Pyridinylpyrazolopyrimidinone derivatives as PDE 7 inhibitors
To provide the compounds inhibiting PDE 7 selectively, and therefore, enhance cellular cAMP level. Consequently, the compound is useful for treating various kinds of disease such as allergic disease, inflammatory disease or immunologic disease. The compound is pyridinylpyrazolo-pyrimidinone compound represented by the following formula (IA) or (IB): especially, R 1 is cyclohexyl or cycloheptyl group, R 2 is methyl; R 3 is a group: —NR 5 R 6 or —S(O) 0-2 R 8 ;hydrogen atom; nitro group; cyano group; a halogen atom; heteroaryl group; and R 4 is methoxy or ethoxy group.
1. A pyridinylpyrazolopyrimidinone compound represented by the following formula (IA) or (IB):
wherein:
R 1 is an optionally substituted C 3 -C 8 cycloalkyl group or tert-butyl group;
R 2 is a hydrogen atom or C 1 -C 3 alkyl group;
R 3 is —NR 5 R 6 , —C(═O)R 7 or —S(O) 0-2 R 8 ;
R 4 is a hydrogen atom or C 1 -C 3 alkoxyl group which is optionally substituted by one or more fluorine atom(s);
R 5 and R 6 are, same or different from each other, a hydrogen atom, optionally substituted
C 1 -C 6 alkyl group, optionally substituted acyl group, optionally substituted heterocycloalkyl group, and optionally substituted heterocycloalkyl ring which is formed with the nitrogen atom binding R 5 and R 6 ;
R 7 is —OR 9 or —NR 5 R 6 ;
R 8 is a hydrogen atom, a halogen atom, —NR 5 R 6 , unsubstituted C 1 -C 6 alkyl group, or optionally substituted aryl group;
R 9 is a hydrogen atom or optionally substituted C 1 -C 6 alkyl group;
or pharmaceutically acceptable salts thereof.
2. The compound represented by the formula (IA) according to claim 1 .
3. The compound represented by the formula (IB) according to claim 1 .
4. The compound according to claim 1 , in which R 1 is cyclohexyl group or cycloheptyl group.
5. The compound according to claim 1 , in which R 2 is methyl group.
6. The compound according to claim 1 , in which R 4 is methoxy or ethoxy group.
7. The compound according to claim 1 , in which R 3 is a group —NR 5 R 6 .
8. A pharmaceutical composition comprising a compound according to claim 1 , or pharmaceutically acceptable salts thereof as the active ingredient.