allyl-(6-methoxy-2-methylquinolin-4-yl)-carbamic acid benzyl ester | 1341166-92-4

• 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: allyl-(6-methoxy-2-methylquinolin-4-yl)-carbamic acid benzyl ester
• 英文别名: benzyl N-(6-methoxy-2-methylquinolin-4-yl)-N-prop-2-enylcarbamate
• CAS: 1341166-92-4
• 化学式: C₂₂H₂₂N₂O₃
• 分子量: 362.428
• InChiKey: INVWDVZLVVXQDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  51.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  allyl-(6-methoxy-2-methylquinolin-4-yl)-carbamic acid benzyl ester 在 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 碘 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 30.0 ℃ 、294.21 kPa 条件下， 反应 24.5h， 生成 4-fluoro-N-[3-(6-methoxy-2-methylquinolin-4-yl)-2-oxooxazolidin-5-ylmethyl]-benzamide
  参考文献：
  名称：

  Design, synthesis and docking studies of quinoline-oxazolidinone hybrid molecules and their antitubercular properties

  摘要：

  New series of quinoline-oxazolidinone hybrid molecules were synthesized based on the preliminary docking studies. All the newly synthesized compounds were characterized by spectral analyses. The newly synthesized compounds were screened for their antimycobacterial properties based on the promising preliminary antibacterial screening results. Amongst tested compounds, compounds 8a, 8j and 13a were active at 0.65 mu g/mL against Mycobacterium tuberculosis H(37)Rv strain. The mode of action of these active compounds was carried out by docking of receptor enoyl-ACP reductase with newly synthesized candidate ligands 8a, 8j and 13a. These compounds exhibited well established bonds with one or more amino acids in the receptor active pocket. From the docking studies, compound 8j was considered to be the best inhibitor. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.049
• 作为产物：
  描述：

  4-叠氮基-6-甲氧基-2-甲基喹啉 在 palladium 10% on activated carbon 、 氢气 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、294.21 kPa 条件下， 反应 2.5h， 生成 allyl-(6-methoxy-2-methylquinolin-4-yl)-carbamic acid benzyl ester
  参考文献：
  名称：

  Design, synthesis and docking studies of quinoline-oxazolidinone hybrid molecules and their antitubercular properties

  摘要：

  New series of quinoline-oxazolidinone hybrid molecules were synthesized based on the preliminary docking studies. All the newly synthesized compounds were characterized by spectral analyses. The newly synthesized compounds were screened for their antimycobacterial properties based on the promising preliminary antibacterial screening results. Amongst tested compounds, compounds 8a, 8j and 13a were active at 0.65 mu g/mL against Mycobacterium tuberculosis H(37)Rv strain. The mode of action of these active compounds was carried out by docking of receptor enoyl-ACP reductase with newly synthesized candidate ligands 8a, 8j and 13a. These compounds exhibited well established bonds with one or more amino acids in the receptor active pocket. From the docking studies, compound 8j was considered to be the best inhibitor. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.049