Sulfonamide-substituted pyrazolopyridine compounds
View Patent ↗This invention relates to compounds of the formula in which R 1 , R 2 , and R 3 are as defined in the claims, to a process for preparing such compounds, to pharmaceutical compositions containing such compounds, and to methods of using such compounds for treatment of hypertension and sexual dysfunction.
1. A compound of the formula (I)
in which
R 1 is H, Cl or NH 2 ; and
R 2 and R 3 together with the heteroatoms to which they are bonded form a five- to seven-membered heterocycle which may be saturated or partially unsaturated, may optionally contain one or more other heteroatoms from the group of N, O, S, and may optionally be substituted;
or a salt, stereoisomer or hydrates thereof.
2. A compound as claimed in claim 1 ,
in which
R 1 is H, Cl or NH 2 ; and
R 2 and R 3 together with the heteroatoms to which they are bonded form a five- to seven-membered heterocycle which may be saturated or partially unsaturated, and may optionally contain one or more other heteroatoms chosen from the group of N, O, S;
or a salt, stereoisomer or hydrates thereof.
3. A compound as claimed in claim 1 ,
in which
R 1 is H, Cl or NH 2 ; and
R 2 and R 3 together with the heteroatoms to which they are bonded form a saturated five- to seven-membered heterocycle;
or a salt, stereoisomer or hydrates thereof.
4. A process for preparing compounds of the formula I,
wherein R 1 , R 2 , and R 3 are as defined above in claim 1 ,
comprising reaction of a compound of the formula (II)
where R 1 is as definded above in claim 1 ;
with a compound of the formula X-L-SO 2 X
where
X is a leaving group which can be replaced by an amino group,
L is an alkanediyl group or an alkenediyl group having in each case 3 to 5 carbon atoms, where one or more carbon atoms may be replaced by one or more heteroatoms chosen from N, O, and S, and where the group may optionally be substituted;
in the presence of an organic base at room temperature and subsequent reaction with a base in an organic solvent with heating.
5. The process of claim 4 wherein in the formula X-L-SO 2 X, the group X is Cl.
6. A pharmaceutical composition comprising at least one compound of the formula (I) as defined in claim 1 .
7. A pharmaceutical composition comprising at least one compound of the formula (I) as defined in claim 1 in combination with at least one organic nitrate or NO donor.
8. A pharmaceutical composition comprising at least one compound of the formula (I) as defined in claim 1 in combination with at least one compound which inhibits the breakdown of cyclic guanosine monophosphate (cGMP).
9. A method for the treatment of hypertension comprising administering an effective amount of a compound of formula (I) as defined in claim 1 .
10. A method for the treatment of sexual dysfunction comprising administering an effective amount of a compound of formula (I) as defined in claim 1 .
11. The method as defined in claim 9 or 10 , where the compound of the general formula (I) as claimed in claim 1 is employed in combination with at least one organic nitrate or NO donor or in combination with at least one compound which inhibits the breakdown of cyclic guanosine monophosphate (cGMP).