AR074628A1 - PIRIDINE DERIVATIVES 2- AMINO-6-RENT SUBSTITUTES USEFUL AS INHIBITORS OF P2Y12 308 - Google Patents

Abstract

It refers to the processes for preparing such compounds, with their usefulness as P2Y12 inhibitors and as antithrombotic agents, etc., with their use as medicaments in cardiovascular diseases as well as with the pharmaceutical compositions containing them. Claim 1: A compound of the formula (1) or a pharmaceutically acceptable salt thereof, wherein R 1 represents R 7 C (O); R2 represents unsubstituted C1-3 alkyl; R7 represents C1-6 alkyl optionally interrupted by oxygen, and / or optionally substituted by OH, aryl, C3-6 cycloalkyl, heterocyclyl or one or more halogen atoms (F, Cl, Br or I); R7 also represents C3-6 cycloalkyl, hydroxyC 1-6 alkyl, aryl or heterocyclyl; B is a 4 to 11-membered monocyclic, bicyclic or heterocyclic ring / ring system comprising one or more nitrogen and optionally one or more atoms selected from oxygen or sulfur, said nitrogen is attached to the pyridine ring (according to the formula (1)) and also the ring / ring system B is connected to X in another of its positions; substituent R14 is attached to the ring / ring B system in such a way that no quaternary ammonium compound is formed (by this bond); R14 represents H, OH with the proviso that the OH group must be at least 2 carbon atoms separated from any heteroatom in the ring / ring B system, C1-6 alkyl optionally interrupted by oxygen and / or optionally substituted by one or more OH, COOH and COORe; where Re represents aryl, C3-6 cycloalkyl, heterocyclyl or C1-6 alkyl optionally substituted by one or more halogen atom (s) (F, Cl, Br or I), OH, aryl, C3-6 cycloalkyl and heterocyclyl; R14 also represents aryl, arylC 1-6 alkyl, arylC 1-6 alkoxy, heterocyclyl, a halogen atom (F, Cl, Br or I), C 3-6 cycloalkyl, C 3-6 cycloalkyl-C 1-6 alkoxy, hydroxyC 1-6 alkyl, C 1-6 alkoxy, C 3-6 cycloalkoxy, C 1-6 alkylsulfinyl, C 1-6 alkylsulfonyl, C 1-6 alkylthio, C 3-6 cycloalkylthio, or a group of the formula NRa (14) Rb (14 ) in which Ra (14) and Rb (14) independently represent H, C1-6 alkyl, C1-6C alkyl (O), C1-6C alkoxy (O) or Ra (14) and Rb (14) together with the nitrogen atom represent piperidine, pyrrolidine, azetidine or aziridine; Rc is methylene (-CH2-); Rd represents phenyl having 0, 1, 2, 3, 4 or 5 substituents selected from halogens or mixed halogens or phenyl having an unsubstituted C1-6 alkoxy group; X represents a simple bond, imino (-NH-), methylene (-CH2-), iminomethylene (-CH2-NH-) where carbon is attached to the ring / ring B system, methyleneimino (-NH-CH2-) where the nitrogen is attached to the ring / ring B system and any carbon and / or nitrogen in these groups can optionally be substituted with C1-6 alkyl; in addition X can represent a group (-CH2-) n where n = 2-6, which is optionally unsaturated and / or substituted by one or more substituents selected from halogen, hydroxyl or C1-6 alkyl; the term "aryl" denotes a substituted or unsubstituted (C6-14) aromatic hydrocarbon; and the term "heterocyclyl" denotes a substituted or unsubstituted monocyclic or multicyclic ring system of 4 to 10 members in which one or more of the atoms in the ring or rings is a non-carbon element.