1-((2-chloro-8-methylquinolin-3-yl)methylene)-4-cyclopentylthiosemicarbazide | 1313027-66-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-((2-chloro-8-methylquinolin-3-yl)methylene)-4-cyclopentylthiosemicarbazide
• 英文别名: 1-[(2-chloro-8-methylquinolin-3-yl)methylideneamino]-3-cyclopentylthiourea
• CAS: 1313027-66-5
• 化学式: C₁₇H₁₉ClN₄S
• 分子量: 346.884
• InChiKey: PAZOOGNRCNCJDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  49.31
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-((2-chloro-8-methylquinolin-3-yl)methylene)-4-cyclopentylthiosemicarbazide 、 乙酸酐 以58%的产率得到N-(4-acetyl-5-(2-chloro-8-methylquinolin-3-yl)-4,5-dihydro-1,3,4-thiadiazol-2-yl)-N-cyclopentylacetamide
  参考文献：
  名称：

  3-(1,3,4-Thiadiazole-2-yl)quinoline derivatives: Synthesis, characterization and anti-microbial activity

  摘要：

  A new series of thiadiazoles and intermediate thiosemicarbazones were synthesized from the chloroquinone molecule, with an aim to explore their effect on in vitro growth of microorganisms causing microbial infection. The chemical structures of the compound were elucidated by elemental analysis, FTIR, 1H and 13C NMR and ESI-MS spectral data. In vitro anti-microbial activity was performed against Staphylococcus aureus, Streptococcus pyogenes, Salmonella typhimurium, and Escherichia coli. The MIC was detected using the double dilution method. The results were compared by calculating percent inhibit area/mu g of the compounds and the standard "amoxicillin". The selected compounds were tested for cytotoxic results using MIT assay H9c2 cardiac myoblasts cell line and the results showed that all the compounds offered remarkable >80% viability to a concentration of 200 mu g/mL. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.013
• 作为产物：
  描述：

  Cyclopentylthiocarbamoylsulfanyl-acetic acid 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 1-((2-chloro-8-methylquinolin-3-yl)methylene)-4-cyclopentylthiosemicarbazide
  参考文献：
  名称：

  3-(1,3,4-Thiadiazole-2-yl)quinoline derivatives: Synthesis, characterization and anti-microbial activity

  摘要：

  A new series of thiadiazoles and intermediate thiosemicarbazones were synthesized from the chloroquinone molecule, with an aim to explore their effect on in vitro growth of microorganisms causing microbial infection. The chemical structures of the compound were elucidated by elemental analysis, FTIR, 1H and 13C NMR and ESI-MS spectral data. In vitro anti-microbial activity was performed against Staphylococcus aureus, Streptococcus pyogenes, Salmonella typhimurium, and Escherichia coli. The MIC was detected using the double dilution method. The results were compared by calculating percent inhibit area/mu g of the compounds and the standard "amoxicillin". The selected compounds were tested for cytotoxic results using MIT assay H9c2 cardiac myoblasts cell line and the results showed that all the compounds offered remarkable >80% viability to a concentration of 200 mu g/mL. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.013