C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 487/04 (2006.01) C07D 231/00 (2006.01) C07D 251/00 (2006.01)
Patent
CA 2432417
The invention concerns novel cyclin-dependent kinase (CDK) and glycolene synthase kinase-3 (GSK-3) inhibitors, corresponding to general formula (I), wherein: A represents a hydrogen atom, a halogen atom, a formyl, cyano, nitro, guanidinoaminomethylenyl, (1,3-dihydro-2-oxoindol)-3-ylidenemethyl, alkylcarbonyl, aralkylcarbonyl or heteroaralkylcarbonyl radical, or a -L-NR?1´R?2´ radical wherein L represents an alkylene radical and R?1´ and R?2´ are selected independently among a hydrogen atom and an alkyl radical or R?1´ and R?2´ together with the nitrogen bearing them form a heterocycle with 5 to 7 members optionally substituted; X represents a hydrogen atom, an alkylthio, aralkylthio, alkylthioxo or aralkylthioxo radical, or a NR?4´R?5´ radical wherein R?4´ represents an alkyl radical, a hydroxyalkyl radical, a cycloalkyl radical optionally substituted, an aralkyl radical whereof the aryl radical is optionally substituted, or R?4´ represents a heteroaryl or heteroarylalkyl radical, the heteroaryl radical of the heteroaryl or heteroarylalkyl radicals being optionally substituted; Y represents NH or an oxygen atom; Z represents a bond or an alkyl or alkylthioalkyl radical; and Ar represents a carbocyclic aryl radical optionally substituted, a heterocyclic aryl radical optionally substituted or a piridiniumolate radical; or are pharmaceutically acceptable salts of said compounds.
L'invention concerne de nouveaux inhibiteurs de kinases d~pendantes des cyclines (CDK) et de la glycog~ne synthase kinase-3 (GSK-3), lesquels r~pondent ~ la formule g~n~rale (I), dans laquelle A repr~sente un atome d'hydrog~ne, un atome halog~ne, un radical formyle, cyano, nitro, guanidinoaminom~thyl~nyle, (1,3-dihydro-2-oxoindol)-3-ylid~nem~thyle, alkylcarbonyle, aralkylcarbonyle ou h~t~roaralkylcarbonyle, ou encore un radical -L-NR1~R2~ dans lequel L repr~sente un radical alkyl~ne et R1~ et R2~ sont choisis ind~pendamment parmi un atome d'hydrog~ne et un radical alkyle ou R1~ et R2~ pris ensemble avec l'atome d'azote qui les porte forment un h~t~rocycle de 5 ~ 7 cha~nons ~ventuellement substitu~; X repr~sente un atome d'hydrog~ne, un radical alkylthio, aralkylthio, alkylthioxo ou aralkylthioxo, ou encore un radical NR4~R5~dans lequel R4~ repr~sente un radical alkyle, un radical hydroxyalkyle, un radical cycloalkyle ~ventuellement substitu~, un radical aralkyle dont le radical aryle est ~ventuellement substitu~, ou encore R4~ repr~sente un radical h~t~roaryle ou h~t~roarylalkyle, le radical h~t~roaryle des radicaux h~t~roaryle ou h~t~roarylalkyle ~tant ~ventuellement substitu~; Y repr~sente NH ou un atome d'oxyg~ne; Z repr~sente une liaison ou un radical alkyle ou alkylthioalkyle; et Ar repr~sente un radical aryle carbocyclique ~ventuellement substitu~, un radical aryle h~t~rocyclique ~ventuellement substitu~ ou un radical piridiniumolate; ou sont des sels pharmaceutiquement acceptables de ces compos~s.
Kim Sun
Lonchampt Marie-Odile
Morgan Barry
Prevost Gregoire
Thurieau Christophe
Goudreau Gage Dubuc
Ipsen Pharma S.a.s
Societe de Conseils de Recherches Et D'applications Scientifique
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