ethyl 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: ethyl 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate
• 英文别名: Ethyl 1-methyl-4-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]-2-oxoquinoline-3-carboxylate；ethyl 1-methyl-4-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]-2-oxoquinoline-3-carboxylate
• 化学式: C₂₂H₂₉N₃O₅
• 分子量: 415.489
• InChiKey: AQABULNBDKGZLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-甲基苯唑 在 sodium hydride 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 、 mineral oil 为溶剂， 反应 3.5h， 生成 ethyl 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate
  参考文献：
  名称：

  A novel templates of piperazinyl-1,2-dihydroquinoline-3-carboxylates: Synthesis, anti-microbial evaluation and molecular docking studies

  摘要：

  A series of piperazinyl-1,2-dihydroquinoline carboxylates were synthesized by the reaction of ethyl 4-chloro-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylates with various piperazines and their structures were confirmed by H-1 NMR, C-13 NMR, IR and mass spectral analysis. All the synthesized compounds were screened for their in vitro antimicrobial activities. Further, the in silico molecular docking studies of the active compounds was performed to explore the binding interactions between piperazinyl-1,2-dihydroquinoline carboxylate derivatives and the active site of the Staphylococcus aureus (CrtM) dehydrosqualene synthase (PDB ID: 2ZCQ). The docking studies revealed that the synthesized derivatives showed high binding energies and strong H-bond interactions with the dehydrosqualene synthase validating the observed antimicrobial activity data. Based on antimicrobial activity and docking studies, the compounds 9b and 10c were identified as promising antimicrobial lead molecules. This study might provide insights to identify new drug candidates that target the S. aureus virulence factor, dehydrosqualene synthase. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2018.03.007

文献信息

• Inhibitors of macrophage migration inhibitory factor and methods for identifying the same
  申请人：Gaeta C.A. Federico

  公开号：US20070021440A1

  公开（公告）日：2007-01-25

  Inhibitors of MIF are provided which have utility in the treatment of a variety of disorders, including the treatment of pathological conditions associated with MIF activity. The inhibitors of MIF have the following structures: including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof, wherein n, R 1 , R 2 , R 3 , R 4 , X, Y and Z are as defined herein. Compositions containing an inhibitor of MIF in combination with a pharmaceutically acceptable carrier are also provided, as well as methods for use of the same.

  提供了MIF抑制剂，可用于治疗多种疾病，包括与MIF活性相关的病理条件的治疗。MIF抑制剂具有以下结构：包括立体异构体，前药和其药学上可接受的盐，其中n，R1，R2，R3，R4，X，Y和Z的定义如本文所述。还提供了含有MIF抑制剂和药学上可接受的载体组合的组合物，以及使用它们的方法。
• US7192955B2
  申请人：——

  公开号：US7192955B2

  公开（公告）日：2007-03-20
• US7157469B2
  申请人：——

  公开号：US7157469B2

  公开（公告）日：2007-01-02
• US7202248B2
  申请人：——

  公开号：US7202248B2

  公开（公告）日：2007-04-10
• US7238809B2
  申请人：——

  公开号：US7238809B2

  公开（公告）日：2007-07-03