1-(isopropylsulfonyl)-1H-benzo[d]imidazol-2,6-diamine | 911496-39-4

• 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-(isopropylsulfonyl)-1H-benzo[d]imidazol-2,6-diamine
• 英文别名: 3-Propan-2-ylsulfonylbenzimidazole-2,5-diamine
• CAS: 911496-39-4
• 化学式: C₁₀H₁₄N₄O₂S
• 分子量: 254.313
• InChiKey: LJFHSTGFEBTNKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(isopropylsulfonyl)-1H-benzo[d]imidazol-2,6-diamine 、 3-甲氧基氯苄 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以63%的产率得到3-isopropylsulfonyl-N5,N5-bis[(3-methoxyphenyl)methyl]benzimidazole-2,5-diamine
  参考文献：
  名称：

  Identification of 1-isopropylsulfonyl-2-amine benzimidazoles as a new class of inhibitors of hepatitis B virus

  摘要：

  A series of 1-isopropylsulfonyl-2-amine benzimidazole derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. In general, these derivatives are potent HBV inhibitors (IC50 < 4 mu M) with high selectivity indices (SIs > 40). Compounds 5b-e, g, j, and 9a were among the most prominent compounds, with IC(50)s of 0.70-2.0 mu M and SIs of 41-274. The potent anti-HBV activity and safety profiles of the most promising compounds 5d and j (IC(50)s = 0.70 mu M, SIs > 120) demonstrate the potential of this series of benzimidazoles for the development of new anti-HBV drugs. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.005
• 作为产物：
  描述：

  1-(isopropylsulfonyl)-6-nitro-1H-benzo[d]imidazol-2-amine 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以99%的产率得到1-(isopropylsulfonyl)-1H-benzo[d]imidazol-2,6-diamine
  参考文献：
  名称：

  Identification of 1-isopropylsulfonyl-2-amine benzimidazoles as a new class of inhibitors of hepatitis B virus

  摘要：

  A series of 1-isopropylsulfonyl-2-amine benzimidazole derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. In general, these derivatives are potent HBV inhibitors (IC50 < 4 mu M) with high selectivity indices (SIs > 40). Compounds 5b-e, g, j, and 9a were among the most prominent compounds, with IC(50)s of 0.70-2.0 mu M and SIs of 41-274. The potent anti-HBV activity and safety profiles of the most promising compounds 5d and j (IC(50)s = 0.70 mu M, SIs > 120) demonstrate the potential of this series of benzimidazoles for the development of new anti-HBV drugs. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.005

文献信息

• Identification of 1-isopropylsulfonyl-2-amine benzimidazoles as a new class of inhibitors of hepatitis B virus
  作者：Yun-Fei Li、Gui-Feng Wang、Yu Luo、Wei-Gang Huang、Wei Tang、Chun-Lan Feng、Li-Ping Shi、Yu-Dan Ren、Jian-Ping Zuo、Wei Lu

  DOI：10.1016/j.ejmech.2007.03.005

  日期：2007.11

  A series of 1-isopropylsulfonyl-2-amine benzimidazole derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. In general, these derivatives are potent HBV inhibitors (IC50 < 4 mu M) with high selectivity indices (SIs > 40). Compounds 5b-e, g, j, and 9a were among the most prominent compounds, with IC(50)s of 0.70-2.0 mu M and SIs of 41-274. The potent anti-HBV activity and safety profiles of the most promising compounds 5d and j (IC(50)s = 0.70 mu M, SIs > 120) demonstrate the potential of this series of benzimidazoles for the development of new anti-HBV drugs. (C) 2007 Elsevier Masson SAS. All rights reserved.