SYNTHESIS OF BIS-BENZIMIDAZOLES N-ALKYL ANTI-INFECTIOUS DERIVATES

Authors

  • AKPA SAGNE JACQUES Laboratoire de Constitution et Reaction de la Matiere (LCRM). Université Felix Houphouet-Boigny Abidjan–Cocody-22 BP 582 Abidjan 22-Cote d’Ivoire
  • DIOMANDE GBE GONDO DIDIER Laboratoire de Constitution et Reaction de la Matiere (LCRM). Université Felix Houphouet-Boigny Abidjan–Cocody-22 BP 582 Abidjan 22-Cote d’Ivoire
  • ZON DOUMADE Departement de Biochimie Genetique, UFR Sciences Biologiques, Universite Gon Coulibaly-BP 1328 Korhogo-Côte-d’Ivoire
  • ADJOU ANE Laboratoire de Constitution et Reaction de la Matiere (LCRM). Université Felix Houphouet-Boigny Abidjan–Cocody-22 BP 582 Abidjan 22-Cote d’Ivoire

DOI:

https://doi.org/10.22159/ijpps.2021v13i6.40310

Keywords:

2-thiomethylbenzimidazolylbenzothiazole, Benzimidazole anologues and, Bis-benzimidazoles

Abstract

Objective: The objective of this work is to synthesize new molecules with biological characteristics against some infectious germs.

Methods: The method of synthesis is based on the exploitation of the reactivity of the position-1 of the benzimidazole. It consisted of reacting the bis-benzimidazole 5 with the 1,2-dicloroethane in a solution of NaOH 2N (6,4%). The compound 6 is refluxed with ethanol with the different thioaryls to lead to compounds 7.

Results: Thus, a series of molecules derived from bis-benzimidazoles were synthesized including N-alkylated 6 and 7a-d. The characterization of these newly synthesized compounds was performed by NMR (1H and 13C) and mass spectroscopy methods.

Conclusion: The purified and characterized compounds 6 and 7a-d allow the development of a new chemical class of anti-infectives.

Downloads

Download data is not yet available.

References

Anandarajagopal K, Ravi N Tiwari, KG Bothara, J Anbu Jeba Sunilson, C Dineshkumar, P Promwichit. 2-Mercaptobenzimidazole derivatives: synthesis and anticonvulsant activity. Adv Appl Sci Res 2010;1:132-8.

Mohammed Afzal Azam, Bhojraj Suresh. Biological activities of 2-mercaptobenzothiazole derivatives. Sci Pharm 2012;80:789-823.

A Kamal. Synthesis and apoptosis-inducing ability of new anilino substituted pyrimidine sulfonamides as potential anticancer agents. Eur J Med Chem 2011;46:5817-24.

A Mahiuddin, David Cb, Naresh K. Synthesis, reactivity and activity benzimidazoles. Topics Heterocyclic Chem 2007;9:87-118.

Alan R Katritzky, Diana C Aslan, Peter Leeming, Peter J Steel. Asymmetric induction using chiral 1,2,4-triazole and benzimidazole derivatives. Tetrahedron Asymmetry 1997;9:1491-500.

Chung Kyu Ryu, Ra-Young Lee, Na Young Kim, Yang Hui Kim, Ae Li Song. Synthesis and antifungal activity of benzo[d]oxazole-4,7-diones. Bioorg Med Chem Lett 2009;19:5924–26.

Sham M Sondhi, Nirupma Singh, Ashok Kumar, Olivier Lozach, Laurent Meijer. Synthesis anti-inflammatory, analgesic and kinase (CDK-1,CDK-5 and GSK-3) inhibition activity evaluation of benzimidazole/benzoxazole derivatives and some Schiff’s bases. Bioorg Med Chem Lett 2006;14:3758–65.

Nageshwar Rao Chilumula, Dayakar Gadhe, Rajyalaxmi Gudipati, Srinivas Ampati, Sarangapani Manda. Synthesis of some novel methyl-2-(2-(arylideneamino) oxazol-4-ylamino) benzoxazole-5-carboxylate derivatives as antimicrobial agents. Int J Chem Res 2010;1:1-6.

Bryson H, B Fulton, P Benfield. Riluzole: a review of its pharmacodynamic and pharmacokinetic properties and therapeutic potential in amyotrophic lateral sclerosis. Drugs 1996;52:549-63.

Stefania Aiello, Geoffrey Wells, Erica L Stone, Hachemi Kadri, Rana Bazzi, David R Bell, et al. Synthesis and biological properties of benzothiazole, benzoxazole, and chromen-4-one analogues of the potent antitumor agent 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (PMX610, NSC 721648). J Med Chem 2008;51:5135–9.

Saloni Kakkar, Sumit Tahlan, Siong Meng Lim, Kalavathy Ramasamy, Vasudevan Mani, Syed Adnan Ali Shah. Benzoxazole derivatives: design, synthesis and biological evaluation. Chem Central J 2018;12:92.

Published

01-06-2021

How to Cite

JACQUES, A. S., D. G. GONDO DIDIER, Z. DOUMADE, and A. ANE. “SYNTHESIS OF BIS-BENZIMIDAZOLES N-ALKYL ANTI-INFECTIOUS DERIVATES”. International Journal of Pharmacy and Pharmaceutical Sciences, vol. 13, no. 6, June 2021, pp. 52-55, doi:10.22159/ijpps.2021v13i6.40310.

Issue

Section

Original Article(s)