Artigo Revisado por pares

Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) as inhibitors of gastric acid secretion

2008; Elsevier BV; Volume: 17; Issue: 1 Linguagem: Inglês

10.1016/j.bmc.2008.10.055

ISSN

1464-3391

Autores

Andreas Marc Palmer, Sandra Chrismann, Gabriela Münch, Christof Brehm, Peter Jan Zimmermann, Wilm Buhr, Jörg Senn‐Bilfinger, Martin P. Feth, Wolfgang Simon,

Tópico(s)

Chemical Synthesis and Analysis

Resumo

Asymmetric and symmetric spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) were prepared using a synthetic approach that comprised a cross-metathesis reaction and an acid-catalyzed cycloisomerisation as key steps. The target compounds constitute potent inhibitors of the gastric proton pump enzyme with inhibitory activity comparable to potassium-competitive acid blockers (P-CABs) belonging to the known 9-aryl-7H-8,9-dihydropyrano[2,3-c]imidazo[1,2-a]pyridine series. Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9,2′-indenes) represent the first example for P-CABs, in which the distance between the heterocyclic scaffold and the aryl residue has been modified, and are promising candidates for further development as anti-ulcer drugs.

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