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US 7,465,809 B2Granted
Heterocycle derivatives useful as selective androgen receptor modulators (SARMs)
AssigneeJanssen Pharmaceutica NV
InventorsXuqing Zhang, Xiaojie Li, Zhihua Sui
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Abstract
The present invention is directed to novel heterocycle derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.
Claims10
A compound of formula (I)
- wherein
- W is selected from the group consisting of O, S and NRF;
- wherein RF is selected from the group consisting of hydrogen, hydroxy, C1-4alkyl, C1-4alkoxy, cyano and —SO2—C1-4alkyl;
- R1 is selected from the group consisting of C1-4alkyl and halogenated C1-4alkyl;
- R2 is selected from the group consisting of hydrogen, C1-4alkyl, halogenated C1-4alkyl, —C(O)O—C1-4alkyl, —C(O)—C1-4alkyl and —C(O)-(halogenated C1-4alkyl);
- a is an integer from 0 to 1;
- is phenyl;
- R3 is selected from the group consisting of hydrogen, halogen, C1-4alkyl, halogenated C1-4alkyl, cyano, nitro, amino, benzyl, —O-phenyl, —C(O)-phenyl, —S(O)0-2—C1-4alkyl, C1-4alkylamino, di C1-4alkylamino, —O—C1-4alkyl, —NRA—C(O)—C1-4alkyl and —S(O)0-2-phenyl, wherein RA is either hydrogen or C1-4alkyl;
- R4 is selected from the group consisting of hydrogen, halogen, C1-4alkyl, halogenated C1-4alkyl, cyano, nitro, amino, benzyl, —O-phenyl, —C(O)-phenyl, —S(O)0-2—C1-4alkyl, C1-4alkylamino, di C1-4alkylamino, —O—C1-4alkyl, —NRB—C(O)—C1-4alkyl and —S(O)0-2-phenyl, wherein RB is either hydrogen or C1-4alkyl;
- provided that at least one of R3 of R4 other than hydrogen;
- R6 and R7 are each independently selected from the group consisting of hydrogen, halogen, C1-4alkyl, C2-4alkenyl, C1-4alkoxy, cyano, —C(O)O—C1-4alkyl and —S(O)0-2—C1-4alkyl;
- is selected from the group consisting of
- wherein R5′ is selected from the group consisting of halogen and C1-4alkyl;
- and wherein R10 is selected from hydrogen, C1-4alkyl, benzyl or —C(O)—CF3;
- R5 is selected from the group consisting of hydrogen, carboxy, alkyl, halogenated C1-4alkyl, hydroxy substituted C1-4alkyl, cycloalkyl, aryl, aralkyl, —C(O)—C1-4alkyl, —C(O)-(halogenated C1-4alkyl), —C(O)O—C1-4alkyl, —C(O)O-aryl, —C1-4alkyl-S(O)0-2—C1-4alkyl, t-butyl-dimethyl-silyl and trimethylsilyl;
- wherein the aryl, whether alone or as part of a substituent group is optionally substituted with one or more substituents independently selected from the group consisting of halogen, hydroxy, C1-4alkyl, C1-4alkoxy, halogenated C1-4alkyl, cyano, nitro, —NRC—C(O)—C1-4alkyl, NRC—C(O)-(halogenated C1-4alkyl), —C(O)O—C1-4alkyl, trimethyl-silyl and t-butyl-dimethyl-silyloxy;
- wherein RC and RD are each independently selected from hydrogen or C1-4alkyl;
- or a pharmaceutically acceptable salt thereof.
15 more elements
Dependencies are inferred from the claim text.