2-(4-Fluorophenyl)-5,6-bis(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole | 1313411-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-Fluorophenyl)-5,6-bis(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole
• 英文别名: 2-(4-fluorophenyl)-5,6-bis(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole
• CAS: 1313411-40-3
• 化学式: C₂₄H₁₈FN₃O₂S
• 分子量: 431.49
• InChiKey: RTLWFNVNMMIXMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  脱氧茴香偶姻 在 四磷十氧化物 、 溴 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 0.5h， 生成 2-(4-Fluorophenyl)-5,6-bis(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole
  参考文献：
  名称：

  Synthesis, spectral studies and biological evaluation of a novel series of 2-substituted-5,6-diarylsubstituted imidazo(2,1-b)-1,3,4-thiadiazole derivatives as possible anti-tubercular agents

  摘要：

  A novel series of 18 analogs of 2-substituted-5,6-diarylsubstituted imidazo(2,1-b)-1,3,4-thiadiazole 6a-r have been synthesized by the reaction of 2-amino-5-substituted-1,3,4-thiadiazoles 5a-d and an appropriately substituted alpha-bromo-1,2-(p-substituted)diaryl-1-ethanones 4a-e. Structures of these compounds were established by physiochemical, elemental analysis and spectral data. All the title compounds were tested for their in-vitro anti-tubercular activity against Mycobacterium tuberculosis H(37)Rv using Alamar Blue susceptibility test and the activity expressed as the minimum inhibitory concentration (MIC) in mu g/ml. Among synthesized compounds, compound 6h (MIC = 1.25 mu g/ml) exhibited excellent anti-tubercular activity with respect to other synthesized compounds and reference drugs. Compounds 6c, 6f, and 6g have also displayed an encouraging anti-tubercular activity profile. Further, some title compounds were also assessed for their cytotoxic activity (IC50) against in a mammalian Vero cell line using MTT assay. The results reveal that these compounds exhibit anti-tubercular activity at non-cytotoxic concentrations.

  DOI：

  10.1007/s00044-011-9646-9