On the suitability of urethane bonds between the carrier and the drug moiety in poly(ethyleneglycol)־based oligomeric prodrugs

E. Ranucci, G. Spagnoli, P. Ferruti, R. Latini, R. Bernasconi

Research output: Contribution to journalArticle

Abstract

Some poly(ethyleneglycol) derivatives of propranolol were prepared, in which the drug molecule was linked to the oligomeric carrier via urethane bonds in order to study the suitability of this bond as a linkage between the carrier and the drug moiety in oligomeric prodrugs. For comparison purposes also ethanol- and butanol-based prodrugs of propranolol were prepared, with the same linkage between drug and promoiety. The urethane compounds were obtained by condensation via N,N'- carbonyldiimidazole. None of these compounds gave rise to appreciable blood concentrations of propranolol after oral administration, thus suggesting in this particular case, a relative in vivo resistance of urethane bonds towards cleavage.

Original languageEnglish
Pages (from-to)133-139
Number of pages7
JournalJournal of Biomaterials Science, Polymer Edition
Volume6
Issue number2
DOIs
Publication statusPublished - 1995

Keywords

  • l-isopropylamino-3-(2-naphthyloxy)-2-propanol
  • oligomeric prodrugs
  • pharmacokinetics
  • propranolol
  • urethane bond cleavage

ASJC Scopus subject areas

  • Biophysics
  • Bioengineering
  • Biomedical Engineering
  • Biomaterials

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