Kinetics of hydrolysis of hypoglycemic 1-acyl-3,5-dimethylpyrazoles was written by Forist, Arlington A.;Weber, Dennis J.. And the article was included in Journal of Pharmaceutical Sciences in 1973.COA of Formula: C6H9N3O This article mentions the following:
Other investigators suggested that various 1-acyl 3,5-dimethylpyrazoles might owe their hypoglycemic activity to a nonenzymic hydrolysis in vivo to the potent compound 3,5-dimethylpyrazole. As a test of this hypothesis, relative rates of hydrolysis at pH 2.0 and 6.7 (37.6.degree.) were determined for a representative series of compounds covering a wide range of hypoglycemic potencies. No correlation between hydrolysis rates and activity was observed 3,5-Dimethylpyrazole-1-carboxamide and 3,5-dimethylpyrazole-1-N,N-dimethylcarboxamide possess equivalent biol. activity; the former was rapidly hydrolyzed (half-life about 1 hr at pH 2.0 and 6.7), whereas the latter was totally stable. Differences in biol. activity reflect intrinsic potencies of the various compounds or differences in their absorption and (or) metabolism In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5COA of Formula: C6H9N3O).
3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.COA of Formula: C6H9N3O
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics