3-(Ethylthio)-6-(pyridin-2-yl)pyridazine | 893993-33-4

• 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: 3-(Ethylthio)-6-(pyridin-2-yl)pyridazine
• 英文别名: 3-ethylsulfanyl-6-pyridin-2-ylpyridazine
• CAS: 893993-33-4
• 化学式: C₁₁H₁₁N₃S
• 分子量: 217.294
• InChiKey: ZDILQNDDMLOYEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-(吡啶-2-基)-2,3-二氢吡嗪-3-酮 在 吡啶 、 tetraphosphorus decasulfide 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-(Ethylthio)-6-(pyridin-2-yl)pyridazine
  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

• US9447075B2
  申请人：——

  公开号：US9447075B2

  公开（公告）日：2016-09-20
• 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.