	US 7,592,457 B2
	3-aryl-3-methyl-quinoline-2, 4-diones, preparation method thereof, and pharmaceutical composition containing the same
Churlmin Seong, Daejeon (Korea, Republic of); Nosang Park, Daejeon (Korea, Republic of); Yungsik Jung, Daejeon (Korea, Republic of); Jinil Choi, Daejeon (Korea, Republic of); Wookyu Park, Chungcheongbuk-do (Korea, Republic of); Heeyung Cho, Daejeon (Korea, Republic of); Jaeyang Kong, Daejeon (Korea, Republic of); Daeyoung Jung, Daejeon (Korea, Republic of); Sunhee Kang, Daejeon (Korea, Republic of); Sukjin Song, Busan (Korea, Republic of); and Kyungran Kwark, Busan (Korea, Republic of)
Assigned to Korea Research Institute of Chemical Technology, Daejeon (Korea, Republic of)
Filed on Oct. 04, 2005, as Appl. No. 11/242,665.
Claims priority of application No. 10-2004-0084081 (KR), filed on Oct. 20, 2004.
Prior Publication US 2006/0084676 A1, Apr. 20, 2006
Int. Cl. C07D 215/38 (2006.01)

U.S. Cl. 546—155

4 Claims

1. A compound of 3-aryl-3-methyl-quinoline-2,4-dione-selected from the group consisting of:

5,7-dichloro-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

7-chloro-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

5,7-dibromo-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

5-chloro-7-methoxy-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

7-chloro-5-methoxy-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

5-bromo-7-methoxy-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

5,7-dimethoxy-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

6,7-dichloro-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

6,8-dibromo-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

5-chloro-7-dimethylamino-3-methyl-3-phenyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-(4-methoxy-phenyl)-3-methyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-(4-hydroxy-phenyl)-3-methyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-methyl-3-(4-nitro-phenyl)-1H-quinoline-2,4-dione;

3-(4-amino-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-(4-iodo-phenyl)-3-methyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-(4-chloro-phenyl)-3-methyl-1H-quinoline-2,4-dione;

3-(4-bromo-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

3-(3-benzyloxy-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

3-(3-hydroxy-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-(4-methoxy-3-nitro-phenyl)-3-methyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-(4-hydroxy-3-nitro-phenyl)-3-methyl-1H-quinoline-2,4-dione;

3-(4-benzyloxy-3-bromo-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

3-(3-bromo-4-hydroxy-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

3-[4-(1(S)-phenyl-ethyl-carbamoyl)-phenyl]-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

3-[3-(1(S)-phenyl-ethyl-carbamoyl)-phenyl]-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

3-(2,4-dibromo-phenyl)-5,7-dichloro-3-methyl-1H-quinoline-2,4-dione;

6,8-dibromo-3-(4-methoxy-3-nitro-phenyl)-3-methyl-1H-quinoline-2,4-dione;

3-(3-amino-4-methoxy-phenyl)-6,8-dibromo-3-methyl-1H-quinoline-2,4-dione;

3-(3-amino-4-hydroxy-phenyl)-6,8-dibromo-3-methyl-1H-quinoline-2,4-dione;

3-(4-hydroxy-3-methoxy-phenyl)-3-methyl-1H-quinoline-2,4-dione;

3-(3,4-dihydroxy-phenyl)-3-methyl-1H-quinoline-2,4-dione;

3-(4-methoxy-phenyl)-3-methyl-1H-quinoline-2,4-dione;

3-(4-hydroxy-phenyl)-3-methyl-1H-quinoline-2,4-dione;

5-chloro-7-methoxy-3-(4-methoxy-phenyl)-3-methyl-1H-quinoline-2,4-dione;

6,7-dichloro-3-methyl-3-(4-nitro-phenyl)-1H-quinoline-2,4-dione;

7-chloro-3-methyl-3-(4-nitro-phenyl)-1H-quinoline-2,4-dione;

3-(4-amino-phenyl)-7-chloro-3-methyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-methyl-3-(4-methylamino-phenyl)-1H-quinoline-2,4-dione;

5,7-dichloro-3-(4-dimethylamino-phenyl)-3-methyl-1H-quinoline-2,4-dione;

5,7-dichloro-3-methyl-3-(4-ethylamino-phenyl)-1H-quinoline-2,4-dione;

5,7-dichloro-3-(4-diethylamino-phenyl)-3-methyl-1H-quinoline-2,4-dione;

1-(R)-[3-(5,7-dichloro-3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-quinoline-3-yl)-phenyl]-3-(1-(S)-phenyl-ethyl)-urea;

1-(S)-[3-(5,7-dichloro-3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-quinoline-3-yl)-phenyl]-3-(1-(S)-phenyl-ethyl)-urea;

7-chloro-3-(2,4-dibromo-phenyl)-3-methyl-1H-quinoline-2,4-dione;

5-chloro-3-(4-methoxy-phenyl)-3-methyl-7-(4-methyl-piperazine-1-yl)-1H-quinoline-2,4-dione;

5-chloro-3-(4-hydroxy-phenyl)-3-methyl-7-(4-methyl-piperazine-1-yl)-1H-quinoline-2,4-dione;

3-(4-amino-phenyl)-5-chloro-3-methyl-7-(4-methyl-piperazine-1-yl)-1H-quinoline-2,4-dione;

5-chloro-3-methyl-7-(4-methyl-piperazine-1-yl)-3-(4-nitro-phenyl)-1H-quinoline-2,4-dione;

3-(4-amino-phenyl)-3-methyl-7-(4-methyl-piperazine-1-yl)-1H-quinoline-2,4-dione;

3-methyl-7-(4-methyl-piperazine-1-yl)-3-(4-nitro-phenyl)-1H-quinoline-2,4-dione; and

3-(4-bromo-phenyl)-5-chloro-7-methoxy-3-methyl-1H-quinoline-2,4-dione.