1-methylpyrrole-2-carboxaldehyde (4-phenyl-1,3-thiazol-2-yl)hydrazone | 1447734-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-methylpyrrole-2-carboxaldehyde (4-phenyl-1,3-thiazol-2-yl)hydrazone
• CAS: 1447734-94-2
• 化学式: C₁₅H₁₄N₄S
• 分子量: 282.369
• InChiKey: VFYNUIBSJAPPJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  45.44
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-甲基-2-吡咯甲醛 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 6.5h， 生成 1-methylpyrrole-2-carboxaldehyde (4-phenyl-1,3-thiazol-2-yl)hydrazone
  参考文献：
  名称：

  吡咯和噻唑部分的新型结构杂化物：抗菌和抗真菌活性的合成和评价。

  摘要：

  设计新型杀生物剂的最佳方法之一是通过将两个或多个生物活性部分组合在单个分子支架中来合成杂合分子。因此，使用 1-甲基-1H-吡咯-2-甲醛缩氨基硫脲 1a-c 合成了新系列的带有噻唑部分的吡咯。氨基硫脲衍生物 1a-c 与氯乙酸乙酯、2-氯丙酸乙酯、氯丙酮和苯甲酰溴环化得到相应的 thiazolidin-4-ones 2a-c, 5-methylthiazolidin-4-ones 3a-c, 4-methyl-2,3 -二氢噻唑 4a-c 和 4-苯基-2,3-二氢噻唑 5a-c。评价了新噻唑衍生物的抗微生物活性。

  DOI：

  10.17344/acsi.2021.6980

文献信息

• Synthesis and antimicrobial activity of some new hydrazone-bridged thiazole-pyrrole derivatives
  作者：Leyla Yurttaş、Yusuf Özkay、Zafer Asim Kaplancıklı、Yağmur Tunalı、Hülya Karaca

  DOI：10.3109/14756366.2012.688043

  日期：2013.8.1

  In this work, we synthesized fourteen different compounds which contain hydrazone bridged thiazole and pyrrole rings. For this purpose, pyrrole-2-carboxaldehydes were reacted directly with thiosemicarbazide in ethanol and then obtained thiosemicarbazones were condensed with alpha-bromoacetophenone derivatives (Hantzsch reaction) to give 1-substituted pyrrole-2-carboxaldehyde [4-(4-substituted phenyl)-1,3-thiazol-2-yl] hydrazones. The structures of the obtained compounds were elucidated by using IR, H-1-NMR and FAB(+)-MS spectral data and elemental analyses results. All of the compounds were screened for their antibacterial and antifungal activities against twelve different microorganisms by using microbroth dilution method. Ketoconazole and chloramphenicol were used as standard drugs. All of the compounds showed good activity against Staphylococcus aureus and Enterococcus faecalis.