ethyl 4-[4-(cyclopentyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate | 1289627-31-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 4-[4-(cyclopentyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate
• 英文别名: (+/-)-ethyl 4-[4-(cyclopentyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate；(+/-)-Ethyl 4-[4-(cyclopentyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate；ethyl 4-(4-cyclopentyloxyphenyl)-2-methyl-2-methylsulfonylbutanoate
• CAS: 1289627-31-1
• 化学式: C₁₉H₂₈O₅S
• 分子量: 368.494
• InChiKey: PLPAKERODWIHJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-[4-(cyclopentyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate 在 N-甲基吗啉 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 4-甲基苯磺酸吡啶 、 sodium hydroxide 作用下， 以 2-甲基四氢呋喃 、 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 1.0h， 生成 4-[4-(cyclopentyloxy)phenyl]-N-hydroxy-2-methyl-2-(methylsulfonyl)butanamide
  参考文献：
  名称：

  Potent Inhibitors of LpxC for the Treatment of Gram-Negative Infections

  摘要：

  In this paper, we present the synthesis and SAR as well as selectivity, pharmacokinetic, and infection model data for representative analogues of a novel series of potent antibacterial LpxC inhibitors represented by hydroxamic acid 1a.

  DOI：

  10.1021/jm2014748
• 作为产物：
  描述：

  2-氯丙酸乙酯 在 20 % Pd(OH)2/C 、 caesium carbonate 、 三苯基膦 、 环己烯 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 ethyl 4-[4-(cyclopentyloxy)phenyl]-2-methyl-2-(methylsulfonyl)butanoate
  参考文献：
  名称：

  Potent Inhibitors of LpxC for the Treatment of Gram-Negative Infections

  摘要：

  In this paper, we present the synthesis and SAR as well as selectivity, pharmacokinetic, and infection model data for representative analogues of a novel series of potent antibacterial LpxC inhibitors represented by hydroxamic acid 1a.

  DOI：

  10.1021/jm2014748

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
• Potent Inhibitors of LpxC for the Treatment of Gram-Negative Infections
  作者：Matthew F. Brown、Usa Reilly、Joseph A. Abramite、Joel T. Arcari、Robert Oliver、Rose A. Barham、Ye Che、Jinshan Michael Chen、Elizabeth M. Collantes、Seung Won Chung、Charlene Desbonnet、Jonathan Doty、Matthew Doroski、Juntyma J. Engtrakul、Thomas M. Harris、Michael Huband、John D. Knafels、Karen L. Leach、Shenping Liu、Anthony Marfat、Andrea Marra、Eric McElroy、Michael Melnick、Carol A. Menard、Justin I. Montgomery、Lisa Mullins、Mark. C. Noe、John O’Donnell、Joseph Penzien、Mark S. Plummer、Loren M. Price、Veerabahu Shanmugasundaram、Christy Thoma、Daniel P. Uccello、Joseph S. Warmus、Donn G. Wishka

  DOI：10.1021/jm2014748

  日期：2012.1.26

  In this paper, we present the synthesis and SAR as well as selectivity, pharmacokinetic, and infection model data for representative analogues of a novel series of potent antibacterial LpxC inhibitors represented by hydroxamic acid 1a.