Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 15, Issue 24, Pages 7647-7660Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2007.08.065
Keywords
hetero Diels-Alder reaction; tetrahydroimidazo[2,1-a] isoquinolines; antisecretory activity; gastric acid pump; H+/K+-ATPase
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A series of novel tetrahydroimidazo[2,1-a] isoquinolines was prepared based on a hetero Diels-Alder reaction between an enamine and 1,2,4-triazine as key step. A structure-activity relationship was established focussing on the in. uence of the substitution pattern in position 3 and 6 of the heterocycle on antisecretory activity, lipophilicity, and pK(a) value. Potent inhibitors of the gastric acid pump were identified. (c) 2007 Elsevier Ltd. All rights reserved.
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