Medicinal Chemistry Research

, Volume 26, Issue 10, pp 2602–2613 | Cite as

Heterocycles 39. Synthesis, characterization and evaluation of the anti-inflammatory activity of thiazolo[3,2-b][1,2,4]triazole derivatives bearing pyridin-3/4-yl moiety

Original Research


A series of pyridin-3/4-yl-thiazolo[3,2-b][1,2,4]triazole derivatives (5ag, 6ag) were synthesised by Hantzsch condensation of 5-pyridin-3/4-yl-1,2,4-triazole-3-thiol and diverse α-halocarbonyl compounds. Different reaction conditions (pH, temperature, solvent) were investigated for the efficient obtention of the target compounds. Under reflux and acidic conditions, the Hantzsch condensation was a one-step reaction. At room temperature and under basic conditions, it was possible to isolate the iminothioether intermediates 3/4ag. These intermediates were cyclized in a subsequent step by treatment with concentrated sulphuric acid. The obtained compounds were evaluated for their anti-inflammatory activity. Three synthesised pyridyl-thiazolo[3,2-b][1,2,4]triazole derivatives (6c, 6d, 6f) were found to be good anti-inflammatory agents.

Graphical Abstract

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Thiazolo[3,2-b][1,2,4]triazole Pyridine Anti-inflammatory activity 



This study was possible with the financial support of the European Social Fund, under the project POSDRU number 107/1.5/S/78702.

Compliance with ethical standards

Conflict of interest

The authors declare that they have no competing interests.

Supplementary material

44_2017_1959_MOESM1_ESM.doc (25 mb)
Supplementary Information


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Copyright information

© Springer Science+Business Media, LLC 2017

Authors and Affiliations

  1. 1.Department of Organic Chemistry“Iuliu Haţieganu” University of Medicine and PharmacyCluj-NapocaRomania
  2. 2.Department of Pharmacology, Physiology and Physiopathology“Iuliu Haţieganu” University of Medicine and PharmacyCluj-NapocaRomania
  3. 3.Department of Pharmaceutical Technology and Biopharmaceutics“Iuliu Haţieganu” University of Medicine and PharmacyCluj-NapocaRomania

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