1-(4-chlorophenyl)-3-ethyl-4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-3-ium trifluoromethanesulfonate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-chlorophenyl)-3-ethyl-4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-3-ium trifluoromethanesulfonate
• 英文别名: 1-(4-Chlorophenyl)-3-ethylbenzo[f]benzotriazol-3-ium-4,9-dione;trifluoromethanesulfonate；1-(4-chlorophenyl)-3-ethylbenzo[f]benzotriazol-3-ium-4,9-dione;trifluoromethanesulfonate
• 化学式: CF₃O₃S*C₁₈H₁₃ClN₃O₂
• 分子量: 487.844
• InChiKey: UZMYXJICRJBGEC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  三氟甲烷磺酸乙酯 、 1-(4-chlorophenyl)-1H-naphtho[2,3-d][1,2,3]triazole-4,9-dione 以 甲苯 为溶剂， 以92%的产率得到1-(4-chlorophenyl)-3-ethyl-4,9-dioxo-4,9-dihydro-1H-naphtho[2,3-d][1,2,3]triazol-3-ium trifluoromethanesulfonate
  参考文献：
  名称：

  Tuning the biological activity of cationic anthraquinone analogues specifically toward Staphylococcus aureus

  摘要：

  Development of new antibacterial agents against drug resistant bacteria is an imminent task, especially against methicillin-resistant Staphylococcus aureus (MRSA). While MRSA can still be treated with broad spectrum antibiotics, the use of which often leads to the disruption of normal microbial flora leading to Clostridium difficile infection (CDI). Herein, a new class of antibacterial agent, cationic anthraquinone analogues specifically against MRSA, has been developed. Through the variation and optimization of substituents, these agents are selective toward MRSA, and not Gram negative bacteria which may avoid the problem of CDI. In addition, newly discovered lead compounds also show significantly reduced cytotoxicity against normal mammalian cells than cancerous cells. This interesting finding can alleviate the toxicity and side effect problems often associate with the use of antibiotics. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.08.018

文献信息

• Tuning the biological activity of cationic anthraquinone analogues specifically toward Staphylococcus aureus
  作者：Yagya Prasad Subedi、Madher N. Alfindee、Jaya P. Shrestha、Cheng-Wei Tom Chang

  DOI：10.1016/j.ejmech.2018.08.018

  日期：2018.9

  Development of new antibacterial agents against drug resistant bacteria is an imminent task, especially against methicillin-resistant Staphylococcus aureus (MRSA). While MRSA can still be treated with broad spectrum antibiotics, the use of which often leads to the disruption of normal microbial flora leading to Clostridium difficile infection (CDI). Herein, a new class of antibacterial agent, cationic anthraquinone analogues specifically against MRSA, has been developed. Through the variation and optimization of substituents, these agents are selective toward MRSA, and not Gram negative bacteria which may avoid the problem of CDI. In addition, newly discovered lead compounds also show significantly reduced cytotoxicity against normal mammalian cells than cancerous cells. This interesting finding can alleviate the toxicity and side effect problems often associate with the use of antibiotics. (C) 2018 Elsevier Masson SAS. All rights reserved.