Mercapto heterocyclic carboxylic acids, analogs of 3-mercaptopicolinic acid

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Abstract
3-Mercaptopicolinic acid (3-MPA), a potent hypoglycemic agent in fasted rats, provided the impetus for substituting this compuond with a 5-mercapto group (1), a 6-carboxyl group (2) and a 5-mercapto and 6-carboxyl group (3) and for replacing the pyridine ring with other heterocycles: quinoline (4), thiazole (5), pyrazine (6), isoquinoline (7) and indole (8). The methyl sulfoxide (9) and sulfone (10) of 3-MPA were also prepared. The new compounds 1-10, with the exception of 8, did not lower blood glucose levels in 48 h fasted rats. Eight was toxic at doses which were hypoglycemic.

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