C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 403/14 (2006.01) A61K 31/40 (2006.01) A61K 31/675 (2006.01) C07F 9/6558 (2006.01)
Patent
CA 2262089
Compounds of formula (I) wherein: R1 and R1' are independently alkyl, aryl, alkenyl or alkynyl; R2 and R2' are independently hydrogen, alkyl, aralkyl, alkoxyalkyl, hydroxyalkyl, haloalkyl, aminoalkyl, monoalkylaminoalkyl, dialkylaminoalkyl, acylaminoalkyl, alkylsulphonylaminoalkyl, arylsulphonyl- aminoalkyl, mercaptoalkyl, alkylthioalkyl, carboxyalkyl, alkoxycarbonylalkyl, aminocarbonylalkyl, alkylthio or alkylsulphinyl; R4, R5, R6, R7, R4', R5', R6' and R7' each independently are hydrogen, formula (II), CO2R9, CH2OR10, CHO, CH2NR11R12, CON(R13)2, halogen, cyano, aryl, alkyl, hydroxy, alkoxy, aryloxy, haloalkyl, nitro, amino, aralkyloxy, acylamino, monoalkylamino, dialkylamino, thio, alkylthio, alkylsulphinyl, alkylsulphonyl, arylsulphinyl, azide, phosphate or phosphonate provided that at least one of R4, R5, R6 and R7 and at least one of R4', R5', R6' and R7' are other than hydrogen, with the proviso that when R6 is methoxy, R5 or R5' are not methoxy; R8 is alkyl or aryl; R9 is alkyl or aryl; R10 is hydrogen, alkyl or aryl; R11 and R12 are independently hydrogen, alkyl, aryl, aralkyl or acyl; R13 is hydrogen, alkyl, aryl or aralkyl; and one of X and Y signifies O and the other signifies O, S, (H,OH) or (H,H); as well as pharmaceutically acceptable prodrugs therefor or pharmaceutically acceptable salts of acidic compounds of formula (I) with basis or basic compounds of formula (I) with acids are antiproliferative agents useful in the treatment of cancer.
L'invention concerne des composés de formule (I), dans laquelle R?1¿ et R?1'¿ sont indépendamment alkyle, aryle, alcényle ou alkynyle; R?2¿ et R?2'¿ sont indépendamment hydrogène, alkyle, aralkyle, alcoxyalkyle, hydroxyalkyle, haloalkyle, aminoalkyle, monoalkylaminoalkyle, dialkylaminoalkyle, acylaminoalkyle, alkylsulfonylaminoalkyle, arylsulfonylaminoalkyle, mercaptoalkyle, alkylthioalkyle, carboxyalkyle, alcoxycarbonylalkyle, aminocarbonylalkyle, alkylthio ou alkylsulfinyle; R?4¿, R?5¿, R?6¿, R?7¿, R?4'¿, R?5'¿, R?6'¿ et R?7'¿ sont indépendamment hydrogène, (II), CO¿2?R?9¿, CH¿2?OR?10¿, CHO, CH¿2?NR?11¿R?12¿, CON(R?13¿)¿2?, halogène, cyano, aryle, alkyle, hydroxy, alcoxy, aryloxy, haloalkyle, nitro, amino, aralkyloxy, acylamino, monoalkylamino, dialkylamino, thio, alkylthio, alkylsulfinyle, alkylsulfonyle, arylsulfinyle, azide, phosphate ou phosphonate, à condition qu'au moins R?4¿, R?5¿, R?6¿ et/ou R?7¿ et au moins R?4'¿, R?5'¿, R?6'¿ et/ou R?7'¿ soient autres qu'hydrogène, à condition que quand R?6¿ est méthoxy, R?5¿ ou R?5'¿ ne soit pas méthoxy; R?8¿ est alkyle ou aryle; R?9¿ est alkyle ou aryle; R?10¿ est hydrogène, alkyle ou aryle; R?11¿ et R?12¿ sont indépendamment hydrogène, alkyle, aryle, aralkyle ou acyle; R?13¿ est hydrogène, alkyle, aryle ou aralkyle; et X ou Y signifie O et l'autre signifie O, S, (H,OH) ou (H,H). L'invention concerne également des promédicaments pharmaceutiquement acceptables pour ces composés, ou des sels pharmaceutiquement acceptables de composés acides de formule (I) avec des bases ou de composés basiques de formule (I) avec des acides. Ces composés sont des agents antiprolifératifs utiles dans le traitement du cancer.
Dhingra Urvashi Hooda
Huryn Donna Mary
Keith Dennis Dalton
F. Hoffmann-La Roche Ag
Gowling Lafleur Henderson Llp
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