IP Library Granted Patent US 7,713,988
Granted Patent B2
US 7,713,988 · App. 12/267,918 · Granted May 11, 2010

4,5-diphenyl-pyrimidinylamino substituted carboxylic acids, method for the production and use thereof as medicaments

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 7,713,988
App. No.
12/267,918
Granted
May 11, 2010
Kind
B2
Abstract

This invention relates to a compound of formula I, wherein R1, R2, R3, m, n, W, X and Y are as defined herein, or a physiologically tolerated salt thereof, its pharmaceutical composition and use for lowering blood glucose, treating diabetes, or increasing insulin release.

Claims (45)

1. A compound of formula I,

wherein:

R1 and R2 are independently of one another (C 1 -C 6 )-alkyl, O—(C 1 -C 6 )-alkyl, NH 2 , NH(C 1 -C 4 )-alkyl, N[(C 1 -C 4 )-alkyl] 2 , OH, CN, F, Cl, Br, O-phenyl, CF 3 , OCF 3 or OCH 3 , wherein the alkyl moiety is optionally substituted one or more times by F, Cl, Br or CN;

n is 0, 1, 2, 3, 4 or 5;

m is 0, 1, 2, 3, 4 or 5;

W is a bond, (C 1 -C 7 )-alkylene, (C 2 -C 7 )-alkenylene or (C 2 -C 7 )-alkynylene, where the alkylene, alkenylene and alkynylene are optionally substituted one or more times by R4;

X is a bond, or mono-, bi- or tricyclic (C 3 -C 12 )-cycloalkyl ring, wherein the cycloalkyl ring is optionally substituted one or more times by R5;

Y is a bond, (C 1 -C 5 )-alkylene, (C 2 -C 5 )-alkenylene or (C 2 -C 5 )-alkynylene, wherein the alkylene, alkenylene and alkynylene are optionally substituted one or more times by R4;

R3 is H or (C 1 -C 6 )-alkyl;

R4 is NH 2 , NH(C 1 -C 4 )-alkyl, N[(C 1 -C 4 )-alkyl] 2 , F, Cl, Br, CN, OH, O—(C 1 -C 6 )-alkyl, (C 1 -C 6 )-alkyl, (C 2 -C 6 )-alkenyl or (C 2 -C 6 )-alkynyl, wherein the alkyl, alkenyl and alkynyl moieties are optionally substituted one or more times by F, Cl, Br or CN; and

R5 is F, Cl, Br, CN, (C 1 -C 4 )-alkyl or O—(C 1 -C 4 )-alkyl, wherein the alkyl moiety is optionally substituted one or more times by F, Cl, Br or CN;

provided that W, X and Y are not simultaneously a bond,

or a physiologically tolerated salt thereof.

2. The compound according to claim 1 , wherein:

R4 is NH 2 , NH(C 1 -C 4 )-alkyl, or N[(C 1 -C 4 )-alkyl] 2;

provided that W and X are not simultaneously a bond;

or a physiologically tolerated salt thereof.

3. The compound according to claim 1 , wherein:

n is 0, 1, or 2;

m is 0, 1, or 2;

R4 is NH 2 , NH(C 1 -C 4 )-alkyl, or N[(C 1 -C 4 )-alkyl] 2 ; and

R5 is F, Cl, Br, (C 1 -C 4 )-alkyl or O—(C 1 -C 4 )-alkyl;

provided that W and X are not simultaneously a bond;

or a physiologically tolerated salt thereof.

4. The compound according to claim 1 , wherein:

R1 and R2 are independently of one another (C 1 -C 6 )-alkyl, O—(C 1 -C 6 )-alkyl, OH, CN, F, Cl, Br, O-phenyl, CF 3 , OCF 3 or OCH 3 , wherein the alkyl moiety is optionally substituted one or more times by F, Cl, Br or CN

n is 0;

m is 0;

W is a bond, or (C 1 -C 7 )-alkylene, provided that when X is a bond, then W is (C 4 -C 7 )-alkylene;

R4 is NH 2 , NH(C 1 -C 4 )-alkyl, or N[(C 1 -C 4 )-alkyl] 2;

R5 is F, Cl, Br, CN, (C 1 -C 4 )-alkyl or O—(C 1 -C 4 )-alkyl;

provided that W and X are not simultaneously a bond;

or a physiologically tolerated salt thereof.

5. A pharmaceutical composition comprising the compound according to claim 1 or a physiologically tolerated salt thereof, in combination with a pharmaceutically acceptable excipient.

6. A pharmaceutical composition comprising the compound according to claim 2 or a physiologically tolerated salt thereof, in combination with a pharmaceutically acceptable excipient.

7. A pharmaceutical composition comprising the compound according to claim 3 or a physiologically tolerated salt thereof, in combination with a pharmaceutically acceptable excipient.

8. A pharmaceutical composition comprising the compound according to claim 4 or a physiologically tolerated salt thereof, in combination with a pharmaceutically acceptable excipient.

9. A method for lowering blood glucose, treating diabetes, or increasing insulin release, in a patient in need thereof, comprising administering to the patient a pharmaceutically effective amount of the compound according to claim 1 , or a physiologically tolerated salt thereof.

10. A method for lowering blood glucose, treating diabetes, or increasing insulin release, in a patient in need thereof, comprising administering to the patient a pharmaceutically effective amount of the compound according to claim 2 , or a physiologically tolerated salt thereof.

11. A method for lowering blood glucose, treating diabetes, or increasing insulin release, in a patient in need thereof, comprising administering to the patient a pharmaceutically effective amount of the compound according to claim 3 , or a physiologically tolerated salt thereof.

12. A method for lowering blood glucose, treating diabetes, or increasing insulin release, in a patient in need thereof, comprising administering to the patient a pharmaceutically effective amount of the compound according to claim 4 , or a physiologically tolerated salt thereof.

13. A process for manufacturing a pharmaceutical composition comprising the compound according to claim 1 or a physiologically tolerated salt thereof, in combination with a pharmaceutically acceptable excipient, which comprises mixing the compound according to claim 1 or the physiologically tolerated salt thereof, with the pharmaceutically acceptable excipient, and converting this mixture into a form suitable for administration.

14. A process for manufacturing a pharmaceutical composition comprising the compound according to claim 2 or a physiologically tolerated salt thereof, in combination with a pharmaceutically acceptable excipient, which comprises mixing the compound according to claim 2 or the physiologically tolerated salt thereof, with the pharmaceutically acceptable excipient, and converting this mixture into a form suitable for administration.

15. A process for manufacturing a pharmaceutical composition comprising the compound according to claim 3 or a physiologically tolerated salt thereof, in combination with a pharmaceutically acceptable excipient, which comprises mixing the compound according to claim 3 or the physiologically tolerated salt thereof, with the pharmaceutically acceptable excipient, and converting this mixture into a form suitable for administration.

16. A process for manufacturing a pharmaceutical composition comprising the compound according to claim 4 or a physiologically tolerated salt thereof, in combination with a pharmaceutically acceptable excipient, which comprises mixing the compound according to claim 4 or the physiologically tolerated salt thereof, with the pharmaceutically acceptable excipient, and converting this mixture into a form suitable for administration.

Assignments (2)
CHANGE OF NAME Recorded Jun 20, 2012
From: SANOFI-AVENTIS
To: SANOFI
Reel/Frame 028413/0927 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2009
From: DEFOSSA, ELISABETH; GOERLITZER, JOCHEN; KLABUNDE, THOMAS; DIETRICH, VIKTORIA; STENGELIN, SIEGFRIED; HASCHKE, GUIDO; HERLING, ANDREAS; BARTOSCHEK, STEFAN
To: SANOFI-AVENTIS
Reel/Frame 022310/0189 →