5-(furan-2-yl)-5-methyl-3-((E)-2,6-dimethylhepta-1,5-dienyl)-1,4,2-dioxazole | 1334592-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 5-(furan-2-yl)-5-methyl-3-((E)-2,6-dimethylhepta-1,5-dienyl)-1,4,2-dioxazole
• 英文别名: 3-[(1E)-2,6-dimethylhepta-1,5-dienyl]-5-(furan-2-yl)-5-methyl-1,4,2-dioxazole
• CAS: 1334592-28-7
• 化学式: C₁₆H₂₁NO₃
• 分子量: 275.348
• InChiKey: SGVBERBDQKMVLJ-ACCUITESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  44
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-3,7-二甲基-2,6-辛二烯醛 在 sodium hypochlorite 、 盐酸羟胺 、 碳酸氢钠 、 三乙胺 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 2.0h， 生成 5-(furan-2-yl)-5-methyl-3-((E)-2,6-dimethylhepta-1,5-dienyl)-1,4,2-dioxazole
  参考文献：
  名称：

  Novel terpene based 1,4,2-dioxazoles: Synthesis, characterization, molecular properties and screening against Entamoeba histolytica

  摘要：

  In present investigation a series of 20 dioxazole analogues (1-20) were synthesized, characterized and subjected to molecular properties prediction, anti-amoebic screening and cytotoxicity evaluation. Out of the twenty compounds viz. 3,5-substituted-1,4,2-dioxazoles, six compounds have shown IC50 values in the range (1.00-1.10 mu M) lower than the standard drug metronidazole (IC50 = 1.45 mu M). The toxicological studies of the active compounds on H9c2 rat cardiac myoblasts showed that all compounds were nontoxic. The pKa, and log P values have also been predicted. Compound 8 showed the most promising results based on anti-amoebic evaluation, cytotoxicity studies and physico-chemical properties prediction. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.06.005

文献信息

• Novel terpene based 1,4,2-dioxazoles: Synthesis, characterization, molecular properties and screening against Entamoeba histolytica
  作者：Mohmmad Younus Wani、Fareeda Athar、Attar Salauddin、Subhash Mohan Agarwal、Amir Azam、Inho Choi、Abdul Roouf Bhat

  DOI：10.1016/j.ejmech.2011.06.005

  日期：2011.9

  In present investigation a series of 20 dioxazole analogues (1-20) were synthesized, characterized and subjected to molecular properties prediction, anti-amoebic screening and cytotoxicity evaluation. Out of the twenty compounds viz. 3,5-substituted-1,4,2-dioxazoles, six compounds have shown IC50 values in the range (1.00-1.10 mu M) lower than the standard drug metronidazole (IC50 = 1.45 mu M). The toxicological studies of the active compounds on H9c2 rat cardiac myoblasts showed that all compounds were nontoxic. The pKa, and log P values have also been predicted. Compound 8 showed the most promising results based on anti-amoebic evaluation, cytotoxicity studies and physico-chemical properties prediction. (C) 2011 Elsevier Masson SAS. All rights reserved.