Abstract
A series of benzimidazole Schiff’s bases, thiosemicarbazides were synthesized, azole ring systems as 1,3,4-triazole, 1,3,4-oxadiazole were prepared. 1-Methylbenzimidazole incorporated to substituted dithio-carbamate, thiophenol, diethylamine via acetamido group were synthesized. A series of pyrimidinobenzimidazoles, triazinobenz-imidazoles, and 2-(acetonylamino)-1-methylbenzimidazole were prepared. The antimicrobial and molluscicidal activities of some newly prepared compounds were carried out.
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Abbas, S. E., Abou-Yossef, H. E., El-Taliaw, G. M., and Hassan, A. B., Synthesis of certain 1,2,4-triazoles derived from diclofenac as potential antiinflammatory agents.Egypt. J. Pharm. Sci., 32, 503–514 (1991).
Abdou, O. A., Bahia, Y. R., and Suzan, I. A., Reaction with 2-aminobenzimidazole: Synthesis of several new pyrimido[1,2-a]benzimidazole derivatives.Arch. Pharm. (weinheim), 320, 642–646 (1987).
Aboul Wafa, O. M. and Berto, F. A. G., Benzo[b]thiophenes Part I: Synthesis and antimicrobial activity of benzo[b]thionyl-1,3,4-oxadiazole, 1,2,4-triazoline, and thiazoline derivatives.ibid., 325, 123–127 (1992).
Bielak, E. and Bilinski, S., Reactions of 1-(x-benzoyl)-4-R-thiosemi-carbazide with chloroacetone and omega-bromoacetophenone. lll-4-phenyl- and 4-(p-tolyl)thiosemicarbazide of O-nitrobenzoic acid.Ann. Univ. Mariae Curie Sklodowska, 45, 131–139 (1990).
Coleman, D. L., Wood, N. L., and Darling, W. M., Martindale the Extra-pharmacopoei Edited by James E. F. Reynolds Published by Direction of the Council of Royal Pharmaceutical Society of Great Britain 13th edition, 37–55 (1993).
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).
Dose, E. A. and White, E. R., U. S. Patent, 3, 725, 406 (1973), Fungicidal benzimidazole derivatives.Chem. Abst., 79, 62595 (1973).
EI-Masry, A. H., Fahmy, H. H. and Abdelwahed, S. H. A., Synthesis and antimicrobial activity of some new benzimidazole derivatives.Molecules, 5, 1429–1438 (2000).
Fahmy, H. H., El-Masry, A. and Abdelwahed, S. H. A., Synthesis and preliminary antimicrobial screening of new benzimidazole heterocycles.Arch. Pharm. Res., 24(1), 27–34 (2001).
Ishi, T. and Ito, T., Japan Pat. 7034, 804 (Cl. CO 7C, Aolm) 1970, Fungicidal S-(benzyl)-N, N-dialkyldithiocarbamates.Chem. Abst., 74, 87665v (1971).
Joshi, S., Matkar, S., Khosla, N. and Bhandari, V., synthesis and biological screening of N4-phthalimidomethyl sulphonamides.J. Indian Chem. Soc., 74, 156–157 (1997).
Kamel, M. M., Fahmy, H. H. and Abdou, W. A. M., Synthesis of some substituted tetralins of possible molluscicidal activity.Egypt. J. Chem. 39(6), 573–580 (1996).
Kamel, M. M., Nofal, Z. M., Fahmy, H. H., Refai, M. and Haiba, M. E., New quinolines and thiazolo quinolines with possible antitumor activity.Proc. Pakistan Acad. Sci., 37(1), 41–55 (2000).
Kandeel, E. M., Hammouda, M. and Metwally, M. A., Aminoazoles in heterocyclic synthesis. Synthesis of new pyrimidobenzimidazoles and pyrazolonopyridines as well as triazolo-, tetrazolo- and pyrazolo-pyrimidines of pharmaceutical interest.Boll. Chim. Farm., 135(4), 232–235 (1996).
Kaslow, C. E. and Stayner, R. D., Ozonolysis of styryl derivatives of nitrogen heterocycles.J. Amer Chem. Soc., 67, 1716–1717 (1945).
Kenji, K., Nagashima, H., Ninoi, N. and Handa, T., (Gifu Coll Pharm.). Synthesis and antibacterial activity of 2-salicylidene hydrazono-4-thiazolidone and its related compounds.J. Pharm. Soc. Japan, 75, 438–441 (1955).
Memoranda, That took place on 17-21 November 1964 in Geneva, Switzerland, Molluscicide Screening and evaluation,Bull WHO, 33, 567 (1965).
Miyazaki, Y.; Uchiyama, Y. and Noguchi, T., Dithiocarbamate derivatives. Japan Pat. 7111, 172, (Cl CO 7C, Aolr) 1979;Chem. Abst., 75, 5535m (1979).
Mohamed, H. S., Ph. D. (Science). Synthesis of Some new heterocyclic compounds containing benzimidazole of expected biological activity.Thesis, Faculty of Science, Cairo University, (2001).
Nawwar, G. A. M., Salicylamides containing amino acid or pyran moieties with molluscicidal activity.Arch. Pharm. (Weinheim), 327, 201–205 (1994).
Omar, M. T., Fahmy, H. H. and Mohamed, H. S., Synthesis of some novel benzimidazole derivatives as antimicrobial agents.Egypt. J. Pharm. Sci., 37, 609–620 (1996).
Sengupta, A. K. and Avasthi, K. J., Studies on potential pesticides: Part IV. Synthesis of several new dithiocarbamates.J. Indian Chem. Soc., 433 (1975).
Sindelar, K., Metysova, J. and Protiva, M., 2-amino-substituted derivatives of benzimidazoles from 2-isothiocyanato carboxy-lates.Collect. Czech. Chem. Commun., 54(1), 229–234 (1989).
Vogel, A. I., “Text book of practical organic chemistry” 4th edition, Longman Group UK Ltd, 735 (1978).
Wikel, J. H., Paget, C. J., Delong, D. C., Nelson, J. D., Wu, C. Y. E., Paschal, J. W., Dinner, A., Templeton, 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).
Wolly, D. W., Some biological effects produced by benzimidazole and their reversal by purines.J. Biol. Chem., 152, 225 (1944).
Zaki, M. E. A. and Fathalla, O. A., Studies on ketene S, S, Acetal Part 1. Synthesis of new pyrazolo[1,5-a]pyrimidines and pyrazolo[1, 5-a] triazines utilizing ketene S, S Acetals.Egypt. J. Pharm. Sci., 38(4–6), 363–376 (1997).
Zayed, A., Metri, J. and El-Hawary, S., Reactions on 6, 7-benzindazole-3-carboxylic acid hydrazide, Synthesis of some heterocycles of potential biological activity.Egypt. J. Chem., 24(5), 389–396 (1981).
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Nofal, Z.M., Fahmy, H.H. & Mohamed, H.S. Synthesis, antimicrobial and molluscicidal activities of new benzimidazole derivatives. Arch Pharm Res 25, 28–38 (2002). https://doi.org/10.1007/BF02975257
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DOI: https://doi.org/10.1007/BF02975257