ethyl 4-(trifluoromethyl)-1,2,3-thiadiazole-5-carboxylate | 77414-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-(trifluoromethyl)-1,2,3-thiadiazole-5-carboxylate
• 英文别名: 4-Trifluoromethyl-(1,2,3)-thiadiazol-5-carboxylic acid ethylester；ethyl 4-(trifluoromethyl)thiadiazole-5-carboxylate
• CAS: 77414-41-6
• 化学式: C₆H₅F₃N₂O₂S
• 分子量: 226.179
• InChiKey: GETWYWWJBVRYOU-UHFFFAOYSA-N

物化性质

• 沸点：
  259.6±50.0 °C(Predicted)
• 密度：
  1.475±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.08
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-(trifluoromethyl)-1,2,3-thiadiazole-5-carboxylate 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以72%的产率得到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
• 作为产物：
  描述：

  ethyl 2-(4-ethoxy-1,1,1-trifluoro-4-oxobutan-2-ylidene)hydrazinecarboxylate 在 氯化亚砜 作用下， 反应 8.17h， 以48%的产率得到ethyl 4-(trifluoromethyl)-1,2,3-thiadiazole-5-carboxylate
  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

• [EN] 1, 2, 3-THIADIAZOLE COMPOUNDS AND THEIR USE AS CROP PROTECTING AGENT<br/>[FR] COMPOSÉS DE 1,2,3-THIADIAZOLE ET LEUR UTILISATION EN TANT QU'AGENT DE PROTECTION DES CULTURES
  申请人：PI INDUSTRIES LTD

  公开号：WO2018116073A1

  公开（公告）日：2018-06-28

  24859-P4PCT ABSTRACT 1, 2, 3-Thiadiazole compounds and their use as crop protecting agent The present invention relates to 1,2,3-thiadiazole compounds of the formula (I), wherein R1, R2, T and Z have the meanings as defined in description. The invention further relates to their use to protect crops by fighting against undesired phytopathogenic microorganisms.

  24859-P4PCT摘要：1,2,3-噻二唑化合物及其作为作物保护剂的用途。本发明涉及公式（I）中R1，R2，T和Z具有所述含义的1,2,3-噻二唑化合物。本发明进一步涉及它们的用途，通过对抗不受欢迎的植物病原微生物来保护作物。