US 12,441,690 B2
Benzamide derivative compound, method for preparing same, and pharmaceutical composition for treating or preventing inflammatory disease containing same as active ingredient
Joon Myong Song, Seoul (KR)
Assigned to SEOUL NATIONAL UNIVERSITY R&DBFOUNDATION, Seoul (KR)
Appl. No. 16/764,843
Filed by SEOUL NATIONAL UNIVERSITY R&DB FOUNDATION, Seoul (KR)
PCT Filed Nov. 16, 2018, PCT No. PCT/KR2018/014076
§ 371(c)(1), (2) Date May 16, 2020,
PCT Pub. No. WO2019/098738, PCT Pub. Date May 23, 2019.
Claims priority of application No. 10-2017-0153106 (KR), filed on Nov. 16, 2017.
Prior Publication US 2020/0339534 A1, Oct. 29, 2020
Int. Cl. C07D 239/34 (2006.01); A61K 31/505 (2006.01); A61K 31/506 (2006.01); A61P 17/04 (2006.01); C07D 239/38 (2006.01); C07D 239/40 (2006.01); C07D 239/42 (2006.01); C07D 239/56 (2006.01)
CPC C07D 239/38 (2013.01) [A61K 31/505 (2013.01); A61K 31/506 (2013.01); A61P 17/04 (2018.01); C07D 239/34 (2013.01); C07D 239/40 (2013.01); C07D 239/56 (2013.01); C07D 239/42 (2013.01)] 8 Claims
 
1. A compound represented by Formula 1 below, an optical isomer thereof or a pharmaceutically acceptable salt thereof:

OG Complex Work Unit Chemistry
wherein,
L is single bond or straight or branched C1-C6 alkylene;
R1 is hydrogen; C3-C8 cycloalkyl; substituted or unsubstituted C6-C12 aryl, wherein the substituted C6-C12 aryl is substituted with one or more substituents selected from the group consisting of halogen, —NH2, straight or branched C1-C3 alkyl, and straight or branched C1-C3 alkoxy; substituted or unsubstituted heteroaryl consisting of 6 to 12 atoms containing one or more heteroatoms selected from the group consisting of N and O, wherein the substituted heteroaryl consisting of 6 to 12 atoms is substituted with one or more halogens; or heterocycloalkyl consisting of 6 to 10 atoms containing one or more heteroatoms selected from the group consisting of N and O; and
R2 is hydrogen or straight or branched C1-C3 alkyl;
R3 is substituted or unsubstituted C6-C10 aryl, wherein the substituted C6-C10 aryl is substituted with one or more methoxy groups; or substituted or unsubstituted morpholinyl or piperazinyl, wherein the substituted morpholinyl or piperazinyl is substituted with one or more hydroxyl ethyl groups; and
R4 is C1-C3 haloalkyl,
or
wherein,
L is single bond;
R1 is C3-C8 cycloalkyl; substituted or unsubstituted C6-C12 aryl, wherein the substituted C6-C12 aryl is substituted with one or more substituents selected from the group consisting of halogen, —NH2, straight or branched C1-C3 alkyl, and straight or branched C1-C3 alkoxy; substituted or unsubstituted heteroaryl consisting of 6 to 12 atoms containing one or more heteroatoms selected from the group consisting of N and O, wherein the substituted heteroaryl consisting of 6 to 12 atoms is substituted with one or more halogens; or heterocycloalkyl consisting of 6 to 10 atoms containing one or more heteroatoms selected from the group consisting of N and O; and
R2 is hydrogen or straight or branched C1C3 alkyl;
R3 is substituted C6-C10 aryl, wherein the substituted C6-C10 aryl is substituted with one or more methoxy groups; or substituted or unsubstituted morpholinyl or piperazinyl, wherein the substituted morpholinyl or piperazinyl is substituted with one or more hydroxyl ethyl groups; and
R4 is —SR5 or SO2R5, wherein R5 is straight or branched C1-C6 alkyl,
or
wherein,
L is straight or branched C1-C6 alkylene;
R1 is substituted or unsubstituted C6-C12 aryl, wherein the substituted C6-C12 aryl is substituted with one or more substituents selected from the group consisting of halogen, —NH2, straight or branched C1-C3 alkyl, and straight or branched C1-C3 alkoxy; substituted or unsubstituted heteroaryl consisting of 6 to 12 atoms containing one or more heteroatoms selected from the group consisting of N and O, wherein the substituted heteroaryl consisting of 6 to 12 atoms is substituted with one or more halogens; or heterocycloalkyl consisting of 6 to 10 atoms containing one or more heteroatoms selected from the group consisting of N and O; and
R2 is hydrogen or straight or branched C1-C3 alkyl;
R3 is substituted or unsubstituted morpholinyl or piperazinyl, wherein the substituted morpholinyl or piperazinyl is substituted with one or more hydroxyl ethyl groups; and
R4 is —SR5 or SO2R5, wherein R5 is straight or branched C1-C6 alkyl.