Substituted derivatives of isoindoles
AssigneeSupernus Pharmaceuticals, Inc.
InventorsGary L. Olson, Bhaskara Rao Nallaganchu, Yanjun Sun
Life of this patent
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Abstract
Provided are substituted derivatives of 5-(4-chlorophenyl)-2,3-dihydroimidazo[1,2-b]isoindol-5-ol having Formula (I): as well as their stereoisomers and their pharmaceutically acceptable salts. Such substituted derivatives may be used, for example, in pharmaceutical compositions for the treatment of central nervous system diseases or disorders. In addition, methods of making such substituted derivatives are also provided.
Claims5
An isoindoline derivative of Formula I, or a stereoisomer or a pharmaceutically acceptable salt thereof:
- wherein:
- R1 comprises a dioxolanylmethyl group;
- and
- R2-R5 are each independently H or alkyl;
- R6-R11, R13 and R14 are each independently H, alkyl, alkoxy, F, Cl, Br, CF3 or I, and
- R12 is alkyl, alkoxy, F, Cl, Br, CF3 or I.
An isoindoline derivative, wherein the isoindoline derivative is:
- or a stereoisomer or a pharmaceutically acceptable salt thereof.
An isoindoline derivative, wherein the isoindoline derivative is selected from the group consisting of:
- 5-(benzyloxy)-5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-1),
- 5-(4-chlorophenyl)-5-((4-methoxybenzyl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-2),
- 5-(allyloxy)-5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-3),
- 5-(4-chlorophenyl)-5-(2-methoxyethoxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-4),
- methyl 2-((5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-yl)oxy)acetate (I-5),
- 5-(benzo[d][1,3]dioxol-5-ylmethoxy)-5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-7),
- 5-(4-chlorophenyl)-5-((3-methylbut-2-en-1-yl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-9),
- (E)-5-(4-chlorophenyl)-5-((3,7-dimethylocta-2,6-dien-1-yl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-11),
- 5-(4-chlorophenyl)-5-(2-(2-(2-methoxyethoxy) ethoxy) ethoxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-12),
- 5-(4-chlorophenyl)-5-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-13),
- 5-(4-chlorophenyl)-5-((4-(trifluoromethyl)benzyl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-14),
- 5-(4-chlorophenyl)-5-((3,4-dimethoxybenzyl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-15),
- 5-((4-chlorobenzyl)oxy)-5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-16),
- (E)-5-(4-chlorophenyl)-5-((4-methylpent-2-en-1-yl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-17),
- (E)-5-(4-chlorophenyl)-5-((3-(4-(trifluoromethyl)phenyl) allyl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-18),
- 5-((1,3-dioxolan-2-yl) methoxy)-5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-19),
- (E)-5-((3-(benzo[d][1,3]dioxol-5-yl) allyl)oxy)-5-(4-chlorophenyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-20),
- 5-(4-chlorophenyl)-5-(cinnamyloxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-21),
- (E)-5-(4-chlorophenyl)-5-((3-(4-fluorophenyl) allyl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-22), and
- (E)-5-(4-chlorophenyl)-5-((3-(4-chlorophenyl) allyl)oxy)-2,5-dihydro-3H-imidazo[2,1-a]isoindole (I-23);
- or a stereoisomer or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.