nalidixic acid-orcinol(1:1) | 1393938-42-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: nalidixic acid-orcinol(1:1)
• CAS: 1393938-42-5
• 化学式: C₇H₈O₂*C₁₂H₁₂N₂O₃
• 分子量: 356.378
• InChiKey: UDPCTAVYGDTEIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  112.65
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  3,5-二羟基甲苯 、 萘啶酸 以 乙醇 为溶剂， 反应 1.0h， 生成 nalidixic acid-orcinol(1:1)
  参考文献：
  名称：

  Polymorphs and Cocrystals of Nalidixic Acid

  摘要：

  Only one X-ray crystal structure of the parent quinolone antibiotic nalidixic acid is known in the published and patent literature. A systematic search for new solid-state forms of the drug yielded two polymorphs (forms II and III) and six cocrystals with resorcinol, catechol, hydroquinone, pyrogallol, orcinol, and phloroglucinol. Of these, X-ray crystal structures were determined for polymorph II and cocrystals with resorcinol, catechol, hydroquinone, and pyrogallol, whereas the remaining solid forms were identified by their unique powder X-ray diffraction patterns. Nalidixic acid is intramolecularly O-H center dot center dot center dot O hydrogen bonded in a six-member ring, and its molecular dimers are assembled via C-H center dot center dot center dot O synthon. The OH donors on phenolic coformers H bond with the a-keto acid moiety of the drug as connectors and spacers. Intermolecular drug drug C-H center dot center dot center dot O interactions in polymorphs are replaced by strong drug-coformer O-H center dot center dot center dot O hydrogen bonds in cocrystals.

  DOI：

  10.1021/cg300895c