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US 7,678,926 B2Granted
Indole derivatives as selective androgen receptor modulators (SARMS)
AssigneeJanssen Pharmaceutica NV
InventorsJames C. Lanter, Zhihua Sui, James J. Fiordeliso, Weiqin Jiang, Xuqing Zhang
Life of this patent
Estimating the term…
Abstract
The present invention is directed to novel indole derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.
Claims2
A compound of formula (I)
- X is O;
- R4 is selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkenyl, lower alkynyl and cyano;
- wherein the lower alkyl, lower alkenyl or lower alkynyl is optionally substituted on the terminal carbon atom with —Si(lower alkyl)3;
- a is an integer from 0 to 4;
- R5 is selected from the group consisting halogen, hydroxy, carboxy, lower alkyl, halogen substituted lower alkyl, lower alkoxy, halogen substituted lower alkoxy, cyano, nitro, amino, lower alkylamino, di(lower alkyl)amino, —C(O)-(lower alkyl), —C(O)-(lower alkoxy), —C(O)—N(RA)2, —S(O)0-2-(lower alkyl), —SO2—N(RA)2, —N(RA)—C(O)-(lower alkyl), —N(RA)—C(O)-(halogen substituted lower alkyl) and aryl;
- wherein each RA is independently selected from hydrogen or lower alkyl;
- wherein the aryl is optionally substituted with one or more substituents independently selected from halogen, hydroxy, carboxy, lower alkyl, halogen substituted lower alkyl, lower alkoxy, halogen substituted lower alkoxy, cyano, nitro, amino, lower alkylamino or di(lower alkyl)amino;
- b is an integer from 0 to 1;
- c is an integer from 0 to 1;
- R7 is selected from the group consisting of hydrogen, lower alkyl and —Si(lower alkyl)3;
- R2 is —(CH2)1-4-Z-R6;
- R3 is selected from the group consisting of lower alkyl, halogen substituted lower alkyl and —(CH2)1-4-Z-R6;
- wherein each Z is independently selected from the group consisting of —S—, —SO— and —SO2—;
- wherein each R6 is independently selected from the group consisting of lower alkyl, halogen substituted lower alkyl, lower alkenyl, aryl, aralkyl, biphenyl, cycloalkyl, cycloalkyl-(lower alkyl), heteroaryl and heteroaryl-(lower alkyl);
- wherein the cycloalkyl, aryl or heteroaryl group, whether alone or as part of a substituent group is optionally substituted with one or more substituents independently selected from halogen, hydroxy, carboxy, lower alkyl, halogen substituted lower alkyl, lower alkoxy, cyano, nitro, amino, lower alkylamino, di(lower alkyl)amino, —S(O)0-2-(lower alkyl) and —SO2—N(RA)2;
- or a pharmaceutically acceptable salt thereof.
13 more elements
A compound of formula (I)
- X is O;
- R4 is selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkenyl, lower alkynyl and cyano;
- wherein the lower alkyl, lower alkenyl or lower alkynyl is optionally substituted on the terminal carbon atom with —Si(lower alkyl)3;
- a is an integer from 0 to 4;
- R5 is selected from the group consisting halogen, hydroxy, carboxy, lower alkyl, halogen substituted lower alkyl, lower alkoxy, halogen substituted lower alkoxy, cyano, nitro, amino, lower alkylamino, di(lower alkyl)amino, —C(O)-(lower alkyl), —C(O)-(lower alkoxy), —C(O)—N(RA)2, —S(O)0-2-(lower alkyl), —SO2—N(RA)2, —N(RA)—C(O)-(lower alkyl), —N(RA)—C(O)-(halogen substituted lower alkyl) and aryl;
- wherein each RA is independently selected from hydrogen or lower alkyl;
- wherein the aryl is optionally substituted with one or more substituents independently selected from halogen, hydroxy, carboxy, lower alkyl, halogen substituted lower alkyl, lower alkoxy, halogen substituted lower alkoxy, cyano, nitro, amino, lower alkylamino or di(lower alkyl)amino;
- b is an integer from 0 to 1;
- c is an integer from 0 to 1;
- R7 is selected from the group consisting of hydrogen, lower alkyl and —Si(lower alkyl)3;
- R2 is —(CH2)1-4-Z-R6;
- R3 is selected from the group consisting of lower alkyl, halogen substituted lower alkyl and —(CH2)1-4-Z-R6;
- wherein each Z is O—C(O)—;
- wherein each R6 is independently selected from the group consisting of lower alkyl, halogen substituted lower alkyl, lower alkenyl, aryl, aralkyl, biphenyl, cycloalkyl, cycloalkyl-(lower alkyl), heteroaryl and heteroaryl-(lower alkyl);
- wherein the cycloalkyl, aryl or heteroaryl group, whether alone or as part of a substituent group is optionally substituted with one or more substituents independently selected from halogen, hydroxy, carboxy, lower alkyl, halogen substituted lower alkyl, lower alkoxy, cyano, nitro, amino, lower alkylamino, di(lower alkyl)amino, —S(O)0-2-(lower alkyl) and —SO2—N(RA)2;
- or a pharmaceutically acceptable salt thereof.
13 more elements
Dependencies are inferred from the claim text.