1-[2-(benzo[d][1,3]dioxol-5-yl)-5-phenyl-1,3,4-oxadiazol-3(2H)-yl]ethanone | 328560-75-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1-[2-(benzo[d][1,3]dioxol-5-yl)-5-phenyl-1,3,4-oxadiazol-3(2H)-yl]ethanone
• 英文别名: 1-[2-(1,3-benzodioxol-5-yl)-5-phenyl-2H-1,3,4-oxadiazol-3-yl]ethanone
• CAS: 328560-75-4
• 化学式: C₁₇H₁₄N₂O₄
• 分子量: 310.309
• InChiKey: OOMSZAQRGUHORH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  胡椒醛 、 苯甲酰肼 以 甲醇 为溶剂， 反应 5.0h， 生成 1-[2-(benzo[d][1,3]dioxol-5-yl)-5-phenyl-1,3,4-oxadiazol-3(2H)-yl]ethanone
  参考文献：
  名称：

  Antibacterial activity of chalcones, hydrazones and oxadiazoles against methicillin-resistant Staphylococcus aureus

  摘要：

  The increase in antibiotic resistance due to multiple factors has encouraged the search for new compounds which are active against multidrug-resistant pathogens. In this context, chalcones, dihydrochalcones, hydrazones and oxadiazoles were tested against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus (MRSA) isolates, which were obtained from clinical laboratories and were characterized as MRSA using traditional and molecular methods. Among 65 tested compounds, two chalcones, one dihydrochalcone and two hydrazones were active against MRSA. Based on the minimal inhibitory concentration and cytotoxicity, hydrazones provided a better selectivity index than chalcones. Active hydrazones are promising antibiotic-like substances and they should be the subject of further microbiological studies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.059

文献信息

• Antibacterial activity of chalcones, hydrazones and oxadiazoles against methicillin-resistant Staphylococcus aureus
  作者：Thaís Moreira Osório、Franco Delle Monache、Louise Domeneghini Chiaradia、Alessandra Mascarello、Taisa Regina Stumpf、Carlos Roberto Zanetti、Douglas Bardini Silveira、Célia Regina Monte Barardi、Elza de Fatima Albino Smânia、Aline Viancelli、Lucas Ariel Totaro Garcia、Rosendo Augusto Yunes、Ricardo José Nunes、Artur Smânia

  DOI：10.1016/j.bmcl.2011.11.059

  日期：2012.1

  The increase in antibiotic resistance due to multiple factors has encouraged the search for new compounds which are active against multidrug-resistant pathogens. In this context, chalcones, dihydrochalcones, hydrazones and oxadiazoles were tested against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus (MRSA) isolates, which were obtained from clinical laboratories and were characterized as MRSA using traditional and molecular methods. Among 65 tested compounds, two chalcones, one dihydrochalcone and two hydrazones were active against MRSA. Based on the minimal inhibitory concentration and cytotoxicity, hydrazones provided a better selectivity index than chalcones. Active hydrazones are promising antibiotic-like substances and they should be the subject of further microbiological studies. (C) 2011 Elsevier Ltd. All rights reserved.