title: Synthesis and antibacterial activity of some imidazole-5-(4H)one derivatives.
abstract: In the present study, several substituted oxazolones were synthesized by condensation of benzoylglycine with different aldehydes. From such oxazolones, substituted imidazolones were synthesized by condensation with ethylenediamine, urea and 4-N,N-dimethylaminoaniline. All these synthesized compounds produced significant antibacterial activities. Furthermore, compounds containing -CH(2)CH(2)NH(2), -CONH(2) and -C(6)H(4)-N(CH(3))(2) groups as substitutents on the imidazolones were found to be potent antibacterial agents. Thus, among the twelve compounds, 1-(2-aminoethyl)-2-phen yl-4-(4-(dimethylamino)benzylidene)imidazole-5-(4H)one (4d), 1-carboxamido-2-phenyl-4-(4-(dimethylamino)benzylidene)imidazole-5-(4H)one (4e) and 1-(4-(N,N-dimethylamino)phenyl)-2-phenyl-4-(4-(dimethylamino)benzylidene)imidazole-5-(4H)one (4f) were found to have a significant higher antibacterial activity than the other substituted imidazolones. Compound 4e was the most active one in this series.
authors.affiliation: Department of Medicinal Chemistry, Nandha College of Pharmacy, Erode, India. saravecp@yahoo.co.in
authors.forename: Sampath
authors.initials: S
authors.lastname: Saravanan
authors.forename: Perumal Senthamil
authors.initials: PS
authors.lastname: Selvan
authors.forename: Natesan
authors.initials: N
authors.lastname: Gopal
authors.forename: Jayanta Kumar
authors.initials: JK
authors.lastname: Gupta
authors.forename: Biplap
authors.initials: B
authors.lastname: De
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects* / Q000254:growth & development; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
chemical_list: C507462:1-carboxamido-2-phenyl-4-(4-(dimethylamino)benzylidene)imidazole-5-(4H)one; D000900:Anti-Bacterial Agents; D007093:Imidazoles; C117197:imidazolone