SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF NEW SUBSTITUTED DIHYDROPYRIMIDINE DERIVATIVES

Document Type : Original Article

Authors

1 Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University, Egypt

2 Department of Pharmaceutical Medicinal Chemistry, Faculty of Pharmacy, Al Azhar University, Assiut, Egypt

3 Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Al Azhar University, Assiut, Egypt

Abstract

A new series of ethyl 6-methyl-4-(substituted)phenyl-2-(substituted)-phenacyl-thio-1,4-
dihydropyrimidine-5-carboxylate (2a-x) was prepared by reaction of ethyl 1,2,3,4-tetrahydro-6-
methyl-4-(substituted)phenyl-2-thioxopyrimidine-5-carboxy-late 1(a–d) with phenacyl
bromides. Compounds 1(a–d) were synthesized using the principle of Bignelli condensation by
one pot reaction of the appropriate araldehyde, ethyl acetoacetate and thiourea in acidic
medium. Confirmation of the chemical structure of the synthesized compounds (2a-x) was
substintiated by different spectral data IR, 1H-NMR, MS in addition to their microanalyses. The
newly synthesized compounds were evaluated for their antimicrobial activities. The
antibacterial and antifungal testing identified compounds 2b, 2e, 2k, 2l, 2m, 2n, 2o, 2p, 2q, 2r
and 2x as the most effective agents in comparison to Chloramphenicol and Clotrimazole as
reference antibacterial and antifungal drugs respectively.