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Synthesis of novel aryl(heteroaryl)sulfonyl ureas of possible biological interest.
Saczewski, Franciszek; Kuchnio, Anna; Samsel, Monika; Lobocka, Marta; Kiedrowska, Agnieszka; Lisewska, Karolina; Saczewski, Jaroslaw; Gdaniec, Maria; Bednarski, Patrick J.
Afiliación
  • Saczewski F; Department of Chemical Technology of Drugs, Faculty of Pharmacy, Medical University of Gdansk, 80-416 Gdansk, Poland. saczew@gumed.edu.pl
Molecules ; 15(3): 1113-26, 2010 Feb 26.
Article en En | MEDLINE | ID: mdl-20335967
The course of reaction of aryl and heteroaryl sulfonamides with diphenylcarbonate (DPC) and 4-dimethylaminopyridine (DMAP) was found to depend on the pKa of the sulfonamide used. Aryl sulfonamides with pKa approximately 10 gave 4-dimethylamino-pyridinium arylsulfonyl-carbamoylides, while the more acidic heteroaryl sulfonamides (pKa approximately 8) furnished 4-dimethylaminopyridinium heteroarylsulfonyl carbamates. Both the carbamoylides and carbamate salts reacted with aliphatic and aromatic amines with the formation of appropriate aryl(heteroaryl)sulfonyl ureas, and therefore, can be regarded as safe and stable substitutes of the hazardous and difficult to handle aryl(heteroaryl)sulfonyl isocyanates.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Compuestos de Sulfonilurea Límite: Humans Idioma: En Revista: Molecules Asunto de la revista: BIOLOGIA Año: 2010 Tipo del documento: Article País de afiliación: Polonia Pais de publicación: Suiza
Texto completo
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Imprimir
XML
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Compuestos de Sulfonilurea Límite: Humans Idioma: En Revista: Molecules Asunto de la revista: BIOLOGIA Año: 2010 Tipo del documento: Article País de afiliación: Polonia Pais de publicación: Suiza