Gliclazide impurity F: N-[(perhydro­cyclo­penta­[c]pyrrol-2-yl)amino­carbon­yl]-o-toluene­sulfonamide

The title compound, C(15)H(21)N(3)O(3)S, is known to be an impurity of gliclazide [systematic name: N-(hexa­hydro-1H-cyclopenta[c]pyrrol-2-ylcarbamo­yl)-4-methyl­benzene­sulfonamide], a sul­fonyl­urea anti­diabetic drug. Gliclazide has a p-tolyl group substituting the sulfonamide functionality, whil...

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Detalles Bibliográficos
Autores principales: Wu, Di, Wang, Xueyuan, Pang, Dongying, Su, Wei, Sun, Yan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275201/
https://www.ncbi.nlm.nih.gov/pubmed/22347057
http://dx.doi.org/10.1107/S1600536811054985
Descripción
Sumario:The title compound, C(15)H(21)N(3)O(3)S, is known to be an impurity of gliclazide [systematic name: N-(hexa­hydro-1H-cyclopenta[c]pyrrol-2-ylcarbamo­yl)-4-methyl­benzene­sulfonamide], a sul­fonyl­urea anti­diabetic drug. Gliclazide has a p-tolyl group substituting the sulfonamide functionality, while the title mol­ecule contains an o-tolyl group. Both five-membered fused rings adopt envelope conformations. In the crystal, N—H⋯O hydrogen bonds are formed between HN(C=O)NH groups, building centrosymmetric dimers. These dimers are further linked through N—H⋯O(sulfon­yl) contacts, forming chains in [100].

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