کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1399161 | 1501153 | 2013 | 8 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Rational design, synthesis and QSAR study of vasorelaxant active 3-pyridinecarbonitriles incorporating 1H-benzimidazol-2-yl function Rational design, synthesis and QSAR study of vasorelaxant active 3-pyridinecarbonitriles incorporating 1H-benzimidazol-2-yl function](/preview/png/1399161.png)
A variety of 2-alkoxy-4-aryl-6-(1H-benzimidazol-2-yl)-3-pyridinecarbonitriles 4a–r were prepared via either regioselective reaction of 3-aryl-1-(1H-benzimidazol-2-yl)-2-propen-1-ones 3 with malononitrile or ylidenemalononitriles 6 with 2-acetyl-1H-benzimidazoles 1 in the presence of sodium alkoxide in the corresponding alcohol. All the synthesized compounds showed significant vasodilation properties using isolated thoracic aortic rings of rats pre-contracted with norepinephrine hydrochloride standard technique. Compounds 4d, 4p, 4l, and 4f exhibited remarkable activity compared with prazosin hydrochloride, which was used as a reference standard in the present study. QSAR studies revealed a good predictive and statistically significant 3 descriptor model (r2 = 0.913, radjusted2=0.8808, rprediction2=0.7911).
A variety of 3-pyridinecarbonitriles incorporating 1H-benzimidazol-2-yl function were synthesized exhibiting promising vasodilation properties.Figure optionsDownload as PowerPoint slideHighlights
► 3-Pyridinecarbonitriles incorporating 1H-benzimidazol-2-yl function were synthesized.
► All the synthesized compounds showed significant vasodilation properties.
► Some prepared analogs exhibited remarkable activity compared with prazosin hydrochloride.
► QSAR studies revealed a good predictive 3 descriptor model.
Journal: European Journal of Medicinal Chemistry - Volume 63, May 2013, Pages 14–21