112951-87-8Relevant academic research and scientific papers
Amino acid amides of 2-benzimidazole as acid-stable prodrugs of potential inhibitors of H+/K+ ATPase
Hirai, K,Koike, H,Ishiba, T,Ueda, S,Makino, I,et al.
, p. 143 - 158 (2007/10/02)
A series of amino acid amides of 2-benzimidazole were prepared and found to possess gastric antisecretory activity on oral administration. (Glycylaminobenzyl)sulfinyl compound 23a, stable in artificial gastric juice (pH 1.2), was given orally to dogs.It was absorbed efficiently and converted into aniline derivative 7a which showed a very high plasma concentration.Compound 23a was hydrolyzed by the action of aminopeptidase present in plasma or the brush border fraction of the small intestine to release the terminal glycine. o-Aniline derivatives showed good activity in in vitro H+/K+-ATPase inhibition as well as in the inhibition of histamine stimulated acid secretion in isolated bullfrog gastric mucosa.Although these o-aniline derivatives showed no or weak gastric antisecretory activity in rat by id administration, they were active when administered ip.Therefore, these amino acid amides were considered to be acid stable prodrugs of proton pump inhibiting o-aniline derivatives.The mechanism of H+/K+-ATPase inhibition of 7a was also examined.
2-Pyridinyl-phenyl-sulphinyl-and-phenyl-thio-benzimidazoles having antiflammatory or gastic acid secretion inhibition activity
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, (2008/06/13)
Compounds of formula I, STR1 in which A is a 5 or 6 membered, fully unsaturated, carbocyclic or heterocyclic ring, B is a 5 or 6 membered, fully unsaturated, nitrogen containing heterocyclic ring, X is NR19, O or S, R19 is hydrogen or alkyl optionally substituted by --OCOR, n is 0 or 1, R3, R4, R5, R6, R7, R8, R9 and R10 have various significances, R1 and R2, are hydrogen or alkyl or together with the ring carbon atoms to which they are attached, form a benzene or pyridine ring, which ring carries substituents R15, R16, R17 and R18, R15, R16, R17 and R18, have various significances, with certain provisos are described. Processes for making the compounds and pharmaceutical formulations containing them, e.g. for the treatment of conditions including excess gastric acid secretion, are also described.
Certain 2-pyridinyl-phenylsulfinyl-benzoxazoles, the corresponding benzothiazoles or benzimidazoles having anti-inflammatory or gastric acid secretion inhibition activity
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, (2008/06/13)
There are described compounds of formula I, STR1 in which A is a benzene or heterocyclic ring, y is 0 or 1, L is a group containing 1 or 2 carbon atoms, or is a single bond, R9 and R10 have a variety of significances, e.g. R10 may form part of a double bond with L, or the group --NR9 R10 forms a ring carrying substituents R1 and R8, or when L is a single bond --NR10 and R8 may form a ring carrying substituents R16 to R25, or the group --LNR9 R10 forms a heterocyclic ring carrying substituents R26 to R33, R1 to R8 and R16 to R33 have a variety of significances n is 0, 1 or 2, x is 3, 4 or 5, X is S, O or NR15, R15 is hydrogen, --COR, --COOR or alkyl optionally substituted by --OCOR, and certain provisos. Processes for making the compounds and pharmaceutical formulations containing them, e.g. for the treatment of conditions involving excess gastric acid secretion, are also described.
