(6R,7R)-3-Acetoxymethyl-7-{[1-(2-hydroxy-4,6-dimethoxy-phenyl)-meth-(E)-ylidene]-amino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 214833-66-6

• 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: (6R,7R)-3-Acetoxymethyl-7-{[1-(2-hydroxy-4,6-dimethoxy-phenyl)-meth-(E)-ylidene]-amino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 英文别名: (6R,7R)-3-(acetyloxymethyl)-7-[(2-hydroxy-4,6-dimethoxyphenyl)methylideneamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS: 214833-66-6
• 化学式: C₁₉H₂₀N₂O₈S
• 分子量: 436.442
• InChiKey: BUQPHZGPMYWKJF-CRAIPNDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (6R,7R)-3-Acetoxymethyl-7-{[1-(2-hydroxy-4,6-dimethoxy-phenyl)-meth-(E)-ylidene]-amino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 在 间氯过氧苯甲酸 作用下， 以 丙酮 为溶剂， 反应 77.0h， 生成
  参考文献：
  名称：

  Synthesis and antimicrobial activity of coumarin 7-substituted cephalosporins and sulfones

  摘要：

  Some coumarin 7-substituted cephalosporins and related sulfones were prepared and an antimicrobial assay was performed. The minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) carried out on cephalosporins showed a potential activity of some of the synthesized compounds against Gram-positive microorganisms. The tests performed on the corresponding sulfones showed no significant activity, neither as antimicrobial agents nor as inhibitors of beta-lactamase. An association of sulfone 6a with ampicillin was observed to inhibit Gram-positive microorganisms with a lower MIC than for ampicillin alone. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00047-0
• 作为产物：
  描述：

  4,6-二甲氧基水杨醛 、 7-氨基头孢烷酸 在 溶剂黄146 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以65%的产率得到(6R,7R)-3-Acetoxymethyl-7-{[1-(2-hydroxy-4,6-dimethoxy-phenyl)-meth-(E)-ylidene]-amino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and antimicrobial activity of coumarin 7-substituted cephalosporins and sulfones

  摘要：

  Some coumarin 7-substituted cephalosporins and related sulfones were prepared and an antimicrobial assay was performed. The minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) carried out on cephalosporins showed a potential activity of some of the synthesized compounds against Gram-positive microorganisms. The tests performed on the corresponding sulfones showed no significant activity, neither as antimicrobial agents nor as inhibitors of beta-lactamase. An association of sulfone 6a with ampicillin was observed to inhibit Gram-positive microorganisms with a lower MIC than for ampicillin alone. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(98)00047-0