5-氨基-2-甲基喹啉-8-醇 | 91613-48-8

• 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
• 中文名称: 5-氨基-2-甲基喹啉-8-醇
• 英文名称: 5-amino-8-hydroxy-2-methylquinoline
• 英文别名: 5-amino-2-methyl-quinolin-8-ol；2-methyl-5-amino-8-hydroxyquinoline；5-amino-2-methylquinolin-8-ol；5-Amino-2-methyl-8-chinolinol
• CAS: 91613-48-8
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: IFOFWZGKLRGLPS-UHFFFAOYSA-N

物化性质

• 沸点：
  392.8±42.0 °C(Predicted)
• 密度：
  1.302±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  59.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-氨基-2-甲基喹啉-8-醇 以37%的产率得到2-甲基喹啉-5,8-二酮
  参考文献：
  名称：

  Quinoline quinones and anti-asthmatic use thereof

  摘要：

  这项发明涉及一类喹啉醌类化合物，可用于治疗即刻过敏反应，如哮喘，以及治疗任何以白三烯过度释放为特征的疾病。该发明还包括一种治疗这些疾病的方法，包括向动物，包括人类，施用有效剂量的喹啉醌类化合物。该发明的另一部分是含有这些药理活性化合物的药物配方。

  公开号：

  US04492704A1
• 作为产物：
  描述：

  2-methyl-5-nitroso-quinolin-8-ol 在 platinum(IV) oxide 、 氢气 作用下， 生成 5-氨基-2-甲基喹啉-8-醇
  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

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。
• NEUROLOGICALLY ACTIVE COMPOUNDS
  申请人：Barnham Kevin Jeffrey

  公开号：US20100160346A1

  公开（公告）日：2010-06-24

  The present invention relates to neurologically-active compounds, processes for their preparation and their use as pharmaceutical or veterinary agents, in particular for the treatment of neurological conditions, more specifically neurodegenerative conditions such as Alzheimer's disease.

  本发明涉及神经活性化合物，其制备方法以及它们作为制药或兽医制剂的用途，特别是用于治疗神经系统疾病，更具体地说是神经退行性疾病，如阿尔茨海默病。
• Kinase sensors
  申请人：Imperiali Barbara

  公开号：US08409820B2

  公开（公告）日：2013-04-02

  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.

  本发明一般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，本发明涉及经螯合增强荧光（CHEF）的组合物。在某些情况下，这些组合物可能具有峰值最大值大于490 nm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，例如磷酸化事件。
• 6-Substituted-quinoline-5,8-quinones
  申请人：ELI LILLY AND COMPANY

  公开号：EP0107367A2

  公开（公告）日：1984-05-02

  6-Substituted-quinoline-5,8-quinones useful for therapy of immediate hypersensitivity reactions and conditions characterized by excessive release of leukotriene.

  6-取代-喹啉-5,8-醌，可用于治疗即时超敏反应和以白三烯释放过多为特征的病症。