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US 2020/0369599 A1Published application
Prodrugs of gamma-hydroxybutyric acid, compositions and uses thereof
AssigneeXw Laboratories Inc.
InventorsJIA-NING XIANG, XUESONG XU, XUAN ZHANG
Life of this patent
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Abstract
Provided are prodrugs of gamma-hydroxybutyric acid as well as compositions and uses thereof.
Claims34
A compound of Formula I:
- or a pharmaceutically acceptable salt, ester, hydrate, or solvate thereof, wherein,
- B is
- —(O)R1, —R2(OCO)R3, substituted or unsubstituted C5-10 aryl, C1-12 alkyl, C5-12 aralkyl, C2-12 alkenyl, C6-12 aralkenyl, C2-12 alkynyl, C3-8 cycloalkyl, 3-10 membered heterocyclic alkyl, or 5-10 membered heterocyclic aryl, wherein the one or more substituents are selected from the group consisting of C1-12 alkyl, amino, substituted amino, amino protecting group, —R4—S—R5, halogen, hydroxyl, cyano, mono-, di- or tri-halo-C1-6 alkyl, C2-12 alkenyl, C2-12 alkynyl, C1-12 alkoxy, C5-10 aryl, C5-10 alkylaryl, C3-8 cycloalkyl, C1-12 alkylsulfonyl, 3-8 membered heterocyclic alkyl, 3-10 membered heterocyclic aryl, C5-10 aryloxyl, C5-10 arylcarbonyl, C1-6 alkylcarbonyloxyl or C1-4 alkyloxycarbonyl;
- wherein
- R1 and R3 are independently C1-12 alkyl, C2-12 alkenyl, C5-12 aralkyl, C6-12 aralkenyl, C2-12 alkynyl, C5-10 aryl, C3-8 cycloalkyl, 3-10 membered heterocyclic alkyl, 5-10 membered heterocyclic aryl, or
- any of which can be optionally mono- or independently multi-substituted by —R4—S—R5, halogen, hydroxyl, cyano, amino, substituted amino, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C5-10 aryl, C1-12 alkoxy, C3-8 cycloalkyl, 3-8 membered heterocyclic alkyl, or 3-10 membered heterocyclic aryl, C1-4 alkylsulfonyl, C5-10 aryloxyl, C5-10 arylcarbonyl, C1-4 alkyloxycarbonyl, or C1-12 alkylcarbonylamino;
- R2 is C1-6 alkylene, or C1-6 alkyleneoxyl, any of which is optionally further substituted with C1-6 alkyl;
- R4 is bond, C1-6 alkylene, C5-10 arylene, or C5-12 arylenealkylene, any of which is optionally further substituted with C1-3 alkyl, and R5 is hydrogen or C1-12 alkyl,
- Rg is hydrogen, C1-6 alkyl, phenyl, or phenylmethyl any of which is optionally mono- or independently multi-substituted by halogen, hydroxyl, methylthio, C1-4 alkyl, or C5-8 aryl;
- and Rh and Rf are independently hydrogen, C1-6 alkyl, C1-6 alkylcarbonyl, C1-6 alkoxylcarbonyl, C3-6 cycloalkoxylcarbonyl, or an amino protecting group;
- or
- Rf and Rg together with C, O, N or S atom form a 4-8 membered heterocyclic alkyl or
- any of which is optionally mono- or independently multi-substituted by halogen, hydroxyl, C1-4 alkyl or an amino protecting group, and Rh is hydrogen, C1-6 alkyl or an amino protecting group.
10 more elements
Dependencies are inferred from the claim text.