Abstract

Certain 2-(1'-iminothioimido substituted)-1'-substituted phenybenzoic acids (P1-9) were synthesized by reaction of phthalic anhydride with benzotriazole, 2-mercapto benzothiazole and 2-p-amino phenyl benzimidazole, respectively (A1-3) followed by imine formation with Schiff bases of thiourea with salicylaldehyde, furfuraldehyde and 1-phenyl-3-methyl-5-pyrazolone. Antiulcer activity was evaluated using reduction in total acidity, free acidity and ulcer index as parameters. Compounds P3, P6, P7 and P9(100 mg/kg) showed significant (P< 0.001) antiulcer action compared to control and omeprazole (40 mg/kg).

Highlights

  • (A1-3) followed by imine formation with Schiff bases of thiourea with salicylaldehyde, furfuraldehyde and 1-phenyl3-methyl-5-pyrazolone

  • 280805 is the prototype of a reversible proton pump inhibitor, which is effective in ulcer healing yet avoid prolonged achlorhydria

  • Keeping in view this structural flexibility and capitalizing on the basic structural feature, we thought to explore several benzimidazole, benzotriazole and benzothiazole derivatives to find some alternatives to the present irreversible proton pump inhibitors

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Summary

Introduction

(A1-3) followed by imine formation with Schiff bases of thiourea with salicylaldehyde, furfuraldehyde and 1-phenyl3-methyl-5-pyrazolone. 280805 is the prototype of a reversible proton pump inhibitor, which is effective in ulcer healing yet avoid prolonged achlorhydria. Keeping in view this structural flexibility and capitalizing on the basic structural feature, we thought to explore several benzimidazole, benzotriazole and benzothiazole derivatives to find some alternatives to the present irreversible proton pump inhibitors. Different 2-(1’-iminothioimido substituted)-1’-substituted phenyl benzoic acids (P1-9) D- 6) spectra of title compounds were recorded on a Bruker DRX-300 NMR spectrophotometer

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