108499-76-9

Upstream product

• 5344-90-1 2-Aminobenzyl alcohol 
• 111881-64-2 (2-hydroxymethyl-phenyl)-carbamic acid benzyl ester 
• 501-53-1 benzyl chloroformate 
• 134469-07-1 Benzimidazol-2-thiol 

Downstream Products

• 104340-33-2 2-<(1H-benzimidazol-2-ylthio)methyl>aniline 
• 104340-34-3 2-[(1H-benzimidazol-2-ylsulfinyl)methyl]benzenamine 
• 111908-65-7 2-<(2-chloroacetaminobenzyl)thio>-1H-benzimidazole 
• 111908-66-8 2-<(2-chloracetaminobenzyl)sulfinyl>-1H-benzimidazole 
• 111908-71-5 N-[2-(1H-Benzoimidazole-2-sulfinylmethyl)-phenyl]-2-dimethylamino-acetamide 
• 135459-17-5 (S)-2,6-Diamino-hexanoic acid [2-(1H-benzoimidazol-2-ylsulfanylmethyl)-phenyl]-amide 
• 111908-69-1 N-[2-(1H-Benzoimidazole-2-sulfinylmethyl)-phenyl]-2-pyrrolidin-1-yl-acetamide 
• 111908-68-0 N-[2-(1H-Benzoimidazole-2-sulfinylmethyl)-phenyl]-2-piperidin-1-yl-acetamide 
• 135459-19-7 (S)-2,6-Diamino-hexanoic acid [2-(1H-benzoimidazole-2-sulfinylmethyl)-phenyl]-amide 
• 111908-70-4 N-[2-(1H-Benzoimidazole-2-sulfinylmethyl)-phenyl]-2-(4-methyl-piperazin-1-yl)-acetamide 
• 111908-67-9 2-<(2-morpholinoacetaminobenzyl)sulfinyl>-1H-benzimidazole 
• 135458-71-8 {(S)-5-Amino-1-[2-(1H-benzoimidazol-2-ylsulfanylmethyl)-phenylcarbamoyl]-pentyl}-carbamic acid benzyl ester 
• 135430-08-9 (R)-2-Amino-4-methyl-pentanoic acid [2-(1H-benzoimidazol-2-ylsulfanylmethyl)-phenyl]-amide 
• 111881-51-7 (R)-2-Amino-4-methyl-pentanoic acid [2-(1H-benzoimidazole-2-sulfinylmethyl)-phenyl]-amide 

Relevant academic research and scientific papers

METHOD OF USING (H+/K+)ATPASE INHIBITORS AS ANTIVIRAL AGENTS

A class of compounds which are (H+/K+) ATPase inhibitors can be used for the treatment of viral infections. Compounds of particular interest are defined by Formula III: wherein D is N or CH; wherein R7 is one or more radicals selected from hydrido, alkoxy, amino, cyano, nitro, hydroxyl, alkyl, halo, haloalkyl, carboxyl, alkanoyl, nitro, amino, alkylamino, aminocarbonyl , aminosulfonyl , alkylaminocarbonyl, alkylcarbonylamino, alkoxycarbonyl, alkylaminosulfonyl, alkylsulfonylamino, alkylthio, alkyl-sulfinyl and alkylsulfonyl; wherein R8 is selected from hydrido, alkyl and cycloalkyl; wherein R9 is one or more radicals selected from hydrido, alkoxy, amino, alkyl, halo, cyano, nitro, hydroxyl, haloalkyl, nitro, carboxyl, alkanoyl, amino, alkylamino, dialkylamino, aminocarbonyl , alkylaminocarbonyl, alkylcarbonylamino, aminosulfonyl, alkylaminosulfonyl, alkylsulfonylamino, alkoxycarbonyl, alkylthio, alkylsulfinyl and alkylsulfonyl; and wherein R10 and R11 are independently selected from hydrido, alkyl, aryl, alkylcarbonyl and arylcarbonyl wherein the aryl ring may be further substituted with one or more radicals selected from alkyl, halo, hydrazidylcarbonyl, aminocarbonyl and alkoxy; or wherein R10 and R11 together with the nitrogen atom form a heterocyclic ring

Amino acid amides of 2-benzimidazole as acid-stable prodrugs of potential inhibitors of H+/K+ ATPase

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.