Synthesis and Biological Evaluation of N-Aminoalkil Derivatives of Sulfanilamide Reaction

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Abstract

A series of 19 derivatives of sulfanilamide was synthesized by the reaction of chloroacetamide, trichloroacetamide and chloropropionamide with N-nucleophiles. It was shown that N-trichloroacetylsulfanilamide in reactions with amines forms products of substitution of the trichloromethyl group, while N-chloroacetylsulfanilamide and N-chloropropionylsulfanilamide react with substitution of the halogen atom. An assessment of the antibacterial properties of the synthesized structures was carried out, showing the absence of activity with respect to E. coli and St. aureus strains. Two aminoalkyl-containing sulfonamides - 2-(4-benzylpiperidin-1-yl)-N-(4-sulfamoylphenyl)acetamide and 2-(4-nitropyrazol-1-yl)-N-(4-sulfamoylphenyl)acetamide - showed inhibitory properties against the human monoamine oxidase enzyme, comparable in IC50 value to the drug zonisamide.

About the authors

E. A Vasil'eva

Yaroslavl State Pedagogical University named after. K. D. Ushinsky; Kosygin Russian State University

Yaroslavl, Russia; Moscow, Russia

I. K. Proskurina

Yaroslavl State Pedagogical University named after. K. D. Ushinsky

Yaroslavl, Russia

A. A Shetnev

Yaroslavl State Pedagogical University named after. K. D. Ushinsky; Moscow Institute of Physics and Technology

Email: a.shetnev@yspu.org
Yaroslavl, Russia; Dolgoprudny, Russia

A. A Romanycheva

Yaroslavl State Pedagogical University named after. K. D. Ushinsky

Yaroslavl, Russia

A. V. Korovina

Yaroslavl State Pedagogical University named after. K. D. Ushinsky

Yaroslavl, Russia

M. V. Belchenko

Yaroslavl State Pedagogical University named after. K. D. Ushinsky

Yaroslavl, Russia

E. O. Grunina

Yaroslavl State Pedagogical University named after. K. D. Ushinsky

Yaroslavl, Russia

A. Petzer

Centre of Excellence for Pharmaceutical Sciences, North-West University

Potchefstroom, South Africa

A. D. Kotov

Yaroslavl State Pedagogical University named after. K. D. Ushinsky

Yaroslavl, Russia

J. Petzer

Centre of Excellence for Pharmaceutical Sciences, North-West University

Potchefstroom, South Africa

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