1-(4-Methoxy-benzyl)-3-{1-[2-(1H-tetrazol-5-yl)-ethyl]-1H-benzoimidazol-2-ylmethyl}-1,3-dihydro-benzoimidazol-2-one | 880550-44-7

• 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-(4-Methoxy-benzyl)-3-{1-[2-(1H-tetrazol-5-yl)-ethyl]-1H-benzoimidazol-2-ylmethyl}-1,3-dihydro-benzoimidazol-2-one
• CAS: 880550-44-7
• 化学式: C₂₆H₂₄N₈O₂
• 分子量: 480.529
• InChiKey: UFZCULCKWQSFEU-UHFFFAOYSA-N

物化性质

• 沸点：
  742.0±70.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  1-(4-Methoxy-benzyl)-3-{1-[2-(1H-tetrazol-5-yl)-ethyl]-1H-benzoimidazol-2-ylmethyl}-1,3-dihydro-benzoimidazol-2-one 在 三溴化硼 作用下， 生成 1-(4-Hydroxy-benzyl)-3-{1-[2-(1H-tetrazol-5-yl)-ethyl]-1H-benzoimidazol-2-ylmethyl}-1,3-dihydro-benzoimidazol-2-one
  参考文献：
  名称：

  Respiratory syncytial virus fusion inhibitors. Part 3: Water-soluble benzimidazol-2-one derivatives with antiviral activity in vivo

  摘要：

  The introduction of acidic and basic functionality into the side chains of respiratory syncytial virus (RSV) fusion inhibitors was examined in an effort to identify compounds suitable for evaluation in vivo in the cotton rat model of RSV infection following administration as a small particle aerosol. The acidic compounds 2r, 2u, 2v, 2w, 2z, and 2aj demonstrated potent antiviral activity in cell culture and exhibited efficacy in the cotton rat comparable to ribavirin. In a BALB/c mouse model, the oxadiazolone 2aj reduced virus titers following subcutaneous dosing, whilst the ester 2az and amide 2aab exhibited efficacy following oral administration. These results established the potential of this class of RSV fusion inhibitors to interfere with infection in vivo following topical or systemic administration. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.109
• 作为产物：
  描述：

  1-(4-Methoxy-benzyl)-3-{1-[2-(1-trityl-1H-tetrazol-5-yl)-ethyl]-1H-benzoimidazol-2-ylmethyl}-1,3-dihydro-benzoimidazol-2-one 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 1-(4-Methoxy-benzyl)-3-{1-[2-(1H-tetrazol-5-yl)-ethyl]-1H-benzoimidazol-2-ylmethyl}-1,3-dihydro-benzoimidazol-2-one
  参考文献：
  名称：

  Respiratory syncytial virus fusion inhibitors. Part 3: Water-soluble benzimidazol-2-one derivatives with antiviral activity in vivo

  摘要：

  The introduction of acidic and basic functionality into the side chains of respiratory syncytial virus (RSV) fusion inhibitors was examined in an effort to identify compounds suitable for evaluation in vivo in the cotton rat model of RSV infection following administration as a small particle aerosol. The acidic compounds 2r, 2u, 2v, 2w, 2z, and 2aj demonstrated potent antiviral activity in cell culture and exhibited efficacy in the cotton rat comparable to ribavirin. In a BALB/c mouse model, the oxadiazolone 2aj reduced virus titers following subcutaneous dosing, whilst the ester 2az and amide 2aab exhibited efficacy following oral administration. These results established the potential of this class of RSV fusion inhibitors to interfere with infection in vivo following topical or systemic administration. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.109