(S)-N-((S)-6,8-Dibromo-1,2,3,4-tetrahydro-quinolin-4-yl)-2-methoxy-2-phenyl-acetamide | 733053-91-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (S)-N-((S)-6,8-Dibromo-1,2,3,4-tetrahydro-quinolin-4-yl)-2-methoxy-2-phenyl-acetamide
• CAS: 733053-91-3
• 化学式: C₁₈H₁₈Br₂N₂O₂
• 分子量: 454.161
• InChiKey: ZABMXGTUJDUFCO-RDJZCZTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  50.36
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-N-((S)-6,8-Dibromo-1,2,3,4-tetrahydro-quinolin-4-yl)-2-methoxy-2-phenyl-acetamide 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 (S)-6,8-Dibromo-1,2,3,4-tetrahydro-quinolin-4-ylamine
  参考文献：
  名称：

  Definition of the heterocyclic pharmacophore of bacterial methionyl tRNA synthetase inhibitors: potent antibacterially active non-quinolone analogues

  摘要：

  Potent inhibitors of bacterial methionyl tRNA synthetase (MRS) have previously been reported. Through SAR of the quinolone moiety, the right hand side pharmacophore for MRS inhibition has now been defined as an NH-C-NH functionality in the context of a bicyclic heteroaromatic system. Potent antibacterial fused-pyrimidone and fused-imidazole analogues have been obtained and enantioselective activity demonstrated. Compound 46 demonstrated very good antibacterial activity against panels of antibiotic-resistant staphylococci and enterococci. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.070
• 作为产物：
  描述：

  6,8-Dibromo-2,3-dihydro-1H-quinolin-4-one O-methyl-oxime 在 N-甲基吗啉 、 锂硼氢 、 N-羟基-7-氮杂苯并三氮唑 、 氯化锆(IV) 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-N-((S)-6,8-Dibromo-1,2,3,4-tetrahydro-quinolin-4-yl)-2-methoxy-2-phenyl-acetamide
  参考文献：
  名称：

  Definition of the heterocyclic pharmacophore of bacterial methionyl tRNA synthetase inhibitors: potent antibacterially active non-quinolone analogues

  摘要：

  Potent inhibitors of bacterial methionyl tRNA synthetase (MRS) have previously been reported. Through SAR of the quinolone moiety, the right hand side pharmacophore for MRS inhibition has now been defined as an NH-C-NH functionality in the context of a bicyclic heteroaromatic system. Potent antibacterial fused-pyrimidone and fused-imidazole analogues have been obtained and enantioselective activity demonstrated. Compound 46 demonstrated very good antibacterial activity against panels of antibiotic-resistant staphylococci and enterococci. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.070

文献信息

• Definition of the heterocyclic pharmacophore of bacterial methionyl tRNA synthetase inhibitors: potent antibacterially active non-quinolone analogues
  作者：Richard L Jarvest、Sula A Armstrong、John M Berge、Pamela Brown、John S Elder、Murray J Brown、Royston C.B Copley、Andrew K Forrest、Dieter W Hamprecht、Peter J O'Hanlon、Darren J Mitchell、Stephen Rittenhouse、David R Witty

  DOI：10.1016/j.bmcl.2004.05.070

  日期：2004.8

  Potent inhibitors of bacterial methionyl tRNA synthetase (MRS) have previously been reported. Through SAR of the quinolone moiety, the right hand side pharmacophore for MRS inhibition has now been defined as an NH-C-NH functionality in the context of a bicyclic heteroaromatic system. Potent antibacterial fused-pyrimidone and fused-imidazole analogues have been obtained and enantioselective activity demonstrated. Compound 46 demonstrated very good antibacterial activity against panels of antibiotic-resistant staphylococci and enterococci. (C) 2004 Elsevier Ltd. All rights reserved.