ethyl 5-(hydroxyimino)-2-methyl-2-(methylsulfonyl)pentanoate | 1414257-60-5

• 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 5-(hydroxyimino)-2-methyl-2-(methylsulfonyl)pentanoate
• 英文别名: Ethyl 5-(hydroxyimino)-2-methyl-2-(methylsulfonyl)pentanoate；ethyl 5-hydroxyimino-2-methyl-2-methylsulfonylpentanoate
• CAS: 1414257-60-5
• 化学式: C₉H₁₇NO₅S
• 分子量: 251.304
• InChiKey: SENRTGOGNGVBOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 5-(hydroxyimino)-2-methyl-2-(methylsulfonyl)pentanoate 在 N-氯代丁二酰亚胺 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 ethyl 4-(5-ethynylisoxazol-3-yl)-2-methyl-2-(methylsulfonyl)butanoate
  参考文献：
  名称：

  ISOXAZOLE HYDROXAMIC ACID COMPOUNDS AS LpxC INHIBITORS

  摘要：

  本发明一般涉及如下所述的化合物I的化合物和含有这种化合物的组合物，以及使用这种化合物治疗细菌感染的方法。在某些方面，本发明提供了使用这些化合物治疗由革兰氏阴性细菌引起的感染的方法和组合物。

  公开号：

  US20160166548A1
• 作为产物：
  描述：

  2-(甲基磺酰基)丙酸乙酯 在 吡啶 、 sodium periodate 、 四氧化锇 、 盐酸羟胺 、 sodium carbonate 、 caesium carbonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 ethyl 5-(hydroxyimino)-2-methyl-2-(methylsulfonyl)pentanoate
  参考文献：
  名称：

  Heterocyclic methylsulfone hydroxamic acid LpxC inhibitors as Gram-negative antibacterial agents

  摘要：

  The synthesis and antibacterial activity of heterocyclic methylsulfone hydroxamates is presented. Compounds in this series are potent inhibitors of the LpxC enzyme, a key enzyme involved in the production of lipopolysaccharide (LPS) found in the outer membrane of Gram-negative bacteria. SAR evaluation of compounds in this series revealed analogs with potent antibacterial activity against challenging Gram-negative species such as Pseudomonas aeruginosa and Klebsiella pneumoniae. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.058

文献信息

• [EN] ISOXAZOLE DERIVATIVES USEFUL AS ANTIBACTERIAL AGENTS<br/>[FR] DÉRIVÉS D'ISOXAZOLE UTILES EN TANT QU'AGENTS ANTIBACTÉRIENS
  申请人：PFIZER

  公开号：WO2012137094A1

  公开（公告）日：2012-10-11

  The present invention is directed to a new class of hydroxamic acid derivatives of formula (I) or formula (II), their use as Lpx C inhibitors and, more specifically, their use to treat bacterial infections.

  本发明涉及一种新型的羟羧酸衍生物，其化学式为(I)或化学式(II)，它们作为Lpx C抑制剂的用途，更具体地说，它们用于治疗细菌感染。
• CRYSTALLINE ISOXAZOLE HYDROXAMIC ACID COMPOUNDS
  申请人：Novartis AG

  公开号：US20170355684A1

  公开（公告）日：2017-12-14

  This invention pertains to a crystalline compound of Formula (A) as described herein and compositions containing this crystalline compound, as well as methods of using the compound or pharmaceutical compositions comprising it to treat bacterial infections. The compound and compositions are especially useful to treat Gram negative bacterial infections, including multi-drug resistant strains.

  本发明涉及一种如下所述的化学式（A）的结晶化合物，以及含有这种结晶化合物的组合物，以及使用该化合物或包含它的药物组合物来治疗细菌感染的方法。该化合物和组合物特别适用于治疗革兰氏阴性细菌感染，包括多药耐药菌株。
• Isoxazole Derivatives Useful As Antibacterial Agents
  申请人：Abramite Joseph Alan

  公开号：US20140024690A1

  公开（公告）日：2014-01-23

  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.

  本发明涉及一种新型羟肟酸衍生物，其用作LpxC抑制剂，更具体地，用于治疗细菌感染。
• Isoxazole derivatives useful as antibacterial agents
  申请人：Abramite Joseph Alan

  公开号：US08748466B2

  公开（公告）日：2014-06-10

  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，其作为LpxC抑制剂的用途，更具体地说，其用于治疗细菌感染。
• Heterocyclic methylsulfone hydroxamic acid LpxC inhibitors as Gram-negative antibacterial agents
  作者：Laura A. McAllister、Justin I. Montgomery、Joseph A. Abramite、Usa Reilly、Matthew F. Brown、Jinshan M. Chen、Rose A. Barham、Ye Che、Seung Won Chung、Carol A. Menard、Mark Mitton-Fry、Lisa M. Mullins、Mark C. Noe、John P. O’Donnell、Robert M. Oliver、Joseph B. Penzien、Mark Plummer、Loren M. Price、Veerabahu Shanmugasundaram、Andrew P. Tomaras、Daniel P. Uccello

  DOI：10.1016/j.bmcl.2012.09.058

  日期：2012.11

  The synthesis and antibacterial activity of heterocyclic methylsulfone hydroxamates is presented. Compounds in this series are potent inhibitors of the LpxC enzyme, a key enzyme involved in the production of lipopolysaccharide (LPS) found in the outer membrane of Gram-negative bacteria. SAR evaluation of compounds in this series revealed analogs with potent antibacterial activity against challenging Gram-negative species such as Pseudomonas aeruginosa and Klebsiella pneumoniae. (C) 2012 Elsevier Ltd. All rights reserved.