Substituted 2-thio-3,5-dicyano-4-phenyl-6-aminopyridines and the use of the same
View Patent ↗Compounds of the formula (I) a process for their preparation and their use as medicaments are described.
1. A compound of the formula (I)
in which
n represents a number 2, 3 or 4,
R 1 represents hydrogen or (C 1 –C 4 )-alkyl and
R 2 represents pyridyl or thiazolyl which for its part may be substituted by (C 1 –C 4 )-alkyl, halogen, amino, dimethylamino, acetylamino, guanidino, pyridylamino, thienyl, furyl, imidazolyl, pyridyl, morpholinyl, thiomorpholinyl, piperidinyl, piperazinyl, N-(C 1 –C 4 )-alkylpiperazinyl, pyrrolidinyl, oxazolyl, isoxazolyl, pyrimidinyl, pyrazinyl, optionally (C 1 –C 4 )-alkyl-substituted thiazolyl or phenyl which is optionally substituted up to three times by halogen, (C 1 –C 4 )-alkyl or (C 1 –C 4 )-alkoxy,
or a pharmaceutically acceptable salt, hydrate, hydrate of a salt, or solvate thereof.
2. The compound of the formula (I) according to claim 1 , in which
n represents the number 2,
R 1 represents hydrogen, methyl or ethyl, and
R 2 represents pyridyl or thiazolyl which for its part may be substituted by methyl, ethyl, fluorine, chlorine, amino, dimethylamino, acetylamino, guanidino, 2-pyridylamino, 4-pyridylamino, thienyl, pyridyl, morpholinyl, piperidinyl, optionally methyl-substituted thiazolyl or phenyl which is optionally substituted up to three times by chlorine or methoxy,
or a pharmaceutically acceptable salt, hydrate, hydrate of a salt, or solvate thereof.
3. The compound of the formula (I) according to claim 1 , in which
n represents the number 2,
R 1 represents hydrogen or methyl and
R 2 represents pyridyl or thiazolyl which for its part may be substituted by methyl, chlorine, amino, dimethylamino, acetylamino, guanidino, 2-pyridylamino, 4-pyridylamino, thienyl, pyridyl, morpholinyl, 2-methylthiazol-5-yl, phenyl, 4-chlorophenyl or 3,4,5-trimethoxyphenyl,
or a pharmaceutically acceptable salt, hydrate, hydrate of a salt, or solvate thereof.
4. The compound according to claim 1 having the following structure
or a pharmaceutically acceptable salt, hydrate, hydrate of a salt, or solvate thereof.
5. Process for preparing compounds of the formula (I) as defined in claim 1 , characterized in that compounds of the formula (II)
in which
n and R 1 are as defined in claim 1 ,
are reacted with compounds of the formula (III)
R 2 —CH 2 -X (III),
in which
R 2 is as defined in claim 1 and X represents a leaving group.
6. A pharmaceutical composition, comprising at least one compound of the formula (I) as defined in claim 1 and at least one auxiliary.
7. A pharmaceutical composition, comprising at least one compound of the formula (I) as defined in claim 1 and at least one further active compound.
8. A method of treating disorders of the cardiovascular system, comprising administering to a patient in need thereof an effective amount of a compound of formula (I) as defined in claim 1 .