Stilbene derivatives for the treatment of CNS and other disorders
The present application discloses stilbene derivative compounds and compositions, and methods for treating ocular diseases, neurological disorders and protein aggregation-related disorders in patients using the compounds and compositions as disclosed herein.
1. A compound of formula I:
wherein
R 6 is —NR 3 R 4 ;
R 5 is —(CR═CR—) n (CR═CR 2 —)R 1 ;
n is an integer from 0 to 10;
R 1 and R 2 are independently selected from the group consisting of —H, —CN, —COOR, CONHR, CON(H)OR, —SO 3 R, —SO 2 R—OSO 3 R, —PO 3 HR, and —OPO 3 HR, further wherein at least one of R 1 and R 2 is not —H;
each R is independently selected from —H and C 1-6 linear or branched alkyl; and
R 3 and R 4 are independently selected from the group consisting of H, substituted or unsubstituted linear or branched C 1 -C 10 alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted C 6 -C 10 aryl, substituted or unsubstituted C 5 -C 10 heteroaryl, substituted or unsubstituted C 5 -C 10 cycloalkyl, and substituted or unsubstituted C 5 -C 10 heterocycloalkyl; or R 3 and R 4 attached to their N together form a ring that is substituted or unsubstituted C 5 -C 10 heterocycloalkyl, provided that
if n=0, and R 3 and R 4 are both: (a) H; (b) substituted or unsubstituted linear or branched C 1 -C 10 alkyl; or (c) substituted or unsubstituted phenyl or C 6 -C 10 aryl, then R 1 and R 2 are not both selected from the group consisting of —H, —CN, —COOR, —PO 3 HR, and —CONHR.
2. The compound of claim 1 having the formula II:
3. The compound of claim 1 having the formula III:
4. The compound of claim 1 having the formula IV:
5. The compound of claim 1 wherein R 6 is selected from the group consisting of diethylamino, diphenylamino, methyl(phenyl)amino, cyclohexyl(methyl)amino, bis(4-methoxyphenyl)amino, bis(4-(tert-butyl)phenyl)amino, di(pyridin-2-yl)amino, di(pyridin-3-yl)amino, di(pyridin-4-yl)amino, piperidin-1-yl, 4-methylpiperazin-1-yl, 4-phenylpiperazin-1-yl, pyrrolidin-1-yl, and morpholino.
6. The compound of claim 1 wherein R 3 and R 4 are substituted or unsubstituted phenyl.
7. The compound of claim 4 wherein R 1 and R 2 together are —CN and —COOH.
8. A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 and a pharmaceutically acceptable excipient.