Acta Pharm. 56 (2006) 273-284

Preparation of 4-aminophenylacetic acid derivatives with promising antimicrobial activity

AHMED H. BEDAIR,^1* FAWZY M. ALI,¹ AHMED M. EL-AGRODY,¹ FATHY A. EID,¹ MOHAMMED A. A. EL-NASSAG¹
and GAMAL EL-SHERBENY²

Bedair_AH@yahoo.com

¹Department of Chemistry, Faculty of Science, Al-Azhar University, Nasr City 11884 Cairo, Egypt
²Department of Botany and Microbiology, Faculty of Science, Al-Azhar University, Nasr City 11884 Cairo, Egypt

Condensation of 4-aminophenylacetic acid with phthalic anhydride gave (dioxoisoindolin-2-yl)phenylacetic acid (1), which was employed as the key intermediate in the synthesis of title compounds 2-8. The products were characterized by analytical and spectral data (IR, ¹H NMR, ¹³C NMR and mass spectra). Antimicrobial activities were studied and some of the compounds showed promising results.

Keywords: 4-aminophenylacetic acid, (dioxoisoindolin-2-yl)phenylacetic acid derivatives, {[(1H-benzo[d]imidazol-2-yl)/(4H-benzo[d][1,3]oxazin-2-yl)methyl]phenyl}isoindoline-1,3-diones, phthaloylhydrazide salts, antimicrobial activity