EP 1272474 A1 20030108 - SUBSTITUTED 5-METHYLDIHYDROPYRIDAZINONES AND THEIR USE IN THE PROPHYLAXIS AND/OR TREATMENT OF ANEMIAS
Title (en)
SUBSTITUTED 5-METHYLDIHYDROPYRIDAZINONES AND THEIR USE IN THE PROPHYLAXIS AND/OR TREATMENT OF ANEMIAS
Title (de)
SUBSTITUIERTE 5-METHYLDIHYDROPYRIDAZINONE UND IHRE VERWENDUNG IN DER PROPHYLAXE UND/ODER DER BEHANDLUNG VON ANÄMIEN
Title (fr)
5-METHYLDIHYDROPYRIDAZINONES SUBSTITUEES ET LEUR UTILISATION POUR ASSURER LA PROPHYLAXIE ET/OU LE TRAITEMENT D'ANEMIES
Publication
Application
Priority
- DE 10010425 A 20000303
- EP 0101873 W 20010220
Abstract (en)
[origin: DE10010425A1] The use of 6-(4-(acylamino)-phenyl)-5-methyl-dihydropyridazinone derivatives (I) as medicaments for the treatment or prophylaxis of anemia is new. Some compounds (I) are new. The use of pyridazinone derivatives of formula (I) (including their tautomers and salts) is claimed for production of medicaments or pharmaceutical compositions for the prophylaxis and/or treatment of anemia. A, D, E, G = H, alkyl, OH, NO2, halo or alkoxy; R1 = H or 1-4C alkyl; R2 = (a) 2-methyl-tetrahydrofuran-2-yl, 1,2-dithian-4-yl, 5-methyl-1,3-dioxan-5-yl, 5,5-dimethyl-2-oxo-tetrahydrofuran-4-yl, 2,5-dihydrothienyl, 2-oxo-tetrahydrofuran-5-yl, 2-oxo-pyrrolidin-5-yl, 4-methyl-2-oxo-pyrrolidin-5-yl, tetrahydrofuran-5-yl, -CHPh2, 4-(5-methyl-4,5-dihydropyridazin-3(2H)-on-6-yl)-anilino or (1-4C) alkylbenzamidomethyl; (b) cycloalkyl (optionally substituted (os) by 1-4 of alkyl, alkoxy, alkoxycarbonyl, OH, COOH or aryl (itself os by 1-3 halo)); (c) aryl, aryloxy, arylthio, dihydropyridinone or Het (all os by 1-3 of CF3, NO2, OH, CN, cycloalkyl, halo, mono-, di- or trihalophenoxyalkyl, phenoxy, alkoxy, alkoxycarbonyl, COOH, arylcarbonyl or NR3R4; or by phenyl (itself os by 1-3 of alkyl or alkoxy)); (d) 1-10C alkyl (os by 1-3 of halo, alkoxycarbonyl, COOH, 1-6C acyloxy, NR5R6, S(C(S)NR7R8 or OR9); (e) alkoxycarbonyl or NR13R14; or (f) alkenyl (os by aryl); Het = 5- or 6-membered aromatic heterocycle, containing 1-3 of O, S and/or N as heteroatom(s); R9 = H, alkyl or alkenyl (os by aryl); or 1-10C alkyl (os by 3-8C cycloalkyl, aryl or Het' (where the ring systems are os by 1-3 of OH, CN, cycloalkyl, halo, CF3, alkyl, aryl, OPh, 1-8C alkoxy, alkoxycarbonyl, COOH or NR11R12; or aryl (itself os by halo))); R3 - R8, R11, R12 = H, alkyl or 1-6C acyl; Het' = optionally benzo-fused, aromatic or saturated, 5- or 6-membered heterocycle containing 1-3 of O, S, N and/or NR10 as heteroatom(s); R10 = H, Ph or alkyl; R13, R14 = H, alkyl or 1-6C acyl; 3-8C cycloalkyl, aryl or 5- or 6-membered heterocycle containing 1-3 of O, S and/or N as heteroatom(s) (all os by 1 or 2 of OH, alkyl, alkoxycarbonyl, alkoxy, halo, CONR15R16 or SO2NR17R18); or alkyl (os by phenyl, itself os by 1-3 halo); R15-R18 = H, aryl or alkyl; Unless specified otherwise alkyl moieties have 1-6C, cycloalkyl moieties 3-6C, alkenyl moieties 2-6C and aryl moieties 6-10C. Independent claims are included for 26 specific new compounds (I) (including tautomers and salts), i.e. 6-(4-(N-(QCO)-amino)-phenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-ones and 6-(4-(N-(Q'CO)-amino)-2-methylphenyl)-5-methyl-4,5-dihydropyridazin-3( 2H)-ones, where: Q = 3-(2-chloro-4-fluorophenyl)-5-methyl-isoxazol-4-yl, 2-carbamoyl-3-thienylamino, 2-(2-fluorophenyl)-ethylamino, 2-sulfamoylphenylamino, 2-fluorophenylamino, 3,5-dichloro-2-pyridinyl, 3-isoquinolinyl, 6-methyl-2-pyridinyl, 4-chloro-2-pyridinyl, 4-(methoxycarbonyl)-2-pyridinyl, 3-pyridinylmethyl, 2,6-dichlorobenzyl, 2-phenylethyl, 3-fluorophenyl, 2-fluorophenyl, 2-(trifluoromethyl)-phenyl, 6-fluoro-2-pyridinyl or 3-methyl-2-pyridinyl; and Q' = 2-pyridinyl, 3,5-dichloro-2-pyridinyl, 2-pyridinylmethyl, 6-methyl-2-pyridinyl, 6-fluoro-2-pyridinyl, 3-pyridinylmethyl, 2-fluorophenyl or 3-propoxy-2-pyridinyl.
IPC 1-7
C07D 237/04; A61K 31/50; A61P 7/06; C07D 401/12; C07D 403/12; C07D 405/12; C07D 409/12; C07D 413/12; C07D 417/12
IPC 8 full level
A61P 7/06 (2006.01); C07D 237/04 (2006.01); C07D 401/12 (2006.01); C07D 403/12 (2006.01); C07D 405/12 (2006.01); C07D 409/12 (2006.01); C07D 413/12 (2006.01); C07D 417/12 (2006.01)
CPC (source: EP)
A61P 7/06 (2017.12); C07D 237/04 (2013.01); C07D 401/12 (2013.01); C07D 403/12 (2013.01); C07D 405/12 (2013.01); C07D 409/12 (2013.01); C07D 413/12 (2013.01); C07D 417/12 (2013.01)
Citation (search report)
See references of WO 0164652A1
Designated contracting state (EPC)
DE ES FR GB IT
DOCDB simple family (publication)
DE 10010425 A1 20010906; AU 5213201 A 20010912; EP 1272474 A1 20030108; WO 0164652 A1 20010907; WO 0164652 A9 20020704
DOCDB simple family (application)
DE 10010425 A 20000303; AU 5213201 A 20010220; EP 0101873 W 20010220; EP 01925339 A 20010220