5-methyl-3-(5-nitro-2-thienyl)-5-phenyl-[1,4,2]dioxazole | 1222194-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-methyl-3-(5-nitro-2-thienyl)-5-phenyl-[1,4,2]dioxazole
• 英文别名: 5-Methyl-3-(5-nitrothiophen-2-yl)-5-phenyl-1,4,2-dioxazole
• CAS: 1222194-53-7
• 化学式: C₁₃H₁₀N₂O₄S
• 分子量: 290.299
• InChiKey: KBZFAUKYZWXXPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-nitrothiophene-2-carbaldehyde oxime 、 苯乙酮 在 sodium hypochlorite 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 以43%的产率得到5-methyl-3-(5-nitro-2-thienyl)-5-phenyl-[1,4,2]dioxazole
  参考文献：
  名称：

  New dioxazole derivatives: Synthesis and effects on the growth of Entamoeba histolytica and Giardia intestinalis

  摘要：

  Cyclization of oxime with different aldehydes and ketones under basic condition led to the formation of new dioxazole derivatives and the structure was elucidated by spectral data. The effects of diaoxazoles on the inhibition of growth of Entamoeba histolytica and Giardia intestinalis in vitro have been determined, and selected compounds further investigated for their toxicity. SAR showed that the compounds with 5-nitrothiophene group at the 3-postion of the diaoxazole ring were more active than those with the p-toluene group at the same position. It is interesting to note that the compounds found active against E. histolytica were not found active against G. intestinalis. Toxicity studies showed that the compound 8 and 9 were non-toxic against Vero cell line ATCC CCL-81. (c) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.051

文献信息

• New dioxazole derivatives: Synthesis and effects on the growth of Entamoeba histolytica and Giardia intestinalis
  作者：Iram Irfan、Nongyao Sawangjaroen、Abdul R. Bhat、Amir Azam

  DOI：10.1016/j.ejmech.2009.12.051

  日期：2010.4

  Cyclization of oxime with different aldehydes and ketones under basic condition led to the formation of new dioxazole derivatives and the structure was elucidated by spectral data. The effects of diaoxazoles on the inhibition of growth of Entamoeba histolytica and Giardia intestinalis in vitro have been determined, and selected compounds further investigated for their toxicity. SAR showed that the compounds with 5-nitrothiophene group at the 3-postion of the diaoxazole ring were more active than those with the p-toluene group at the same position. It is interesting to note that the compounds found active against E. histolytica were not found active against G. intestinalis. Toxicity studies showed that the compound 8 and 9 were non-toxic against Vero cell line ATCC CCL-81. (c) 2010 Elsevier Masson SAS. All rights reserved.