3-[[((2-甲基苯基)甲基]硫代]-6-(2-吡啶基)-哒嗪 | 894002-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 3-[[((2-甲基苯基)甲基]硫代]-6-(2-吡啶基)-哒嗪
• 中文别名: 3-[[(2-甲基苯基)甲基]硫基]-6-(2-吡啶基)哒嗪
• 英文名称: (3-[(2-methylbenzyl)sulfenyl]-6-(pyridine-2-yl)pyridazine)
• 英文别名: 3-[(2-Methylphenyl)methylsulfanyl]-6-pyridin-2-ylpyridazine
• CAS: 894002-50-7
• 化学式: C₁₇H₁₅N₃S
• 分子量: 293.392
• InChiKey: DUUQLWDHNYFUPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[[((2-甲基苯基)甲基]硫代]-6-(2-吡啶基)-哒嗪 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-[(2-Methylphenyl)methylsulfonyl]-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：

  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-[[((2-甲基苯基)甲基]硫代]-6-(2-吡啶基)-哒嗪
  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

• [EN] PYRIDAZINE DERIVATIVES AS EAAT2 ACTIVATORS<br/>[FR] DÉRIVÉS DE PYRIDAZINE EN TANT QU'ACTIVATEURS D'EAAT2
  申请人：BRIGHAM & WOMENS HOSPITAL

  公开号：WO2013019938A1

  公开（公告）日：2013-02-07

  Pyridazine derivatives that activate the excitatory amino acid transporter 2 (EAAT2), and methods of use thereof for treating or preventing diseases, disorders, and conditions associated with glutamate excitotoxicity.

  吡啶二氮杂苯衍生物可激活兴奋性氨基酸转运蛋白2（EAAT2），以及利用这些方法治疗或预防与谷氨酸兴奋毒性相关的疾病、障碍和症状。
• Pyridazine derivatives as EAAT2 Activators
  申请人：Cuny Gregory D.

  公开号：US20140303174A1

  公开（公告）日：2014-10-09

  Pyridazine derivatives that activate the excitatory amino acid transporter 2 (EAAT2), and methods of use thereof for treating or preventing diseases, disorders, and conditions associated with glutamate excitotoxicity.
• 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.