SINTEZA ŞI CERCETAREA PROPRIETĂŢILOR BIOLOGICE ALE UNOR DERIVAŢI AI 4-AMINO-5-METIL-4H-1,2,4-TRIAZOLULUI-3-TIOL

Anna RUSNAC, Roman RUSNAC, Olga GARBUZ, Nicanor BARBĂ, Aurelian GULEA Universitatea de Stat din Moldova

Abstract

SYNTHESIS AND STUDY OF BIOLOGICAL PROPERTIES OF NEW 4-AMINO-5-METHYL-4H-1,2,4-TRIAZOLE-3-THIOL DERIVATIVES

In the present work the synthesis of 1,1-dimethyl-3-(3-methyl-5-sulfanyl-4H-1,2,4-triazol-4-yl)thiourea (5) and 1,1-dimethyl-3-[3-methyl-5-(methylsulfanyl)-4H-1,2,4-triazol-4-yl]thiourea (6) was carried out. The structures were determined using 1H; 13C-NMR spectra. For cells HeLa of cervical cancer, substances 3-methyl-5-(methylsulfanyl)-4H-1,2,4-triazol-4-aminohydroiodide (2) and 6 have demonstrated not pronounced activity. Tetramethylthiuram disulfide (DTMT) showed good antibacterial activity MIC 0.0007 mg/mL, but substances 6 and 2 have MIC 0.007 mg/mL and 0.06 mg/mL respectively. The thiourea 6 has antioxidant properties IC50 = 29 μM/L approximately equal to trolox. Synthesis of N-[4-(3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]-thiadiazin-6-yl)phenyl]-2-[1-(pyridin-2-yl)ethylidene] hydrazinecarbothioamide (11) and Schiff base: 2-[{[3-methyl-5-(methyl-sulfanyl)-4H-1,2,4-triazol-4-yl]imino}methyl] phenol (3) was carried out. The compound 3 was studied by conducted single-crystal X-ray diffraction. Keywords: 1,2,4-triazole, antiproliferative, cancer cells, Schiff base, antibacterial.