| US 7,488,733 B2 | ||
| 6-arylamino-5-cyano-4-pyrimidinones as pde9a inhibitors | ||
| Martin Hendrix, Odenthal (Germany); Lars Bärfacker, Oberhausen (Germany); Bettina Beyreuther, Düsseldorf (Germany); Ulrich Ebert, Mannheim (Germany); Christina Erb, Kriftel (Germany); Frank-Thorsten Hafner, Wuppertal (Germany); Heike Heckroth, Wuppertal (Germany); Yan-Hong Liu, Frankfurt (Germany); Dagmar Karthaus, Solingen (Germany); Adrian Tersteegen, Wuppertal (Germany); Franz-Josef van der Staay, Dronten (Netherlands); and Marja van Kampen, Düsseldorf (Germany) | ||
| Assigned to Boehringer Ingelheim International GmbH, Ingelheim (Germany) | ||
| Appl. No. 10/559,954 PCT Filed Jun. 16, 2004, PCT No. PCT/EP2004/006477 § 371(c)(1), (2), (4) Date Sep. 28, 2006, PCT Pub. No. WO2004/113306, PCT Pub. Date Dec. 29, 2004. |
||
| Claims priority of application No. 103 28 479 (DE), filed on Jun. 25, 2003. | ||
| Prior Publication US 2007/0105881 A1, May 10, 2007 | ||
| Int. Cl. C07D 239/42 (2006.01); C07D 401/12 (2006.01); A61K 31/505 (2006.01) | ||
| U.S. Cl. 514—269 [544/319] | 8 Claims |
1. A compound of formula
 in which
A is C1-C8-alkyl, C3-C8-cycloalkyl, tetrahydrofuryl or tetrahydropyranyl, which are optionally substituted by up to 3 radicals independently of one
another selected from the group of C1-C6-alkyl, C1-C6-alkoxy, hydroxycarbonyl, cyano, trifluoromethyl, trifluoromethoxy, amino, hydroxy, C1-C6-alkylamino, halogen, C1-C6-alkylaminocarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C1-C6-alkylsulfonyl and C1-C6-alkylthio,
where C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylamino, C1-C6-alkylaminocarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C1-C6-alkylsulfonyl and C1-C6-alkylthio are optionally substituted by one or more radicals selected from the group of hydroxy, cyano, halogen, hydroxycarbonyl
and a group of the formula —NR3R4,
where
R3 and R4 are independently of one another hydrogen or C1-C6-alkyl,
or
R3 and R4 together with the nitrogen atom to which they are bonded are 5- to 8-membered heterocyclyl,
B is phenyl or heteroaryl which are optionally substituted by up to 3 radicals independently of one another selected from
the group of C1-C6-alkyl, C1-C6-alkoxy, hydroxycarbonyl, cyano, trifluoromethyl, trifluoromethoxy, amino, nitro, hydroxy, C1-C6-alkylamino, halogen, C1-C6-alkylaminocarbonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C1-C6-alkylsulfonyl and C1-C6-alkylthio,
where C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkylamino, C1-C6-alkylaminocar-bonyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C1-C6-alkylsul-fonyl and C1-C6-alkylthio are optionally substituted by a radical selected from the group of hydroxy, cyano, halogen, hydroxycarbonyl and
a group of the formula —NR3R4,
where
R3 and R4 have the abovementioned meanings,
or salts thereof.
|