IP Library Granted Patent US 9,975,852
Granted Patent B2
US 9,975,852 · App. 14/772,701 · Granted May 22, 2018

Quinoline sulfonyl derivatives and uses thereof

Inventors: Hoyun Lee (Sudbury, CA); Viswas Raja Solomon (Tamilnadu, IN); Sheetal Pundir (Sudbury, CA)
Assignee: Health Sciences North Research Institute
C07D215/46A61K31/337A61K31/4188A61K31/47A61K31/495A61K31/496A61K31/635A61K45/06C07D409/12
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Quick Facts
Patent No.
US 9,975,852
App. No.
14/772,701
Granted
May 22, 2018
Kind
B2
Abstract

The present disclosure relates to quinoline sulfonyl compounds, compositions comprising these compounds and their use, in particular for the treatment of cancer. In particular, the present disclosure includes compounds of Formula (I), and compositions and uses thereof:

Claims (32)

1. A compound, wherein the compound is:

7-chloro-4-(4-(2,4-dinitrophenylsulfonyl)piperazin-1-yl)quinoline,

methyl 3-(4-(7-chloroquinolin-4-yl)piperazin-1-ylsulfonyl)thiophene-2-carboxylate,

7-chloro-4-(4-(biphenylsulfonyl)piperazin-1-yl)quinoline,

5-(4-(7-chloroquinolin-4-yl)piperazin-1-ylsulfonyl)-N,N-dimethylnaphthalen-1-amine,

7-chloro-4-(4-(2,4-dichlorophenylsulfonyl)piperazin-1-yl)quinoline,

4-[4-(3-nitro-benzenesulfonyl)-piperazin-1-yl]-7-trifluoromethylquinoline,

4-[4-(4-chloro-benzenesulfonyl)-piperazin-1-yl]-7-trifluoromethylquinoline,

4-[4-(toluene-4-sulfonyl)-piperazin-1-yl]-7-trifluoromethylquinoline,

4-[4-(biphenyl-4-sulfonyl)-piperazin-1-yl]-7-trifluoromethylquinoline,

4-[4-(2,4-dichloro-benzenesulfony)-piperazin-1-yl]-7-trifluoromethyl-quinoline,

4-(4-methanesufonyl-piperazin-1-yl)-7-trifluoromethyl-quinoline,

4-[4-(2,4-dinitro-benzenesulfonyl)-piperazin-1-yl]-7-trifluoromethyl-quinoline,

dimethyl-{5-[4-(7-trifluoromethyl-quinolin-4-yl)piperazine-1-sulfonyl]-naphthalen-1-yl}-amine, or

3-[4-(7-trifluoromethyl-quinolin-4-yl)-piperazine-1-sulfonyl]thiophene-2-carboxylic acid methyl ester,

or a pharmaceutically acceptable salt or solvate thereof.

2. A pharmaceutical composition comprising one or more compounds according to claim 1 , or a pharmaceutically acceptable salt or solvate thereof, and a pharmaceutically acceptable carrier.

3. A method of treating a subject with cancer, the method comprising administering a compound, or a pharmaceutically acceptable salt or solvate thereof as defined in claim 1 or a pharmaceutical composition as defined in claim 2 , to the subject, wherein the cancer is breast cancer, lymphoma, cervical cancer or brain cancer.

4. The method according to claim 3 , wherein the compound or pharmaceutically acceptable salt thereof or the pharmaceutical composition is administered to the subject in combination with an anti-cancer agent.

5. The method according to claim 4 , wherein the anti-cancer agent is selected from Bortezomib, paclitaxel, Monastrol, Vinca , VX-680, ZM447439, Hesperidin, temozolomide, Nocodazole, Bevacizumab, Cetuximab, Geftinib, Trastuzumab, Tipifarnib, CCI-779, Ly294002, Sunitinib maleate, API-1, and Akt1/2 inhibitor.

6. The method according to claim 3 , wherein the subject is a human.

7. The compound according to claim 1 , wherein the compound is 7-chloro-4-(4-(2,4-dinitrophenylsulfonyl)piperazin-1-yl)quinoline, or a pharmaceutically acceptable salt or solvate thereof.

8. The pharmaceutical composition according to claim 2 , wherein the compound is 7-chloro-4-(4-(2,4-dinitrophenylsulfonyl)piperazin-1-yl)quinoline, or a pharmaceutically acceptable salt or solvate thereof.

9. The method according to claim 3 , wherein the method comprises administering 7-chloro-4-(4-(2,4-dinitrophenylsulfonyl)piperazin-1-yl)quinoline, or a pharmaceutically acceptable salt or solvate thereof to the subject.

10. The method according to claim 4 , wherein the anti-cancer agent is ionizing radiation.

11. The compound according to claim 1 , wherein the compound is 7-chloro-4-(4-(2,4-dinitrophenylsulfonyl)piperazin-1-yl)quinoline.

12. The pharmaceutical composition according to claim 2 , wherein the compound is 7-chloro-4-(4-(2,4-dinitrophenylsulfonyl)piperazin-1-yl)quinoline.

13. The method according to claim 9 , wherein the method comprises administering 7-chloro-4-(4-(2,4-dinitrophenylsulfonyl)piperazin-1-yl)quinoline to the subject.

14. The method according to claim 13 , wherein the compound is administered to the subject in combination with an anti-cancer agent.

15. The method according to claim 5 , wherein the anti-cancer agent is paclitaxel or bortezomib.

16. The method according to claim 14 , wherein the anti-cancer agent is paclitaxel or bortezomib.

17. The method according to claim 15 , wherein the cancer is breast cancer.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2017
From: SOLOMON, VISWAS RAJA
To: LEE, HOYUN
Reel/Frame 041725/0848 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2017
From: PUNDIR, SHEETAL
To: LEE, HOYUN
Reel/Frame 041725/0967 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2017
From: LEE, HOYUN
To: ADVANCED MEDICAL RESEARCH INSTITUTE OF CANADA
Reel/Frame 041726/0090 →
CHANGE OF NAME Recorded Mar 24, 2017
From: ADVANCED MEDICAL RESEARCH INSTITUTE OF CANADA
To: HEALTH SCIENCES NORTH RESEARCH INSTITUTE
Reel/Frame 042089/0162 →
Continuity (2)
Provisional Application 61772032 · Mar 4, 2013
Related Publication 20150376132A1 · Dec 31, 2015