IP Library Granted Patent US 9,133,192
Granted Patent B2
US 9,133,192 · App. 14/377,064 · Granted Sep 15, 2015

Piperidino-pyrimidine derivatives for the treatment of viral infections

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Quick Facts
Patent No.
US 9,133,192
App. No.
14/377,064
Granted
Sep 15, 2015
Kind
B2
Abstract

This invention relates to piperidino-pyhmidine derivatives, processes for their preparation, pharmaceutical compositions, and their use in treating viral infections.

Claims (17)

1. A compound of formula (I)

or a pharmaceutically acceptable salt, tautomer, or solvate thereof, wherein

A is selected from the group consisting of CH 2 , NCOR 2 , CHR 3 and CR 3 R 3 in any stereo chemical configuration,

B is selected from the group consisting of CH 2 , NCOR 4 , CHR 3 and CR 3 R 3 in any stereo chemical configuration,

with the proviso that when A is NCOR 2 then B is not NCOR 4 and with the proviso that A and B are not both selected from CH 2 , CHR 3 or CR 3 R 3 ,

X is selected from CH 2 or CHR 5 in any stereo chemical configuration,

R 1 is selected from C 1-8 alkyl optionally substituted with one or more of the following: C 1-6 alkyl, C 3-7 cycloalkyl, hydroxyl, hydroxyalkyl, amino, nitrile, alkoxy and alkoxy-(C 1-4 )alkyl,

R 2 is selected from substituted and unsubstituted C 1-6 alkyl, C 3-7 cycloalkyl, heterocycle, aryl, heteroaryl, heteroarylalkyl, each of which is optionally substituted by one or more substituents independently selected from halogen, hydroxyl, amino, C 1-6 alkyl, di-(C 1-6 )alkylamino, C 1-6 alkylamino, C 1-6 alkoxy, C 3-6 cycloalkyl, heterocycle, aryl, alkenyl, alkynyl, arylalkyl, heteroaryl, heteroarylalkyl or nitrile,

R 3 is selected from hydrogen, substituted and unsubstituted C 1-6 alkyl, alkoxy, alkoxy-(C 1-4 )alkyl, C 3-7 cycloalkyl, C 4-7 heterocycle, aromatic, bicyclic heterocycle, arylalkyl, heteroaryl, heteroarylalkyl each of which is optionally substituted by one or more substituents independently selected from halogen, hydroxyl, amino, C 1-6 alkyl, di-(C 1-6 )alkylamino, C 1-6 alkylamino, C 1-6 alkyl, C 1-6 alkoxy, C 3-6 cycloalkyl, heterocycle, aryl, alkenyl, alkynyl, arylalkyl, heteroaryl, heteroarylalkyl or nitrile,

R 4 is selected from substituted or unsubstituted alkoxy, alkoxy-(C 1-4 )alkyl, aryl or C 3-7 cycloalkyl each of which is optionally substituted by heterocycle, nitrile, heteroarylalkyl or heteroaryl and wherein

R 5 is selected from aromatic, bicyclic heterocycle, aryl, heteroaryl, each of which is optionally substituted by one or more substituents independently selected from halogen, hydroxyl, amino, C 1-6 alkyl, di-(C 1-6 )alkylamino, C 1-6 alkylamino, C 1-6 alkyl, C 1-6 alkoxy, C 3-6 cycloalkyl, heterocycle, aryl, alkenyl, alkynyl, arylalkyl, heteroaryl, heteroarylalkyl or nitrile.

2. A compound of formula (I) as claimed in claim 1 wherein R 1 is butyl.

3. A compound of formula (I) as claimed in claim 1 wherein R 1 is C 4-8 alkyl substituted with hydroxyl.

4. A compound of formula (I) as claimed in claim 3 wherein R 1 selected from the group consisting of:

5. A compound of formula (I) as claimed in claim 1 wherein X is CH 2 .

6. A compound of formula (I) as claimed in claim 1 wherein X is CH 2 and A is CH 2 .

7. A pharmaceutical composition comprising a compound of formula (I) or a pharmaceutically acceptable salt, tautomer or solvate thereof as claimed in claim 1 together with one or more pharmaceutically acceptable excipients, diluents or carriers.

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 24, 2015
From: JANSSEN R & D IRELAND
To: JANSSEN SCIENCES IRELAND UC
Reel/Frame 035496/0382 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR NAME PREVIOUSLY RECORDED AT REEL: 033583 FRAME: 0178. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Oct 8, 2014
From: RABOISSON, PIERRE JEAN-MARIE BERNARD
To: JANSSEN INFECTIOUS DISEASES - DIAGNOSTICS BVBA
Reel/Frame 033916/0395 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2014
From: JANSSEN-CILAG FRANCE
To: JANSSEN R&D IRELAND
Reel/Frame 033582/0820 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2014
From: JONCKERS, TIM HUGO MARIA
To: JANSSEN INFECTIOUS DISEASES - DIAGNOSTICS BVBA
Reel/Frame 033582/0927 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2014
From: MC GOWAN, DAVID CRAIG
To: JANSSEN INFECTIOUS DISEASES - DIAGNOSTICS BVBA
Reel/Frame 033583/0079 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2014
From: RABOISSON, PIERRE JEAN-MARIA BERNARD
To: JANSSEN INFECTIOUS DISEASES - DIAGNOSTICS BVBA
Reel/Frame 033583/0178 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2014
From: JANSSEN INFECTIOUS DISEASES - DIAGNOSTICS BVBA
To: JANSSEN R&D IRELAND
Reel/Frame 033583/0273 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 21, 2014
From: DAOUBI KHAMLICHI, MOURAD
To: JANSSEN-CILAG FRANCE
Reel/Frame 033582/0495 →