5-azido-3-methyl-2(5H)-furanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 5-azido-3-methyl-2(5H)-furanone
• 英文别名: 2-azido-4-methyl-2H-furan-5-one
• 化学式: C₅H₅N₃O₂
• 分子量: 139.114
• InChiKey: VDRROFPWBOKVAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-azido-3-methyl-2(5H)-furanone 、 4-二甲基氨基苯乙炔 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 以66%的产率得到5-{4-[4-(dimethylamino)phenyl]-1H-1,2,3-triazol-1-yl}-3-methylfuran-2(5H)-one
  参考文献：
  名称：

  Triazolide Strigolactone Mimics Influence Root Development in Arabidopsis

  摘要：

  Strigolactones are the most recently recognized class of phytohormones, which are also known to establish plant symbiosis with arbuscular mycorhizal fungi or induce germination of parasitic plants. Their relatively complex structures and low stability urgently calls for simple derivatives with maintained biological function. We have prepared a series of triazolide strigolactone mimics and studied their ability to affect root development of Arabidopsis thaliana. The strigolactone mimics significantly induced root elongation and lateral root formation while resembling the effect of the reference compound GR24.

  DOI：

  10.1021/acs.jnatprod.6b00879
• 作为产物：
  描述：

  3-甲基-2(5H)-呋喃酮 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 5-azido-3-methyl-2(5H)-furanone
  参考文献：
  名称：

  Triazolide Strigolactone Mimics Influence Root Development in Arabidopsis

  摘要：

  Strigolactones are the most recently recognized class of phytohormones, which are also known to establish plant symbiosis with arbuscular mycorhizal fungi or induce germination of parasitic plants. Their relatively complex structures and low stability urgently calls for simple derivatives with maintained biological function. We have prepared a series of triazolide strigolactone mimics and studied their ability to affect root development of Arabidopsis thaliana. The strigolactone mimics significantly induced root elongation and lateral root formation while resembling the effect of the reference compound GR24.

  DOI：

  10.1021/acs.jnatprod.6b00879

文献信息

• Triazolide Strigolactone Mimics Influence Root Development in <i>Arabidopsis</i>
  作者：Marcela Dvorakova、Petr Soudek、Tomas Vanek

  DOI：10.1021/acs.jnatprod.6b00879

  日期：2017.5.26

  Strigolactones are the most recently recognized class of phytohormones, which are also known to establish plant symbiosis with arbuscular mycorhizal fungi or induce germination of parasitic plants. Their relatively complex structures and low stability urgently calls for simple derivatives with maintained biological function. We have prepared a series of triazolide strigolactone mimics and studied their ability to affect root development of Arabidopsis thaliana. The strigolactone mimics significantly induced root elongation and lateral root formation while resembling the effect of the reference compound GR24.