Dual inhibitors of no synthase and cyclooxygenase, process for their preparation and therapeutical compositions containing them
AssigneeSociete de Conseils de Recherches et d'Applications Scientifiques
InventorsPierre-Etienne Chabrier de Lassauniere, Pierre Braquet, Colette Broquet, Serge Auvin
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Abstract
The invention relates to compounds of the general formula AB, which may be a salt or an amide, wherein: A represents a cyclooxygenase inhibitor having an accessible acidic function and B represents the L-form of arginine analogues of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 represent various substituents, process for the preparation of such compounds and pharmaceutical composition thereof.
Claims4
Process for the preparation of amide compounds of the formula AB wherein:
- A represents a cyclooxygenase inhibitor having an acidic function, the said cyclooxygenase inhibitor being of the formula RCOOH wherein COOH stands for the acidic function and R stands for a radical which corresponds to the radical of the selected cyclooxygenase inhibitor, and
- B represents the L-form of arginine analogues of the formula ##STR5## wherein R.sub.1 represents a hydrogen atom or a methyl or ethyl group, R.sub.2 represents a hydrogen atom or a nitro group and R.sub.3 represents an amino, methylamino, ethylamino, hydrazino, methyl or ethyl group, with the proviso that if AB is a salt wherein R.sub.2 represents a hydrogen atom, then R.sub.3 does not represent an amino group,
- comprising the step of reacting, in substantially equimolar proportions, in the appropriate conditions, a compound A or a precursor of such a compound A wherein A is as above defined, with a compound B or a precursor of such a compound B wherein B is as above defined.
Process for the preparation of amide compounds of the formula AB, wherein:
- A represents a cyclooxygenase inhibitor having an acidic function, the said cyclooxygenase inhibitor being selected from the group consisting of salicylic acid, acetyl salicylic acid, mefenamic acid, ibuprofen, indomethacin and sulindac, and
- B represents the L-form of arginine analogues of the formula ##STR6## wherein R.sub.1 represents a hydrogen atom or a methyl or ethyl group, R.sub.2 represents a hydrogen atom or a nitro group and R.sub.3 represents an amino, methylamino, ethylamino, hydrazino, methyl or ethyl group, with the proviso that if AB is a salt wherein R.sub.2 represents a hydrogen atom, then R.sub.3 does not represent an amino group,
- comprising the step of reacting, in substantially equimolar proportions, in the appropriate conditions, a compound A or a precursor of such a compound A wherein A is as above defined, with a compound B or a precursor of such a compound B wherein B is as above defined.
Dependencies are inferred from the claim text.