Synthesis, Anthelmintic and Anti-inflammatory Activities of Some Novel Imidazothiazole Sulfides and Sulfones

  • Shetty, Nitinkumar S. (Department of Chemistry, Changwon National University) ;
  • Khazi, Imtiyaz Ahmed M. (Department of Chemistry, Karnatak University) ;
  • Ahn, Chul-Jin (Department of Chemistry, Changwon National University)
  • Received : 2010.03.02
  • Accepted : 2010.06.30
  • Published : 2010.08.20


A series of new 6-aryl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-imidazo[2,1-b]-thiazole (5a-c) and 6-aryl-2-benzenesulfonyl-3-(3,4-dimethoxy-phenyl)imidazo[2,1-b]- thiazole (6a-c) have been prepared and characterized by analytical and spectral methods. The title compounds 5a-c and 6a-c were obtained by the reaction of 4-(3,4-dimethoxy-phenyl)-5-phenylsulfanyl-thiazol-2-ylamine (3) and 5-benzenesulfonyl-4-(3,4-dimethoxy -phenyl)thiazol-2-ylamine (4) with various phenacyl bromides in anhydrous ethanol. These newly synthesized compounds (5a-c and 6a-c) were screened for their anthelmintic and anti-inflammatory activities, where they have displayed better activities.



  1. Thienopont, D. C.; Vanparijs, O. F. J.; Raeymaekers, A. H. M.; Vandenberk, J.; Demoen, P. J. A.; Allewijn, F. T. N.; Marsboom, R. P. H.; Niemegeers, C. J. E.; Shellekens, K. H. L.; Janssen, P. A. J. Nature 1966, 209, 1084.
  2. Andreani, A.; Granaiola, M.; Leoni, A.; Locatelli, A.; Morigi, R.; Rambaldi, M.; Lenaz, G.; Fato, R.; Bergamini, C.; Farruggia, G. J. Med. Chem. 2005, 48, 3085.
  3. Andreani, A.; Granaiola, M.; Leoni, A.; Locatelli, A.; Morigi, R.; Rambaldi, M.; Garaliene, V.; Welsh, W.; Arora, S.; Farruggia, G. et al. J. Med. Chem. 2005, 48, 5604.
  4. Robert, J. F.; Boukraa, S.; Panouse, J. J.; Loppinet, V.; Chaumont, J. P. Eur. J. Med. Chem. 1990, 25, 731.
  5. Andreani, A.; Rambaldi, M.; Leoni, A.; Morigi, M.; Locatelli, A.; Georgi, G.; Lenaz, G.; Ghelli, A.; Esposti, M. D. Eur. J. Med. Chem. 1999, 34, 888.
  6. Khazi, I. M.; Mahajanshetti, C. S.; Gadad, A. K. Arzneim Forsch. Drug Re. 1996, 46, 949.
  7. Khazi, I. M.; Koti, R. S.; Chadha, M. V.; Mahajanshetti, C. S. Arzneim Forsch. Drug Re. 2005, 55, 107.
  8. Shetty, N. S.; Koti, R. S.; Lamani, R. S.; Badiger, N. P.; Khazi, I. M. J. Sulf. Chem. 2008, 29, 539.
  9. Berlin, K. D.; Herd, M. D. Proc. Okla. Acad. Sci. 1991, 71, 29.
  10. Kakarani, H. K.; Kalyani, G. A. Fitoterapia 1984, 55, 232.
  11. Winter, C. A.; Risley, E. A.; Nuss, G. W. Proc. Soc. Exp. Biol. 1962, 111, 544.

Cited by

  1. ]thiazoles vol.33, pp.5, 2012,
  2. Three-Step One-Pot Synthesis of Imidazo[2,1-b]chalcogenazoles via Intramolecular Cyclization of N-Alkynylimidazoles vol.354, pp.9, 2012,
  3. Synthesis, biological evaluation and molecular docking studies of thiazole-based pyrrolidinones and isoindolinediones as anticonvulsant agents vol.24, pp.8, 2015,
  4. Synthesis and biological activity of novel sulfone derivatives containing a [1,2,4]triazolo[4,3-a]pyridine moiety vol.192, pp.7, 2017,
  5. ChemInform Abstract: Synthesis, Anthelmintic and Antiinflammatory Activities of Some Novel Imidazothiazole Sulfides and Sulfones. vol.42, pp.1, 2010,
  6. Design and synthesis of novel Imidazo[2,1-b]thiazole derivatives as potent antiviral and antimycobacterial agents vol.95, pp.None, 2020,
  7. Synthesis, crystal structure, antimicrobial activity and docking studies of new imidazothiazole derivatives vol.17, pp.2, 2010,
  8. Design, biological evaluation, molecular docking study and in silico ADME prediction of novel imidazo[2,1-b]thiazole derivatives as a novel class of α-glucosidase inhibitors vol.1245, pp.None, 2010,
  9. [3+2] Cycloaddition Reaction for the Stereoselective Synthesis of a New Spirooxindole Compound Grafted Imidazo[2,1-b]thiazole Scaffold: Crystal Structure and Computational Study vol.12, pp.1, 2010,