Studies on proton pump inhibitors. II. Synthesis and antiulcer activity of 8-((2-benzimidazolyl)-sulfinylmethyl)-1,2,3,4-tetrahydroquinolines and related compounds

• Published in: Chemical & pharmaceutical bulletin Vol. 37; no. 8; pp. 2109 - 2116
• Main Authors: UCHIDA, Minoru, CHIHIRO, Masatoshi, MORITA, Seiji, KANBE, Toshimi, YAMASHITA, Hiroshi, YAMASAKI, Katsuya, YABUUCHI, Youichi, NAKAGAWA, Kazuyuki
• Format: Journal Article
• Language: English
• Published: 1989
• Subjects: 8-((2-benzimidazolyl)-sulfinylmethyl)-1,2,3,4-tetrahydroquinoline s; ulcers
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.37.2109

Many 8-((2-benzimidazolyl)-sulfinylmethyl)-1,2,3,4-tetrahydroquinoline derivatives were synthesized and tested for their (H super(+) + K super(+))adenosine triphosphatase (ATPase)-inhibitory and antisecretory activities against histamine-induced gastric acid secretion in rats. These sulfinyl compounds were synthesized by the oxidation of the corresponding sulfides, which were obtained from the reaction of 8-chloromethyl-1,2,3,4-tetrahydroquinolines and 2-mercaptobenzimidazoles in the presence of potassium carbonate. All compounds tested were potent inhibitors of (H super(+) + K super(+))ATPase. The structure-activity relationships are discussed.