Synthesis and Antimicrobial Activity ofSome New Thioether Derivatives of Quinoxaline

Abstract

2-Chloro-3-methylquinoxaline was selected as nucleus around which the molecular manipulations were carried out to get new compounds expected to possess better anti microbial activity. Various quinoxaline derivatives have been synthesized by replacing the chlorine at C-2 with a thioether linkage, which in turn attached to 2-(N-(substituted phenyl)acetamides. The synthesized compounds (5) were tested for their antimicrobial activity. Compounds 5b, 5c, 5d and 5i were found most active (comparable to the standard antibacterial Ciprofloxacin) amongst them. The structure of the compounds was confirmed on the basis of their spectral data.

Synthesis, antileishmanial activity and QSAR studies of 2-chloro- N -arylacetamides

“…The compounds were fully characterized by their melting points and IR, 1 H and 13 C NMR spectra. The melting points of all compounds are consistent with previous reports (Harvill, Herbst, Schreiner, 1952;Youssef et al, 1976;Tropp, 1928;Basu, Sikdar, 1947;Harte, Gunnlaugsson, 2006;Singh, Hashim, Singhal, 2011).…”

Profiling and Identification of Omeprazole Metabolites in Mouse Brain and Plasma by Isotope Ratio-Monitoring Liquid Chromatography-Mass Spectrometric Method

“…It is also known that the thioether moiety has a higher binding capacity with a receptor presented in the brain than the sulfoxide or sulfone moiety, and this might be the reason why the relative abundance of omeprazole sulfide was higher in the brain [45]. Thioether derivatives are also known to possess anti-inflammatory effects, and therefore, the anti-inflammatory effects of omeprazole in the brain studied in recent researches may be to some extent due to the distribution of these thioether-type metabolites in the brain [46][47][48]. It is worth noting that the cysteine conjugation metabolite was only observed in the brain tissues (from the i.v.…”

Quinoxaline 1,4-di-N-Oxides: Biological Activities and Mechanisms of Actions

“…Though the two N -oxide groups are necessary for the antibacterial activity of QdNOs, some reduced form of quinoxaline compounds were still reported with antibacterial activity ( Refaat et al, 2004 ; Singh et al, 2010 , 2011 ). For example, when the C 2 chlorine of 2-Chloro-3-methylquinoxaline was replaced with a benzene ring harboring an aldehyde or a free amino group which can be further reacted with aromatic amines and aromatic aldehydes, this compounds also show antimicrobial activity ( Singh et al, 2010 ).…”