IP Library Granted Patent US 8,329,749
Granted Patent B2
US 8,329,749 · App. 12/504,061 · Granted Dec 11, 2012

Use of (−) (3-trihalomethylphenoxy) (4-halophenyl) acetic acid derivatives for treatment of hyperuricemia

Assignee: Metabolex, Inc.
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,329,749
App. No.
12/504,061
Granted
Dec 11, 2012
Kind
B2
Abstract

The present invention provides the use of (−)(3-trihalomethylphenoxy)(4-halophenyl)acetic acid derivatives and compositions in the treatment of insulin resistance, Type 2 diabetes, hyperlipidemia and hyperuricemia.

Claims (19)

1. A method of treating hyperuricemia in a mammal, comprising administering to said mammal a therapeutically effective amount of the (−) stereoisomer of a compound of Formula I,

wherein:

R is a hydroxy group, a benzyloxy, phenethyloxy, formamidoethoxy, acetamidoethoxy, acetamidopropoxy, benzamidoethoxy, benzamidopropoxy, carbamoylmethoxy, carbamoylethoxy, 2-(4-chlorophenoxy)ethoxy, 2-(4-chlorophenoxy)-2-methylpropoxy or a 2-carbamoylphenoxy group forming an ester linkage capable of being hydrolyzed upon administration to the mammal to provide a compound of formula I wherein R is OH;

and

each X is independently a halogen; or

a pharmaceutically acceptable salt thereof,

wherein the compound contains the (−) stereoisomer in an enantiomeric excess of at least 80%.

2. The method of claim 1 , wherein the (−) stereoisomer of the compound is selected from the group consisting of (−) 2-acetamidoethyl 4-chlorophenyl-(3-trifluoromethylphenoxy)acetate and (−) 4-chlorophenyl-(3-trifluoromethylphenoxy)acetic acid and the pharmaceutically acceptable salts thereof.

3. The method of claim 2 , wherein the (−) stereoisomer of the compound is administered together with a pharmaceutically acceptable carrier.

4. The method of claim 2 , wherein the (−) stereoisomer is in an enantiomeric excess of at least 98%.

5. The method of claim 2 , wherein the compound is administered by an intravenous, transdermal, or oral route.

6. The method of claim 2 , wherein the amount administered is about 100 mg to about 3000 mg per day.

7. The method of claim 2 , wherein the amount administered is about 500 mg to about 1500 mg per day.

8. The method of claim 2 , wherein the amount administered is about 5 to about 250 mg per kg per day.

9. The method of claim 2 , wherein the enantiomeric excess is at least 96%.

10. The method of claim 2 , wherein the therapeutically effective amount is from 100 to 500 mg.

11. The method of claim 2 , wherein the therapeutically effective amount is from 500 to 1000 mg.

12. The method of claim 1 , wherein R is selected from the group consisting of benzyloxy, phenethyloxy, dimethyaminoethoxy, diethylaminopropoxy, benzamidoethoxy, benzamidopropoxy, carbamoylmethoxy, carbamoylethoxy, 2-(4-chlorophenoxy)ethoxy, 2-(4-chlorophenoxy)-2-methylpropoxy and 2-carbamoylphenoxy.

13. The method of claim 1 , wherein hydrolysis of the ester provides (−) 4-chlorophenyl-(3-trifluoromethylphenoxy)acetic acid.

Assignments (3)
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 Oct 30, 2013
From: METABOLEX, INC.
To: CYMABAY THERAPEUTICS, INC.
Reel/Frame 031516/0314 →
Continuity (9)
Continuation 10382186 · Mar 4, 2003
Continuation In Part 09703487 · Oct 31, 2000
Continuation 09325997 · Jun 4, 1999
Continuation In Part 09585907 · Jun 2, 2000
Continuation In Part 09325997 · Jun 4, 1999
Continuation In Part 09724788 · Nov 28, 2000
Continuation In Part 09585907
Continuation In Part 09325997
Related Publication 20100093855A1 · Apr 15, 2010