6-(2,4-Dimethoxyphenyl)pyridazin-3-ol | 1105194-34-0

• 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: 6-(2,4-Dimethoxyphenyl)pyridazin-3-ol
• 英文别名: 3-(2,4-dimethoxyphenyl)-1H-pyridazin-6-one
• CAS: 1105194-34-0
• 化学式: C₁₂H₁₂N₂O₃
• mdl: MFCD16652692
• 分子量: 232.239
• InChiKey: LPEKJLCEPFJXNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(2,4-Dimethoxyphenyl)pyridazin-3-ol 在 三溴化硼 、 potassium carbonate 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 、 乙腈 为溶剂， 生成 6-{2-methoxy-4-[3-((R)-2-methyl-pyrrolidin-1-yl)-propoxy]-phenyl}-2H-pyridazin-3-one
  参考文献：
  名称：

  Identification of pyridazin-3-one derivatives as potent, selective histamine H3 receptor inverse agonists with robust wake activity

  摘要：

  H3R structure-activity relationships on a novel class of pyridazin-3-one H3R antagonists/inverse agonists are disclosed. Modifications of the pyridazinone core, central phenyl ring and linker led to the identification of molecules with excellent target potency, selectivity and pharmacokinetic properties. Compounds 13 and 21 displayed potent functional H3R antagonism in vivo in the rat dipsogenia model and demonstrated robust wake activity in the rat EEG/EMG model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.108
• 作为产物：
  描述：

  6-(2,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-one 生成 6-(2,4-Dimethoxyphenyl)pyridazin-3-ol
  参考文献：
  名称：

  Identification of pyridazin-3-one derivatives as potent, selective histamine H3 receptor inverse agonists with robust wake activity

  摘要：

  H3R structure-activity relationships on a novel class of pyridazin-3-one H3R antagonists/inverse agonists are disclosed. Modifications of the pyridazinone core, central phenyl ring and linker led to the identification of molecules with excellent target potency, selectivity and pharmacokinetic properties. Compounds 13 and 21 displayed potent functional H3R antagonism in vivo in the rat dipsogenia model and demonstrated robust wake activity in the rat EEG/EMG model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.108

文献信息

• US5883090A
  申请人：——

  公开号：US5883090A

  公开（公告）日：1999-03-16
• Identification of pyridazin-3-one derivatives as potent, selective histamine H3 receptor inverse agonists with robust wake activity
  作者：Robert L. Hudkins、Lisa D. Aimone、Thomas R. Bailey、Robert J. Bendesky、Reddeppa reddy Dandu、Derek Dunn、John A. Gruner、Kurt A. Josef、Yin-Guo Lin、Jacquelyn Lyons、Val R. Marcy、Joanne R. Mathiasen、Babu G. Sundar、Ming Tao、Allison L. Zulli、Rita Raddatz、Edward R. Bacon

  DOI：10.1016/j.bmcl.2011.06.108

  日期：2011.9

  H3R structure-activity relationships on a novel class of pyridazin-3-one H3R antagonists/inverse agonists are disclosed. Modifications of the pyridazinone core, central phenyl ring and linker led to the identification of molecules with excellent target potency, selectivity and pharmacokinetic properties. Compounds 13 and 21 displayed potent functional H3R antagonism in vivo in the rat dipsogenia model and demonstrated robust wake activity in the rat EEG/EMG model. (C) 2011 Elsevier Ltd. All rights reserved.