PMID: 41925Oct 1, 1979

Degradation of mecillinam in aqueous solution

Journal of Pharmaceutical Sciences
B BaltzerN Rastrup-Andersen

Abstract

The hydrolysis of mecillinam in aqueous solution (37 degrees) was studied at pH 2-10. The degradation products observed by TLC and NMR were identified and quantified. Several of these compounds were synthesized. Mecillinam and the key degradation product, (6R)-6-formamidopenicillanic acid, underwent reversible 6-epimerization in basic solution. Some of the thiazolidine derivatives formed epimerized at position 2. In contrast to penicillins, the degradation pattern of mecillinam becomes more complex with increasing pH. Rate constants for some processes are given.

References

Apr 5, 1972·Nature: New Biology·F Lund, L Tybring

Citations

Jan 1, 1982·European Journal of Clinical Pharmacology·K JosefssonD Westerlund
Nov 19, 2015·PLoS Biology·Guillaume ChevereauTobias Bollenbach
May 1, 2015·Molecular Systems Biology·Guillaume Chevereau, Tobias Bollenbach
Jul 21, 2020·PloS One·Rebecca BrouwersRosalind J Allen

Related Concepts

Acids
Alkalies
FL-1060
Drug Stability
Half-Life
Hydrogen-Ion Concentration
Hydrolysis
Penicillanic Acid

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