Synthesis of 1,2,4-triazolopyridazines,isoxazolofuropyridazines, and tetrazolopyridazines as antimicrobial agents |
| |
| Authors: | Ameen A Abu-Hashem Usama Fathy Moustafa A Gouda |
| |
| Institution: | 1. Photochemistry Department (Heterocyclic Unit), National Research Centre, Giza, Egypt;2. Applied Organic Chemistry Department, National Research Centre, Giza, Egypt;3. Department of Chemistry, Faculty of Science and Arts, Taibah University, Ulla, Saudi Arabia |
| |
| Abstract: | Through current and previous researches, it was found that the derivatives of pyridazine, isoxazole, tetrazole, quinazoline, hydrazinyl, and 1,2,4-triazole have many pharmacological activities. Thus, a series of novel furopyridazinones ( 7 ), isoxazolopyridazine ( 8 ), sub-benzylidene-furopyridazinones ( 9a-c ), isoxazolofuropyridazines ( 10a-c ), 3-chloro-(pyridin-4-ylmethylene)-dihydropyridazines ( 11 ), tetrazolopyridazines ( 12 ), pyridazinoquinazolinones ( 13 ), piperazinyl/morpholino-pyridazines ( 14a,b ), hydrazinyl-pyridazines ( 15 ), and 1,2,4-triazolo-pyridazines ( 16a,b ) in good yields (72%-90%) were synthesized from substituted ethyl 4-oxo-4-phenylbutanoate ( 2 ), 6-phenyl-4,5-dihydropyridazinone ( 3 ), and 6-phenyl-4-(pyridin-4-ylmethylene)-4,5-dihydropyridazinone ( 4 ) as beginning materials. All the chemical structures of the new compounds have been demonstrated by different spectroscopy analyses such as infrared, NMR, mass spectrum, and elemental analysis. Also, the activities of the newly prepared compounds were tested against many types of bacteria and fungi in vitro. Hence, 1,2,4-triazolopyridazines ( 16a,b ), isoxazolofuropyridazines ( 10a-c ), tetrazolopyridazines ( 12 ), Piperazinyl/morpholinyl-pyridazines ( 14a,b ) displayed the most efficient antimicrobial activities compared with the cefotaxime sodium and nystatin as standard drugs. |
| |
| Keywords: | |
|
|
