Azolidine-4-thiones,their derivatives and analogs

4-Thioxothiazolid-2-one (isorhodanine) is distinguished from the initial thiazolidine-2,4-dione, and also from rhodanine and other azolid-4-ones, by the highly active C=S group in position 4. When isorhodanine is heated in methanol with various amino compounds, condensation products-substituted 4-iminothiazolid-2-ones-are obtained.For part V, see [10].     

Azolidine-4-thiones,their derivatives and analogs

The reaction of rhodanine with P₂S₅ in various solvents was investigated with a view to converting the CO group to CS. Using dry dioxane, a 90% yield of the hitherto unknown thiazolidine-2, 4-dithione (thiorhodanine I) was obtained, distinguished by having a quite active methylene group, which readily coupled with diazonium salts in neutral solutions, as well as condensing with aldehydes in methanol. It was very readily oxidized. Its 4-thione group condensed with amines. A qualitative test for I was reaction with p-dimethylaminobenzaldehyde to give an intense red color. 5-Arylidene-5-arylazo and 4-arylimino derivatives of I have been isolated.     

N-phenylphthalimide-type cyclooxygenase (COX) inhibitors derived from thalidomide: substituent effects on subtype selectivity

Several N-substituted phenylphthalimide and phenylhomophthalimide derivatives with cyclooxygenase (COX)-inhibitory activity were prepared during structural development studies based on thalidomide as a lead compound. Substituent effects on the subtype selectivity were investigated.     

Synthesis and hypotensive activity of new amino derivatives of terpenoids and their structural analogs

Thirty-five new salts of amino ester derivatives of terpenoids have been synthesized and their influence on the level of arterial pressure has been investigated.Institute of Physical Organic Chemistry, BSSR Academy of Sciences, Minsk. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 190–193, March–April, 1988.     

Synthesis of (-)-arctigenin derivatives and their anticancer activity

The natural dibenzylbutyrolactone type lignanolide (-)-arctigenin, which was prepared from fructus arctii, showed obvious anticancer activity. The synthesis of four new (-)-arctigenin derivatives and their anticancer bioactivities were examined. The structures of the four new synthetic derivatives were elucidated.     

Halochromism of thiophene-containing analogs of chalcones and their derivatives

The formation of hydroxy-, acyloxy-, chloro-, and tetrachlorophosphoroxycarbonium ions was established on the basis of the electronic absorption spectra of thiophene-containing analogs of chalcones and their derivatives in concentrated sulfuric acid, in dilute solutions of sulfuric acid in acetic and trichloroacetic anhydrides, and in acetonitrile benzene, dichloroethane, and nitromethane in the presence of phosphorous pentachloride.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1361–1364, October, 1971.     

Phthalones and their structural analogs (review)

This review is devoted to research on the synthesis, reactivities, practical application, and structural problems of compounds of the phthalone series, primarily pyrophthalones and quinophthalones. The properties and peculiarities of the structures of the indicated compounds are compared with structural analogs that contain other heterocyclic substituents and other β-dicarbonyl systems and also with other betainelike derivatives of β-dicarbonyl compounds. Problems in the development of the chemistry of phthalones are discussed.     

Mass-spectrometric study of phenothiasilines and of their derivatives and analogs

Conclusions A study was made of some phenothiasiline derivatives and analogs and the main paths of their fragmentation were established.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1619–1622, July, 1981.     

4-Thionazolidones,derivatives and analogs

A hitherto unknown isomer of rhodanine, 4-thiothiazolid-2-one (isorhodanine), is prepared by boiling thiazolidine-2, 4-dione with P₂S₅ in anhydrous dioxane for 3 hr. Isorhodanine I is characterized by great reactivity of the methylene and thione groups. The 4-phenylhydrazone and 4-phenylimino derivatives of I are prepared, as well as condensation products obtained by condensing I with aromatic aldehydes and diazonium salts. 5-Methylisorhodanine is also prepared. A derivative of I containing a quinoline ring is further obtained by reacting I with anthranilaldehyde.For Part II see [2].     

4-Thiazolidines,derivatives and analogs

Heating thiazan-2, 4-dione (I) with P₂S₅ in xylene or toluene gives a hitherto unknown isomer of propiorhodanine (II), 4-thione-1, 3-thiazan-2-one (III), with an active thione group and more acidic properties than II. Reaction of I with P₂S₅ in dioxane gave 2, 4-dithionethiazane, (IV) in high yield, this being the most convenient method of preparing IV.     

Furyl(aryl)methanes and their analogs. (Review)

The literature data on furyl(aryl)methanes are systematized and analyzed for the first time. Results obtained by the authors on the synthesis, reactions, and application of these compounds are reviewed.Kuban State Technological University, Krasnodar 350072, Russia; Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 867–901, July, 1999.     

Constituents of Hypericum laricifolium and their cyclooxygenase (COX) enzyme activities

Investigation of the aerial parts of the medicinal plant Hypericum laricifolium led to the isolation of two new natural products, hentriacontanyl caffeate (1a), nonacosanyl caffeate (1b). In addition, stigmasterol, beta-sitosterol, 3-epi-betulinic acid (2), caffeic acid (3), ferulic acid, docosanol, p-hydroxybenzoic acid, 3,4-dimethoxy benzoic acid, quercetin (4), quercetin-3-O-galactoside (5), quercetin-3-O-rutinoside (6), quercetin-3-O-rhamnoside (7), quercetin-3-O-glucuronide (8) and shikimic acid were also isolated. The structures were determined by 1D- and 2D-NMR, mass spectrometry, and chemical transformations. The anti-inflammatory effects of the isolated compounds were discussed briefly.     

Synthesis, characterization and antibacterial activity of new sulfonyl hydrazone derivatives and their nickel(II) complexes

Prophane sulfonic acid hydrazide (psh: CH(3)CH(2)CH(2)SO(2)NHNH(2)) derivatives as salicylaldehydeprophanesulfonylhydrazone (salpsh), 5-methylsalicylaldehydeprophanesulfonylhydrazone (5-msalpsh), 2-hydroxyacetophenoneprophanesulfonylhydrazone (afpsh), 5-methyl-2-hydroxyacetophenoneprophanesulfonylhydrazone (5-mafpsh) and their Ni(II) complexes have been synthesized. The structure of these compounds has been investigated by using elemental analysis, FTIR, (1)H NMR, LC/MS, UV-vis spectrophotometric method, magnetic susceptibility and conductivity measurements. The complexes were found to have general compositions [NiL2]. Square-planer structures are proposed for the Ni(II) complexes on the basis of magnetic evidence, electronic spectra and TGA data. Bacterial activities of sulfonyl hydrazone compounds were studied against gram-positive bacteria: Staphylococcus aureus, Bacillus subtilis, Bacillus magaterium and gram-negative bacteria: Salmonella enteritidis, Escherichia coli by using minimum inhibitory concentrations (MICs) method.     

Benzazetines and their derivatives (review)

Published information on methods for the production of benzazetines and their dehydro derivatives (benzazetes) and their chemical transformations is reviewed and analyzed. It was noted that benzazetines with an unsubstituted NH group are unstable and their stable representatives have only became accessible in recent years. The tendency of benzazetines to undergo opening of the four-membered heterocycle and isomerization processes was demonstrated. The wide-ranging synthetic possibilities of benzazetines and benzazetes are indicated. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1763–1783, December, 2007.     

New acetamide derivatives containing (ω-p-bromophenoxyalkyl)uracil moiety and their anticytomegalovirus activity

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