Synthesis and Antibacterial Activity of 3-(3-methoxyphenyl)-2-methylsulfanyl-3Hquinazolin-4-one (4) and 3-(3-methoxyphenyl)-2-thioxo-2,3-dihydro1H-quinazolin-4-one (3) Via N-(3- methoxyphenyl)-methyl dithiocarbamic acid (2)
Department of Chemical Science, Ondo State University of Science and Technology, Okitipupa, Ondo State, Nigeria.
Research Article
Magna Scientia Advanced Research and Reviews, 2022, 06(01), 038–045
Article DOI: 10.30574/msarr.2022.6.1.0056
Publication history:
Received on 03 August 2022; revised on 18 September 2022; accepted on 20 September 2022
Abstract:
Introduction: Heterocyclic compounds have already provided a platform for the rapid swap of research in the areas of organic, pharmaceutical, analytical, and medicinal chemistry. In the pharmaceutical industry, among the top two hundred branded drugs, more than 75% have heterocyclic fragments in their structures.
Methods/Experimental: The compound, 3-(3-methoxyphenyl)-2-thioxo-2,3-dihydro1H-quinazolin-4-one (3) was synthesized by dissolving Methyl anthranilate and N-(3- methoxyphenyl)-methyl dithiocarbamic acid in ethanol and anhydrous potassium carbonate and refluxed for 23 h and re-precipitated by treating with dilute hydrochloric. The 3-(3-methoxyphenyl)-2-thioxo-2,3-dihydro-1Hquinazolin-4-one was dissolved in 40 mL of 2% alcoholic sodium hydroxide solution and dimethyl sulphate was added drop wise with stirring for 1 h, the reaction mixture was then poured into ice water to get 3-(3-methoxyphenyl)-2-methylsulfanyl-3Hquinazolin-4-one (4). The synthesized compounds were screened against various strains of microorganism; Staphylococcus aureus, Bacillus species, Escherichia coli, Klebsiella pneumonia, Enterococcus Feacalis, Pseudomonas aeriginosa, and candida albicans. Compounds 3 and 4 showed significant activity against Staphylococcus aureus, Bacillus species, Escherichia coli, Klebsiella pneumonia, Enterococcus Feacalis, Pseudomonas aeriginosa, and candida albicans, MIC ranging from 6 – 12 mg/mL.
Result: The compounds exhibited significant antibacterial activity in comparison to control.
Conclusions: From our findings, the compounds synthesized have higher antibacterial activities as compared to the standard antibacterial drug.
Keywords:
Antibacterial activity; Quinazolinone; 3-(3-methoxyphenyl)-2-thioxo-2,3-dihydro1H-quinazolin-4-one; N-(3- methoxyphenyl)-methyl dithiocarbamic acid; 3-(3-methoxyphenyl)-2-methylsulfanyl-3Hquinazolin-4-one
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