2-(2-pyridylethyl)-5,6-dichlorobenzimidazole | 250698-27-2

• 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-pyridylethyl)-5,6-dichlorobenzimidazole
• 英文别名: 5,6-dichloro-2-(2-pyridin-2-ylethyl)-1H-benzimidazole
• CAS: 250698-27-2
• 化学式: C₁₄H₁₁Cl₂N₃
• 分子量: 292.167
• InChiKey: IEOSJDYXKOAGAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-pyridylethyl)-5,6-dichlorobenzimidazole 在 氨 、 牛血清白蛋白 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 38.25h， 生成 2-[5,6-Dichloro-2-(2-(2-pyridyl)ethyl)benzimidazolyl]-5-(hydroxymethyl)oxolane-3,4-diol
  参考文献：
  名称：

  Synthesis and antiviral assays of some benzimidazole nucleosides and acyclonucleosides

  摘要：

  Some benzimidazole nucleosides and acyclonucleosides were synthesized and tested in vitro as antiviral agents. None of them showed significant activity. Replacement of the benzenesulphonyl group at N-1 with the ribofuranosyl moiety or with the acyclovir side-chain was deleterious. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01164-8
• 作为产物：
  描述：

  4,5-二氯邻苯二胺 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 170.0 ℃ 、101.33 kPa 条件下， 生成 2-(2-pyridylethyl)-5,6-dichlorobenzimidazole
  参考文献：
  名称：

  一些N-苯磺酰基苯并咪唑的合成及其抗病毒活性。

  摘要：

  合成了一些N-磺酰化苯并咪唑作为潜在的抗病毒剂。化合物16b和较小的19b在微摩尔浓度下均显示出对两种RNA病毒的活性。

  DOI：

  10.1016/s0960-894x(99)00429-1

文献信息

• Synthesis and antiviral/antiproliferative activity of some N-sulphonylbenzimidazoles
  作者：Laura Garuti、Marinella Roberti、Erik De Clercq

  DOI：10.1016/s0960-894x(02)00535-8

  日期：2002.10

  Some benzimidazolyl sulphones were synthesized and evaluated for their antiviral and antiproliferative properties. Compound 10 displayed significant and selective activity against human cytomegalovirus (CMV), compound 14 showed activity against varicella zoster virus (VZV). The compounds were further evaluated for inhibitory effect on the proliferation of murine leukemia cells and human T-lymphocyte

  合成了一些苯并咪唑基砜并评估了它们的抗病毒和抗增殖特性。化合物10显示出对人巨细胞病毒（CMV）的显着和选择性活性，化合物14显示出对水痘带状疱疹病毒（VZV）的活性。进一步评估了该化合物对鼠白血病细胞和人T淋巴细胞细胞增殖的抑制作用。用不同的衍生物观察到明显的细胞毒性。讨论了一些构效关系。
• Synthesis and antiviral assays of some benzimidazole nucleosides and acyclonucleosides
  作者：Laura Garuti、Marinella Roberti、Giovanna Gentilomi

  DOI：10.1016/s0014-827x(01)01164-8

  日期：2001.11

  Some benzimidazole nucleosides and acyclonucleosides were synthesized and tested in vitro as antiviral agents. None of them showed significant activity. Replacement of the benzenesulphonyl group at N-1 with the ribofuranosyl moiety or with the acyclovir side-chain was deleterious. (C) 2001 Elsevier Science S.A. All rights reserved.
• Synthesis and antiviral activity of some N-benzenesulphonylbenzimidazoles
  作者：Laura Garuti、Marinella Roberti、Claudio Cermelli

  DOI：10.1016/s0960-894x(99)00429-1

  日期：1999.9

  Some N-sulphonylated benzimidazoles were synthesized as potential antiviral agents. Compound 16b and, to a lesser extent, 19b showed activity against two RNA viruses at micromolar concentrations.

  合成了一些N-磺酰化苯并咪唑作为潜在的抗病毒剂。化合物16b和较小的19b在微摩尔浓度下均显示出对两种RNA病毒的活性。