Production of enantiomer-free biarylketocarboxylic acids

Details Production of enantiomer-free biarylketocarboxylic acids Production of enantiomer-free biarylketocarboxylic acids

C - Chemistry, Metallurgy

07

B

C07B 57/00 (2006.01) C07C 319/28 (2006.01) C07C 323/56 (2006.01)

Patent

CA 2288107

The invention relates to a novel method for producing enantiomer-free biarylketocarboxylic acids, whereby S-phenylethylamine is used as an auxiliary base in racemate resolution. Biarylketocarboxylic acids, specially substituted biaryl-4-ketocarboxylic acids, are inhibitors for enzymes of the matrix- metallo-proteinase class. Osteoarthritis, rheumatoid arthritis and metastases can, for instance, be combated by inhibiting the above-mentioned enzymes.

L'invention concerne un procédé novateur permettant de préparer des acides biarylcétocarboxyliques exempts d'énantiomères, selon lequel la base auxiliaire utilisée lors du dédoublement racémique est la S-phényléthylamine. Les acides biarylcétocarboxyliques, notamment des acides biaryle-4-cétocarboxyliques substitués sont des inhibiteurs des enzymes de la catégorie des matrice-métallo-protéinases. L'inhibition des enzymes précitées permet de lutter par ex. contre l'arthrose, la polyarthrite rhumatoïde et des métastases.

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