴苯基)-5-(3-氯苯基)-2,4-二氢-3H-1,2,4-三唑-3-硫酮。筛选了所有合成化合物对六种革兰氏阳性和四种革兰氏阴性细菌菌株的抗菌活性。© 2011 Wiley Periodicals, Inc. 杂原子化学 22:737–743, 2011; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20737
• Studies on the Anticonvulsant Activity and Influence on GABA-ergic Neurotransmission of 1,2,4-Triazole-3-thione- Based Compounds
  作者：Tomasz Plech、Barbara Kaproń、Jarogniew Łuszczki、Monika Wujec、Agata Paneth、Agata Siwek、Marcin Kołaczkowski、Maria Żołnierek、Gabriel Nowak

  DOI：10.3390/molecules190811279

  日期：——

  The anticonvulsant activity of several 1,2,4-triazole-3-thione derivatives on mouse maximal electroshock-induced seizures was tested in this study. Characteristic features of all active compounds were rapid onset of action and long lasting effect. Structure-activity observations showed that the probability of obtaining compounds exerting anticonvulsant activity was much higher when at least one of the phenyl rings attached to 1,2,4-triazole nucleus had a substituent at the para position. The obtained results, moreover, permit us to conclude that despite the structural similarity of loreclezole (second-generation anticonvulsant drug) and the titled compounds, their anticonvulsant activity is achieved via completely different molecular mechanisms.

  本研究测试了几种 1,2,4-三唑-3-硫酮衍生物对小鼠最大电休克诱发癫痫发作的抗惊厥活性。所有活性化合物的特点都是起效迅速、作用持久。结构-活性观察结果表明，当 1,2,4-三唑核上连接的苯基环中至少有一个在对位上具有取代基时，化合物具有抗惊厥活性的几率要高得多。此外，研究结果还让我们得出结论：尽管洛雷克唑（第二代抗惊厥药物）和标题化合物的结构相似，但它们的抗惊厥活性是通过完全不同的分子机制实现的。