1-(8-hydroxy-2-methylquinolin-5-yl)ethanone | 26872-39-9

• 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: 1-(8-hydroxy-2-methylquinolin-5-yl)ethanone
• 英文别名: 1-(8-hydroxy-2-methyl-[5]quinolyl)-ethanone；1-(8-Hydroxy-2-methyl-[5]chinolyl)-aethanon；1-(8-hydroxy-2-methylquinolin-5-yl)-ethanone；5-Acetyl-8-chinaldinol
• CAS: 26872-39-9
• 化学式: C₁₂H₁₁NO₂
• 分子量: 201.225
• InChiKey: GIOVQWFAAOPECM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(8-hydroxy-2-methylquinolin-5-yl)ethanone 在 sodium chloride 、 sodium hydroxide 、 magnesium chloride 、 4-羟乙基哌嗪乙磺酸 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of Red-Shifted 8-Hydroxyquinoline Derivatives Using Click Chemistry and Their Incorporation into Phosphorylation Chemosensors

  摘要：

  Protein phosphorylation is a ubiquitous post-translational modification, and protein kinases, the enzymes that catalyze the phosphoryl transfer, are involved in nearly every aspect of normal, as well as aberrant, cell function. Here we describe the synthesis of novel. red-shifted 8-hydroxyquinoline-based fluorophores and their incorporation into peptidyl kinase activity reporters. Replacement of the sulfonamide group of the sulfonamido-oxine (1, Sox) chromophore, which has been previously used In kinase sensing, by a 1,4-substituted triazole moiety prepared via click chemistry resulted in a significant bathochromic shift in the fluorescence excitation (15 nm) and emission (40 rim) maxima for the Mg2+ chelate. Furthermore, when a click derivative was incorporated into a chemosensor for MK2, the kinase accepted the new substrate as efficiently as the previously reported Sox-based sensor. Taken together, these results extend the utility range of kinase sensors that are based on chelation-enhanced fluorescence (CHEF).

  DOI：

  10.1021/jo901369k
• 作为产物：
  描述：

  8-羟基喹哪啶 、 乙酰氯 在 aluminum (III) chloride 盐酸 、 sodium hydroxide 作用下， 以 硝基苯 、 水 为溶剂， 以70%的产率得到1-(8-hydroxy-2-methylquinolin-5-yl)ethanone
  参考文献：
  名称：

  Styrylquinolines, their process of preparation and their therapeutic uses

  摘要：

  本发明涉及新的取代苯乙烯基喹啉，它们的制备方法以及它们作为整合酶抑制剂和/或用于治疗和/或预防艾滋病的治疗用途。

  公开号：

  EP2147912A1

文献信息

• [EN] 1, 2, 3-TRIAZOLE CONTAINING PROTEIN KINASE SENSORS<br/>[FR] 1, 2, 3-TRIAZOLE CONTENANT DES DÉTECTEURS DE PROTÉINE KINASE
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2011025546A1

  公开（公告）日：2011-03-03

  The present invention generally relates to compositions and methods for determining kinase activity. In some cases, the compositions comprise a triazole heterocycle. In some embodiments, the compositions comprise a quinoline moiety. In one aspect, the present invention is directed to compositions that undergo chelation- enhanced fluorescence (CHEF). In some cases, the compositions may have fluorescence emission spectra with peak maxima greater than 490 nm. The compositions of the present invention can be used, in certain embodiments, to detect phosphorylated substrates and biological processes such as phosphorylation events.

  本发明通常涉及用于确定激酶活性的组合物和方法。在某些情况下，这些组合物包括三唑杂环。在某些实施例中，这些组合物包括喹啉基团。在一个方面，本发明涉及能够经历螯合增强荧光（CHEF）的组合物。在某些情况下，这些组合物可能具有峰值大于490纳米的荧光发射光谱。在某些实施例中，本发明的组合物可用于检测磷酸化底物和生物过程，如磷酸化事件。
• KINASE SENSORS
  申请人：IMPERIALI BARBARA

  公开号：US20110053180A1

  公开（公告）日：2011-03-03

  The present invention generally relates to compositions and methods for determining kinase activity. In some cases, the compositions comprise a triazole heterocycle. In some embodiments, the compositions comprise a quinoline moiety. In one aspect, the present invention is directed to compositions that undergo chelation-enhanced fluorescence (CHEF). In some cases, the compositions may have fluorescence emission spectra with peak maxima greater than 490 nm. The compositions of the present invention can be used, in certain embodiments, to detect phosphorylated substrates and biological processes such as phosphorylation events.

  本发明通常涉及用于确定激酶活性的组合物和方法。在某些情况下，该组合物包括三唑杂环。在某些实施例中，该组合物包括喹啉基团。在一方面，本发明涉及经过螯合增强荧光（CHEF）的组合物。在某些情况下，该组合物可能具有荧光发射光谱，其峰值最大值大于490纳米。在某些实施例中，本发明的组合物可用于检测磷酸化底物和生物过程，例如磷酸化事件。
• STYRYLQUINOLINES, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTIC USES
  申请人：THIBAUT Laurent

  公开号：US20100120847A1

  公开（公告）日：2010-05-13

  The present invention concerns new substituted styrylquinolines, their process of preparation and their therapeutic uses as integrase inhibitors and/or for the treatment and/or prevention of HIV.

  本发明涉及新的取代苯乙烯基喹啉，其制备过程以及其作为整合酶抑制剂和/或用于治疗和/或预防艾滋病的治疗用途。
• STYRLYQUINOLINES, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTIC USES
  申请人：Giethlen Bruno

  公开号：US20110224242A1

  公开（公告）日：2011-09-15

  The present disclosure concerns new substituted styrylquinolines, the process of their preparation and their therapeutic uses as integrase inhibitors and/or for the treatment and/or prevention of HIV.

  本公开涉及新的取代苯乙烯基喹啉、其制备过程以及其作为整合酶抑制剂和/或用于治疗和/或预防艾滋病的治疗用途。
• New esters of 5-acyl-8-hydroxyquinolines and their use for the control of fungi
  申请人：GEIGY AG J R

  公开号：US02875126A1

  公开（公告）日：1959-02-24