Organoiodine (III) mediated synthesis of 3-aryl/hetryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines as antibacterial agents.
Synthesis of some new 3-aryl/hetryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines (3a-k) has been accomplished by the oxidation of 4,6-dimethyl-2-pyrimidinylhydrazones of various aldehydes with iodobenzene diacetate in dichloromethane. Nine new compounds (3b-g and 3i-k) were tested in vitro for their antibacterial activity. Two compounds, namely 3-(4'-pyridyl)-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidine (3k) and 3-(3',4'-dimethoxyphenyl)-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidine (3f), were associated with substantially higher antibacterial activity than some commercial antibiotics against Bacillus subtilis, Escherichia coli, Staphylococcus aureus and Salmonella typhi at MIC (minimum inhibitory concentration) i.e. 10 microg/ml.
Prakash
Om
O
Department of Chemistry, Kurukshetra University, Kurukshetra 136119, India. chem@granth.kuk.ernet.in
Bhardwaj
Vikas
V
Kumar
Ravi
R
Tyagi
Parikshit
P
Aneja
Kamal R
KR
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects; D002384:Catalysis; D004926:Escherichia coli / Q000187:drug effects; D007462:Iodobenzenes / Q000737:chemistry*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000494:pharmacology; D012485:Salmonella typhi / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects; D014230:Triazoles / Q000138:chemical synthesis / Q000494:pharmacology
C496328:3-(3',4'-dimethoxyphenyl)-5,7-dimethyl-1,2,4-triazolo(4,3-a)pyrimidine; C496327:3-(4'-pyridyl)-5,7-dimethyl-1,2,4-triazolo(4,3-a)pyrimidine; D000900:Anti-Bacterial Agents; D007462:Iodobenzenes; D011743:Pyrimidines; D014230:Triazoles