Extracurricular laboratory: Synthetic route of 27231-36-3

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Studies on proton pump inhibitors. I. Synthesis of 8-[(2-benzimidazolyl)sulfinyl]-5,6,7,8-tetrahydroquinolines and related compounds, published in 1989-06-30, which mentions a compound: 27231-36-3, mainly applied to benzimidazolylsulfinyltetrahydroquinoline preparation antisecretory antiulcer; structure activity benzimidazolylsulfinyltetrahydroquinoline, Related Products of 27231-36-3.

Many 8-[(2-benzimidazolyl)sulfinyl]-5,6,7,8-tetrahydroquinolines were synthesized and examined for their (H+ + K+) ATPase ATPase-inhibitory and antisecretory activities. These sulfinyl compounds could be considered to be rigid analogs of the 2-[(2-pyridyl)methylsulfinyl]benzimidazole class of antisecretory 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-benzimidazolyl)sulfinyl]-3-methyl-5,6,7,8-tetrahydroquinoline (I) was found to have the most potent activity. The structure-activity relationships are discussed.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem