SYNTHESIS AND BIOLOGICAL EVALUATION OF NEW N-(2-
DIMETHYLAMINOETHYL)-N-((UN)SUBSTITUTED PHENYL-2-(4-
METHYL/METHOXY-PHENOXYMETHYL)BENZAMIDES
HOREA GURGU1, DIANA CAMELIA NUŢĂ1*, MIRON TEODOR CĂPROIU2, CONSTANTIN DRĂGHICI2, MARIANA CARMEN CHIFIRIUC3, ALEXANDRU VASILE MISSIR1, CARMEN LIMBAN1
1Pharmaceutical Chemistry Department, Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6
Traian Vuia Street, 020956, Bucharest, Romania
2“Costin D. Nenițescu” The Organic Chemistry Centre of Romanian Academy, 202B Splaiul Independenței Street, 77208,
Bucharest, Romania
3Department of Botanic- Microbiology, Faculty of Biology, University of Bucharest, Research Institute of University of
Bucharest - ICUB, 91-95 Splaiul Independenței Street, Bucharest, Romani
*corresponding author: diananuta@yahoo.com
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Abstract:
New N-(2-dimethylaminoethyl)-N-((un)substituted phenyl-2-(4-methyl/methoxy-phenoxymethyl)benzamide hydrochlorides
were designed and synthesized from 2-(4-methyl/methoxy-phenoxymethyl)benzoyl chloride and N-(2-dimethylaminoethyl)-
(un)substituted anilines, the resulted benzamides being treated with ethereal hydrochloric acid to obtain the corresponding
hydrochlorides. The new compounds have been characterized by their physical constants such as melting point and solubility.
The structures of the synthesized compounds were elucidated on the basis of their elemental analysis and spectroscopic data
(IR, 1H-NMR and 13C-NMR). The chemical structures of all compounds and intermediaries were in full agreement with the
proposed structures. The new benzamides were screened for their in vitro antimicrobial and anti-biofilm activities by
quantitative assays, allowing to establish the minimum inhibitory concentration and minimal biofilm eradication
concentration parameters. Compounds bearing halogenated moieties proved to be the most efficient. They showed increased
activity against Gram-positive bacteria, but the activity also extends to Gram-negative bacteria and yeasts. These structures
represent promising scaffolds for further development of anti-infective agents.






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