63704-50-7Relevant academic research and scientific papers
New Substituted 1-Aryl-4,4,6-Trimethyl-3,4-Dihydropyrimidine-2-(1H)Thiones; A Metal-Free and Solvent-Free Synthesis, Characterization, and Lymphoid Tyrosine Phosphatase Inhibition Studies
Khurshid, Asma,Saeed, Aamer
, p. 224 - 230 (2017)
A series of fourteen 3,4-dihydropyrimidine-2-thiones (3a–n) were synthesized by a green protocol, and their structures were characterized by spectroanalytical data. The compounds were obtained in high yields by efficient annulation of mesityl oxide (4-methylpent-3-en-2-one) with anilines in the presence of potassium thiocyanate. The reaction is essentially metal-catalyst- and solvent-free, as mesityl oxide itself is the solvent as well as the reactant. The compounds were tested for their ability to inhibit the lymphoid tyrosine phosphatase PTPN22, and 5 of the 14 compounds exhibited IC50 values in the mid-micromolar range, with the most potent hit being the compound 3d, having a methoxy substituent at the 2-position of the phenyl ring with an IC50 = 18 ± 1 μM, and second most potent compound (3c) with an IC50 value of 45 ± 3 μM, having methyl substituents at both 2- and 4-position of the phenyl ring.
