Synthesis of some 2-arylpropionic acid amides as prodrugs

AKGUN H., Tozkoparan B., ERTAN M., AKSU F., INAN S.

ARZNEIMITTEL-FORSCHUNG/DRUG RESEARCH, vol.46, no.9, pp.891-894, 1996 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 46 Issue: 9
  • Publication Date: 1996
  • Journal Name: ARZNEIMITTEL-FORSCHUNG/DRUG RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, International Pharmaceutical Abstracts
  • Page Numbers: pp.891-894
  • Hacettepe University Affiliated: Yes

Abstract

The synthesis of amide prodrugs of some 2-arylpropionic acids (ibuprofen, naproxen, diclofenac and ketorolac) and the enantiomeric separation of these compounds are reported in this paper. The compounds were prepared from the corresponding 2-arylpropionic acids and (R-(-)-2-amino-1-butanol in the presence of N,N'-dicyclohexylcarbodiimide (DCC). Enantiomers were separated by preparative chromatography or crystallisation. The structure were confirmed by infrared, nuclear magnetic resonance and elementary analysis. The compounds prepared in the study have significant analgesic activity.