ethyl 4-hydroxy-6-(methylthio)-3-quinolinecarboxylate | 26893-09-4

• 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: ethyl 4-hydroxy-6-(methylthio)-3-quinolinecarboxylate
• 英文别名: ethyl 4-hydroxy-6-(methylthio)quinoline-3-carboxylate；ethyl 6-methylthio-4-hydroxy-3-quinoline-carboxylate；ethyl 6-methylsulfanyl-4-oxo-1H-quinoline-3-carboxylate
• CAS: 26893-09-4
• 化学式: C₁₃H₁₃NO₃S
• 分子量: 263.317
• InChiKey: VDUJVOOVYHSBCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 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：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-hydroxy-6-(methylthio)-3-quinolinecarboxylate 在 oxone 、 氯化亚砜 、 sodium hydroxide 作用下， 以 甲醇 、 二苯醚 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 80.0h， 生成 4-氯-6-(甲基磺酰基)喹啉
  参考文献：
  名称：

  The Identification and Pharmacological Characterization of 6-(tert-Butylsulfonyl)-N-(5-fluoro-1H-indazol-3-yl)quinolin-4-amine (GSK583), a Highly Potent and Selective Inhibitor of RIP2 Kinase

  摘要：

  RIP2 kinase is a central component of the innate immune system and enables downstream signaling following activation of the pattern recognition receptors NOD1 and NOD2, leading to the production of inflammatory cytokines. Recently, several inhibitors of RIP2 kinase have been disclosed that have contributed to the fundamental understanding of the role of RIP2 in this pathway. However, because they lack either broad kinase selectivity or strong affinity for RIP2, these tools have only limited utility to assess the role of RIP2 in complex environments. We present, herein, the discovery and pharmacological characterization of GSK583, a next-generation RIP2 inhibitor possessing exquisite selectivity and potency. Having demonstrated the pharmacological precision of this tool compound, we report its use in elucidating the role of RIP2 kinase in a variety of in vitro, in vivo, and ex vivo experiments, further clarifying our understanding of the role of RIP2 in NOD1 and NOD2 mediated disease pathogenesis.

  DOI：

  10.1021/acs.jmedchem.6b00211
• 作为产物：
  描述：

  4-氨基茴香硫醚 以 二苯醚 为溶剂， 反应 5.0h， 生成 ethyl 4-hydroxy-6-(methylthio)-3-quinolinecarboxylate
  参考文献：
  名称：

  AMINO-QUINOLINES AS KINASE INHIBITORS

  摘要：

  公开号：

  EP2566477B1

文献信息

• Compounds and Methods of Treatment
  申请人：LACKEY Karen Elizabeth

  公开号：US20080234267A1

  公开（公告）日：2008-09-25

  A derivative, which is useful as a ret kinase inhibitor is described herein. The described invention also includes methods of using the same in the treatment of diseases mediated by inappropriate ret kinase activity.

  本文描述了一种作为Ret酪氨酸激酶抑制剂有用的衍生物。所述发明还包括使用相同物质治疗由不当的Ret酪氨酸激酶活性介导的疾病的方法。
• [EN] AKT3 MODULATORS<br/>[FR] MODULATEURS DE AKT3
  申请人：GEORGIAMUNE LLC

  公开号：WO2021226458A1

  公开（公告）日：2021-11-11

  Compounds of Formula la, lb, or Ic, (Ia); (Ib); or (Ic), are described, where the various substituents are defined herein. The compounds can modulate a property or effect of Akt3 in vitro or in vivo, and can also be used, individually or in combination with other agents, in the prevention or treatment of a variety of conditions. Methods for synthesizing the compounds are described. Pharmaceutical compositions and methods of using these compounds or compositions, individually or in combination with other agents or compositions, in the prevention or treatment of a variety of conditions are also described.

  本文描述了化合物la、lb或Ic的公式(Ia)；(Ib)；或(Ic)，其中各种取代基在此处定义。这些化合物可以在体外或体内调节Akt3的性质或效果，并且还可以单独或与其他药剂结合在预防或治疗各种疾病方面使用。描述了合成这些化合物的方法。还描述了药物组合物和使用这些化合物或组合物的方法，单独或与其他药剂或组合物结合在预防或治疗各种疾病方面。
• N-(4,5-Dihydro-thiazol-2-yl)-3-quinoline-carboxamides having anxiolytic
  申请人：Roussel Uclaf

  公开号：US04450166A1

  公开（公告）日：1984-05-22

  Novel N-(4,5-dihydro-thiazol-2-yl)-4-hydroxy-3-quinoline-carboxamides of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms and R.sub.1 is selected from the group consisting of hydrogen, halogen, linear alkyl of 1 to 4 carbon atoms, branched alkyl of 3 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, CF.sub.3 --, CF.sub.3 O--, CF.sub.3 S-- and CH.sub.3 S-- in the 6- or 7-position and their non-toxic, pharmaceutically acceptable acid addition salts having a strong anxiolytic activity and a remarkable affinity for benzodiapines receptors and their preparation.

  化合物的名称为N-(4,5-二氢噻唑-2-基)-4-羟基-3-喹啉羧酰胺，化学式为##STR1##其中R从氢和1至4个碳原子的烷基中选择，R.sub.1从氢、卤素、1至4个碳原子的直链烷基、3至5个碳原子的支链烷基、1至4个碳原子的烷氧基、CF.sub.3 --、CF.sub.3 O--、CF.sub.3 S--和CH.sub.3 S--中选择，位于6-或7-位，以及它们的非毒性、药学上可接受的酸盐，具有强烈的抗焦虑活性和显著的苯二氮平受体亲和力，以及它们的制备方法。
• AMINO-QUINOLINES AS KINASE INHIBITORS
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：EP2566477B1

  公开（公告）日：2015-09-02
• A Convenient Procedure for<i>N</i>-Amination of 4-OXO-1,4-Dihydroquinolines
  作者：Dolorès Edmont、Yvon Buisson、Philippe Treillard、Christophe Plisson、Jacques Chenault

  DOI：10.1080/00397910008087312

  日期：2000.1

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