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US 8,461,197 B2Granted
4-hydroxybutyric acid analogs
AssigneeConcert Pharmaceuticals, Inc.
InventorRoger D. Tung
Life of this patent
Estimating the term…
Abstract
This invention relates to novel derivatives of 4-hydroxybutyric acid and prodrugs thereof, and pharmaceutically acceptable salts of the foregoing. This invention also provides pharmaceutical compositions comprising a compound of this invention and the use of such compositions in methods of treating narcolepsy, fibromyalgia, other disorders or conditions that are beneficially treated by improving nocturnal sleep or by administering sodium oxybate.
Claims23
A compound of the Formula B:
- or a pharmaceutically acceptable salt thereof, wherein:
- A1 is hydrogen, deuterium, —CH2—C(O)OR2′ or —CH(R1′)—C(O)OR2′;
- R1′ is C1-6 alkyl, C2-10 alkoxyalkyl, phenyl, —(C1-3 alkyl)-(C3-6 cycloalkyl), or C3-6 cycloalkyl, wherein R1′ is optionally substituted with C1-3 alkyl, C1-3 alkoxy, phenyl, —O—(CH2CH2O)n—CH3, wherein n is 1, 2, or 3;
- R2′ is hydrogen;
- deuterium;
- —C1-4 alkyl optionally substituted with phenyl;
- —(C3-6 cycloalkyl) optionally substituted with phenyl or methyl;
- —CH2—(C3-6 cycloalkyl) wherein the C3-6 cycloalkyl is optionally substituted with phenyl;
- phenyl;
- or biphenyl;
- X1 is hydrogen, deuterium, —C(O)-indanyl, —C(O)-indenyl, —C(O)-tetrahydronaphthyl, —C(O)—C1-6 alkyl, —C(O)—C1-6 alkenyl, —C(O)—C1-6 alkynyl, —C(O)—C1-3 alkyl optionally substituted with C3-6 cycloalkyl, or —C(O)—C3-6 cycloalkyl optionally substituted with C1-6 alkyl, phenyl or naphthyl;
- and
- each Y is independently selected from hydrogen and deuterium,
- provided that:
- (i) when A1 is hydrogen or deuterium, at least one Y is deuterium;
- and
- (ii) when X1 is hydrogen or deuterium, each Y2 is deuterium, and each Y3 is deuterium, then A1 is not hydrogen or deuterium.
14 more elements
Dependencies are inferred from the claim text.