Structure activity relationships of substituted benzimidazoles

Abstract

The omeprazole molecule consists of three parts, a substituted pyridine ring, a substituted benzimidazole ring and CH₂SO chain connecting the 2-positions of these ring systems. All three are essential for the antisecretory effect. In order to maintain a good effect the pyridine ring has to be substituted by alkyl or alkoxy groups, but not in the 6-position. The substituents in the benzimidazole ring are not that important, but substituents with strongly electron withdrawing groups such as NO₂ or highly hydrophilic groups such as NHCOCH₃ tend to give compounds with low antisecretory effects.

Key Words:

• omeprazole
• benzimidazole
• substituted
• sulfoxide
• sulfinyl
• sulfide
• pyridine
• pyridinyl
• antisecretory
• structure-activity
• screening