IP Library › Granted Patent US 8,883,800
Granted Patent B2
US 8,883,800 · App. 13/548,233 · Granted Nov 11, 2014

Substituted quinazolines, the preparation thereof and the use thereof in pharmaceutical compositions

Inventors: Waldemar Pfrengle (Biberach an de Riss, DE); Markus Frank (Ulm, DE); Thomas Klein (Radolfzell, DE)
Assignee: Boehringer Ingelheim International GmbH
C07D473/04A61K31/4439A61K31/522A61K45/06C07D473/06A61K31/155
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Quick Facts
Patent No.
US 8,883,800
App. No.
13/548,233
Granted
Nov 11, 2014
Kind
B2
Abstract

The present invention relates to substituted quinazolines of formula (I): wherein X and Y are defined as in claim 1 , the tautomers, stereoisomers, mixtures and salts thereof, which have valuable pharmacological properties, particularly an inhibitory effect on the activity of the enzyme dipeptidylpeptidase-IV (DPP-IV).

Claims (28)

1. A pharmaceutical composition comprising a compound of formula (I)

wherein

X and Y are the same or different and are independently selected from the following:

and

each R is independently selected from R1 and R2, in which

R1 and R2 are the same or different and are independently selected from 3-amino-piperidin-1-yl, (2-amino-2-methyl-propyl)-methylamino and (2-amino-propyl)-methylamino;

or a tautomer, stereoisomer, mixture or salt thereof,

optionally together with one or more pharmaceutically acceptable excipients.

2. The pharmaceutical composition according to claim 1 , in which

R1 and R2 are the same or different and are independently selected from 3-(R)-amino-piperidin-1-yl, (2-amino-2-methyl-propyl)-methylamino and (2-(S)-amino-propyl)-methylamino;

or a tautomer, enantiomer, diastereomer, mixture or salt thereof.

3. The pharmaceutical composition according to claim 1 , in which X and Y are the same, or a tautomer, enantiomer, diastereomer, mixture or salt thereof.

4. The pharmaceutical composition according to claim 1 , wherein the compound of formula (I) of formula (IB)

in which R1 and R2 are the same and are selected from 3-(R)-amino-piperidin-1-yl, (2-amino-2-methyl-propyl)-methylamino and (2-(S)-amino-propyl)-methylamino;

or a tautomer, enantiomer, diastereomer, mixture or salt thereof.

5. A pharmaceutical composition comprising a compound of the formula (IA):

or a tautomer, enantiomer, diastereomer, mixture or salt thereof,

optionally together with one or more pharmaceutically acceptable excipients.

6. The pharmaceutical composition according to claim 1 , wherein the compound of formula (I) is in the form of a physiologically acceptable salt with an inorganic or organic acid or base.

7. The pharmaceutical composition according to claim 1 in the form of a tablet, coated tablet or capsule.

8. Process for preparing a pharmaceutical composition according to claim 1 , characterised in that the compound of formula (I) or a physiologically acceptable salt thereof with an inorganic or organic acid or base is incorporated in one or more pharmaceutically acceptable excipients.

9. A method of treating type II diabetes mellitus or obesity, the method comprising administering the pharmaceutical composition according to claim 1 , and optionally one or more other active substances, to a patient.

10. The method according to claim 9 , wherein the one or more other active substances is selected from metformin, metformin; sulphonylureas, nateglinide, repaglinide, thiazolidinediones (e.g. pioglitazone), PPAR-gamma agonists, alpha-glucosidase blockers, insulin or insulin analogues, and GLP-1 and GLP-1 analogues.

11. The pharmaceutical composition according to claim 1 , further comprising metformin or metformin hydrochloride, optionally together with one or more pharmaceutically acceptable excipients.

12. The pharmaceutical composition according to claim 1 , further comprising pioglitazone or pioglitazone hydrochloride, optionally together with one or more pharmaceutically acceptable excipients.

13. The pharmaceutical composition according to claim 5 in the form of a tablet, coated tablet or capsule.

14. The pharmaceutical composition according to claim 5 , further comprising metformin or metformin hydrochloride, optionally together with one or more pharmaceutically acceptable excipients.

15. The pharmaceutical composition according to claim 5 , further comprising pioglitazone or pioglitazone hydrochloride, optionally together with one or more pharmaceutically acceptable excipients.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 18, 2012
From: PFRENGLE, WALDEMAR; FRANK, MARKUS; KLEIN, THOMAS
To: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Reel/Frame 028976/0620 →
Priority Claims (2)
EP 11174266 · Jul 15, 2011 · regional
EP 12170055 · May 30, 2012 · regional
Continuity (1)
Related Publication 20130184204A1 · Jul 18, 2013