Structures and biological activity of three 2-(pyridin-2-yl)-1H-benzimidazole derivatives.

IF 0.7 4区 化学 Q4 CHEMISTRY, MULTIDISCIPLINARY Acta Crystallographica Section C Structural Chemistry Pub Date : 2023-12-01 Epub Date: 2023-11-08 DOI:10.1107/S2053229623009452
Jarosław Sukiennik, Andrzej Olczak, Katarzyna Gobis, Izabela Korona-Głowniak, Katarzyna Suśniak, Andrzej Fruziński, Małgorzata Szczesio
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Abstract

Two new 2-(pyridin-2-yl)-1H-benzimidazole derivatives, namely, 2-(4-phenoxypyridin-2-yl)-1H-benzimidazole, C18H13N3O, and 2-[4-(4-fluorophenoxy)pyridin-2-yl]-1H-benzimidazole, C18H12FN3O, were synthesized and characterized by NMR spectroscopy. Crystal structure, biological activity and ADME analyses were performed for these two new compounds and a third compound, namely, 5,6-dimethyl-2-[4-(4-phenylpiperazin-1-yl)pyridin-2-yl]-1H-benzimidazole methanol monosolvate, C24H25N5·CH3OH, the synthesis of which had been described previously. All three compounds have a similar chain hydrogen-bonding pattern. One of them (the fluorophenoxy derivative) showed good antimicrobial activity against Gram-positive bacteria. The ADME analysis indicates that the compounds could be good drug candidates.

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三种2-(吡啶-2-基)-1H-苯并咪唑衍生物的结构和生物活性。
合成了两种新的2-(吡啶-2-基)-1H-苯并咪唑衍生物,即2-(4-苯氧基吡啶-2-基]-1H-苯并咪唑C18H13N3O和2-[4-(4-氟苯氧基)吡啶-2-基]-1H苯并咪唑C18H12FN3O,并用核磁共振波谱对其进行了表征。对这两个新化合物和第三个化合物,即5,6-二甲基-2-[4-(4-苯基哌嗪-1-基)吡啶-2-基]-1H-苯并咪唑-甲醇单酯C24H25N5·CH3OH进行了晶体结构、生物活性和ADME分析,其合成已在前面进行了描述。这三种化合物都具有相似的链状氢键模式。其中一种(氟苯氧基衍生物)对革兰氏阳性菌显示出良好的抗菌活性。ADME分析表明,这些化合物可能是良好的候选药物。
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来源期刊
Acta Crystallographica Section C Structural Chemistry
Acta Crystallographica Section C Structural Chemistry CHEMISTRY, MULTIDISCIPLINARYCRYSTALLOGRAPH-CRYSTALLOGRAPHY
CiteScore
1.60
自引率
12.50%
发文量
148
期刊介绍: Acta Crystallographica Section C: Structural Chemistry is continuing its transition to a journal that publishes exciting science with structural content, in particular, important results relating to the chemical sciences. Section C is the journal of choice for the rapid publication of articles that highlight interesting research facilitated by the determination, calculation or analysis of structures of any type, other than macromolecular structures. Articles that emphasize the science and the outcomes that were enabled by the study are particularly welcomed. Authors are encouraged to include mainstream science in their papers, thereby producing manuscripts that are substantial scientific well-rounded contributions that appeal to a broad community of readers and increase the profile of the authors.
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