Synthesis and potent antistaphylococcal activity of some new 2-[4-(3,4-dimethoxyphenoxy)phenyl]-1,N-disubstituted-1H-benzimidazole-5-carboxamidines

Abstract

A series of new 2-[4-(3,4-dimethoxyphenoxy)phenyl]-1,N-disubstituted-1H-benzimidazole-5-carboxamidines (23–33) have been synthesized and evaluated for their potential antistaphylococcal activity. Cytotoxic effects of the compounds were investigated by the neutral red uptake (NRU) cytotoxicity test. Most of the compounds exhibited good MICs values against Staphylococcus aureus and methicillin-resistant S. aureus (MRSA). Compound 28 with N-cyclohexylcarboxamidine group at the 5-position was found to be the most potent agent, with the MIC value of 3.12 µg/mL.

• 1H-benzimidazole-5-carboxamidines
• 1H-benzimidazole-5-carboxylic acid
• 1H-benzimidazole-5-sulfonamide
• antistaphylococcal activity
• MRSA

Declaration of interest

This work was supported by Ankara University Research Fund (Project No: 20060803054). Central Lab. of Pharmacy, Faculty of Ankara University provided support for acquisition of the NMR, Mass spectrometer and elemental analyser used in this work.