(2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)butanoic acid | 1312478-59-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)butanoic acid
• 英文别名: (2R)-4-(4-iodo-2-oxopyridin-1-yl)-2-methyl-2-methylsulfonylbutanoic acid
• CAS: 1312478-59-3
• 化学式: C₁₁H₁₄INO₅S
• 分子量: 399.206
• InChiKey: DWHGNIVKPWFHLJ-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)butanoic acid 在 N-甲基吗啉 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 potassium carbonate 作用下， 以 2-甲基四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 生成 (2R)-4-[4-(2,6-difluorophenyl)-2-oxopyridin-1(2H)-yl]-2-methyl-2-(methylsulfonyl)-N-(tetrahydro-2H-pyran-2-yloxy)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：

  ethyl 4-bromo-2-methyl-2-(methylsulfonyl)butanoate 在 四丁基碘化铵 、 caesium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 叔丁醇 为溶剂， 反应 72.02h， 生成 (2R)-4-(4-iodo-2-oxopyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)butanoic acid
  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

• [EN] N-LINKED HYDROXAMIC ACID DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS<br/>[FR] DÉRIVÉS D'ACIDE HYDROXAMIQUE À LIAISON N, UTILES COMME AGENTS ANTIBACTÉRIENS
  申请人：PFIZER

  公开号：WO2011073845A1

  公开（公告）日：2011-06-23

  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. Formula (I).

  本发明涉及一类新的羟肟酸衍生物，它们作为LpxC抑制剂的用途，更具体地用于治疗细菌感染。公式（I）。
• N-Linked Hydroxamic Acid Derivatives Useful As Antibacterial Agents
  申请人：Brown Matthew Frank

  公开号：US20120258948A1

  公开（公告）日：2012-10-11

  The present invention is directed to a new class of hydroxamic acid derivatives of formula I, wherein the variables G, T, D, L, R 1 , R 2 , R 3 are as described herein, their use as LpxC inhibitors, and more specifically their use to treat bacterial infections in a patient in need thereof.

  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，R1，R2，R3如本文所述，其用作LpxC抑制剂，更具体地用于治疗有需要的患者的细菌感染。
• 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。
• [EN] PYRIDINONE AND PYRIMIDINONE PHOSPHATES AND BORONATES USEFUL AS ANTIBACTERIAL AGENTS<br/>[FR] PHOSPHATES ET BORONATES DE PYRIDINONE ET PYRIMIDINONE UTILES EN TANT QU'AGENTS ANTIBACTÉRIENS
  申请人：PFIZER

  公开号：WO2019178305A8

  公开（公告）日：2020-10-29
• N-LINKED HYDROXAMIC ACID DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS
  申请人：Pfizer Inc.

  公开号：EP2512474A1

  公开（公告）日：2012-10-24