Derivatives of 4,4′-dithiobis-(3-aminobutane-1-sulfonates) and compositions comprising the same

1. Compound characterized in that it corresponds to formula (1)

in which

each group R 1 is identical to the other group R 1 and represents:

a C 1 to C 6 alkyl, C 2 to C 6 alkenyl or C 2 to C 6 alkynyl group,

a (CH 2 ) n benzyl group in which n is equal to 0 or 1,

a (CH 2 ) m (C 3 to C 6 cycloalkyl) group in which m is equal to 0 or 1,

each of the alkyl, alkenyl, alkynyl, benzyl or cycloalkyl groups being substituted with one or two group(s) represented by the group A;

the group A represents:

a carboxylate group COOH or COOR, R representing a C 1 to C 6 alkyl or CH 2 phenyl group;

a sulfonate group SO 3 H or SO 3 R′, R′ representing a C 1 to C 6 alkyl or CH 2 phenyl group;

a phosphonate group PO 3 H 2 or PO 3 R 2 ″R′″, R″ and R′″ independently representing H, or a C 1 to C 6 alkyl or CH 2 phenyl group;

each group R 2 is identical to the other group R 2 and represents a C 1 to C 6 alkyl, C 2 to C 6 alkenyl or C 2 to C 6 alkynyl group, each alkyl, alkenyl or alkynyl group being free or substituted with the group B;

the group B represents:

a carboxylate group, COOH or COOR′, R′ representing a C 1 to C 6 alkyl or CH 2 phenyl group;

a phenyl group that is free or substituted with one or more radicals chosen from a halogen atom, an optionally protected hydroxyl radical, a C 1 to C 4 alkyl group, a cyano group, a free, salified or esterified carboxyl group or an amide group;

each group R 3 is identical to the other group R 3 and represents a hydrogen atom.

2. Compound according to claim 1 , characterized in that R 1 is chosen from C 1 to C 6 alkyl, C 2 to C 6 alkenyl and benzyl groups, each of these groups being substituted with one or two group(s) represented by the group A as defined in claim 1 .

3. Compound according to either of claims 1 and 2 , characterized in that R 2 is chosen from a C 1 to C 6 alkyl group and a C 2 to C 6 alkenyl group, it being possible for each of these groups to be substituted with one or two group(s) represented by the group B as defined in claim 1 .

4. Compound according to claim 1 , characterized in that R 1 represents an ethyl group substituted with a sulfonic group, a phosphonic group or a carboxylic group, that is free, salified or esterified, and R 2 represents an ethyl group substituted with a free or substituted phenyl group.

5. Compound according to claim 1 , characterized in that it is 4,4′-dithiobis-(3,3′-amino-6,6′-phenyl-1,1′-hexanesulfonic) acid.

6. Compound according to claim 5 , characterized in that it is 4(S),4′(S),3(S),3′(S)-4′-dithiobis-(3,3′-amino-6,6′-phenyl-1,1′-hexanesulfonic) acid.

7. Pharmaceutical composition, characterized in that it comprises a compound according to claim 1 .

8. A method of selectively inhibiting aminopeptidase A, which comprises administering to a patient in need thereof an efficient amount of a compound of formula (1) according to claim 1 .

9. A method for treating arterial hypertension which comprises administering to a patient in need thereof an efficient amount of a compound of formula (1) according to claim 1 .

10. A method for treating a disease selected from the group consisting of primary or secondary arterial hypertension, cardiac insufficiency and renal insufficiency, myocardial infarction diabetic proteinuria, which comprises administering to a patient in need thereof an efficient amount of a compound of formula (1) according to claim 1 .

11. A method according to claim 8 , wherein the compound of formula (1) is 4,4′-dithiobis-(3,3′-amino-6,6′-phenyl-1,1′-hexanesulfonic) acid.

12. A method according to claim 8 , wherein the compound of formula (I) is 4(S),4′(S),3(S),3′(S)-4′-dithiobis-(3,3′-amino-6,6′-phenyl-1,1′-hexanesulfonic) acid.

13. A method according to claim 10 , wherein the compound of formula (1) is 4,4′-dithiobis-(3,3′-amino-6,6′-phenyl-1,1′-hexanesulfonic) acid.

14. A method according to claim 9 , wherein the compound of formula (1) is 4(S),4′(S),3(S),3′(S)-4′-dithiobis-(3,3′-amino-6,6′-phenyl-1,1′-hexanesulfonic) acid.

15. A method according to claim 10 , wherein the compound of formula (1) is 4,4′-dithiobis-(3,3′-amino-6,6′-phenyl-1,1′-hexanesulfonic) acid.

16. A method according to claim 10 , wherein the compound of formula (1) is 4(S),4′(S),3(S),3′(S)-4′-dithiobis-(3,3′-amino-6,6′-phenyl-1,1′-hexanesulfonic) acid.