[mycotheologist]

In terms of drug shelf life, what might those compounds degrade into over time? For compound 1, that the azole rings CH3 group as well as the carbons attached to the sulfur could undergo autooxidation to alcohols. I can also see that atmospheric moisture could lower the pH (due to dissolved CO2) and make the CN group hydrolyzable. For compound 2, I can see some potential for oxidation and hydrolysis too but I can't think of anything other than hydrolysis and oxidation reactions for either of these compounds. What other types of degradation could these drugs undergo?

[AWK]

Both cimetidine Used as hydrochloride) and solifenacin (used as succinate) are quite stable for hydrolysis and oxidation.
Three metabolites of cimetidine are known, all obtained by oxidation (S, CH3 and CN groups). For solifenacin N-oxide and 4-hydroxy derivative in tetrahydroquinoline ring are oxidized in man.