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

Abstract

În prezenta lucrare a fost realizată sinteza1,1-dimetil-3-(3-metil-5-sulfanil-4H-1,2,4-triazol-4-il)tioureei (5) şi a1,1-dimetil-3-[3-metil-5-(metilsulfanil)-4H-1,2,4-triazol-4-il]tioureei (6), ale căror structuri au fost stabilite cu ajutorul spectrelor 1H-RMN şi 13C-RMN. Pe celule de cancer cervical substanţele iodhidrat de 3-metil-5-(metilsulfanil)-4H-1,2,4-triazol-4-amină 2) şi 6 au demonstrat o activitate nesemnificativă. Disulfura de tetrametiltiuram(DTMT) a demonstrat rezultate antibacteriene bune CMI 0,0007 mg/mL,iar substanţele 6 şi 2 au CMI 0,007 mg/mL şi, respectiv, 0,06 mg/mL. Tioureea 6 are proprietăţi antioxidante IC50= 29 μM/L aproximativ egale cu ale troloxului.A fost realizată sinteza N-[4-(3-metil-7H-1,2,4]triazolo[3,4-b][1,3,4]-tiadiazin-6-il)fenil]-2-[1-(piridin--il)etiliden]hidrazincarbotioamidei (11) şi a bazei Schiff [{[3-metil-5-(metilsulfanil)-4H-1,2,4-triazol-4-il]imino}metil]fenol (3). La compusul 3a fost efectuată difracţia cu raze X în monocristal.

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) - 4 H - 1,2,4 - triazol - 4 - yl]thiourea ( 6 ) was carried out. The structures were determined using 1 H; 13 C - NMR spectra. For cells HeLa of cervical cancer, substances 3 - methyl - 5 - (methylsulfanyl) - 4 H - 1,2,4 - triazol - 4 - aminohydroiodide ( 2 ) and 6 have demonstrated not pronou nced 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 IC 50 = 29 μM/L approximately equal to trolox. Synthesis of N - [4 - (3 - methyl - 7 H - [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) - 4 H - 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.