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Synthesis and Biological Evaluation of new 1,2,4-triazinones functionalized with mono-substituted pyrazole heterocycles


 
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1. Title Title of document Synthesis and Biological Evaluation of new 1,2,4-triazinones functionalized with mono-substituted pyrazole heterocycles
 
2. Creator Author's name, affiliation, country SALAH A AL-TRAWNEH; Mutah University; Jordan
 
3. Subject Discipline(s)
 
3. Subject Keyword(s) 5-methylpyrazol-3-amine, N-(5-methylpyrazol-3-yl) hydrazonoyl chloride; nitrile amines; pyrazolo[1,2-d][1,2,4]triazin-1-one; 1,2,4-triazin-6-one
 
4. Description Abstract

A new series of functionalized 1,2,4-triazinones (11a-g) were synthesized via 1,3-dipolar cycloaddition reactions of L-α-amino esters (1a-g) with N-(5-methyl-1H-pyrazol-3-yl) nitrile amine, generated in situ from the reaction of N-(5-methyl-1H-pyrazol-3-yl)-2-oxopropanehydrazonyl chloride (9) and triethyl amine. The structures of the newly synthesized compounds were confirmed by spectroscopic methods (HRMS, 1H-NMR, 13C-NMR and 2D-NMR). Furthermore, their antibacterial, antioxidant and antitumor activity were evaluated. The results clearly showed that compounds 11a,11d and 11e acted as highly active antioxidants; while on the other hand, all synthesized compounds exhibited a weak antitumor and antibacterial activity. 

 
5. Publisher Organizing agency, location
 
6. Contributor Sponsor(s)
 
7. Date (YYYY-MM-DD) 20-04-2022
 
8. Type Status & genre Peer-reviewed Article
 
8. Type Type
 
9. Format File format PDF
 
10. Identifier Uniform Resource Identifier https://revues.imist.ma/index.php/morjchem/article/view/31079
 
10. Identifier Digital Object Identifier (DOI) https://doi.org/10.48317/IMIST.PRSM/morjchem-v10i2.31079
 
11. Source Title; vol., no. (year) Moroccan Journal of Chemistry; Vol 10, No 2 (2022)
 
12. Language English=en en
 
13. Relation Supp. Files Synthesis and Biological Evaluation of new 1,2,4-triazinones functionalized with mono-substituted pyrazole heterocycles (11MB)
 
14. Coverage Geo-spatial location, chronological period, research sample (gender, age, etc.)
 
15. Rights Copyright and permissions Copyright (c) 2022 Moroccan Journal of Chemistry