N-(5-bromopyrimidin-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamide | 368839-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(5-bromopyrimidin-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamide
• 英文别名: N-(5-bromopyrimidin-2-yl)-4-hydroxy-2-oxo-1H-quinoline-3-carboxamide
• CAS: 368839-39-8
• 化学式: C₁₄H₉BrN₄O₃
• 分子量: 361.154
• InChiKey: GNUNBPHYIZLKGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-5-溴嘧啶 、 2,4-二羟基喹啉-3-甲酸乙酯 以90%的产率得到N-(5-bromopyrimidin-2-yl)-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamide
  参考文献：
  名称：

  4-Hydroxy-2-quinolones. 154*. Pyrimidin- 2-ylamides of 1-r-4-hydroxy-2-oxo-1,2-dihydro- quinoline-3-carboxylic acids. synthesis, structure, and properties

  摘要：

  The synthesis of a series of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids pyrimidin-2-ylamides has been carried out with the aim of subsequent microbiological investigation. In acetic acid it was found that these compounds are brominated by 1 equivalent of bromine at position 5 of the pyrimidine ring. The only exception is the 1-allyl derivative which undergoes heterocyclization under these conditions to give 2-bromomethyl-5-oxo-1,2-dihydro-5H-oxazolo[3,2-a]quinoline-4-carboxylic acid pyrimidin-2-ylamide. The results of a study of the antitubercular activity of the synthesized compounds are presented.

  DOI：

  10.1007/s10593-009-0297-4

文献信息

• INHIBITORS OF UNDECAPRENYL PYROPHOSPHATE SYNTHASE
  申请人：Hurley Timothy Brian

  公开号：US20090325948A1

  公开（公告）日：2009-12-31

  The present invention relates to compounds that are selective and/or potent inhibitors of UPPS. In addition to compounds which inhibit UPPS, the invention also provides pharmaceutical compositions comprising these compounds and methods of using these compounds for treating bacterial disease, such as bacterial infection.

  本发明涉及选择性和/或有效抑制UPPS的化合物。除了抑制UPPS的化合物外，本发明还提供包含这些化合物的药物组合物以及使用这些化合物治疗细菌性疾病，如细菌感染的方法。