(2R)-N-hydroxy-4-{4-[4-(2-methoxypyrimidin-5-yl)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)butanamide | 1312477-65-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (2R)-N-hydroxy-4-{4-[4-(2-methoxypyrimidin-5-yl)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)butanamide
• 英文别名: (2R)-N-hydroxy-4-[4-[4-(2-methoxypyrimidin-5-yl)phenyl]-2-oxopyridin-1-yl]-2-methyl-2-methylsulfonylbutanamide
• CAS: 1312477-65-8
• 化学式: C₂₂H₂₄N₄O₆S
• 分子量: 472.522
• InChiKey: VVVLBARMEUTTSK-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-甲氧基-5-嘧啶硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 、 4-甲基苯磺酸吡啶 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 16.0h， 生成 (2R)-N-hydroxy-4-{4-[4-(2-methoxypyrimidin-5-yl)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)butanamide
  参考文献：
  名称：

  Pyridone Methylsulfone Hydroxamate LpxC Inhibitors for the Treatment of Serious Gram-Negative Infections

  摘要：

  The synthesis and biological activity of a new series of LpxC inhibitors represented by pyridone methylsulfone hydroxamate 2a is presented. Members of this series have improved solubility and free fraction when compared to compounds in the previously described biphenyl methylsulfone hydroxamate series, and they maintain superior Gram-negative antibacterial activity to comparator agents.

  DOI：

  10.1021/jm2014875

文献信息

• N-Link Hydroxamic Acid Derivatives Useful As Antibacterial Agents
  申请人：Pfizer Inc.

  公开号：US20140128363A1

  公开（公告）日：2014-05-08

  The present invention is directed to a new class of hydroxamic acid derivatives, their use as LpxC inhibitors, and more specifically their use to treat bacterial infections.

  本发明涉及一种新的羟肟酸衍生物类，其用作LpxC抑制剂，更具体地用于治疗细菌感染。
• N-LINKED HYDROXAMIC ACID DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS
  申请人：Pfizer Inc.

  公开号：EP2512474B1

  公开（公告）日：2014-11-05
• US8846933B2
  申请人：——

  公开号：US8846933B2

  公开（公告）日：2014-09-30
• Pyridone Methylsulfone Hydroxamate LpxC Inhibitors for the Treatment of Serious Gram-Negative Infections
  作者：Justin I. Montgomery、Matthew F. Brown、Usa Reilly、Loren M. Price、Joseph A. Abramite、Joel Arcari、Rose Barham、Ye Che、Jinshan Michael Chen、Seung Won Chung、Elizabeth M. Collantes、Charlene Desbonnet、Matthew Doroski、Jonathan Doty、Juntyma J. Engtrakul、Thomas M. Harris、Michael Huband、John D. Knafels、Karen L. Leach、Shenping Liu、Anthony Marfat、Laura McAllister、Eric McElroy、Carol A. Menard、Mark Mitton-Fry、Lisa Mullins、Mark C. Noe、John O’Donnell、Robert Oliver、Joseph Penzien、Mark Plummer、Veerabahu Shanmugasundaram、Christy Thoma、Andrew P. Tomaras、Daniel P. Uccello、Alfin Vaz、Donn G. Wishka

  DOI：10.1021/jm2014875

  日期：2012.2.23

  The synthesis and biological activity of a new series of LpxC inhibitors represented by pyridone methylsulfone hydroxamate 2a is presented. Members of this series have improved solubility and free fraction when compared to compounds in the previously described biphenyl methylsulfone hydroxamate series, and they maintain superior Gram-negative antibacterial activity to comparator agents.