SYNTHESIS AND CONVERSION OF NEW POTENTIALLY BIOLOGICALLY ACTIVE 4-THIAZOLIDINONE DERIVATIVES WITH A TRIAZINOINDOLE FRAGMENT IN THE MOLECULES
نویسندگان
چکیده
A wide spectrum of biological activity and the possibility diverse chemical modification isatinderivatives prompts search for new highly active compounds as potential drugs among condensed noncondensedheterocyclic systems containing specified molecular "matrix". Studies 1,2,4-triazino[5,6-b]indoles,the precursors which are isatins, have shown prospect their use in treatment oncologicaldiseases. In addition, antifungal, antiviral, antihypertensive agents been identified thesederivatives.Adhering to main synthetic strategy our research, is based on "hybrid-pharmacophoric" approach inthe synthesis heterocyclic derivatives 4-thiazolidinone, opinion, combination mainscaffold (4-thiazolidinone) structural "imitator" interesting promising isatin "matrix" -triazinoindole fragment, well polyheterocyclic ensembles, including those with apharmacologically attractive pyrazoline fragment. Under conditions S-alkylation reaction 3-mercapto-5H-1,2,4-triazino[5,6-b]indoles, 2-chloro-1-(3,5-diaryl-4,5-dihydropyrazole- 1-yl)ethanones, made it possibleto obtain 1,2,4-triazino[5,6-b]indole-pyrazolines preparative yields. By hydrazinolysis corresponding hydrazines were obtained, successfully used first time Holmberg reaction, triazinoindole-thiazolidinone system obtained – 3-(1,2 ,4-triazino[5,6-b]indol-3-ylamino-2-thioxothiazolidin-4-ones Chemical methylene-active compoundswas carried out under Kniovenagel aromatic aldehydes derivatives,which was substantiated by results studies structurally related heteryl-substituted 5-ylidenerhodanines. The 4-thiazolidinone-thiadiazinoindole system, onthe interaction N-(1,3,4-thiadiazinoindol-2-yl)-2-chloroacetamides ammonium thiocyanate an acetonemedium, out. conjugates compounds, possible tosynthesize a series 5-arylidene reaction. purpose thework experimentally confirm or refute feasibility into triazineindolinesystem its 4-thiazolidinone biophore biologically activecompounds, antitumor agents. structure synthesized confirmedby NMR spectroscopy. To study solid state, IR spectra key KBr tabletswere studied.
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ژورنال
عنوان ژورنال: Knowledge
سال: 2022
ISSN: ['2809-4042', '2809-4034']
DOI: https://doi.org/10.35120/kij5404677h