Histone deacetylase inhibitors
Histone deacetylase inhibitors and uses thereof are provided that have the general formula: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , M and L have the definitions as described herein.
1. A compound of the formula:
wherein
R 3 and R 4 are each independently selected from the group consisting of hydrogen, alkyl, aminoalkyl, oxaalkyl, aromatic ring, cyano, a carbonyl group, and a thiocarbonyl group;
R 5 and R 6 are each independently selected from the group consisting of hydrogen, alkyl, aminoalkyl, oxaalkyl, aromatic ring, cyano, a carbonyl group, a thiocarbonyl group and a sulfonyl group;
R 7 and R 8 are each independently selected from the group consisting of hydrogen, alkyl, aminoalkyl, oxaalkyl, aromatic ring, alkoxy, aryloxy, alkylamino, arylamino, alkylthio, arylthio, acylamino, sulfonylamino, nitro, cyano, halogen, hydroxyl, thiol, amino, a carbonyl group, and a thiocarbonyl group;
R 15 , R 16 , R 17 and R 18 are each independently selected from a group of substituents comprising a moiety attached to the ring carbon selected from the group consisting of hydrogen, alkyl, aminoalkyl, oxaalkyl, aromatic ring, alkoxy, aryloxy, alkylamino, arylamino, alkylthio, arylthio, acylamino, sulfonylamino, nitro, cyano, halogen, hydroxyl, thiol, amino, a carbonyl group, and a thiocarbonyl group;
X is NR 14 , where R 14 is selected from the group consisting of hydrogen, hydroxyl, alkyl, aromatic ring, alkoxy, aryloxy, a carbonyl group, a thiocarbonyl group, and a sulfonyl group;
M is selected from the group consisting of:
where,
R 30 is selected from the group consisting of
R 23 is (C 1-10 )alkyl.
2. A compound according to claim 1 , wherein at least one of R 3 and R 4 is selected from a group of substituents consisting of C 1 -C 10 alkyl, aminoalkyl, and oxaalkyl.
3. A compound according to claim 1 , wherein at least one of R 3 and R 4 is selected from the group consisting of branched C 1 -C 10 alkyl, aminoalkyl, and oxaalkyl.
4. A compound according to claim 3 , wherein the C 1 -C 10 alkyl, aminoalkyl, or oxaalkyl is substituted with a substituent selected from the group consisting of an alkyl, aromatic ring, cyano group, halogen, and carbonyl group.
5. A compound according to claim 3 , wherein the C 1 -C 10 alkyl, aminoalkyl, or oxaalkyl is substituted with an aromatic ring.
6. A compound according to claim 1 , wherein at least one of R 3 and R 4 is an aromatic ring.
7. A compound according to claim 1 , wherein at least one of R 3 and R 4 is a phenyl ring.
8. A compound according to claim 1 , wherein at least one of R 3 and R 4 is selected from a group of substituents consisting of an aldehyde, amide, ester, ketone, and carboxylic acid.
9. A compound according to claim 1 , wherein M is
10. A compound according to claim 1 , wherein M is
11. A compound according to claim 10 , wherein M is
12. A compound according to claim 10 , wherein M is
13. A compound according to claim 1 , wherein L is selected from the group consisting of