Microwave Assisted Synthesis of Some New Fused 1,2,4-Triazines Bearing Thiophene Moieties With Expected Pharmacological Activity

Molecules

Hosam A. Saad¹  Mohamed M. Youssef¹ 

[1] ¹Department of Chemistry, Faculty of Science, Taif University, Taif, 21974, Kingdom of Saudi Arabia ²Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, 44511, Egypt ³Department of Chemistry, Faculty of Science, Cairo University, Cairo, 12613, Egypt

关键词: 1;    2;    4-triazinone;    thiadiazinone;    triazinone;    triazine carbonitrile;    microwave synthesis;   

DOI  :  10.3390/molecules16064937

来源: mdpi

【 摘 要 】

Rapid and efficient solvent-free synthesis of 4-amino-3-mercapto-6-[2-(2-thienyl)vinyl]-1,2,4-triazin-5(4H)-one 1 under microwave irradiation is described. Some new fused heterobicyclic nitrogen systems such as 1,2,4-triazino[3,4-b][1,3,4]thiadiazinones, 1,3,4-thiadiazolo[2,3-c][1,2,4]triazinone and pyrazolo[5,1-c]-[1,2,4]triazine-7-carbonitrile, have been synthesized by treatment of 1 with bifunctional oxygen and halogen compounds, CS₂/KOH and malononitrile via heterocyclization reactions, in addition to some uncondensed triazines. Structures of the products have been deduced from their elemental analysis and spectral data (IR, ¹H-NMR, ¹³C-NMR). Select new synthesized compounds were screened as anticancer agents, with some showing activity as cytotoxic agents against different cancer cell lines.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.