2(5H)-Furanone,3-bromo-5-[(4-chlorophenyl)hydroxymethyl]-4-methoxy- | 873431-69-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2(5H)-Furanone,3-bromo-5-[(4-chlorophenyl)hydroxymethyl]-4-methoxy-
• 英文别名: 3-Bromo-5-[(4-chloro-phenyl)-hydroxy-methyl]-4-methoxy-5H-furan-2-one
• CAS: 873431-69-7
• 化学式: C₁₂H₁₀BrClO₄
• 分子量: 333.566
• InChiKey: RHMKUNAHSBHRJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2(5H)-Furanone,3-bromo-5-[(4-chlorophenyl)hydroxymethyl]-4-methoxy- 在 potassium phosphate 、 四(三苯基膦)钯 、 TEA 、 甲基磺酰氯 、 lithium bromide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.65h， 生成 3-Biphenyl-4-yl-5-[1-(4-chloro-phenyl)-meth-(Z)-ylidene]-4-hydroxy-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：

  5-[(4-Chloro-phenyl)-hydroxy-methyl]-4-methoxy-5H-furan-2-one 在 溴 作用下， 以 乙腈 为溶剂， 生成 2(5H)-Furanone,3-bromo-5-[(4-chlorophenyl)hydroxymethyl]-4-methoxy-
  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