Short communication, Note

https://doi.org/10.2478/acph-2013-0023

A convenient synthesis of new NSAID esters containing amino acid, urea and amide moieties

IVANA PERKOVIĆ ; Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia
ZRINKA RAJIĆ DŽOLIĆ ; Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia
BRANKA ZORC orcid.org/0000-0003-4355-8816 ; Faculty of Pharmacy and Biochemistry, University of Zagreb, Zagreb, Croatia

Abstract

A convenient synthetic method for the preparation of novel NSAID twin esters 6a-i containing amino acid residue, urea and amide moieties has been developed. The synthetic pathway applied for the preparation of target compounds and key intermediates 1-benzotriazolecarboxylic acid chloride (1), NSAID benzotriazolides 2a-c and N-(1-benzotriazolecarbonyl)-amino acids 3a-d involved benzotriazole as a synthetic auxiliary. The final preparation step of esters 6a-i included the solvent-free reaction of compounds 2a-c with amino acid derivatives 5a-g, bearing two hydroxyl groups, one at each terminal, beside urea and amide functionalities.

Keywords

NSAID; ester; amino acid; benzotriazole; urea; amide

Hrčak ID:

102049

URI

https://hrcak.srce.hr/102049

Publication date:

30.9.2013.

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