5-Iodo-2-(methoxymethyl)-3(2H)-pyridazinone | 1224583-02-1

• 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: 5-Iodo-2-(methoxymethyl)-3(2H)-pyridazinone
• 英文别名: 5-iodo-2-(methoxymethyl)pyridazin-3(2H)-one；5-iodo-2-(methoxymethyl)-2H-pyridazin-3-one；5-Iodo-2-(methoxymethyl)pyridazin-3-one
• CAS: 1224583-02-1
• 化学式: C₆H₇IN₂O₂
• 分子量: 266.038
• InChiKey: ZEKQAYYQXBOPFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-2-methyl-1-{3-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenoxyl]propyl}pyrrolidine 、 5-Iodo-2-(methoxymethyl)-3(2H)-pyridazinone 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 4.0h， 以39%的产率得到2-methoxymethyl-5-(4-[3-((R)-2-methyl-pyrrolidin-1-yl)-propoxyl]-phenyl)-2H-pyridazin-3-one
  参考文献：
  名称：

  Synthesis and evaluation of 4- and 5-pyridazin-3-one phenoxypropylamine analogues as histamine-3 receptor antagonists

  摘要：

  A novel series of 4-pyridazin-3-one and 5-pyridazin-3-one analogues were designed and synthesized as H3R antagonists. Structure-activity relationship revealed the 5-pyridazin-3-ones 8a and S-methyl 8b had excellent human and rat H3R affinities, and acceptable pharmacokinetic properties. In vivo evaluation of 8a showed potent activity in the rat dipsogenia model and robust wake-promoting activity in the rat EEG/EMG model. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.04.028
• 作为产物：
  描述：

  溴甲基甲基醚 、 5-碘哒嗪-3(2H)-酮 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到5-Iodo-2-(methoxymethyl)-3(2H)-pyridazinone
  参考文献：
  名称：

  Synthesis and evaluation of 4- and 5-pyridazin-3-one phenoxypropylamine analogues as histamine-3 receptor antagonists

  摘要：

  A novel series of 4-pyridazin-3-one and 5-pyridazin-3-one analogues were designed and synthesized as H3R antagonists. Structure-activity relationship revealed the 5-pyridazin-3-ones 8a and S-methyl 8b had excellent human and rat H3R affinities, and acceptable pharmacokinetic properties. In vivo evaluation of 8a showed potent activity in the rat dipsogenia model and robust wake-promoting activity in the rat EEG/EMG model. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.04.028