Phenyl-sulfamates as aromatase inhibitors
View Patent ↗There is provided a compound of Formula I wherein X, Y and Z are each independently of each other an optional linker group; R 1 is a ring system; R 2 is selected from hydrocarbyl groups, oxyhydrocarbyl groups, cyano (—CN), nitro (—NO 2 ) and halogens; R 3 and R 4 are independently selected from H and hydrocarbyl, ring A and B are independently optionally further substituted.
1. A compound of Formula I
wherein
X is a bond;
Y is (CH 2 ) m ,
wherein m is an integer from 1 to 6;
Z is a bond;
R 1 is selected from 4H-1,2,4-triazole 1H-1,2,4-triazole, and 1H-1,2,3-triazole;
R 2 is selected from hydrocarbyl groups, oxyhydrocarbyl groups, cyano (—CN), nitro (—NO 2 ) and halogens;
R 3 and R 4 are independently selected from H and hydrocarbyl; and
ring A and B are independently optionally further substituted.
2. A compound according to claim 1 of Formula II
or of Formula III
or of Formula IV
or of Formula V
or of Formula VI
or of Formula VII
or of Formula VIII or Formula VIIIa
or of Formula VIII
3. A compound according to claim 1 wherein at least one of the optional linker groups is present.
4. A compound according to claim 1 wherein Y is —CH 2 —.
5. A compound according to claim 1 wherein R 1 is 1H-1,2,4-triazole.
6. A compound according to claim 1 wherein R 1 is
7. A compound according to claim 1 wherein R 2 is selected from hydrocarbyl groups, oxyhydrocarbyl groups, cyano (—CN), nitro (—NO 2 ) and halogens, wherein the hydrocarbyl group is a straight of branched alkyl group.
8. A compound according to claim 7 wherein the hydrocarbyl group is a straight chain alkyl group.
9. A compound according to claim 7 wherein the hydrocarbyl group is (CH 2 )qCH 3 , wherein q is an integer from 0 to 6.
10. A compound according to claim 1 wherein R 2 is selected from hydrocarbyl groups, oxyhydrocarbyl groups, cyano (—CN), nitro (—NO 2 ) and halogens, wherein the oxyhydrocarbyl group is —O-alkyl-, wherein alkyl is a straight or branched alkyl group.
11. A compound according to claim 10 wherein the oxyhydrocarbyl group is —O-alkyl-, wherein alkyl is a straight chain alkyl group.
12. A compound according to claim 11 wherein the oxyhydrocarbyl group is —O(CH) r CH 3 , wherein r is an integer from 0 to 6.
13. A compound according to claim 1 wherein R 2 is selected from —CH 3 , —OCH 3 , cyano (—CN), nitro (—NO 2 ) and halogens.
14. A compound according to claim 1 wherein R 3 and R 4 are independently selected from H, alkyl, cycloalkyl, alkenyl, acyl and aryl, or combinations thereof, or together represent alkylene, wherein the or each alkyl or cycloalkyl or alkenyl or optionally contain one or more hetero atoms or groups.
15. A compound according to claim 1 wherein at least one of R 3 and R 4 is H.
16. A compound according to claim 1 wherein R 3 is H and R 4 is H.
17. A compound according to claim 1 wherein rings A and B are independently not further substituted.
18. A compound according to claim 1 wherein neither ring A nor ring B is further substituted.
19. A compound according to claim 1 wherein rings A and B are independently further substituted by groups selected from hydrocarbyl groups, oxyhydrocarbyl groups, cyano (—CN), nitro (—NO 2 ) and halogens.
20. A compound according to claim 1 wherein rings A and B are independently further substituted by groups selected from C 1-6 alkyl groups, C 1-6 alkoxy groups, cyano (—CN), nitro (—NO 2 ) and halogens.
21. A compound according to claim 1 wherein rings A and B arc independently further substituted by groups selected from —CH 3 , —CH 2 CH 3 , —OCH 3 , cyano (—CN), nitro (—NO 2 ) and halogens.
22. A compound according to claim 1 with the following chemical structure:
23. A pharmaceutical composition comprising the compound according to claim 1 optionally admixed with a pharmaceutically acceptable carrier, diluent, excipient or adjuvant.