Romanian Society of Pharmaceutical Sciences

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HETEROCYCLES 42. SYNTHESIS AND CHARACTERIZATION OF NEW THIAZOLO[3,2-B] [1,2,4]TRIAZOLE DERIVATIVES WITH ANTI-INFLAMMATORY POTENTIAL

ANAMARIA CRISTINA 1, DENISA LEONTE 1, LAURIAN VLASE 2, LÁSZLÓ CSABA BENCZE 3, SILVIA IMRE 4, VALENTIN ZAHARIA 1*

1“Iuliu Hațieganu” University of Medicine and Pharmacy, Department of Organic Chemistry, 41 Victor Babeș Street, Ro-400012 Cluj-Napoca, Romania
2“Iuliu Hațieganu” University of Medicine and Pharmacy, Department of Pharmaceutical Technology and Biopharmacy, 41 Victor Babeș Street, Ro-400012 Cluj-Napoca, Romania
3“Babeș-Bolyai” University, Faculty of Chemistry and Chemical Engineering, Biocatalysis and Biotransformation Research Group, 11 Arany János Street, Ro-400028 Cluj-Napoca, Romania
4University of Medicine and Pharmacy, Department of Analitical Chemistry and Drug Analysis, 38 Gheorghe Marinescu Street, Ro-540139 Târgu Mureș, Romania
*corresponding author: [email protected]

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Heterocyclic compounds containing the 1,2,4-triazole ring and the thiazolo[3,2-b][1,2,4]triazole fused ring system in their structure have been reported to exhibit antibacterial, antifungal, anticancer, anti-inflammatory and analgesic activities. Considering this fact, the aim of this study was the synthesis and characterization of novel thiazolo[3,2-b][1,2,4]triazole derivatives and their corresponding acyclic thioether intermediates, having different substituents which lead to anti-inflammatory activity. Thiazolo[3,2-b][1,2,4]triazole derivatives were obtained in a single step when the condensation between mercapto-triazoles and α-halogenocarbonyls was performed at reflux in acid catalysis, or via acyclic thioether intermediates, when the synthesis was performed at room temperature, in alkaline media. The synthesized compounds were purified and characterized by 1H NMR, 13C NMR, IR and MS. Their biological potential concerning anti-inflammatory and analgesic activities will be investigated in further studies.