ethyl 6-(benzyloxy)-4-oxo-1,4-dihydroquinoline-3-carboxylate | 869358-02-1

• 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: ethyl 6-(benzyloxy)-4-oxo-1,4-dihydroquinoline-3-carboxylate
• 英文别名: ethyl 4-oxo-6-[(phenylmethyl)oxy]-1,4-dihydro-3-quinolinecarboxylate；ethyl 4-oxo-6-phenylmethoxy-1H-quinoline-3-carboxylate
• CAS: 869358-02-1
• 化学式: C₁₉H₁₇NO₄
• 分子量: 323.348
• InChiKey: DJEWCFRESDPGKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 6-(benzyloxy)-4-oxo-1,4-dihydroquinoline-3-carboxylate 在 palladium 10% on activated carbon 偶氮二甲酸二异丙酯 、 氢气 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 DMF (N,N-dimethyl-formamide) 、 乙醇 为溶剂， 反应 62.0h， 生成 ethyl 1-ethyl-6-{[2-({2-[(2-hydroxyethyl)oxy]ethyl}oxy)ethyl]oxy}-4-oxo-1,4-dihydro-quinoline-3-carboxylate
  参考文献：
  名称：

  [EN] CARBAMATE LINKED MACROLIDES USEFUL FOR THE TREATMENT OF MICROBIAL INFECTIONS
  [FR] MACROLIDES A LIAISON CARBAMATE UTILISES DANS LE TRAITEMENT DES INFECTIONS MICROBIENNES

  摘要：

  本发明涉及在式(I)的4'位置被取代的14-或15-元大环内酯及其药学上可接受的衍生物，以及它们的制备过程和在人体或动物体内治疗或预防全身或局部微生物感染中的用途。

  公开号：

  WO2005108413A1
• 作为产物：
  描述：

  4-苯甲氧基苯胺盐酸盐 在 sodium hydroxide 作用下， 以 diphenyl ether-biphenyl eutectic 、 乙醚 、 水 为溶剂， 反应 2.67h， 生成 ethyl 6-(benzyloxy)-4-oxo-1,4-dihydroquinoline-3-carboxylate
  参考文献：
  名称：

  [EN] CARBAMATE LINKED MACROLIDES USEFUL FOR THE TREATMENT OF MICROBIAL INFECTIONS
  [FR] MACROLIDES A LIAISON CARBAMATE UTILISES DANS LE TRAITEMENT DES INFECTIONS MICROBIENNES

  摘要：

  本发明涉及在式(I)的4'位置被取代的14-或15-元大环内酯及其药学上可接受的衍生物，以及它们的制备过程和在人体或动物体内治疗或预防全身或局部微生物感染中的用途。

  公开号：

  WO2005108413A1

文献信息

• Structure-guided optimization of quinoline inhibitors of Plasmodium N-myristoyltransferase
  作者：Victor Goncalves、James A. Brannigan、Alice Laporte、Andrew S. Bell、Shirley M. Roberts、Anthony J. Wilkinson、Robin J. Leatherbarrow、Edward W. Tate

  DOI：10.1039/c6md00531d

  日期：——

  Quinolines with balanced activities against bothPlasmodium vivaxandPlasmodium falciparum N-myristoyltransferase were identified.

  喹啉类化合物对间日疟原虫和恶性疟原虫N-肌醇化酰基转移酶均具有平衡的活性。
• Carbamate Linked Macrolides Useful For The Treatment Of Microbial Infections
  申请人：Alihodzic Sulejman

  公开号：US20080249033A1

  公开（公告）日：2008-10-09

  The present invention relates to 14- or 15-membered macrolides substituted at the 4″ position of formula (I) and pharmaceutically acceptable derivatives thereof, to processes for their preparation and their use in therapy or prophylaxis of systemic or topical microbial infections in a human or animal body.

  本发明涉及在公式（I）的4″位置取代的14或15元大环内酯及其药学上可接受的衍生物，以及它们的制备过程和在人或动物体内治疗或预防系统性或局部微生物感染的用途。
• Quinolinonyl Non-Diketo Acid Derivatives as Inhibitors of HIV-1 Ribonuclease H and Polymerase Functions of Reverse Transcriptase
  作者：Antonella Messore、Angela Corona、Valentina Noemi Madia、Francesco Saccoliti、Valeria Tudino、Alessandro De Leo、Davide Ialongo、Luigi Scipione、Daniela De Vita、Giorgio Amendola、Ettore Novellino、Sandro Cosconati、Mathieu Métifiot、Marie-Line Andreola、Francesca Esposito、Nicole Grandi、Enzo Tramontano、Roberta Costi、Roberto Di Santo

  DOI：10.1021/acs.jmedchem.1c00535

  日期：2021.6.24
• Computer-Aided Molecular Modeling, Synthesis, and Biological Evaluation of 8-(Benzyloxy)-2-phenylpyrazolo[4,3-c]quinoline as a Novel Benzodiazepine Receptor Agonist Ligand
  作者：C. G. Wang、T. Langer、P. G. Kamath、Z.-Q. Gu、P. Skolnick、R. Ian Fryer

  DOI：10.1021/jm00006a014

  日期：1995.3

  Using computer-aided conformational analysis, based on molecular dynamics simulation, cluster analysis, and Monte Carlo techniques, we have designed and synthesized compounds in which a benzyloxy substituent has been incorporated into a series of pyrazoloquinoline benzodiazepine receptor (BZR) ligands, Earlier studies had shown that the benzyloxy group could act as part of the agonist pharmacophoric determinant in the beta-carboline ring system. Furthermore, the agonist beta-carboline had been correlated with a binding site orientation and volume fit for an agonist 6-phenylimidazobenzodiazepine carboxylate. The present study was undertaken to determine whether the benzyloxy substituent could be used as an agonist pharmacophoric descriptor for the phenylpyrazolo[4,3-c]quinolin-3-one BZR ligands, The results of a determination of GABA shift ratios for the synthetic ligands indicate that 8-(benzyloxy)-2-phenylpyrazolo[4,3-c]quinolin-3-one can be predicted to be an agonist at the BZR.
• CARBAMATE LINKED MACROLIDES USEFUL FOR THE TREATMENT OF MICROBIAL INFECTIONS
  申请人：GlaxoSmithKline istrazivacki centar Zagreb d.o.o.

  公开号：EP1756134A1

  公开（公告）日：2007-02-28