2(5H)-Furanone,4-methoxy-3-(1-naphthalenyl)-5-[[3-(trifluoromethyl)phenyl]methylene]-,(5Z)- | 873431-63-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2(5H)-Furanone,4-methoxy-3-(1-naphthalenyl)-5-[[3-(trifluoromethyl)phenyl]methylene]-,(5Z)-
• 英文别名: 4-Methoxy-3-naphthalen-1-yl-5-[1-(3-trifluoromethyl-phenyl)-meth-(Z)-ylidene]-5H-furan-2-one
• CAS: 873431-63-1
• 化学式: C₂₃H₁₅F₃O₃
• 分子量: 396.366
• InChiKey: JRAKUSYLWHQOGS-UYRXBGFRSA-N

物化性质

• 沸点：
  599.7±50.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.81
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2(5H)-Furanone,4-methoxy-3-(1-naphthalenyl)-5-[[3-(trifluoromethyl)phenyl]methylene]-,(5Z)- 在 lithium bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 4-Hydroxy-3-naphthalen-1-yl-5-[1-(3-trifluoromethyl-phenyl)-meth-(Z)-ylidene]-5H-furan-2-one
  参考文献：
  名称：

  Pulvinones as bacterial cell wall biosynthesis inhibitors

  摘要：

  Pulvin ones were synthesized (> 180) in arrays and evaluated as inhibitors of early stage cell wall biosynthesis enzymes MurA-MurD. Several pulvinones inhibited Mur enzymes with IC50's in the 1-10 mu g/mL range and demonstrated antibacterial activity against Gram-positive bacteria including methicillin-resistant Staphyloccus aureus, vancomycin-resistant Enterococcus faecalis, and penicillin-resistant Streptococcus pneumoniae. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.021
• 作为产物：
  描述：

  2-[hydroxy-[3-(trifluoromethyl)phenyl]methyl]-3-methoxy-2H-furan-5-one 在 potassium phosphate 、 四(三苯基膦)钯 、 溴 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 0.08h， 生成 2(5H)-Furanone,4-methoxy-3-(1-naphthalenyl)-5-[[3-(trifluoromethyl)phenyl]methylene]-,(5Z)-
  参考文献：
  名称：

  Pulvinones as bacterial cell wall biosynthesis inhibitors

  摘要：

  Pulvin ones were synthesized (> 180) in arrays and evaluated as inhibitors of early stage cell wall biosynthesis enzymes MurA-MurD. Several pulvinones inhibited Mur enzymes with IC50's in the 1-10 mu g/mL range and demonstrated antibacterial activity against Gram-positive bacteria including methicillin-resistant Staphyloccus aureus, vancomycin-resistant Enterococcus faecalis, and penicillin-resistant Streptococcus pneumoniae. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.021