3-((2-Chloro-6-fluorobenzyl)thio)-6-(pyridin-2-yl)pyridazine | 892415-28-0

• 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-((2-Chloro-6-fluorobenzyl)thio)-6-(pyridin-2-yl)pyridazine
• 英文别名: 3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-6-pyridin-2-ylpyridazine
• CAS: 892415-28-0
• 化学式: C₁₆H₁₁ClFN₃S
• 分子量: 331.801
• InChiKey: DCLFFJASADCESO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-((2-Chloro-6-fluorobenzyl)thio)-6-(pyridin-2-yl)pyridazine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-[(2-Chloro-6-fluorophenyl)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

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。
• Pyridazin-3(2H)-one derivatives as monoamine oxidase selective isoform B inhibitors
  申请人：UNIVERSIDADE DE VIGO

  公开号：US10253000B2

  公开（公告）日：2019-04-09

  The present invention refers to pyridazin-3(2H)-one derivatives of general structure I, II and III, which are selective MAO-B inhibitors, and to the use thereof for preparing medicaments intended to treat disorders derived from MAO-B hyperactivity, particularly degenerative disorders of the central nervous system (CNS), such as Parkinson's disease (PD), Alzheimer's disease (AD) and other dementias. These are pyridazin-3(2H)-one derivatives having dithiocarbamate moieties bonded to position 4, 5 or 6 through an alkyl chain of variable length (n=1, 2, 3). This invention is also directed to the preparation of said compounds.

  本发明涉及一般结构 I、II 和 III 的哒嗪-3(2H)-酮衍生物，它们是选择性 MAO-B 抑制剂，并涉及使用它们制备药物，以治疗 MAO-B 活性亢进引起的疾病，特别是中枢神经系统（CNS）的退行性疾病，如帕金森病（PD）、阿尔茨海默病（AD）和其他痴呆症。这些衍生物为哒嗪-3(2H)-酮衍生物，其第 4、5 或 6 位通过长度可变的烷基链（n=1、2、3）键合有二硫代氨基甲酸酯分子。本发明还涉及上述化合物的制备。
• 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.
• PYRIDAZIN-3(2H)-ONE DERIVATIVES AS MONOAMINE OXIDASE SELECTIVE ISOFORM B INHIBITORS (As Amended)
  申请人：UNIVERSIDADE DE VIGO

  公开号：US20180215718A1

  公开（公告）日：2018-08-02

  The present invention refers to pyridazin-3(2H)-one derivatives of general structure I, II and III, which are selective MAO-B inhibitors, and to the use thereof for preparing medicaments intended to treat disorders derived from MAO-B hyperactivity, particularly degenerative disorders of the central nervous system (CNS), such as Parkinson's disease (PD), Alzheimer's disease (AD) and other dementias. These are pyridazin-3(2H)-one derivatives having dithiocarbamate moieties bonded to position 4, 5 or 6 through an alkyl chain of variable length (n=1, 2, 3). This invention is also directed to the preparation of said compounds.
• US9447075B2
  申请人：——

  公开号：US9447075B2

  公开（公告）日：2016-09-20