Synthesis and biological evaluation of thiazolo
and imidazo N-(4-nitrophenyl)-7-methyl-5-aryl-
pyrimidine-6 carboxamide derivatives
Prabhakar K. Verma
Received: 4 September 2014 / Accepted: 8 January 2015 / Published online: 1 February 2015
Ó Springer Science+Business Media Dordrecht 2015
Abstract Two new series of thiazolo and imidazo N-(4-nitrophenyl)-7-methyl-5-
aryl-pyrimidine-6 carboxamide derivatives were synthesized. All the synthesized
compounds were evaluated for their antimicrobial activity against Gram-positive
bacteria: Staphylococcus aureus MTCC 3160, Bacillus subtilis MTCC 441, Gram-
negative bacterium: Escherichia coli MTCC 443 and antifungal activity against
Candida albicans MTCC 227 and Aspergillus niger MTCC 281 and free radical
scavenging activity. Compound 7e was found the most active antimicrobial com-
parable to standards taken. Compounds 7a, 7c, 9a, and 9d also showed signiﬁcant
antibacterial and antifungal activity. Further, compounds 7f, 9d, and 9h showed
signiﬁcant antioxidant activity with IC
comparable with the standard compound.
The synthesized compounds were conﬁrmed for their structure by means of various
spectrometric techniques like IR,
H NMR, mass, and elemental analysis.
Keywords Bigenelli-pyrimidine Á Dihydropyrimidine Á Antibacterial Á
Antifungal Á Antioxidant
Over the past few years, there has been an increased use of antimicrobial drugs and
this has resulted in the development of resistance to these drugs. Different
mechanisms in microbes contribute to the development of resistance to antibiotics.
This leads to search for new heterocyclics as new antimicrobials with modiﬁed
action . Scientiﬁc evidence suggests that free metals and radicals become more
harmful, which play an important role in the pathogenesis of many diseases .
P. Dhiman Á N. Malik Á P. K. Verma Á A. Khatkar (&)
Medicinal Chemistry Division, Faculty of Pharmaceutical Sciences, M.D. University,
Rohtak 124001, India
Res Chem Intermed (2015) 41:8699–8711