4977-62-2Relevant articles and documents
An expedient synthesis of ethyl 4(5)-alkyl(aryl)thioimidazole-5(4)-carboxylate
Caille,Didierlaurent,Lefrancois,Lelievre,Sury,Aszodi
, p. 635 - 637 (1995)
Various ethyl 4-alkyl(aryl)thioimidazole-5-carboxylates have been synthesized by the reaction of ethyl valeramidocyanoacetate with a variety of alkyl(aryl) thiols in the presence of triethylamine and subsequent phosphorus pentachloride/4-dimethylaminopyridine (DMAP) mediated cyclization of the acyclic intermediates.
Oxazolo[5,4-d]pyrido[1,2-a]pyrimidone derivative and application thereof
-
, (2021/05/29)
The invention relates to an oxazolo[5,4-d]pyrido[1,2-a]pyrimidone derivative and application thereof. Ethyl cyanoacetate is used as a raw material, a hydroxylamine compound (A) is generated under the action of sodium nitrite and phosphoric acid, 2-amino ethyl cyanoacetate (B) is obtained through reduction with sodium hydrosulfite, the 2-amino ethyl cyanoacetate (B) reacts with different substituted acyl chlorides under alkali conditions, and oxazole compounds (D1-D48) of different substituted 5-amino-4-formate are generated under the action of trifluoroacetic acid, and then react with valerolactam under the action of phosphorus oxychloride to obtain the oxazolo[5,4-d]pyrido[1,2-a]pyrimidone compounds (E1-E48). The inhibitory activity of the 48 compounds on Hela cervical cancer cells, MCF-7 breast cancer cells and A549 lung cancer cells is investigated, and the result shows that 11 compounds have the inhibitory activity on the Hela cervical cancer cells; eight compounds have inhibitory activity on MCF-7 breast cancer cells; and five compounds have inhibitory activity on A549 lung cancer cells. E32, E33, E45, E46 and E47 have inhibitory activity on three tumor cells; and E29 and E42 have inhibitory activity on Hela cervical cancer cells and MCF-7 breast cancer cells.
2-substituted tricyclic oxazolo[5,4-d]pyrimidine library: Design, synthesis, and cytotoxicity activity
Aisa, Haji Akber,Bozorov, Khurshed,Nie, Lifei,Ruzi, Zukela,Song, Buer,Zeng, Yan,Zhao, Jiangyu
, (2021/11/30)
We report the design, synthetic route, and cytotoxicity of a library of 49 newly synthesized tricyclic oxazolo[5,4-d]pyrimidines. The condensed pyrimidinones were constructed from ethyl 5-aminooxazole-4-carboxylate building blocks. A tricyclic ring system was built using the naturally occurring mackinazolinone alkaloid with a focus on the molecular diversity at position C-2 of the oxazole ring. Synthesized compounds were evaluated against a panel of human cancer cell lines including MCF-7 (breast), HeLa (cervical), and A549 (lung) in vitro. The results revealed that substitution of halogen-related aromatic fragments at position C-2 of the oxazole ring may serve as promising anticancer drug candidates.
