ethyl 4-(6-bromopyridin-3-yl)-2-methyl-2-(methylsulfonyl)butanoate | 1289626-71-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4-(6-bromopyridin-3-yl)-2-methyl-2-(methylsulfonyl)butanoate
• 英文别名: Ethyl 4-(6-bromopyridin-3-yl)-2-methyl-2-(methylsulfonyl)butanoate；ethyl 4-(6-bromopyridin-3-yl)-2-methyl-2-methylsulfonylbutanoate
• CAS: 1289626-71-6
• 化学式: C₁₃H₁₈BrNO₄S
• 分子量: 364.26
• InChiKey: DPVZXJLLMYHDCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-(6-bromopyridin-3-yl)-2-methyl-2-(methylsulfonyl)butanoate 在 N-甲基吗啉 、 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 lithium hydroxide 作用下， 以 四氢呋喃 、 2-甲基四氢呋喃 、 甲醇 、 水 为溶剂， 反应 6.5h， 生成 N-hydroxy-2-methyl-2-(methylsulfonyl)-4-(6-phenylpyridin-3-yl)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
• 作为产物：
  描述：

  甲烷磺酰基乙酸乙酯 在 sodium hydride 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.17h， 生成 ethyl 4-(6-bromopyridin-3-yl)-2-methyl-2-(methylsulfonyl)butanoate
  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

• C-Linked Hydroxamic Acid Derivatives Useful As Antibacterial Agents
  申请人：Brown Matthew Frank

  公开号：US20120202777A1

  公开（公告）日：2012-08-09

  The present invention is directed to a new class of hydroxamic acid derivatives of Formula I, wherein the variables G, T, D, L, A, X, R 1 and R 2 are as described hereinabove, and 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别，其化学式为I，其中变量G、T、D、L、A、X、R1和R2如上所述，并且它们作为LpxC抑制剂的用途，更具体地用于治疗细菌感染。
• C-linked hydroxamic acid derivatives useful as antibacterial agents
  申请人：Brown Matthew Frank

  公开号：US08853258B2

  公开（公告）日：2014-10-07

  The present invention is directed to a new class of hydroxamic acid derivatives of Formula I, wherein the variables G, T, D, L, A, X, R1 and R2 are as described hereinabove, and 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别，其化学式为I，其中变量G、T、D、L、A、X、R1和R2如上所述，并且它们作为LpxC抑制剂的用途，更具体地说，它们用于治疗细菌感染。
• [EN] C-LINKED HYDROXAMIC ACID DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS<br/>[FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE À LIAISON C UTILES COMME AGENTS ANTIBACTÉRIENS
  申请人：PFIZER

  公开号：WO2011045703A3

  公开（公告）日：2011-06-16
• C-LINKED HYDROXAMIC ACID DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS
  申请人：Pfizer Inc.

  公开号：EP2488489A2

  公开（公告）日：2012-08-22
• US8853258B2
  申请人：——

  公开号：US8853258B2

  公开（公告）日：2014-10-07