3-ethylsulfanyl-5,6-bis-(4-methoxy-phenyl)-[1,2,4]triazine | 63119-29-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-ethylsulfanyl-5,6-bis-(4-methoxy-phenyl)-[1,2,4]triazine
• 英文别名: 3-ethylthio-5,6-bis(4-methoxyphenyl)-1,2,4-triazine；3-(Ethylsulfanyl)-5,6-bis(4-methoxyphenyl)-1,2,4-triazine；3-ethylsulfanyl-5,6-bis(4-methoxyphenyl)-1,2,4-triazine
• CAS: 63119-29-9
• 化学式: C₁₉H₁₉N₃O₂S
• 分子量: 353.445
• InChiKey: KDZGEJARNFXAGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  82.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  、 5,6-bis(4-methoxyphenyl)-3-ethyl-1,2,4-triazine 、 3-ethylsulfanyl-5,6-bis-(4-methoxy-phenyl)-[1,2,4]triazine 、 3-isopropylsulfanyl-5,6-bis-(4-methoxy-phenyl)-[1,2,4]triazine 、 3-methoxy-5,6-dianisyl-1,2,4-triazine 、 3-ethoxy-5,6-bis-(4-methoxyphenyl)-1,2,4-triazine 、 3-Methyl-5,6-bis(4-ethoxyphenyl)-1,2,4-triazine 、 3-Isopropyl-5,6-bis(4-methoxyphenyl)-1,2,4-triazine 、 、 3-Isopropoxy-5,6-bis(4-methoxyphenyl)-1,2,4-triazine 、 3-n-Propylthio-5,6-bis(4-methoxyphenyl)-1,2,4-triazine 生成 阿尼扎芬
  参考文献：
  名称：

  5,6-Diaryl-1,2,4-triazines as topical antithrombotic agents

  摘要：

  当局部给药时，3-取代-5,6-二芳基-1,2,4-三嗪具有抗血栓作用。

  公开号：

  US04318911A1
• 作为产物：
  描述：

  碘乙烷 、 5,6-bis(4-methoxyphenyl)-1,2,4-triazine-3-thiol 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 3-ethylsulfanyl-5,6-bis-(4-methoxy-phenyl)-[1,2,4]triazine
  参考文献：
  名称：

  Attenuation of NF-κB and activation of Nrf2 signaling by 1,2,4-triazine derivatives, protects neuron-like PC12 cells against apoptosis

  摘要：

  Oxidative stress has been implicated in the etiology of neurodegenerative diseases and aging. Indeed, accumulation of reactive oxygen species, such as hydrogen peroxide, generated by inflammatory cells, leads to oxidative stress, which may contribute to the neuronal degeneration observed in a wide variety of neurodegenerative disorders of the central nervous system, such as Alzheimer's disease. The present study indicates that H(2)O(2)-induced cell death can be inhibited in the presence of 1,2,4-triazine derivatives, as measured by MTT and caspase-3 activity. We further show that these compounds exert their protective effect by up-regulation of hemeoxygenase-1, glutamylcysteine synthetase, glutathione peroxidase and nuclear factor-erythroid 2 p45-related factor 2 (Nrf2), while they inhibit NF-kappaB and decrease lipid peroxidation. It shows that there is a potential cross talk between NF-kappaB and Nrf2, an important cytoprotective transcription factor in the presence of these compounds. Moreover, in order for drugs to be effective in the treatment of neurodegenerative diseases, they must be capable of penetrating the blood-brain barrier, whereas more than 98% of all potential central nervous system drugs don't cross. Using a reliable model based on the artificial neural network indicated that these compounds satisfy this requirement.

  DOI：

  10.1007/s10495-010-0496-6

文献信息

• US4021553A
  申请人：——

  公开号：US4021553A

  公开（公告）日：1977-05-03
• US4190725A
  申请人：——

  公开号：US4190725A

  公开（公告）日：1980-02-26
• US4318911A
  申请人：——

  公开号：US4318911A

  公开（公告）日：1982-03-09
• Attenuation of NF-κB and activation of Nrf2 signaling by 1,2,4-triazine derivatives, protects neuron-like PC12 cells against apoptosis
  作者：Solaleh Khoramian Tusi、Niloufar Ansari、Mohsen Amini、Azim Dehghani Amirabad、Abbas Shafiee、Fariba Khodagholi

  DOI：10.1007/s10495-010-0496-6

  日期：2010.6

  Oxidative stress has been implicated in the etiology of neurodegenerative diseases and aging. Indeed, accumulation of reactive oxygen species, such as hydrogen peroxide, generated by inflammatory cells, leads to oxidative stress, which may contribute to the neuronal degeneration observed in a wide variety of neurodegenerative disorders of the central nervous system, such as Alzheimer's disease. The present study indicates that H(2)O(2)-induced cell death can be inhibited in the presence of 1,2,4-triazine derivatives, as measured by MTT and caspase-3 activity. We further show that these compounds exert their protective effect by up-regulation of hemeoxygenase-1, glutamylcysteine synthetase, glutathione peroxidase and nuclear factor-erythroid 2 p45-related factor 2 (Nrf2), while they inhibit NF-kappaB and decrease lipid peroxidation. It shows that there is a potential cross talk between NF-kappaB and Nrf2, an important cytoprotective transcription factor in the presence of these compounds. Moreover, in order for drugs to be effective in the treatment of neurodegenerative diseases, they must be capable of penetrating the blood-brain barrier, whereas more than 98% of all potential central nervous system drugs don't cross. Using a reliable model based on the artificial neural network indicated that these compounds satisfy this requirement.
• 5,6-Diaryl-1,2,4-triazines as topical antithrombotic agents
  申请人：Eli Lilly and Company

  公开号：US04318911A1

  公开（公告）日：1982-03-09

  3-Substituted-5,6-diaryl-1,2,4-triazines active as antithrombotic agents when administered topically.

  当局部给药时，3-取代-5,6-二芳基-1,2,4-三嗪具有抗血栓作用。