2-(2-hydroxyethylamino)-1-thenoylmethylbenzimidazole | 292613-30-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(2-hydroxyethylamino)-1-thenoylmethylbenzimidazole
• 英文别名: Ethanone, 2-[2-(2-hydroxyethylamino)-1-benzimidazolyl]-1-(2-thienyl)-；2-[2-(2-hydroxyethylamino)benzimidazol-1-yl]-1-thiophen-2-ylethanone
• CAS: 292613-30-0
• 化学式: C₁₅H₁₅N₃O₂S
• 分子量: 301.369
• InChiKey: MZPLELLXHOLZAI-UHFFFAOYSA-N

物化性质

• 熔点：
  179-180 °C
• 沸点：
  559.5±60.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  95.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxyethylamino)-1-thenoylmethylbenzimidazole 在 三氯氧磷 作用下， 生成 2-(2-thienyl)-1-(2-chloroethyl)imidazo[1,2-a]benzimidazole hydrochloride
  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-(2-hydroxyethylamino)-1-thenoylmethylbenzimidazole hydrobromide 在 ammonium hydroxide 作用下， 以 水 为溶剂， 生成 2-(2-hydroxyethylamino)-1-thenoylmethylbenzimidazole
  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

• Ketones
  申请人：Barton John Peter

  公开号：US20050272036A1

  公开（公告）日：2005-12-08

  Compounds of formula (I): wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  描述了式(I)的化合物：其中变量基团如定义的那样；用于抑制11βHSD1。
• 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.