Skip to main navigation menu Skip to main content Skip to site footer

Articles

Vol. 2 No. 1 (2011): January – March 2011

Synthesis and Antibacterial Activity of Azetidinone and Thiazolidinone Derivatives of 1-(1´,3´-thiazol-4´-yl)-amino-2-phenyl-4- cyclohexylideneimidazol-5-one

DOI
https://doi.org/10.37285/ijddd.2.1.5
Submitted
November 28, 2024
Published
2024-12-08

Abstract

 

5-one (10-14) and 1-[{2´-(2˝-substitutedaryl-4˝-thiazolidinon-3˝-yl)-1´,3´-thiazol-4´-yl}-amino-2-phenyl-4-cyclohexylideneimidazol]-5 one (15-19) have been synthesized from 1-[{2´-(substitutedarylidenylimino)-1´,3´-thiazol-4´-yl}-amino-2-phenyl-4-cyclohexylidene imidazol]-5-one (5-9). All these compounds of the present series have also been screened in vitro for their antibacterial activity against various strains of bacteria. Substantial results were obtained. Compound 11 showed superior antibacterial activity against Klebsiella pneumoniae ATCC 10031 with MIC 0.781 µg/ml. The structure of these compounds has been elucidated by IR, 1H-NMR, Mass spectral and elemental (C, H, N) analysis.

References

  1. [1] Dhaiya, R.; Kumar, A. Eur. J. Med. Chem. 2008, 43, 1133.
  2. [2] Mohd, A.; Agrawal, S.M.; Azam, A. Eur. J. Med. Chem. 2008, 43, 2035.
  3. [3] Gabriela, A.; Mariana, B.; Hugo, C.; Alejardra, G.; Mercades, G.; Ferrandez, S.Y.; Ara, D.; Ochea De, O.C.; Jose, N.J.; David, M.; Antorio, E.J. Archiv. Der. Pharmazie. 2004, 337, 259.
  4. [4] Ryzhov, I.V.; Lapin, I.P.; Piotrovskii, L.B.; Alleksandrova, I.Y. Bull. Exp. Bio. Med. 1988, 106, 989.
  5. [5] Walker, K.A.M.; Wallach, M.B.; Hirschtelol, D.R. J. Med. Chem. 1981, 24, 67.
  6. [6] Fatimi, J.; Lagorce, J.F.; Duroux, J.L.; Chabernaud, M.L.; Buxeraud, J.; Raby, C. Chem. Pharm. Bull. 1994, 42, 698.
  7. [7] Ucucu, U.; Karaburum, N.G.; Isikag, I. Farmaco. 2001, 56, 285.
  8. [8] Di santo, R.; Tafi, R.; Costi, R.; Botto, M.; Artico, M.; Corelli, F.; Forte, M.; Caporuscio, F.; Angiolella, L.; Palmara, A.T. J. Med. Chem. 2005, 48, 5140.
  9. [9] Hashiguchi, T.; Kodam, A.; Ryu, A.; Otagiri, M. Int. J. of Pharmaceletics. 1998, 161, 195.
  10. [10] Khalafi-Nazhad, A.; Soltani Rad, M.N.; Mohabakar, H.; Asrariz Hemmateenejad, . Bioorg. Med. Chem. 2005, 13, 1931.
  11. [11] Khabnadideh, S.; Rezael, Z.; Khalafi-Nezhad, A.; Bahrinajafi, R.; Mohamadi, R.; Farrokhroj, A.A. Bioorg. Med. Chem. Lett. 2003, 13, 2863.
  12. [12] Karegoudar, P.; Karthikayen, M.S.; Prasad, D.J.; Mahalinga, M.; Holla, B.S.; Kumari, S.K. Eur. J. Med. Chem. 2007, 43, 261.
  13. [13] Naik, B.; Desai, R.K. Indian J. Chem. 2006, 45B, 267.
  14. [14] Singh, T.; Sharma, S.; Srivastava, V.K.; Kumar, A. Indian J. Chem. 2006, 45B, 1557.
  15. [15] Sharma, P.; Kumar, A.; Sharma, S. Indian J. Chem. 2004, 43B, 585.
  16. [16] Kumar, V.; Sharma, S. K.; Singh, S.; Kumar, A.; Sharma,S. Archive Der Pharmazie 2010, 343, 98.
  17. [17] Kumar, V.; Singh, S.; Sharma, S.; Kumar, A. International J. Drug Design & Discovery, 2010, 1, 239.
  18. [18] Bishnoi, A.; Srivastava, K.; Tripathi, C.K.M. Indian J. Chem. 2006, 45B, 2136.
  19. [19] Gould, J.C.; Bowie, J.H. Edi. Med. J. 1952, 59, 178.
  20. [20] Jorgersen, J.H.; Turnidge, J.D.; Washington, J.A. Antibacterial susceptibility tests: dilution and disk diffusion methods, In Manual of Clinical Microbiology. Ed.; Murray, P.R.; Baron, E.J.; Pfaller, M.A.; Tenover,F. C.; Nolken, R.H., American Society for Microbiology, Washington, DC, 1999; pp 1275-1434.
  21. [6] Fatimi, J.; Lagorce, J.F.; Duroux, J.L.; Chabernaud, M.L.; Buxeraud, J.; Raby, C. Chem. Pharm. Bull. 1994, 42, 698.
  22. [7] Ucucu, U.; Karaburum, N.G.; Isikag, I. Farmaco. 2001, 56, 285.
  23. [8] Di santo, R.; Tafi, R.; Costi, R.; Botto, M.; Artico, M.; Corelli, F.; Forte, M.; Caporuscio, F.; Angiolella, L.; Palmara, A.T. J. Med. Chem. 2005, 48, 5140.
  24. [9] Hashiguchi, T.; Kodam, A.; Ryu, A.; Otagiri, M. Int. J. of Pharmaceletics. 1998, 161, 195.
  25. [10] Khalafi-Nazhad, A.; Soltani Rad, M.N.; Mohabakar, H.; Asrariz Hemmateenejad, . Bioorg. Med. Chem. 2005, 13, 1931.

Similar Articles

<< < 1 2 3 4 5 6 7 > >> 

You may also start an advanced similarity search for this article.