Synthesis of N-(2-pyridyl)imidazolidin-2-ones and 1-(2-pyridyl)-2,3,7,8-tetrahydro-1H-imidazo[2,1-b][1,3,5]triazepin-5(6H)-ones with potential biological activities

被引：6

作者：

Balewski, Lukasz ^{[1
]}

Saczewski, Franciszek ^{[1
]}

Gdaniec, Maria ^{[2
]}

Bednarski, Patrick J. ^{[3
]}

Jara, Izabela ^{[1
]}

机构：

[1] Med Univ Gdansk, Fac Pharm, Dept Chem Technol Drugs, PL-80416 Gdansk, Poland

[2] Adam Mickiewicz Univ, Fac Chem, PL-60780 Poznan, Poland

[3] Ernst Moritz Arndt Univ Greifswald, Inst Pharm, Dept Pharmaceut & Med Chem, D-17489 Greifswald, Germany

来源：

HETEROCYCLIC COMMUNICATIONS | 2013年 / 19卷 / 05期

关键词：

cytotoxic activity; 1-(2-pyridyl)imidazolidin-2-ones; 1-(2-pyridyl)-2,3,7,8-tetrahydro-1H-imidazo[2,1-b][1,3,5]triazepin-5(6H)-ones; synthesis; theoretical study; X-ray crystallography; COPPER-CATALYZED ARYLATION; PYRIDINE; 1-OXIDES; LEAD DISCOVERY; BINDING-SITE; RAF KINASE; N-OXIDES; INHIBITORS; DERIVATIVES; 2-CHLORO-4,5-DIHYDROIMIDAZOLE; AMINATION;

D O I：

10.1515/hc-2013-0125

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Small libraries of 1-(2-pyridyl)imidazolidin-2-one and 1-(2-pyridyl)-2,3,7,8-tetrahydro-1H-imidazo[2,1-b][1,3,5]triazepin-5(6H)-one derivatives were prepared from substituted pyridine or quinoline N-oxides and 2-chloro-4,5-dihydroimidazole by means of the alpha-ureation and alpha-amination reactions. The alpha-ureation reaction of pyridine and quinoline N-oxides was studied theoretically by means of quantum chemical calculations at the density functional theory level. The newly obtained compounds were screened for their potential in vitro cytotoxic activity against human tumor cell lines LCLC-103H, 5637 and A-427.

引用

页码：331 / 341

页数：11

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