ethyl 7-methoxy-4-oxo-1,4-dihydroquinoline-2-carboxylate | 90033-71-9

• 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 7-methoxy-4-oxo-1,4-dihydroquinoline-2-carboxylate
• 英文别名: 4-hydroxy-7-methoxy-2-Quinolinecarboxylic acid ethyl ester；ethyl 7-methoxy-4-oxo-1H-quinoline-2-carboxylate
• CAS: 90033-71-9
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: YXFSUEXLHPXQCU-UHFFFAOYSA-N

物化性质

• 熔点：
  213-215 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  391.5±42.0 °C(Predicted)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 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：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 7-methoxy-4-oxo-1,4-dihydroquinoline-2-carboxylate 在 2,4,6-三甲基苯磺酰羟胺 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以63%的产率得到ethyl 1-amino-7-methoxy-4-oxo-1,4-dihydro-2-quinolinecarboxylate
  参考文献：
  名称：

  A Convenient Procedure forN-Amination of 4-OXO-1,4-Dihydroquinolines

  摘要：

  A high yielding N-amination of quinolones at low temperature via the use of O-mesitylenesulfonylhydroxylamine is reported.

  DOI：

  10.1080/00397910008087312
• 作为产物：
  描述：

  2’-氨基-4’-甲氧基苯乙酮 在 盐酸 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 ethyl 7-methoxy-4-oxo-1,4-dihydroquinoline-2-carboxylate
  参考文献：
  名称：

  A New Efficient Route to 4-Oxo-1,4-dihydroquinoline-2-carboxylic Esters

  摘要：

  DOI：

  10.1055/s-1984-30762

文献信息

• QUINOLINE-CARBOXAMIDE DERIVATIVES AS P2Y12 ANTAGONISTS
  申请人：Nazaré Marc

  公开号：US20100135999A1

  公开（公告）日：2010-06-03

  The present invention relates to compounds of the formula I, in which R 1 ; R 2 ; R 3 ; R 4 ; R 5 ; R 6 ; Z; A; B; E; X; Q; J; V; G and M have the meanings indicated in the claims. The compounds of the formula I are valuable pharmacologically active compounds. They exhibit a strong anti-aggregating effect on platelets and thus an anti-thrombotic effect and are suitable e.g. for the therapy and prophylaxis of cardio-vascular disorders like thromboembolic diseases or restenoses. They are reversible antagonists of the platelet ADP receptor P2Y12, and can in general be applied in conditions in which an undesired activation of the platelet ADP receptor P2Y12 is present or for the cure or prevention of which an inhibition of the platelet ADP receptor P2Y12 is intended. The invention furthermore relates to processes for the preparation of compounds of the formula I, their use, in particular as active ingredients in pharmaceuticals, and pharmaceutical preparations comprising them.

  本发明涉及公式I的化合物，其中R1; R2; R3; R4; R5; R6; Z; A; B; E; X; Q; J; V; G和M具有所述声明中指示的含义。公式I的化合物是有价值的药理活性化合物。它们对血小板具有强烈的抗聚集作用，从而具有抗血栓作用，适用于治疗和预防心血管疾病，如血栓栓塞病或再狭窄。它们是血小板ADP受体P2Y12的可逆拮抗剂，通常适用于存在不良激活血小板ADP受体P2Y12的情况，或者治愈或预防需要抑制血小板ADP受体P2Y12的情况。此外，本发明还涉及制备公式I化合物的方法，它们的用途，特别是作为药物中的活性成分，以及包含它们的制药制剂。
• Facile synthesis of 4-quinolone derivatives via one-pot cascade reaction under transition-metal-free conditions
  作者：Chao Huang、Jia-Hui Guo、Huang-Mei Fu、Ming-Long Yuan、Li-Juan Yang

  DOI：10.1016/j.tetlet.2015.04.060

  日期：2015.6

  A practical and efficient strategy has been described for the preparation of 4-quinolone derivatives. Using commercially available diethyl acetylenedicarboxylate and aromatic amines as starting materials, the synthetic protocol has been achieved and afforded the product via hydroamination at room temperature followed by PPA-catalyzed intramolecular ring closure. The products can be easily obtained in high yields. Conditions and mechanism of the reaction have also been investigated. This protocol is environmentally friendly and transition-metal-free, with advantages including short reaction time, convenient operation, and mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.
• A Simple One-Pot Conversion of Alkyl 4-Oxo-1,4-dihydroquinoline-2-carboxylates to 4-Aminoquinoline-2-carboxylates using Reactive Isocyanates
  作者：R. Gordon Mcr. Wright

  DOI：10.1055/s-1984-31080

  日期：——
• WRIGHT, R. G. MCR., SYNTHESIS, BRD, 1984, N 12, 1058-1061
  作者：WRIGHT, R. G. MCR.

  DOI：——

  日期：——
• US8669266B2
  申请人：——

  公开号：US8669266B2

  公开（公告）日：2014-03-11