IP Library Granted Patent US 8,314,113
Granted Patent B2
US 8,314,113 · App. 10/579,253 · Granted Nov 20, 2012

Substituted dihydroquinazolines II

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Quick Facts
Patent No.
US 8,314,113
App. No.
10/579,253
Granted
Nov 20, 2012
Kind
B2
Abstract

The invention relates to substituted dihydroquinazolines and to a method for the production thereof, the use thereof for treating and/or preventing diseases and for producing drugs for treating and/or preventing diseases, in particular for the use of the inventive dihydroquinazolines in the form of antiviral agents, in particular against cytomegaloviruses.

Claims (32)

1. A compound of formula (I)

in which

R 1 , R 2 and R 3 independently of one another represent hydrogen, alkyl, alkoxy, carboxyl, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl, trifluoromethyl, halogen, cyano, hydroxyl or nitro,

R 4 and R 5 independently of one another represent hydrogen, alkyl, alkoxy, alkylthio, cyano, halogen, nitro, trifluoromethyl or trifluoromethoxy,

R 6 represents alkyl, cyano, halogen, nitro or trifluoromethyl,

R 7 and R 8 independently of one another represent hydrogen, halogen, alkyl or alkoxy and

R 9 represents aryl or 1,3-benzodioxol-5-yl, where aryl and 1,3-benzodioxol-5-yl may be substituted by 1 to 3 substituents, where the substituents independently of one another are selected from the group consisting of alkoxy, alkylthio, carboxyl, alkylcarbonyl, alkoxycarbonyl, aminocarbonyl, trifluoromethyl, halogen, carbamoyl, cyano, hydroxyl, amino, alkylamino, nitro and optionally hydroxyl-substituted alkyl,

or a salt thereof.

2. The compound according to claim 1 , whereby

R 1 , R 2 and R 3 independently of one another represent hydrogen, methyl, fluorine, chlorine, cyano, hydroxyl or aminocarbonyl,

R 4 and R 5 independently of one another represent hydrogen, fluorine, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy,

R 6 represents chlorine, nitro, trifluoromethyl, methyl, isopropyl or tert-butyl,

R 7 and R 8 independently of one another represent hydrogen or C 1 -C 3 -alkyl and

R 9 represents phenyl or 1,3-benzodioxol-5-yl, where phenyl may be substituted by 1 to 3 substituents, where the substituents independently of one another are selected from the group consisting of C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, carboxyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, trifluoromethyl, fluorine, chlorine, bromine, cyano, hydroxyl, amino, C 1 -C 6 -alkylamino and nitro.

3. The compound according to claim 1 , whereby

R 1 and R 2 are hydrogen,

R 3 is fluorine,

R 4 and R 5 independently of one another are hydrogen, fluorine or methoxy,

R 6 is trifluoromethyl,

R 7 and R 8 are hydrogen and

R 9 is phenyl, where phenyl may be substituted by 1 or 2 substituents, where the substituents independently of one another are selected from the group consisting of methyl, methoxy, ethoxy, fluorine and chlorine.

4. A method for preparing a compound of formula (I) according to claim 1 , comprising the step of reacting a compound of formula (II)

in which

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are as defined in claim 1 , and

R 10 represents alkyl,

with a base.

5. A method for preparing a medicament comprising mixing a therapeutically effective amount of a compound according to claim 1 with a pharmaceutically suitable excipient.

6. A method for preparing a medicament for the treatment of viral infections in humans, or the prophylaxis, or treatment and prophylaxis of viral infections in immuno-compromised humans, comprising mixing a therapeutically effective amount of a compound according to claim 1 with a pharmaceutically suitable excipient, wherein the viral infection is an infection with the human cytomegalovirus (HCMV).

7. A medicament comprising a therapeutically effective amount of a compound as defined in claim 1 in combination with a further active compound.

8. A medicament comprising a therapeutically effective amount of a compound as defined in claim 1 in combination with an inert nontoxic, pharmaceutically acceptable auxiliary.

9. A method for treating viral infections in humans by administering an antivirally effective amount of a compound according to claim 1 , wherein the viral infection is an infection with the human cytomegalovirus (HCMV) or another representative of the group of herpes viridae.

10. A method for the prophylaxis of viral infections in an immuno-compromised human by administering an antivirally effective amount of a compound according to claim 1 to the immuno-compromised human, wherein the viral infection is an infection with the human cytomegalovirus (HCMV).

Assignments (8)
CHANGE OF NAME Recorded Sep 9, 2021
From: AIC246 GMBH & CO. KG
To: AIC246 AG & CO. KG
Reel/Frame 057447/0605 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 2, 2021
From: AICURIS ANTI-INFECTIVE CURES GMBH
To: AIC246 GMBH & CO. KG
Reel/Frame 057371/0159 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 31, 2019
From: AICURIS GMBH & CO. KG
To: AICURIS ANTI-INFECTIVE CURES GMBH
Reel/Frame 048208/0077 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 14, 2010
From: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT
To: AICURIS GMBH & CO. KG
Reel/Frame 025492/0815 →
MERGER Recorded Dec 14, 2010
From: BAYER HEALTHCARE AG
To: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT
Reel/Frame 025497/0632 →
MERGER Recorded Dec 14, 2010
From: BAYER HEALTHCARE AG
To: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT
Reel/Frame 025497/0663 →
MERGER Recorded Jan 12, 2010
From: BAYER HEALTHCARE AG
To: BAYER SCHERING PHARMA AKTIENGESELLSCHAFT
Reel/Frame 023769/0122 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 9, 2007
From: WUNBERG, TOBIAS; BAUMEISTER, JUDITH; JESKE, MARIO; NELL, PETER; NIKOLIC, SUSANNE; SUESSMEIER, FRANK; ZIMMERMANN, HOLGER; GROSSER, ROLF; HEWLETT, GUY; KELDENICH, JOERG; LANG, DIETER; HENNINGER, KERSTIN
To: BAYER HEALTHCARE AG
Reel/Frame 018728/0165 →