2-N',5-N'-bis(1H-benzimidazol-2-ylmethyl)-3,4-dimethylthiophene-2,5-dicarbohydrazide | 1400743-96-5

• 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-N',5-N'-bis(1H-benzimidazol-2-ylmethyl)-3,4-dimethylthiophene-2,5-dicarbohydrazide
• CAS: 1400743-96-5
• 化学式: C₂₄H₂₄N₈O₂S
• 分子量: 488.573
• InChiKey: KOPPPDJWLWMXPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  168
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-N',5-N'-bis(1H-benzimidazol-2-ylmethyl)-3,4-dimethylthiophene-2,5-dicarbohydrazide 在 盐酸 、 potassium carbonate 作用下， 以 乙醚 、 乙醇 、 氯仿 、 水 为溶剂， 反应 17.0h， 生成 3,4-dimethyl-2-N',5-N'-bis[(1-propylbenzimidazol-2-yl)methyl]thiophene-2,5-dicarbohydrazide;hydrochloride
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzimidazole derivatives and their binding behavior with bovine serum albumin

  摘要：

  A series of novel benzimidazole derivatives were synthesized and characterized by H-1 NMR, C-13 NMR, MS, IR and HRMS spectra. All the new compounds were screened for their antimicrobial activities in vitro by two-fold serial dilution technique. Bioactive assay manifested that the bis-benzimidazole derivative lid and its hydrochloride 13b exhibited remarkable antimicrobial activities, which were comparable or even better than the reference drugs Norfloxacin, Chloromycin and Fluconazole. The interaction evaluation of compound 11d with bovine serum albumin (BSA) by Fluorescence and UV-vis absorption spectroscopic method showed that BSA could generate fluorescent quenching under approximately human physiological conditions by the prepared benzimidazole compound lid as result of the formation of ground-state compound 11d BSA complex. The thermodynamic parameters indicated that the hydrogen bonds and van der Waals forces played major roles in the strong association of benzimidazole lid and BSA. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.015
• 作为产物：
  描述：

  2,5-Dicarbomethoxy-3,4-dimethylthiophene 在 potassium carbonate 、 一水合肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 5.0h， 生成 2-N',5-N'-bis(1H-benzimidazol-2-ylmethyl)-3,4-dimethylthiophene-2,5-dicarbohydrazide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzimidazole derivatives and their binding behavior with bovine serum albumin

  摘要：

  A series of novel benzimidazole derivatives were synthesized and characterized by H-1 NMR, C-13 NMR, MS, IR and HRMS spectra. All the new compounds were screened for their antimicrobial activities in vitro by two-fold serial dilution technique. Bioactive assay manifested that the bis-benzimidazole derivative lid and its hydrochloride 13b exhibited remarkable antimicrobial activities, which were comparable or even better than the reference drugs Norfloxacin, Chloromycin and Fluconazole. The interaction evaluation of compound 11d with bovine serum albumin (BSA) by Fluorescence and UV-vis absorption spectroscopic method showed that BSA could generate fluorescent quenching under approximately human physiological conditions by the prepared benzimidazole compound lid as result of the formation of ground-state compound 11d BSA complex. The thermodynamic parameters indicated that the hydrogen bonds and van der Waals forces played major roles in the strong association of benzimidazole lid and BSA. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.015

文献信息

• Synthesis and biological evaluation of novel benzimidazole derivatives and their binding behavior with bovine serum albumin
  作者：Shao-Lin Zhang、Guri L.V. Damu、Ling Zhang、Rong-Xia Geng、Cheng-He Zhou

  DOI：10.1016/j.ejmech.2012.07.015

  日期：2012.9

  A series of novel benzimidazole derivatives were synthesized and characterized by H-1 NMR, C-13 NMR, MS, IR and HRMS spectra. All the new compounds were screened for their antimicrobial activities in vitro by two-fold serial dilution technique. Bioactive assay manifested that the bis-benzimidazole derivative lid and its hydrochloride 13b exhibited remarkable antimicrobial activities, which were comparable or even better than the reference drugs Norfloxacin, Chloromycin and Fluconazole. The interaction evaluation of compound 11d with bovine serum albumin (BSA) by Fluorescence and UV-vis absorption spectroscopic method showed that BSA could generate fluorescent quenching under approximately human physiological conditions by the prepared benzimidazole compound lid as result of the formation of ground-state compound 11d BSA complex. The thermodynamic parameters indicated that the hydrogen bonds and van der Waals forces played major roles in the strong association of benzimidazole lid and BSA. (C) 2012 Elsevier Masson SAS. All rights reserved.