US 7,320,980 B2
Substituted pyrido(1,2-a)pyrimidines and their use as NOS inhibitors
Bernd Sundermann, Aachen (Germany); Hagen-Heinrich Hennies, Simmerath (Germany); Helmut Buschmann, Esplugues de Llobreget (Spain); Ullvi Bluhm, Kronshagen (Germany); Bernd Clement, Kiel (Germany); Dieter Heber, Molfsee (Germany); and Ulrich Wolschendorf, Kronshagen (Germany)
Assigned to Gruenenthal GmbH, Aachen (Germany)
Filed on Sep. 06, 2005, as Appl. No. 11/218,570.
Application 11/218570 is a continuation of application No. PCT/EP2004/002279, filed on Mar. 05, 2004.
Claims priority of application No. 103 10 106 (DE), filed on Mar. 06, 2003.
Prior Publication US 2006/0084664 A1, Apr. 20, 2006
Int. Cl. A61K 31/519 (2006.01); C07D 471/04 (2006.01); A61P 25/06 (2006.01)
U.S. Cl. 514—259.1  [544/282] 32 Claims
 
1. A pyrido[1,2-a]pyrimidine compound corresponding to formula I

OG Complex Work Unit Drawing
wherein
R1 and R2, mutually independently, in each case denote hydrogen, halogen or a linear or branched, optionally at least monosubstituted, alkyl residue, and
R3 denotes an optionally at least monosubstituted, monocyclic aryl or heteroaryl residue, which is optionally fused with an optionally at least monosubstituted monocyclic or polycyclic ring system optionally comprising at least one heteroatom as a ring member,
or a physiologically acceptable salt thereof,
provided that the following compounds are excluded:
compounds corresponding to formula I, wherein R1 and R2 denote hydrogen and a methyl residue or wherein R1 and R2 denote hydrogen and R3 denotes a phenyl residue which is unsubstituted or monosubstituted with a methyl residue, methoxy residue, Cl or Br, and their hydroperchlorate salts, and the following compounds and their hydroperchlorate salts:
(3,4-dihydro-9-methyl-2H-pyrido[1,2-a]pyrimidin-3-yl)(3,4-dimethoxyphenyl)-methanone,
(3,4-dihydro-6-methyl-2H-pyrido[1,2-a]pyrimidin-3-yl)(3,4-dimethoxyphenyl)-methanone,
(3,4-dihydro-2H-pyrido[1,2-a]pyrimidin-3-yl)(3,4-dimethoxyphenyl)-methanone and
(3,4-dichlorophenyl)(3,4-dihydro-2H-pyrido[1,2-a]pyrimidin-3-yl)-methanone.