6-(Pyridin-4-yl)pyridazine-3-thiol | 1286720-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(Pyridin-4-yl)pyridazine-3-thiol
• 英文别名: 3-pyridin-4-yl-1H-pyridazine-6-thione
• CAS: 1286720-21-5
• 化学式: C₉H₇N₃S
• 分子量: 189.241
• InChiKey: DRKKWHCTMIIWOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(Pyridin-4-yl)pyridazine-3-thiol 、 2-氯苄溴 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-[(2-Chlorophenyl)methylsulfanyl]-6-pyridin-4-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：

  4-乙酰吡啶 在 吡啶 、 tetraphosphorus decasulfide 、 potassium carbonate 、 溶剂黄146 、 肼 作用下， 以 水 为溶剂， 生成 6-(Pyridin-4-yl)pyridazine-3-thiol
  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

• 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.