6β-<(R)-2-(6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxamido)-2-phenylacetamido>penicillanic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6β-<(R)-2-(6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxamido)-2-phenylacetamido>penicillanic acid
• 英文别名: (2S,5R,6R)-6-[[(2R)-2-[(6-fluoro-4-oxo-1H-quinoline-3-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 化学式: C₂₆H₂₃FN₄O₆S
• 分子量: 538.556
• InChiKey: AAAZMUQYZMURFJ-NYCQLSGJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  170
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  氨苄西林 、 6-氟-4-羟基喹啉-3-羧酸 在 1-羟基苯并三唑 、 三乙胺 作用下， 生成 6β-<(R)-2-(6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxamido)-2-phenylacetamido>penicillanic acid
  参考文献：
  名称：

  Synthesis and antipseudomonal activity of fluoroquinolonyl-penicillin derivatives

  摘要：

  A series of ampicillin and amoxicillin derivatives containing an N-1-substituted-(6-fluoro-1,4-dihydro-4-oxoqinolin-3-yl) carbonyl moiety at the a-amino group were prepared and their antibacterial activities were evaluated. These derivatives displayed a broad spectrum of antibacterial activity against Gram-(+) and Gram-(-) bacteria. In comparison with the original antibiotics, some of the derivatives were more active against Pseudomonas aeruginosa strains. However, their antibacterial activities decrease when N-1 substitution was replaced with alkyl substituents. Interestingly, several products induced filamentation in three strains of P. aeruginosa. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80058-0