3-[[5-Bromanyl-4-[4-(Trifluoromethyl)phenyl]-1,3-Oxazol-2-Yl]methoxy]-2,6-Bis(Fluoranyl)benzamide | 1459695-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-[[5-Bromanyl-4-[4-(Trifluoromethyl)phenyl]-1,3-Oxazol-2-Yl]methoxy]-2,6-Bis(Fluoranyl)benzamide
• 英文别名: 3-[[5-bromo-4-[4-(trifluoromethyl)phenyl]-1,3-oxazol-2-yl]methoxy]-2,6-difluorobenzamide
• CAS: 1459695-66-9
• 化学式: C₁₈H₁₀BrF₅N₂O₃
• 分子量: 477.185
• InChiKey: ONGPJYSSZQHFBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  copper(I) cyanide 、 3-[[5-Bromanyl-4-[4-(Trifluoromethyl)phenyl]-1,3-Oxazol-2-Yl]methoxy]-2,6-Bis(Fluoranyl)benzamide 以 吡啶 为溶剂， 生成 3-[[5-Cyano-4-[4-(trifluoromethyl)phenyl]-1,3-oxazol-2-yl]methoxy]-2,6-difluorobenzamide
  参考文献：
  名称：

  Design, synthesis and structure–activity relationships of substituted oxazole–benzamide antibacterial inhibitors of FtsZ

  摘要：

  The design, synthesis and structure-activity relationships of a series of oxazole-benzamide inhibitors of the essential bacterial cell division protein FtsZ are described. Compounds had potent anti-staphylococcal activity and inhibited the cytokinesis of the clinically-significant bacterial pathogen Staphylococcus aureus. Selected analogues possessing a 5-halo oxazole also inhibited a strain of S. aureus harbouring the glycine-to-alanine amino acid substitution at residue 196 of FtsZ which conferred resistance to previously reported inhibitors in the series. Substitutions to the pseudo-benzylic carbon of the scaffold improved the pharmacokinetic properties by increasing metabolic stability and provided a mechanism for creating pro-drugs. Combining multiple substitutions based on the findings reported in this study has provided small-molecule inhibitors of FtsZ with enhanced in vitro and in vivo antibacterial efficacy. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.002
• 作为产物：
  描述：

  2-溴-4'-(三氟甲基)苯乙酮 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 3-[[5-Bromanyl-4-[4-(Trifluoromethyl)phenyl]-1,3-Oxazol-2-Yl]methoxy]-2,6-Bis(Fluoranyl)benzamide
  参考文献：
  名称：

  [EN] ANTIMICROBIAL AGENTS
  [FR] AGENTS ANTI-MICROBIENS

  摘要：

  该发明提供了式(I)的化合物：其中R1-R7和W具有规范中定义的任何值，以及其盐。这些化合物具有良好的溶解性，并可用于治疗细菌感染。

  公开号：

  WO2013142712A1

文献信息

• ANTIMICROBIAL AGENTS
  申请人：Rutgers, the State University of New Jersey

  公开号：US20150031694A1

  公开（公告）日：2015-01-29

  The invention provides compounds of formula (I): wherein R 1 -R 7 and W have any of the values defined in the specification, and salts thereof. The compounds have good solubility and are useful for treating bacterial infections.
• COMPOUNDS FOR THE TREATMENT OF BACTERIAL INFECTIONS
  申请人：TAXIS Pharmaceuticals, Inc.

  公开号：US20170305943A1

  公开（公告）日：2017-10-26

  Compounds and methods are provided for treating bacterial infections.
• US9475783B2
  申请人：——

  公开号：US9475783B2

  公开（公告）日：2016-10-25