Pyridine-2,4-dicarboxylic acid diamides and pyrimidine-4,6-dicarboxylic acid diamides and the use thereof for selectively inhibiting collagenases

We claim:

• A compound of formula I :
• 69
• wherein
• A is a carbon atom or nitrogen atom;
• R1 and R3 are independently selected from the group consisting of
• hydrogen,
• halogen,
• -(C1-C4)-alkyl, in which alkyl is unsubstituted or substituted once, twice or three times by halogen, -O-(C1-C4)-alkyl, in which alkyl is unsubstituted or substituted once, twice or three times by halogen,
• -C(O)-O-R4,
• -CN,
• -N(R5)-(R6),
• -OH,
• -S-(C1-C4)-alkyl,
• -S(O)-(C1-C4)-alkyl and
• -S(O)2-R7, and
• R2 is selected from the group consisting of
• hydrogen,
• halogen,
• -(C1-C4)-alkyl,
• -O-(C1-C4)-alkyl,
• -C(O)-O-R4,
• -CN,
• -N(R5)-(R6),
• -OH,
• -S-(C1-C4)-alkyl,
• -S(O)-(C1-C4)-alkyl and
• -S(O)2-R7;
• or R1 and R2, taken together with the two carbon atoms of ring1 to which R1 and R2 are attached, form a 5- or 6-membered ring which is aromatic or saturated and contains zero, one or two heteroatoms which are independently selected from the group consisting of oxygen, nitrogen and sulfur while R3 is as defined above;
• or R2 and R3, taken together with the two carbon atoms of ring1 to which R2 and R3 are attached, form a 5- or 6-membered ring which is aromatic or saturated and contains zero, one or two heteroatoms which are independently selected from the group consisting of oxygen, nitrogen and sulfur while R1 is not part of a ring and is as defined above;
• R1' and R3' are independently selected from the group consisting of
• hydrogen,
• halogen,
• -(C1-C4)-alkyl, in which alkyl is unsubstituted or substituted once, twice or three times by halogen,
• -O-(C1-C4)-alkyl, in which alkyl is unsubstituted or substituted once, twice or three times by halogen,
• -C(O)-O-R4,
• -CN,
• -N(R5)-(R6),
• -OH,
• -S-(C1-C4)-alkyl,
• -S(O)-(C1-C4)-alkyl and
• -S(O)2-R7, and
• R2' is selected from the group consisting of
• hydrogen,
• halogen,
• -(C1-C4)-alkyl,
• -O-(C1-C4)-alkyl,
• -C(O)-O-R4,
• -CN,
• -N(R5)-(R6),
• -OH,
• -S-(C1-C4)-alkyl,
• -S(O)-(C1-C4)-alkyl and
• -S(O)2-R7;
• or R1' and R2', taken together with the two carbon atoms of ring2 to which R1' and R2'are attached, form a 5- or 6-membered ring which is aromatic or saturated and contains zero, one or two heteroatoms which are independently selected from the group consisting of oxygen, nitrogen and sulfur while R3' is as defined above;
• or R2' and R3', taken together with the two carbon atoms of ring2 to which R2' and R3' are attached, form a 5- or 6-membered ring which is aromatic or saturated and contains zero, one or two heteroatoms which are independently selected from the group consisting of oxygen, nitrogen and sulfur while R1' is not a number of a ring and is as defined above;
• R4 is hydrogen or (C1-C4)-alkyl;
• R5 and R6 are independently selected from the group consisting of
• hydrogen,
• -(C1-C4)-alkyl,
• -C(O)-(C1-C4)-alkyl and
• -SO2-(C1-C4)-alkyl;
• and
• R7 is selected from the group consisting of
• -(C1-C4)-alkyl,
• OH and
• NH2;
• provided that at least one of the radicals R1, R2, R3, R1', R2', R3' is not selected from the group consisting of hydrogen, halogen, nitro, -(C1-C4)-alkyl and -O-(C1-C4)-alkyl.