5472-71-9Relevant academic research and scientific papers
Synthesis and evaluation of hepatoprotective activity of some new mannich bases bearing benztriazole moiety
Rajasekaran, Aiyalu,Periyasamy, Muthusamy
experimental part, p. 366 - 370 (2011/10/30)
A series of benztriazoles bearing Mannich bases (2 -10) were synthesized from benztriazole by aminomethylation with formaldehyde and various substituted secondary amines. Titled compounds were synthesized by Mannich reaction and they were characterized by IR and 'HNMR spectroscopy. All these Mannich bases were screened for hepatoprotective activity on carbon tetrachloride induced liver damage in rats. Only compounds 4 (250 mg/kg) protected significantly the animals from carbon tetrachloride induced hepatotoxicity. Compound 4 N-morpholinyl methyl benztriazole exhibited significant activity comparable to that of standard drug silymarin.
Aminoalkylations of esters, sulfones, sulfoxides, alkylated pyridines, and nitriles with in situ generated iminium ions
Katritzky, Alan R.,Idzik, Krzysztof R.,Abdel-Fattah, Ashraf A. A.,Soloducho, Jadwiga,Steel, Peter J.
, p. 3377 - 3388 (2008/02/10)
N-(α-Aminoalkyl)benzotriazoles, prepared from a variety of aldehydes and secondary amines, react with diverse ester enolates, sulfones, a sulfoxide, alkylated pyridines, and nitriles to provide novel access to β-amino carboxylic esters (55-80% yield), β-aminoalkyl sulfones (42-88% yield), β-aminoalkyl sulfoxides (20-32% yield), α- and γ-(β- aminoalkyl)pyridines (69-90% yield), and β-aminoalkyl cyanides (10-97% yield), respectively. Georg Thieme Verlag Stuttgart.
THE CHEMISTRY OF N-SUBSTITUTED BENZOTRIAZOLES. PART 18. A STUDY OF THE INFLUENCE OF STRUCTURE ON THE 1- TO 2-(N,N-DIALKYLAMINOALKYL)BENZOTRIAZOLE EQUILIBRIUM
Katritzky, Alan R.,Yannakopoulou, Konstantina
, p. 1121 - 1134 (2007/10/02)
The equilibrium constants, the associated free energies for the equilibria, and the free energies of activation for the isomerization process of a series of 1- and 2-(N,N-dialkylaminoalkyl)benzotriazoles of types (8)-(11) were calculated from the variable temperature 1H-nmr spectra.Trends in the magnitudes of these energies and equilibrium constants are correlated with the molecular structure.
Benzotriazol-1-ylmethylammonium Salts Synthesis and Reactivity
Katritzky, Alan R.,Hughes, Craig V.,Rachwal, Stanislaw
, p. 1579 - 1588 (2007/10/02)
Benzotriazol-1-ylmethylamines on treatment with alkylating agents afford benzotriazol-1-ylmethylammonium salts, also available from reactions of chloromethylbenzotriazole with tertiary amines.In deuterated solvents under basic conditions the methylene protons of these salts exchange with deuterium.At elevated temperatures, an alkyl group substituent migrated from the ammonium center to the benzotriazolyl N-3.Reactions of the salts with Grignard reagents afforded various products arising from substitution of the ammonium moiety and/or from attack on the benzotriazolyl N-3 or on the benzenoid ring.
The Chemistry of Benzotriazole. Part 3. The Aminoalkylation of Benzotriazole
Katritzky, Alan R.,Rachwal, Stanislaw,Rachwal, Bogumila
, p. 799 - 804 (2007/10/02)
1-(1-Hydroxyalkyl)benzotriazoles convert a wide variety of aromatic and heteroaromatic primary amines into their mono N- derivatives in high yield.Aliphatic primary amines frequently give bis-derivatives.Product structure is established by 13C n.m.r.; dangers in the use of 1H n.m.r. to distinguish 1- and 2-substituted benzotriazoles are pointed out.
