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Synthesis, structure and biological activity of four new picolinohydrazonamide derivatives.
Acta Crystallographica Section C ( IF 0.7 ) Pub Date : 2020-06-15 , DOI: 10.1107/s2053229620007822
Małgorzata Szczesio 1 , Katarzyna Gobis 2 , Izabela Korona-Głowniak 3 , Ida Mazerant-Politowicz 1 , Dagmara Ziembicka 2 , Henryk Foks 2 , Marek Główka 1 , Andrzej Olczak 1
Affiliation  

Four new picolinohydrazonamide derivatives, namely, 6‐methyl‐N′‐(morpholine‐4‐carbonothioyl)picolinohydrazonamide, C12H17N5OS, 6‐chloro‐N′‐(morpholine‐4‐carbonothioyl)picolinohydrazonamide methanol monosolvate, C11H14ClN5OS·CH3OH, 6‐chloro‐N′‐(4‐phenylpiperazine‐1‐carbonothioyl)picolinohydrazonamide, C17H19ClN6S, and 6‐chloropicolinohydrazonamide, C6H7ClN4, have been synthesized and characterized by NMR spectroscopy and single‐crystal low‐temperature X‐ray diffraction. In addition, their antibacterial and anti‐yeast activities have been determined. The first three compounds adopt the zwitterionic form in the crystal structure regardless of the presence or absence of solvent molecules in the structure. They also adopt the same symmetry, i.e. P21/c (P21/n), unlike the fourth structure which is chiral and has the space group P212121. For all the studied cases, intermolecular N—H…O and N—H…N hydrogen bonds play an essential role in the formation of the structures.

中文翻译:

四种新的picolinohydrazonamide衍生物的合成,结构和生物活性。

四种新的吡啶甲酰肼酰胺衍生物,即6-甲基-N '-(吗啉-4-碳硫基)吡啶甲酰肼酰胺,C 12 H 17 N 5 OS,6-氯-N '-(吗啉-4-羰基硫酰)吡啶甲酰肼酰胺甲醇单溶剂合物,C 11 H 14 ClN 5 OS·CH 3 OH,6-氯-N '-(4-苯基哌嗪-1-碳硫基)吡啶甲酰肼,C 17 H 19 ClN 6 S和6-氯吡啶甲酰肼,C 6 H 7 ClN 4,已通过NMR光谱和单晶低温X射线衍射进行了合成和表征。此外,还确定了它们的抗菌和抗酵母活性。前三个化合物在晶体结构中采用两性离子形式,而不管结构中是否存在溶剂分子。它们也采用相同的对称性,即P 2 1 / cP 2 1 / n),这不同于具有手性并且具有空间群P 2 1 2 1 2 1的第四种结构。。对于所有研究的情况,分子间的NH-O和NH-N氢键在结构形成中起着至关重要的作用。
更新日期:2020-06-15
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