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US 9,802,946 B2Granted
NMDA receptor modulators and uses thereof
AssigneeNorthwestern University
InventorsM. Amin Khan, Joseph R. Moskal, Paul Wood
Life of this patent
Estimating the term…
Abstract
Disclosed are compounds having enhanced potency in the modulation of NMDA receptor activity. Such compounds are contemplated for use in the treatment of diseases and disorder such as learning, cognitive activities, and analgesia, particularly in alleviating and/or reducing neuropathic pain. Orally available formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.
Claims13
A compound represented by
- or a pharmaceutically acceptable salt, a stereoisomer, and/or an N-oxide thereof;
- wherein
- R1 is —C(O)—C2-C4alkyl, wherein C2-C4alkyl is substituted at one carbon with NH2 or —NH-carbobenzyloxy and at a different carbon by hydroxyl;
- or
- R1 is
- X is N;
- R5′ is H;
- R8 is —C(O)—C2-C4alkyl, wherein C2-C4alkyl is substituted at one carbon with NH2 or —NH-carbobenzyloxy and at a different carbon by hydroxyl;
- R3 and R3′ are independently selected from the group consisting of H, halogen, hydroxyl, phenyl, —C1-C4alkyl, amido, amine, and —C2-C4alkenyl, wherein C1-C4alkyl, C2-C4alkenyl and phenyl are optionally substituted by one or more substituents selected from Ra;
- R2 is selected from the group consisting of H, R7, —S(O)2—C1-C4alkyl, —C1-C4alkyl, hydroxyl, and phenyl, wherein C1-C4alkyl, and phenyl are optionally substituted by one or more substituents selected from Ra;
- R5 is independently selected from the group consisting of H, halogen, —C1-C4alkyl, —C1-C4alkoxy, —C2-C4alkenyl, cyano, amino, phenyl, and hydroxyl, wherein C1-C4alkyl, C2-C4alkenyl and phenyl are optionally substituted by one or more substituents selected from Ra;
- R7 is selected from the group consisting of —C(O)—C1-C4alkyl and —C(O)—O—C1-C4alkyl, wherein C1-C4alkyl is optionally substituted by 1, 2 or 3 substituents selected from Rb;
- Ra is selected, independently for each occurrence, from the group consisting of carboxy, hydroxyl, halogen, amino, phenyl, —C1-C4alkyl, and —C1-C4alkoxy;
- Rb is selected, independently for each occurrence, from the group consisting of carboxy, hydroxyl, halogen, amino, phenyl, —C1-C4alkyl, —C1-C4alkoxy, and —NH—Rc;
- and
- Rc is selected, independently for each occurrence, from the group consisting of —C(O)—O—C1-C4alkyl and —C(O)—C1-C4alkyl.
13 more elements
A non-peptidyl compound selected from the group consisting of:
- or a pharmaceutically acceptable salt, a stereoisomer and/or an N-oxide thereof.
Dependencies are inferred from the claim text.