2-(2-pyridylmethylamino)-4,5-dihydro-1H-imidazole | 5295-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(2-pyridylmethylamino)-4,5-dihydro-1H-imidazole
• 英文别名: (4,5-dihydro-1H-imidazol-2-yl)-pyridin-2-ylmethyl-amine；N-(pyridin-2-ylmethyl)-4,5-dihydro-1H-imidazol-2-amine
• CAS: 5295-43-2
• 化学式: C₉H₁₂N₄
• 分子量: 176.221
• InChiKey: NTPOIGDFKKSXES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-pyridylmethylamino)-4,5-dihydro-1H-imidazole 在 sodium dithionite 、 sodium ethanolate 作用下， 以 乙醇 、 水 为溶剂， 反应 3.17h， 生成 N-[7-amino-5-oxo-8-(pyridin-2-ylmethyl)-2,3-dihydroimidazo[1,2-a]pyrimidin-6-yl]formamide
  参考文献：
  名称：

  Substituted 6,7-dihydroimidazo[1,2-a]purin-9(4H)-ones

  摘要：

  The synthesis of a series of substituted 6,7-dihydroimidazo[1,2-a]purin-9(4H)-ones is described. Several members of the series exhibit enhanced antiallergic and bronchodilator activity and reduced side effects as compared to theophylline. Structure-activity relationships and metabolic considerations are discussed for the series. Analogues substituted with a 4-(4-chlorobenzyl) moiety, such as 33 and 40, shown an optimal balance of antiallergic and bronchodilator activity and are of particular interest. Compound 33 is significantly more potent than theophylline against both metacholine- and antigen-induced bronchospasms, does not affect spontaneous motor activity, and shows minimal cardiovascular effects in the rat.

  DOI：

  10.1021/jm00185a008
• 作为产物：
  描述：

  2-氨甲基吡啶 、 2-甲硫基-2-咪唑啉 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以99%的产率得到2-(2-pyridylmethylamino)-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  温和条件下异硫脲碘化物和胺的鸟苷化合成五元和六元环胍

  摘要：

  摘要 通过异硫脲碘化物与等摩尔量的各种胺在四氢呋喃中反应，一步得到环状氢碘化胍。所得氢碘化物用氢氧化钠或阴离子交换树脂中和，以定量产率提供相应的取代环胍。图形概要

  DOI：

  10.1080/00397911.2016.1269927

文献信息

• Substituted 6,7-dihydroimidazo[1,2-a]purin-9(4H)-ones
  作者：D. L. Temple、J. P. Yevich、J. D. Catt、D. Owens、C. Hanning、R. R. Covington、R. J. Seidehamel、K. W. Dungan

  DOI：10.1021/jm00185a008

  日期：1980.11

  The synthesis of a series of substituted 6,7-dihydroimidazo[1,2-a]purin-9(4H)-ones is described. Several members of the series exhibit enhanced antiallergic and bronchodilator activity and reduced side effects as compared to theophylline. Structure-activity relationships and metabolic considerations are discussed for the series. Analogues substituted with a 4-(4-chlorobenzyl) moiety, such as 33 and 40, shown an optimal balance of antiallergic and bronchodilator activity and are of particular interest. Compound 33 is significantly more potent than theophylline against both metacholine- and antigen-induced bronchospasms, does not affect spontaneous motor activity, and shows minimal cardiovascular effects in the rat.
• Synthesis of five- and six-membered cyclic guanidines by guanylation with isothiouronium iodides and amines under mild conditions
  作者：Naoto Aoyagi、Takeshi Endo

  DOI：10.1080/00397911.2016.1269927

  日期：2017.3.4

  ABSTRACT Cyclic guanidine hydroiodides were obtained in one step by the reactions of isothiouronium iodides with an equimolar amount of various amines in tetrahydrofuran. The obtained hydroiodides were neutralized with sodium hydroxide or anionic exchange resin to afford the corresponding substituted cyclic guanidines in quantitative yields. GRAPHICAL ABSTRACT

  摘要 通过异硫脲碘化物与等摩尔量的各种胺在四氢呋喃中反应，一步得到环状氢碘化胍。所得氢碘化物用氢氧化钠或阴离子交换树脂中和，以定量产率提供相应的取代环胍。图形概要