Blood glucose lowering sulfonamides with asymmetric carbon atoms. 3. Related N-substituted carbamoylbenzoic acids

Both enantiomers of 4-N-[1-(5-Fluoro-2-methoxyphenyl)ethyl]carbamoylmethylbenzoic acid display hypoglycemic activity. The more potent (S) enantiomer is approximately equipotent with the acylaminoethylbenzoic acids of the type HB 699 (Figure 1; Table I). Observations are given that suggest that these benzoic acids act at the same receptor as the hypoglycemic sulfonylureas and sulfonylaminopyrimidines and further that this receptor includes important binding sites.