Aminocarbonyloxymethyl ester prodrugs of flufenamic acid and diclofenac: Suppressing the rearrangement pathway in aqueous media

…, J Iley, J Rautio, T Järvinen, H Mota??Filipe…

Index: Ribeiro, Lina; Silva, Nuno; Iley, Jim; Rautio, Jarkko; Jaervinen, Tomi; Mota-Filipe, Helder; Moreira, Rui; Mendes, Eduarda Archiv der Pharmazie, 2007 , vol. 340, # 1 p. 32 - 40

Full Text: HTML

Citation Number: 12

Abstract

Abstract Aminocarbonyloxymethyl ester prodrugs are known to undergo rearrangement in aqueous solutions to form the corresponding N-acylamine side product via an O [RIGHTWARDS ARROW] N intramolecular acyl transfer from the carbamate conjugate base. Novel aminocarbonyloxymethyl esters of diclofenac and flufenamic acid containing amino acid amide carriers were synthesized and evaluated as potential prodrugs displaying less ...