Physicochemical properties of amphoteric β‐lactam antibiotics I: Stability, solubility, and dissolution behavior of amino penicillins as a function of pH

Akira Tsuji, Emi Nakashima, Shoichiro Hamano, Tsukinaka Yamana

Research output: Contribution to journalArticlepeer-review

126 Citations (Scopus)

Abstract

The degradation rate, solubility, and dissolution rate of amino penicillins, amoxicillin, ampicillin, epicillin, and cyclacillin, were determined quantitatively as a function of pH. In the pH range studied, 0.30‐10.50, the degradation of amoxicillin and epicillin followed pseudo‐first‐order kinetics to give the same type of pH‐rate profiles as those of ampicillin and cyclacillin. Cyclacillin anhydrate was the most soluble, followed in order by ampicillin anhydrate, ampicillin trihydrate, amoxicillin trihydrate, and epicillin anhydrate. These pH‐solubility profiles showed U‐shaped curves. The dissolution rate constants from the rotating disk were analyzed by the simultaneous chemical reaction and diffusion models. Their relative bioavailability after a single oral administration was assessed from their physicochemical properties determined in vitro.

Original languageEnglish
Pages (from-to)1059-1066
Number of pages8
JournalJournal of Pharmaceutical Sciences
Volume67
Issue number8
DOIs
Publication statusPublished - 1978 Aug

Keywords

  • Antibacterials—various amino penicillins, stability, solubility, and dissolution rates, effect of pH
  • Dissolution rates—various amino penicillins, effect of pH
  • Penicillins, various amino—stability, solubility, and dissolution rates, effect of pH
  • Solubility—various amino penicillins, effect of pH
  • Stability—various amino penicillins, effect of pH

ASJC Scopus subject areas

  • Pharmaceutical Science

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