ethyl 4-chloro-5-methoxyquinoline-3-carboxylate | 408336-30-1

• 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 4-chloro-5-methoxyquinoline-3-carboxylate
• CAS: 408336-30-1
• 化学式: C₁₃H₁₂ClNO₃
• 分子量: 265.696
• InChiKey: NMQPWUAPCVMZMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-chloro-5-methoxyquinoline-3-carboxylate 在 过氧化氢苯甲酰 、 三溴化磷 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 ethyl 2-bromo-4-chloro-5-methoxyquinoline-3-carboxylate
  参考文献：
  名称：

  一种四环喹啉酮生物碱衍生物及其制备方法和应用

  摘要：

  本发明涉及一类四环喹啉酮生物碱衍生物,或其互变异构体、立体异构体、外消旋体、对映异构体的非等量混合物、几何异构体、溶剂化物、药学上可接受的盐或前药,以及包含该化合物的药物组合物。本发明还公开了这类化合物及其药物组合物作为药物,尤其是作为抗病毒、抗菌及抗寄生虫药物的用途。

  公开号：

  CN108623590A
• 作为产物：
  描述：

  2-溴-5-甲氧基苯胺 在 palladium on activated charcoal PPA 、 氢气 、 sodium acetate 、 三氯氧磷 作用下， 以 溶剂黄146 为溶剂， 140.0 ℃ 、253.31 kPa 条件下， 反应 10.75h， 生成 ethyl 4-chloro-5-methoxyquinoline-3-carboxylate
  参考文献：
  名称：

  Computer-Aided Molecular Modeling, Synthesis, and Biological Evaluation of 8-(Benzyloxy)-2-phenylpyrazolo[4,3-c]quinoline as a Novel Benzodiazepine Receptor Agonist Ligand

  摘要：

  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.

  DOI：

  10.1021/jm00006a014

文献信息

• Synthesis and structure–activity relationships of antimalarial 4-oxo-3-carboxyl quinolones
  作者：Yiqun Zhang、W. Armand Guiguemde、Martina Sigal、Fangyi Zhu、Michele C. Connelly、Solomon Nwaka、R. Kiplin Guy

  DOI：10.1016/j.bmc.2010.02.013

  日期：2010.4

  while carrying out rationally directed low-throughput screening of potential antimalarial agents as part of an effort directed by the World Health Organization. Here we report the design, synthesis, and preliminary pharmacologic characterization of a series of analogues of 4-oxo-3-carboxyl quinolones. These studies indicate that the series has good potential for preclinical development.

  疟疾是非洲，亚洲和美洲的热带和亚热带地区的地方病。耐多药性恶性疟原虫的流行日益增加，因此不断需要开发新的抗疟药。鉴于此，特别感兴趣的是未暴露寄生虫的新型支架。最近，瑞士热带研究所的工作人员发现了两种新型的对恶性疟原虫的红细胞内阶段有活性的4-氧代-3-羧基喹诺酮类药物。同时根据世界卫生组织的指导，对潜在的抗疟药进行合理的定向低通量筛选。在这里，我们报告一系列4-氧代-3-羧基喹诺酮类似物的设计，合成和初步药理学表征。这些研究表明该系列药物在临床前开发方面具有良好的潜力。
• HETEROCYCLIC COMPOUNDS, THEIR PREPARATION AND THEIR USE AS MEDICAMENTS, IN PARTICULAR AS ANTI-ALZHEIMER AGENTS
  申请人：Marsais Francis

  公开号：US20090062279A1

  公开（公告）日：2009-03-05

  The invention is related to compound which comprises at least one radical C═Y, Y being O or S, and an oxidable and non protonable nitrogen atom N wherein the distance (d) between the at least one carbon atom of the radical group C═Y and the nitrogen atom, when oxidized, is comprised between 0.3 and 0.8 nanometers. The invention is related to new heterocyclic compounds defined by formula G, their preparation, to pharmaceutical compositions comprising them and to their use as therapeutic agents, particularly in the treatment of neurodegenerative or Alzheimer disease.

  本发明涉及一种化合物，其包含至少一个基团C═Y，其中Y为O或S，以及一个可氧化且不可质子化的氮原子N，其中在氧化时，基团C═Y的至少一个碳原子与氮原子之间的距离(d)在0.3至0.8纳米之间。本发明涉及由公式G定义的新杂环化合物及其制备方法，涉及包含它们的制药组合物以及它们在治疗神经退行性或阿尔茨海默病方面的用途。
• High affinity central benzodiazepine receptor ligands. Part 2: quantitative structure–activity relationships and comparative molecular field analysis of pyrazolo[4,3- c ]quinolin-3-ones
  作者：L. Savini、L. Chiasserini、C. Pellerano、G. Biggio、E. Maciocco、M. Serra、N. Cinone、A. Carrieri、C. Altomare、A. Carotti

  DOI：10.1016/s0968-0896(00)00262-5

  日期：2001.2

  A large series of 2-aryl(heteroaryl)-2,5-dihydropyrazolo[4,3-c]quinolin-3(3H)-ones (PQ, 106 compounds), carrying appropriate substituents at the quinoline and N-2-phenyl rings, were designed, prepared and tested as central benzodiazepine receptor ligands. Compounds with an affinity significantly higher than the parent compound CGS-8216 were obtained, the most active ligand showing a pIC(50) = 10.35. Hansch and comparative molecular field analyses gave coherent results suggesting the main structural requirements of high receptor binding affinity. The possible formation of a three-centred hydrogen bond (HB) at the HB donor site H-2, as a key interaction for high receptor binding affinity, was assessed by the calculation and comparison of the molecular electrostatic potentials of a series of selected ligands. (C) 2001 Elsevier Science Ltd. All rights reserved.
• NEW HETEROCYCLIC COMPOUNDS, THEIR PREPARATION AND THEIR USE AS MEDICAMENTS, IN PARTICULAR AS ANTI-ALZHEIMER AGENTS
  申请人：VFP Therapies

  公开号：EP1868998B1

  公开（公告）日：2016-05-25
• US7977354B2
  申请人：——

  公开号：US7977354B2

  公开（公告）日：2011-07-12