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US 7,452,996 B2Granted
Substituted quinoline derivatives
AssigneeNovartis Vaccines and Diagnostics, Inc.
InventorsWeibo Wang, Ryan N. Constantine, Liana Marie Lagniton, Kenneth Bair
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Abstract
The present invention relates to new substituted quinoline compounds and pharmaceutically acceptable salts, esters or prodrugs thereof, compositions of the new compounds together with pharmaceutically acceptable carriers, and uses of the new compounds. The compounds of the invention have the following general formula:
Claims33
A compound of formula I:
- wherein:
- m is an integer from 0 to 3;
- R1 is selected from the group consisting of acylamino, carboxyl ester, and C1 to C5 alkyl optionally substituted with hydroxy, or halo;
- R2 is hydrogen or C1 to C5 alkyl;
- R3 is —C(═X)-A, wherein A is selected from the group consisting of aryl, heteroaryl, heterocyclic, and cycloalkyl, all of which may be optionally substituted with 1 to 4 substituents selected from the group consisting of C1 to C4 alkyl, C1 to C4 alkoxy, halo, hydroxy, and nitro and X is oxygen or sulfur;
- R4 is -alkylene-heterocyclic or -alkylene-NR7R8 wherein alkylene is a C1 to C4 straight chained alkylene;
- R7 and R8 are independently selected from the group consisting of hydrogen, C1 to C4 alkyl, arylalkyl, heteroarylalkyl, cycloalkyl and cycloalkylalkyl;
- R5 is selected from the group consisting of L-A1, wherein A1 is selected from the group consisting of aryl, heteroaryl, heterocyclic, and cycloalkyl, all of which may be optionally substituted with 1 to 4 substituents selected from the group consisting of C1 to C4 alkyl, C1 to C4 alkoxy, halo, hydroxy, and nitro and wherein L is selected from the group consisting of oxygen, —NR9 where R9 is hydrogen or alkyl, —S(O)q— where q is zero, one or two, and C1 to C5 alkylene, optionally substituted with hydroxy, halo, or acylamino;
- and
- R6 is selected from the group consisting of C1 to C5 alkyl, C2 to C5 alkenyl, C2 to C5 alkynyl, —CF3, C1 to C5 alkoxy, halo, and hydroxy;
- or a pharmaceutically acceptable salt thereof.
8 more elements
A compound selected from the group consisting of:
- N-(3-aminopropyl)-N- [1-(3-benzylquinolin-2-yl)- 2-methylpropyl]-3-fluoro-4-methylbenzamide;
- N-(3-aminopropyl)-N-[1-(3-benzylquinolin-2-yl)-2-methylpropyl]-4-methylbenzamide;
- N-(3-aminopropyl)-N-[1-(3-benzylquinolin-2-yl)-2-methylpropyl]-3,4-dimethylbenzamide;
- N-(3-aminopropyl)-N-[1-(3-benzyl-7-chloroquinolin-2-yl)- 2-methylpropyl]-4-methylbenzamide;
- N-(3-aminopropyl)-N-[1-(3-benzyl-7-chloroquinolin-2-yl)- 2-methylpropyl]-3-fluoro-4-methylbenzamide;
- and
- a pharmaceutically acceptable salt thereof.
4 more elements
Dependencies are inferred from the claim text.