Nitro derivatives of 2,1,3-benzothiadiazole 1-oxides: synthesis, structural study, and NO release


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Abstract

A convenient one-pot synthesis of nitro derivatives of 2,1,3-benzothiadiazole 1-oxides by the reaction of o-nitroanilines with sulfur monochloride was developed. The structural features of 4-nitrobenzothiadiazole and its N-oxide were considered. High in vitro release of nitric oxide (69%) was found for a 6-nitro-2,1,3-benzothiadiazole sample by the Griess assay, which indicated good prospects for this class of compounds.

About the authors

L. S. Konstantinova

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: orakitin@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

E. A. Knyazeva

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: orakitin@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

Yu. V. Gatilov

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences

Email: orakitin@ioc.ac.ru
Russian Federation, 9 prosp. Akad. Lavrent’eva, Novosibirsk, 630090

S. G. Zlotin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: orakitin@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

O. A. Rakitin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: orakitin@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

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