Back to results
US 2007/0191393 A1Published application
Macrocyclic anilinopyrimidines with substituted sulphoximine as selective inhibitors of cell cycle kinases
OwnerUlrich Lucking, Gerhard Siemeister +1inventors
InventorsUlrich Lucking, Gerhard Siemeister, Benjamin Bader
Life of this patent
Estimating the term…
Abstract
The invention relates to macrocyclic anilinopyrimidines with substituted sulphoximine of the general formula I, processes for their preparation, and their use as medicaments.
Claims28
Compounds of the general formula I,
- in which
- B is a prop-1,3-ylene, but-1,4-ylene, pent-1,5-ylene or hex-1,6-ylene group which may be substituted one or more times, identically or differently, by
- (i) hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy, —NR13—C(O)—C1-C3-alkyl, —NR13—SO2—C1-C3-alkyl, —OCF3 and/or
- (ii) one or more C1-C6-alkyl radicals which are optionally substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy, —NR13—C(O)—C1-C3-alkyl, —NR13—SO2—C1-C3-alkyl or —OCF3,
- R1 is
- (i) a C1-C6-alkyl radical which is optionally substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, C1-C6-alkoxy, —F3 and/or —OCF3, or
- (ii) a C3-C7-cycloalkyl ring which is optionally substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy, —OCF3 and/or C1-C6-alkyl, or
- (iii) a C6-aryl ring which is optionally substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy, —OCF3 and/or C1-C6-alkyl, or
- (iv) a heteroaryl ring which is optionally substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy, —OCF3 and/or C1-C6-alkyl and has 5 or 6 ring atoms,
- R2 is R5, —SO2—R6, —C(O)O—R6, —C(O)—R6, —C(O)—NR11R12, —C(S)—NR11R12, —Si(R7R8R9), —R10—Si(R7R8R9) or —SO2—R10—Si(R7R8R9),
- R3 is
- (i) hydrogen, hydroxy, halogen, cyano, —CF3, C1-C6-alkoxy —OCF3 or —NR11R12, or
- (ii) a C1-C6-alkyl radical which is optionally substituted one or more times, identically or differently, by halogen, hydroxy, C1-C6-alkoxy or the group —NR11R12, or
- (iii) a C1-C6-alkoxy group which is optionally substituted one or more times, identically and/or differently, by halogen, hydroxy, C1-C6-alkoxy or the group —NR11R12, or
- (iv) a C3-C7-cycloalkyl ring which is optionally substituted one or more times, identically or differently, by halogen, hydroxy, C1-C6-alkoxy, the group —NR11R12 and/or C1-C6-alkyl,
- R4 is
- (i) halogen, cyano, nitro, —NR11R12, —CF3, C1-C6-alkoxy or —OCF3 or
- (ii) a C1-C6-alkyl, C2-C6-alkenyl or C2-C6-alkynyl radical which is optionally substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, C1-C6-alkoxy, —CF3 and/or —OCF3, or
- (iii) a C6-aryl ring which is optionally substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy, —OCF3 and/or C1-C6-alkyl, or
- (iv) a heteroaryl ring which is optionally substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy, —OCF3 and/or C1-C6-alkyl and has 5 or 6 ring atoms,
- X is —S—, —S(O), —NH— or —O—,
- Y is —NR13—, —S—, —S(O)—, or —O—,
- where
- R5 may be a
- (i) C1-C6-alkyl radical or
- (ii) C3-C6-alkenyl radical or
- (iii) C3-C6-alkynyl radical or
- (iv) C6-aryl ring or
- (v) heteroaryl ring having 5 or 6 ring atoms,
- each of which may optionally be substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy and/or —OCF3,
- R6 may be a
- (i) C1-C6-alkyl radical or
- (ii) C2-C6-alkenyl radical or
- (iii) C2-C6-alkynyl radical or
- (iv) C6-aryl ring or
- (v) heteroaryl ring having 5 or 6 ring atoms,
- each of which may optionally be substituted one or more times, identically or differently, by hydroxy, —NR11R12, cyano, halogen, —CF3, C1-C6-alkoxy and/or —OCF3,
- R7, R8
- and R9 may be independently of one another
- (i) a C1-C6-alkyl radical, and/or
- (ii) a C6-aryl ring,
- R10 is a C1-C3-alkylene group, and
- R11 and R12 may be independently of one another
- (i) hydrogen and/or
- (ii) a C1-C6-alkyl radical, a C3-C7-cycloalkyl radical, a C2-C6-alkenyl radical, and/or
- (iii) a C6-aryl ring and/or
- (iv) a heteroaryl ring having 5 or 6 ring atoms, where (ii), (iii) and (iv) may optionally be substituted one or more times, identically or differently, by hydroxy, —NR13R14, cyano, halogen, —CF3, C1-C6-alkoxy and/or —OCF3, or
- R11 and R12 together with the nitrogen atom form a heterocyclyl ring which has 3 to 7 ring atoms and may optionally be substituted one or more times, identically or differently, by hydroxy, —NR13R14, cyano, halogen, —CF3, C1-C6-alkoxy and/or —OCF3 and may comprise a further heteroatom, and
- R13 and R14 are independently of one another hydrogen or a C1-C6-alkyl radical which is optionally substituted one or more times, identically or differently, by hydroxy, —NH2, cyano, halogen, —CF3, C1-C6-alkoxy and/or —OCF3,
- and the salts, diastereomers and enantiomers thereof.
47 more elements
Dependencies are inferred from the claim text.