{3-[4-(4-Methoxy-benzyloxy)-quinolin-2-ylsulfanyl]-propyl}-carbamic acid tert-butyl ester | 733053-61-7

• 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: {3-[4-(4-Methoxy-benzyloxy)-quinolin-2-ylsulfanyl]-propyl}-carbamic acid tert-butyl ester
• CAS: 733053-61-7
• 化学式: C₂₅H₃₀N₂O₄S
• 分子量: 454.59
• InChiKey: XPCIGFDEQJWNSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.83
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.68
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  {3-[4-(4-Methoxy-benzyloxy)-quinolin-2-ylsulfanyl]-propyl}-carbamic acid tert-butyl ester 在 sodium cyanoborohydride 、 溶剂黄146 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 生成 2-[3-(3,4-Dichloro-benzylamino)-propylsulfanyl]-1H-quinolin-4-one
  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：

  2-甲基-2-丙基(3-硫基丙基)氨基甲酸酯 、 2-氯-4-(4-甲氧基苄氧基)喹啉 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 {3-[4-(4-Methoxy-benzyloxy)-quinolin-2-ylsulfanyl]-propyl}-carbamic acid tert-butyl ester
  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