2-羟基-4-氧代-4-(吡啶-2-基)丁酸 | 1005237-42-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 2-羟基-4-氧代-4-(吡啶-2-基)丁酸
• 英文名称: 2-Hydroxy-4-oxo-4-pyridin-2-ylbutanoic acid
• CAS: 1005237-42-2
• 化学式: C₉H₉NO₄
• 分子量: 195.175
• InChiKey: GRYBFRMMVYHEQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  87.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-羟基-4-氧代-4-(吡啶-2-基)丁酸 在 吡啶 、 tetraphosphorus decasulfide 、 potassium carbonate 、 溶剂黄146 、 肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-[(2,6-Dichlorophenyl)methylsulfanyl]-6-pyridin-2-ylpyridazine
  参考文献：
  名称：

  Structure–activity relationship study of pyridazine derivatives as glutamate transporter EAAT2 activators

  摘要：

  Excitatory amino acid transporter 2 (EAAT2) is the major glutamate transporter and functions to remove glutamate from synapses. A thiopyridazine derivative has been found to increase EAAT2 protein levels in astrocytes. A structure-activity relationship study revealed that several components of the molecule were required for activity, such as the thioether and pyridazine. Modification of the benzylthioether resulted in several derivatives (7-13, 7-15 and 7-17) that enhanced EAAT2 levels by >6-fold at concentrations <5 mu M after 24 h. In addition, one of the derivatives (7-22) enhanced EAAT2 levels 3.5-3.9-fold after 24 h with an EC50 of 0.5 mu M. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.009
• 作为产物：
  描述：

  2-乙酰基吡啶 、 乙醛酸 在 potassium carbonate 作用下， 以 水 为溶剂， 生成 2-羟基-4-氧代-4-(吡啶-2-基)丁酸
  参考文献：
  名称：

  Structure–activity relationship study of pyridazine derivatives as glutamate transporter EAAT2 activators

  摘要：

  Excitatory amino acid transporter 2 (EAAT2) is the major glutamate transporter and functions to remove glutamate from synapses. A thiopyridazine derivative has been found to increase EAAT2 protein levels in astrocytes. A structure-activity relationship study revealed that several components of the molecule were required for activity, such as the thioether and pyridazine. Modification of the benzylthioether resulted in several derivatives (7-13, 7-15 and 7-17) that enhanced EAAT2 levels by >6-fold at concentrations <5 mu M after 24 h. In addition, one of the derivatives (7-22) enhanced EAAT2 levels 3.5-3.9-fold after 24 h with an EC50 of 0.5 mu M. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.009

文献信息

• Pyridazine and Pyrrole Compounds, Processes For Obtaining Them and Uses
  申请人：Dubreuil Didier Max

  公开号：US20100298562A1

  公开（公告）日：2010-11-25

  The present invention relates to nonlinear oligopyridazine compounds, to processes for obtaining them, to their uses, and also to their reduction to oligopyrroles and to the uses of the pyridazinylpyrrole and oligopyrrole compounds obtained. The invention relates in particular to the uses as medicaments, in particular for treating pathologies such as cancer, bacterial infections or parasitic infections, and also the uses in the materials, environmental, electronics and optics field.

  本发明涉及非线性寡吡啶化合物，以及获得它们的方法，它们的用途，以及将它们还原为寡吡咯和所获得的吡啶基吡咯和寡吡咯化合物的用途。该发明特别涉及用作药物的用途，特别是用于治疗癌症、细菌感染或寄生虫感染等病理的用途，以及在材料、环境、电子和光学领域的用途。
• COMPOSES PYRIDAZINIQUES ET PYRROLIQUES, PROCEDES D'OBTENTION ET APPLICATIONS
  申请人：Centre National de la Recherche Scientifique (CNRS)

  公开号：EP2069345A2

  公开（公告）日：2009-06-17
• US9034873B2
  申请人：——

  公开号：US9034873B2

  公开（公告）日：2015-05-19
• [EN] PYRIDAZINE AND PYRROLE COMPOUNDS, PROCESSES FOR OBTAINING THEM AND USES<br/>[FR] COMPOSES PYRIDAZINIQUES ET PYRROLIQUES, PROCEDES D'OBTENTION ET APPLICATIONS
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2008012440A2

  公开（公告）日：2008-01-31

  [EN] The present invention relates to nonlinear oligopyridazine compounds, to processes for obtaining them, to their uses, and also to their reduction to oligopyrroles and to the uses of the pyridazinylpyrrole and oligopyrrole compounds obtained. The invention relates in particular to the uses as medicaments, in particular for treating pathologies such as cancer, bacterial infections or parasitic infections, and also the uses in the materials, environmental, electronics and optics field.
  [FR] La présente invention est relative à des composés oligopyridaziniques non linéaires, à leurs procédés d'obtention, à leurs applications, ainsi qu'à leur régression en oligopyrroles et aux applications des composés pyridazinyl-pyrroliques et oligopyrroliques obtenus. L'invention vise en particulier les applications en tant que médicaments, notamment pour traiter des pathologies telles que le cancer, les infections bactériennes ou parasitaires, ainsi que les applications dans le domaine des matériaux, de l'environnement de l'électronique et de l'optique.
• Structure–activity relationship study of pyridazine derivatives as glutamate transporter EAAT2 activators
  作者：Xuechao Xing、Ling-Chu Chang、Qiongman Kong、Craig K. Colton、Liching Lai、Marcie A. Glicksman、Chien-Liang Glenn Lin、Gregory D. Cuny

  DOI：10.1016/j.bmcl.2011.08.009

  日期：2011.10

  Excitatory amino acid transporter 2 (EAAT2) is the major glutamate transporter and functions to remove glutamate from synapses. A thiopyridazine derivative has been found to increase EAAT2 protein levels in astrocytes. A structure-activity relationship study revealed that several components of the molecule were required for activity, such as the thioether and pyridazine. Modification of the benzylthioether resulted in several derivatives (7-13, 7-15 and 7-17) that enhanced EAAT2 levels by >6-fold at concentrations <5 mu M after 24 h. In addition, one of the derivatives (7-22) enhanced EAAT2 levels 3.5-3.9-fold after 24 h with an EC50 of 0.5 mu M. (C) 2011 Elsevier Ltd. All rights reserved.