IP Library Granted Patent US 9,834,537
Granted Patent B2
US 9,834,537 · App. 14/092,151 · Granted Dec 5, 2017

Compounds as chloride channel blocking agent

Inventors: Eun Joo Roh (Seoul, KR); Changjoon Justin Lee (Seoul, KR); Soo Jin Oh (Seoul, KR); Seok Jin Hwang (Gunwi-gun, KR); Jong Hoon Jung (Incheon, KR)
Assignee: Korea Institute of Science and Technology
C07D333/40C07C229/56C07C229/58
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Quick Facts
Patent No.
US 9,834,537
App. No.
14/092,151
Granted
Dec 5, 2017
Kind
B2
Abstract

Disclosed is a novel compound to function as a calcium-dependent chloride channel blocking agent.

Claims (56)

1. A chloride channel blocking agent, comprising a compound represented by formula 1b or a pharmaceutically acceptable salt compound thereof, wherein [Formula 1b] is:

wherein Y is —R 2 or —(CH 2 ) n R 2 (wherein n is an integer from 0 to 6);

R 1 denotes nitro; and

R 2 is a substituted or non-substituted naphthyl group.

2. The chloride channel blocking agent of claim 1 , wherein R 2 denotes 1-naphthyl, 2-naphthyl, 4-halo- 1-naphthyl, 2-trifluoromethylnaphthyl, 4-trifluoromethylnaphthyl, 2,4-di(trifluoromethyl)naphthyl, 2,4-difluoronaphthyl, 2,6-difluoronaphthyl, 3,4-dichloronaphthyl, 4-nitronaphthyl, 4-methylnaphthyl, 4-methoxynaphthyl, 5-methoxynaphthyl, 4-nitro-2-naphthyl, 4-methyl-2-naphthyl, 1-methoxy-2-naphthyl, 4-methoxy-2-naphthyl or 5-methoxy-2-naphthyl group.

3. The chloride channel blocking agent of claim 1 , wherein the compound is selected from:

compound No. 28: N-naphthyl-3-nitroanthranilic acid,

compound No. 29: N-((4-chloro)naphthyl)-3-nitroanthranilic acid,

compound No. 30: N-(2-naphthyl)-3-nitroanthranilic acid,

compound No. 31: N-naphthyl-4-nitroanthranilic acid,

compound No. 32: N-((4-fluoro)naphthyl)-4-nitroanthranilic acid,

compound No. 33: N-((4-chloro)naphthyl)-4-nitroanthranilic acid,

compound No. 34: N-((4-bromo)naphthyl)-4-nitroanthranilic acid,

compound No. 35: N-((4-nitro)naphthyl)-4-nitroanthranilic acid,

compound No. 36: N-((4-methoxy)naphthyl)-4-nitroanthranilic acid,

compound No. 37: N-(2-naphthyl)-4-nitroanthranilic acid,

compound No. 38: N-((1-methoxy)-2-naphthyl)-4-nitroanthranilic acid,

compound No. 39: N-((4-methoxy)-2-naphthyl)-4-nitroanthranilic acid,

compound No. 40: N-naphthyl-5-nitroanthranilic acid,

compound No. 41: N-((4-fluoro)naphthyl)-5-nitroanthranilic acid,

compound No. 42: N-((4-chloro)naphthyl)-5-nitroanthranilic acid,

compound No. 43: N-((4-bromo)naphthyl)-5-nitroanthranilic acid,

compound No. 44: N-((4-iodo)naphthyl)-5-nitroanthranilic acid,

compound No. 45: N-((2-methoxy)naphthyl)-5-nitroanthraniic acid,

compound No. 46: N-((3-methoxy)naphthyl)-5-nitroanthranilic acid,

compound No. 47: N-((4-methoxy)naphthyl)-5-nitroanthranilic acid,

compound No. 48: N-((5-methoxy)naphthyl)-5-nitroanthranilic acid,

compound No. 49: N-((6-methoxy)naphthyl)-5-nitroanthranilic acid,

compound No. 50: N-((7-methoxy)naphthyl)-5-nitroanthranilic acid,

compound No. 51: N-((8-methoxy)naphthyl)-5-nitroanthranilic acid,

compound No. 52: N-(2-naphthyl)-5-nitroanthranilic acid,

compound No. 53: N-((1-methoxy)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 54: N-((3-methoxy)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 55: N-((4-methoxy)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 56: N-((5-methoxy)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 57: N-((6-methoxy)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 58: N-((7-methoxy)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 59: N-((8-methoxy)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 60: N-((7-bromo)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 61: N-((7-iodo)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 62: N-((4-bromo)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 63: N-((4-iodo)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 64: N-((8-bromo)-2-naphthyl)-5-nitroanthranilic acid,

compound No. 70: N-((4-bromo)naphthyl)-6-nitroanthranilic acid,

compound No. 73: 2-(2-naphthylmethylamino)-5-nitroanthranilic acid,

compound No. 74: 2-(2-naphthylethylamino)-5-nitroanthranilic acid,

compound No. 75: 2-(phenylethylamino)-5-nitroanthranilic acid,

or pharmaceutically acceptable salts thereof.

4. A pharmaceutical composition comprising the chloride channel blocking agent or pharmaceutically acceptable salts thereof according claim 1 , as an active ingredient.

5. A pharmaceutical composition comprising the chloride channel blocking agent or pharmaceutically acceptable salts thereof according claim 2 , as an active ingredient.

6. A pharmaceutical composition comprising the chloride channel blocking agent or pharmaceutically acceptable salts thereof according claim 3 , as an active ingredient.

7. A pharmaceutical composition comprising a compound represented by formula 1b or a pharmaceutically acceptable salt compound thereof in an amount effective for blocking a chloride channel, wherein

[Formula 1b] is:

wherein Y is —R 2 or —(CH 2 ) n R 2 (wherein n is an integer from 0 to 6);

R 1 denotes nitro; and

R 2 is a substituted or non-substituted naphthyl group.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 3, 2014
From: ROH, EUN JOO; LEE, CHANGJOON JUSTIN; OH, SOO JIN; HWANG, SEOK JIN; JUNG, JONG HOON
To: KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY
Reel/Frame 031913/0690 →
Continuity (1)
Related Publication 20150148550A1 · May 28, 2015