Back to results
US 8,524,706 B2Granted
1,4-diazabicyclo[3.2.2]nonanecarboxamide derivatives, preparation and therapeutic use thereof
AssigneeSanofi
InventorsFrederic Galli, Patrick Lardenois, Odile Leclerc, Alistair Lochead
Life of this patent
Estimating the term…
Abstract
The present invention discloses and claims compounds of general formula in which X, R1, P, Q, R and W are as described herein. The compounds of the invention are useful in a variety of therapeutic applications.
Claims16
A compound of formula (I):
- in which
- X represents a nitrogen atom or a group of formula C—R2,
- P represents a group of formula C—R3,
- Q represents a group of formula C—R4,
- R represents a group of formula C—R5,
- W represents a group of formula C—R6,
- or one of the symbols P, Q, R and W represents a nitrogen atom,
- R1 represents a hydrogen atom or a (C1-C6)alkyl group,
- R2 represents a hydrogen atom or a (C1-C6)alkyl group,
- R3 and R5 each represent, independently of each other, a hydrogen or halogen atom, or a (C1-C6)alkyl, (C1-C6)alkoxy, nitro, amino, trifluoromethyl or cyano group, or a group of formula —NR7R8, —NR7C(═O)R8, —NR7C(═O)NR8R9, —NR7C(═O)OR8, —NR7S(═O)2NR8R9, —OR7, —OC(═O)R7, —OC(═O)OR7, —OC(═O)ONR7R8, —OC(═O)SR7, —C(═O)OR7, —C(═O)R7, —C(═O)NR7R8, —SR7, —S(═O)R7, —S(═O)2R7, or —S(═O)2NR7R8,
- one of R4 and R6 is hydrogen and the other is —OS(═O)2R7, (C6-C11)aryl or (C3-C12)heteroaryl, optionally substituted with one or more groups chosen from halogen atoms and (C1-C6)alkyl, (C1-C6)alkoxy, nitro, amino, trifluoromethyl, and cyano groups, or groups of formula —NR7R8 or —OR7, wherein when R4 or R6 represents a (C3-C12)heteroaryl, the heteroaryl is selected from the group consisting of thienyl, furyl, pyrrolyl, and pyridyl;
- R7, R8 and R9 each represent, independently of each other, a hydrogen atom or a linear or branched (C1-C6)alkyl group, a linear or branched (C2-C6)alkenyl group, a linear or branched (C2-C6)alkynyl group, a (C3-C8)-cycloalkyl or (C4-C8)cycloalkenyl group, or a heterocycloalkyl group containing 3 to 8 atoms in the ring, or a (C5-C11)bicycloalkyl or (C7-C11)bicycloalkenyl group, a heterobicycloalkyl group containing 5 to 11 atoms in the ring, a bicycloheteroalkenyl group containing 5 to 11 atoms in the ring, or a (C6-C11)aryl or heteroaryl group containing 5 to 12 atoms in the ring,
- R7, R8 and R9 may be optionally substituted, independently of each other, with a halogen atom or a (C1-C6)alkyl, (C1-C6)alkoxy, nitro, amino, trifluoromethyl or cyano group, or a group of formula —NR10R11, —NR10C(═O)R11, —NR10C(═O)NR11R12, —NR10C(═O)OR11, —NR10S(═O)2NR11R12, —OR10, —OC(═O)R10, —OC(═O)OR10, —OC(═O)ONR10R11, —OC(═O)SR10, —C(═O)OR10, —C(═O)R10, —C(═O)NR10R11, —SR10, —S(═O)R10, —S(═O)2R10, —S(═O)2NR2R11,
- R10, R11 and R12 each represent, independently of each other, a hydrogen atom or a linear or branched (C1-C6)alkyl group, a linear or branched (C2-C6)alkenyl group, a linear or branched (C2-C6)alkynyl group, a (C3-C8)-cycloalkyl or (C4-C8)cycloalkenyl group, a heterocycloalkyl group containing 3 to 8 atoms in the ring, a (C5-C11)bicycloalkyl or (C7-C11)bicycloalkenyl group, a heterobicycloalkyl group containing 5 to 11 atoms in the ring, a bicycloheteroalkenyl group containing 5 to 11 atoms in the ring, or a (C6-C11)aryl or heteroaryl group containing 5 to 12 atoms in the ring,
- R10, R11 and R12 may be optionally substituted, independently of each other, with a halogen atom or a (C1-C6)alkyl, (C1-C6)alkoxy, nitro, amino, trifluoromethyl or cyano group, or —NR13R14, —NR13C(═O)R14, —NR13C(═O)NR14R15, —NR13C(═O)OR14, —NR13S(═O)2NR14R15, —OR13, —OC(═O)R13, —OC(═O)OR13, —OC(═O)ONR13R14, —OC(═O)SR13, —C(═O)OR13, —C(═O)R13, —C(═O)NR13R14, —SR13, —S(═O)R13, —S(═O)2R13, —S(═O)2NR13R14,
- R13, R14 and R15 each represent, independently of each other, a hydrogen atom or a linear or branched (C1-C6)alkyl group, a linear or branched (C2-C6)alkenyl group, a linear or branched (C2-C6)alkynyl group, a (C3-C8)-cycloalkyl or (C4-C8)cycloalkenyl group, a heterocycloalkyl group containing 3 to 8 atoms in the ring, a (C5-C11)bicycloalkyl or (C7-C11)bicycloalkenyl group, a heterobicycloalkyl group containing 5 to 11 atoms in the ring, a bicycloheteroalkenyl group containing 5 to 11 atoms in the ring or a (C6-C11)aryl or heteroaryl group containing 5 to 12 atoms in the ring, and
- R3 and R4, or R4 and R5, or R5 and R6, may together form, with the two carbon atoms that bear them, another aromatic or heteroaromatic ring containing 6 atoms in the ring, optionally substituted with 1 to 4 substituents chosen from those defined for R7, R8 and R9,
- or an addition salt thereof.
15 more elements
Dependencies are inferred from the claim text.