N'-(1-(pyridine-2-yl)ethylidene)-4-(trifluoromethyl)-1,2,3-thiadiazole-5-carbohydrazide | 1391948-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N'-(1-(pyridine-2-yl)ethylidene)-4-(trifluoromethyl)-1,2,3-thiadiazole-5-carbohydrazide
• 英文别名: N-[1-(2-pyridyl)ethylideneamino]-4-(trifluoromethyl)thiadiazole-5-carboxamide；N-(1-pyridin-2-ylethylideneamino)-4-(trifluoromethyl)thiadiazole-5-carboxamide
• CAS: 1391948-50-7
• 化学式: C₁₁H₈F₃N₅OS
• 分子量: 315.279
• InChiKey: HGHOEVSIRKXDLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-乙酰基吡啶 、 4-(trifluoromethyl)-1,2,3-thiadiazole-5-carbohydrazide 以 乙醇 为溶剂， 以88%的产率得到N'-(1-(pyridine-2-yl)ethylidene)-4-(trifluoromethyl)-1,2,3-thiadiazole-5-carbohydrazide
  参考文献：
  名称：

  Synthesis, antimicrobial and cytotoxic activities of novel 4-trifluoromethyl-(1,2,3)-thiadiazolo-5-carboxylic acid hydrazide Schiff’s bases

  摘要：

  A series of novel 1,2,3-thiadiazolo-5-carboxylic acid hydrazide Schiff's bases 4a-4r were prepared starting from ethyl-4,4,4-trifluoroacetoacetate and ethyl carbazate in four steps. All the compounds were screened for antibacterial activity against various bacterial strains at 150 mu g/ml concentration and found no activity. Similarly, all the compounds were screened for antifungal activity against various fungal strains at 100 and 150 mu g/ml concentrations. Compounds 4a, 4m, and 4q found to show moderate activity against Candida albicans. Further, compounds were evaluated for cytotoxic activity against breast carcinoma cells MDA-MB 231 (aggressive), MCF-7 (non-aggressive) using doxorubicin as standard. Compound 4n was found to show 25.39 % cell viability against MDA-MB 231 and 63.60 % cell viability against MCF-7 cells.

  DOI：

  10.1007/s00044-012-0168-x

文献信息

• Synthesis, antimicrobial and cytotoxic activities of novel 4-trifluoromethyl-(1,2,3)-thiadiazolo-5-carboxylic acid hydrazide Schiff’s bases
  作者：P. Sambasiva Rao、C. Kurumurthy、B. Veeraswamy、G. Santhosh kumar、B. Narsaiah、K. Pranay Kumar、U. S. N. Murthy、Santosh Karnewar、Srigiridhar Kotamraju

  DOI：10.1007/s00044-012-0168-x

  日期：2013.4

  A series of novel 1,2,3-thiadiazolo-5-carboxylic acid hydrazide Schiff's bases 4a-4r were prepared starting from ethyl-4,4,4-trifluoroacetoacetate and ethyl carbazate in four steps. All the compounds were screened for antibacterial activity against various bacterial strains at 150 mu g/ml concentration and found no activity. Similarly, all the compounds were screened for antifungal activity against various fungal strains at 100 and 150 mu g/ml concentrations. Compounds 4a, 4m, and 4q found to show moderate activity against Candida albicans. Further, compounds were evaluated for cytotoxic activity against breast carcinoma cells MDA-MB 231 (aggressive), MCF-7 (non-aggressive) using doxorubicin as standard. Compound 4n was found to show 25.39 % cell viability against MDA-MB 231 and 63.60 % cell viability against MCF-7 cells.