AntiHIV, antitubercular and antibacterial activities of novel 1-substituted-3-(3-(4-methylphenyl)-4-oxo-3,4-dihydrobenzopyrimidin-2-yl amino) isothioureas

In this research, substituted thiosemicarbazide group was placed at 2nd position & 4-methylphenyl group was placed at 3rd position of condensed pyrimidine nucleus. Entire prepared title analogues were examined for its antibacterial, antitubercular, & anti HIV activities against selected bacteria & virus. The target compounds 1-substituted-3-(3-(4-methylphenyl)-4-oxo-3,4-dihydrobenzopyrimidin-2-ylamino)isothioureas (TTS01 – TTS10) were synthesized from 2-hydrazino-3-(4-methylphenyl)benzopyrimidin-4(3H)-one (5) by reacting with various alkyl/aryl isothiocyanates followed by methylation with dimethyl sulphate. Among the test compounds, 2-methyl-3-(3-(4-methylphenyl)-4-oxo-3,4-dihydrobenzopyrimidin-2-ylamino)-1-(3-chlorophenyl) isothiourea (TTS09) and 2-methyl-3-(3-(4-methylphenyl)-4-oxo-3,4-dihydrobenzopyrimidin-2-yl amino)-1-(4-nitrophenyl) isothiourea (TTS06) shown most potent activity against S. epidermidis, S. Aureus, and P. vulgaris 3 µg/ml MIC. Compounds TTS06 & TTS09 exhibited the antitubercular activity with 12.5 µg/ml MIC and antiHIV activity at 9.06 and 8.56 µg/ml, respectively against HIV1 and HIV2. Thus for further optimization & development of novel antitubercular and antiHIV drugs, compounds TTS06 & TTS09 may act as a pilot derivative.