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US 10,179,770 B2Granted
Quinolines derivatives as novel anticancer agents
AssigneeGenoscience Pharma
InventorsJerome Courcambeck, Philippe Halfon, Firas Bassissi, Sonia Brun, Gregory Nicolas, Antoine Beret, Serge Petit, Claire Camus, Jean Pierre Nallet
Life of this patent
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Abstract
The invention provides quinoline derivatives, their manufacture, pharmaceutical compositions containing them, and their use as medicaments. The active compounds of the present invention are useful for the treatment of proliferative neoplastic and non-neoplastic diseases.
Claims29
A compound of formula (I)
- wherein:
- Rl is selected from optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heteroaromatic 5 to 9 membered ring comprising 1, 2 or 3heteroatoms independently selected from O, N, and S;
- R2 is selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, nitro or NR7R8, NR7—(CO)—R8, NR7—(CO)—O—R8, NR7—(CO)—NR7R8, O—(CO)R7, O—(CO)—O—R7, O—(CO)—NR7R8, (CO)R7, (CO)—O—R7, (CO)—NR7R8, SO2—R7, SO2NR7R8, NR7—SO2—R8, with R7 and R8 representing independently hydrogen, C1-C6 alkyl, phenyl (optionally substituted with one or more substituent groups selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, cyano, nitro or NR7R8) or benzyl (optionally substituted with one or more substituent groups selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, cyano, nitro or NR7R8), alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl and heteroaryl;
- Ll is selected from a bond or from optionally substituted C1-C14 alkyl(-R3), N(—R3), (CO)—O, (CO)—NR7, and O;
- n is 0, 1, 2, 3 or 4;
- and
- W is
- wherein:
- L2 is selected from a bond or from optionally substituted C1-C14 alkyl(-R3), N(—R3), (CO)—O, (CO)—NR7, and O;
- wherein R3 is selected from H, optionally substituted aryl, optionally substituted heteroaryl, optionally substituted heterocycloalkyl, optionally substituted C1-C8 alkyl, optionally substituted C2-C8 alkenyl, optionally substituted C2-C8 alkynyl, optionally substituted C3-C12 cycloalkyl, and optionally substituted C3-C12 cycloalkenyl;
- and wherein R7 is as defined above;
- and
- R4 and R5 are independently selected from hydrogen, C1-C6 alkyl or phenyl (optionally substituted with one or more substituent groups selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, cyano, nitro or NR7R8) or benzyl (with the phenyl group optionally substituted with one or more substituent groups selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, cyano, nitro or NR7R8) or CH2—CH2-Phenyl (with the phenyl group optionally substituted with one or more substituent groups selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, cyano, nitro or NR7R8), (CO)—R7, (CO)—OR7, (CO)—NR7R8, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl, monocyclic or bicyclic heteroaryl or R4 and R5 are linked to form a heterocyclic group,
- wherein the term “optionally substituted” means optionally substituted with one or more substituents independently selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, cyano, nitro or NR7R8 with R7 and R8 representing independently hydrogen, C1-C6 alkyl, phenyl (optionally substituted with one or more substituent groups selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, cyano, nitro or NR7R8) or benzyl (optionally substituted with one or more substituent groups selected from Cl, F, I, Br, C1-C6 alkyl, C1-C6 alkyl substituted with one or more halogens, C1-C6 alkoxy, hydroxy, cyano, nitro or NR7R8), alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl and heteroaryl;
- and any pharmaceutically acceptable salt, solvate or prodrug thereof.
12 more elements
Dependencies are inferred from the claim text.