1-Benzyl-2-(2-hydroxyethylamino)-benzimidazole | 86978-99-6

• 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: 1-Benzyl-2-(2-hydroxyethylamino)-benzimidazole
• 英文别名: 2-[(1-benzyl-1H-benzimidazol-2-yl)amino]ethanol；2-[(1-benzylbenzimidazol-2-yl)amino]ethanol
• CAS: 86978-99-6
• 化学式: C₁₆H₁₇N₃O
• mdl: MFCD01832533
• 分子量: 267.33
• InChiKey: TYPADTZAGSHYOF-UHFFFAOYSA-N

物化性质

• 熔点：
  182 °C
• 沸点：
  492.0±55.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  50.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Benzyl-2-(2-hydroxyethylamino)-benzimidazole 在 三氯氧磷 作用下， 反应 2.0h， 生成 1-benzyl-N-(2-chloroethyl)benzimidazol-2-amine
  参考文献：
  名称：

  Synthesis and biological evaluation of 2,3-dihydroimidazo[1,2-a]benzimidazole derivatives against Leishmania donovani and Trypanosoma cruzi

  摘要：

  A high-throughput (HTS) and high-content screening (HCS) campaign of a commercial library identified 2,3-dihydroimidazo[1,2-a]benzimidazole analogues as a novel class of anti-parasitic agents. A series of synthetic derivatives were evaluated for their in vitro anti-leishmanial and anti-trypanosomal activities against Leishmania donovani and Trypanosoma cruzi, which have been known as the causative parasites for visceral leishmaniasis and Chagas disease, respectively. In the case of Leishmania, the compounds were tested in both intracellular amastigote and extracellular promastigote assays. Compounds 4 and 24 showed promising anti-leishmanial activity against intracellular L. donovani (3.05 and 5.29 μM, respectively) and anti-trypanosomal activity against T. cruzi (1.10 and 2.10 μM, respectively) without serious cytotoxicity toward THP-1 and U2OS cell lines.

  DOI：

  10.1016/j.ejmech.2014.07.038
• 作为产物：
  描述：

  N1-苄基苯-1,2-二胺 在 盐酸 、 三氯氧磷 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-Benzyl-2-(2-hydroxyethylamino)-benzimidazole
  参考文献：
  名称：

  Synthesis and biological evaluation of 2,3-dihydroimidazo[1,2-a]benzimidazole derivatives against Leishmania donovani and Trypanosoma cruzi

  摘要：

  A high-throughput (HTS) and high-content screening (HCS) campaign of a commercial library identified 2,3-dihydroimidazo[1,2-a]benzimidazole analogues as a novel class of anti-parasitic agents. A series of synthetic derivatives were evaluated for their in vitro anti-leishmanial and anti-trypanosomal activities against Leishmania donovani and Trypanosoma cruzi, which have been known as the causative parasites for visceral leishmaniasis and Chagas disease, respectively. In the case of Leishmania, the compounds were tested in both intracellular amastigote and extracellular promastigote assays. Compounds 4 and 24 showed promising anti-leishmanial activity against intracellular L. donovani (3.05 and 5.29 μM, respectively) and anti-trypanosomal activity against T. cruzi (1.10 and 2.10 μM, respectively) without serious cytotoxicity toward THP-1 and U2OS cell lines.

  DOI：

  10.1016/j.ejmech.2014.07.038

文献信息

• Synthesis and pharmacological activity of certain 2,3-dihydroimadazo[1,2-a]benzimidazoles and intermediates formed in their synthesis
  作者：V. A. Anisimova、M. V. Levchenko、G. V. Kovalev、A. A. Spasov、G. P. Dudchenko、S. G. Antonyan、N. V. Bessudnova、R. E. Libinzon

  DOI：10.1007/bf01146184

  日期：1987.3
• Research on imidazo[1,2-a]benzimidazole derivatives. 23. Syntheses based on 2-(2-hydroxyethylamino)benzimidazoles
  作者：V. A. Anisimova、M. V. Levchenko

  DOI：10.1007/bf00475473

  日期：1987.1
• ANISIMOVA, V. A.;LEVCHENKO, M. V.;KOSHCHIENKO, YU. V.;POZHARSKIJ, A. F., XIMIYA GETEROTSIKL. SOEDIN., 1983, N 3, 419
  作者：ANISIMOVA, V. A.、LEVCHENKO, M. V.、KOSHCHIENKO, YU. V.、POZHARSKIJ, A. F.

  DOI：——

  日期：——
• ANISIMOVA V. A.; LEVCHENKO M. V., XIMIYA GETEROTSIKL. SOED.,(1987) N 1, 59-63
  作者：ANISIMOVA V. A.、 LEVCHENKO M. V.

  DOI：——

  日期：——
• ANISIMOVA V. A.; LEVCHENKO M. V.; KOVALEV G. V.; SPASOV A. A.; DUBCHENKO +, XIM.-FARMATS. ZH., 21,(1987) N 3, 313-319
  作者：ANISIMOVA V. A.、 LEVCHENKO M. V.、 KOVALEV G. V.、 SPASOV A. A.、 DUBCHENKO +

  DOI：——

  日期：——