3-Nitrofurazans with different substituents at position 4 were studied by 1 H, 13 C, and 14 N NMR spectroscopy. A correlation between chemical shifts (CS) in the 13 C NMR spectra of furazans and benzene with similar substituents was revealed. Increments for a series of new substituents were determined. The 13 C and 14 N CS values presented can be used as a reliable set of reference data.
Software for constructing the structures of petroleum resins and asphaltenes molecules were developed using Monte Carlo method. With the help of this program, and basing on the parameters of structural group analysis calculated from analytical data concerning elemental composition, molecular mass and PMR spectroscopy, we obtained molecular structures for the resins and asphaltenes of heavy oil from the Zuunbayan (Mongolia) and Usinsk fields. The thermodynamic stability of structures calculated and constructed for the molecules of resin and asphaltene was evaluated using molecular mechanics calculation.
Reactions of salts of 1,3,5-triazine dinitromethyl derivatives with nitrogen dioxide that result mainly in 1,3,5-triazinenitrolic acids are investigated. The behavior of nitrolic acid in electroreduction at a mercury drop electrode at various pH was studied; oxygen was shown to accelerate the process. The promoting effect of nitrolic acids on the activity of soluble guanylate cyclase of human platelets was shown. The studied nitrolic acids are active donors of nitric oxide, a universal and important regulator of cell metabolism functions. NO-releasing properties of furoxans are investigated.
A variety of new aminofurazans is designed, synthesized and evaluated for their antimitotic activity using a sea urchin embryo assay.
A series of new furazan (1,2,5-oxadiazole) derivatives based on structural overlap with combretastatin have been synthesized. Targeted molecules were evaluated using the sea urchin embryo assay; several agents demonstrated 1-4 mu mol dm(-3) antiproliferative activity in this in vivo model.
Changes in the properties and chemical structure of high-molecular-mass heteroatomic compounds (resins, asphaltenes) as a result of the thermal treatment of heavy oils from the Zuunbayan (Mongolia) and Usinsk (Russia) oil fields have been shown. The structural-group parameters of resins and asphaltenes isolated from crude oils and their thermolysis products have been determined on the basis of elemental analysis, molecular mass, and 1H NMR data. It has been shown that the yield of gaseous, liquid, and solid products varies depending on the thermolysis time and temperature. A model for the thermal conversion of the high-molecular-mass components of petroleum is proposed and the rate constants (k) and activation energies (E) of the petroleum thermolysis reactions have been calculated. The competing routes of the conversion of petroleum components at different temperatures have been established.
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An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
The behavior of (pyrrol-1-yl)furazans in electrophilic substitution reactions (halogenation, nitration, and acylation) was studied. The presence of the furazan ring substantially did not affect the regioselectivity of the reactions but it prevented replacement of all the hydrogen atoms in the pyrrole ring by electrophiles.
Furazans bearing fluoro atoms are easily obtained by nucleophilic displacement of a nitro group at the furazan ring upon treatment with TEAHF in a solution of [BMIM] [BF4].
A “one-pot” method for the synthesis of 3-alkyl-4-aminofurazans from ethyl β-alkyl-β-oxopropionates was developed. The multistep process involves hydrolysis of the ester, nitrosation at the activated methylene group, and treatment of the resulting intermediate with an alkaline solution of hydroxylamine in the presence of urea.
A series of macrocycles containing four furazan rings bonded by three azo bonds 2, 5 and 7 have been synthesized from the common precursor, 3-amino-3'-nitro(azofurazan) 3. The macrocycles closure is a result of N=N bond formation at oxidative cyclization of corresponding bis(3-aminofurazan-4-yl) precursors. X-Ray crystal structures of macrocycles 2, 2 center dot AcOH, 11 and 13 are reported.
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Reactions of nitrofurazans with primary and secondary amines were studied. Conditions were found which allow the efficient replacement of the nitro group with these nucleophiles. Transformations of the amidoxime fragment, which is bound to the furazan ring and contains an amino substituent, enable one to substantially expand the spectrum of polyfunctional derivatives. The structures of the amines synthesized were studied by X-ray diffraction analysis.
The reactions of azofurazans, including macrocyclic azofurazans, with BunLi and Li derivatives of methylfurazans were studied. Several competitive processes were found to occur: the addition of a Li reagent at the N=N bond, the redox reaction giving rise to hydrazofurazans, and the reaction of the side chain of azofurazan.
Electrolysis of malononitrile and cycloalkylidenemalononitriles in EtOH in an undivided cell in the presence of NaBr affords spirobicyclic compounds containing a 1,1,2,2-tetracyanocyclopropane fragment in 50—88% yields.
The reactions of Li derivatives of methylfurazans with electrophilic reagents and oxidants were investigated. A series of functionalized furazanylethane derivatives were prepared.