IP Library Granted Patent US 7,547,702
Granted Patent B2
US 7,547,702 · App. 10/380,908 · Granted Jun 16, 2009

4-amino-quinazolines

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Quick Facts
Patent No.
US 7,547,702
App. No.
10/380,908
Granted
Jun 16, 2009
Kind
B2
Abstract

Quinazolines of the formula (I) in which R, R 1 , R 2 , R 3 , R 4 and Y have the meaning indicated in Patent claim 1 , and their salts or solvates as glycoprotein 1 bIX antagonists.

Claims (23)

1. Compounds of the formula I

in which

R and R 1 are independently of each other H, alkyl of 1-6 carbon atoms, OR 5 , Hal, N(R 5 ) 2 , NO 2 , CN, CHO, COalkyl of 1-6 carbon atoms, CON(R 5 ) 2 , COOR 5 , allyl, CH═CH—COOR 5 , CH═CHCON(R 5 ) 2 , SO 2 alkyl of 1-6 carbon atoms or phenyl, which is unsubstituted or mono-, di- or trisubstituted by alkyl of 1-6 carbon atoms,

R 2 is H, alkyl of 1-6 carbon atoms, cycloalkyl, —(CH 2 ) o —OR 5 , or —(CH 2 ) o —OR 6 ,

R 3 is

R 4 is Ar,

R 5 is H or alkyl of 1-6 carbon atoms,

R 6 is benzo[1,3]dioxol-5-yl,

R 7 is H, alkyl of 1-6 carbon atoms, cycloalkyl or (CH 2 ) q —OR 5 ,

Q is S,

Y is a direct bond,

Ar is phenyl, naphthyl or biphenyl, which is unsubstituxed or mono-, di- or trisubstituted by alkyl of 1-6 carbon atoms, OR 5 , cycloalkyloxy, O—(CH 2 ) p -Ph, CF 3 ,OCF 3 , Hal, CN, CHO, COalkyl of 1-6 carbon atoms, COOR 5 , —(CH 2 ) p —N(R 7 ) 2 , NR 5 —COalkyl of 1-6 carbon atoms, NO 2 , SO 2 N(R 5 ) 2 , mor, SO 2 -mor, 5-methyl-3-oxo-2,4-dihydropyrazol-2-yl, naphthyl or Her 2 ,

Het 2 is a unsaturated mono- or bicyclic heterocyclic radical having 5 to 10 ring members, where 1 or 2 N and/or 1 or 2 S or O atoms can be present and the heterocyclic radical can be mono- or disubstituted by alkyl of 1-6 carbon atoms, Hal, OR 5 , CF 3 , OCF 3 , N(R 5 ) 2 , —(CH 2 ) p —(CHalkyl of 1-6 carbon atoms) q -N(R 5 )—(CH 2 ) q —COR 5 , CHO, COalkyl of 1-6 carbon atoms or COOR 5 ,

Hal is F, Cl, Br or I,

mor is morpholin-4-yl,

Ph is phenyl,

o is 1, 2, 3, 4, 5, 6 or 7,

p is 0, 1, 2, 3 or 4,

q is 1, 2, 3 or 4,

and their pharmaceutically acceptable salts.

2. The compound according to claim 1 wherein R is H, or alkoxy.

3. The compound according to claim 1 wherein R 1 is H, alkyl, alkoxy or halo.

4. A pharmaceutical composition comprising a pharmaceutically acceptable carrier and as an active ingredient a therapeutically effective amount of a compound as claimed in claim 1 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 15, 2005
From: MERCK PATENT GMBH
To: ORTHO-MCNEIL PHARMACEUTICALS, INC.
Reel/Frame 016888/0164 →