Synthesis and Antimicrobial Activity of Some New Imidazolinone Derivatives Containing Benzimidazole

Abstract

In this study some new o-benzimidazol-2'-yl-benzamido-p'-benzamido-2-phenyl-4-substituted phenyl-5-oxo-Imidazolines 3a-3j were synthesized. To synthesized target molecules we used various substituted oxazolone derivatives, synthesized from substituted benzaldehyde with hippuric acid. Substituted oxazolones 2a-2j were reacted with carbohydrazide derivative of benzimidazole 1 in presence of pyridine as base to obtained substituted imidazolinone derivatives. All synthesized compounds were characterized by IR, 1 H NMR, elemental analysis and further supported by mass spectroscopy. All synthesized compounds were screened for their antimicrobial activity against gram positive and gram negative bacteria which showed moderate to good activity. All compounds showing good to moderate active against fungal strain as compare to standard drug.

Recent Developments and Biological Activities of 5-Oxo-Imidazolones Derivatives: A Review

“…The antifungal activity was performed against Aspergillus Niger using Greseofulvin as a standard agent. They noted that majority of the active compounds possesed a p-chlorophenyl, p-bromophenyl, 2-furyl and 3, 4-dimethoxy groups on the imidazolinone ring [42]. N.C. Desai et al [43] performed green synthesis and evaluated the anti microbial activity of novel quinoline based imidazole derivativesbn [43] (14).…”

“…Moustafa et al synthesized novel 1, 2-diaryl-4-aylidene-5-4H-imidazolone with comparable antiinflammatory potencies to reference NSAIDs, but with controlled ulcerogenic properties [66]. Interestingly compound (42) which was sub substituted with fluoro group at 4 th position of aryl ring was as potent as the reference meloxicam with minimum ulcerogenic side effects on rats at 10mg/kg. Series of 4-benzylidene-1-(4-oxo-4H-chromen-2yl)-2-phenyl-1H-imidazol-5(4H)-one exhibited significant carrageenan-induced paw and rats pleurisy edema models of acute inflammation.…”

Synthesis of Some Novel 5- Imidazolones and Its Antimicrobial Activity

“…Imazaquin is a class of herbicide has a quinoline moiety along with Imidazolone. Rather than the major application of Imidazolone towards herbicide 9 these compound have been extensively explored for their pharmacological activities such antibacterial [10][11][12] , antifungal [13][14][15] , anticancer 16 and are potent against the cancer cell lines MCF-7 and HePG2 17 , anticonvolsunt 18 , anti-inflammatory 19 , antioxidant 20 . The imidazolidinone derivatives are also studied for systematic evaluation of their metabolic profiles and toxicities on TAMH cells 21 , inhibitory for kinase 22 , as an antioxidant in lubricant oil 23 .…”

Investigating the Biological Activity of Some Useful Heterocycles

“…Commercially available drugs like omeprazole, candesartan, bendamustine, benoxaprofen (despite its suspension in the 80's) targeting diseases such as ulcers, hypertension, cancer and inflammation respectively, possess the benzimadazole nucleus [3]. [5]. Since a number of compounds bearing the benzimidazole scaffold have been shown to possess interestingly diverse biological activities, we were interested in evaluating the antibacterial activity of a series of pyrimido[1,2-a]benzimidazole derivatives so as to explore the significance of their aryl and alkyl moieties.…”