4,5-diphenyl-2,3-dihydroselenophene | 1286634-49-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4,5-diphenyl-2,3-dihydroselenophene
• CAS: 1286634-49-8
• 化学式: C₁₆H₁₄Se
• 分子量: 285.247
• InChiKey: ZTWBAUPQTBBBRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.08
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4,5-diphenyl-2,3-dihydroselenophene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 以86%的产率得到2,3-diphenylselenophene
  参考文献：
  名称：

  The potential antioxidant activity of 2,3-dihydroselenophene, a prototype drug of 4-aryl-2,3-dihydroselenophenes

  摘要：

  Here we present our results in palladium cross-coupling reaction of aryl boronic acids with 4-iodo-2, 3-dihydroselenophene derivatives. The cross-coupled products were obtained in satisfactory yields. A dehydrogenation of 4,5-diphenyl-2,3-dihydroselenophene was activated by DDQ and the 2,3-diarylselenophene was obtained in good yield. Regarding the antioxidant activity, the selenophene derivative 3a was effective in counteracting lipid and protein oxidation as well as scavenging ABTS radical. The findings of the present study indicate that 3a is a prototype for future drug development programs to treat disorders mediated by reactive oxygen species. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.005
• 作为产物：
  描述：

  butyl(4-phenylbut-3-ynyl)selane 在 四(三苯基膦)钯 、 碘 、 potassium carbonate 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 4,5-diphenyl-2,3-dihydroselenophene
  参考文献：
  名称：

  The potential antioxidant activity of 2,3-dihydroselenophene, a prototype drug of 4-aryl-2,3-dihydroselenophenes

  摘要：

  Here we present our results in palladium cross-coupling reaction of aryl boronic acids with 4-iodo-2, 3-dihydroselenophene derivatives. The cross-coupled products were obtained in satisfactory yields. A dehydrogenation of 4,5-diphenyl-2,3-dihydroselenophene was activated by DDQ and the 2,3-diarylselenophene was obtained in good yield. Regarding the antioxidant activity, the selenophene derivative 3a was effective in counteracting lipid and protein oxidation as well as scavenging ABTS radical. The findings of the present study indicate that 3a is a prototype for future drug development programs to treat disorders mediated by reactive oxygen species. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.005

文献信息

• The potential antioxidant activity of 2,3-dihydroselenophene, a prototype drug of 4-aryl-2,3-dihydroselenophenes
  作者：Ricardo F. Schumacher、Alisson R. Rosário、Ana C.G. Souza、Carmine I. Acker、Cristina W. Nogueira、Gilson Zeni

  DOI：10.1016/j.bmc.2011.01.005

  日期：2011.2

  Here we present our results in palladium cross-coupling reaction of aryl boronic acids with 4-iodo-2, 3-dihydroselenophene derivatives. The cross-coupled products were obtained in satisfactory yields. A dehydrogenation of 4,5-diphenyl-2,3-dihydroselenophene was activated by DDQ and the 2,3-diarylselenophene was obtained in good yield. Regarding the antioxidant activity, the selenophene derivative 3a was effective in counteracting lipid and protein oxidation as well as scavenging ABTS radical. The findings of the present study indicate that 3a is a prototype for future drug development programs to treat disorders mediated by reactive oxygen species. (C) 2011 Elsevier Ltd. All rights reserved.