Substituted 3-dialkylaminomethyl-piperidin-4-yl-benzamides and methods of making and using same
AssigneeMebias Discovery, Inc.
InventorsBrett A. Tounge, Shariff Bayoumy, Lawrence C. Kuo, Scott L Dax
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Abstract
The invention relates to certain substituted 3-dialkylaminomethyl-piperidin-4-yl-benzamides, and compositions comprising the same, which in certain embodiments are useful for treating and/or preventing pain in a subject in need thereof.
Claims22
A compound of formula (I):
- wherein:
- L is selected from the group consisting of —CH2—CH2— and —CH2—CH2—CH2—;
- R1 is selected from the group consisting of
- R2 is hydrogen;
- R3 is hydrogen;
- R4 is methyl;
- R5 is methyl;
- R6 is hydrogen;
- X is S;
- each occurrence of R is independently selected from the group consisting of hydrogen, fluoro, chloro, bromo, iodo, cyano, nitro, hydroxyl, C1-C6 alkoxy, C1-C6 alkyl, substituted C1-C6 alkyl, phenyl, substituted phenyl, —COOR7, and carboxamide;
- each occurrence of p is independently selected from the group consisting of 0, 1, 2, and 3;
- and
- each occurrence of R7 is independently selected from the group consisting of hydrogen and C1-C6 alkyl;
- or a salt, solvate, enantiomer, diastereoisomer, or tautomer thereof, and any mixtures thereof.
The compound 3-((3S,4R)-1-(3-(2-chloro-4-fluorophenyl)propyl)-3-((dimethylamino)methyl)-hydroxypiperidin-4-yl)benzamide, or a therapeutically acceptable salt thereof.
The compound 3-((3S,4R)-1-(3-(2-chloro-4-fluorophenyl)propyl)-3-((dimethylamino)methyl)-4-hydroxypiperidin-4-yl)benzamide.
A method of treating or ameliorating pain in a subject, the method comprising administering to the subject a therapeutically effective amount of the compound 3-((3S,4R)-1-(3-(2-chloro-4-fluorophenyl)propyl)-3-((dimethylamino)methyl)-4-hydroxypiperidin-4-yl)benzamide, or a therapeutically acceptable salt thereof.
The compound 3-(3S,4R)-3-((dimethylamino)methyl)-4-hydroxy-1-(2-(thiophen-3-yl)ethyl)piperidin-4-yl)benzamide, or a therapeutically acceptable salt thereof.
The compound 3-(3S,4R)-3-((dimethylamino)methyl)-4-hydroxy-1-(2-(thiophen-3-yl)ethyl)piperidin-4-yl)benzamide.
A method of treating or ameliorating pain in a subject, the method comprising administering to the subject a therapeutically effective amount of the compound 3-(3S,4R)-3-((dimethylamino)methyl)-4-hydroxy-1-(2-(thiophen-3-yl)ethyl)piperidin-4-yl)benzamide, or a therapeutically acceptable salt thereof.
Dependencies are inferred from the claim text.