1-benzyl-N-(2-chloroethyl)benzimidazol-2-amine | 111678-96-7

• 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-N-(2-chloroethyl)benzimidazol-2-amine
• CAS: 111678-96-7
• 化学式: C₁₆H₁₆ClN₃
• 分子量: 285.776
• InChiKey: GFMGEHVATVZHAK-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C
• 沸点：
  469.3±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzyl-N-(2-chloroethyl)benzimidazol-2-amine 以100%的产率得到9-Benzyl-2,3-dihydroimidazo<1,2-a>benzimidazole Hydrochloride
  参考文献：
  名称：

  New method for the synthesis of 9-substituted 2,3-dihydroimidazo[1,2-a]benzimidazoles

  摘要：

  DOI：

  10.1007/bf00513276
• 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 6.0h， 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

文献信息

• New method for the synthesis of 9-substituted 2,3-dihydroimidazo[1,2-a]benzimidazoles
  作者：V. A. Anisimova、M. V. Levchenko、Yu. V. Koshchienko、A. F. Pozharskii

  DOI：10.1007/bf00513276

  日期：1983.3
• 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：——
• Synthesis and biological evaluation of 2,3-dihydroimidazo[1,2-a]benzimidazole derivatives against Leishmania donovani and Trypanosoma cruzi
  作者：Sangmi Oh、Sungbum Kim、Sunju Kong、Gyongseon Yang、Nakyung Lee、Dawoon Han、Junghyun Goo、Jair L. Siqueira-Neto、Lucio H. Freitas-Junior、Rita Song

  DOI：10.1016/j.ejmech.2014.07.038

  日期：2014.9

  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.
• 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