7673-83-8Relevant articles and documents
Expression, Purification, and Comparative Inhibition of Helicobacter pylori Urease by Regio‐Selectively Alkylated Benzimidazole 2‐Thione Derivatives
Amer, Mohamed R.,Eissa, Ibrahim H.,El Ashry, El Sayed H.,Elkaeed, Eslam B.,Elshobaky, Ahmed,Hafez, Elsayed E.,Khalid, Asaad,Metwaly, Ahmed M.,Mohammed, Salih Osman
, (2022/01/31)
The urease enzyme has been an important target for the discovery of effective pharmacological and agricultural products. Thirteen regio‐selectively alkylated benzimidazole‐2‐thione derivatives have been designed to carry the essential features of urease i
Studies on antiulcer agents. III. Plausible mechanism of antisecretory action of ethyl 2-[(1h-benzimidazol-2-yl)sulfinylmethyl]-4-dimethylamino-5- pyrimidinecarboxylate, an H+/K+-ATPase inhibitor, based on its reaction with thiols
Terashima,Muraoka,Ono
, p. 1985 - 1991 (2007/10/03)
To explore the mechanism of the gastric antisecretion activity of ethyl 2- [(1H-benzimidazol-2-yl)sulfinylmethyl]-4-dimethylamino-5- pyrimidinecarboxylate (5), a potential H+/K+-ATPase inhibitor, in the acid compartment of parietal cells, its reaction with some alkylthiols in the presence of hydrochloric acid was investigated. Upon treatment with 2- mercaptoethanol under acidic conditions, 5 gave a characteristic 1:2 adduct, ethyl 4-[2-(2-hydroxyethyldithio)-1-(2- hydroxyethylthio)ethylidenamino]pyrimido[1,2-a]benzimidazole-3-carboxylate (6), instead of providing a disulfide of type 3, 2-(2- alkyldithiomethylpyridino)benzimidazolide, the product predicted to be formed according to the reaction mechanism of common H+/K+-ATPase inhibitors, such as omeprazole or lansoprazole, with mercaptans. With a large excess of 2- mercaptoethanol, 5 provided 2-(2-hydroxyethylthio)-1H-benzimidazole (8) and ethyl 4-dimethylamino-2-(2-hydroxyethyldithio)-5-pyrimidinecarboxylate (9) as well as 6. The transformation mechanisms and their implications are discussed.
