EP 1786818 A1 20070523 - DIHYDROPTERIDINE DERIVATIVES, METHODS FOR THEIR PREPARATION AND THEIR USE AS DRUGS
Title (en)
DIHYDROPTERIDINE DERIVATIVES, METHODS FOR THEIR PREPARATION AND THEIR USE AS DRUGS
Title (de)
DIHYDROPTERIDINONDERIVATIVE, VERFAHREN ZU DEREN HERSTELLUNG UND DEREN VERWENDUNG ALS ARZNEIMITTEL
Title (fr)
DÉRIVÉS DE DIHYDROPTERIDINE, MÉTHODES DE PRÉPARATION ET UTILISATION EN TANT QUE MÉDICAMENT
Publication
Application
Priority
- EP 2005008990 W 20050819
- EP 04020125 A 20040825
- EP 05775932 A 20050819
Abstract (en)
[origin: EP1632493A1] Dihydropteridinone derivatives (I) are new. Dihydropteridinone derivatives of formula (I) and their tautomers, isomers, acid addition salts, solvates and hydrates are new. L = a bond, A, OA or N(R 7>)A; A = 1-6C alkylene, 2-6C alkenylene, 2-6C alkynylene, 3-7C cycloalkylene, (1-4C)alkylene(6-10C)arylene(1-4C)alkylene or (1-4C)alkylene(6-10C)arylene, all optionally substituted with R 9>; R 1>, R 2>= H or 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl, all optionally substituted with R 9>, or R 1>+R 2>= 2-6C alkylene with 0-2 CH 2groups replaced by O or NR 7>, optionally substituted with R 9>; R 3>= H or 1-8C alkyl, 2-8C alkenyl, 2-8C alkynyl, 3-8C cycloalkyl or 6-14C aryl, all optionally substituted with R 9>; or R 3>+R 2>or R 3>+R 1>= 2-6C alkylene optionally substituted with R 9>; R 4>= H, halo, CN, OH, NR 7>R 8>, A' or OA'; A' = 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl, all optionally substituted with R 10>; R 5>= phenyl optionally substituted with R 11>; phenyl monosubstituted with R 6>; or 1-4C alkyl optionally substituted with R 9>; R 6>= NR 7>R 8>or 5- to 10-membered heterocycloalkyl with 1-3 heteroatoms (N, O, S), optionally substituted with R 12>; R 7>, R 8>= H or 1-6C alkyl; R 9>= halo, 1-4C alkyl, 1-4C alkoxy, CN, OH or CF 3; R 10>= halo, OH, oxo, 1-6C alkoxy, COOR 7>, NR 7>R 8>, CONR 7>R 8>, SO 2R 7>, CHF 2or CF 3; R 11>= halo, OH, CN, 1-4C alkyl, 1-4C alkoxy, COOR 7>, NR 7>R 8>, CONR 7>R 8>, SO 2R 7>, CHF 2, CF 3, 6-10C aryl or (6-10C)aryl(1-6C)alkyl; and R 12>= halo, CF 3, 1-6C alkyl, (6-10C)aryl(1-6C)alkyl 3-8C cycloalkyl or (3-8C)cycloalkyl(1-6C)alkyl. Independent claims are also included for intermediates of formula (A8), (A7a), (A7b) and (A5). PG = protecting group. [Image] [Image] [Image] ACTIVITY : Virucide; Anti-HIV; Antiinflammatory; Immunosuppressive; Antibacterial; Fungicide; Antiparasitic; Cytostatic; Dermatological; Antipsoriatic; Osteopathic; Vasotropic; Cardiant. Compounds (I) have good to very good activity in a HeLa S3 cytotoxicity assay, e.g. with an EC50 of less than 5 mu M, generally less than 1 mu M. MECHANISM OF ACTION : Polo-like kinase inhibitor.
IPC 8 full level
A61K 31/4375 (2006.01); A61P 35/00 (2006.01); C07D 475/04 (2006.01)
CPC (source: EP US)
A61P 1/04 (2017.12 - EP); A61P 7/06 (2017.12 - EP); A61P 9/00 (2017.12 - EP); A61P 9/10 (2017.12 - EP); A61P 13/12 (2017.12 - EP); A61P 17/02 (2017.12 - EP); A61P 17/06 (2017.12 - EP); A61P 17/14 (2017.12 - EP); A61P 19/02 (2017.12 - EP); A61P 19/08 (2017.12 - EP); A61P 25/28 (2017.12 - EP); A61P 29/00 (2017.12 - EP); A61P 31/04 (2017.12 - EP); A61P 31/10 (2017.12 - EP); A61P 31/12 (2017.12 - EP); A61P 31/18 (2017.12 - EP); A61P 33/00 (2017.12 - EP); A61P 35/00 (2017.12 - EP); A61P 35/02 (2017.12 - EP); A61P 37/06 (2017.12 - EP); A61P 43/00 (2017.12 - EP); C07D 475/00 (2013.01 - EP US); C07D 487/04 (2013.01 - EP US); Y02P 20/55 (2015.11 - EP US)
Citation (search report)
See references of WO 2006021378A1
Designated contracting state (EPC)
AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC NL PL PT RO SE SI SK TR
DOCDB simple family (publication)
EP 1632493 A1 20060308; AR 050611 A1 20061108; CA 2578838 A1 20060302; EP 1786818 A1 20070523; JP 2008510750 A 20080410; TW 200621262 A 20060701; US 2006052383 A1 20060309; US 2008108812 A1 20080508; US 2008113992 A1 20080515; US 2008194818 A1 20080814; US 7332491 B2 20080219; US 7547780 B2 20090616; WO 2006021378 A1 20060302; WO 2006021378 A8 20060427
DOCDB simple family (application)
EP 04020125 A 20040825; AR P050103504 A 20050822; CA 2578838 A 20050819; EP 05775932 A 20050819; EP 2005008990 W 20050819; JP 2007528703 A 20050819; TW 94128936 A 20050824; US 21095105 A 20050824; US 95874607 A 20071218; US 95874907 A 20071218; US 95875007 A 20071218