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US 2022/0089544 A1Published application
Dextrorphan prodrugs and processes for making and using them
AssigneeKemPharm, Inc.
InventorsTravis Mickle, Sven Guenther, Sanjib Bera
Life of this patent
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Abstract
The presently described technology provides compositions of one or more of oxoacids, polyethylene glycols, and/or vitamin compounds chemically conjugated to dextrorphan, (+)-17-methylmorphinan-3-ol), to form novel prodrugs and compositions of dextrorphan.
Claims22
A compound having the following general formula:
- where L1 is absent, or is
- Y1 is absent, or [A-X—Z]n
- where A, X, Z are independently absent or selected from —O—, —S— or —(CR1R2)k—
- R1, R2 are each independently selected from H, alkyl, aryl, alkyl aryl, alkoxy, haloalkyl, or haloaryl
- n and k are independently selected from 1-4
- Gm1 is selected independently for each repeating subunit from H, oxoacid, polyethylene glycol having from 2 to 5 ethylene oxide units, or a vitamin compound, and m is 1-4, wherein when G1 is H, m is 1 and k is 3 or 4, or when G1 is acetic acid, G1 is attached via an ester bond;
- or a pharmaceutically acceptable salt thereof.
4 more elements
A compound having the following general formula:
- where L2 is absent, or is
- Y2 is absent, or [A-X—Z]n
- where A, X, Z are independently absent or selected from —O—, —S— or —(CR1R2)k—
- J is [M-W]p
- where M is —(CR3R4)q—;
- and W is absent, or —O— or —S—
- R1, R2, R3, R4 are each independently selected from H, alkyl, aryl, alkylaryl, alkoxy, haloalkyl, or haloaryl
- n and k are independently selected from 1-4
- p and q are independently selected from 1-4
- Gm2 is absent or selected independently for each repeating subunit from H, oxoacid, polyethylene glycol having from 2 to 5 ethylene oxide units, or a vitamin compound, and m is 1-4, except m is 1 when G2 is H;
- or a pharmaceutically acceptable salt thereof.
8 more elements
A compound having the following general formula:
- where L1 and L2 are independently absent, or
- Y1 and Y2 are independently either absent, or [A-X—Z]n
- where A, X, Z are independently selected for Y1 and Y2, and are, independent of each other, either absent or selected from —O—, —S—, or —(CR1R2)k—
- J is [M-W]p
- where M is —(CR3R4)q—;
- and W is absent, or —O— or —S—
- R1 and R2 are each independently selected for Y1 and Y2, and are, independent of each other, selected from H, alkyl, aryl, alkylaryl, alkoxy, haloalkyl, or haloaryl
- R3 and R4 are each independently selected from H, alkyl, aryl, alkylaryl, alkoxy, haloalkyl, or haloaryl
- for each Y1 and Y2, n is independently an integer of 1-4
- for each repeating unit of [A-X—Z]n, when —(CR1R2)k— is present, k is independently an integer of 1-4.
- p and q are independently selected from 1-4
- Gm1 and Gm2 are independently absent, or selected independently of each other and, when present, each repeating subunit is independently selected from H, oxoacid, polyethylene glycol having from 2 to 5 ethylene oxide units, or a vitamin compound;
- where m is selected independently for G1 and G2, and is an integer of 1-4, except that m is 1 when G1 or G2 is a hydrogen atom;
- or a pharmaceutically acceptable salt thereof.
11 more elements
A composition wherein the composition comprises the compound of 39 or a pharmaceutically acceptable salt of the compound.
Dependencies are inferred from the claim text.