IP Library › Granted Patent US 8,093,253
Granted Patent B2
US 8,093,253 · App. 12/390,725 · Granted Jan 10, 2012

Leukotriene B

Assignee: Hoffmann-La Roche 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 8,093,253
App. No.
12/390,725
Granted
Jan 10, 2012
Kind
B2
Abstract

Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, COPD.

Claims (59)

1. A compound of formula (I):

wherein:

R1 is

-benzo[1,3]dioxol,

-benzo[1,4]dioxin,

-difluoro-benzo[1,3]dioxole,

-indole, unsubstituted or substituted with lower alkyl,

-cycloalkyl,

-aryl, unsubstituted or mono-, di- or tri-substituted with halogen, hydroxy, alkoxy, lower alkyl, —CF 3 , —OCF 3 or methanesulfonyl,

-heteroaryl, unsubstituted or mono-, di- or tri-substituted with lower alkyl or hydroxy, and

-N-aryl; and

R2 is -lower alkyl,

and pharmaceutically acceptable salts thereof.

2. The compound according to claim 1 , wherein:

R1 is

-benzo[1,3]dioxol,

-benzo[1,4]dioxin,

-difluoro-benzo[1,3]dioxole,

-indole, unsubstituted or substituted with lower alkyl,

-cycloalkyl,

-aryl, unsubstituted or mono-, di- or tri-substituted with halogen, hydroxy, alkoxy, lower alkyl, —CF 3 , —OCF 3 or methanesulfonyl,

-heteroaryl, unsubstituted or mono-, di- or tri-substituted with lower alkyl or hydroxy, and

-N-aryl; and

R2 is methyl.

3. The compound according to claim 1 , wherein:

R1 is

-benzo[1,3]dioxol,

-benzo[1,4]dioxin,

-difluoro-benzo[1,3]dioxole,

-indole, unsubstituted or substituted with lower alkyl, and

-cycloalkyl; and

R2 is lower alkyl.

4. The compound according to claim 1 , wherein:

R1 is -aryl, unsubstituted or mono-, di- or tri-substituted with halogen, hydroxy, alkoxy, lower alkyl, —CF 3 , —OCF 3 or methanesulfonyl, and

R2 is lower alkyl.

5. The compound according to claim 1 , wherein:

R1 is -phenyl, unsubstituted or mono-, di- or tri-substituted with halogen, hydroxy, alkoxy, lower alkyl, —CF 3 , —OCF 3 or methanesulfonyl; and

R2 is lower alkyl.

6. The compound according to claim 1 , wherein:

R1 is phenyl; and

R2 is methyl.

7. The compound according to claim 1 , wherein:

R1 is heteroaryl, unsubstituted or mono-, di- or tri-substituted with lower alkyl or hydroxy; and

R2 is methyl.

8. The compound according to claim 1 , wherein R1 is phenyl, pyrazole, thiophene, thiazoles, pyridine or pyrimidine.

9. The compound according to claim 1 , wherein R2 is methyl, ethyl, propyl or butyl.

10. The compound according to claim 1 , wherein said compound is:

4-{2-(2-Carboxy-ethyl)-3-[6-(4′-fluoro-5-methanesulfonyl-biphenyl-3-yloxy)-hexyl]-phenoxy}-butyric acid,

4-{2-(2-Carboxy-ethyl)-3-[6-(4′-chloro-5-methanesulfonyl-biphenyl-3-yl oxy)-hexyl]-phenoxy}-butyric acid,

4-(2-(2-Carboxy-ethyl)-3-{6-[3-(4-fluoro-phenoxy)-5-methanesulfonyl-phenoxy]-hexyl}-phenoxy)-butyric acid,

4-{2-(2-Carboxy-ethyl)-3-[6-(3-cyclopropylamino-5-methanesulfonyl-phenoxy)-hexyl]-phenoxy}-butyric acid,

4-[3-[6-(3-Benzo[1,3]dioxol-5-yl-5-methanesulfonyl-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid,

4-[3-[6-(3-Benzothiazol-5-yl-5-methanesulfonyl-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid,

4-(2-(2-Carboxy-ethyl)-3-{6-[3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-5-methanesulfonyl-phenoxy]-hexyl}-phenoxy)-butyric acid,

4-[2-(2-Carboxy-ethyl)-3-[6-(5-ethanesulfonyl-3′,4′-difluoro-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid,

4-[2-(2-Carboxy-ethyl)-3-[6-(5-(propane-1-sulfonyl)-4′-fluoro-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid, and

4-[3-[6-(3-Benzo[1,3]dioxol-5-yl-5-(propane-2-sulfonyl)-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid.

11. A pharmaceutical composition, comprising a therapeutically effective amount of a compound according to claim 1 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.

12. A method of treating an inflammatory disease or disorder, comprising the step of administering a therapeutically effective amount of a compound according to claim 1 to a patient in need thereof.

Continuity (2)
Provisional Application 61034307 · Mar 6, 2008
Related Publication 20090227603A1 · Sep 10, 2009