When treated with cycloalkylamines (pyrrolidine, piperidine, morpholine, and N-methylpiperazine), polyfluoro-containing benzoic and salicylic acid esters undergo chemoselective nucleophilic aromatic substitution of a fluorine atom in the para position to form 4-(N-cycloalkylamino)-substituted derivatives. The hydrolysis of the latter compounds with alkali in aqueous methanol affords the corresponding acids. Methyl 3,5-difluoro-2-hydroxy-4-(piperidin-1-yl)benzoate exhibits high antibacterial activity against the N. gonorrhoeae strain, which is twice higher than that of the drug spectinomycin. N-Cycloalkyl-substituted polyfluorobenzoic acids do not show analgesic activity. The effect of the esters is comparable with the activity of the drug diclofenac. The studied compounds have a lower acute toxicity compared to the reference drug.

2-Sulfonarylhydrazinylidene 1,3-diketones were synthesized by the azo coupling of aryldiazonium salts containing a methylsulfonyl or sulfonamide moiety with trifluoromethyl-1,3-diketones or their lithium salts. The cyclization of the latter with hydrazine hydrate, 4-hydrazinylbenzenesulfonamide hydrochloride, and 4-nitrophenylhydrazine yielded a series of 4-sulfonaryldiazenylpyrazoles. Their transformations with 4-nitrophenylhydrazine were not selective. Cytotoxicity on A549, Hep-2, and HeLa cancer cell cultures, antiviral activity against A/Puerto Rico/8/34 (H1N1) influenza virus, analgesic activity in the "hot plate" test, and antimicrobial activity against pathogenic fungi (dermatophytes, yeast-like fungi of the Candida genus, and Neisseria gonorrhoeae bacteria) were studied for the synthesized compounds.

The three-component cyclization of 3-polyfluoroalkyl-3-oxopropanoates and methyl ketones with ammonium acetate affords 6-organyl-4-(polyfluoroalkyl)pyridin-2(1H)-ones (organyl is alkyl, aryl, or hetaryl). The synthesized pyridones were evaluated for antifungal, antibacterial, and analgesic activity.

Considering the side effects of existing drugs used for pain relief, the search for new analgesics with high efficacy and safety remains relevant. Aseries of imidazopyrrolo[3,4-b]quinoline-5,11-diones and pyrimidopyrrolo[3,4-b]quinoline-6,12-diones II were synthesized, whose analgesic activity at a dose of 0.05 mmol/kg was studied in the hotplate test in rats after i.p. administration. One compound was found with analgesic activity comparable to that of reference compound diclofenac sodium. Compounds II were less toxic than diclofenac sodium.

Учитывая побочные эффекты существующих лекарственных препаратов, назначающихся для избавления от боли, поиск новых анальгетиков, отличающихся высокой эффективностью и безопасностью, является актуальным. Синтезирован ряд имидазопирроло[3,4-b]хинолин-5,11-дионов и пиримидопирроло[3,4-b]хинолин-6,12-дионов II, анальгетическая активность которых в дозе 0,05 ммоль/кг изучалась в тесте «горячая пластинка» на крысах при внутрибрюшинном способе введения. Было выявлено одно соединение, анальгетическая активность которого сопоставима по эффекту с препаратом сравнения — диклофенаком натрия. Установлено, что соединения II менее токсичны, чем диклофенак натрия.

We have found selective conditions for methylation of 3-trifluoromethyl-1H-pyrazol-5-ol that allowed us to obtain mono-Me-substituted N-1- and O-isomers as well N-1,N-2-, N-1,O- and N-2,O-disubstituted isomers. A tautomeric structure of the parent pyrazole and its Me-substituted derivatives was investigated using quantum-chemical calculations, X-ray diffraction analysis, IR and NMR spectroscopy. Besides, the quantum-chemical calculations were used to explain the methylation direction. An analgesic activity and acute toxicity of some synthesized compounds were evaluated in vivo experiments.

We have developed the convenient methods for synthesis of polyfluorosalicylic acids and their derivatives. For the first time the biological properties of polyfluorosalicylates were investigated in vitro (permeability through the biological membranes, COX-1 inhibitory action) and in vivo (anti-inflammatory, analgesic activities, acute toxicity). Molecular docking of polyfluorinated salicylates confirmed in vitro and in vivo experiments.

Thermal decarbonylation of methyl 1-aryl-3-(het)aroyl-4,5-dioxo-4,5-dihydro-1 H -pyrrole-2-carboxylates afforded 8-substituted methyl 3-(het)aroyl-4-oxo-1,4-dihydroquinoline-2-carboxylates. X-ray diffraction studies revealed no hydrogen bonds in the crystals of the compounds obtained. According to spectral data, hydrogen bonding is possible in concentrated solutions of 8-substituted methyl 4-oxo-1,4-dihydroquinoline-2-carboxylates.

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Data on methods for the construction of the 4-quinolone skeleton and modification of the substituents around it are reviewed. The “structure–activity” relationships of 4-quinolones are examined with respect to antibacterial and antitumor activity.

Synthesis of a small library of compounds containing an aminovinylketone fragment is described. Results of studying their antibacterial activity against S. aureus ATCC 6538-P and E. coli ATCC 25922 are reported.

Synthesis of a small library of compounds containing aminovinylketone fragment is described and results of studying their antibacterial activity against St. aureus ATSS 6538-P and E. coli ATSS 25922 are presented.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.