Table of Contents Author Guidelines Submit a Manuscript
Journal of Chemistry
Volume 2013, Article ID 870325, 7 pages
http://dx.doi.org/10.1155/2013/870325
Research Article

Physico-Chemical Studies on the Coordination Compounds of Thiazolidin-4-One

1Department of Chemistry, National Institute of Technology, Haryana, Kurukshetra 136119, India
2Department of Chemistry, Haryana College of Technology & Management, Haryana, Kaithal 136027, India
3Department of Chemistry, International Institute of Engineering and Technology, Haryana, Kurukshetra 136118, India

Received 13 March 2012; Revised 1 August 2012; Accepted 15 August 2012

Academic Editor: Patricia Valentao

Copyright © 2013 Dinesh Kumar et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. B. Singh, A. Maheshwari, G. Dak, K. Sharma, and G. L. Talesara, “Studies of antimicrobial activities of some 4-thiazolidinone fused pyrimidines, [1,5]-benzodiazepines and their oxygen substituted hydroxylamine derivatives,” Indian Journal of Pharmaceutical Sciences, vol. 72, no. 5, pp. 607–612, 2010. View at Publisher · View at Google Scholar · View at Scopus
  2. S. M. Kudari and S. E. Badiger, “Synthesis of new series of 1,8-bis (2-arylimino thiazolidin-4-one-3-yl) octanes and related octanes,” Indian Journal of Heterocyclic Chemistry, vol. 9, no. 2, pp. 95–98, 1999. View at Google Scholar · View at Scopus
  3. M. Pulici and F. Quartieri, “Traceless solid-phase synthesis of 2-amino-5-alkylidene-thiazol-4-ones,” Tetrahedron Letters, vol. 46, no. 14, pp. 2387–2391, 2005. View at Publisher · View at Google Scholar · View at Scopus
  4. F. C. Brown, “4-Thiazolidinones,” Chemical Reviews, vol. 61, no. 5, pp. 463–521, 1961. View at Publisher · View at Google Scholar · View at Scopus
  5. G. C. Look, J. R. Schullek, C. P. Holmes, J. P. Chinn, E. M. Gordon, and M. A. Gallop, “The identification of cyclooxygenase-1 inhibitors from 4-thiazolidinone combinatorial libraries,” Bioorganic and Medicinal Chemistry Letters, vol. 6, no. 6, pp. 707–712, 1996. View at Publisher · View at Google Scholar · View at Scopus
  6. C. J. Andres, J. J. Bronson, S. V. D'Andrea et al., “4-Thiazolidinones: novel inhibitors of the bacterial enzyme MurB,” Bioorganic and Medicinal Chemistry Letters, vol. 10, no. 8, pp. 715–717, 2000. View at Publisher · View at Google Scholar · View at Scopus
  7. M. L. Barreca, A. Chimirri, L. De Luca et al., “Discovery of 2,3-diaryl-1,3-thiazolidin-4-ones as potent anti-HIV-1 agents,” Bioorganic and Medicinal Chemistry Letters, vol. 11, no. 13, pp. 1793–1796, 2001. View at Publisher · View at Google Scholar · View at Scopus
  8. M. V. Diurno, O. Mazzoni, E. Piscopo, A. Calignano, F. Giordano, and A. Bolognese, “Synthesis and antihistaminic activity of some thiazolidin-4-ones,” Journal of Medicinal Chemistry, vol. 35, no. 15, pp. 2910–2912, 1992. View at Google Scholar · View at Scopus
  9. V. V. Mulwad and B. P. Choudhari, “Synthesis and antimicrobial screening of N[coumarin-6-ylamino] thiazolidinone and spiroindolthiazoli-dinone derivatives,” Indian Journal of Chemistry B, vol. 44, p. 1074, 2005. View at Google Scholar
  10. N. J. Gaikwad and S. B. Agrawal, “Substituted 4-Thiazolidinones as Anticonulsants VII,” Indian Drugs, vol. 34, pp. 542–543, 1997. View at Google Scholar
  11. T. Kato, T. Ozaki, K. Tamura, Y. Suzuki, M. Akima, and N. Ohi, “Novel calcium antagonists with both calcium overload inhibition and antioxidant activity. 2. Structure-activity relationships of thiazolidinone derivatives,” Journal of Medicinal Chemistry, vol. 42, no. 16, pp. 3134–3146, 1999. View at Publisher · View at Google Scholar · View at Scopus
  12. R. P. Pawar, N. M. Andurkar, S. R. Bhusare, and Y. B. Vibhute, “Synthesis and antibacterial activity of some new simple and heterocyclic Schiff bases,” Oriental Journal of Chemistry, vol. 15, no. 1, pp. 157–160, 1999. View at Google Scholar
  13. D. A. Vyas, N. A. Chauhan, and A. R. Parikh, “Synthesis and microbial activity of quinoxaline based thiazidinones and azetidinone,” Indian Journal of Chemistry B, vol. 46, pp. 1699–1702, 2007. View at Google Scholar
  14. S. B. Junne, S. S. Wadje, M. M. V. Baig, and Y. B. Vibhute, “Novel heterocyclic Schiff bases, 4-Thiazolidinones and 2-Azetidinones possessing antibacterial and antifungal activity,” International Journal of Chemical Sciences, vol. 5, p. 2093, 2007. View at Google Scholar
  15. A. M. Rehab, A. Hasani, M. M. Sinan, A. Byatti, M. S. Sarab, and M. S. Al Azawi, “Synthesis, Structural and Biological Studies of /3-(1, 3- benzothiazol-2-yl) - /4H- spiro[indole2,3-[1,3]thiazolidine]- 2,/4(1H) dion with Cr (III), Mn (II), Co (II), Ni (II), Cu (II), and Zn (II) ions,” Engineering & Technology Journal, vol. 29, no. 15, pp. 3067–3078.
  16. M. F. El-Sherbiny, “Potentiometric and thermodynamic studies of 2-thioxothiazolidin-4-one and its metal complexes,” Chemical Papers, vol. 59, no. 5, pp. 332–335, 2005. View at Google Scholar · View at Scopus
  17. E. Subasi, A. Ercag, S. Sert, and O. S. Senturk, “Photochemical complexation reactions of M(CO)6 (M = Cr, Mo, W) and Re(CO)6Br with Rhodanine (4-Thiazolidinone-2-thioxo) and 5-Substituted Rhodanines,” Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry and Nano-Metal Chemistry, vol. 36, pp. 705–711, 2006. View at Google Scholar
  18. L.-J. Ming, “Structure and function of 'Metalloantibiotics',” Medicinal Research Reviews, vol. 23, no. 6, pp. 697–762, 2003. View at Publisher · View at Google Scholar · View at Scopus
  19. J. R. Anacona and I. Rodriguez, “Synthesis and antibacterial activity of cephalexin metal complexes,” Journal of Coordination Chemistry, vol. 57, no. 15, pp. 1263–1269, 2004. View at Publisher · View at Google Scholar · View at Scopus
  20. Z. H. Chohan, H. Pervez, K. M. Khan, A. Rauf, and C. T. Supuran, “Binding of transition metal ions [cobalt, copper, nickel and zinc] with furanyl-, thiophenyl-, pyrrolyl-, salicylyl- and pyridyl-derived cephalexins as potent antibacterial agents,” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 19, no. 1, pp. 51–56, 2004. View at Publisher · View at Google Scholar · View at Scopus
  21. J. R. Anacona and J. Estacio, “Synthesis and antibacterial activity of cefixime metal complexes,” Transition Metal Chemistry, vol. 31, no. 2, pp. 227–231, 2006. View at Publisher · View at Google Scholar · View at Scopus
  22. D. H. Brown, W. E. Smith, J. W. Teape, and A. J. Lewis, “Antiinflammatory effects of some copper complexes,” Journal of Medicinal Chemistry, vol. 23, no. 7, pp. 729–734, 1980. View at Google Scholar · View at Scopus
  23. Y. Nishida, I. Watanabe, and K. Unoura, “Model compounds for Fe- or Mn-containing SOD and their SOD-like function,” Chemistry Letters, vol. 20, no. 9, pp. 1517–1520, 1991. View at Publisher · View at Google Scholar
  24. D. Kumar, A. Syamal, A. Kumar, P. K. Gupta, and D. Dass, “Syntheses and characterization of coordination compounds of N-(2-mercaptoethyl)-4-(3′-carboxy-2′-hydroxyphenyl)-2-azetidinone,” Journal of the Indian Chemical Society, vol. 87, no. 4, pp. 417–423, 2010. View at Google Scholar · View at Scopus
  25. F. G. Mann and B. C. Saunders, Practical Organic Chemistry, Longmans, London, UK, 1961.
  26. R. L. Dutta and A. Syamal, Elements of Magnetochemistry, Affiliated East West Press, New Delhi, India, 2nd edition, 1993.
  27. A. Syamal and M. M. Singh, “Synthesis and characterization of new polymer supported chelating resins,” Journal of Polymer Materials, vol. 6, pp. 175–179, 1989. View at Google Scholar
  28. A. Yamaguchi, R. B. Penland, S. Mizushima, T. J. Lane, C. Curran, and J. V. Quagliano, “Infrared absorption spectra of inorganic coordination complexes. XIV. Infrared studies of some metal thiourea complexes,” Journal of the American Chemical Society, vol. 80, no. 3, pp. 527–529, 1958. View at Google Scholar · View at Scopus
  29. M. J. Campbell and R. Grzeskowiak, “Some copper(II) complexes of thiosemicarbazide,” Journal of the Chemical Society A, pp. 396–401, 1967. View at Publisher · View at Google Scholar · View at Scopus
  30. R. K. Patel, “Synthesis and characterization of some metal complexes of Co(II), Ni(II) and Cu(II) with 2-benzoylhydrazono-4-thiazolidinone,” Asian Journal of Chemistry, vol. 13, no. 1, pp. 89–92, 2001. View at Google Scholar
  31. P. V. Patel and K. R. Desai, “Synthesis of 2-methyl-5-nitro-n-{4'-(4-aryl-1"",5""-benzothiazepines)-phenyl}benzenesulfonamide by the reaction of 2-methyl-5-nitrobenzensulfonamide chalcones with 2-aminothiophenol,” Oriental Journal of Chemistry, vol. 18, no. 2, p. 311, 2002. View at Google Scholar
  32. P. J. Bahad, N. S. Bhave, and A. S. Aswar, Journal of the Indian Chemical Society, vol. 77, p. 363, 2000.
  33. A. Syamal and D. Kumar, “New Zirconium (IV) complexes with the ons donor triden tate schiff bases derived from salicyaldehyde or substituted salicylal dehydes and 2-aminobih anethiol,” Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, vol. 14, no. 3, pp. 325–337, 1984. View at Publisher · View at Google Scholar
  34. A. Syamal and D. Kumar, “Syntheses of new zirconium (IV) complexes with the tridentate Schiff bases derived from o-aminophenol and salicylaldehydes or 2-hydroxy-1-naphthaldehyde,” Indian Journal of Chemistry A, vol. 24, p. 62, 1985. View at Google Scholar
  35. D. Kumar and A. Kumar, “Syntheses, magnetic and spectral studies on the coordination compounds of the polystyrene-anchored thiazolidin-4-one,” E-Journal of Chemistry, vol. 9, no. 4, pp. 2532–2539, 2012. View at Publisher · View at Google Scholar
  36. D. Kumar, P. K. Gupta, A. Kumar, D. Dass, and A. Syamal, “Syntheses, spectroscopic, and magnetic properties of polystyrene-anchored coordination compounds of tridentate ONO donor Schiff base,” Journal of Coordination Chemistry, vol. 64, no. 4, pp. 590–599, 2011. View at Publisher · View at Google Scholar · View at Scopus
  37. A. Choudhary, R. Sharma, M. Nagar, M. Mohsin, and H. S. Meena, “Synthesis, characterization and antioxidant activity of some transition metal complexes with terpenoid derivatives,” Journal of the Chilean Chemical Society, vol. 56, pp. 911–917, 2011. View at Google Scholar
  38. D. Kumar, A. Syamal, and L. K. Sharma, “Synthesis and characterization of polystyrene-anchored monobasic bidentate Schiff base and its complexes with bi-, tri-, tetra- and hexavalent metal ions,” Journal of Coordination Chemistry, vol. 61, no. 11, pp. 1788–1796, 2008. View at Publisher · View at Google Scholar · View at Scopus
  39. A. Syamal and M. R. Maurya, “Dioxomolybdenum(VI) complexes with tridentate dibasic Schiff bases derived from various hydrazides,” Transition Metal Chemistry, vol. 11, no. 6, pp. 235–238, 1986. View at Publisher · View at Google Scholar · View at Scopus
  40. A. Syamal, M. M. Singh, and D. Kumar, “Syntheses and characterization of a chelating resin containing ONNO donor quadridentate Schiff base and its coordination complexes with copper(II), nickel(II), cobalt(II), iron(III), zinc(II), cadmium(II), molybdenum(VI) and uranium(VI),” Reactive and Functional Polymers, vol. 39, no. 1, pp. 27–35, 1999. View at Google Scholar · View at Scopus
  41. M. R. Chaurasia, “Cu(II), Ni(II) and Co(II) complexes of N-phenyl-benzothiazolyl thiocarbamide,” Journal of Inorganic and Nuclear Chemistry, vol. 37, no. 6, pp. 1547–1548, 1975. View at Google Scholar · View at Scopus
  42. A. B. P. Lever, Inorganic Electronic Spectroscopy, Elsevier, Amsterdam, The Netherlands, 2nd edition, 1984.
  43. S. G. Shirodkar, P. S. Mane, and T. K. Chondhekar, “Synthesis and fungitoxic studies of Mn(II), Co(II), Ni(II) and Cu(II) with some heterocyclic schiff base ligands,” Indian Journal of Chemistry A, vol. 40, no. 10, pp. 1114–1117, 2001. View at Google Scholar
  44. B. B. Mahapatra and P. Ray, “Polymetallic complexes. Part-LXXVII. complexes of MnII, CoII , NiII , CuII, ZnII, CdII and HgII with NOON and ONOONO Donor Azodye Ligands,” Journal of the Indian Chemical Society, vol. 79, pp. 609–610, 2002. View at Google Scholar
  45. D. Kumar, A. Syamal, and A. K. Singh, “Synthesis and characterization of manganese(II), cobalt(II), nickel(II), copper(II), zinc(II), cadmium(II), iron(III), zirconium(IV), dioxo- molybdenum(VI) and dioxouranium(VI) coordination compounds of polystyrene-supported tridentate dibasic Schiff base derived from semicarbazide and 3- formylsalicylic acid,” Indian Journal of Chemistry A, vol. 42, p. 280, 2003. View at Google Scholar
  46. F. A. Cotton, G. Wilkinson, C. A. Murillo, and M. Bochmann, Advanced Inorganic Chemistry, John Wiley, New York, NY, USA, 6th edition, 1999.
  47. D. Kumar, A. Syamal, A. Gupta, M. Rani, and P. K. Gupta, “Role of pH on the formation of the coordination compounds with the Schiff base derived from 3-formylsalicylic acid and 4-amino-2,3-dimethyl-1-phenyl-3- pyrazolin-5-one,” Journal of the Indian Chemical Society, vol. 87, no. 10, pp. 1185–1197, 2010. View at Google Scholar · View at Scopus
  48. A. Syamal, D. Kumar, A. K. Singh, P. K. Gupta, Jaipal, and L. K. Sharma, “Synthesis and characterization of a chelating resin containing ONO donor tridentate Schiff base and its coordination compounds with copper(II), nickel(II), cobalt(II), iron(III), zinc(II), cadmium(II), manganese(II), molybdenum(VI), zirconium(IV) and uranium(VI),” vol. 41, pp. 1385–1390, 2002. View at Google Scholar
  49. Z. Shirin and R. N. Mukherjee, “Synthesis, spectra and electrochemistry of ruthenium(III) complexes with cage-like Schiff-base ligands,” Polyhedron, vol. 11, no. 20, pp. 2625–2630, 1992. View at Google Scholar · View at Scopus
  50. U. L. Kala, S. Suma, M. R. P. Kurup, S. Krishnan, and R. P. John, “Synthesis, spectral characterization and crystal structure of copper(II) complexes of 2-hydroxyacetophenone-N(4)-phenyl semicarbazone,” Polyhedron, vol. 26, no. 7, pp. 1427–1435, 2007. View at Publisher · View at Google Scholar · View at Scopus
  51. D. Kivelson and R. Neiman, “ESR line shapes in glasses of copper complexes,” The Journal of Chemical Physics, vol. 35, no. 1, pp. 149–155, 1961. View at Google Scholar · View at Scopus