Proton pump inhibitors chemistry

Shin JM, Cho YM, Sachs G (2004) Chemistry of covalent inhibition of the gastric (H+,K+)-ATPase by proton pump inhibitors. J Am Chem Soc 126 7800-7811... 

Benzimidazole is an important heterocyclic nucleus in the field of medicinal chemistry. The most prominent benzimidazole compound in nature is N-ribosyldimethylbenzimidazole, which serves as an axial ligand for cobalt in vitamin B12. The versatile nature of benzimidazole makes it a highly explored molecule in medicinal chemistry. A number of pharmacological activities are associated with benzimidazole derivatives such as anthelmintic, antiulcer, antipsychotic, proton pump inhibitor, antianxiety, anti-emetic and sedative, vasodilator, anticancer, analgesic, antihistaminic, antifungal, antiviral and antimicrobial. 

Herling AW, Weidmann K (1996) Gastric proton pump inhibitors. In Wolff ME (ed) Burger s Medicinal Chemistry and Drug Discovery, Fifth Edition, Volume 2 Therapeutic Agents 1996. John Wiley and Sons, New York, pp 119-151... 

From the medicinal chemistry point of view, the imidazopyridine-based compound SCH 28080 was the prototype of the reversible proton-pump inhibitor (160). As early as 1983, it had been suggested that the antisecretory effect of this compound was directly mediated by the gastric proton pump, and this has been further demonstrated by its ability to antagonize the binding of the irreversible proton-pump inhibitor omeprazole (161). The marked liver toxicity of this compound necessitated follow-up compounds, of which SCH 32651 (162) is an example. Yamanouchi and Shin-... 

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