2-(3-hydroxypropylamino)-1-phenacylbenzimidazole | 416890-59-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3-hydroxypropylamino)-1-phenacylbenzimidazole
• 英文别名: Cambridge id 5528013；2-[2-(3-hydroxypropylamino)benzimidazol-1-yl]-1-phenylethanone
• CAS: 416890-59-0
• 化学式: C₁₈H₁₉N₃O₂
• 分子量: 309.368
• InChiKey: VUAWXOVDKSJYGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  67.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-hydroxypropylamino)-1-phenacylbenzimidazole 、 乙酸酐 在 sodium acetate 作用下， 反应 1.0h， 以87%的产率得到2-(N-acetylamino-3-acetoxypropyl)-1-phenacylbenzimidazole
  参考文献：
  名称：

  Research in the field of imidazo[1,2-a]benzimidazole derivatives: XXVII. 1-acylmethyl-2-(ω-hydroxyalkylamino)-benzimidazoles and their transformation into derivatives of tricyclic systems

  摘要：

  1-Acylmethyl-2-(omega-hydroxyalkylamino)benzimidazoles were synthesized and their behavior under various conditions was investigated: at the thermolysis without solvent, at heating in DMF or in 2-aminoethanol, hydrohalic acids, and acetic anhydride, in the presence of chlorinating agents (SOCl(2), POCl(3)). Depending on the reaction conditions derivatives were obtained of 1H-imidazo[1,2-a]-benzimidazole, 9H-2,3-dihydroimidazo[1,2-a]benzimidazole, and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]-benzimidazole that were suitable synthons for the synthesis of functionally substituted derivatives of these tricyclic systems.

  DOI：

  10.1134/s1070428010020223
• 作为产物：
  描述：

  2-(3-hydroxypropylamino)-1-phenacylbenzimidazole hydrobromide 在 ammonium hydroxide 作用下， 以 水 为溶剂， 生成 2-(3-hydroxypropylamino)-1-phenacylbenzimidazole
  参考文献：
  名称：

  Research in the field of imidazo[1,2-a]benzimidazole derivatives: XXVII. 1-acylmethyl-2-(ω-hydroxyalkylamino)-benzimidazoles and their transformation into derivatives of tricyclic systems

  摘要：

  1-Acylmethyl-2-(omega-hydroxyalkylamino)benzimidazoles were synthesized and their behavior under various conditions was investigated: at the thermolysis without solvent, at heating in DMF or in 2-aminoethanol, hydrohalic acids, and acetic anhydride, in the presence of chlorinating agents (SOCl(2), POCl(3)). Depending on the reaction conditions derivatives were obtained of 1H-imidazo[1,2-a]-benzimidazole, 9H-2,3-dihydroimidazo[1,2-a]benzimidazole, and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]-benzimidazole that were suitable synthons for the synthesis of functionally substituted derivatives of these tricyclic systems.

  DOI：

  10.1134/s1070428010020223

文献信息

• Dérivés du benzimidazole à activité antidiabétique et antiagrégante plaquettaire
  申请人：ADIR ET COMPAGNIE

  公开号：EP0571253A1

  公开（公告）日：1993-11-24

  Dérivés de formule générale (I) : où A, B, C, D, n, R₁, R₂, R₃, R₄, X, Y, Z sont tels que définis dans la description. Médicaments.

  通式(I)的衍生物 ： 其中 A、B、C、D、n、R₁、R₂、R₃、R₄、X、Y、Z 如描述中所定义。 药物。
• Research in the field of imidazo[1,2-a]benzimidazole derivatives: XXVII. 1-acylmethyl-2-(ω-hydroxyalkylamino)-benzimidazoles and their transformation into derivatives of tricyclic systems
  作者：V. A. Anisimova、I. E. Tolpygin、G. S. Borodkin

  DOI：10.1134/s1070428010020223

  日期：2010.2

  1-Acylmethyl-2-(omega-hydroxyalkylamino)benzimidazoles were synthesized and their behavior under various conditions was investigated: at the thermolysis without solvent, at heating in DMF or in 2-aminoethanol, hydrohalic acids, and acetic anhydride, in the presence of chlorinating agents (SOCl(2), POCl(3)). Depending on the reaction conditions derivatives were obtained of 1H-imidazo[1,2-a]-benzimidazole, 9H-2,3-dihydroimidazo[1,2-a]benzimidazole, and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]-benzimidazole that were suitable synthons for the synthesis of functionally substituted derivatives of these tricyclic systems.