Synthesis and evaluation of in vitro biological activity of new series of quinazolinone and benzoxazinone derivatives | ||||
| Egyptian Journal of Chemistry | ||||
| Article 41, Volume 64, Issue 5, May 2021, Page 2653-2661 PDF (300.14 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2021.61385.3319 | ||||
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| Authors | ||||
Abdelmotaal Abdelmajeid   1; ali Abdelmaboud Ali2; Manar Tarek Ashour1
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| 1Chemistry Department, Faculty of Science, Benha University, Benha, Egypt. | ||||
| 2Chemistry Department, Faculty of Science, Benha University, Benha, Egypt | ||||
| Abstract | ||||
| A convenient synthesis for 1,3,4-thiadiazolyl quinazolinone derivatives is described via facile cyclization of anthranilic acid with succinic anhydride and upon reaction with glycine afforded 3-glycinyl quinazolinone derivative (2), which then treated with thiosemicarbazide and produced 1,3,4-thiadiazolyl quinazolinone derivative (3). Also, the key intermediate isothiocyanatobenzoazinone (13) is synthesized and checked for the synthesis of triazolyl-(14), oxooxazolidinyl-(15) and triazinanyl-(16a,b) benzoxazinone scaffolds by reaction with phenylhydrazine, glycine and urea and/ or thiourea, respectively. Antimicrobial activity of the synthesized compounds were evaluated against selected bacterial and fungal strains and compared with penicillin and compounds 6, 7b, 10b, 11, 14 and 16b exhibited promising activity as compared to the tested standard. The structures of the products were assigned and confirmed on the basis of their elemental analyses as well as spectral data (IR, MS and 1H NMR). | ||||
| Keywords | ||||
| Thiadiazolylquinazolinones; isothiocyanato benzoxazinone; N-heterocycles; scaffolds; antimicrobial activity | ||||
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