Prodrugs of methyl hydrogen fumarate, pharmaceutical compositions thereof, and methods of use
AssigneeXenoPort, Inc.
InventorsArchana Gangakhedkar, Xuedong Dai, Noa Zerangue, Peter A. Virsik
Life of this patent
Estimating the term…
Abstract
Prodrugs of methyl hydrogen fumarate, pharmaceutical compositions comprising prodrugs of methyl hydrogen fumarate, and methods of using prodrugs of methyl hydrogen fumarate and pharmaceutical compositions thereof for treating diseases such as psoriasis, asthma, multiple sclerosis, inflammatory bowel disease, and arthritis are disclosed.
Claims22
A compound of Formula (I):
- or a pharmaceutically acceptable salt thereof, wherein:
- R1 and R2 are independently chosen from hydrogen, C1-6 alkyl, and substituted C1-6 alkyl;
- R3 and R4 are independently chosen from hydrogen, C1-6 alkyl, substituted C1-6 alkyl, C1-6 heteroalkyl, substituted C1-6 heteroalkyl, C4-12 cycloalkylalkyl, substituted C4-12 cycloalkylalkyl, C7-12 arylalkyl, and substituted C7-12 arylalkyl;
- or R3 and R4 together with the nitrogen to which they are bonded form a ring chosen from a C5-10 heteroaryl, substituted C5-10 heteroaryl, C5-10 heterocycloalkyl, and substituted C5-10 heterocycloalkyl;
- and
- R5 is methyl;
- wherein each substituent group is independently chosen from halogen, —OH, —CN, —CF3, ═O, —NO2, benzyl, —C(O)NR112, —R11, —OR11,
- —C(O)R11, —COOR11, and —NR112 wherein each R11 is independently chosen from hydrogen and C1-4 alkyl.
The compound (N,N-diethylcarbamoyl)methyl methyl(2E)but-2-ene-1,4-dioate.
The compound methyl 2-morpholin-4-yl-2-oxoethyl(2E)but-2-ene-1,4-dioate.
The compound bis-(2-methoxyethylamino)carbamoyl]methyl methyl (2E)but-2-ene-1,4-dioate.
The compound (N,N-dimethylcarbamoyl)methyl methyl(2E)but-2-ene-1,4-dioate.
Dependencies are inferred from the claim text.