1-(5-(1,2-Dithiolan-3-yl)pentyl)-4-(3,4-dimethoxyphenyl)-1h-1,2,3-triazole | 948565-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(5-(1,2-Dithiolan-3-yl)pentyl)-4-(3,4-dimethoxyphenyl)-1h-1,2,3-triazole
• 英文别名: 4-(3,4-dimethoxyphenyl)-1-[5-(dithiolan-3-yl)pentyl]triazole
• CAS: 948565-62-6
• 化学式: C₁₈H₂₅N₃O₂S₂
• 分子量: 379.547
• InChiKey: PCAKTPLAXQXLFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  99.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(5-(1,2-Dithiolan-3-yl)pentyl)-4-(3,4-dimethoxyphenyl)-1h-1,2,3-triazole 在 BF₃*S(Me)2 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到1-(5-(1,2-Dithiolan-3-yl)pentyl)-4-(3,4-dihydroxyphenyl)-1h-1,2,3-triazole
  参考文献：
  名称：

  Design and synthesis of 1,2-dithiolane derivatives and evaluation of their neuroprotective activity

  摘要：

  We designed and synthesized new analogues containing 1,2-dithiolane-3-alkyl and protected or free catechol moieties connected through heteroaromatic rings such as triazole, 1,2,4-oxadiazole, 1,3,4-oxadiazole, tetrazole or thiazole in order to explore the influence of the bioisosteric replacement of the amide group on the neuroprotective activity of the lipoic acid/dopamine conjugate. Evaluation of the activity of the new compounds, using glutamate-challenged hippocampal HT22 cells, showed that incorporation of heteroaromatic rings in the alkyl-1,2-dithiolane moieties in conjunction with another antioxidant, in this case catechol, may result in strong neuroprotective activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.036
• 作为产物：
  描述：

  3-(5-azidopentyl)-1,2-dithiolane 、 3,4-二甲氧基苯乙炔 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 以33%的产率得到1-(5-(1,2-Dithiolan-3-yl)pentyl)-4-(3,4-dimethoxyphenyl)-1h-1,2,3-triazole
  参考文献：
  名称：

  Design and synthesis of 1,2-dithiolane derivatives and evaluation of their neuroprotective activity

  摘要：

  We designed and synthesized new analogues containing 1,2-dithiolane-3-alkyl and protected or free catechol moieties connected through heteroaromatic rings such as triazole, 1,2,4-oxadiazole, 1,3,4-oxadiazole, tetrazole or thiazole in order to explore the influence of the bioisosteric replacement of the amide group on the neuroprotective activity of the lipoic acid/dopamine conjugate. Evaluation of the activity of the new compounds, using glutamate-challenged hippocampal HT22 cells, showed that incorporation of heteroaromatic rings in the alkyl-1,2-dithiolane moieties in conjunction with another antioxidant, in this case catechol, may result in strong neuroprotective activity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.036