IP Library Granted Patent US 8,299,117
Granted Patent B2
US 8,299,117 · App. 12/817,116 · Granted Oct 30, 2012

GPR120 receptor agonists and uses thereof

Assignee: Metabolex Inc.
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Quick Facts
Patent No.
US 8,299,117
App. No.
12/817,116
Granted
Oct 30, 2012
Kind
B2
Abstract

GPR120 agonists are provided. These compounds are useful for the treatment of metabolic diseases, including Type II diabetes and diseases associated with poor glycemic control.

Claims (36)

1. A compound selected from the group consisting of

3-(4-((2,2-dimethyl-5-(methylsulfonyl)-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (298);

3-(4-((5-fluoro-2,2-dimethyl-3-oxo-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (299);

3-(4-((5-fluoro-3-hydroxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (300);

3-(2,3-dimethyl-4-((2,2,5-trimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid (301);

3-(4-((5-ethyl-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (302);

3-(2-ethyl-4-((5-ethyl-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-3-fluorophenyl)propanoic acid (303);

3-(4-((5-iodo-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (304);

3-(4-((5-ethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (305);

3-(4-((5-chloro-2-methyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (306);

3-(2-ethoxy-4-((5-ethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid (307);

3-(4-((2,2-dimethyl-5-(trifluoromethoxy)-2,3-dihydrobenzofuran-7-yl)methoxy)2,3-dimethylphenyl)propanoic acid (308);

3-(4-((5-Fluoro-2,2-dipropyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (312);

3-(4-((2,2-Diethyl-5-fluoro-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (313);

3-(4-((5-Fluoro-2-(methoxymethyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (314);

3-(4-((5-Fluoro-2-(methoxymethyl)-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (315);

3-(4-((5-fluoro-2-(hydroxymethyl)-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (316);

3-(4-((5-fluoro-2-(hydroxymethyl)-2-methyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (317);

3-(4-((5-Isopropyl-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethyl phenyl)propanoic acid (318);

3-(4-((5-cyclopentyl-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-dimethyl phenyl)propanoic acid (319);

3-(4-((5-ethoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2-ethyl-3-fluoro phenyl)propanoic acid (320);

3-(4-((5-Chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,3-difluorophenyl)propanoic acid (321);

3-(2,3-Difluoro-4-((5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid (322);

3-(2,5-Difluoro-4-((5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid (323);

3-(4-((5-Chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2,5-difluorophenyl)propanoic acid (324);

3-(2,3-Dichloro-4-((5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid (325);

3-(3-chloro-4-((5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2-methylphenyl)propanoic acid (326);

3-(4-((6-Fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-4-yl)methoxy)-2,3-dimethylphenyl)propanoic acid (327);

(R)-3-(4-((2,2-Dimethyl-5-(trifluoromethoxy)-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)-2-methylpropanoic acid (328);

(S)-3-(4-((2,2-Dimethyl-5-(trifluoromethoxy)-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)-2-methylpropanoic acid (329); and

3-(2,3-Dimethyl-4-((2-methyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid (330).

2. A composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier.

3. A method of treating a disease or condition selected from the group consisting of Type I diabetes, Type II diabetes and metabolic syndrome, said method comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of claim 1 .

4. The method of claim 3 , wherein said disease is Type II diabetes.

5. A method of lowering blood glucose in a mammal, said method comprising administering a therapeutically effective amount of a compound of claim 1 to a mammal in need of such treatment.

6. The method of claim 5 , wherein said mammal is a human.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Aug 7, 2015
From: SILICON VALLEY BANK; OXFORD FINANCE LLC
To: CYMABAY THERAPEUTICS, INC.
Reel/Frame 036307/0406 →
SECURITY AGREEMENT Recorded Nov 22, 2013
From: CYMABAY THERAPEUTICS, INC.
To: SILICON VALLEY BANK; OXFORD FINANCE LLC
Reel/Frame 031710/0508 →
CHANGE OF NAME Recorded Nov 6, 2013
From: METABOLEX, INC.
To: CYMABAY THERAPEUTICS, INC.
Reel/Frame 031589/0193 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 29, 2010
From: SHI, DONG FANG; SONG, JIANGAO; MA, JINGYUAN; NOVACK, AARON; PHAM, PHUONGLY; NASHASHIBI, IMAD FAYEK; RABBAT, CHRISTOPHER J.; CHEN, XIN
To: METABOLEX, INC.
Reel/Frame 025220/0863 →
Continuity (1)
Related Publication 20110313003A1 · Dec 22, 2011