Abstract
Various 2-thiopyrimidine derivatives have been synthesized by an efficient, one-pot reaction of functionalized amines with either 4-isothiocyanato-4-methyl-2-pentanone or 3-isothiocyanatobutanal. All the synthesized compounds were fully characterized by elemental analysis (CHN), FT-IR, 1H NMR, and mass spectral data. One of the compounds, 7,7,8a-trimethyl-hexahydro-thiazolo[3,2- c]pyrimidine-5-thione ( 17) showed good anti-inflammatory (37.4% at 100 mg/kg p.o.) and analgesic activity (75% at 100 mg/kg p.o.). 7-(1-Mercapto-3,3,4a-trimethyl-4,4a,5,9b-tetrahydro-3 H-pyrido[4,3- b]indol-7-yl)-3,3,4a-trimethyl-3,4,4a,5-tetrahydro-benzo[4,5]imidazo[1,2- c]pyrimidine-1-thiol ( 3) showed moderate activity against CDK-1 (IC 50 = 5 μM). The other compounds showed moderate anti-inflammatory (5–20%), analgesic (25–75%) and protein kinase (CDK-5, GSK-3) inhibitory activities (IC 50 > 10 μM).
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