IP Library Granted Patent US 9,663,474
Granted Patent B2
US 9,663,474 · App. 14/443,305 · Granted May 30, 2017

Heterocyclic substituted 2-amino quinazoline derivatives for the treatment of viral infections

Inventors: Stefaan Julien Last (Lint, BE); David Craig McGowan (Brussels, BE); Werner Embrechts (Beerse, BE); Serge Maria Aloysius Pieters (AR Hulst, NL); Tim Hugo Maria Jonckers (Heist-op-den-Berg, BE); Pierre Jean-Marie Bernard Raboisson (Rosieres, BE)
Assignee: JANSSEN SCIENCES IRELAND UC
C07D239/84C07D239/95C07D401/12C07D403/12C07D413/12C07D417/12
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Quick Facts
Patent No.
US 9,663,474
App. No.
14/443,305
Granted
May 30, 2017
Kind
B2
Abstract

This invention relates to heterocyclic substituted 2-amino-quinazoline derivatives, processes for their preparation, pharmaceutical compositions, and their use in treating viral infections.

Claims (25)

1. A compound of formula (I)

or a pharmaceutically acceptable salt, tautomer(s), stereo-isomeric forms or polymorph thereof, wherein

R 1 is selected from the group consisting of:

R 2 is selected from the group consisting of hydrogen, —O—(C 1-3 )-alkyl, halogen, (C 1-3 )-alkyl, —O—(C 1-3 )-alkyl-O—(C 1-3 )-alkyl and CH 2 OH;

R 3 is selected from the group consisting of hydrogen, —O—(C 1-3 )-alkyl, halogen, (C 1-3 )-alkyl and —C(═O)—R 7 , wherein R 7 is —O—(C 1-3 )-alkyl, NH 2 , NH(CH 3 ), N(CH 3 ) 2 , N(CH 3 )(C 1-3 )-alkyl, N((C 1-3 )-alkyl) 2 or pyrolidine;

R 4 is hydrogen or fluorine;

R 5 is selected from the group consisting of (C 1-3 )-alkyl, (C 1-3 )-fluoro-alkyl, and CH 2 OH;

R 6 is selected from the group consisting of NH 2 , NH(CH 3 ), N(CH 3 ) 2 , and (hetero)-aniline, wherein said (hetero)-aniline- is optionally substituted with one or more of R 8 , R 9 , R 10 R 11 or R 12 or (hetero)-benzylamine, wherein the (hetero)-benzylamine is optionally substituted with one or more of R 8 , R 9 , R 10 R 11 or R 12 , wherein R 8 , R 9 , R 10 , R 11 and R 12 which are the same or different, are each independently selected from the group consisting of hydrogen, (C 1-3 )-alkyl, —O—(C 1-3 )-alkyl and halogen; and

R 13 is selected from the group consisting of hydrogen, (C 1-3 )-alkyl and (C 1-3 )-fluoro-alkyl.

2. A substituted 2-amino-4-hydroxyquinazoline having the following formula

3. A compound of claim 1 , wherein R 1 is

4. A compound as claimed in claim 1 , wherein R 9 is CH 3 .

5. A compound as claimed in claim 1 , wherein R 2 is OCH 3 or —O—(C 1-3 )-alkyl-O—(C 1-3 )-alkyl.

6. A compound as claimed in claim 1 , wherein

R 3 , R 4 , R 13 and R 8 are each H;

R 9 is CH 3 ;

R 2 is —O—(C 1-3 )-alkyl-O—(C 1-3 )-alkyl; and

R 1 is

7. A compound as claimed in claim 1 , wherein

R 3 , R 4 , R 13 and R 8 are each H;

R 9 is CH 3 ;

R 2 is OCH 3 ; and

R 1 is

8. A compound as claimed in claim 1 , said compound selected from the group consisting of

9. A pharmaceutical composition comprising a compound as claimed in claim 1 together with one or more pharmaceutically acceptable excipients, diluents or carriers.

Assignments (6)
CHANGE OF NAME Recorded Jun 9, 2020
From: JANSSEN SCIENCES IRELAND UC
To: JANSSEN SCIENCES IRELAND UNLIMITED COMPANY
Reel/Frame 052881/0540 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2016
From: JONCKERS, TIM HUGO MARIA; LAST, STEFAAN JULIEN; MC GOWAN, DAVID CRAIG; RABOISSON, PIERRE JEAN-MARIE BERNARD
To: JANSSEN INFECTIOUS DISEASES BVBA
Reel/Frame 038815/0877 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2016
From: EMBRECHTS, WERNER; PIETERS, SERGE MARIA ALOYSIUS
To: JANSSEN PHARMACEUTICA NV
Reel/Frame 038816/0005 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2016
From: JANSSEN PHARMACEUTICA NV
To: JANSSEN R&D IRELAND
Reel/Frame 038816/0143 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2016
From: JANSSEN INFECTIOUS DISEASES BVBA
To: JANSSEN R&D IRELAND
Reel/Frame 038816/0319 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2016
From: JANSSEN R&D IRELAND
To: JANSSEN SCIENCES IRELAND UC
Reel/Frame 038817/0833 →
Priority Claims (1)
EP 12192970 · Nov 16, 2012 · regional
Continuity (1)
Related Publication 20150284339A1 · Oct 8, 2015