(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-ethoxyimino]-acetylamino}-3-[(3,4-dihydroxy-benzoylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 119734-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-ethoxyimino]-acetylamino}-3-[(3,4-dihydroxy-benzoylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 英文别名: (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-ethoxyiminoacetyl]amino]-3-[[(3,4-dihydroxybenzoyl)amino]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS: 119734-66-6
• 化学式: C₂₂H₂₂N₆O₈S₂
• 分子量: 562.584
• InChiKey: UCOFRMOOSAAXEK-VLVNJEAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  270
• 氢给体数：
  6
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  3,4-(diacetyloxy)benzoyl chloride 在 氨 、 三乙胺 作用下， 以 甲醇 、 水 为溶剂， 生成 (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-ethoxyimino]-acetylamino}-3-[(3,4-dihydroxy-benzoylamino)-methyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationships of cephalosporins with C-3' catechol-containing residues

  摘要：

  Cephalosporins with new catechol substituents at C-3' have been synthesized, including novel compounds with C-3' carbon-carbon bonds. Many of these compounds have high potency against Gram-negative bacteria, in particular against resistant strains like Pseudomonas aeruginosa. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-3' catechol and also in terms of steric and conformational factors of the C-3' substituent. The best overall properties were found in compounds with a bulky and/or conformationally restricted acidic C-3' catechol.

  DOI：

  10.1021/jm00092a014