Back to results
US 8,008,334 B2Granted
Bis-heterocyclic imidazolyl compounds
AssigneeNovartis AG
InventorsPeter Herold, Robert Mah, Vincenzo Tschinke, Michael Quirmbach, Christiane Marti, Aleksandar Stojanovic, Stefan Stutz
Life of this patent
Estimating the term…
Abstract
The patent application relates to new heterocyclic compounds of the general formula (I) in which R, R1, R2, R3, R4 and n have the definitions elucidated in more detail in the description, to a process for preparing them and to the use of these compounds as medicaments, particularly as aldosterone synthase inhibitors.
Claims12
Compound of the general formula
- in which
- (A) R1 is phenyl or pyridyl if R, R2, R3 and R4 are hydrogen and n is 0, whereby phenyl or pyridyl is substituted by 1-4 C1-C8-alkoxy, C1-C8-alkoxycarbonyl, C1-C8-alkyl, C0-C8-alkylcarbonyl, C1-C8-alkylsulphonyl, unsubstituted or substituted aryl, aryl-C0-C4-alkoxycarbonyl, cyano, halogen, unsubstituted or substituted heterocyclyl, hydroxyl, tri-C1-C4-alkylsilyl, trifluoromethoxy or trifluoromethyl, at least one substituent being located in the “para” position (relative to the 6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl ring system);
- or
- (C) R1 is aryl or unsaturated heterocyclyl, which radicals are substituted by 1-4 C1-C8-alkoxy, C1-C8-alkoxycarbonyl, C1-C8-alkyl, C0-C8-alkylcarbonyl, C1-C8-alkylsulphanyl, C1-C8-alkylsulphonyl, unsubstituted or substituted aryl, aryl-C0-C4-alkoxycarbonyl, cyano, halogen, unsubstituted or substituted heterocyclyl, hydroxyl, nitro, oxide, oxo, tri-C1-C4-alkylsilyl, trifluoromethoxy or trifluoromethyl, at least one substituent being C1-C8-alkylsulphanyl, hydroxyl, nitro or oxide;
- or
- (D) R1 is aryl or unsaturated heterocyclyl if R3 and R4 are both not simultaneously deuterium or hydrogen, whereby aryl or unsaturated heterocyclyl is substituted by 1-4 C1-C8-alkoxy, C1-C8-alkoxycarbonyl, C1-C8-alkyl, C0-C8-alkylcarbonyl, C1-C8-alkylsulphonyl, unsubstituted or substituted aryl, aryl-C0-C4-alkoxycarbonyl, cyano, halogen, unsubstituted or substituted heterocyclyl, oxo, tri-C1-C4-alkylsilyl, trifluoromethoxy or trifluoromethyl;
- or
- (E) R1 is aryl or unsaturated heterocyclyl if R2 is hydroxyl or C1-C8-alkoxy, whereby aryl or unsaturated heterocyclyl is substituted by 1-4 C1-C8-alkoxy, C1-C8-alkoxycarbonyl, C1-C8-alkyl, C0-C8-alkylcarbonyl, C1-C8-alkylsulphonyl, unsubstituted or substituted aryl, aryl-C0-C4-alkoxycarbonyl, cyano, halogen, unsubstituted or substituted heterocyclyl, oxo, tri-C1-C4-alkylsilyl, trifluoromethoxy or trifluoromethyl;
- R a) is deuterium, halogen, tri-C1-C4-alkylsilyl, trifluoromethoxy, trifluoromethyl or hydrogen;
- or
- b) is C1-C8-alkoxy or C1-C8-alkyl;
- R2 a) is deuterium, halogen, hydroxyl or hydrogen;
- or
- b) is C2-C8-alkenyl, C2-C8-alkynyl, C1-C8-alkoxy, C1-C4-alkoxycarbonyl-C1-C4-alkyl, C1-C8-alkyl, C0-C4-alkylcarbonyl, aryl-C0-C4-alkyl, carboxy-C1-C4-alkyl, C3-C8-cycloalkyl or unsaturated heterocyclyl-C0-C4-alkyl, which radicals may be substituted by 1-4 C1-C8-alkoxy, C1-C9-alkoxycarbonyl, C1-C8-alkyl, C0-C8-alkylcarbonyl, C1-C8-alkylsulphonyl, unsubstituted or substituted aryl, aryl-C0-C4-alkoxycarbonyl, cyano, halogen, unsubstituted or substituted heterocyclyl, hydroxyl, nitro, oxide, oxo, tri-C1-C4-alkylsilyl, trifluoromethoxy or trifluoromethyl;
- R3 a) is deuterium, halogen, hydroxyl, trifluoromethoxy, trifluoromethyl or hydrogen;
- or
- b) is C1-C8-alkoxy or C1-C8-alkyl;
- R4 a) is deuterium, halogen, trifluoromethoxy, trifluoromethyl or hydrogen;
- or
- b) is C1-C8-alkoxy or C1-C8-alkyl;
- n is a number 0;
- and salts thereof, preferably pharmaceutically useful salts thereof,
- where,
- if R2 is hydrogen R1 is not carbazolyl, fluorenyl or naphthyl;
- if R is hydrogen and R2 is hydroxyl R1 is not C1-C8-alkoxy- or halobenzothiophen-2-yl, unsubstituted or substituted biphenyl or 4-bromophenyl.
22 more elements
Dependencies are inferred from the claim text.