Carboxamides that modulate the androgen receptor

2012 
Compound is of formula (I) or (II) ** ** Formula wherein ring A is any one of the following groups or tautomers thereof ** ** Formula in which RX is halogen or CF3; RZ is hydrogen or halogen; R1 is C3-7 hydroxyalkyl, imidazolyl or -RA-OC (O) -RB; RA is C1-7 alkyl; RB is C1-7 alkyl, C1-7 hydroxyalkyl or C1-7 carboxyalkyl; R2 is C1-7 alkyl, C2-7 alkenyl, C3-7 cycloalkyl, C3-7cycloalkyl-C1-7alkyl, methylpyrazolyl or pyrimidinyl; R3 is halogen or pyridinyl; R4 is pyridinyl; R5 is C1-7 alkyl, C2-7 alkenyl, C3-7cycloalkyl, C3-7cycloalkyl-C1-7alkyl, cyano, C1-7 hydroxyalkyl, oxoalkyl C1- 7, halogen or methylpyrazolyl; R6 is C1-7 alkyl, C2-7 alkenyl, C3-7cycloalkyl, C3-7cycloalkyl-C1-7alkyl, hydroxy, C1-7 hydroxyalkyl, C1-7 cyanoalkyl or C1-7 alcoxicarbamoil-C1-7alkyl; R7 is C4 hydroxyalkyl; R8 is halogen, C2-7 alkyl, C2-7 alkenyl, C3-7 cycloalkyl, C1-7 cycloalkyl C3-7 alkyl, cyano, carboxyl, C1-7 oxoalkyl, C1-7 haloalkyl, C1-7 hydroxyalkyl, tetrahydro- 2H-thiopyran or -C (O) -NHR20; R9 is hydrogen, hydroxyl, halogen, nitro, amino, cyano, oxo, C1-7 alkyl, C2-7 alkenyl, C3-7 alkoxy, C1- 7, C1-7 haloalkyl, C1-7 hydroxyalkyl, C1-7 cyanoalkyl , C1-7 aminoalkyl, C1-7 oxoalkyl, C1-7 alkoxy-C1-7 alkyl, C1-7 alkylamino, C1-7 hydroxyalkylamino, C1-7-alkylamino C1-7 alkoxy, C1-7 alkylamino-C1-7 alkyl , hydroxyalkylamino C1-7-C1-7 alkyl, hydroxyimino C1-7, C1-7 alcoxicarbamoil C1-7 alkyl, -C (O) R11, -OC (O) R17, -NH-C (O) R18, - NHSO2-R19 or a carbocyclic ring or heterocyclic 5-12 membered optionally substituted, each group being attached to ring B via a chemical bond or a linking group of C1-7 alkylene; R10 is hydrogen, halogen, C1-7 alkyl, C2-7 alkenyl, C3-7 cycloalkyl, C3-7 alkyl-cyclo-C1-7 alkyl, oxo, C1-7 hydroxyalkyl, C1-7 oxoalkyl or carbocyclic or heterocyclic ring 5 or 6 membered optionally substituted; R11 is hydrogen, hydroxyl, C1-7 alkyl, C1-7 hydroxyalkyl, C2-7 alkenyl, C3-7 cycloalkyl, C1-7 haloalkyl, C1-7 alkoxy, NR12R13, or a carbocyclic or heterocyclic ring optionally 5-12 membered substituted; R12 is hydrogen, C1-7 alkyl, C2-7 alkenyl, C3-7 cycloalkyl, C1-7 cycloalkyl C3-7 alkyl, C1-7 alkoxy, C1-7 hydroxyalkyl, C1-7 aminoalkyl or C1-7-aminoalkyl C1-7; R13 is hydrogen or C1-7 alkyl; R14 and R15 are independently hydrogen or C1-7 alkyl; R14 'and R15' are independently hydrogen or C1-7 alkyl or R14 'and R15' together form a bond; R17 is C1-7 alkyl, C2-7 alkenyl, C3-7cycloalkyl, C3-7cycloalkyl-C1-7alkyl, C1-7 alkoxy, C1-7 aminoalkyl, C1-7 alkylamino or C1-7 alkylamino-alkyl C1- 7; R18 is C1-7 alkyl, C2-7 alkenyl, C3-7cycloalkyl, C3-7cycloalkyl-C1-7alkyl, C1-7 aminoalkyl, C1-7 alkylamino or C1-7 alkylamino-C1-7 alkyl; R19 is C1-7 alkyl, C2-7 alkenyl, C3-7cycloalkyl or C3-7cycloalkyl-C1-7alkyl; R20 is hydrogen, C1-7 alkyl, C2-7 alkenyl, C3-7 cycloalkyl, C3-7 cycloalkyl-C1-7 alkyl or C1-7 alkoxy; R21 is C1-7 cyanoalkyl or, if RX is CF3, R21 may also be C1-7 hydroxyalkyl; R22 is C1-7 hydroxyalkyl; R23 is C1-7 alkyl or hydroxyalkyl C1-7; R24 is hydroxyl, halogen or C1-7 alkoxy; ring B is any one of the following groups or tautomers thereof ** ** Formula
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