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Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) as Inhibitors of Gastric Acid Secretion

Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) as Inhibitors of Gastric Acid Secretion

Andreas Marc Palmer, Sandra Chrismann, Gabriela Münch, Christof Brehm, Peter Jan Zimmermann, Wilm Buhr, Jörg Senn-Bilfinger, Martin Philipp Feth, Wolfgang Alexander Simon

Bioorg Med Chem. 2009 Jan 1;17(1):368-84.

PMID: 19026549

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
LS7931260	Imidazo[1,2-a]pyridine-6-boronic acid			Price

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