Studies on proton pump inhibitors. I. Synthesis of 8-((2-benzimidazolyl)sulfinyl)-5,6,7,8-tetrahydroquinolines and related compounds.

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Abstract
Many 8-[(2-benzimidazolyl)sulfinyl]-5, 6, 7, 8-tetrahydroquinolines were synthesized and examined for their (H+ + K+) adenosine triphoshatase ATPase-inhibitory and antisecretory activities. These sulfinyl compounds could be considered to be rigid analogues of the 2-[(2-pyridyl)methylsulfinyl]benzimidazole class of antisecretoey agents. All the compounds tested were potent inhibitors of (H+ + K+)ATPase. Most of the compounds also inhibited histamine-induced gastric acid secretion in rats. Among them, 8-[(5-fluoro-2-benzimidazoly)sulfinyl]-3-methyl-5, 6, 7, 8-tetrahydroquinoline (XIVm) was found to have the most potent activity. The structure-activity relationships are discussed.

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