Synthesis of N,N′-Linked Bisazaheterocycles with Sulfonamide Structure via Oxidation of S,N-Heteroaromatic Cations

Autor:	Lothar Hennig, Michael Gütschow, Valerija M. Zakharova, Joachim Sieler, Bärbel Schulze, Camino M. González Tanarro
Rok vydání:	2008
Předmět:	chemistry.chemical_classification Isothiazole Chemistry Organic Chemistry Medicinal chemistry Acetylcholinesterase Acceptor Redox Catalysis Human Leukocyte Elastase Sulfonamide chemistry.chemical_compound Pyridinium Hydrogen peroxide
Zdroj:	Synthesis. 2008:1133-1141
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-2008-1066984
Popis:	N-Phthalimidyl- and N-quinazolinyl-substituted 3-hydroperoxy-, 3-hydroxy- and 3-oxoisothiazole 1,1-dioxides have been synthesized by the sequence of oxidation reactions from N,N′-linked isothiazolium perchlorates with hydrogen peroxide, MMPP, and pyridinium dichromate. Isothiazolium salts without acceptor substituents did not give N-substituted sultams. Novel N,N′-bisazaheterocycles were investigated as inhibitors of acetylcholinesterase (AChE) and human leukocyte elastase (HLE). Two 2,3-dihydro-3-hydroperoxy-2-(phthalimid-1-yl)isothiazole 1,1-dioxides were found to inhibit AChE.
Databáze:	OpenAIRE
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