Synthesis and Antimicrobial Activity of New Substituted Anili-nobenzimidazoles

  • Nofal, Z.M. (Therapeutical Chemistry Dept., National Research Centre) ;
  • Fahmy, H.H. (Therapeutical Chemistry Dept., National Research Centre) ;
  • Mohamed, H.S. (Therapeutical Chemistry Dept., National Research Centre)
  • 발행 : 2002.06.01

초록

A series of benzimidazole derivatives carrying different heterocycles such as 1,2,3-thiadiazole, 1,3,4-thiadiazole, thiazolidine, 2,3-dihydro-thiazole, 1,3,4-oxadiazole, semicarbazone and substituted thiosemi-carbazones were synthesized. Also a series of 1-methylbenzimidazole carrying hydroxy ethyl-amide, substituted sulfonyl hydrazide and benzoyl hydrazide from aminobenzoyl group at position 2 of 1-methylbenzimidazole were synthesized. The antimicrobial evaluation of some of the new compounds was carried out.

키워드

참고문헌

  1. Bilinski, S., Bielak, L., Chmielewski, J., and Marcewicz Rojewska, B., Reaction of 1-acyl-4-(p-tolyl)-thiosemicarbazide with alpha-halogen-ketones. III. (1,2) Cyclization with omega-bromoacetophenone. Ann. Univ. Mariae Curie Sklodowska. 43, 59-66 (1988)
  2. Dewani, M. B., Pathak, V. S., and Amine, U. M. Synthesis of some 1-acyl-4-substituted thiosemicarbazides. Indian J. Chem., 11, 1078-1079 (1973)
  3. Eislager, E. F., Hess, G., Johnson, J., Ortwine, D., Chu, V., and Leslie, M. W., Synthesis and antimalarial effects of N2-aryl-N4-((dialkylamino)-1 ,2-alkyl)- and N4-aryl-N2-((dialkylamino)alkyl)-2,4-quinazoline-diamines. J. Med. Chem., 24, 127-140(1981) https://doi.org/10.1021/jm00134a002
  4. Fahmy, H. H., and El-Eraky, W., Synthesis and evaluation of the analgesic and antiinflammatory activities of O-substituted salicylamides. Arch. Pharm. Res., 24, 171-179 (2001) https://doi.org/10.1007/BF02978252
  5. Fahmy, H. H., El-Masry, A., and Ali Abdelwahed, S. H., Synthesis and preliminary antimicrobial screening of new benzimidazole heterocycles. Arch. Pharm. Res. 24(1), 27-34 (2001) https://doi.org/10.1007/BF02976489
  6. Fathalla, O. A., and El-Bazza, Z. E., Synthesis of some new 1,3-dimethyluracil-5-sulphone hydrazide derivatives and their aflatoxigenic activity. Bull NRC, Egypt 16(3), 179-187 (1991)
  7. Fathalla, O. A., Kassem, E. M. M., and Farouk, A. Synthesis of some new oxadiazoles and thiazoles of quinoline derivatives as antimicrobial agents proceeding of the first international scientific Conference (Science & development) cairo, 20-23 March, pp. 101-112 (1995)
  8. Fathalla, O. .A, and Rizk, M. Biological activity of some new uracil derivatives on Ehrlich ascites cells. Bull. NRC, Egypt., 18(1) 55-64 (1993)
  9. Ferandes, P. S., and Sonar, T M. Synthesis and biological activity of heterocyclic derivatives derived from ethyl 2-hydroxy-quinoxaline-3-carboxylate, J. Indian Chem. Soc., LXIII, 427-429 (1986)
  10. Harison, D., Ralph, J. .T, and Smith, A. C. Some 1- and 2-halogeno-benz-imidazoles. J. Chem. Soc., 2930 (1963)
  11. Hozien, Z. A. Synthesis of some new heterocyclic systems derived from 2-acetylbenzimidazole. J. Chem. Technol. Bio-technol., 57(4), 335-341 (1993)
  12. Mandour, A. H., Ahmed Kh, M., Nassar, M. I., and EI-Bazza, Z. E. Synthesis, antimicrobial and antiaflatoxigenic activities of new coumarin derivatives, Egypt. J. Pharm. Sci., 36, 71-85(1995)
  13. Mohamed, H. S. Synthesis of Some new heterocyclic compounds containing benzimidazole of expected biological activity, Ph. D. Thesis (Science), Faculty of Science, Cairo University, (2001)
  14. Omar, M. T., Fahmy, H. H., Hamad, M. M., Shehab El-Dean, A., and Mohamed, H. S. Synthesis of some new benzimidazole derivatives as antimicrobial agents. Egypt. J. Pharm. Sci., 37, 233-240 (1995)
  15. Singh, S., Yadav, L. D. S., and Singh, H., Synthesis and antifungal activity of some 1,3,4-thiadiazolo(3,2-a)-S-triazine-7-thiones and N-acyl-N-(5-araylkyl/aryl)-1,3,4-thiadiazol-2-yl)thiourease. Indian J. Chem., 20B, 518-520 (1981)
  16. Wikel, J. H., Paget, C. J., Delong, D. C., Nelson, J. D., Wu, C. y. E., Paschal, J. W., Dinner, A., Tempeleton, R. J., Chaney, M. O., Jones, N. D., and Chamberlin, J. W. Synthesis of syn and Anti isomers of 6-{[(Hydroxyimino)phenyl]methyl}-1-[(1-methylethyl)sulfonyl]-1H-benzimidazole-2-amine inhibitors of Rhinovirus Multiplication. J. Med. Chem., 23, 268-272(1980)
  17. Zou, R., Drach, J. C., and Townsend, L. B., Design, Synthesis and antiviral evaluation of 2-substituted 4,5-dichloro and 4,6-dichloro-1-beta-D-ribofuranosylbenzimidazoles as potential agents for human cytomegalovirus infections. J. Med. Chem., 40(5), 802-810 (1997) https://doi.org/10.1021/jm960533b